I could tell that he knew I was nervous. He was very calm and patient with me. He assured me that I had nothing to be nervous about because nothing would happen that I didn't want to happen, in that conversation or beyond. He asked me why I was calling and I told him about my fantasies mainly involving thoughts of older men that were well hung. How I was primarily straight but was in between relationships and figured it might be a good time to act on some fantasy. I told him that his ad seemed sincere and that's what I needed.... He assured me that he would be nothing but kind, gentle, and patient with me. So, after a few more short phone conversations, I finally asked what I could expect in an encounter with him considering that I knew nothing about gay sex. Bob, then told me how me might introduce me. He said, "Well, I'd love for you to come up to my cabin here in the mountains. We could have a drink and chat, but I usually like to just get down to the fun. I'd like to initially just please you, and not ask much of you. Obviously if you wanted to do things to me, I'd be open to that, but most of the first- timers that I've been with have been so over-whelmed that it's better for me to lead. I'd probably start by undressing you, and rubbing my hands over your body. I'd be pretty quick to get my mouth on your cock. I'd certainly love to eat out your ass and then if you were up for it, I'd love to fuck you."
"Wow" I said. "You make it sound so easy, and laid back. When can we meet?"
He said, "What are you doing tonight?"
I couldn't think of anything. I was off work the next day. I really had no reason to not do it other that fear.... And I wasn't going to let fear get in my way. So I told him that I'd come up there. He sounded thrilled with himself that he had not scared me off and that me was gonna possibly get some action that night. He told me that his cabin was a little off the beaten path and that he meet me at a gas station in a nearby town and let me follow him to his cabin. We planned on meeting at 8:00. I spent the rest of the day just dreaming about what the night might hold. I showered and was very careful to clean myself very thoroughly. I dressed fairly casual not thinking that we'd be out in public or anything. I grabbed a couple condoms from my drawer just incase he didn't have any, and just incase it actually went as far as him fucking me. When it was time, I hopped in my truck and headed up to the mountains.
The whole way up, about a 80 minute drive, I was so nervous.... half way talking myself out of doing it, and then, remembering how long I'd been waiting to do something like this. I finally reached the town where I was to meet Bob and started looking for the gas station. As I approached it, I had one last mental freak out before telling myself, "You got this, and you're gonna love it!"
I parked my truck and waited. With each approaching pair of headlights, I wondered if this was the one. Finally, Bob arrived, pulling up right next to me and smiling in a very understanding kind of way. He knew that this was a big step for me. He said, "Follow me. Once we get to my driveway, you can get into my truck and I'll drive us up to my cabin. It's really steep and with it being dark, it would be hard for anyone to manage the drive up." I nodded and off we went. It was about a 10 minute drive of a nerves roller coaster. After I got past the thoughts of "is this guy an axe murderer?", I couldn't help but wonder how big his cock really was. He described it as large and pleasing but didn't get into specifics. His break lights snapped me from my train of thought and we slowed down to his property. I took a deep breath, grabbed my back pack which had a change of clothes, and some toiletries and such in it, and got out of my car. I locked up and hopped in with Bob. It really was dark out there and I had no idea how he managed to get up that hill so quickly, all while rubbing my leg and then my crotch. I didn't even know that I was hard until his hand touch me. He said that he was glad to see that I was excited about being there.
Once we got up to his place, we got out of the car and it seemed like in no time at all we were climbing up his stairs inside to his bedroom. I needed to use the restroom after the drive, and did but then it was his show. He was ready. He knew that I had never been with a man and was excited to get first crack at me. He slowly walked over to me and hugged me. He tried to kiss me but I shied away. I didn't really want to kiss... for me, that's for the ladies.
He slowly removed my shirt and began rubbing my body. He licked my nipples and they were hard in an instant. I was shaking with nerves and excitement. He grabbed my belt buckle and unfastened it to free my shorts. As they dropped to the floor, he followed them. He tugged at my boxer shorts and my cock popped out to be greeted with a grin. I was shy about my smallish cock but he said, "this is perfect for sucking." And then in one foul swoop, he took it in his mouth to the base... It was right then that I knew that I was in for a treat.
