1. Becoming Melissa's Cuckold Pt. 01

    Date: 7/11/2019, Categories: Cuckold Author: GreyMatter, Source: LushStories

    My name is Grey, I'll withhold my last name for reasons that will become obvious as my story unfolds. I was a bit of a nerd in high school. I wasn't really picked on or anything like that, but I was shy, kept to myself and didn't have a lot of friends. In my graduating year I became close friends with a girl named Melissa. She grew up in the city, but her parents were going through a separation and they'd sent her to live with an aunt in the suburbs while they sorted things out. Melissa wasn't just from the city, she was the epitome of a "big city" girl. She was mature way beyond her years, very cultured and far ahead of the rest of us in the suburbs. She was into things like art and fashion and knew about all sorts of cool underground music that none of us had ever heard of before. Needless to say, Melissa stood out like a sore thumb in our quiet suburb and intimidated pretty much everyone. Some of the popular jock guys at school tried to pick her up, but she shot them down in a hurry. Her downtown friends were the in-crowd trendsetters, they were artists or in bands and hung out at the type of clubs that no one else could get into. There was no way that some high school football player was ever going to impress her. Melissa and I bonded over the most simple thing - people were too afraid to talk to her, and no one bothered to talk to me. We were loners for different reasons, but managed to find a connection because of that. We became very close over during our senior year. Of course I was madly in love with her, but I knew that she was way out of my league. I was a decent looking guy, but didn't have the confidence to match so I always considered myself to be average in every respect. Melissa was a stunner. She was petite, had blond hair and an hourglass figure topped off by breasts that only a girl that age could have and the most perfect ass I've ever seen in my life. I wanted more from her but knew that was never going to happen between us. I felt lucky just to be her friend. As the school year came to an end, we started talking about the future. By then her parents had divorced and Melissa was preparing to move back to the city. She didn't want to live with either parent and was thinking of getting a place of her own, but to make it work she'd need a roommate. I wasn't sure what my plans were. I wanted to go to college, but I was one credit short of graduating high school. Melissa convinced me to move in with her and laid out a plan for me. She knew of an alternative school where I could go part time and get the credit that I needed to graduate and one of her friends was willing to hire me on at a printing press that he owned. She created a budget for me that showed even after paying rent and other expenses I'd have enough money for my first year of college as soon as I got the last credit that I needed. I didn't realize it at the time, but this was an early sign of Melissa's controlling ways when it came to me. The first few months that we ...