Our Cuckold Journey (fm:cuckold, 6427 words)

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I cannot say for sure how it all began, when the feeling first developed, but I think it goes back to when a female friend of mine needed a place to stay temporarily. I was beyond excited at the time of course, thinking that I may have a chance with her. Looking back, I can see that it was only a fantasy, but it is obviously the foundation of what would come to be years later.

I was always a very shy type of guy, not extremely outgoing, never the overly aggressive sort of alpha type male that most women want. This didn't help me gain much real-world experience with women and sex, but over the years I had a few girlfriends, well two to be precise. One lasted for a few months, the other did not last long at all. Looking back, I can see that both women were obviously disappointed sexually with the relationship, and that is why neither one lasted exceptionally long.

I was living in the two-bedroom apartment that I had hoped to share with my girlfriend Tiffany before she told me she had met someone else and was breaking up with me. That was devastating at the time, but even then, I denied what was obvious, not yet able to accept how I felt about things. It was a feeling I had never experienced, and one I certainly could not explain. Every time I thought about Tiffany and the asshole Mark that she moved in with, I got the strangest sensation. I got mad, upset, hurt, all of the emotions you would expect a guy to feel, but after she moved out, I would sit there at night, horny with nothing but my hand to take care of myself, and I would think about what Mark was probably doing with Tiffany that very instant.

I didn't understand why I felt this way, and I sure as hell wasn't going to admit it or ask anyone else if they had ever had similar feelings. I just figured I was overly horny, and a bit of a perv, but there was no denying how I felt, and how hard I climaxed to this sort of fantasy. Perhaps that would have been the end of it, but then my friend from work, Ashley, needed a place to stay temporarily. I gladly welcomed her to stay in the spare bedroom at my place. I had always heard of guys being in this type of situation, and it almost always led to them getting laid. I had to admit that Ashley really did turn me on. She wasn't smoking hot, but I certainly found her to be very attractive, and I sure didn't have anything close to a real chance at the moment, so this was as good of an option as I currently had.

The reality of Ashley moving into the spare bedroom was nothing close to what I had hoped for. She was just out of a relationship as well, but she was more outgoing, and of course an attractive young woman, so she had plenty of attention from other men. Looking back, I can see now that she never even considered doing anything sexual with me, I was a friend to her, and she didn't even see me in that light. I know to most guys that would be the worst feeling on earth, but for some reason it just turned me on even more.

Ashley would, on occasion, bring a guy home, either a guy she had just met, or a guy she was seeing casually. She told me she wasn't ready for anything serious, which I found to be very erotic. She also told me that she didn't want to upset our relationship, and that I just wasn't her type. For some reason, this too was a very erotic thing to hear. It came to where I would get excited if Ashley had a date or I thought she may bring a guy home.

I would sit in my room and listen to her and the guy she was with and get off hearing other guys fucking her. It was honestly the most erotic thing I had ever experienced, and I knew deep down that something was different about me. I got more turned on listening to Ashley and the guy she was with, imagining that it was Mark fucking Tiffany. At the time I had never heard of cuckolding or a cuckold, but as time marched by I knew that was what I am.

Lisa

"Lisa, I'm telling you, just trust me on this. I know what I am talking about."

My best friend Carrie was sitting with me, out on our pool deck. I had asked her to come over to talk about David, and some of the issues with

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stuart writes Sat 21 Dec 2024 11:53:

Decent story but totally confused with characters and the link between the intro and main story….

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