I guess I have been intrigued by the idea of being a cuckold since before I was even married. I had always just compartmentalized it as a fantasy, not really even a fetish and definitely not a lifestyle. My wife and I have been together for seven years, married for five. My wife, Jessica, is five years older than me at 37 and she looks her age but looks great. She is divorced from her first husband and has a twelve year old son, Adam, that lives with us. I'm Nick, Jessica is my first wife and we live in the small city where we both grew up.
After five years if marriage, our sex life had really hit the doldrums. I have pretty much convinced myself that I can't satisfy my wife because of what I was sure was my small penis. It was something that got in my head at an early age that I never really got over until I started dating Jessica. Dating her gave me a boost of self confidence that made me forget about any kind of feelings of inadequacy that haunted me. For those first years we were together I had really forgotten all about any kind of cuckold or humiliation fantasies. Jessica fell for me because of the way I treated her compared to her cheating ex. Dating me gave her the confidence to start a career as a real estate agent. The downside of that was that between our careers and her son we had very little time for each other any more. This however fed into my declining self-confidence and renewed interest in my cuckold and humiliation fantasies.
These doldrums lasted for about a year, I guess, when it came to a head with a big fight. We made up and we both had to come clean about some things. I confessed my fetishes and my feelings of inadequacy. At first she tried to put at ease about all of that, but I pressed her. She eventually confessed that I didn't really turn her on physically much anymore. She immediately apologized and cried about it. I told her that it was fine, that I knew that we still loved each other.
Unbelievably, our sex life quickly improved after this. We exchanged fantasies, engaged in some light role-play and started to have some fun. I even got her to drop little hints about my small penis. Because we were being so open with each other, after a few months of this, I decided to up the ante. I suggested she have sex with another man. She, didn't really like the idea. I brought it up every so often until, finally, she said maybe, but not until Adam was gone. My step-son spends summers at his dad's on the other side of the state. I was so excited that I immediately got a hard-on. She said that if this happened it would totally be her plan and that she may do it as a surprise at some point.
Well summer started and Adam was gone but I saw no evidence of a plan going into place. She was spending a lot of time on the internet, though. Mostly at social networking sites but occasionally reading erotic stories. She would close the window when I walked by, so I asked her what she was doing. "Research," was all she said.
Now, I also noticed some changes in how she was dressing. I should describe my wife here, at about five nine she is probably an inch or so taller than me in her bare feet. She is naturally a brunette but had blonde hair when we met but went back to brown after we were married. She's got nice big boobs (38D) and kind of big butt that she hates but I actually kind of like. Well now she was wearing a lot of short skirts and heels for work which is kind of unusual. She's also started talking about going blonde again. I found this all very exciting. Her fantasy roles in bed also became more daring, beginning to use actual names for her fantasy lovers and having me use a dildo on her. Her humiliation became more brazen as well as she started making jokes about my penis even when we weren't having sex. This all served to keep me in a perpetual state of semi-arousal.
I didn't know it at the time, but it was the day before my birthday that my sex life and my marriage would change forever. I went to work that day happy that it was the last day of work for me that week as I was taking my birthday on Friday off. I was also pleasantly surprised to get up that morning with my wife fondling me. After I was good and hard she pulled the sheets off me and went down on me. "Little Nick is getting his present a little early," she said. As I was just about to cum she stopped. "I think I'm going to dye my hair blond today."
"Great idea," I just kind of moaned.