Confessions of a Teen Gay Escort Ch. 03

So, here I am again with a few more tales of my experiences as a gay high-end escort in Amsterdam. First of all though, I wanted to thank you all for your kind comments and votes-English is not my first language and I haven't really done much 'erotic writing' before so I was kind of fearing some bitchy comments, but you've all been really nice! So, just for you, here's some more of the sexier escapades I've had the pleasure of experiencing over the last two years.

So, I left off last time telling you about my date with a 50-something couple, one of whom had booked me for the other's birthday. I served them food wearing only an apron, then took off the apron after dessert and had my first ever threesome. They were really nice guys, and gave me a good tip.

A few weeks later, the non-birthday boy called me up, asking if I was up for another date. I enjoyed the last one, and the extra money from servicing two guys, so I readily agreed. The guys were real foodies (one of them, I learned later, ran a successful patisserie), and it turns out they really liked to combine food and sex. Once again, I waited on them (at their request, I wore only a golden thong this time). However, on this occasion, I was told beforehand that I would be dessert. I was to clear up the plates after the main course, then get on the table and lie on my back. The more dominant of the two (the former birthday boy) took off my thong, while his partner went to the kitchen and came back with some whipped cream and chocolate sauce. Before I knew it, the sauce was spread over my chest, stomach and scrotum. A thick layer of whipped cream was slathered on top, and he finished me off with two cherries over my nipples.

The two guys started licking all the good stuff off me, which is pretty much the biggest thrill I have ever experienced. Their tongues ran all over my body, and needless to say, I was rock hard in seconds. I found myself losing the few inhibitions I still had and the professional restraint I usually manage to maintain, and before long I was putting whipped cream on their dicks before licking it off (highly recommended, by the way). I found myself getting really dirty, begging for their cum as 'my' dessert. But they weren't done yet. The 'dominant' partner said he wanted to fuck me, and quickly got between my legs and inside my ass. He took me roughly as I serviced his husband, loving every second of it.

That night, I broke two of my cardinal rules, simply because I was so turned on. The first rule I broke was never to go ass to mouth. This isn't really a safety precaution, it's just something that I find a little disgusting. Although I always clean up thoroughly before a date, and the guy always wears a condom when going inside me, there's always a lingering smell and it's just a little too dirty an idea for me that I'm licking something that was in my colon seconds before. However, when the guy I was blowing said he wanted to fuck too and they switched, I was feeling so horny that I practically grabbed the cock that had just come out of me, ripped off the condom, slathered some cream on it and got right back to sucking.

The second, and more important, rule I broke that night was not to swallow. This really is a safety issue, as swallowing can lead to all sorts of STD's. However, like I said, I was in full whore mode at this point and just wanted to taste some sweet cum. When the man fucking me said he was getting close, I told him to pull out and got them to stand next to each other as I got off the table and down on my knees. I did ask whether they were clean and they said they were, but that, of course, is not any kind of guarantee, kids. I alternated between blowing them (jerking the other off while I serviced his partner with my mouth), until the 'less dominant' one shot his load into my open mouth. I then jerked his husband until he, too, unloaded his sperm into my willing mouth. I gulped their combined loads down eagerly before finishing myself off by hand.

Needless to say, I got a big tip after that. And, luckily, no diseases either. The two guys became regular clients, and I've got one more story with them that I'll save for a later day.

Anyway, I'd been working for a few months when it became summer. It was a hot one that year, which brings me to the story of my first outdoor sex date.

First though, I'd like to talk about footwear. One thing I take a lot of 'professional pride' in is my dress sense. That's what I call it, anyway-others say I just shop like a woman. Without bragging, though, I think it's a major asset that I can sense what a client will like to see me in, often before our first meeting. I love going shopping in my free time for things to wear, taking in everything from 'mainstream' vintage stores to the kinkiest rubber-and-latex boutiques Amsterdam has to offer.

Luckily, my income easily allows me to buy almost anything I want, and I like to think that the clothes I buy are a big part of my success in the first place. I now have two separate wardrobes, one with everyday clothes and one with everything from leathers to sexy uniforms (more on which later) to hotpants and thongs. However, this story begins with a pair of calf-high, creme-brown leather cowboy boots.

I found them in a vintage store on the Waterlooplein. While browsing for some leather jackets, they caught my eye. At first I thought they were ridiculous and tacky. They'd look good on a woman, I thought, or a 70s gay porn star. However, something drew me to them, and I couldn't keep from trying them on. They fitted like a glove and looked strangely good on me, and being cheap as they were, I decided to take them home. Might be fun for a fancy dress party, I thought.

Two days later, I was due to meet a new client, Harold. Louis said that he was new to the agency, had requested a guy fitting my CV and wanted to meet me at a rest stop by a forest, in an affluent area about half an hour east of Amsterdam. This was pretty norma, many guys (mostly the closeted or bicurious married ones) like to meet me in their car at a discrete spot for a little gay fun. Usually, Louis or one of his 'associates' would drop me off and hang around nearby to make sure everything was OK and to warn me if there was any police around (prostitution is legal here, but there's been a crackdown on cruising in some public places recently).

I texted Harold the day before our meeting, which I usually do. I like to drop a new client a line, just to say hello, to gauge what kind of person I'm dealing with and to see if they have any requests. I immediately took Harald to be the strong, silent type-but also slightly perverted. He didn't say much, but he did ask that I dress 'sluttily' for our meeting.

I went to pick out an outfit. 'Slutty' could be interpreted in many ways, and I was a little lost for inspiration. Somehow, my eyes landed on the cowboy boots. I tried them on with a tight, slightly too short t-shirt and some jean shorts for a sort of 'gay Daisy duke' look, and I have to say, the result was pretty impressive in the slutty stakes.

Louis dropped me off at the rest stop the next day, a little before my appointment so that I could scope out the area a little. It was a very quiet place, just off a provincial road. Trees surrounded the whole area, giving valuable isolation from the road. I could see why my client liked it. I saw a few other cars, and one or two people walking their dogs, but nothing that couldn't be avoided by parking to the far side, away from the path that led into the forest. I got back into the car and got changed (I didn't really want to draw too much attention to myself by scoping out the place in short shorts and boots). Harald had texted us the plates of his car, and we waited for it to show up.

Minutes later, a big BMW pulled up with plates matching the ones Harold had sent us. It parked right by the entrance to the forest. Louis pulled up behind him, and I waited until there was nobody looking before I quickly got out and into the Beamer. Harold was indeed the (very) strong, silent type. A forcefully built man in his late 40w, sporting a buzzcut and a smart suit, he greeted me curtly. He didn't strike me at all as being like the usual rest stop fiddlers, who were a lot more nervous and drove much crappier cars. I suggested we park somewhere with a little more privacy, but he said he didn't want to do it in the car. Instead, he asked if I wanted to go for a walk in the forest with him. I hesitated, afraid of a serial killer-scenario, so he suggested I check with Louis.

Louis assured me that clients wanting to do things al fresco was pretty common too, and that it was fine as long as I stayed close by. He could come and help me, after all. However, as Harold had not mentioned wanting to go outdoors before, he suggested I ask for a premium. I got back into Harold's car and told him I'd go with him for an extra fifty. He agreed straight away, and we got out. We walked down the forest path next to each other, me feeling a little self-conscious about my outfit. Luckily, there were no other pedestrians on the path. We walked for about fifty yards, before he spotted a small clearing about fifteen yards into the forest and suggested we go in there.

The clearing was nicely sheltered from the path by a few thick bushes. Harold told me to get on my knees and unzipped his fly. Turned on by my surroundings, I got to work on his dick. Harald moaned and forcefully pulled my hair as I sucked him. Finally, he unloaded on my face with a loud moan.

I grabbed a tissue from my bag and cleaned up my face. Harold zipped up his fly, and asked if I would meet up with him in the same place the week after. I said that that was fine, I didn't have anything planned. However, he requested that I wait for him in this exact clearing-fully naked. I thought about it, but saw no great harm in it and agreed. He then changed his mind and asked me to wear only the cowboy boots, and to lie on the ground waiting for him.

Fast forward a week exactly. Louis dropped me off at the same spot. I was dressed more discreetly this time, but still wearing the boots. Feeling my heart beating quickly, I walked to the clearing. Checking for ramblers about five times in every direction, I then slowly undressed before putting the boots back on. I laid my near-naked body down on the leafy ground, and tried to assume a sexy pose while worrying about ants.

I finally settled on lying on my side, with my head resting on my hand like a pillar. Suddenly, I heard someone approaching. Praying that it wouldn't be a forest ranger whom I'd have to do A LOT of explaining to, I sighed with relief when Harold appeared. He gave me a satisfied grin as a he observed my naked body, and told me to get up. First, he started stroking my butt and back with his right hand, while feeling my balls with his left. I then felt his finger run through my crack and against my hole. He asked if I had any condoms. I said that I did, but that I didn't think having anal sex in this place would be such a great idea, and that he hadn't said anything about it beforehand. We argued about it until he finally offered an extra hundred and fifty for it, and promised to make it quick.

He got me to lean over with my hands pressed against a thick fallen tree, and then oiled me up with his fingers. He wrapped up, and tried to enter. However, because I was pretty nervous and he had quite a thick cock, he couldn't get in pretty smoothly. I had to stop myself from crying out in pain every time he jammed it further in with his forceful jabs. Finally, he got in far enough to start rocking back and forth and he fucked me with quick, shallow thrusts. Suddenly, he pushed himself all the way in which made me shriek with pain.

After a few minutes, he pulled out and told me to get on my knees. Like I said, I don't usually do ass to mouth but I just wanted to get things over with so I sucked it up and sucked him off. He finished on my forehead, and I hobbled back to Louis's car.

*****

So, that last story sounds worse now than it really was-having sex outdoors can be really exciting if you're relaxed enough but definitely do it with someone you trust for the first time is my advice. Anyway, that's all I can muster today. Check back soon and keep the votes and comments coming!