It wasn't a very nice hotel room, but it wasn't a total pit either. It was perhaps the nicest one he'd ever been in -- if in fact he had ever been in a hotel room at all -- and that was what mattered really.
The hotel room wasn't really important other than the clean bed and the floor to ceiling mirrors on the closet that faced the bed. I was naked on my knees and he was standing in front of me watching us in the mirror. That was the image I wanted him to remember as he went through boot camp and probably off to the war that was just getting started in the gulf.
He was young -- 18 and proudly admitted that he joined the military as soon as he finished high school -- and I was just a bit older. But I was wise in the ways of the world and he was just about to find out how hard the world could be.
I wanted to give him something to remember us by - something I was pretty sure that his young girlfriend hadn't. And so, I gave it to him deep and slow, not bothering to look up into his eyes because I could tell he was watching us in the mirror.
I concentrated on him. On his cock and how stimulated he was. I knew I could have got him off at any time, but for a change that wasn't what I was looking to do. Whenever I tasted the telltale taste of pre-cum or sensed that twitch that told me he was close to the edge, I backed off and did a bit of ball sucking or light licks. Nothing too kinky -- I didn't want to spoil him for other girls -- but I wanted him to enjoy it and take his time.
I took him that way for maybe 10 minutes or so -- which was a long time by my standards as I could usually work a cock in next to no time -- and finally I think even he realized that I'd been on my knees long enough that my neck and jaws could use a rest. He pulled him up and into the bed -- a move driven by desire and hunger. It was naked and needy and so damn cute in a way that it thrilled me.
I almost laughed when he asked me if I wanted him to put on a condom -- reaching for his wallet to let me know he had one ready. He never even thought about the idea that he might want to wear one to fuck a girl in my profession. But I had just been through and STD check and was pretty sure that he was a virgin, so I told him to fuck me raw. (I saw his boner twitch when I said that.)
The next part was just a bit awkward, and I think he was grateful when I finally used my hand and guided him inside. (Had he carelessly stabbed that thing around any more than he had, he might have wound up in a place that his older brother's money had not paid for.) I was surprised how wet I was, and with that little bit of help he slide right in.
Some things move men know instinctively. The rest are the men who ended up paying me to fuck them because their wives had no interest. This boy now becoming a man, well he needed some help to get started but he caught on quick. The first moves were tentative but very quickly he was driving into me with a stroke that would have made his daddy (also a client) proud.
I knew women in my profession who proudly said they would never cum with a customer, which I always thought was one of the stupidest things I'd ever heard. I knew that some men who paid you definitely did not want you to enjoy what they were doing to you, but if the client was up for a good time, I was too. Most of them couldn't fuck themselves out of a paper bag, but when I found one who had the right rhythm, I wasn't one to turn down a little job satisfaction.