So, I’m one of those ‘straight’ guys who is drawn towards the seedier side of life at certain times (usually when I’m in self destruct mode 😆).
I’ve been bare backed before (I remember years back by a TS escort who had a slim cock and did me 3 times, alas no cum - I’m tight as anything so just found it wonderful, all the psychological turn on and less pain). I’m tight as anything, it’s a once every year or so event, as I’m mostly into the ladies.
I decided to meet a guy locally who was turned on by married guys - it started off by me stripping naked and him pissing on me in his bath.
We then went to the bedroom. I sucked his large, thick cock (gay men always seem to be hung!), then we started on anal. I’d told him i wanted breeding but my, we couldn’t get it in initially. We decided on me face down, butt up, kneeling at the edge of what was a low bed - I adopted a submissive position with arms forward, hands together - he tried a few times for entry, it hurt like hell! But once he was in I decided im doing this, pain or not…after 5-10 mins it reached a point where it was like 50:50 pleasure pain, he asked me if I wanted to keep going and I just moaned ‘please, cum inside me’ - he picked up the pace and my groans were involuntary, uncontrollable, totally conquered. I felt him pulsing as he came deep inside me. He gently pulled out and I left quickly, then went shopping locally - for the next half hour I felt it leaking out of me and have never felt so turned on.
