My solo vacation in Europe. I tried gay sex, then spent the time as a crossdresser femme

I was 18, small boned, skinny, actual bit of a feminine body to tell the truth. No body hair to speak of, longish hair on my head. I'd broken up with my girlfriend, well she broke up with me, finally admitting I ate her pussy better than anyone ever did, but she really didn't like my smallish cock. Devastated I had amassed a bit of money and decided before school I'd take off on my own during the summer. I chose Amsterdam due to the drug culture, and at 18 I was legal there to hit the bars etc. I arrived most everyone spoke english. In my little 1 bedroom apartment, I got everything packed away, not that I took that much. My plan was to buy my clothes there. But I had a day or two of clothes. I changed and hit a hash bar, then a drinks bar. I realized I was in a gay bar pretty darn soon. Guys hitting on me the same way I would hit of girls. I started trying to explain that I wasn't gay, but to tell the truth the guys were pretty much fun. I wasn't attracted to guys but liked having fun. We spent the evening together, 4 gay locals one of whom was a crossdresser and very convincingly so. We had a great time and at the end, the crossdesser (Camille while dressed) offered to walk me around the area to get me oriented.

We wound up on a bridge, holding each other swaying to some music playing from somewhere. I forgot that she was a he, and leaned into her and she to me and we kissed. I apologized, and she said it wasn't anything to apologize for, it was just a kiss, and she kissed me again. I realized my hand was on her ass and she let me feel up her butt, even pulling up her dress and rubbing her bare cheeks in the thong she was wearing. Across the bridge we were in a fabulous apartment. She/he was rich apparently. I was at a loss as to what to do and just followed her moves. Dancing close to music she put on, she soon had my belt and zipper undone and was feeling my cock. She moved my hand to her cock, it was bigger than mine, and getting hard, so was I. "Well, looks like we're getting ready, excuse me a second, take off your clothes I'll be right back" she told me then went into a big walk in closet. I was standing naked my smallish 5 incher at full attention when she came out in some beautiful italian lingerie. She was wearing garter and stockings, black see through panties placed over the garter so she could take them off and still have on her stockings. She had a matching see through bra with what looked like a cup titties. She said she pumped them in the other room for me.

In her bed I sucked on her tits, kissed her, and she moved my head down to her cock. I told her I'd never done this and she said to do what I liked someone doing to me. I went down on her and sucked her, she shot into my mouth and I automatically swallowed. "that will keep me for the night, now let's take care of you, first with my mouth, so you last longer inside me" I was going to fuck this beautiful man dressed as a woman. Then she moved me up to her, kissed me and rolled me over and went down on me. I shot and she kept playing with my cock, I only went half soft and recouped quickly. Laying back on her bed, spreading her legs "I'm yours now baby, I need you inside me OK?" it was definitely OK. I fucked her for about 30 minutes and at the end asked if it was OK to cum in her and she said it was what she was waiting for all night since she met me. I shot and rolled over. The two of us breathless, she waited a while, then got me up. In the bathroom she convinced me to shave my legs, my armpits and then sat me down and started putting make up on me. I protested and she told me it was what she wanted for her "next fuck". It was good fucking that butt so I wanted more, I sat there. She then told me she wanted to get me into lingerie so I could fuck her and she could pretend we were two lesbians. That's the way it went and we went to sleep in lingerie. I woke up and she was dressed for work, as a man. It was that way that he kissed me, sucked me then laying me down telling me how beautiful I looked, I let him fuck me for my first time. Walking back to my little place, I realized I'd had gay sex all night. This morning I let a man fuck my butt, the night before I fucked his and we sucked each others cocks. Then as I was justifying it to myself I felt some of his cum run into my underwear. I was walking home with cum inside me, inside was is now a fuckhole. I'd been fucked and doing the walk of shame back home.

The next night she dressed me and we went out to a trans club. She showed me the backroom and left me there having pulled up my skirt, pumped my tits, and took off my panties. In garter/stockings barely there bra, my hair styled and dried like a girl, made up fully. When I left the back room and went back to my table, she gave me my skirt and blouse. Everyone there knew I'd spent an hour back there. I'd been fucked three times by three different cocks, and sucked off two more. It was dark I didn't know who they were. With me coming out of the room undressed, everyone knew what I was. That night we were back in bed. Though she changed clothes, took off her make up and wig, and slept with me as a man. I sucked him off, swallowed his cum, I played with his cock letting him kiss me, lick my nipples, and finger my butt, now his "boipussy". I next got fucked, long and slow it was great. He woke up again at 1am and fucked me again. I woke him up in the morning with a blowjob but he pulled me up and with me on my stomach this time, he buttfucked me. When I was on my stomach I was doing anal, when on my back we were fucking in my pussy just like with a girl.

Back at the club, I went into the backroom again, this time 5 times fucked, 4 BJ's and I got blown once. "You're a true slut" he said as i sat back down at our table, not even bothering to put on my dress yet. Two guys asked me to dance and with a nod from my friend I went out. I was getting finger fucked on the dance floor while everyone watched. The next weekend, my friend had a party, I was dressed in lingerie with my boipussy and my mouth open and available. The party lasted from Friday about 7 till sunday at 4am. I'd been fucked 18 times by 12 different men, and gave an additional 8 guys BJ's. With the nod from my friend, I went home with three men who continued to fuck me and suck me, and me suck them until Monday night.

I decided my life had gone in the wrong direction, I started hanging at regular clubs, and picked up a really beautiful girl. Naked she was a goddess, and in my little apartment we were naked in my bed, she got me hard with her mouth and laid back opening her legs to me. I was hard as a rock and the instant I put it inside her beautiful bald pussy, I went soft. I knew what I needed. I tried to pull her hand to my ass, then finally asked her to stick a finger in me. Somewhat unwillingly she did it, and I got hard again, but couldn't maintain it. I was so embarrassed. I went to one of my gay friends houses, by this time I had my own girl clothes and lingerie and I let him fuck me rough all night long.

I stayed like that the whole summer. Now back at home and at classes, I am not sure I can get it up with a girl, I'm afraid to try.