Note: This story not passed any moderation (review is pending). Please report it if it violates our rules or contain any prohibited content. All posted stories are fiction!

Author:

This story is real.
My name is Kylah, and I started as kyle, but after the details of this story occured, I'd never feel like a boy again. To start, I've always had a slender body, and actually drew attention from women in High-school, but eventually, I learned that my slender body also drew attention from the same sex. At first, comments from friends of mine that were girls who'd say, "you have a nice ass". It through me off, I didn't know girls looked at guys that way, but she carried on saying, "I bet I'd get more attention if I had a perky butt like yours". At the time I didn't think much of it, but around my junior year, in the weight-lifting room, the older guys started literally playing grab ass except I seemed to be the main ass being grabbed, which I had never been with a guy nor even wanted to be with one.
Along with being a skinny guy, I have very fair skin, and from what I'm told, pouty lips. I also looked much younger than I was which puts me in a wierd position with the girls after graduation. They wanted guys with muscles and hairy chest and I wasn't those things. I had attended a graduation party at the house with the creepy dad who let people party at his house. We were all sitting in a group and he asked me to grab him a beer and I obeyed because he was the host. He comments with guys and girls sitting in the group, "you girls need to ask him what he's doing to have a body like that!" he continues, "I'm pretty sure any guy here would fuck him the second you put him in a dress". We were all a little creeped out, but at this I realized I was naturally feminine. I liked my hair longer, but not too long at this point.
I've always loved wearing skinny jeans and, after the comments, I couldn't help but feel people looking at my ass when I walked by. One night after a few weeks of considering the comment of my friends dad, I was at a bar, with my brothers ID(we looked nothing alike) I was supposed to meet a friend who was pulled over unbeknownst to me. I was there alone for a while when I had noticed a group of guys in their 40's looking my way laughing at me playing pool by myself. I got a little upset and asked what's so funny. One of the guys, jumps right to his feet, and say's, "you're playing alone!" he gave me a wierd smile and says, "do you know how to play (don't remember exactly but it sounded like an innuendo)?". I said, "no, why? Are you going to show me?". It hadn't had crossed my mind that he could be hitting on me, he seemed very straight, the golfing, weightlifting type. He replied and said, "sure, but you have to do what I tell you okay?".
For the next half hour or so he proceeded to teach me what seemed to be a standard game of pool. I realized my friend was running late and asked him to wait real quick. I think he overheard me talking to my friends mom about my friend being pulled over. He then says, "you already look too young to be here but I wont tell". This made me feel at ease, I said "thanks, wanna keep playing?"
It's been another hour and this guy had bought me a few drinks more than I was used to and we were both a little more comfortable with eachother. He had sent his friends off for the night to the next bar and stayed playing pool with me, which I thought was wierd, but we kept playing.
He critiqued my pool shooting skills and asked me if I wanted to, "learn how to land one in the pocket?" I said, "sure". Just like in the movies, usually with a guy teaching a girl, he comes up behind me, which I was definitely not expecting. He hunches over me and puts his arms over mine with his hips/hard cock pressed against me while I'm bent over (At this point, this is the gayest thing I'd ever done, or at least let happen). But, there and then it felt so bice being held by a man much more muscular and powerful. I arched my back by instinct, and looked back at him, we locked eyes and I could tell he took my ass perk out into his lap as a sign of mutual agreement.
He whispers in my ear, "that's a good girl" and then proceeds to use my limp and moldable body to shoot the shoot for me, and walks around the other side of the table near the back door. I was frozen, still in shock, bent over the table, when he turns back and says," you want to smoke a cigarette out back" smiling through his teeth at me. I snapped out of the trance he put me in, and the music and people around me were suddenly back into my consciousness. Dazed, I looked around, wondering if anyone I knew had seen what happened, I didn't want people to start saying I was gay without me ever even previously thinking about being with a guy, let alone with a man who is more than twice my age.
I swallowed my paranoia and sheepishly, finally reply to him, "sure". I felt out of control, like I was being guided outside by an unknown force. Both nervous and curious, I wasn't sure what he wanted to happen in the back patio of this bar. I hadn't been in the back before and didn't know how big this place was.. It had a weird L shape where it wrapped around the sude of the building which would otherwise be an alley between two buildings. There was actually a cabana at the most secluded place in this bar's premises.
This man, who had only told me his name was "Tim" led me to this "cabana". He say's, "you got lucky, I'm one of the 3 owners of this bar". He pours some vodka into two glasses and starts to hand on to me. He says, "you've never been with a guy before have you?". I reluctantly replied, "well no, I'm not gay". He laughs at me and says, "really? I couldn't tell with you rubbing your ass on my lap". I responded quickly, "I did not! You rubbed your crotch on my ass" and he say's "you liked it though didn't you?". I didn't respond feeling a little defensive. We were both sitting on a couch/ bed type thing you'd usually see by a pool. He narrowed the distance between us and says, "you have an amazing body" he then tells me, "that's actually what him and his friends were talking about. He said they all thought that I'd pass as a girl had I been in a dress. I blushed and he asked me, "are you wearing boxers?". I said, "yesssss, why?". He then asked me, what would you do if I were to ask you to strip down to your boxers would you do that?". I said, "I don't know, I've never even been with a guy like that.." he cuts me off and says, "don't worry I won't tell" "it wouldn't even be gay like your thinking". I said, " what do you mean?" And he replies, "because you're a girl".
It sent a shiver down my spine, I knew he was right, but I still didn't know what he expected to happen in this cabana behind the bar. I asked him, "so what you want me to like give you a lap dance?" And he says, "exactly". I said, "I really don't know how to dance sexy" he replies how about this, "just slowly take off your clothes until you're in your boxers, then I want you to pull them up to your waist and roll the top down until it looks like you're wearing booty shorts". The thought alone made me feel so submissive. He sat at the edge of the bed/chair thing as I stood in front of him he put some music on, and said, " just do it, it's not like I'm asking for a blow job", I said, "okay""no laughing".
I turned my back to him and slowly started to undress, my ass swayed to the music and suddenly I found a rhythm that I could tell looked like a stripper I've scene in the movies. I take off my jacket first, then my shirt, he says, "let me see those nipples, so I turn towards him", he say's, "are you sure you're not a girl? You have pretty girly nipples! And do you even have body hair?" Now, i'm not very hairy naturally but admittingly, I did shave my whole body, I've never liked the feeling of hair on my body. Tim was lapping it up, I finally got to the part ge wanted the most. He wanted to see me turn my boxers into panties. So right in front of his lap I gave in to being a girl for an older guy, I arched my ass slightly twerking while my asscheeks bounced out of the bottom of my boxers. It was done, I had no clue was was supposed to happen at that point.
Before I could finish the thought, I felt to hands on my waist pulling me down then before I knew it I was planted right on his lap. He assured me I did a good job and said he knew I could do it. I felt so high on whatever was happening I was his at this point. His hard cock was rubbing right against my ass and there was only his pants and my skimpy boxers between us. He reaches around and starts pinching on my nipples while I ground down on his cock like I knew what I was doing. He starting kissing my neck while he dry humped me.
I felt like such a slut and never felt happier. Tim sat me at the edge of the lounge and asked me if I wanted to suck his cock. I pleaded with him, "yes please I want you to fuck my mouth". He say's, "that's a good little slut" and stands in front of me and unbuttons his pants, he pulls out his cock which looked huge, I thought it be impossible to fit in my mouth, I felt lucky and scared, the first blowjob I was going to give was to about 8-9 inches. This guy was tall muscular and his cock was huge, I imagined at that moment he'd probably gotten girls and guys to do this all the time. He starts stroking his cock and then says, " open your mouth baby" so I do, "he slides the tip in which really barely fit.
Before His cock touched my tongue, he jerks back and cums all over the floor. I felt cheap and played.. like, here this guy turned me into a girl and then suddenly prematurely ejaculated and not even in my mouth or on my face. He was embarrassed as me and said, sorry it's been a while and you're so hot. This satisfied me in a new way I never felt. I said, "it's fine, neither do I". He poured me another drink then said he had to close up and left as I got dressed. His friends were not far from the caban and I think they knew he did something with me, I'm sure he bragged later if not and it did nake me paranoid if I were to go there again whether these "owners" were going to look at me like a peice of ass. So far I haven't gone back but it did ignite a fire that I've acted upon.. read further.