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From way back I when I first started having cuckold phone sex, I can remember the first time real cuckold boyfriend that I was with. See I was 18 and I had my first “real” boyfriend who I was really in love with but unfortunately that didn’t change the fact that he only had a 4 inch cock. Love can overlook many things but one thing that it can’t do is change a little midgie dick into a big beautiful cock. I didn’t know what to do, I knew that I wasn’t getting any sexual pleasure when we fucked and I would have to fake an orgasm everytime we had sex because if you fake it once, you are doomed to fake it for life if you stay with the same guy. I mean unless of course you can get up the guts to tell him that his little dick isn’t pleasing you. But like I said, I was young and at that time I didn’t want to hurt his feelings.
So, I did the next best thing that I could think of and that was to start exploring the cuckold fantasies that I was having. At the time I didn’t know what “cuckold” was but I knew that if I was going to make it for the long haul in my relationship, I would need to get some real sexual pleasure otherwise I was going to go nuts! So I found a really sexy guy that I started to see on the side and before I knew it I was cuckolding my first love and he had no idea about it. Eventually though, people did start to talk and he started to have growing suspicions but didn’t really say anything to me for a long time. But there was always those stares that people we knew would give him and whisper to their friends about me fucking one of the guys at the nearby college.
By the time he finally got up the nerve to ask me about it, I had been fucking him for a full year and when I told him he was devastated. Even though he learned the real truth, he told me he knew that he wasn’t pleasing me, he could see it in my eyes when we would have sex and how unenthuseastic I was when we would do it. Despite all of it, he couldn’t bring himself to leave me and confessed that it would turn him on when he would jerk off at night because he was always comparing himself to how big my other guy was. We continued like that for another three years before I finally decided to break up with him because we had grown apart.
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