In my early twenties I had an evening job at a music venue in the west end of London. One night after we had cleared up a few of us were invited to join the manager and some of the band members for a drink. When I finally staggered out into the cold night the tubes were closed and the only alternative for me was an overground train because the area where I lived was not well served by night buses.

I got a bit lost trying to get to Waterloo and I asked a black guy for directions. He kindly offered to walk with me there because he was going to take a train too. During the walk he said that he had been trying to pick a boy up, but he had no luck and had given up! He then asked me if I’d like to come home with him!

I deliberated on his proposition and was quite tempted! I’d had sex with a guy when I was in college, it was mainly wanking each other off, but he had fucked me once and I’d enjoyed it!

The black guy clearly had intentions on my arse! The back guy introduced himself as Olly and he worked as a hospital porter. I was still wondering whether to go back to his place or not when we arrived at the station. “Look” said Olly, “it’s up to you, I’m getting on the same train as you; you can either stay on the train or get off at my stop and come home with me!”

When we arrived at his stop Olly said “Are you coming then?” and I just followed him. Olly’s house was just around the corner from the station. Olly poured us both some orange juice and we went to his bedroom. We undressed to our pants and climbed into bed together. Olly started cuddling me and showed me some gay porn magazines which were quite exciting!

Olly suddenly kissed me and started groping for my cock which was pretty much fully erect from looking at the magazines! In turn I reached out and grabbed Olly’s cock and started wanking it. Olly asked me if I had previously had sex with a guy and I told him about my previous experience with Simon. Olly told me that he had been married before, but much preferred sex with men.

Olly started gently stroking me all over and kissing my nipples and working his tongue down my chest and stomach until he took my prick in his mouth and sucked me until I was nearly coming!

Olly then started stroking my arse and rubbing his fingertips over my hole which really felt good and made gasp with pleasure! Olly reached up to the top of the bed and pulled out a tube that was between the mattress and the headboard, Olly took the lid off the tube and started rubbing lube into my arse. I hadn’t heard of lube before and asked about it. When Simon had fucked me he had just used saliva.

When I was lubed up, Olly smeared some lube on his cock and told me to go on my side. Olly arranged my legs to expose my hole and then slowly pushed his cock in me all the way until I could feel his pubes against my arse cheeks.

Olly started thrusting slowly and gradually increased his rhythm until his whole length was going in and out of me! A couple of times his cock slipped out fully, but Olly quickly got back inside because my arse was really relaxed. As he fucked me, Olly was wanking me and I spurted lots of creamy cum after a few minutes!

Olly then asked me to go onto my front, which I did. Olly then started pounding me really hard from behind! after fifteen minutes or so, it started to hurt and Olly lubed me up again which made it enjoyable once more.

Olly emptied his spunk in me with a loud groan and a lot of juddering. When he pulled out of me, he passed me a cloth and I wiped my cock and then all the lube and spunk from my arse.

We slept for a while and then I was awoken by Olly stroking my cock and running his other hand over my body. Olly asked me to I was ready for some more and I certainly was!

This time it was a slower fuck and a new position! Olly had me on my back with my legs over his shoulders. I’d never heard of that position let alone tried it! It was simply wonderful feeling his cock thrusting in me in this position and it made me feel really feminine!

When he had dumped his second load of cum in me, Olly and I slept in each other’s arms for the rest of the night.

In the morning Olly gave me his number and asked me to call him, but I never did for some reason!