I had always had a thing for Tracy ever since we met in 8th grade. She was a very cute girl back then and was built in all the right places. She used to really give me a hard time and I was so stupid that I never realized that she liked me too.
We ended up at the same high school and would see each other quite often in the halls. I would usually just smile or wave. Most of the time, it seemed she didn't know I existed. Maybe I was too goofy for her, which seemed to be the consensus of most girls at our school.
In our senior year, we found ourselves in the same school club, and it seemed I would finally have my chance to talk to her and tell her how I felt. When the day came that I got the courage to approach her, another guy that I knew from the soccer team came up behind her and kissed her on the cheek. My hopes were dashed again.
I spent the rest of that year thinking about her supple breasts. I would daydream about getting her into a corner to kiss her and show her that I was a man and not that goofy boy she met four years ago, but it never happened.
We graduated and never spoke again. I'd heard from several friends that she was married and had moved to Arizona. I myself had moved away to Chicago, so I didn't think I'd ever see her again. I hadn't thought about Tracy in years.
I've been traveling for the last year and was checking into a hotel in Cleveland when someone came up behind me and put their hands over my eyes.
"Guess who?" an unfamiliar voice said.
"I have no idea," I said to the mysterious set of hands.
I turned around and found a gorgeous woman standing there.
"I'm sorry, do I know you?" I asked.
"Chris, it's me, Tracy," she said.
Immediately I flushed red as the girl I had always wanted to fuck the hell out of was standing in a hotel lobby in front of me. My blood started to rush into my cock and I had no idea what to do.
"What are you doing in Cleveland?" she asked me.
"I travel a lot. I'm going to be here for the next few days. Maybe I should ask you the same thing," I said.
Tracy explained that she was there for a conference and she was just heading in to the first session. We both agreed to meet up later that night for drinks in the hotel bar. I gave her a huge hug and smiled as I walked away, wishing she would follow me to my room instead.