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It’s easy for me to know where my cuckold kink started. The first night my future wife and I hung out (and hooked up) she told me about her sexual history. Her first encounter through getting pregnant in college (she was unsure who the dad was…one of four black guys she was fucking). She was 19 and had already had about 20 guys in her, almost all without condoms finishing in her.
I am bi (she doesn’t know) and had always wanted several of the guys that I knew she fucked. I played ball with them and they had great bodies – and a few were very well endowed. From night one I pictured her with them when we fucked. There was only one guy that we almost both hooked up with, but I chickened out when I had the chance to suck his thick cock…we just jerked off together to porn.
The guys I didn’t know were my type, too. Either younger thin/fit guys or black athletic guys. She let them use her however they wanted. A few even used her ass.
A few months after we started dating she told me that I was the second guy she fucked that day. The other guy was a former collegiate wrestler who came in her multiple times before I hooked up with her that night. Although we quickly became exclusive, she admitted she fucked him again after we hooked up.
She used to ask me if it bothered me that she fucked all those other guys. She knows how much it turns me on, now, but doesn’t like to share as much as she did when we were younger. Other than getting cucked right after we met, she has never done it again, despite my regular requests. What I would give to clean her used pussy again…