Needing money quickly, I went back to something someone had said to me only weeks prior to me taking up a new venture.
The venture started out with an advert on a web site, which caters for certain men who have particular needs.
I waited naked on our bed, my asshole lubed up and the condoms on the side ready for my first visitor. He arrived just when he said he would and he let himself in just as we'd arranged. Within two minutes he was stripped and fully erect. A minute later his cock was sheathed in a condom and I was about to take my first ever real cock. The moment his cock entered my asshole, I knew there was no going back and I also knew I was going to be fucked as he wanted it.
The sex was brutal in the short session we had, as that's the way the businessman wanted to fuck me and he fucked me hard. He also wanted to remain anonymous which suited both parties. No more than five minutes after he'd entered my ass, felt his cum flooding the condom inside my butt. Pulling out of my hole, he told me he wanted to see me again, got himself dressed and left me the hundred dollars we'd agreed upon.
He left me feeling used and also a little sore, but I didn't have time to recriminate myself or go over what I'd just done for money, I had another visitor who specifically wanted a well fucked ass to slide his cock into. Not willing to have the real thing lubing up my rear hole, I used non scented hair conditioner to look as though I'd just had a guy unload inside of me. If I thought the my first ever guy was packed down there, I was given a lesson in size from my second visitor. The reason he wanted a well fucked hole, other than his fetish, was so I could take his size. Luckily for me, even though he lasted much longer, he wanted to slowly fuck me and also wanted a more sensual kind of sex.
No condom filling for this guy though, as when he wanted to bust his nut, he had me open my mouth and accept his seed.
Two hundred dollars earned, I phoned my friend who'd spoken to me about having a cute fuckable butt. I told him what I'd done and he admonished me for being far too cheap.
The next day I changed my profile, putting on some naked shots of me being fucked by the second guy (He'd agreed I could, but no face pics) and altered my monetary scale. Finishing up the profile just before my fiancee got home.
The very next day I got a message from my first client asking me if I'd entertain a wealthy business partner of his.
I was ready a couple of hours later and was waiting tied up on our bed. He was far more needy than the other two business gents and wanted far more involvement from me, even though I was "Tied up". Sucking his cock to its full length, he then had me rim his asshole as he sat on my face. Another new sexual act for me. Finally he fucked me "Doggy style" for over half an hour, until his not too inconsiderable cock let go, once again filling the condom deep inside my asshole. Taking off the condom, he had me suck and lick his cock clean and feed him his own cum in an extremely passionate kiss.
Over the next fifteen months I earned far more than I'd earned in the previous five years. Each time I'd do more for the client, or involve other men, other business men who had similar gay fetishes to the ones they'd join in with. I moved my business to a hotel, as I'd begun to notice people taking notice of who entered our apartment. Speaking to the hotel's owner, I got a great deal cutting him in on my venture. The room we chose together, he had redecorated and everything renewed for me and also had it sound proofed to a degree.
My client list grew, but I also had a regular group of men who were all wealthy businessmen, and whom most of them were married. In those fifteen months I had no contact with any other gay men, other than those I chose. Ones I personally vetted and made sure they were scrupulously clean. The amount I charged varied, but after my initial mistake at pricing, I never had sex for less than five hundred dollars and that was only for "Quickies". It made my clientele select and also very generous beyond the charge for my growing sexual skills.
The last two months of my venture, I put my prices up and only had the most respectful and benevolent businessmen visit me. I became ultra choosy and only did sexual acts I wanted to do. Although having said that, one particular client had very demanding sexual needs. Ones I met with an open mind and for which I was handsomely paid.
The money paid for my initial urgent requirement. But it's now also paid for a new house, a wedding to come and a totally new venture which doesn't include business men fucking my asshole. My fiancee has no idea about me earning the money the way I did. She also doesn't know where I got the money to pay for us start a new life together, far away from the life I want to leave behind me. Nor with careful planning and a bit of luck, is she ever going to find out.