by Unknown
Dominique,
How's that for your play name? I forgot what you said you wanted to be called. You can remind me sometime. You can just call me Michelle. Or Michael. I'm very flexible. It depends on what kind of mood you're in. What mood are you in now? That's what I thought. Call me Michelle.
For your birthday, how about a fantasy trip to New York? Lean back, have something cold to drink (to cool you off, but not too much), and fantasize away. But be careful with your toys - and your pillow at night - we want you to save the finish for me. You have been known to have accidents, haven't you?
Sometimes fantasies and dreams can come true, can't they? They have with us! Some of them, anyway. And more all the time. Who knows, some of this letter may not be quite as fictional as you may now think!
The Empire State Building, Statue of Liberty, World Trade Center, Central Park, Metropolitan Museum of Art, the U.N. Building? You'd think those would be the first things a person would want to see in New York. Maybe some people. Not you! You want to get settled into a New York type lifestyle and appearance before going to all of those places. And maybe a few other places that aren't on the regular tourist list! But you're going to be a very special type of tourist.
We start by getting settled into the hotel room and begin working on your real dream trip. We take a nice shower together (it's a big shower - I'm sure we'll get to the hot tub later). You help me get all clean and I help you. Rubbing soap all over your body, then rinsing you off; I have to check with my tongue to make sure you're all rinsed off, especially in the important parts. You are and you taste wonderful! You rub soap all over me, paying extra attention to one part, stroking up and down, up and down; I have to stop you before I get too clean. You spend some extra time getting another area extra clean, even using your finger to clean my "back door" completely. Then we start to work on the total trim job you've been looking forward to. You start with the clippers on my chest, under my arms, stomach, butt, legs, everything. After my "snip-snip" job, you can even sit comfortably on my dick while you do your work. But we'll have to be careful not to get too comfortable - we're saving me for later. You, too! Even the tops of my feet and toes need a trim. Is that everything or what? Then I do my own shaving, at least on the parts I can reach. I need some help with my butt and ass hole, but you're always VERY helpful in these matters. Finally, to finish the job off, we use some of the warm wax to clean me off around my cock and balls (where it's a little too dangerous to use the razor!). Rubbing the wax on feels pretty good and there isn't too much pain when we peel it off. Just to make sure, you kiss it to make it feel better. And kiss it some more. And rub and suck. And rub and suck some more. Again I have to stop you before I get finished off before it's time. Then a little bit of alcohol-free after-shave balm rubbed all over my body. It's made for a woman so it has a light, feminine aroma. When I'm more naked than I've ever been - and feeling it - we get ready to go out. I wear ordinary men's clothes; not a hint of what's under my clothes. Before we go, we check the telephone book and newspaper to find some appropriate places to go.
First, we head off toward Greenwich Village and a little beauty shop for a makeover. For me! Eyebrows, makeup, even a manicure and pedicure (I wouldn't be able to wear open-toed shoes with my feet unadorned!). You just sit there and watch. You start to squirm while I'm getting my eyebrows plucked; and I know you're sitting in a puddle by the time I get my second coat of bright red lipstick! As a special treat, I get my ears pierced. Both of them! I let you pick out a pair of small silver hoops to use instead of the usual posts. I figure the biggest danger is getting my ears squeezed a little too tight when I'm licking and kissing and sucking your pussy later, but you agree to be extra careful when the time comes. And, since I haven't had a haircut for several months, a new hairdo to top it all off. With just a little touch up on the color so the gray doesn't show up quite so much. We decide to go natural with my own hair, but it looks a lot longer and fuller when it's teased up a little bit with my natural curls showing through.
But we're not through in the beauty shop yet. You're next! Manicure, pedicure, makeup, hair and everything. With one added twist - a nice little trim job and a wax job to clean you up, too. Leaving just a pretty little heart above your naked pussy. The cute, petite beautician seems to like her work, rubbing a soothing lotion on your legs and pussy to make sure you like it, too. You say it reminds you of your friend in that shop on North Main Street back home. When you ask if this is adultery, I say "No, but it's getting close." But not too close. I find it exciting to watch another woman rubbing on your pussy, and watching you like it. I add, "It's not adultery if you don't like it too much." Laughing, you tell the beautician to stop. Reluctantly, she does.
Next we head off down the street to a women's clothing store. No one even seems to notice the way I'm dressed and made-up. I look like a tall woman wearing men's clothes. I wonder what it will feel like when I'm finished, looking like a total woman walking the street. I guess I'll find out soon. And I guess there are some places where your ideas and desires don't seem quite so out of place after all!
When we get to the store, I tell you it's your turn again. We'll work on my outfit later. You pick out a nice low-cut white blouse with a shelf-type pink bra to show off your assets. Your nipples and the top of your tits are naked and standing up proud; easily visible through the silky material of your blouse, even sexier because the pink bra barely shows through the sheer cloth, giving a hint of the erotic plans we're making for our visit. And your beautiful boobs are even more visible when you lean forward and let the top of your blouse hangs loose. You pick out a loose, flowered skirt which blows easily in the breeze and some REALLY crotchless panties - slit all the way from the front to the back and making you totally accessible. Who knows when that might come in handy! Some nice pink crotchless pantyhose and a pair of open-toed, high, high-heels complete your outfit.
Now it's my turn again. A few doors down the street and we're in another clothing store. A specialty store this time. I don't notice the name of the store, but we're treated to one Queen song after another when we go in - I wonder if that means anything. A nice young man in his late thirties comes up to wait on us. Tall and slim, with medium-long, light sandy brown hair and just a few boyish-looking freckles; somehow he seems to fit the part perfectly. It doesn't even strike me as unusual that he's wearing a shiny, tight pink dress. He looks me over closely, maybe a little too closely. But I'm looking him over pretty closely, too. I can see panty lines through his dress, but not a trace of his cock and balls, and his tits seems very real - even to the nipples standing out in front! I don't know if they're real or not, but they look good to me - not too big, but a good match for the rest of his body. If not for his boyish good looks in the face, and his voice, I would be convinced he was a she. But it doesn't matter - on this trip I'm not going to be prejudiced either way.
Not being real familiar with their offerings, we ask him for his advice. He starts by picking out a light pastel blue bustier with attached garter and some matching, glittery blue stockings. He also gives me a light blue sleeveless pull-over blouse and a darker print skirt which looks a little like yours. He points out a dressing room and I go in to try everything on.
It takes a little longer than I expect to get ready since I have a little trouble with the bustier. It laces up the front and squeezes everything tight. I lace it as tight as I can and look in the mirror. I didn't even know they made these things for men! It works! It's almost like it squeezes and pushes everything up; and it looks, and feels, like I've got real tits! And they're standing there proudly naked above the bustier's built-in shelf bra. Being pretty well practiced, I don't have any problem with the stockings, skirt or blouse. I'm thinking I look pretty good in the mirror when you and Sandy (an appropriate name), our salesman, walk in. As usual, it looks like you and he have exchanged life stories while I was getting DRESSED. I wonder what you've been talking about. You are smiling at each other like you've got a secret, and he's carrying several more things in his hand. He puts them down as soon as he sees me and says "This just won't do!"
He walks out and comes back in just a few seconds later carrying another blouse. "You can't wear a sleeveless blouse with those tan lines, take it off." As soon as I do he smiles like he's trying to teach a child something the child has never done before. He comes over and tightens the bustier even more. When he finishes, he says "Don't try eating anything for about an hour after you take that off. It won't have anyplace to go until your stomach loosens up again." Then, as an afterthought, he adds "Don't try eating any FOOD, at least. You may be ready to eat something else by the time we're through." You just stand there smiling.
Then Sandy helps me with the new blouse and stands back to admire his handiwork. I just stare into Sandy's deep-blue eyes, noticing how they reflect the color of my blouse perfectly. He looks down and sees the tent I'm making out of the front of my new skirt. I'm not quite sure I'm ready to admit it to myself, but I'm starting to recognize that he's at least partly responsible for the tent-pole under my skirt. "One more thing," he says, throwing a pair of panties at me as he's leaving the room, "put these on." I put on the panties to find they're a lot like yours, too. They're split completely from front to back, making everything totally accessible. But totally accessible to who? I barely have time to lower my skirt when Sandy comes back in.
"You can forget about shyness while you're visiting here if you're going to dress like this." Then he comes over and lifts my skirt back up, telling me to hold it out of his way. Next he slips a soft, fur-like sleeve of cloth over my dick, saying softly, "Nice, very nice! You're going to be one popular boy around here!" The fur sleeve around my dick has soft velvet cords attached to the ends and he ties them around my waist, pulling my dick hard up against my abdomen. I look over at you and ask if this is adultery. Before you can answer, Sandy says "It would be if you'd let me!" It looks like you're going to say something but change your mind, standing there quietly smiling. I look over at Sandy and think I see a trace of his cock starting to press against the front of his dress. I guess he thinks I'm looking pretty good, too! When I drop the skirt, my own dick is now almost lost in the loose flowing material. I look like a woman. Very feminine!
After picking out a nice pair of high-heel (not too high) shoes for me, Sandy playfully pretends to lift my skirt and peek up while he's helping put on my new shoes. Remembering what he said about shyness, I spread my legs slightly to give him an even better view. He seems a little surprised but gives me a warm smile in return. I can't see down his dress while he's bent over, but I do notice that his tits press harder against the front of his dress and sway slightly when he moves. By now I'm ready to play a little back. When Sandy stands up, I start to lift up his dress and take a peek. Sandy doesn't seem upset but he quickly stops my hand and warns me, "Be careful where you're looking and what you're looking for, you never know what you'll find under people's clothes in this town!" I'm really not sure exactly what he means, but nothing would surprise me by now. I expect there'll be a pussy or a cock where ever I look; I don't think there are any more options I don't know about. And, by now, I'm feeling a lot like you - why be prejudiced about a person's physical equipment? I FIGURE I CAN TAKE WHAT COMES! (What do I mean by that?)
Thanking Sandy for all his help, we get ready to go. But, before we can get out the door, Sandy reaches out and hands you a card. "This is my name and address. Since you're new in town, how would you like to come over to my apartment this evening and I'll try to give you a proper welcoming?" You say you'll think about it and go over and give him a kiss before we leave. So do I!
We're both very flushed when we walk out the door. I think we're both infatuated with Sandy. It's been a long time since I've been this attracted to a man and I don't think either one of us has ever met anyone quite like him. You seem a little ill at ease, worried about what's coming next, wondering what I'm thinking and what I want to do. When you ask what I want, I say, simply, "I want to go." I think you're a little more surprised at how I say it than just in my answer. I sound eager to explore new areas. And I am!
You say, "Then, let's do it!"
We turn back and go in the store. I tell Sandy, "We want to be with you tonight." We arrange to meet him when the store closes in half an hour. Then I give him a real kiss, with our tongues lightly intertwined. I wonder briefly how it looks for two women to kiss in public. I've seen women kissing before, but never two "women" like us! Even with your varied history, I figure you're watching something you've never seen, either. I linger a little longer to make sure you get a good view. I think a large part of this trip will be me giving you a good show, and I intend to give you everything you could expect - and a few things more. The question of adultery doesn't even enter my mind as, this time, you follow me in giving Sandy a long, lingering kiss. I feel almost dizzy, light-headed, as we walk out a second time.
We go to a nearby bar to get a quick drink while waiting for Sandy. I want to know what you two talked about while I was getting dressed. You tell me that you told him briefly about our past, especially your time spent loving women and how I've worked so hard to fulfill all of your new fantasies. Then he told you he wanted to be just like you! He started out life as a male, but never felt completely comfortable with his sex. He knew he wanted to be a woman. But he didn't want to settle into life as a heterosexual or homosexual woman. He wants to be able to enjoy both men and women. He has been taking hormones and has developed nicely. But he hasn't had any surgery, yet. He said he's enjoying the current stage of his transformation and has even cut back on the hormones so he can still "get it up." In a year or so, he plans to complete his change into a woman. We're both thinking we met him at exactly the right time!
By the time we get back to the store, Sandy has already locked up and is waiting for us on the front steps. He says, "I don't live very far from here, so we can just walk there."
I fall in on one side of him, you're on the other, and we walk along the sidewalk all holding hands. Again I'm surprised that we're not getting much attention from those around us - maybe we don't look out of place as three "girl-friends"!
When we get to Sandy's apartment, he gets a small box out of a kitchen cabinet and hands it to you, saying "Here's the Red-bud I promised you." I'm beginning to think you didn't tell me everything you two talked about. Sandy excuses himself to change clothes and get out of the tight dress he was wearing for work. You sit down in a big, comfortable chair and roll a joint, light it, and sit back to relax. I make a couple more for later - I always was better at it than you - and you say "You'd better have some yourself. You might need some help getting relaxed later."
"How relaxed should I let myself get?" I ask.
"Very," you say.
Before I can ask anymore questions, Sandy comes back in wearing a cool, loose, flowing, blue, cotton skirt and a tighter, short, white, cotton tee-shirt. By now I can see that his tits really are real. The slight jiggle and sway remove any doubt. Sandy comes over and sits down beside me and lights one of the joints, takes a deep drag and hands it to me, saying "You ought to try it. It helps you relax."
Again I ask, "How relaxed do I need to be?"
"Only as relaxed as you want to be," Sandy replies.
I take the joint from him, figuring I'd better be very relaxed for the next few hours. Sandy gets up and puts on some light jazz piano music. We sit back and finish off both of the joints I made, talking about our lives and how we all got to be where we are. Without really noticing it, we move closer together until he has his arm around my shoulders, with his fingers running through my hair. I have my hand on his knee, tracing small patterns on his leg with my fingers, and slowly pulling his skirt up until it is five or six inches above his knees. He has very nice legs!
Before I can go any further, Sandy asks, "Would you like to dance?"
"I really don't know how," I reply.
"No problem," Sandy says, "I'll lead."
We stand up and move close, but lightly together. I take off my shoes and we're about the same height. Sandy starts to move and I just let him guide me along. When I feel his thigh press against mine, I let his leg move mine back. When the pressure lightens, I move mine forward to maintain the close contact. I'm concentrating on the movement of his body, and trying to keep in step, so I'm a little surprised when I notice his hand rubbing gently against my ass, giving it a very pleasant massage. I'm even a little more surprised when I notice the hardness of his cock rubbing against my own excited cock. I let go of his hand and put both of my hands on his ass, and he does the same to me. Slowly, we pull each other closer until we are in a tight embrace, barely moving our feet but with our bodies dancing erotically together, concentrating on grinding our hard cocks together. We kiss, gently at first, but soon with our tongues moving in their own sensual dance.
I pull back only far enough and long enough to remove his blouse and free his beautiful tits. He practically rips my own blouse over my head, and we resume our dance of lust. We are kissing, rubbing each others tits and asses, and getting hotter with every second. Sandy leans over and starts kissing my exposed tits, sticking out above my bustier. I figure I must be very relaxed because it feels great. I hold his head tightly against my chest and reach down to rub his soft, firm boobs.
Sandy stands back up and dances me across the room to an open door. He lets go of me, takes off his skirt, walks over to the bed and lays down, naked. His hard dick stands up proudly, swaying slightly with his movement, and seems to be inviting me to join him. I follow his lead, removing my skirt and fur sleeve, but keeping on my new panties, hose and bustier, and lay down next to him where we resume our sexual dance. At first we playfully spar with our naked dicks, rubbing, poking and bouncing them against each other.
This time I take the lead, moving down his body until I am face-to-tit with his new chest. I kiss each boob softly, then press them together and start kissing, licking rubbing and sucking both nipples at the same time. I also notice that my cock is between his firm thighs and I start to slowly push and pull out of his legs' grasp, with them tightly squeezed together. I can feel his own dick pressing up against my belly as he starts to move his hips back and forth. And I can feel the moisture from his precum being massaged onto my body by his hard cock.
I turn around into a "69" position and lick the wetness from his beautiful cock. He wraps his hands around the base of my dick and sucks gently on the end, but he barely moves so we can both concentrate on what I'm doing to him. I lick around his neatly trimmed bush, nibble lightly on his quivering balls and then concentrate on his sweet cock-head. I rub my hands up and down the shaft, but not too fast or too hard - we both know he has more work to do with his dick before he's allowed to finish off!
I move to stack some pillows up for me to lay on, but he says, "No. I want you on your hands and knees so you can move against me as I fuck your sweet virgin ass hole." I guess he's reading my mind on what's coming next. I do as I'm told!
He starts by kissing and licking my butt, moving constantly closer to my ass hole. Finally he reaches home, pressing his tongue against me, and I push back against him, relaxing easily to allow him to gently tongue-fuck me. I finally notice you on the bed next to us, and you reach over and give me a big, hot kiss. I also notice that you've taken off your skirt and blouse in case you get a chance to join in later.
Sandy moves up and lays over my back, inching up until his dick is pressing against my well-prepared ass hole. Guiding it in with one hand, he holds onto my tit with his other. Moving only his hips, he slowly presses into me. I can feel as the smooth, roughness of his dick enters my ass. I can even feel it as my tight ass clamps down after the head of his dick presses into me. The warmth and feel let me know this is no piece of plastic sticking up my ass!
Slowly at first, he pumps in and out. He keeps one hand on my tits, rubbing one and then the other. With his other hand he gently strokes my own dick up and down. I can feel every inch of him as he slides in and out, with his balls bouncing against mine on every stroke. I match his motion, pushing against him as he is pushing into me. Soon he is pounding my recently virgin ass hole, pumping as hard and fast as he can. And I still match his movements, with his pelvis flattening my ass cheeks as he thrusts, and me squeezing his hard dick with my ass hole muscles as he pulls back. I feel the sweat dripping from his lithe body onto my own wet back. He bites on my neck and I reach back with one hand to pull on his ass to try to pull him even deeper into my body. All too quickly, I feel him tensing up and he pushes hard into me, pressing his pelvis as hard as he can against my ass, stopping all movement. I press back as hard as I can and, just as quickly, I let go of his ass and reach between my legs so I can feel his cum surging through his hard cock and deep up into my ass. I can feel the spurts rushing through my fingers as he empties his load and I can feel the heat deep in my belly as his cum warms me in a way I have never felt before.
He practically collapses onto my back, completely spent. I roll over onto my side with his still hard dick deep in my ass. He holds on, riding me over, still pressing against me from behind, and we lay there belly-to-butt catching our breath. Slowly, he goes soft, but he still doesn't fall from his new-found home. We both look up at you and Sandy says breathlessly, "I told you it would be adultery if you would let me. Thank you for letting me."
You look down at me and say, "I told you that you would need to relax. How does it feel to get fucked?"
"Not bad," I say, "but I'm not through just yet. Now it's my turn." I very, very slowly move my bottom forward and savor every second as Sandy's now soft dick slides from its dark, wet home. I move around and prop Sandy's butt up on a large pillow, with him still laying on his back. I straddle his chest, reaching behind me to fondle his firm new tits, and with my dick swaying just in front of his mouth. He nibbles around my naked balls and licks the length of my hard cock. I ask him how he feels about getting his own ass fucked. He says, "I've been looking forward to it all afternoon."
I've had enough foreplay for one day so I just grease up with KY jelly, right in front of his face, and slide down his body until we are face-to-face. I kiss him briefly and then slide on down until I have a face full of tits. Sucking on one of them - I love tits - I reach down and spread his ass cheeks and press my cock against his tight ass hole. Slowly, gently, I push into his ass. When I'm all the way in, I move my hands to his tits and squeeze them hard, making the nipples stick high in the air. Going from one to the other, and then both together, I kiss and lick and rub and suck while I start moving faster and faster, in and out of his butt. In his position, holding his legs up with his hands, with his butt propped up on the pillows, Sandy can't move to meet my thrusts. But he lets me know he loves it by practically yelling for me to fuck him harder, faster. Not needing much encouragement, I bounce my whole body in the air, balanced on his butt, with each stroke. I think about doing my all-night trick, keeping it up for hours, but I want to get mine now! And I do, deep in Sandy's ass. Spurt after spurt. But I don't pull out immediately. I keep gently kissing, sucking and caressing his tits while my dick goes soft. Then I very slowly pull out, dripping my juices down Sandy's ass crack.
I roll off of Sandy and we lay there side-by-side for a few minutes. You come over and snuggle down between us. We each take a tit and kiss it gently. But you don't want gently - YOU WANT FUCKED! Sandy and I get the message quickly and get up to take a fast shower together. Mostly we just rinse off, but we do take care to wash each others cocks thoroughly, with you watching through the clear shower doors, sucking on another joint. I do notice that Sandy's hormones haven't hurt his sexual performance - he's getting hard again as I wash him off! And, again, I lick him to make sure he's properly cleaned off for you. He is!
When we get out of the shower, we dry off quickly and head back to the bedroom. We lay down again with you between us and we start kissing and rubbing and sucking all over your body. But you've had enough foreplay for one day, too. You pull Sandy over on top of you and grab his dick, guiding it right to your aching pussy. I guess there's one thing we have in common - we both like to suck on boobs while we're fucking. You grab his like a starving dog being fed for the first time in a week. Sandy quickly gets revived and pounds away while you're devouring his firm tits. After his session with me, Sandy doesn't finish too quickly. He just keeps slamming against your bottom with a loud slapping sound. When he does finish, you still haven't had enough. You push him off and pull me on top. I pick right up where Sandy left off, pounding away on your hungry cunt, with you grabbing and biting my shaved tits.
By the time I finish, you're getting tired, too. But to make sure you don't go away any less than totally satisfied, I slide down to suck on your pussy while you suck on Sandy's tits a little more. Within minutes, you go almost totally limp. Spent, exhausted, but totally satisfied. I slide back up and snuggle you from behind while you just rest your head on Sandy's chest. And we all go to sleep in the same position, too tired to move.