Corssdressing at Pride Ch. 02

This is the second chapter of my tale of love and lust as a teen crossdresser. I'm "A", a 20-year-old, slim and boyish queer guy who lives in Amsterdam. In the first chapter, I told you about how I had been dared by my friend Devin to go to Amsterdam Pride dressed in drag. Having been daunted by the idea when I accepted the dare, I got into dressing up like a sexy girl in a big way in the run up to Pride. I ended up having a great time in a sexy gold dress, and I met Albert, a super hot, well-built older guy (with a CD fetish) who took me home and rocked my world.

The week after my encounter with Albert was a bit of an emotional rollercoaster. On the one hand, I felt really excited about my new passion for cross-dressing. Wearing pretty dresses, nice make-up and sexy lingerie and having guys look at me in a completely different way-the whole thing was exhilarating to me. I honestly couldn't wait to get some more girly clothes on my little body. The Albert situation was similarly exciting. The guy was like nobody I'd ever met before: charming, intelligent and cultured but also irresistibly sex, with a large, athletic frame, big muscles... and a giant dick.

However, I was also left with some anxiety. At first, I thought it was down to the fact that I had both swallowed Albert's cum AND let him fuck me bare after our only condom broke. I had only ever done that with one steady boyfriend, never with my (few) one night stands or loose flings. I had seen or heard of enough lives ripped apart by AIDS to be wary of the dangers of unsafe sex. However, even after a trip to the sexual health clinic on the Weesperplein resulted in a (provisional) clean bill of health, the anxiety still lingered. It suddenly dawned on me that it was Albert who was causing my unease. Why hadn't he called yet? I thought he'd said he wanted to see me again? Had I simply been used like some sort of cheap whore?

I started to retrace my steps, mentally. Ok, I had kind of given the impression that I was a little slutty. Yes, I had followed him into the bathroom after only about an hour of talking to him. Yes, I had taken his cock in my mouth in there, and sucked him off until he squirted a huge load in my mouth. Which I had swallowed. And yes, I had gone home with him soon after, smoked a joint with him, tossed him my panties and then put my stockinged feet on his shoulders as he hammered his mighty dick in my ass. And then came inside me, again. But it was Pride. I was in drag for the first time. I was pretty tipsy. There was weed involved. And, most of all, I thought we had a real connection. He said so, too. So why wouldn't he call? Should I call? In the end, I did decide to give him a call. No answer. I left a short message, and waited excitedly for him to call back but nothing happened.

Someone who did call was Devin. He was the only one who knew that I had gone home with Albert (I had texted him from the cab to let him know I hadn't been kidnapped or murdered, but I explicitly told him to tell everyone else that I'd simply gotten tired and gone home), and now he wanted details.

"So... Tell me all about what happened"

"Nothing happened! We just had some pizza and I crashed, then I went home the next day."

"Oh come on, don't be coy. I got drunk, texted my ex and had a booty call that I now seriously regret. Please tell me you had more fun than me."

I laughed. I'd never known Devin to be so up front with this kind of stuff, but that was probably because we hadn't really known each other that well before this whole episode started. We both used to be closer with others in the group, but I guess there was sort of a bond now because we'd been the most gung-ho two of the group in the drag dare.

"Ok, but no spilling this to anyone else! So, when you left, he asked to see my panties."

"No way! Right there? What did you do?"

"I tried to stall him. Told him I'd show mine if he showed his first. So he invited me to the bathrooms to show off his underwear."

"So... did you come with him?"

"I had to. I didn't want him to lose interest, he's a really hot guy. So I got into the bathroom stall with him, and he dropped his pants... no underwear, just the biggest dick I'd ever seen."

"Get out!"

"It's true!"

"So, what happened next?"

"I uh... I gave him a blowjob"

"You slut!" His tone was one of mild mocking, though.

"I know... The drag thing just got me in the mood like crazy, you know?"

"I know exactly. That's why I got into it in the first place. So, what happened then?"

"Let's just say I went home with him, he's got a massive house on the South side and I left again the next day. I might give you more details some other time."

"Fair enough. So, are you going to see him again?"

"Well, uh... I'd like to... But he hasn't called yet, and when I tried him no answer. He's not replying to texts either. I'm a little bummed out about it, to be honest."

"That sucks!" He was quiet for a few seconds. "Tell you what. Why don't we go back to the tranny bar on Saturday? We get some new outfits, we both dress up like goddesses, we have some drinks, dance a little... and if you see him there you can ask why he's being such a dick."

I mulled it over for a few seconds; half hoping that Albert would still call and want to see me on Saturday, but then I thought "Screw it. He's had his chance." So I accepted the invitation.

Devin and I had a great day shopping. I ended up spending way more than I could really afford, but I couldn't resist. We went down to some of Devin's favourite fetish shops, tried all sorts of dresses, skirts, shoes and wigs. I got it into my head that Albert would definitely be at the bar on Saturday, so I wanted to get something as sexy as possible to wear to make him realise what he was missing. In the end, I went for a very tight short and black PVC skirt, which really brought out my butt. I paired it with some killer high heeled, knee length, boots; a white blouse and some fishnet stockings. The whole ensemble made me look a little like a 'femme fatale' schoolteacher, the one all the boys had a crush on. Or so I thought, at least.

I got a few nice sets of lingerie as well, including some hot thongs. Devin got a 'Japanese schoolgirl' outfit, consisting of a tartan skirt, knee-high white socks and a white blouse similar to mine. We'd make a fine pair, I thought-sexy teacher and sexy schoolgirl.

We went back to my place, had some dinner and prepared for our night out. For some reason, neither of us was comfortable with being naked around each other yet, so we took turns shaving our legs in the bathroom before putting on our lingerie, outfits and make-up.

We took a cab over to the club. It was easily doable by bike, but we weren't really comfortable going out in the streets without the 'anything goes' atmosphere of Pride. Who knows who might see us. The bar was much the same as it was on Pride, only a little quieter. It was the same mix of drag queens (mostly older), tranny chasers and 'kink tourist' looking for a fun night on the wild side. We sat at the bar drinking cocktails and generally having a great time. I'd almost forgotten about Albert, until I saw a tall, bald man at the other end of the bar, and my heart skipped a beat. I craned my neck to see if it was him, but when he turned around I saw that it was a completely different guy.

Devin clearly noticed my anguish. "Come," he said. "Let's dance". We got down on the dance floor and started dancing in our girliest fashion. Devin bumped up to me with his cute little butt a few times. I thought it was by accident at first, but when it happened more often I started to feel like (s)he wanted to get a little 'closer'. What the hell, I thought. Getting dressed like this got me hot as hell anyway, nothing wrong with a little flirting. So, I started grinding back a little-and then a lot. This certainly got the attention of the guys standing around us, some of whom started jeering and whooping. Devin leaned into me.

"We should get a picture of us to send to that asshole, let him know what he's missing," he said. I loved the idea immediately. I gave my phone to one of the guys and asked if he'd snapped one of us two partying. We posed slightly awkwardly with our arms over each other's shoulders, and the guy took a snap.

"C'mon girls," the photographer said. "Make it sexy!"

Before I knew what hit me, Devin pulled my head in close to his and kissed me on the cheek. "That's better!" shouted the photographer. "Now kiss back!"

What the hell, I thought, and I puckered my hot pink lips against his ruby reds. "That's good!" shouted the photographer over the loud music. We looked at each other and giggled a little. Wow, I thought, Devin's pretty sexy. How hadn't I noticed that before?

The pics were great. As much as Devin definitely passed, and I hoped I passed, for a girl, the moody bar lights made the transformation even more successful. I sent the pictures to Albert with the message "what ur missing!" attached. We wanted to get another drink, but our little photo shoot had attracted a lot of attention, most of it unwanted. So, Devin suggested we go somewhere else.

We got out of the bar and on the streets. "Let's go to Church!" Devin said, and I followed. Church is probably the city's best-known gay night club, part NRG dance valhalla and part cruising palace complete with a dark room and private cabins. They had naked nights, BDSM parties and all that sort of stuff but tonight was just regular getting down and dirty any way you liked.

We got there pretty early, so it was still fairly quiet. Devin and I got straight on to the dance floor, and got straight back into grinding and flirting. Man, this was happening quickly, I felt. But I was way into it. Normally, I didn't do anything with my friends but this was different. We were both having a great time, looking super fine and dancing our skirts off. Plenty of guys came to dance with us too, but in a much friendlier way than at the drag bar. This was a place for full-on gay guys, you wouldn't find many straight boy voyeurs on a queer safari in a place like this. They'd be much too scared that they'd get a dick in their mouth. And even more scared that they might end up enjoying it.

One of the guys who came up to us was a divine looking German dude. Late thirties, toned physique, jeans and a tight t-shirt-he was exactly my type. We talked a little, with Devin dancing next to us, though the music was pretty loud and neither of us spoke each other's languages very well. So mostly we just danced, and I let him put his hands on my PVC clad ass and grind up against it.

I was getting a major case of horniness now. I felt like I wanted a cock in my mouth as soon as possible. But who to choose? The German was obviously keen, and hot, but I didn't want to leave Devin alone. And, anyway, I still kinda wanted to feel under that skirt too. Suddenly, I got an idea. I told the German we'd be right back, and I pulled Devin to the bathrooms by hand.

"Devin, here's the deal... I know this is kinda weird, but I really want to suck a cock right now. Can I suck your cock?"

Devin giggled. " Wow, really? I thought you were going for the hot German guy. I was kinda into him too, but he's got his eye on you..."

"Well," I said, "Why don't we invite him into a cabin with us?"

He didn't seem too certain. "Are you sure? A threesome in a cruising club? I hadn't really picked you out for one of those guys."

"Girls," I corrected him. "I don't know what it is, but dressing like this get's me going like nothing else. So, what do you say?"

He thought about it for a second. I could see that he was getting pretty horny from wearing his little outfit too, not to mention what the alcohol and dancing were doing for him. "Ok, but one condition. We tell him to watch first, until I'm cool with letting him join in. I don't want him taking too many liberties straight away."

We dragged the German, who didn't really seem to know what was going on, down to the basement where the cabins were. Thankfully, there was a free cabin left. We got into the 2x2m private space, closed the door and I immediately waved my finger in the German's face.

"Jetzt gehst du nur schauen, OK? Spater vielleicht meh!" I said in my best German. He seemed to understand. Now, on to Devin. I pulled him in close to me and we locked lips. He smelled like cherry lip balm, and he kissed like a dream.

We made out passionately, with our hands exploring our bodies as our lucked-out tourist friend watched. My hand slid down his hip and under the hemline of the skirt. I gave his cute little ass a squeeze, then moved over to the front. Full mast, just as I thought. Not wanting to waste any more time, I slid down to my stockinged knees and lifted up the skirt. In the dark, I could just about make out Devin's nice, medium-sized cock bulging out of his little panties. The panties came down, and I unleashed my eager mouth on his shaft. He was a little salty from working up a sweat on the dance floor, but for the rest his cock tasted great. I rolled it around on my tongue, squeezed his balls and fondled his ass as I felt my friend squirm with delight. The German moaned approvingly, probably while tugging hard on his cock.

He put his hand on my head over the skirt, which was covering my sinful suckjob like a veil, and slowly bobbed along with my movement. I was really getting into the spirit, but apparently a little too much. Suddenly, as I was just running my tongue over his cock while giving him a simultaneous hard tug, Devin tensed up hard.

"Not yet," I thought, but it was too late. Devin squirted several spurts of hot, juicy cum over my face, and pushed my head off his member as soon as he was done. I re-entered the world outside the skirt and took in the sights. The German was now naked bar his boots, standing in the corner and looking us up and down with his dick (about 6 inch) in his right hand. I looked up at Devin, and caught a very concerned look off my sexy schoolgirl.

"Sorry... Uh... I d... didn't mean to... so quickly... I'm just going to go clean up," said. He quickly pulled up his panties and strode right past me through the door. I wasn't sure what had just happened. The German was unfazed. "Und jetzt?" He asked. What now?

I wasn't going to let Devin's storm off get me down. The horniness was too strong for that. I smiled, strode towards him and grabbed his hard pole. However, sitting down on my knees had caused my tight skirt, which wasn't too comfortable to begin with, to chafe my skin a little. I felt like taking it off, so I reached around for the zipper and took off the skirt, leaving me in my little thong, stockings and blouse.

The German seemed to have misinterpreted my little striptease. "Ficken?" he asked, eagerly. "Are we going to fuck?"

"Nein!" I said, aghast. I wanted to explain that I was just taking the skirt off because it was digging into my skin, but I couldn't find the words. "Nein, nur saugen!"

"Ah bitte!" he pleaded. I thought about it for a second. Well, what's so terrible about getting a nice fucking from this hot guy? I had already gone full on slut tonight, might as well get a little ass action to go with it. He wasn't nearly as big as the man I'd taken just a week before, anyway. I decided I'd leave the decision to fate.

"Kondom?" I asked.

"Ja, Ja," He answered with a big grin. He reached for his pants on the floor and took a black square out.

"Ok... But softly!" I said, having forgotten the word in German. To ensure safety, I took the condom out of the wrapper and slid it onto him myself. It seemed to be fine. I then turned around to face the wall and pulled the thong down. I spread my legs for him, leaning over with my hands up against the wall. He moved up close against me, his hands caressing my sides and his cock prodding into the small of my back. His hand moved over down my back and onto my butt, and then in towards my rosebud. He was trying to be gentle, but he was also a horny German in the cruising area of a gay club, and that seemed to take over. The finger slid in pretty hard, but that wasn't anything I couldn't handle. He worked me over enthusiastically, soon adding another finger.

Unexpectedly, the German seemed to be pretty adept at finding my G-spot He moved his finger up and down inside of me, and I had to contain myself not to moan too loudly. Whatever he did, it was turning me on.

"Fick mich!" I squirmed. He obliged immediately. First came another lug of lube, then his helmet press up against my little pussy. He eased himself past the first barrier, slowly but eagerly. It hurt a little, but the booze and adrenalin covered a lot of it up. He pumped in further and further, with me tapping his arm every time he went too quickly. Finally, he was in far enough to thrust a little. He now realised that I might want to get off too, and his hand reached around for my erect pole. He did a move where he slid his hand up my cock slowly, and at the same time thrust his own dick further inside me in the same motion. I had never felt anything like it before, and soon I was begging him to do it more quickly-by thrusting my butt back hard against his dick. Pretty soon, he was ramming me. I could barely breathe as he went in and out of me at full speed. This was just going a little too fast for me-I already had the habit of coming very quickly with a dick in my ass, but with this simul-jerk thrown in I wasn't going to last much longer. So, I halted him and got down on all fours. He mounted me again and pushed in deep.

As he whispered sweet German nothings (I thought), I moaned and moaned, feeling nothing but pleasure as his dick drilled me like the little slut I was. I didn't think about Albert at all, though I did wonder when Devin would storm in and catch us like this. However, he seemed to have gone, as we'd been going at it for a good five minutes without interruption.

Suddenly, the German pulled out. "Drehen!" I immediately turned around to sit on my ass, and watched him take the condom off. Grabbing my own dick, I almost managed to time my own orgasm to the moment he shot his hot white load over my face.

The German got dressed quickly, shouted 'Danke!" and left. I was too exhausted to to stand up, so I just laid there for a few minutes to recover. Then, I quickly zipped my skirt back on, snuck into the bathroom to clean the jizz off my face and went back to the dance floor to find Devin.