My early working life (18 to 23) consisted of working in hotels. It was to support myself through college and laterly university. After I started to work in the bar at my first hotel, I soon learned men would meet other younger men in there for sex. During one long late shift in the bar, a distinguished looking older client asked me after his apparent date had let him down, if I'd consider taking his place. As he put it "I need to unload my balls into someone" Jokingly, I reponded by asking him for a hundred pounds and I'd swallow his load, not thinking he'd agree. He asked what time I finished, looking back at him I told him as soon as you finish your drink.
Extremely nervous, not only because of the situation, but also getting caught by the concierge I followed him up to his room five minutes after he left. He let me in, dressed just in a towel having just had a shower. I moved over to the bed and he had me sit down on the end of it. Dropping the towel I could see he was already hard and his cock was so fucking thick, not long just very thick. He threw down a bundle of notes on the bed and said "It's your decission" as he gripped his dick and offered it me. His cock was the first cock I took in my mouth that summer. It wsn't as bad as I first thought it would be, after some awkwardness at getting his cock in my mouth, I soon began to run my mouth up and down his fat cock. His dick expoaded in my mouth after only a few minutes of my attentions to his pulsating cock. His cum was salty and it was very gloupy and I had some difficulty in swallowing it. I had no choice though as he'd gripped my head and forced his cock in deeper. When he pulled out he asked me if I wanted to earn more. Undressed and lay prostrate on my stomach, I felt his hot breath on my arsehole. When his tongue began to lick at my rear boy hole I shivered, not because I was repulsed, but because it felt so fucking good. He rimmed (I found out later that's what it's called) my hole until my dick was rock hard, turning me over he took all eight inches of my throbbing cock dwon his throat and proceded to give me the best fucking blow job I'd had to that time. I still remeber how good it was to this day, and it's still one of the best I've ever had. Blowing my load in his mouth wasn't a problem for him and he eagerly eat all my cum. With a slap on my arse, I was sent on my way with an extra £200 earned for half an hours plaeasure.
Over that summer I learned all about gay sex from five different men. One of whom became a very regular visitor to the hotel. The concierge had found out about my little earner and as long as I kept him happy (sucking him off) he knew the regular guest was a high flyer and paid well to stay at the hotel. It was the regular guest who took my anal cherry. He'd wanted it for over three months, after our first time having sex. I'd sucked him off in the beer and wine cellar late at night. I then let him tongue and finger my arsehole, before he sucked me to orgasm. I stopped short of letting him fuck me because he didn't have a condom handy, plus I wasn't ready for full on anal sex.
Two nights later he'd been driven up from his business meeting and planned on having me sexually. It was my night off and as I was told later, he was furious. A phone call, his driver and an hour later, I had his cock sliding over my tongue in the shower. Feeling his wonderful cock fucking my mouth, conviced me to let him be the one.
Lay on my back with my legs on his shoulders, he positoned his cock at my opening. He'd already spent over half an hour sucking my cock and tonging my arse. When he pushed forwards my arsehole fought against him. Telling me to relax and baeding over to kiss me I felt his cock slowly push past my sphincter muscles. It was painful, but not overly so, and after him letting my muscles rlax he started to move in and out slowly.
The eventual joy I got from his cock fucking me, made all the earlier pain seem insignificant and I was soon asking him to fuck me harder. For the first time in my life I came without doing anything. My cock erupted as my orgasm had built up with his cock pounding my hole. It was the most amazing feeling and one I still look back on as a defining moment in my life. Up until that point all the sex I'd had with men, was only to serve another purpose and that was gaining funds to live. After that I willingly had sex with him and others, purely for pleasure and to get well and truely fucked (even if I got paid).
The next three holiday seasons I worked at various hotels, but finished back at the first one. Each hotel I'd figure out who was looking for fun and let them know I was available. Each year I'd earn a hell of a lot of money, each more than enough to sustain me for over five years learning. By the time I graduated I had a sizeable bank account and had learned probably more form my time in the hotel as I did at college and university.
I'm now a successful business married man, with a young daughter. Around once every two or three months (depending on work), I arrange to meet like minded married men for sex. I always play safe and I always make sure they're well endowed enough to give me a real good fucking.