by Jayne Cross
My cross dressing was bringing me mental anxiety. I knew I had to do something. After much consideration, I joined a support group. Being in touch with other cross dressers helped a lot. I no longer felt alone and isolated. I found that there were other people out there that had the same feelings and desires that I had. A few months later, after one of the group meetings, one of the members told me about the Pleasant Valley Club and told me in glowing terms of how it was a good place to release your feminine side. It was reputed to be a very prestigious TV club. It was a place where a cross dresser could go and be himself (herself). It was very secure and private. That sounded good to me. I needed some place where I could let go and express myself. I really wanted to join the Pleasant Valley club. I was told also that it was a very sexual place.
I contacted the club. I was interviewed at length by the club president and accepted for the initiation. They were very discrete and wanted to keep it that way. They had accepted my application after a careful screening for entrance into the club. Now I had to spend the weekend going through their tough initiation. It was a final test of qualification for membership. The initiation cost $2000 in advance to cover food, lodging, and all expenses for the weekend and was nonrefundable whether or not I passed the initiation and qualified to become a member. I was instructed to bring a toothbrush, come dressed, and that everything else would be provided. I really looked forward to the weekend as I would spend the whole time cross dressed. I had never cross dressed in public, except at group meetings. I had never dressed more than occasionally on evenings and weekends when I felt no one could possibly catch me. I looked forward to spending an entire weekend cross dressing with out having to worry about being caught. I would be able to have painted nails and makeup and express myself in female ways that I normally could not. To spend an entire weekend expressing my female self without fear gave me goose bumps. That was one of the reasons I wanted to join the club. Freedom. Freedom to be me. Freedom to express parts of me that polite society considered not acceptable; to be somewhere where I was accepted for being me! I would be able to express my entire self.
I had been instructed that no one is allowed in the club unless they were in feminine attire, so I had arrived appropriately dressed even though it was tough sneaking out of my house without my neighbors seeing me. I was glad I lived in a country neighborhood where houses were not very close together.
It was in an old mansion way out in the country by itself. There was an open iron gate at the entrance with stone posts. A plaque on one post read 'Pleasant Valley Club - Private'. As I drove up to the front of the club and parked I had to admire the old mansion with its ivy covered stone exterior. I had arrived at the appointed time on at 6:00 PM Friday evening and the initiation would be over at 5:00 PM on Sunday.
I rang the bell and was greeted at the door by a person who introduced herself as Phyllis. She apprised me of the rules of the initiation. I had to accumulate 100 points during the weekend to be accepted. Anything I refused to do would cost 15 points. Other points would be added or subtracted according to what I do, how I perform, and what was expected of me. She said that she would let me know more about how to gain points after the initial ritual.
She took me to a room that was setup as a lounge with several tables, a small stage, and a bar. There were four other people already in the room. Phyllis said, "This is a sister initiate, Mary." and gestured at one of the ladies sitting at a table. She continued, "The other ladies are club members: Virginia, Marcia, and Susan." They each nodded to me as their names were spoken.
I said, "Hello."
We were given some pills and told to take them. I inquired about what they were and Phyllis said, "These are some Chinese herbs that will increase your libido and allow your feminine side to express itself."
We took the pills and then had drinks, a buffet dinner, and some pleasant conversation in the club lounge. After we were relaxed Mary and I were told that we had to take the club pledge.
Phyllis said, "Repeat after me."
"I will always comport myself in a ladylike manner while on club premises."
"I will always comport myself in a ladylike manner while on club premises." ,we echoed.
"I will express my feminine side."
"I will express my feminine side." we repeated.
"I love panties."
"I love panties." we responded
"I love lingerie."
"I love lingerie." we echoed.
"I enjoy dressing in pretty clothes."
"I enjoy dressing in pretty clothes." we echoed.
We were then led upstairs to a bedroom by four of the club members. Phyllis, the club president, said, "Ladies it is time now for your initiation to begin. If you want to be in this club you must do everything asked of you this weekend. All club members have gone through what you are about to go through. If you complete the initiation satisfactorily by accumulating 100 points you will be sworn in as a member Sunday evening. If you reveal to anyone any details of the initiation you will be expelled from the club permanently. On acceptance of your application you were required to sign a nondisclosure statement about the initiation and we will prosecute if you tell anyone about our initiation rituals. Good behavior will be rewarded with points, bad behavior will remove points from your total. Are you agreed to these conditions?"
Mary and I both nodded and replied yes apprehensively not knowing exactly what we were getting into.
The room was a large bedroom with a large bed covered with pink satin sheets with the covers turned down. Susan said, "Ok Ladies let's begin. Take off your earrings, wigs and all your clothes."
Mary and I complied. I felt embarrassed standing nude in front of the other club members who were still fully clothed. While we were getting undressed Phyllis went to a closet and brought out a box and placed it on a table next to the bed. She then produced two baskets from the closet and said, "Put your clothes in these baskets. We will provide the clothes you are to wear the rest of the weekend." We complied and she put the baskets on a shelf in the closet.
Susan said, "Go to the bed and lie on the side of the bed with your legs hanging off the side." We complied. Marcia pulled two butt plugs out of the box and proceeded to insert them into our rectums.
Once done she said, "Ok .Stand up and turn around."
We did. My anus feeling full and myself feeling degraded. There was a short wire with a small plastic box at the end hanging from the plug. Marcia once again went to the box and produced two garments. "Put these on." she commanded. I took the garment she handed me. It was some sort of heavy pink satin teddy. It had ruffled white lace around the leg openings. I put it on. The front of the crotch had an opening in it allowing my penis to hang out. There were breast forms in the bust. There were straps hanging on the sides, under the crotch and above the crotch. There was a waist band that had a belt and buckle. Marcia said, " Buckle your belts tight." We did. There were draw strings on the leg openings. Marcia commanded, "Tie your leg openings tight." We complied.
Phyllis produced another pair of heavy pink satin garments matching the teddies. "Put these over your heads." she commanded. The garment was a hood which I put on. It covered my entire head with openings in the sides for my ears and an opening that barely left my eyes, nose and mouth exposed. The face opening had white ruffled lace all the way around. The hood had a wide band with a buckle that encircled the neck. It had buckles on the forehead, chin and both sides of the face,. When I had it on Marcia buckled it tightly at the back of the neck.
No sooner had that been accomplished when Phyllis placed wrist bands of the same material and about six inches long on both my wrists. These she laced up with the laces on each one. Once done with that she buckled the wrist bands to a strap on the side of my teddy at the leg opening. My arms were now restrained. I gave them a testing tug. They were very secure.
I looked at Mary. Susan and Virginia had done the same to her as Phyllis and Marcia had done to me. "Go lie down in the bed." Phyllis commanded. Mary and I climbed into the bed. Getting into the bed was somewhat awkward with the wrist restraints. We both settled in with our heads on the pillows "Mary ; move further down in the bed." Phyllis commanded. Mary complied. " Jayne; turn around so your head is at the bottom of the bed." she continued. I complied.
Phyllis and Marcia came over to my side of the bed and Susan and Virginia went to Mary's side. Phyllis leaned over, firmly grabbed my shoulders, and proceeded to kiss me. Her tongue forced its way between my lips. Being bound I had no choice but to accept her advance. At the same time Marcia stroked the inside of my thighs and fondled my cock. Before a couple of minutes had passed my cock was fully erect from Phyllis and Marcia's attentions. The same thing was being done by Susan and Virginia to Mary. They clearly new what to touch and how to touch it for maximum stimulation. I was getting very stimulated and so was Mary. When I had become fully erect Phyllis placed a pillow under my head. Phyllis and Marcia rolled me on my side facing Mary while Susan and Virginia rolled Mary to face me. Mary's stiff member was bobbing inches in front of my mouth. Phyllis pinched my nose. When I opened my mouth for a breath, Phyllis and Marcia pushed my head forward and guided Mary's cock into my mouth. They then attached the straps on Mary's teddy to the buckles on my hood. I tried to pull back but I was firmly attached to Mary and there was no way to get my mouth off of Mary's cock. While I was being attached to Mary, I could hear her gasp and her wet mouth engulf my cock. I felt the tug of my teddy straps as Mary was buckled to me. The feel of Mary's hot flesh between my lips was a new sensation for me because I had never had oral sex with a man before. I was disgusted and horrified at having his/her sexuality being thrust in my mouth against my will.
Phyllis said, "Now you two love birds will have a pleasant sexual experience with each other and we will leave you alone to enjoy it. We will come back later to check on you." Having said that she pushed a button on the plastic box connected to the butt plug and it started vibrating. I could feel Mary's vibrator come to life as well. The four of them left the room and closed the door behind them. I tried to pull free from Mary, the straps on the crotch of her teddy tugged at my hood and her manhood stayed between my lips. My arms were bound securely and would not pull free. Mary also tried to get free. I felt her tug against the straps at my crotch. It was no use. I was stuck with her mouth on my cock and my mouth on her cock. Mary's warm wet mouth on my cock and the stimulation of the vibrator made me even stiffer than I was before we were bound to each other. These sensations made my hips squirm and as I moved, her lips moved on my shaft, providing more stimulation to my sexual organ. Mary's cock was very stiff and warm resting in my mouth. I could feel slight vibrations from her butt plug. The stimulation was also making her squirm and as she did her flesh slid between my lips. The way my erection felt I knew I would eventually have an orgasm and I realized Mary probably felt the same way. The feel of her hot wet mouth on my organ and the vibrations from the butt plug were so intense that I began moving my hips back and forth thrusting my stiff member in her mouth then back out feeling her lips sliding on my shaft until the straps stopped me; then back in again. I was so stimulated I could not help fucking her mouth. I needed sexual release. Mary also began moving her hips back and forth. I could feel her head pull against my teddy when she reached the length of her straps. Her cock slid in and out between my lips, her teddy jerking my head slightly when reaching the end of the straps. The drinks we had earlier had me relaxed and I guess those mysterious herbs had me feeling adventurous, the vibrator was stimulating, and my cock was feeling so good in its soft, warm wet prison. In a short time I began to enjoy her cock and the way its hot flesh filled my mouth with its energy pulsating. There was a strange sensation that I had not experienced with a woman before. There was a sexual energy passing from her cock to my lips as her hot stiff flesh slid between them and filling my mouth with its sexuality. That was a surprise. I thought a cock in my mouth would be repulsive, but I was so hot and stimulated I no longer cared. I didn't know if I was a man making love to a woman, a man making love to a man, a woman making love to a man, or a woman making love to a woman; it just didn't matter any more. Her hot flesh was releasing desires in me I never knew I had. I could feel energy passing from my cock to her mouth as her wet lips slid against my flesh. Despite ourselves we were making love to each other; fucking each other in the mouth. We were bound one to the other by our restraints and sexual desire. I was so hot I really needed to cum. I began caressing her cock with my lips and tongue as it slid back and forth; making love to it; I wanted it. I felt the shape of every part of her cock; the veins standing out on the shaft, the bulbous head and the orifice on the end. I savored every part of her hard meat as it glided in and out of my mouth. I could not help groaning from pleasure. Mary also was letting out whimpering groans. She went after my shaft in the same way I was after hers; her lips and tongue giving me wonderful sexual stimulation as I glided in and out of her mouth. Sexual energy kept building. My energy fed on hers, hers on mine. I had gone from initial revulsion to passionate desire. I wanted to make her cum in my mouth. Her hot tool kept thrusting and pulling back, sliding in and out between my lips. Our mouths, cocks, and hips falling into a rhythm with each other. We were sucking and thrusting with each other locked in a sexual dance. The vibrators were providing a metronome. Our pleasurable groaning, and the sucking sounds from our eager mouths provided the music. I thrust my maleness into her femaleness and she pulls her maleness back from my femaleness. She thrust her maleness into my femaleness and I pull my maleness back from her femaleness. In spite of any feelings we might have had at the beginning, we were making hot and passionate love to each other. We had given into our deep animal desires. We were no longer two transvestites in a forced 69, we were giving lovingly to each other, sharing our sexuality. We were reaching a peak. There was no way to stop. My cock was so hot and stiff with the skin on it so stretched that I felt any more stimulation might cause it to split open. The pleasure overcame me, my hips shuddered and my cock shot all my cum into her mouth, pulsating with its convulsions as it squirted time after time looking for relief. Mary groaned as she sucked down all my juice. The orgasm had me making even more passionate love to Mary's cock. I wanted her to have the same pleasure I had just experienced. She was thrusting more urgently looking for relief while feeling my increased passion. Shortly I felt Mary's cock stiffen, shudder, then warm fluid filled my mouth. I sucked her juices as she squirted, swallowing and sucking for more. All too soon there was no more. I was surprised by the fact that it actually tasted good. We were both exhausted. Our cocks soon shrank, having been released from their sexual prison. When they shrank enough mine fell out of her mouth and hers out of my mouth. We fell asleep drained with our vibrators still pulsating, but I no longer cared.
Sometime later I awoke from the sound of the door opening. The four club members came in. They came over to us and Phyllis inquired, "Did you two have a good time enjoying each other?" She turned off my butt plug. My ass was sore from the long stimulation. The girls unfastened the restraints and freed our wrists.
Phyllis said, "Get up and remove those teddies, hoods and butt plugs. Put your earrings and wigs back on. Mary and I complied. By the time we had gotten undressed Marcia had brought two piles of clothes from the closet and instructed us to get dressed, then said, "When you have gotten into those clothes come down to the lounge."
Mary and I exchanged sheepish looks. Marcia and the others left. I examined the clothes. The dresses were tiny French maids uniforms with panties that had layers of lace ruffles in the back. There were stockings, a garter belt and high heels. Mary and I started dressing. Mary stammered, "That was fun. I never had a sexual encounter quite as intense as that before. I have to be honest and tell you I enjoyed the experience."
"Me too.", I said sheepishly.
Mary asked, "What do you think is coming next in the initiation?"
I said, "I don't know."
The maids uniforms were short enough in the back to show the panty ruffles. There were ruffled lace wrist bands and a lace choker for accessories. When we finished dressing and regained our composure, Mary said, "Well let's go."
We went down the stairs to the lounge. There were two tables of four people each. Phyllis, Marcia, Susan, and Virginia were at one and four other TV's at the other. Phyllis said, "Welcome ladies. I would like you to meet Geogette, May, Doris, and Sally." she pointed to each one in turn as she spoke.
"Ladies," Phyllis began addressing us, "You each just earned 15 points. One way for you to get points this weekend is to suck cock. Every cock you suck off is worth 15 points. However, if you do not put enough feeling and passion into your performance 15 points will be deducted. Remember that you need a minimum of 100 points by 5:00pm Sunday to become a club member."
While she talked she walked to the end of the room to a chalk board on the wall. She wrote in big letters across the top 'Jayne - Mary' and below each name she put 15.
She continued, "Acting and behaving feminine will earn additional points; male behavior will cause a deduction of points. Not doing exactly as you are told will cause you to lose points. Doing very well at what you are told to do will earn you additional points. Your point total will be constantly updated all weekend. Tonight there are just the eight of us, but tomorrow night is a regular club night and there will be around twenty people here. You will be in the same uniforms you are now and will be expected to serve here in the lounge."
"Now you can get some practice by serving us. Jayne, you take our table and Mary you take the other one." Phyllis said. I approached Phyllis' table and Mary went over to the other one. The four at my table ordered drinks and Phyllis told me to go over to the bar and make them. While Mary and I headed for the bar Phyllis turned on the large TV and the vcr at the end of the room commenting, "Lets have some entertainment." I was at the bar mixing drinks when the video started. Mary joined me behind the bar mixing drinks. I was stunned at what I saw when the video started. It was a recording of Mary and myself when we made love to each other, starting where we crawled into the bed. Mary and I exchanged horrified looks with each other. I felt mortified and totally humiliated. There were two serving trays on the bar that we used to carry the drinks to our respective tables.
When I had served them Phyllis said, "Return the tray to the bar and come back and stand next to me in case we want something else. Watch this video with us."
I watched the TV. It was almost like there was watching someone else on the tape and not myself. The video brought back sexual feelings I had a short time ago when it actually happened. I could feel my dick straining against the nylon fabric of my panties.
Marcia said, "Ooo, Jayne you and Mary really did enjoy yourselves. You are good little cocksuckers." My face blushed red from embarrassment.
I heard someone at the other table comment, "These two ladies can really pleasure a man!"
Everyone in the room watched intently as Mary and I worked our way to orgasm. The video went blank right after Mary climaxed. Everyone clapped and made comments like 'Good performance!' and 'Genuine passion!'. In spite of my humiliation my panties had become very tight from the video and a wet spot had formed in nylon fabric at the end of my dick. Phyllis turned to me and reached up under my dress and grabbed my crotch. Startled at the suddenness of the act, I stepped back.
Phyllis gave me an icy stare and said, "You just lost 5 points girlie! If a club member wants to cop a feel, you must let them. You are here to please us this weekend."
I thought to myself 'Oh no, I can't afford to lose so many points, I would still need 90.'
"Now come closer, I want to feel you." I stepped forward and Phyllis put her hand on my crotch and felt my dick. through my panties, tracing its outline with her fingers.
She said, "Jayne you must have also liked the performance. Your cock is stiff and there is a wet spot in your panties." I blushed. "Go to each person at the table including myself and find out how much each one of us enjoyed the video."
I first went to Marcia and said, "Did you like the video?"
Marcia replied, "You have to feel our panties to find out."
Marcia moved her chair back slightly and spread her legs. I bent down and ran my hand up her dress. My trembling fingers felt a large bulge in her pantyhose. Marcia said, "That's it feel it, feel it all, caress it lovingly."
I traced my fingers around the bulge of her stiff member. Her cock was quite stiff and very large. I could feel the heat of her flesh through her pantyhose and panties. As my fingers ran up and down her shaft, she let out a small groan of pleasure. I said to everyone at the table, "Marcia really enjoyed it. She is quite stiff." I glanced at the other table and saw that Mary was going through the same ritual.
Next I went to Susan. She made room for me to reach up her skirt. As I reached up her skirt I noticed she was wearing stockings with a garter belt. I felt the bare flesh between the top of her hose and panties. I felt her nylon panties. She too was quite excited. I felt her ridged member, running my fingers up and down the shaft. With just the flimsy fabric of her panties I could really feel the shape of her member. My touching made her squirm slightly. At the tip there was a little wetness on her panties. I declared, "Susan very much liked the video." With that said I moved to Virginia.
She had eagerly made access for my hand. She also was wearing stockings and a garter belt. I felt her flimsy panties. Her member was shrunken, but she had a big wet area in her panties. When she knew I had found the wet spot she said, "As you see, I really enjoyed it." She lifted her skirt above her crotch and commanded, "Get your tongue down there and clean up me and my panties." I hesitated. "Do it!" she said.
Phyllis said, "You lost 5 points for hesitating. If you don't want to do it you can leave now and forfeit your initiation."
I really wanted to be in the club so I got down on my knees and lowered my head into her crotch. I pulled the top of her panties below the blob of cum on her abdomen. I licked it all off, then licked her panties clean. I pulled her panties back up and stood. She said, "That's better."
I moved to Phyllis, who was ready for me. She was wearing pantyhose. Her cock was stiff and straining against the two layers of nylon fabric. I felt its shape with my finger tips. I stroked it up and down. I said, "Phyllis liked the video a lot."
Phyllis said, "See how much pleasure you had and how much pleasure you gave others." She went to the chalk board and changed my 15 to a 10. I saw that Mary had gone to a 10. It was a little after 10:00pm on the first night and I still had 90 points to go.
"Now you and Mary go get us another round of drinks." As I turned to leave the table she patted me on the fanny.
When I returned to the table with the drinks Phyllis said, "You have been a good little girl so I'll let you earn 15 more points. Follow me." She got up and walked over to the small stage at the end of the room. I followed. There was a satin covered mattress on the stage. She laid down on it and said, "Make passionate love to me right now, right here! Suck me off."
I was stunned. I looked around the room and everyone was looking at me. Sex with an audience? 'I don't think I can do it' I thought. "You are hesitating you little bitch! Now you will only earn 10 points. If you refuse to do this you will lose 15 points and be down to a -5."
I really needed to earn points if I was to pass this initiation. I mustered as much courage as I could and meekly said, "Ok."
"Come down here and kiss me." Phyllis said.
I crawled on the mattress with her. She pulled my face to hers and gave me a big passionate kiss. Her tongue pressed its way into my mouth and began exploring. She put one arm around the back of my neck. With the other hand, she reached for my crotch. She gently massaged my cock and balls through my flimsy panties. Her kisses and caressing soon had me very stiff with my cock straining to get out of my panties. The others in the room seemed to fade away as I became more excited. "You love this don't you little bitch?" she said as she stroked my stiff cock.
"Tell me you love it!" she commanded.
"I love it." I replied.
"Tell me you want my cock!"
"I want your cock." I said meekly in almost a whisper.
"Tell me again you little whore, only louder and with feeling." she said squeezing my balls hard enough to make me wince from pain.
"I want your cock." I said more loudly and trying to put a passionate tone to it.
"Beg me!" she said as she kept a tight hold of my balls.
"Please give me your cock." I pleaded.
"Again!" she squeezed me again.
"Please give me you cock." I pleaded.
"What do you want to do with it?"
"I want to make love to it."
"How will you do that?"
"I want to suck it"
"Feel my cock, make love to it!" she said as she released my balls.
I ran my hand up her dress and fondled her crotch. Her dick was getting very stiff. I felt its shape with my fingers and stroked it through her pantyhose. "That's it. Feel it like you love it." she said. As I continued stroking her I could feel her cock getting harder. "Take me now!" she said.
I reached down to the hem of her dress and pulled it above her crotch. I then pulled her pantyhose down. She lifted her hips slightly to accommodate. I pulled them to her knees. She had pretty pink nylon high rise bikini panties with white lace trim. There was a moist patch in her panties from her excitement. I pulled her panties down to her pantyhose. Her cock stood stiffly out ready for action. I took a deep breath and gathered my courage. This was only my second time sucking a cock. I bent down to her crotch and took her large organ in my mouth. The hot flesh filling my mouth gave me a tingle. I started moving my mouth up and down on her cock. I let my lips slide slowly up and down the shaft. I ran my tongue around the head. She squirmed her hips and groaned in pleasure. The pleasure I was giving her gave me a feeling of power over her. I had her sex under my control. I could feel myself stiffen from that power and the way she gave her cock to my mouth. She no longer laid there passively, she grabbed my head firmly and pumped her hips up and down thrusting in and out of my mouth. She was fucking my mouth like a pussy. I gained more sexual desire as hers increased. I gave her swollen member as much loving attention with my lips and tongue as I could. Her increased groans and more urgent movement of
her hips were my reward. I knew that she would cum pretty soon. She thrust into my mouth time after time holding my head firmly on her. Her thrusts grew more and more intense. She was pushing into my mouth so hard I was afraid she would choke me. She let out an intense groan, her cock stiffened and pumped its nectar into my mouth. I swallowed until it was all gone. She went limp. Her arms released my head and fell limply to her side. I could almost hear and feal a collective sigh from the rest of the room. I released her organ from my mouth. It was slowly shrinking. She breathed a deep sigh. "That was very nice, Jayne. You get your 10 points." with that she rose and pulled up her panties and pantyhose. I was feeling unfulfilled. I was left with a raging erection in my panties.
Phyllis said, "Let's go sit back at the table. You may sit and have a drink with us as a reward for being such a good little cocksucker." Now I had 20 points on the board. Only 80 to go.
Georgette stood and took Mary by the hand and said, "Let's go. You do me now." Mary reluctantly went with Georgette to the stage.
The scene on stage between Georgette and Mary went pretty much the way it did with me and Phyllis except that Mary didn't loose 5 points for hesitating. She now had 25. The performance had kept me hard and horny. A couple of drinks had taken some of the edge off and relaxed me. It was getting close to midnight by now and Phyllis said, "That's enough fun tonight girls, its time for bed. Marcia, you take Jayne to her room and Doris, you show Mary to hers." With that everyone drifted upstairs.
Marcia took me down the hall a ways and opened a door and turned on the lights. "This is your room for the weekend. The bath is over there. (she pointed) There is makeup on the vanity and your night gown is on the bed. In the morning you will be required to wash your uniform for service tomorrow night. Have a good night." As she left I said, "Good night." She closed the door behind her.
The room had a very feminine decor. I went to the bathroom, undressed, and washed for bed. I put on the night gown that was laid out for me. It was a powder blue nylon baby doll with white lace trim and matching panties. I turned off the light and crawled between the satin sheets exhausted. I felt very horny; the herbs? It had been quite a day. I drifted off to sleep thinking about how surprised I was that I had enjoyed sucking cocks. I do not know what time it was during the night, but I awoke with someone kissing me. There was a hand in my panties gently wrapped around my stiff cock. When this person realized I had awakened she whispered, "Don't be afraid. It's just me, Marcia. I want to give you another 15 points tonight. This evening made me so horny and none of the other girls wanted to make love to me tonight. This is an easy 15 points as there won't be anyone watching."
Tired and half asleep I responded with a week, "Allright." With that response Marcia went to the window and opened the curtains. There was a full moon out and the light from it lit up the room. She had on a baby doll nighty similar to mine. The hem came halfway down on her panties. I could not be sure of the color in the moonlight, but I could see a large bulge in her panties. She crawled into bed beside me and resumed kissing me. I was very aroused. I had a good hardon and most of the previous evening I had been hard so I was very horny. I put my hand on her crotch and felt her manhood through her little panties. My touching her cock caused her to kiss me even more passionately. After I had fondled her equipment for a little while she quit kissing me and shucked off her panties. "Take me now!" she said.
I could see her ridged tool in silhouetted in the moonlight. I couldn't resist the sight of her readiness and went for her cock. I licked it up one side and down the other. I ran my tongue around and around the swollen head feeling all its contours. I took her shaft into my mouth as deeply as I could. I slowly, slowly raised my head allowing my lips and tongue to caress the hot shaft as it slid from my lips. When it just about fell out of my mouth I went down again ever so slowly. She groaned. I repeated the process over and over again giving her cock as much love as I could. She was responding to my sweet oral caressing with more and more groans. Her hips were squirming as if to pull away from my lips. I kept it up giving her more and more. The more she responded, the more I had to give back to her and the more ridged my own cock got from the power I had over her. She was my slave for the moment. There was no way that she could stop without an orgasm. She took everything I gave her until at last it was too much, she moaned, her whole body convulsed and she squirted her seiman into me time after time until she had no more. I swallowed it all as one would accept a trophy for a job well done. She collapsed, spent. I laid down beside her, my panties tight from my swollen member. She gave me a big hug and a sweet kiss on the lips. We fell asleep in each others arms.
I was awakened in the morning by a knocking on the door. Marcia must have left during the night as I was alone. I got up and went to the door. When I opened it, there was Marcia already dressed in women's exercise clothes. She handed me some clothing and said, "Here put these on after you bathe. Breakfast will be in one half hour. The dinning room is on the other side of the lounge." she winked and left.
I got cleaned up, put on a little makeup, and got dressed. The clothes left for me were a nylon and lycra exercise shorts in powder blue, and a pink leotard. I put on the shorts and pulled on the leotard, then headed downstairs. As I passed through the lounge, I noticed my score was now 35 and Mary had 35. I wondered what she did to get her 10 points during the night. When I entered the dining room I saw that I was the last one there. Everyone from last night was there and dressed in some form of feminine exercise wear. Everyone greeted me politely.
When I sat down Phyllis rang a bell. A woman in a cooks uniform came in carrying plates of food. Phyllis remarked, "Everyone; this is Donna. She will be our cook this weekend."
We were given more herb capsules to take. Phyllis said, "Ok, ladies repeat after me."
"I will always comport myself in a ladylike manner while on club premises."
"I will always comport myself in a ladylike manner while on club premises." ,we echoed.
"I will express my feminine side."
"I will express my feminine side." we repeated.
"I love panties."
"I love panties." we responded
"I love lingerie."
"I love lingerie." we echoed.
"I enjoy dressing in pretty clothes."
"I enjoy dressing in pretty clothes." we echoed.
After breakfast Mary and I were ushered into the lounge. Two chairs had been placed in front of the TV. We were told to sit in those chairs. After we sat down, Virginia and Georgette brought some straps over to us. They then secured us to the chairs. Phyllis said, "Now you ladies will get a morning workout." She switched on the TV and VCR. A porno movie started. "Ok, ladies enjoy. We will check up on you from time to time." They all left the room.
Probably about 45 minutes had passed when May and Sally came in. My crotch was swollen and tight from the video. Neither I nor Mary could hide the stimulation from the video in the snug lycra clothing we were wearing. May approached me and Sally went over to Mary. May gently put her hand on my crotch and stroked my bulge. She asked, "Do you like this Jayne?" At the same time Sally was doing the same with Mary. I responded with, "Yes." as I nodded my head.
"Good enjoy some more." May continued. She Kissed and tongued my ear as she played with my cock through my clothes. I got real hard. Mary was being treated the same way by Sally. I could not do anything as I was strapped to the chair. May kept after me until I was about to cum. She stopped abruptly and grabbed Sally's arm and said, "Let's go Sally. You ladies have fun." With that said they left the room.
Mary and I were both breathing hard. The porno videos were still running. My cock was desperately looking for relief. It pushed hard against the fabric of my lycra clothes. Between all the stimulation from last night and this morning I was so horny I couldn't stand it. The videos didn't help. I suppose that was the idea. To make us as horny as possible. The herbs were also doing their thing. About a half hour later May and Sally returned. They repeated what they had done the previous time. They left leaving us hanging again. Half an hour later they did the same thing. It was sheer torture. I was so horny and agitated that I was beside myself. Another half an hour passed before they returned again. My cock had now been stiff for around two hours. I was hurting. I needed relief. They went after us again. This time May's stimulations caused me to shoot my load. My crotch got very wet. May felt me have the orgasm and felt the ensuing wetness. She said, "Naughty girl. You soiled your clothing. That will cost you 5 points!"
I was almost in tears and said, "That's not fair. You made me do it."
May responded, "You are here voluntarily. We don't make you do anything. If you don't want to go through with the initiation you can leave right now!"
About that time I heard Mary gasp. Sally said, "We have another naughty girl here. She can't control her sexual urges. Mary loses 10 points."
May said, "If you two girls want to go on with the initiation then go upstairs and clean up. We are having a party out back by the pool in 15 minutes. Your outfits are laid out on your beds. You are free to leave or stay." She then removed our restraints.
We headed upstairs with our crotches wet with cum. The rest of the group was milling around at the bottom of the stair case. We had to walk by them. As we did they all looked at our wet spots and shook their heads as if to say shame on you.
After I had placed my soiled clothes in the dirty clothes hamper, I cleaned myself. I then went to the bed where my outfit was lying. There was a white one piece bathing suit. It had high cut leg openings and built-in breast forms. I put it on. It fit well. There were a pair of three inch matching white heel pumps which I also put on. A wide brimmed straw hat with a white lace ribbon around it completed the ensemble. I looked at myself in the mirror. It all looked pretty good. In spite of having cum a little while before, I was very horny. I had to make 78 points in just 31 hours. The last eighteen hours had only netted me 25 points. At that rate I would be around 40 points short. I said to myself, 'You are going to win! You will do whatever it takes! Go for it! You can put up with anything for just a day and a half.' I looked in the mirror. I straightened myself. As an after thought I reached into the crotch of my suit and arranged my male parts so they would be most pronounced. Satisfied with the bulge I had created I headed for the pool, my heals clicking down the hall and my hips swaying with abandon.
As I came out to the pool I was met by Phyllis. She said, "I see you decided to stay with us."
I leaned over to her and whispered with my new resolve, "Fuckin' right and I will have my 100 points by 5 tomorrow."
Everyone was there in bathing suits except for Donna who was dressed as a chef. She had chicken cooking on a barbecue grill. There was a table full of picnic food near the grill. Marcia approached and said, "We will have a picnic lunch in about an hour and a half."
I replied, "That soundsgood." I put my arm around her and gave her a peck on the cheek. No one was looking our way so put my hand on her crotch and gently squeezed her manhood. As I turned to go mingle with the others, I winked and blew her a kiss. I figure hey maybe another 15 points. I spotted May. I went over to her. I said, "I'm sorry for being a snotty little girl earlier." I gave her a hug. As I hugged her I pushed my thigh into her sensitive parts between her legs. As I pulled back from the hug, I let my hand slide all the way down the back of her suit and over her round fanny.
I said, "I'll talk to you some more in a little while."
I saw Sally. She was headed for the garden. There was a 5 foot hedge between the pool area and the garden. A path went through the middle of the hedge. I hurried toward Sally. By the time I caught up with her she was beyond the hedge and almost to the garden. I called, "Sally." She stopped and turned. I hurried over to her. I said, "I want to apologize for the way I acted in the lounge earlier."
She said, "That's Ok."
I said, "Thankyou." I put both arms around her back and hugged her. I let both of my hands slide down to her fanny. She didn't protest, so I let my fingers explore her round bottom through the fabric of her bathing suit. She hugged me back. I kissed her on the lips. She kissed me back. I reached under her suit and felt her bare bottom. Her hands went to my bottom and pulled me to her as she continued to kiss me. I could feel my cock growing, straining against the lycra. I reached under the front of her suit and felt her swelling dick. She groaned and pulled me down to the grass. I pulled the crotch of her suit to one side and her swelling member spilled out. I massaged her bare balls, then I grabbed her stiffening dick in my hand. We were still passionately kissing. I playfully teased her shaft, feeling it up and down as it got harder. She quit kissing me. She was breathing heavily. She said, "Take me now. I want to cum in your mouth."
I moved to her hot cock and engulfed it with my mouth. "Yes that's it." she said.
I made love to her. I gave her cock all the love and attention I could. She responded, "Yes, Yes, that feels so good. You are a good little bitch."
My cock was straining mightily against my suit. I worked on her cock, driving her higher and higher. She groaned and came. I sucked her dry. We were both left breathless. She said, "When we regain our composure a bit we had better get back and join the others."
When her cock shrank there was a little drop of seiman on the end. I licked it clean and put her organs back in her suit. My hardon had subsided and I readjusted my organs. Sally wiped the lipstick smudges from my face, and I helped her adjust her makeup. "Don't forget to have Phyllis give me my 15 points." I said. We got up brushed ourselves off and went back to the pool. 40 down and 60 to go I thought to myself. Twenty four hours ago I had never sucked a cock; now I've had four. I love the power it gives me over the person I'm doing it to. It brings out repressed feelings from my female side.
We walked back to the pool area. I don't think anyone was fooled about our absence. I saw May heading inside. I followed her. She headed to the little girls room. She went in and closed the door. I waited for fifteen or twenty seconds, then walked over to the door. I quietly tried the knob. To my surprise it turned. I took a deep breath turned the knob and pushed the door open. May was startled. I had caught her pulling her suit back on. "I'm sorry. I didn't know anyone was in here." I lied.
May said, "That's Ok. I only need to wash my hands and the room is yours." I stepped in and closed the door behind me. May was at the sink washing her hands. I headed for the toilet. As I passed May I put my hand on her shoulder and said, "You don't mind me in here at the same time do you?"
She replied, "No not at all."
"Thank you, you are a dear." I said and gave her a kiss on the cheek. I moved my hand to her fanny. I patted it and said, "Nice fanny you have there May." She hadn't objected to my advances, so ran my hand down her fanny and in between her legs. I ran my fingers up and down the inside of her thighs. She stood still not saying anything. I ran my hand under the stretchy fabric of her suit and stroked her bare bottom. I saw goose bumps on her neck. I leaned down and kissed the back of her thighs with my lips and tongue, working my way down to the back of her knees. She turned around. My head was just below her crotch and I immediately noticed her large bulge. I knew I had 15 more points. I gently pulled the suit to the side of her bulge. Her semi-erect cock spilled out. I took it into my mouth. I wanted to feel her grow between my lips. Feeling her member growing in girth and length in my mouth was very exciting. My cock was pushing hard against my suit. May leaned back against the vanity, giving in to my advances, letting me take her sexuality. I made her cock feel very good. She responded getting harder and more excited. I fed on the way I aroused her sexuality, bringing her out, making her want to cum. Her sexual excitement made her hips increasingly animated. She wanted orgasm and I made sure she got it.
She said, "What a good little slut you are, Jayne."
I blushed, but replied, "Let's tell Phyllis that I deserve 15 more points."
We left for the pool holding hands. We found Phyllis. May told her I was to be given 15 more points. Phyllis said to me, "Your makeup is a mess, you have grass stains on your suit, and your cock is bulging in a very unfeminine manner. I think you only deserve another 0 instead of 15."
My shoulders slumped, I felt a let down. Phyllis continued, "Lunch is about ready. Have lunch, then you and Mary need to launder your uniforms and prepare yourselves for this evening. You will find a laundry room at the east end of the hall upstairs. You will be expected to be in the lounge by 5:00pm in your uniforms and ready for service."
I joined the others around the pool until lunch was served. I was disheartened that I gave two blow jobs and only got 15 points instead of 30. I had 40 points and less than 30 hours to go to get 60 more.
Again we were given those mysterious herbs.
The Phyllis said, "Repeat after me."
"I will always comport myself in a ladylike manner while on club premises."
"I will always comport myself in a ladylike manner while on club premises." ,we echoed.
"I will express my feminine side."
"I will express my feminine side." we repeated.
"I love panties."
"I love panties." we responded
"I love lingerie."
"I love lingerie." we echoed.
"I enjoy dressing in pretty clothes."
"I enjoy dressing in pretty clothes." we echoed.
After lunch Mary and I had gone to our rooms where clean panties and simple house dresses had been laid out for us. We cleaned up and got dressed. We met in the laundry room. Mary inquired, "How many points do you have?"
I replied, "40 and you?"
"45"
"Really?"
"Yeah, Virginia and I had an encounter this morning and I got 10 more for my feminine comportment."
I was not surprised as Mary was somewhat effeminate and had a rather feminine physique. We did our laundry exchanging small talk. When we were done, we went to our rooms. By then it was a little after 3:00pm. There was still plenty of time to make the lounge by five. I took a bubble bath. I picked a nice feminine scent. I made sure my body was clean shaven. By the time I got out of the tub I was very relaxed. I put on the pink satin robe that was hanging on the back of the bathroom door. I thought to myself what a weekend it was. I had never had an opportunity to express my female side on such a scale. I had never been in a situation where I was encouraged to express it before. Somehow everything seemed unreal. So much had happened in such a short time. I was letting out a flood of feelings I never knew I had. Being encouraged to act feminine was new. I had always had to hide that side of me before. My train of thought was broken by a knock on the door. It was Marcia.
She said, "Hi Jayne. Can I come in?"
"Sure." I replied.
She came in and closed the door behind her and locked it, then said, "You naughty little girl! You flirted with me out by the pool and left me wandering if you wanted me or not." She went to the closet and pulled a box from the shelf, then pulled a garment and continued, "Put this on!" I took the garment. It was leather with straps and buckles everywhere. I had to look at for a moment to determine how it went on. "The open part goes to the back." she said noticing my confusion. I dropped my robe. I stepped into it. It had leg openings at the bottom like a teddy. I pulled it up.
Marcia said, "Tuck yourself between your legs and pull it up snug." I complied.
"Put your arms in the sleeves." I did. The sleeves had no openings in the ends and had straps hanging off the ends. She got behind me and took the ends of an eight inch belt that was attached to the waist and threaded the end through the buckle. She then pulled the garment together in the back and cinched the belt tight. She cinched it so tight it made me gasp. Next she pulled a strap upward that tugged at my crotch and squeezed my cock and balls painfully tight against my crotch and fastened it. She grabbed a cushion from a chair near the door and placed it in front of an apparatus I had thought was some sort of exercise machine. She commanded, "Sit on the cushion with your legs straight out into the room." I sat down. In the front at the top of the garment was a large bag shaped piece of leather. This she pulled over my head. This barely left my nose and mouth uncovered; then she tightly laced up the back from the belt to the top of the head. This left me tightly confined. She took straps at the back of my torso and firmly attached them to the frame behind me. Then she took my arms and strapped them to the frame, pulling them tightly away from the shoulders. I was completely bound, there was no way I could move anything but my head and legs. I felt a headrest placed behind my head. The hood around my head was tightly bound to the frame. Now I could not move my head at all.
She stood in front of me and said, "Ok you little slut, I'm going to fuck you good and you can't do anything about it." I heard the rustle of soft fabric. I felt hot flesh pressed against my lips. She pinched my nose until I gasped. As soon as I did, she thrust forward shoving her meat deep into my mouth. She proceeded to fuck my mouth. I was powerless to do anything. She pumped her hot dick in and out of my mouth. "You little whore, take this." she said as she pumped harder. Being trapped and forced to take it, her sliding in and sliding out pushing her sex into me, was some how erotic. My cock started to swell, but as soon as it did the tight crotch restraint made it very painful. As she fucked, I got more excited and my cock strained harder and hurt worse. I was a prisoner of her thrusting which seemed to go on for ever. Her cock sliding in and out of my mouth with my lips sliding smoothly on her now saliva soaked shaft and the pain in my crotch had become my whole world. I wondered if she would ever cum. Finally she tensed, her cock stiffened and she pumped her juice into me. I swallowed it relieved that she had finished. I heard some movement in the room, felt my nose being grabbed and a hot shaft thrust into my mouth.
This could not be Marcia again already. After a few thrusts, the physical size and shape of the cock as well as the motion were apparently different. It was another person. All I could do was sit and take what was being given me. She came. I swallowed it. As soon as her cock been withdrawn from my mouth another one was inserted and I was fucked again. After the third fuck there was only a soft sounds of movement in the room and a door being quietly closed. Marcia spoke, "You had better get ready now. Your service will be needed in the lounge. If you are late you will lose points." She then removed my restraints and released me from the garment. I looked at her, my eyes blinked, readjusting to the light, and I said, "Please tell Phyllis about my 45 points." I said timidly as I finished getting out of the garment.
"You little cocksucking whore! You'll get 15 and like it. You never saw anyone in here but me." She said brusquely and left.
I felt used. They had gotten three blow jobs for the price of one. Oh well, at least I had 55 points and was over half way there. I looked at the clock next to the bed. I only had twenty minutes to put on my makeup and get dressed. I hurried as fast as I could. I did a final check in the mirror. I looked pretty good. I looked at the clock; I was five minutes late. I rushed for the lounge. Phyllis saw me enter and called me over. She said, "You are late! That will cost you 10 points. Now get busy and serve our guests."
Mary was already at one table taking orders. I noticed the lounge was just about full this evening. There must have been at least two dozen people here. I went to a table at the end of the room opposite Mary. I asked the ladies at the table if I could help them. One of them said, "Maybe later, but right now I'd like a margarita." The person next to me put her hand on my fanny and said, "I'll have a martini cutie."
The person across the table said, "Come over here." I complied. She reached under my dress and fondled my cock, feeling its shape through my flimsy nylon panties. "I bet you have a cute little dick under there. Bring me a white wine."
I headed for the bar to get the drinks. I was pouring drinks when Mary arrived. I said to her, "They fondled me." She answered, "Me too." We got our drinks and headed back to the tables to serve. Every time I went to a table to take orders I was fondled and assaulted with sexual innuendo. I was glad for the few minutes I had to wait behind the bar until someone needed something. This went on for nearly a couple of hours. Then Phyllis announced, "Ladies a buffet is ready next door in the dining room." People started drifting into the dining room. Soon some were coming back with filled plates.
The food looked good and I was hungry. I headed for the buffet. Phyllis grabbed my shoulder and said, "Where do you think you are going? You are still on duty. You will get a chance later." Mary and I stood quietly by the bar. When people were finishing their meals Phyllis ordered, "Bus the tables." We set about collecting empty plates and glasses.
Phyllis called me and Mary over to her table. She and Georgette got up. Phyllis said, "Follow me."
Mary and I dutifully followed. She led us up on stage next to the mattress and said, "Now is time for you two to provide us with some entertainment. If either one of you refuse this one, it will cost you 25 points apiece. If you perform satisfactorily you will each receive 10 points. Take off your dresses and petticoats." We complied and were left standing in front of the whole room in our bras, panties, garters, stockings, and heels. Phyllis stood in front of me, and Georgette stood in front of Mary. Virginia came up and handed each of them a small cup. She continued, "Several members have contributed to make this performance possible. You had better not screw it up." With that she grabbed the front of the waist band on my panties and pulled it out a little way. She then dumped the contents of her cup inside the waist band of my panties. Georgette did the same to Mary.
"Now stand there until we tell you what to do next." Phyllis ordered.
I felt a viscous liquid slowly oozing down the front of my panties into my crotch soaking my panties and covering my cock and balls. Very soon I new what she meant by member contributions. I could smell the seiman. Judging from the amount, it must have come from at least four or five people filling my panties alone. As I stood there my crotch and balls swam in the stuff; it dribbled down my legs, wetting my hose, and dripping onto the floor. As soon as enough time had passed to allow us to get well soaked, Georgette put a pillow with a rubber cover on the mattress. Phyllis commanded, "Mary put you butt on that pillow." She complied. Continuing, she said, "Jayne place yourself over Mary straddling her on all fours, 69 style." I placed myself over Mary.
When I was in position she said, "Now all you two have to do is lick each other clean, including each other's panties." I felt Mary place her hands on my fanny and pull my crotch to her face. I lowered my head to her crotch. The smell of seiman was so strong, I thought I might swoon. I placed my mouth over her crotch. I could feel her dick and balls through her panties as my lips pressed against her wet fabric. I licked at her crotch and sucked at the wet nylon fabric. My mouth filled with seiman. I felt Mary's warm mouth working on my panties. As I worked on her panties, I could feel her member increasing in size. Mary licking my panties was causing me to have the same reaction. I pulled her panties down to get at her wet crotch. I sucked on her balls. Before I had her balls clean, she was fully erect. She pulled my panties down and pulled me closer so she lick my balls. Her tongue working on my balls had my cock completely stiff and pushing against her chin. I licked clean the inside of her thighs and then moved to her pubic area. There we still gobs of cum there. We had both started to moan from the stimulation we were giving each other. I licked the base of her hard cock and when I had it clean, I took as much of her stiffness into my mouth as I could. She groaned and whispered to me 'Take me; make me cum.' Then she took me into her mouth. She need not have asked; I wanted to make her cum. We were so stimulated that we could not just lick each other's dick clean, but desired each other sexually. I made love to her cock. She fucked me in the mouth. I fucked her mouth as she made love to my cock. We took each other right then and there. She came and pumped my mouth full of seiman. I swallowed it all and kept sucking her and fucking her mouth wanting sweet release. I came hard. I collapsed on top of her, feeling spent. I barely heard or cared about the applause from the audience. I had 10 more points.
Phyllis came up and said, "Go upstairs and clean yourselves up. There are clean clothes on your beds. Come back down and join us when you get ready. Don't take too long. Now go!" She didn't have to tell us twice. We pulled our clammy wet panties back up, grabbed our dresses, and headed out. My face and crotch were all still sticky from the seiman and saliva.
We went to our rooms. I went into the bathroom, removed my soiled clothes, and took a quick shower; then did my makeup. I went back into the bedroom to get dressed with the clothes laid out on the bed. I put on the almost sheer white nylon panties with lace trim. Next I put on the lacy white bra and natural looking silicone breast forms. That was followed by a white nylon slip with a fancy wide lace hem that ended just below my crotch. It had a lacy bodice with a small pink ribbon in the middle. Next I pulled on the white sheer pantyhose followed by white pumps with 3 inch heels. I stepped into a slinky white satin cocktail dress and zipped up the back. I looked at myself in the mirror. The dress was sheer enough for the lace on my lingerie to show. The dress went just below my slip allowing plenty of my thighs to show. I knew I would have to be careful sitting down. The dress and slip were so light that I almost felt naked except for the slithery feeling I got from the fabric as I walked. A little touch up on my makeup and a little brushing on my wig and I satisfied myself in the mirror and headed down stairs.
Arriving back in the lounge Phyllis said, "My Jayne, don't you look nice. Serve yourself a drink from the bar." I went over to the bar and made myself a margarita. A very stiff margarita. I used a large glass and put in mostly tequila. Phyllis was sitting alone so I headed over. On the way I looked at the score board. I had 55 points and Mary had 65. I asked Phyllis if I could join her and she said yes so I sat down with her. Mary joined us a few minutes later. We had pleasant conversation while we enjoyed our drinks. By the time I finished mine, with all that tequila on an empty stomach, I was a little tipsy. Phyllis told us to help ourselves to the buffet which we did. We were also given the herb capsules again. When we finished eating Phyllis said, "Repeat after me."
"I will always comport myself in a ladylike manner while on club premises."
"I will always comport myself in a ladylike manner while on club premises." ,we echoed.
"I will express my feminine side."
"I will express my feminine side." we repeated.
"I love panties."
"I love panties." we responded
"I love lingerie."
"I love lingerie." we echoed.
"I enjoy dressing in pretty clothes."
"I enjoy dressing in pretty clothes." we echoed.
By now there was music playing. Ladies were pairing up and dancing in the clear area near the stage. I felt better having eaten. I went to the bar and poured myself a double brandy. I was nearly finished with that when a cute lady in a powder blue satin evening gown that was split nearly to her hip on one side came over. She looked at me and inquired, "Would you care to dance?" The drinks had relaxed and loosened me up and I figured 'What the hell'.
I answered, "Sure." As I stood she gently grasped my hand and led me toward the dance floor.
She said, "My name is Norma."
"Mine's Jayne"
"Nice to meet you Jayne"
The slit on the side of her dress played peek-a-boo with her leg and thigh as she walked. She was wearing shimmery nude colored pantyhose. At the dance floor she held me firmly close to her with one hand on my back as we started to dance. She led and I let her. She said, "Jayne that is a nice dress you are wearing."
"Thank you."
The fabric of her clothing rubbing against the fabric of my clothing gave me such a wonderful slithery feel. Her perfume was very pretty. We made small talk. The dance ended and all the dancers politely applauded. Another slow song started and Norma asked for another dance. I consented. Her hand started out on my back, but slowly drifted down to the small of my back. The drinks I had had, the pleasant music, the way my clothes felt on my body, and the flattering things she said to me as we danced conspired to make me feel pretty, sexually desirable. I consented to the next dance as well. I was having fun. As we danced she put both arms around my back. Not having any place to put the hand she released, I put both my arms around her. I was relaxed and feeling wonderful. I put my head on her shoulder and let her dance me around the floor, gently swaying to the music. Her hands slowly and gently worked their way to my fanny as we danced. The massaging feeling from her hands as our swaying motion caused them to move slightly back and forth felt very nice. I looked into her eyes. She looked into mine. She kissed me. It was a nice gentle loving kiss. As we swayed and danced she kept kissing me. My panties started to feel full and confining as my cock responded to her advances. As we danced she managed to press her crotch to my thigh. I could feel her growing member as it rubbed against me. The dance ended and we politely applauded. She said, "Let's get some air and take a little walk in the moonlight."
"Ok." We went out to the pool area and strolled around the pool. She was holding my hand as we walked.
"Aren't the moon and the stars wonderful tonight?" she inquired while looking at the sky.
"Yes they are." We continued strolling and chatting.
When we had gone beyond the pool we came across a love seat. "Let's sit for a minute." she said.
We sat. She gently put her arms around me and kissed me. I put my arms around her and kissed back. We kissed passionately. I got very hard. I felt her thigh. I felt her pantyhose as her dress had slipped to one side. I ran my fingers up higher, exploring. I felt the lines of her little bikini panties under her panty hose. I felt her cock and massaged her balls. She was also very hard. Her hand went up my dress, gently feeling my sexual parts. We kissed and petted for a while until she said, "Take me Jayne. I want your warm sweet mouth to pleasure me." She lifted her hips slightly and pulled her dress up and pushed her pantyhose and panties nearly to her knees. In the moonlight I could see her hard cock stand straight out as it was released. I was as hot as she was. I wanted her. I took her. My mouth worked on her organ. I made her squirm and groan. I gave her all the love and passion that I could. I made love to her until she had an orgasm and gave me her love juice.
I said, "Now do me." I wanted sweet release.
She said, "I can't do that because you are an initiate. I am not allowed. Perhaps after you get sworn in." I was hot, horny, and dejected. She got her clothing straightened out and we headed back to the lounge. My cock was hard and wanted release. I fiddled with my crotch trying to hide my bulge. I consoled myself in the fact that now at least I had 70 points. I needed 30 more in the next 21 hours.
Back in the lounge I poured myself another drink and sat back down at Phyllis' table. She gave me a knowing grin. I had to go to the little girls room and excused myself. When I came out of the bathroom someone was waiting at the door. She said, "I loved your stage performance earlier."
I blushed and replied shyly, "Thanks."
She said, "My name is Shirley." She offered her hand and we shook. Then inquired, "How do you like the club so far?"
"Fine, but it would be a lot more fun without all this initiation stuff."
"I went through it all too. Don't let it get to you it's almost over. You'll have a lot of fun here after you become a member. I come here two or three times a week and some times spend the weekend. It helps me let out my female side without any judgment from normal society."
"We have a lot of facilities here. We have a large library of books of interest to cross dressers. Have you seen it?"
"No."
"Would you like to?"
"Yes."
"Well come with me." She led me by the hand.
We went past the stairs and entered a large room. It was dark. She said, "Let me put on a light." She turned on a small table lamp. "There that's better."
I looked around the room. It was like a cozy living room. There were a couple of couches, four easy chairs, a couple of writing desks and on all the walls from floor to ceiling were bookshelves filled with books. "All our members have been contributing to our library for some time." she said. She crossed over to one of the bookcases in front of the lamp. She reached way up to a high shelf. When she reached up her short dress pulled up also revealing her pink lace panties under her sheer pantyhose. She pulled a book down. "This book is really fascinating." She handed it to me. Before I could read the title she said, "There are some others I would also like to show you, but first I'll go get us a couple drinks. You go ahead and browse and I'll be right back."
I replied, "Ok." and she left.
I looked at the book she gave me. It was titled: 'A Psyco-sexual Analysis Of The Phenomenon Of Cross-Dressing In Modern Society'. I looked inside. It was very dry, very clinical. I put it on an end table and browsed the book shelves. There were more books on transvestitism than I would have believed existed. They ranged from the clinical to social to psychological and covered every aspect of cross dressing that imagined could possibly exist. One wall had nothing but transvestite fiction and fantasy. I was still browsing when I heard the door open. It was Shirley. She had a drink in each hand and kicked the door shut with her foot. She crossed the room and handed me one of the glasses. "Fascinating isn't it?"
I replied, "Yes .Yes it is. I have never seen so many books on the subject."
She went over to one of the couches and sat down. She put her glass on the coffee table. "Come sit over here and we'll chat." she said patting the couch cushion next to her. I sat down next to her. "So Jayne. When did you start cross dressing?" she opened the conversation.
We chatted pleasantly for a while, sipping our drinks. I felt very relaxed almost like my body was a rag. I didn't think I had had that much to drink.. Shirley leaned over and kissed me. I didn't have the energy to protest. She put one arm around my neck as she kissed me and I felt the other one feeling the inside of my thighs. I was so horny, I opened my legs wider for her to get a better feel. Her touch on my privates soon had me erect. I felt up her dress. I played with all her fun parts. She was working very hard at stimulating me and she sure had a good touch. She made me squirm under her deft touch. As she rubbed me, I moved my hips back and forth to make more of her touching. I knew in another minute I would pass the point of no return. I didn't care. I wanted to cum right here right now; and cum I did. I filled my panties good. Shirley pulled my dress back down over my crotch and kept rubbing. I felt good, I felt relieved. She handed me my glass and said, "Now finish your drink." I complied.
It had been not more than a minute after I finished my drink when the door opened. It was Phyllis. She looked at us on the couch. She looked me up and down and said to me, "You naughty girl look at your dress." I looked down. My cum had left a big wet spot. "Ten points will be deducted from your score. You had better clean yourself up and go to bed." She left the room.
I stood up and almost fell down again. I was having trouble with my balance; I felt woozy. Shirley said, "Let me help you." She took one arm and steadied me. She helped me get to my room. When we got to the room I said, "You know, I feel like I've been drugged." I fell on my face on the bed with the room spinning. That's all I remember.
I was awakened by smelling salts sometime during the night. The only light in the room was a small spotlight shining right in my eyes. The rest of the room appeared dark. I was lying naked on some kind of a cushion on the floor. My head was bound to some sort of a frame and totally immobilized. My arms and legs were also bound to a frame and totally immobilized. Someone got on top of me with their fanny toward my head. I could not make out the person, but their cock was fully lit by the spotlight. It was hard and poised above my mouth. I came down against my lips. A pair of hands came out of the darkness and pulled my mouth open and down into my mouth came the cock.. Then I was fucked in the mouth. As soon as I swallowed the cum, another cock forced its way into my mouth. Then another and another. I must have been fucked six times. It was hard to keep track. Then all became quiet and I fell asleep with my breath reeking of sieman.
When I woke it was daylight and I was in the bed. My mouth and lips were sore and my jaws ached. There was a pile of clothes on the bottom of the bed with an attached note. I Picked up the note which read: 'Here are your morning clothes. Come down to breakfast at eight.'
I looked at the clock. It was 7:15. I got up and went to the bathroom, took a shower, and put on my makeup. I went to the bed for the clothes. There was a pair of plain pink nylon bikini panties which I put on. Next I put on the plain pink nylon bra and my breast forms. There was a pink nylon top. I put it on. It had short puffy sleeves. It came down to about my navel and buttoned up the back. My bra showed through the blouse. Next was a very short pink nylon skirt which after I had pulled it on I noticed it covered little and my panties showed through. There were a pair of pink sandals that I also put on. I checked my wig and makeup one last time and headed for the dining room. The chalkboard in the lounge showed me with 75 points and Mary with 90. Damn! Only 9 hours to get 25 more points.
As I entered the dining room I noticed there were only the club members from Friday night and Mary. Mary was dressed similar to myself. The club members were wearing a variety of day dresses that were somewhat conservative. I felt self conscious in my revealing outfit. We were given our herb capsules. After breakfast Phyllis said, "Repeat after me."
"I will always comport myself in a ladylike manner while on club premises."
"I will always comport myself in a ladylike manner while on club premises." ,we echoed.
"I will express my feminine side."
"I will express my feminine side." we repeated.
"I love panties."
"I love panties." we responded
"I love lingerie."
"I love lingerie." we echoed.
"I enjoy dressing in pretty clothes."
"I enjoy dressing in pretty clothes." we echoed.
She then said, "Today we have no particular schedule and will enjoy ourselves out by the pool."
With that everyone drifted out of the dining room. I was feeling very horny and I needed 25 points. I was going to get those points! The sun was bright and warm when we got out back to the pool area.Everyone was relaxed and enjoying pleasant chit chat. I saw Sally on a lounge chair by the pool. I approached. I sat in a chair beside her. I said, "Hi."
She replied and we engaged in light conversation. I placed my hand on her leg as we talked. I began to run my fingers up and down her leg gently as we conversed. Each stroke I worked further up her leg until I was reaching up her dress. When I had reached under her dress she said, "Look you little slut, if you want me to give you any points you will have to earn them. Come up to my room in 5 minutes and we will see if you deserve those points." She then told me which room she was in and left.
I waited around for a little while, then went upstairs. I knocked on Sally's door. She opened the door. There she stood in a black satin bustier, black satin panties, black stockings, and 6 inch black heels. She bade me to enter, which I did apprehensively. She spoke, "OK you little whore, if you want to get some points from me you will have to do as I say. Get on your knees in front of me." I obeyed
"Lick my crotch!" I licked her crotch, feeling the satin material and the shape of her manhood with my tongue. After a couple of minutes she said, "Enough. Get up." I stood up.
She said, "Show me you want me. Lift your skirt and show me an erection." I lifted my skirt but I did not have an erection. She saw this and said, "That won't do. You little bitch, if you want me you had better show me how much you want me."
She sat in a chair and said, "Take your skirt off." I did as she asked. She then said, "Stroke your cock and perform a sexual dance for me. While you do that tell me how much you want me. Make me convinced that you want me."
I began stoking my cock and at the same time I gyrated my hips. As I did so I said, "Oh, Sally I want your cock. I want to feel you in my mouth. I want to make you cum."
She said, "Put more feeling into it bitch. Dance for me. Get a hardon for me."
I continued with an increased effort. I wanted to get those points. As I danced and implored Sally for sex as my cock got very stiff. She continued, "Beg me. Beg me if you want me."
I said, "Oh please Sally I want you. I want to suck on you." I was getting very horny.
She replied, "Beg more. Dance. Make me want you."
I kept gyrating and prancing in small circles in front of her. I begged, "Sally let me suck your cock. Let me make you cum. I want you."
She spread her legs apart on the chair and said, "Look! I'm still not erect. I'm not even getting hard. If you want me, you had better stimulate me. Stroke yourself some more. Show me your sexuality. Show me how much you want me."
I continued dancing in front of her. I continued begging her for sex as I stroked my stiff cock. I was getting hotter and hotter. I could see that she was finally getting an erection. My cock was getting ready to cum. She kept on emploring me for more begging, more dancing, and more stroking. I could not stand it any longer and I let go. I could feel the wetness in my panties as I released my pent up sexuality. "Bravo." she said. "You really do want me. Come over here and take me." She pulled off her panties revealing her hard shaft. She moved her hips to the front of the chair.
In spite of just having cum I was hornier than ever. My female side was very aroused. I had to have that beautiful cock she offered. I got down on my knees in front of her and went after it with great desire and made her very happy. I sucked her with all the feminine emotion I could muster. I was rewarded by her groans of pleasure and the flow of her sexual juices. After we finished she said, "Wash out your panties in the bathroom so you won't get points off. You can dry them with my hair dryer."
I went into the bathroom to wash my panties and myself. I spent fifteen or twenty minutes getting myself back together. I thought to myself that she was being generous about hiding the fact from the others that I had wet myself. When I returned to the bedroom, Doris was there with Sally. They had been talking when I entered. Doris spoke, "I found a little secret from Sally. If you don't want me to tell the others that you wet your panties you will have to do as I say."
I was startled. I said nothing. Doris continued, "I am going to fuck you. Fuck you like a woman. Strip your panties and skirt off and get into that bed."
I complied. She laid down beside me. She then said, "Get me stiff. I need to be good and stiff to fuck you." She proceeded to kiss me passionately. She whispered, "Feel me up. Feel my crotch. Make me hard." I ran my hand up under her dress feeling her pantyhose. I felt her male parts under her pantyhose and panties. As we kissed and I explored her crotch, she became very aroused. I felt her cock grow and become stiff. She pulled away. She pulled off her pantyhose and panties revealing her stiff member. Sally gave her a jar of petroleum jelly. She stroked some up and down her cock. She then took the pillows from the head of the bed and put them by my crotch. She said, "Lay face down on these."
I did. The pillows raised my ass up. Doris then thrust herself into my ass. It hurt. She thrust more until finally she had buried her member all the way up my ass. She the proceeded to fuck me. At first it was painful, but as it continued, it became very erotic. I could feel my dick getting hard against the pillows. She pumped in and out, in and out until she came. She collapsed on top of me for a little while. She got up and said to Sally, "You are right. She is a good little whore."
Sally said, "We are going to get ourselves together and join the others. You come and join us when you are ready." They both got properly dressed and left the room. I needed a little time to regain my composure and get dressed. When I finally got cleaned up and went back downstairs, I looked at the score board in the lounge. I now had 90 points. It was now about 11:30. I had five and a half hours to get 10 more points.
I went out by the pool. I received some 'We know what you've been doing' grins from the other club members. I saw Mary talking to Virginia. I approached them. Virginia said, "Welcome back."
I blushed. I joined in on their conversation. After we had talked a little while, the cook rolled out a cold plate buffet cart. We all had lunch. After lunch Phyllis said, "Repeat after me."
"I will always comport myself in a ladylike manner while on club premises."
"I will always comport myself in a ladylike manner while on club premises." ,we echoed.
"I will express my feminine side."
"I will express my feminine side." we repeated.
"I love panties."
"I love panties." we responded
"I love lingerie."
"I love lingerie." we echoed.
"I enjoy dressing in pretty clothes."
"I enjoy dressing in pretty clothes." we echoed.
After the pledge we all milled around engaging in conversation. I was searching for a way to get my last ten points. I had endured much. I was close to my point goal and I wanted to become a member. As I stood there half listening to the conversation, Georgette grabbed my arm and gently pulled me aside. She said in a soft voice, "Jayne, you need ten more points to complete your initiation. I have proposition for you. I have a sex toy I invented and would like to test. If you are game to try it out, I will see that you get your points."
I eagerly stammered, "Sure."
She said, "Follow me."
I followed her. We went upstairs to her room. She pulled a box from her closet and placed it on her night stand. She said, almost clinically, "Ok, now we both need to get fully erect." With that she approached me and hugged me. She kissed me full on the lips. Her tongue probed into my mouth. I accepted her advance. Her hand went to my crotch and massaged my cock and balls. I reciprocated. Soon we were both getting very stimulated. I was a little apprehensive. What was this toy? What is going to happen? I put those thoughts out of my head. This couldn't be any worse than anything I had endured so far this weekend. When we were both very erect, she said, "Take your clothes off and stand next to the night stand." I complied. She also stripped. We both stood there with our cocks standing straight out. She continued, "We are going to test my 'Intimacy Panties'." She pulled a garment from the box. She then placed it at her feet and stepped into the openings.
"These are the back halves of two full size nylon/lycra bikini bottoms stitched together." she said. I looked down at the garment. It was plain white with pink ruffled lace stitched around the top and the leg openings. I stepped into the openings with Georgette. She reached down and pulled the garment up both our legs. As she pulled it up over our fannies, I could feel our bodies pushed together by the stretchy fabric. Our erect cocks were pressed together. She reached to the night stand and took a little KY jelly from a jar. She pulled her hips back to create a gap between us. The fabric tugged at my fanny. She smeared the bottom of her cock with the jelly. She the reached into the box. She produced a nylon/lycra tube with velcro strips at one end. She took both hands and stretched out the end of the tube with the velcro straps. She then pulled it down over both our cocks until it came to the bottom of my shaft. She pulled the straps out of the bottom of the garment and pressed them under the crotch which also had had velcro on it as the straps were secure in place. The tube felt like it had multiple layers of nylon/lycra. The stretchy fabric pressed the bottom sides of our cocks together in a snug embrace. This was quite a sensation feeling her had cock throbbing against mine.
She said, "Let's get in bed."
We laid back onto the bed and rolled into it as the garment held our fannies together. She rolled on top of me. She then proceeded to fuck me. She pulled her hips back, the fabric pulled at my fanny as the bottom side of her cock slid down the bottom side of my cock. She thrust forward and I felt the fabric relax as her hips got closer to mine. Her shaft slid upward on mine. The feel of her stiff flesh sliding against mine was wonderful. Our cocks were forced against each others by the tube. Forced to embrace each other. She began kissing me again as she fucked my cock. Our cocks pressed their sexuality against each other in their snug little prison. The fabric of the garment massaged our fannies as it alternately stretched and relaxed. Nylon and lycra was causing us to share our sexuality. It pressed our pelvises one to the other; it pressed our sexual parts one to the other. The feeling of intimacy and sharing was very stimulating. We were both breathing very heavy. Neither of us could suppress pleasurable groans as our bodies caressed each other. It was not like a cock fucking a cock. It was a cock fucking a vagina and fucking a cock. I could not figure out whether I had a cock fucking a vagina or had a vagina being fucked by a cock. The pleasurable feelings made me not care. I soon let go. My cock pulsed as it shot its juices. Georgette kept fucking. Soon she shot her load. We both collapsed happy and exhausted. The tube was very warm and wet, with the wetness pressing against our abdomens. Our shrinking cocks felt good in their damp prison; two tired lovers relaxing against each other. We dozed off from the sexual bliss.
After a little while we awoke. Georgette said, "That was very nice. Let's take a shower and get dressed. We should join the others downstairs." We took the intimacy panties off and went to the shower. We helped each other bathe. I washed her intimate parts and she washed mine. By the time we finished the shower both of us were hard again. We dried off. Georgette went to the bed and laid down. She held out her arms in a 'come here' gesture. I did. We kissed with our naked bodies pressed against each other. Soon we were fondling each others genitals. She turned herself around and got on top of me. She straddled her legs over my head and took my cock in her mouth. I pulled her fanny down so I could take her stiff member in my mouth. We made genuine passionate love to each other. It was the best sexual experience I had had all weekend. When we finished we laid together exhausted in each other's arms.
When we had relaxed a while, Georgette said, "We must rejoin the others. It will soon be graduation time." We got back into our clothes, did our makeup, and went downstairs. Georgette went to the lounge and changed my score to 105. I made it. Not only that, I had discovered a part of myself that wanted out. A part of myself that finally felt free. By now it was around 4:00pm.
When we got back out to the pool area, everyone there was getting ready to go back inside. Phyllis said, "Everyone can I have your attention please? I have an announcement. Graduation ceremonies will be in 45 minutes. I am pleased to say that both of our new initiates will be welcomed into the club. Graduates; your outfits are in your rooms. Get dressed and come to the ceremony which will be held in the lounge. See you then." I was elated. I practically ran back to my room.
When I came into my room, there on the bed were my graduation clothes. There were white lace panties and bra, a white lace garter belt, white lace stockings, a white satin 'morter board', and an almost sheer white satin gown. I got cleaned up and dressed. I made myself as feminine as I could. I used a nice perfume and did my makeup very carefully. After I was dressed, I looked in the mirror to check myself out. The gown was sheer enough that you could slightly see my lace undies underneath. I looked pretty good and I felt very feminine. I headed for the lounge.
Mary was just arriving as I entered. She was dressed the same as I was. We were both smiling. We had made it. When we walked in, I noticed there were at least 30 people there. Other club members must have come for the graduation. Phyllis went up to the stage and said, "Will the graduates join me here on my left?" We both walked up to the stage and positioned ourselves. She continued, "Club members, please welcome Jayne and Mary to the club."
The club members stood and applauded. When the applaused stopped, Phyllis continued, "Jayne, Mary, welcome to the Pleasant Valley Club. You will now take the club oath. Repeat after me."
"I will always comport myself in a ladylike manner while on club premises."
"I will always comport myself in a ladylike manner while on club premises." ,we echoed.
"I will express my feminine side."
"I will express my feminine side." we repeated.
"I love panties."
"I love panties." we responded
"I love lingerie."
"I love lingerie." we echoed.
"I enjoy dressing in pretty clothes."
"I enjoy dressing in pretty clothes." we echoed.
"I will not tell anyone about the initiation rituals."
"I will not tell anyone about the initiation rituals." we repeated.
"I will always obey club rules."
"I will always obey club rules." we responded.
"If either of you violate club rules, you will be permanently banned from the club. Jayne, here is your membership card and the club rule book. Congratulations." She offered me her hand and I took it. She then hugged me. I hugged back.
"Mary, here is your membership card and the club rule book. Congratulations." Mary and Phyllis shook hands and then hugged.
"This graduation is over. The new inductees are free to go. The bar is open." Phyllis said.
The club members applauded. Phyllis confided to us, "When you are ready to leave, the clothes you came in will be on the bed in your room. Congratulations and welcome."
I had a couple of drinks, talked to some of the other members, then changed my clothes and headed for home. I was tired. I was elated. I now had a place where I felt I belonged. Not just belonged, but belonged while expressing my female side. I somehow knew that I would be there not just at times when I could, but also on the next initiate weekend. I smiled and drove home happy.