Chapter 4
Jack
Having been burned by girls four times, I kept mostly to myself through my college years. Yeah, I had quite a few one night stands just so I could empty my balls. But I did now allow any girl or woman anywhere near me emotionally.
By the time I was a senior I was known as quite a player. A title I was proud of. I was not going to be hurt by girls or women ever again. Then, I met Roxy.
Roxy was an absolute tigress in bed. I found that I just could not get enough of her physically. Through my entire senior year, I spent Sunday and Monday nights in various motel rooms fucking Roxy’s brains out. Those were the two times I could see her because of her job which she never disclosed.
It was during the last month of school that I discovered that I had very deep feelings for her. “I think I could fall in love with you,” I told her on a Sunday night. “Don’t be silly, we already are in love,” she cooed sexily.
“But before we go any further with this, there is something that you need to know about me,” she told me cryptically. “You need to know how I have paid my way through college,” she added.
“I am an escort Jack. I have made my way through college laying on my back and spreading my legs for rich and influential men,” she divulged. “You have to be okay with that if you want to go any further with our relationship,” she announced.
I was quiet for several long moments. The thought that she had been fucking other men during the entire time we were dating was a tough pill to swallow. But it now made sense of how terrific she is in bed.
“Where should we go from here?” I asked meekly. I am not rich and I am not influential. I could never compete with the men who pay her handsomely for her sexual prowess.
“I guess that will depend on how far we decide to take our relationship,” Roxy told me. “I don’t want any other guy to be my fella except you,” she said. “You are the only man I will give my heart to,” she added.
After she climbed on and fucked me with complete abandon, I felt a lot better about things.
When we graduated from college a month later, I figured that Roxy could give up the escort business.
With my bachelor’s degree in electrical engineering, I was hired by a huge electrical company as soon as I had my electrical license.
Roxy announced that she was opening an Onlyfans page and would be earning her money with the adult site income.
I was surprised when my brother had showed up for my graduation from college. He said he wanted to bury the hatchet from our childhood. He apologized for being such a bully growing up.
Although I took all of that with a grain of salt, I figured that his change of heart came from the letdown he had when no pro football team offered him a spot when he graduated from college.
He ended up being a salesman at a local car dealership.
Luckily, he seemed to be quite successful at that.
But still, it was not playing football in the pros.
I accepted his apology. I had to admit to myself that Rachel had grown into one hell of a sexy woman. I noticed that John seemed taken with Roxy when we all went out to dinner after the graduation ceremony.
I noticed that Roxy flirted with John a bit at dinner. John was eating it up like a hungry dog. When I looked over at Racxhel, she seemed none too pleased with her husband of two years.
She married John half way through college and dropped out to find a job to help support the marriage. A necessity during the first two years while John struggled to find his way as a car salesman. Now, he was very successful. But Rachel kept her job.
Roxy was quite randy that evening. She fucked me three times before we went to bed just before 1am. “Your brother has quite a story,” Roxy said into the darkness of the room.
“I thought I recognized his name. He was the gorgeous starting quarterback during our first year in college,” she said softly. “I think I fucked him at a frat party,” she announced.
I was fit to be tied. Once again he had fucked me over without even knowing it at the time. I bet that was why he seemed so smitten with her tonight. I bet that was why Roxy had been flirting with him.
“Great. Not only did he steal Rachel away from me when I was in 10th grade, but he has fucked you too,” I growled as I pulled away from Roxy.
“Oh Jack, don’t be that way. That was four years ago before I even knew you. I fucked a lot of boys over those first 3 years before I met you,” she told me softly.
“Gee, that makes me feel so much better,” I groused. “Come on Jack, I’m sure you dated lots of girls before you met me,” she suggested.
“No, as a matter of fact, I didn’t date anyone after high school because I’d had my heart broken four times before I got to college,” I answered. “In case you forgot, I only wanted a physical connection with you at first,” I reminded her.
“Well Jack, I am not going to feel guilty for anything I did before we got together,” Roxy told me in an angry tone. “It just creeps me out that you fucked my brother,” I replied.
“You heard how much a bully he was when I was growing up. He spent years finding ways to get over on me. I am sure that he is at home right now with a smug smile on his face that he fucked you before I did,” I told Roxy. It was silent after she rolled away from me with her back to me.