I’m not sure if I’ve posted about this before but I’m Gay, and during a relationship I was having some time ago I got home from work to find my lover waiting on the veranda. He whispered “Bob’s here,” like that was some major big deal. Bob and his wife Emily were great friends of ours, we often exchanged dinner parties or smoked and watched videos, or went out and just hung together. But David (my lover) explained that Bob had been crazed to explore his anal desires and fantasies but Emily wouldn’t participate so he had finally turned to his gay friends to help him out.
Bob was already douched and waiting naked on the edge of our bed. He explained that he didn’t want to be fondled, stroked or touched unnecessarily but wanted to just present his backside to us, bury his face in a pillow, then let us have at him.
Fucking seemed too homo for the situation so we dug into our trove of toys (Bob had brought two but they seemed like “starter” stuff and insufficient for experiencing the true feeling of erotic anal invasion so we set those aside). We started with a medium sized dildo, about eight inches with corresponding girth. Actually a rather human sized toy. We explained to Bob that the initial entrance might feel painful as his sphincters adjusted to the intrusion and for him to always tell us when he experienced discomfort so we could draw back.
To keep this brief, Bob was soon opening up for wider and wider girth, screaming women’s names into the pillow and generally doing the “Oh god!” and “Oh yeah!” and “Oh baby!” litany. For me it was just so hot because Bob was kind of a geek, wore glasses, had standard male interests (cars, computers, sound systems, etc.), but his body was terrific—very sexy, very slender but muscular, tight ass with smooth and round white butt cheeks and a pretty, compelling little pink hole. So it was fun and all parties went away satisfied.
I won’t go into the aftermath but I think Bob discovered another part of his true self and probably began to search the “L.A. Weekly” for girls to peg him once in awhile. After he left our house we just peeled off the XL condoms we use on our toys and threw the toys in the dishwasher. Then David fucked me across the bed, onto the floor, and we ended up in the living room, in front of the fireplace, shagging until sunrise.