Confessions of a Teen Gay Escort Ch. 04

So, here are a few more recollections of sexy things I have done for money. I have to say, I'm getting pretty turned on writing these. I like to write them down just before a job, to get in the mood. It gets my mind nice and filthy, thinking about all the dirty things I've done.

About a year after my first job, I decided I wanted to move to a bigger apartment. I was still in the same flat share with a student that I moved into when I first came to town. It wasn't a bad place, and my roommate was a cool guy. He knew about what I did and was fine with it, especially as he was struggling to make ends meet and I often had to bail him out on rent. However, the place was starting to feel a little cramped, and being the shopaholic that I am, I was struggling to contain all my work clothes in my closet.

When I told Louis about my plans to move, he said that I should consider getting a place that allowed me to work from home. I hadn't really thought of that, but it would be pretty convenient to have an apartment where I could receive clients. I could make them shower beforehand, for instance, which is a plus considering the hygiene standards of some clients. It would also be more convenient for the considerable amount of bi-and-married clients whom I usually had to see in the back of their car because they couldn't have me coming to their homes. Ideally, it would be a two bedroom apartment where I could keep a private bedroom and a work room-both with their own purpose-filled closets.

I was kind of afraid of moving in to a new place only to be hounded out once my neighbors or landlord discovered what I was getting up to in there. Luckily, Louis had previously used his connections to set up another one of his boys in a place where he could work from with no hassle. Louis had a client, one that I had not yet been with, who was a successful real-estate mogul. The client, I'll call him Daryl, was a slightly overweight, balding guy in his mid fifties. He invited me and Louis over for a chat, where he surprised us both by immediately presenting me with a very good option. It was a brand new development near Amstel station, where a lot of recently finished (and fully soundproofed) units were still available. The apartments were intended for sale, but there weren't may buyers due to the recession, so a few of the units were being rented out to still generate some income. Daryl showed me a unit he said would be perfect for me, a two-bed with a large living room, an open kitchen and a sizeable bathroom. He even offered to give me a discount on the rent in return for my services a few times a month.

After a week of deliberating it, I decided to put money down on the new place. A few weeks later, Daryl handed me the keys and I got to work on decorating and setting up furniture. I bought a simple, cheap bed for my own room and a big, lavish one for the work room, which was slightly larger. All my leathers, shorts, net shirts and boots got their space in the big built-in closet, and I put in a special rack at the back for my dildos, butt plugs mouth gags and other toys.

Daryl and I had agreed that he could book me for a two-hour appointment three times a month in return for a big discount on the rent (and his discretion). However, I soon found out that this was going to be a very different kind of job than what I was used to. You see, Daryl was into BDSM, and – more specifically – getting humiliated and punished.

Now I had been dabbling with (light) S&M since a few months before, but only as the 'slave', the one to be humiliated. It all started when a client, Kyle, had offered me a premium if I agreed to wear a leash and 'serve' him for an afternoon. I was stripped down, put on my hands and knees and had a big butt plug (with a hairy 'tail') shoved up my ass. Kyle clicked the black leather collar around my neck, attached the leash and made me crawl around his house like a dog. He even made me drink out of a metal bowl. I have to admit; it kind of turned me on to be dominated like that. Of course, the guy wanted to be pleasured too. He had me get on my knees and lick peanut butter off his balls, which I thought was a little odd, but I like peanut butter so it was fine. I sucked him for a few minutes until he got me in the doggy style position, removed the butt plug and slid his penis in me.

Anyway, like I said, I had done some S&M before. I even had some appropriate clothing and toys: two pairs of latex underpants (one with a small dildo in the back), industrial boots, handcuffs and a red ball gag. The latter items would be of use here, but I felt like I had to get some more 'master'-like clothes if this was going to be a regular thing. I went to one of Amsterdam's biggest fetish shops and picked out a pair of very tight black latex full-length pants, a pair of black leather officer's boots, a leather harness with metal rings and some elbow-length latex gloves. I also found a little riding crop, which I thought would come in handy for disciplining my new landlord if necessary.

Though I'm definitely more submissive when it comes to sex, the idea of being completely in charge for once did sort of start to turn me on before the first appointment. I read up online about the finer points of S&M and how to be a good master, and I called up Louis for some additional tips. "Humiliate him. Tease him. Make him want you but don't let him have you. Don't be afraid to get physical," was his sage advice. He also told me to force Daryl to kiss and lick my feet, which was one of his turn-ons according to one of the other escorts he had been with.

Daryl arrived for our date, and I received him in normal clothes. I poured him some coffee, and we sat down on my black leather couch (a gift from Louis, who had it standing around from the last time he moved house). We discussed a safe word ('hamburger'), and I told him to go and shower, dry off and go sit naked on his knees in my living room and wait for me to come out. I went to get into my latex outfit with lots of talk powder, then made him wait a few minutes on his knees. He was sitting there, motionless, as I came in and closed the blinds. I paced around him, holding my crop in front of me and doing my best to look as commandeering as possible. I told him that he was not to speak unless I demanded him to, and that any disobedience would be swiftly punished by a whack with the crop.

Remembering Louis' advice, I then decided to start teasing him a little, and to make him want me. My latex pants left little to the imagination, giving me a clearly defined bulge in the crotch. I pressed my bulge against his cheek, asking him how much he wanted my cock. He started to moan, and I saw his dick rise up.

"Well, well, well... You're a horny little piggy, aren't you?" I was starting to nail the dominant tone as I pressed my covered cock against his mouth. "You can speak, piggy"

"Yes master," he moaned. I kept rubbing myself against his face with slow, deliberate motions as he squirmed. At that point, I caught him sticking his tongue out and trying to lick my bulge. This, of course, could not be accepted.

"Were you trying to lick your master without permission, piggy?" I half-shouted, with faked indignation. I took a step back and impulsively gave his stiff cock a firm whack with the riding crop. He screamed in pain, grabbing his dick and panting. For a second, I wanted to check if he was OK but I also didn't want to break character. I waited for him to say the safe word, but he recomposed himself and got back into position.

"So, now you know not to try anything unless I tell you to, piggy" I dictated, trying not to display my concern for the wellbeing of his cock in my voice. "You can speak"

"Yes master," he said weakly, still recovering. I then pushed his face down to my boots and told him to lick them. He got down and started to kiss my shoe noses before slowly working his way up with his tongue. As Daryl was busy licking my boots, I unzipped the fly on my pants and pulled my hard dick out. However, I pushed his head down with one hand as he licked so as not to ruin the surprise for him.

When I was finally satisfied with his tongue work, I gave him permission to lick my cock. He started blowing me eagerly but carefully, clearly trying to avoid another whack with the crop. It felt very strange to be the one demanding blow jobs, but Daryl's suck work was very impressive and I had to push him off to avoid cumming before the end of the session.

Instead, I pushed him down on his back and got on top of him. I slid back so that my shiny black latex ass was right in his face, and teased him by rubbing it against his nose and mouth. He knew better than to lick without my say so this time, especially because I was now positioned right in front of his cock.

I bent over his member and took it in my hand, trying to figure out my next move. I kind of wanted to make him cum so that we could wrap up the session, but I couldn't really start sucking him off without giving up my role as a master. Suddenly, I got an idea.

"OK, slave" I said. "Because you've been a good little piggy today, I'm going to milk you now" I knew I was kind of mixing metaphors, but what the hell. Slowly, I hunched over and let his penis into my mouth. Instead of giving him a 'regular'

suck job, however, I moved very slowly and every so often bit down slightly on his member, to Daryl's moaning delight.

After a few minutes of slow up-and-down biting and sucking work, I changed tactics and got to jerking him off. I did it very roughly, gripping his cock very firmly and moving . He didn't take long to fling his seed over his stomach, with some landing on my glove. Obviously, I made him lick that off.

So, that is how got into S&M play with my new landlord. More sessions followed, and we started to experiment with hot wax, cock and ball torture and anal play (all at his request, of course). I can tell you more about it if you want. I have to say, it's fun to completely change your role every once in a while in this sort of context. It allows you to experience things you wouldn't normally be doing.

Anyway, I have to get off now. There's a client coming over who's into lingerie so I'm going to have to try some things on. More soon!