The clock on the wall said it was 10:00 Saturday morning when the doorbell rang. I went to open it and to my surprise it was Julie, a neighbor that I had have my eyes on since I moved in. Julie is a very attractive woman, about 5'6", 135 pounds, with a truly wonderful figure. Her breasts are perfectly shaped, neither large nor small. She has a smallish waist that flares dramatically at the hips. Her ass is full and shapely, and her long legs are beautiful. She has an angelic face, deep, sea-green, smiling eyes, and honey blond hair that rests on her shoulders.
"Hi, I'm having a little trouble with my new VCR" she said. "Do you think you can help me, I'm not very good at technical stuff". I felt a sense of joy and thought this could be my chance to get to know her much better. So I said I would be happy to help. "Come over then and we can eat lunch together" she said. I will make us some nice". We then went to her apartment and she showed me her new VCR and TV.
"I bought it yesterday and I can't manage to get it to work properly." "I'm pretty sure I can fix that for you", I answered, took up the manual and started to read. As I had thought it wasn't that hard and after about 25 minutes, I was done and I went out to the kitchen. "Oh, are you done already. Take a seat .. the food will be ready soon". I sat down on one of the chairs at the kitchen table. Julie was wearing a small T-shirt and she had no bra on, so her proud nipples stood out almost fully erect - I couldn't resist staring at them. She noticed me staring and just giggled.
"It's ready now, bring me your plate". I handed her my plate and she put some food on it. Shortly, I started to feel a little dizzy. "Oh, my head, I feel a little weird" I said. "Weird?" Julie replied, "Here, drink a glass of water ..I'm sure you will be feeling better very soon". Then everything went black.
When I awoke, I wondered where I was. Then I remembered what had happened. To my shock, I was completely naked. I was on a bed with my wrists tied to the posts. With the exception of the bed, a full length mirror, a small night stand and a lamp, the room was otherwise empty. The door opened and a women in a black leather cat suit with holes for her nipples came in. Behind her came Julie. She was dressed in dark burgundy stockings and a teddy that matched. She also had on gloves that covered almost all her entire arm. Her blond hair hung lose now. She looked very sexy and that caused me to get an erection.
"Well well, what have we got here the other women said". "What are you going to do to me" I trembled, but they ignored me. "Help" I yelled.
"Stop it" Julie said and slapped my face. "No one will hear you anyway and if you struggle, you WILL be punished" In her hands she held a razor which she gave to the other women. Julie looked down at me and said "be very still, we don't want to cut you" and they both started to giggle. "What are going to do?" I asked, but they continued to ignored me. I laid completely still as they began to shave my body. They lathered me and shaved me all over .. my chest, under my arms, my legs and my entire cock, balls, between my legs and my ass. As the hair was removed, my skin felt incredibly sensitive.
I thought I heard male voices from the nearby room. "HELP!" I screamed as loud as I could. Julie then slapped me in the stomach. 'Shut up Sissy Boy, from now on you will only answer to Sissy Boy or slut. I'm Mistress Julie and this is Mistress Donna." I didn't know what to do, so I just laid there trying to catch my breath. Then she slapped me again and said "do you understand!" I managed to nod. "Good" she said.
"Now we going to put some make up on you. Just relax and nothing will happen to you". I didn't dare not do as they said. They put some rouge on my cheeks and a pink shade of lipstick on my lips. "Hmm, your hair, Julie wondered out loud. Well, I think we can hide it under the wig". "The wig?" I asked and Julie slapped me in the face again. "shut up Sissy Boy, you can only talk when I tell you to".
"We are now going to untie you and don't try any tricks". I managed to nod and they untied my hands. Put this on". The other women brought out a paper bag and emptied it on the bed. It was lingerie. I hesitated and wondered what they were up to. "Put it on" Julie commanded, "start with the stockings and the garter belt. I did as she commanded and couldn't help to get a little exited. Female lingerie was one of my secret fantasies. The stockings had a white-on-white pattern and as I slid them over my legs, they felt so soft against my freshly shaven skin. Julie helped put on the garter belt and snapped the ends on the stockings. Next she held up a pair of white satin panties and rubbed them against the cheek of my face. She then said, "here, put these on." They where the same white-on-white pattern as the stockings with a high cut waist band designed to showcase the hips. As I slid them in place, the crouch was very narrow and my now semi-hard cock was pushed upward with just the tip showing through the top of the waist band. I let out a little sigh, they felt so good against my shaved cock and balls. "Oh, I almost forgot" Julie exclaimed, "your breasts." She giggled as she said it and handed me a pair of fake breasts stitched inside a bra. "Put these on"! I slipped the straps through my arms and snapped the bra together with the front closure.
"Now we are almost done, go and get the wig and the rest of the stuff, Donna' Julie said. The other woman soon returned and laid the stuff on the bed. Then she vanished again. "I will help you with the wig" Julie said, and by the time she was done, the other woman had returned. The two of them turned me towards the full length mirror and said, "Look at yourself. What a beautiful slut we have created" Julie giggled. I didn't know what to do but the truth was that I was really very pretty, dressed in white, but also looked so very slutty.
They put a blond wig on me that reached down to my shoulders and I had this virginal white outfit on with matching stockings. Then Julie handed me a pearl necklace. "That's the final touch" she said smiling". I put it on and looked at in mirror again. If it hadn't been for my very erect cock I would have thought, "that's a female in the mirror." The silk felt so smooth against my skin and I had to admit that I felt very sexy. I turned around slowly, admiring the view of this very pretty Sissy Boy in the mirror. Suddenly, I felt very feminine.
"Okay guys, you can come in now" the other woman said. In walked a completely naked man with a huge erection. He smiled at me and said, "what a beautiful slut, I bet she's a virgin to". "I don't want do this, please not this" I begged. He took hold of my arms and forced them behind my back. "You'll do as we say or suffer the consequences" Julie said. The man lowered his head and kissed me. I could feel his tongue deep in my mouth but I didn't dare do anything. He released one of his hands and started to caress my ass. "Moan like a slut, moan as if you liked it!" Julie commanded. And I did moan " Ohhh". As a matter of fact, I almost enjoyed it. Then he gently pressed his hard cock against my stomach. "Ohhh", I moaned.
He released me, went to the bed and laid on his back. "Come here, I want you to suck my cock!" "No I won't" I tried to say, but before I could finish my sentence, I felt a sharp pain across my ass. "You will do as he says". It was Julie and she held a leather whip. I went to the bed and in the corner of my eye I could see that the other woman's legs where wide open and she was fingering her pussy. I knelt on the bed on all fours, trying to collect courage.
"Suck it" Julie said. I lowered my mouth and let my tongue touch the under side of his hard cock. The red tip kind of fascinated me. It looked very large and had a few drops of pre-cum on the tip. I opened my mouth slowly and took it in. I could feel the taste of his pre-cum and to my surprise, that turned me on. I thought that if I sucked his cock quickly, I could get home faster. I started to move my head up and down over the soft skin, and sucked him harder. He moaned deeply and mentioned to Julie that I looked very cute with a cock in my mouth.
Then suddenly I felt someone start to caress my ass. I felt a hand pull the back of my panties down around the top of my thighs and a tongue caressing my anus. I remembered that I had been ordered to act like a woman and started to moan softly. I thought it had to be Julie and continued to suck the cock in my mouth. Shortly, I felt a single finger entering my asshole, then another and I started to moan loudly. To my surprise, I began to like it and my cock grew even harder pressing against the soft material of my panties. I hoped Julie or the other woman would start sucking me when I suddenly felt the fingers leaving me. "Please, no. Please Julie keep going" I moaned and turned around. I saw Julie .. she was standing beside the bed with a video camera and was recording the whole thing. I saw the other woman ..she was still sitting in the same spot with her eyes closed and a vibrator in her pussy. Then I felt a cock at the entrance to my ass. "Oh, no, please not that " I tried to yell, but it ended up as a very soft moan as the cock behind me entered my virgin asshole. When he had the whole cock inside me, he waited a minute, letting me relax and enjoy the filled up feeling. Soon, he was fucking my ass like a mad man.
I moaned as much in pleasure as in pain and continued to suck the other man's cock. I cupped his balls in one of my hands and slowly began to caress them. Shortly, I felt his cock stiffen and before I knew what was happening, I felt the first spurt of his cum pour into my mouth. I pulled my lips off him and his second spurt hit me in the face.
"Keep on sucking, Sissy Boy" the man behind me said and pushed my head towards the cumming cock. Quickly I put it in my mouth again and took the rest of his salty cum in my mouth. Then the other man withdrew his cock from my ass and ordered me to turn over. I did as he said, still with my mouth full of cum. "Swallow his cum you slut, swallow!" Then he held his hand over my nose and I had to swallow. I was close to gagging, but managed not to. Then the man then took my panties all the way off, lifted my legs and pushed them up towards my head resting them on his shoulders. With my legs spread and my asshole wide open, he entered me again with just the head of his cock. He looked down at me and with a sly grin on his face he told me to beg him for his cock. Meekly I heard myself say, "please fill me up with your cock and fuck me". He slid his cock deep inside me and started to fuck again.
I saw Julie taking close ups of my cum-splattered face and I smiled in the middle of an endless moan. The man drove down harder and I felt his cock get even thicker. My hips involuntarily rose to met his thrusts. He began to grunt and I felt him spurt inside me. I heard myself saying, "yes, please cum in my pussy!" He continued to fuck me faster and I felt his cum start running out of my ass. When he stopped, he kissed me, popped his cock out of my now well fuck ass, and stood on the floor next to the bed. I laid there thinking just how strange and wonderful this was, and how empty my ass now felt.
I noticed that the man was now dressing. When he finished he gave Julia hand full of money. "$150.00 right", the man said. "It was worth it, every penny. The slut was wonderful and his virgin pussy was so tight. I think the Sissy Boy really loved it." Just as quickly as they entered, he and the other man left.
"Very good, slut" Julie said. "That was your first customer. I thought it would be best to start with someone that wasn't really kinky", she giggled. She turned to Donna and said "I think the little Sissy Boy really enjoyed sucking a cock and being fucked for the first time." Inwardly I smiled and thought how true that was.
Then the door opened again, and in came a woman in high heals with rubber stockings wearing a huge strapon cock. A man in a maiden's outfit and two large dogs where with her. I was still lying on the bed, legs spread and cum oozing from my "male pussy" down my legs. I knew then , a new adventure awaited this Sissy Boy Slut.