Your Favorite Shemale fantasy

[a9127]

In my lifetime I have met many celebrities. Mostly in sports and auto racing. My career is teaching and it just so happens that our university is located not far from the Indy 500 track. I am “chair” of the “Motorsports Management” program and also have a consulting practice. Many local celebrities are clients. Almost daily I run into players from the Colts, Pacers, Indiana Fever and of course auto racing. I am no stranger to athletics as I was once a starting linebacker for a “Big 10” university. I have also raced cars as an amateur. I have many friends that have played in the NFL. When I was very young my dad was transferred to New York City and we used to see famous people regularly. My favorite was probably Liza Minnelli who smiled at me while we were riding the subway. My dad's career was in advertising and sales so he came into contact with people from movies and TV as part of his job. Very similar to my own situation.

As a boy, like many my age, Michael Jordan was my biggest sports idol. When I was very young I discovered exercise as a way to increase strength and gain self esteem as well as excel at sports. I also happened to become friends at around age 12 with a very feminine boy that identified as a girl who lived down the street from us. I have told her story elsewhere on TLB. Her name was Stephanie. We were much more than friends, we became lovers and dated throughout high-school. She was in fact my first girlfriend.

I had many posters in my room as a teenager. Most were car, sports, or music related, many were popular actresses from TV. One was a former Olympic Decathlon champion. I believe from the 1976 games which happened a few years before I was born. His accomplishments made him very famous and he was married to a gorgeous model in real life.

Interestingly enough although clearly “male” I found his appearance, with his long hair, short shorts, and tight tank top to be somewhat “feminine.” He was well muscled but not in the way of say “Arnold” or even myself. One time alone in my room I started jacking off to his poster. I guess I just found him “hot” at the time. LOL I remember having a very powerful orgasm and mostly just glad that my mom didn’t walk in on me. It never bothered me however. One, I didn’t think it was “wrong” or “gay” or whatever even back then. Two, you will remember I was dating someone who was transgender at the time. It never occurred again. But many years later he resurfaced as the star of a reality show and then one day announced he was transitioning. As a woman she ended up on the cover of a popular magazine and while she is more than 30 years older than me I find her even more attractive today.

[a9127]

A picture is worth a thousand words...

[a9127]

Ever since I was in 6th grade and played sports I’ve always been into working out. Except for a couple times when I was sick or had surgery I’ve never missed a workout. Even earlier this year, I had surgery for a “sports hernia” and was back in the gym less than 24 hours after being on the operating table. My doctor had told me not to lift “over 10 pounds.” Yeah, right… LOL Well, I did back off. A little. As I get on into my 30’s it is really starting to pay off. Usually I like to go late at night. There is a gym that is open 24 hours just down the street from me and typically I workout around 1 or 2 AM. Usually there is no one else there. Maybe some “older guy” who just wants to use the treadmill but that’s it. I don’t go to “socialize” either. I have lots of opportunities to meet people and I’m not lacking for any kind of “social life.” Recently here in Indiana, it’s been very hot and humid with severe storms and temperatures well into the 80’s (F) even at that time of night. The air conditioner is usually turned “down” at night. Members can’t access the thermostat so it’s usually warm. I like that.

Around 1:30 I hear the door and see you walk in. I’ve never seen you here before. You are definitely not an “old man with insomnia.” At 6’ tall with long bleached blond hair you are absolutely stunning. Even with your clothes on it’s obvious you have the body of an athlete. You are too far away for me to say hello and besides I’m sure you didn’t come here to get hit on. I go about my business and you go into one of the dressing rooms to change. When you come out, it’s kind of hard not to notice how amazing looking you are. You are wearing maybe the shortest black shorts I’ve ever seen and a grey tank top. You have the sexiest ass I’ve ever seen and legs that are totally to die for. Your arms are muscular and you clearly have a well defined upper body. I’ve seen professional athletes that aren’t in as great shape as you are. As much as I’d love to approach you, I don’t, so I continue with my workout pretending that I didn’t notice you. All I’m thinking is “if there really IS a God…”

For such a large place, there is only one drinking fountain. And of course purely by chance we both end up there. We make eye contact and you smile at me. I say “Hi” and we both resume our workouts. About half an hour later, our “circuits” have brought us to the same area and you ask me if I “still need the lat machine?” I say “no.” And then add “I’m glad I’m not the only one who’s up this late…” dumb, but that’s all I could think of. LOL Looking over at the bench press you say “wow that’s a lot of weight!” As I’m usually by myself I didn’t bother to unload it. There are five 45 pound plates on each side. Then, noticing my t-shirt you ask me “if I played football there.” You also ask me if I ever played for the Colts. I say “Yes, a long time ago. But no, I never made it to the NFL. My senior year I really fucked up my knees and that was that.” You reply, “I’m sorry you got hurt. I used to play too. I was a Wide Receiver. What position did you play?” “Middle Linebacker and occasionally Defensive End.” Laughing you say “Oh. So you were one of those ‘bad boys’?” Continuing, you add “You know, I love sports but I never thought I was big enough for football. And as I got older I realized that I was doing it mostly for my family. By the way, my name’s Kirsten.” “I’m Andy, nice to meet you.” We talk for a while about the university we both attended, and it turns out we actually lived in the same dorm! Only you are seven years younger than me. Your major was Chemistry and you work at Eli Lilly. You ask me what I do and I tell you that I went back to school got my Doctorate, teach at a university in downtown Indianapolis and have a consulting practice. It turns out we have a lot in common and I ask you if you would like to go out somewhere after we finish working out. You say “In Indianapolis? At this time of night? Why don’t you just come back to my place?”

Zionsville is not very large and it turns out you live in one of the apartment complexes near me. You ask where I live. I say “Stonegate, we’re practically neighbors.” After we go back to your apartment, you ask what I would like, I say “anything’s OK.” “Anything?” you say giving me a sly look. Making us both a Jack and Coke you join me on the couch and we talk for a while. After a couple of drinks you say “It’s really hard to meet a nice guy. I’d like to get to know you better, Andy.” Normally I’m the one that makes the “first move” but before I get a chance you are on top of me. We kiss and our hands are all over each other. We are still wearing our “workout” clothes. I run my hands up your thighs and feel your firm ass through your tight shorts. As we make out I can feel your cock getting hard. You pull your tank top off and practically rip my shirt off. Sitting on the couch you lean back with your arms stretched out and spread your legs far apart. Kneeling between your legs, I pull the waistband of your shorts down revealing your beautiful cock. It is one of the biggest I have ever seen. And you are already dripping pre cum. I say “God, Kirsten, you are so gorgeous” and proceed to suck you ever so slowly. I can tell exactly when you are about to cum and back off slightly keeping you on edge. You moan, and say “Oh God Andy, that’s like torture, I love it! Fuck that feels good.” Eventually I “let” you cum and you literally explode in my mouth. Your cum tastes great and I swallow all of it. You arch your back and wrap your legs around me. Then you collapse onto the sofa. You say, “That was awesome Andy, now it’s my turn…” Trading places you pull my shorts off and go to work on me. You start by playfully biting my nipples and slowly working your way down. You lick my cockhead and shaft and then begin to slowly suck me off. Just like I did to you. You tease me ever so slowly that when I finally do cum it feels like it won’t stop. Afterward we lie close together and you say “I think that you are the best workout partner I’ve ever had, Andy.” “You too Kirsten” I say. We have another drink and sitting up, you look at me and say “I’d like to show you my bedroom. I know you live close by but you are welcome to spend the night. I’ve really enjoyed tonight. I’m glad we met.” “I wasn’t planning on going anywhere, Kirsten. I’ve had a great time too.”

We are both a little drunk and giggling we lean on each other as we manage to make it to your bedroom. Your bed is huge and on each corner it looks like there is some kind of “attachment” and on the headboard there are metal rings. I can feel myself getting hard again. You notice this and smiling at me you say “so you like this kind of thing?” We stand there naked and start kissing and feeling each other up all over again. Barefoot we aren’t really that far apart in height. You are only four inches shorter than me and I work my way down, kissing your neck, your breasts, your incredible abs, and your thighs. When I start to suck your cock, you stop me and say “Andy, this time I want you to fuck me. I love to be tied up and I can tell you are someone I can trust. Do whatever you want sweetie.” As you lay back on the bed I tie your wrists and ankles to the bedposts. You say “Andy, this bed can do much more than that… look underneath.” Looking under the bed I discover a “ratchet like” mechanism. I ask you “are you sure about this Kirsten?” “Yes I’m sure. I’ll tell you if it’s too much.” Slowly I turn the ratchet and soon you are tightly stretched spread eagle on the bed. I am very careful not to hurt you. Every muscle in your body stands out. God you look so fucking hot. I feel like I could cum without even touching myself. I can tell you are so turned on that your cock seems even bigger than before and the precum is flowing. I find some oil and gently massage your amazing body occasionally stopping to stroke your cock. You just moan and say “that feels so incredible, I can’t wait to have you inside me.” When the time is right I undo your legs and tie them to the headboard. Your legs are spread so far apart and your ass is in the perfect position. Climbing onto the bed I enter you very carefully using lots of lubricant and begin to fuck you. Slowly at first. As we both cum the feeling is even more intense than the first time. Your cum shoots up onto your stomach and breasts. We both lie there for a while. Then I untie you. I stroke your hair and look down at you. You touch my face and smile at me. “That was the most incredible first date I’ve ever had, Kirsten. What would you like to do next time?” “How about a movie?” you say.

Copyright © 2016 AMS

[franalexes]

My fantasy:
A9127 falls in love with me.
The rest is just personal details.

[a9127]

Originally Posted by franalexes

The rest is just personal details.

Like you tie me to the bed?

[a9127]

Kirsten and I have been seeing each other for a while now. You might remember from the previous story that she lived in the apartments near my home and while she hasn’t “moved in” yet, she has spent a lot of time there. Last weekend we really did go to see a movie. We decided on “Finding Dory.” We are both old enough to remember the original “Independence Day” and just didn’t think this one would be the same without Will Smith so… Anyway, since it was the last showing of the night we thought we could just sit in the back and make out.

On the way home to my place, Kirsten looks at me and says “Hey, remember that TRX suspension stuff they have at the gym? Wanna see what we can do with it?” I say "you know I was thinking about that the other night but they have cameras all over that place. We might end up on YouTube or worse.” “Silly… They don’t have cameras in THERE. Remember all that stuff is in a separate room!” “OK” if you want to try it out I’m up for it…” “Yeah, I can see you’re ‘up’” you say giggling. Then you lean over and kiss me. Let’s go home and change and then go ‘workout’. I just wear what I usually wear, black knee length shorts and a tank top and black Nike’s. You on the other hand have put on extremely tight, very short, fluorescent orange shorts and a tight white tank top cut off just below your breasts. I can see your nipples and the outline of your cock quite clearly. You have on knee length tube socks on that really show off your long legs. You also blow dried your long blonde hair and didn’t bother to style it so it looks messy—and sexy as hell. I’m thinking we’re not going to make it to the gym, I want to fuck you right now Kirsten. LOL Also I’m worried if we did get stopped by the Zionsville PD we might get arrested. They know my Hellcat and have seen it at the gym late at night although I always drive carefully through town. “How do I look Andy?” “You look great, Kirsten. God, you’re fucking hot.” We kiss very passionately and before I can go further you say “Not yet baby.”

“Are you sure you want to go out like that? I mean what if we’re stopped?” Laughing you say “sure, Andy, what fun is there in playing it safe? Besides it’s not that far anyway. Here, I want you to put these on me.” You give me a pair of handcuffs and then turn around. I cuff your hands behind your back. “You know they have cameras in the parking lot. How are we going to get in?” I ask. “Just put my jacket over me and walk close to me. If you park in front it won’t be that far. They can’t see anything.” Fortunately, the Hellcat is in the garage so if any neighbors are out they’ll never know… On the ride over I see that you are totally turned on and reach over to slowly stroke you hard cock through your shorts. You giggle and moan and say “That’s no fair, I told you to wait!” But the way you smile at me says otherwise. No one else is there and somehow we make it into the TRX room. I make sure the door is locked and no one can see in. Then, leaving you handcuffed, I kiss you and run my hands all over your body and legs. Kneeling I pull your shorts down and begin to suck your cock. You just say “Oh God that feels so good.” Before you can cum, I stop and take off the handcuffs. I lead you over to the TRX frame and attach the straps to your wrists then spread your legs far apart using another set of straps to secure your ankles. You tell me it’s OK if I make you stand on your toes and I ask if you are comfortable like that. “Fuck yes!” you say. We kiss and make out and I start to suck your cock again teasing you as you strain against the straps and moan. Your tank top has slid up over your breasts and of course I spend time playing with your nipples. I can tell this drives you crazy. So I keep it up. I know you desperately want to cum and so do I. You still have your shorts on so for a second I’m not sure what to do. Then you say, “Jesus, Andy just rip ‘em off!” I do and then walking behind you, I reach around and run my hands all over your gorgeous body, kissing you all the way from your neck down to your ass and legs, and of course stroke your cock which by now is fully hard and maybe even bigger than mine. Carefully, I enter you and we begin to fuck totally in synch with each other. At this point we don’t need to say anything. The feeling is even more amazing than the other night. And if someone were to walk in on us now we’d never notice. Our orgasms are powerful, intense. You pull against the straps then go completely limp as I kneel on the floor behind you.

Getting up I walk around and brush your hair out of your face then gently kiss you. We look into each other’s eyes. You look so beautiful and it just sort of comes out: “I love you Kirsten.” “I love you too Andy.” We kiss again then I go to work undoing your straps. You need to sit down so I find a mat for us to lay on. We just stay like that for a while. After a few minutes you say, “God, what if they DID get that on video?” Then we both start laughing. “That was fucking awesome Andy. I think we better clean up this mess then let’s go home and I’ll make you a late night dinner.”

Copyright © 2016 AMS

[a9127]

I have never exercised in my entire life. At 70 my doctor tells me if I want to live to be 90 I better stop smoking and join a health club. The first day, the owner of the gym sees me struggling with little 10 pound dumbbels and doing the machines all wrong. He comes over and says “I think I know someone who can help you. She is my best personal trainer. Let me give her a call.” I am amazed and somewhat intimidated when you walk in. You are at least 6’2” and are wearing a black skintight bodysuit. If you are even 30 I’d be surprised. Your arms and legs are more than twice as big as mine. You say “Hi. My name’s Ashley.” I say “Hi. I’m Andy. Guess I need a little work huh?” You say “I’ve seen worse. You might be shocked at what we can accomplish together. But first we need to take some measurements…” Getting up on the scales you say “152 pounds” then measuring my height you say “5’6”.” Not bad for a guy your age. With a tape you measure my arms and legs then you tell me “we need to take one more measurement… drop your shorts!” I do as I’m told and giggling you say “3 inches.” Trying to be funny and hide my embarrassment I say “I could have sworn it was at least 7 inches.” “Very funny. I like a sense of humor in a man. We start tomorrow at 8:00 don’t be late!”

At 8:00 the next morning, I meet you at the gym. I realize that we are the only ones there. You say “Cardio is always a good warm up. Do you think you can do at least 10 minutes on the elliptical machine?” “Sure, no problem Ashley.” After about five minutes my head is spinning and I’m totally out of breath. “Wow. You are in worse shape than I thought. We may have to do some extra work on that.” Taking me over to the bench press you say “let’s try 25 pounds.” I press it awkwardly but manage to raise it all the way. “I can see you are determined Andy, that’s good, but we really need to work on your technique. And as out of shape as you seem, we also need to work on ‘discipline.’” You smile at me as you say this. I’m not sure whether to be worried or not. Interestingly my reaction is to get a hard on. “Well you definitely don’t have any problems ‘there’” you say. “But let’s stick to business…”

Over the next hour or so you take me through the “circuit” observing me and taking notes. You demonstrate each exercise then have me do it. As you do each exercise, I can’t help but notice what an amazing body you have. And how pretty you are. If I were only 40 years younger! After we finish you say “I think part of your problem is you don’t know how to relax. Your body is too tight. You also are not used to free weights so I think we should use the “resistance bands” on you. “Whatever you say, Ashley.” “Come over here and lie down on this bench for me.” I do as you ask and immediately you say “I meant face down!” Turning over, you say “I have to do this so you don’t move and mess up your form.” Then you tie my wrists to each of the supports using the “exercise bands.” I am really getting hard now and you say “This will help you relax Andy. That way you will be able to start concentrating on getting in shape. Can I ask you something?” “Sure, Ashley.” “Have you ever been married?” “Yes, three times, they were all ‘golddiggers.’ I’ve worked very hard all my life. That’s one reason why I’ve never been able to exercise regularly.” “You seem like a nice guy, Andy. I guarantee you have never met a girl like me before. I really want to help you get in shape.” Taking my legs you spread them and tie my ankles to the supports of the “cable fly” machine. “What are you going to do?” I say, just a little nervous. “Well you need to loosen up and you definitely need some discipline if we are going to work together.” Pulling down my shorts you say “Your lifting form was horrible.” Then you smack my ass with one of the thick rubber bands. “Oww… no it wasn’t.” Smack! You say “Yes it was! We need to work on that right?” Smack! “Yes Ashley, we need to work on it.” Smack! “You will address me as ‘Mistress’ when we are training. Is that understood?” “Yes, Ash..” Smack! “I mean Mistress.” “That’s better!” Standing in front of me you say “I told you I wasn’t like any girl you have ever known.” Pulling down your shorts you reveal the largest cock I’ve ever seen. It must be like 10 inches long! You say, “I want you to suck it.” Then softly, “If you enjoyed working out with me today and want me to be your trainer, you will.” “Yes, Mistress” I say taking you into my mouth. I’ve never sucked a cock before and wasn’t sure exactly how to go about it. And yours is so huge! So I just give it my best shot. You say, “You are a fast learner, Andy. That feels so fucking good. Keep doing it.” I do and I can feel you getting closer and closer to coming. I’m not stopping now. Besides I kind of like it. I can tell that YOU really like it too! “Oh, Shit. Fuck. That is so awesome baby… Ohhhhhh…” you say and then let go inside my mouth. I was expecting you to cum soon anyway so I am ready and don’t choke. Then I swallow everything and lick up all your cum. I’ve never tasted cum before and it tastes great. “That was great baby, I mean Andy, now I would like to do something for you for being such a good student.” “Yes Mistress.” “No. You can call me Ashley now if you want. It’s OK.” Untying me you say “follow me.” We head over to something called an “adductor” machine. It works your inner thighs. You adjust the seat and then using very light weights spread my legs very wide. “You can hold onto those handles if you want Andy. Otherwise, just relax and let me do all the work.” Kneeling, you take my now rock hard cock into your mouth. While I’m nowhere near as large as you, you are super nice and don’t say anything or laugh about how “small” I am. You are expert at sucking cock. I’ve never had a blow job like this before. All three of my wives were terrible when it came to sex. And almost never wanted to do it in the first place. Besides, you actually seem to like me. I don’t know if it’s strictly “professional” or you really do feel that way. Whatever. It doesn’t matter. You keep me on edge for so long that when I do cum it’s like nothing I’ve ever experienced before. A total release of all my built up tensions. I fall back onto the seat of the machine totally relaxed. “Thanks. Ashley. That was amazing.” “Glad you liked it, Andy” you say, smiling at me. “I think now that we’ve addressed your main problem we can go from there. I want you back here two days from now. We’ve got a lot of work to do.”

Copyright © 2016 AMS