Tzmehrtme - Tzmehrtme

My Little Cuckold

Hi, I’m new to the website and have been involved in the lifestyle for about a year. A little about myself: I’m 37 and have been dating my bf for about 10 years total, though we split up for about 2 years eight years ago when he started college and we didn’t sleep together until we got back together. Before him i’d slept with a few other guys, one was a one night stand, the others were more frequent hook-up partners though we weren’t dating. All of the guys I had slept with before my bf were pretty big and even the one that I thought was small, I know now was actually way above average.

When my bf and I first slept together I was a little tipsy and told him that he was much smaller than any of the other guys I had hooked up with. I felt so bad about it, but over time he would ask questions about how big the other guys were and what it was like to sleep with them. I was uncomfortable, but noticed that he’d get hard during these conversations. I always thought this was strange, but didn’t ask about it because I didn’t want to embarrass him. I really love him, but he could never make me orgasm, and for a while I’d fake it just to give him some confidence. He’s not actually that small (about 5 inches) but I definitely thought he was small and pretty much always thought that’s why he couldn’t make me cum.

Finally one day he told me that he fantasized about me having sex with other men who had bigger dicks. It came out because there was this guy I am friends with who has a serious crush on me and he had invited my bf on a guys trip to vegas. Apparently my friend sleeps naked and my bf saw him naked with some very impressive morning wood. My bf told me about it and asked if I was curious about his size. I sheepishly said I was and he finally told me he jerked off to the thought of me fucking my friend. So we began to talk about it more and role play and watch a lot of porn. It helped our sex life and even began to cum sometimes usually with the help of toys. About a year ago, my bf asked if I wanted to take the next step and sleep with somebody else. I did and we agreed that i’d sleep with that friend with the big dick if he agreed (which he did). The sex was amazing and I couldn’t believe how much of a difference it was. My bf was jealous, but also seemed to really love watching. I continue to sleep with my friend and my bf is fine with it as long as he can watch, listen or get pictures. Sometimes (okay a lot of times) I tease my bf about his dick size compared to my friend and that leads to him going down on me so much better than ever before.

In the past year, i’ve slept with a few other men (all bigger than my bf) and once had an amazing threesome with my bf’s longtime female friend and her husband. This came about because my bf and his friend tell each other everything (well almost. He never told her he had a small dick, probably because he has a little crush on her). She told him once that her husband has a really thick cock and once I found out, he said he’d be fine if I slept with them. I told her about our relationship and she agreed to a threesome. His cock was fantastic and I must’ve yelled the whole time how much bigger he is than my bf who wasn’t in the room. It’s really hot that we all know about it and have this interconnected relationship. They’re our closest friends and the dynamic has changed but it seems to work.

Obviously we’re still new to all of this. I will say that i’m not sure I could ever go back to just my bf’s dick. I need bigger and love him even more that he accepts that. I’m nervous though about whether this sort of relationship can last. What does everybody think? Has anybody had similar experiences to me and my bf?