Chapter 1 - Alison
“Hey, Alison,” my dorm roommate called out to me.
I had my headphones on, listening to music on my phone as I packed a bag for a weekend getaway. I paused the song and turned around to give her my attention, even though I already knew what she was going to ask.
“Some friends and I are going to the Halloween party tonight. Do you want to come?” She was slipping on a tight black halter top and a matching tight short skirt.
“I’m actually going home for the weekend,” I replied. “Thanks for asking me.”
“There’s going to be a bunch of cute guys there,” she added, putting on a headband with cat ears. “Maybe you’ll get lucky.”
“I had already made plans,” I said. Getting lucky was one of those plans, but not with any of the college guys she would hang out with.
Halloween had always been my favorite time of year. I had always enjoyed dressing up and walking around the neighborhood getting candy door-to-door. During the last few years of my childhood, I started to attend events more and trick-or-treat door-to-door less. Then, when I went off to college, it felt like the events weren’t fun anymore. Guys wanted to get stupid and tear stuff up or screw around, and girls wanted to get drunk and throw up all over the place.
I didn’t care to be a part of that crowd. I was the quiet, shy, reserved girl, yet my dorm roommate always asked me to come out with her. I had hung out with her a few times. However, she was the type who enjoyed going out and partying and then coming home drunk and throwing up all over the place. No, thank you.
She had even bragged about the guys that she had been with. None of the guys we hung around with were interesting enough for me to sleep with. I wanted my first time to be special and with somebody I knew well enough to sleep with. To be honest, there was someone I wanted back home to give my virginity to. I just needed to find a way to tell him he was the one.
When I was sixteen, my parents moved in next to a biker named Lester. He was much older than my dad by ten years or so, and I couldn’t help but have the hugest crush on him. As I got older, that crush turned into lust, and I would often dream and fantasize about him touching me and making me feel good, even though he had never laid a hand on me. I lost count of how many times I had masturbated to all the dirty things I wanted him to do to me.
Les turned me on in a way that guys my age couldn’t. I knew it was wrong to want a man much older than me. But, I was twenty and I still found him attractive in so many ways, I have lost count. Mainly, he’s never touched me before, and I planned on changing that.
My parents had always invited him over for almost every event, so I had gotten to know Lester really well. I knew that he was a widower and had never remarried. He retired from the Army and loved to cook. He also worked as a physical therapist, helping wounded soldiers and veterans. I spent a lot of time hanging out at his house, especially when my parents went out for date night.
The day that I had left for college, I went over to his house to ask him something I had worked up the courage to ask him, but he wasn’t there, and it stung. I told myself that he was busy and didn’t know I was supposed to leave that day.
Now, it’s been a year, and it was Halloween, so I decided to drive back home just to visit him. Halloween was on a Friday this year, and my parents were going to be out of town. It was the perfect opportunity for me to go back home and surprise him without my parents knowing that I was even there. I just hoped that he was home.
I bought the perfect red dress and matching lacy lingerie for the occasion. I also took the time to shave, fix my hair, and put on makeup as I wanted to look as sexy as I felt. My dress was short, low cut, and tight, showing every bit of my curves and accentuating my C-cups. I’m sure he wouldn’t say no once he saw how sexy I looked.
