With my hand I positioned my dick head against her hole and slowly pushed. Kim gasped but didn't pull away. In fact, she pushed back against me. Then her sphincter gave way and the head of my dick was inside! I lay there very still for her to relax further.
Then Bryan’s hand was on my ass again as he toyed with my butt hole. I felt his finger go into my ass and rub around. The sensation was electrifying. I pushed back on his finger, wanting him to probe deeper when Kim started pushing down on me again. I slipped further into her. Again she was moaning. I couldn't figure what felt better, Kim's ass squeezing my dick or Bryan fingering my ass. But now I just had to start fucking that wonderful ass.
The tingling was starting again and I felt new pressure on my sphincter. I thought it must be two fingers. Then I dawned on me, Bryan had his dick on my ass hole. He pushed and was in. He pulled back and pushed back harder. My sperm was boiling inside me. Kim pushing back and forth.
Kim opened her legs and started furiously rubbing her clit, which triggered a massive orgasm. Contraction after contraction. That's when Bryan’s dick hit my prostate. I exploded! Never in my life have I shot so much cum. Spasm after spasm, Kim's contractions milking ever last drop of cum from my balls.
Then Bryan groaned and shot hot cum up my ass. It was hot. I'd never felt my rectum so full and my balls so empty! The three of us collapsed holding each other and laying very still. But my dick was still twitching in her and so was his in me. I would have been happy to spend the next year of my life with my prick up her ass. Amazingly after such a massive ejaculation, my dick was still rock hard.
As spent as I was, I had the intoxicatingly smell of Kim’s hair next to my cheek. I just had to brush my hand over her heaving breast. Damned if her nipple didn't harden when I touched it.
Bryan withdrew and rolled on his back, a long sigh escaping his lips. I gave Kim a couple more slow thrusts, and reluctantly let my dick slowly slip out of her. I was feeling very affectionate towards them both, but then reality set in. I clapped Bryan on the shoulder and kissed Kim on the cheek and said goodnight as I left their bedroom.
Back in my room, it all seemed like a dream. That's when the enormity of what had just happened hit me. I'd never had anal sex before, although I've always wanted to. I'd never had a man touch me before, much less fuck my ass. I thought, "Am I gay? Am I bi? Will I ever be satisfied with so called ‘normal’ sex again?"
Eventually I fell asleep. I had this vivid dream. Kim was on her knees, still wearing nylons and the garter belt, but no panties. I was up over her, pushing my prick in and out of her ass. I could feel I was about to cum in her. Suddenly, she turned her head around to look at me. But it wasn't Kim's face I saw. It was Bryan's!
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