Back in the late 90's I let a young couple come and stop with me for a while. They had no money and were kicked out of their last residence. I knew the girl from a job I used to do, so when she asked me if they could stay for a while, I said yes. She told me they couldn't pay because they had no money, but she would find a way giving me something for my trouble. For the whole two months they stayed, I fucked her almost every day when he went out looking for work or to go drinking with his mates (They bought his beer I believe). I was fucking her up her very tight arsehole one night about half way through their stay, when he came home early from the pub. Thinking he could beat me up or something, he tried to hit me. Spinning him around and giving him a little tap, so he landed face down on my bed. His girlfirend told him to stop being stupid, telling him how did he think they were going to stay for nothing. When he told her she was a slut for fucking me, I lowered his jogging bottoms seeing he had no underwear on. I looked at his girlfriend and then at his arsehole. With my cock already wet from his girlfriends pussy and arse, I put the tip of my cock to his rear opening and drove it in. He bucked and moaned like a bitch for a couple of minutes, his girlfriend egging me on to fuck him. Then he quietened down and I swear he started to move backwards onto my dick. After a couple of minutes more I stopped moving and let him fuck himself on my cock. His girlfriend moved around so her pussy was near to his face and without being asked to do so, he buried his face into his girlfriends pussy. I continued fucking him again, this time he was backing onto me just as much as I was fucking him. His girlfriend came first closely followed by him, all over the duvet underneath him. Then as he looked back at me and asked me to fuck him harder, I came deep up his rear fuckhole. They stayed for another month after that and each evening I found myself in bed with either one, or both at the same time, but I grew to like having his arsehole on my dick most.

They split up a short time afterwards, but he carried on visiting my flat and having me fuck him. I soon had him sucking my cock just as expertly as his ex girlfriend used to.
He's a reasonably well off business man now and is planning on getting married to a woman from a very well off family next summer. It hasn't stopped him from calling by my home four or five times a month, sometimes more, to have his fix of "anal pleasure" as he calls it. I'm still fucking women when I fancy a change, but I mostly now enjoy the delights of male company and all its cock comforts.