Like all of my stories so far, this follows a young man who is turned out by an older man. This does not follow any previous story but it may start its own line depending on reactions and comments. P.S Sorry for my absence and I hope this makes up for it.
*****
College, what a time to be alive where you can go somewhere to get drunk and party and then end up spending your life paying for. But it wasn't too bad, I looked decent enough that I could go to these parties and still have time to apply for a few scholarships in between. I spent most of my freshman year trying to experience college like everyone says. Parties, late night studying, cramming, the usual thing. But in the back of my mind, I knew I was missing something, a gay experience.
I am straight, at least I was hoping so. But at 5'7 and 120 pounds, according to my gay friend Ryan, I would be better suited as a bottom. Though even if I was gay, I wouldn't want a guy sticking anything where the sun don't shine. But that thought always stuck in my mind. If I actually hung out with a guy, and things got sexual, would I be the one sucking the guys dick. It always hung around in my head but I didn't think about it much until my sophomore year.
At the beginning of the year, I started to think about what Ryan told me. I am quite small compared to the average male, plus I was far from muscular or even toned. But constant looks in the mirror and the idea of being on my knees brought me to craigslist. I knew it wasn't the best idea due to so many crimes being committed through the site but I wanted to remain anonymous, so no one around me would find out who wrote it.
I didn't make my request too specific, but I didn't want anyone extremely old so I set the bar at 55. Within the first few days, I received at least 25 emails from interested guys showing themselves off, usually with a request for me as well. I started to narrow down my search until I found a guy I found interesting. A 45 year old marketing director named Dave, who lived about 10 minutes from my college. I exchanged info with him, told him my situation and we spent the next two weeks emailing each other.
Throughout those two weeks, I spent some time learning about gay sex and how to prepare for it. One of the recurring themes that I picked up was, painful at first, pleasurable as it goes on. This idea scared me a bit so I hoped that if things did go south and I was being penetrated, Dave would know what he's doing. I fingered myself sometimes to even see what the feeling is like and it did not seem too bad so I figured I might be ready for anything now.
After two weeks, I received an email with a very important question. "Dear Michael, I think we should meet up sometime soon, as we have been talking for two weeks about everything. I could rent a hotel nearby and we can hang out there. Nothing has to happen but if something does, at least we won't have to worry about being caught. Hope to hear from you soon so I can set thing ups. From, Dave".
"This is it". I thought to myself as I wrote a reply, confirming my interest in meeting this mysterious man. His follow up email gave me an address of the hotel, which was a few miles away due to me living in a touristy town and a time I should meet him there at. I was very nervous but felt prepared. I had a few days until the meetup so I tried to focus on other things and not Dave.
As the days came and went, questions and thoughts raced through my head. "What's going to happen in that hotel room, is he going to harm me, can I get through the meet up without falling to temptation?" My mind continued to act as such until the day arrived, and that was the day I figured out who I was and what I want in life.
Finally, I woke up the day I was supposed to meet Dave. I checked my phone because we were supposed to meet up at 2. My phone read 9:30 so I hopped out of bed, did some last minute research, showered, shaved, and got ready for whatever may happen. I went out to my car, put the address into my GPS and drove on down to the hotel.
The hotel was pretty nice. 6 stories tall, fancy lobby area, buffet breakfast. It had the works and made me wonder how much Dave spent on the room. I journeyed up to his room on the third floor and admired how clean the hotel was, like someone went through and cleaned it well every few minutes. His room was a small walk down the hall but before I knocked, I had to swallow any doubt and any fear in my head. I knocked on the door and heard some footsteps, then it opened.
"I was hoping you were going to show up. I was going to leave without you." Dave said, as he opened the door, allowing me a brief glimpse into the room. "You mind if we go for a walk, just so we can relax and enjoy the area?" He asked me.
"Sure, the city is nice this time of the day." I told him. But being honest with myself, I didn't know what I wanted. He looked more attractive than I thought, and his pictures did not flatter him. He had brown hair that still looked devoid of any grays, brown eyes that caught me once or twice staring into them, a toned body from what I can see in his arms and a smile that I loved looking at.
