My first time was extremely scary; in fact I was never so turned on and scared at the same time ever in my life. I can't even describe the feeling.

This is what happened...

Although I had girlfriends during high school, I had nothing that stuck the summer before I was headed to college. I was 18, sexually confused I guess, perhaps a bit bored and one summer night, I went online and browsed online men seeking men personal ads. I came across....

"Hot Dad Top for Younger, 18 or older. First timers welcome! - 48"

With the ad there was a picture of just the posters erect cock that drove me crazy. I never had a gay experience before, but this picture made me practically drool. Seeing this ad really made me fantasize for days. I reached new orgasm levels when I masturbated while I thought about the ad and picture.

About a week later I went back online. There was the same ad again, and I could do nothing other than stare at the picture and jerk off while I stared at it.

I am not sure what I even wanted to do with a guy. I think the idea of just seeing an older man naked in front of me, maybe he would tell me what to do, or maybe instinct would take over. I knew I wanted to see an older man in the flesh.

About another week later, I was back online and saw the same ad again. I said what the hell, I would just email him and see what he has to say. Maybe he won't even respond.

Re: Your Ad

"Hi, so I am off to college in a few weeks. I came across your ad and I was just wondering what you had in mind. I have never been with a guy before."

He responded...

{Face Picture Attached}

"Hi, I am glad you wrote to me. I am Bill, great with first timers. We don't even have to do anything other than just meet, and then it will be up to you. Send me your picture, we can just meet in public and talk. No pressure at all!"

He was very good looking for an older guy. I instantly became very aroused believing how experienced he is.

My Response...

{Face Picture Attached)

I guess there's no harm in just meeting. Tomorrow at noon, I am going to walk my dog at the local dog park. My dog is a black lab... I will wear shorts and a red shirt. If you show up, my name is Brandon."

The next morning, my heart was pounding as I checked my email. No response?? I was actually thoroughly relieved. As excited that I was to meet him, I was so scared I was glad he didn't respond. With this relief, I masturbated still fantasizing about what could have been imagining his pictures. Afterwards, I went to the dog park anyway, but I didn't wear a red t-shirt, I figured there would be no reason to.

I got to the park around 11:30, a usual routine for me on a summer day. The park was sort of quiet, a few people jogging a few older ladies walking by here and there. I played with my dog as I always do, throwing her a tennis ball and playing catch and release.

Then out of nowhere, I hear, "Hey, are you Brandon?" My dog ran up to him wagging her tail.

I was really shocked to turn around and see it was the guy from the online ad. He was tall, very mature, kind of muscular, salt and pepper hair and better looking than the picture he sent. He towered over me. I am 5.9, he was clearly over 6' tall.

My heart was pounding. I think my hands even trembled at first.

"I am Bill, I think we emailed each other?"

I was freaked out, but I mustard up the courage to say, "Uh... yeah, I am Brandon."

"Nice to meet you, so you seem really nervous."

"I am OK, I guess I wasn't expecting you to come since you didn't respond to my email."

"Sorry, I am married and I saw your email this morning. I didn't think I needed to respond to the email, you said you would be here, but your not wearing a red shirt."

I blushed a little, and said, "Yeah, I am just nervous."

Next thing you know, we were talking for at least 45 minutes, nothing about anything sexual at all. He told me all about his work, his married life and I told him all about school and he seemed like a real decent guy, kind of like a family friend of my parents or something. He even played with my dog for a little while. She even seemed to like him.

Anyway, after a long conversation, I told him I had to get going. He said no problem that he had to go to, some big meeting. So we both headed towards our cars and as we passed the public bathroom, he said hang on, I will be right back, I need to use the men's room. I said I had to go as well, but you go first.

He went in, and while he was in there I tied my dog up to the fence along the side. The bathroom is just a small brick building near the parking lot with a men's room and ladies room with a tiny water fountain in front of it. 3 minutes later he came out, and I went in.

While I just finished peeing, I heard the door open.

"Brandon, don't be nervous. I thought I would just show you my cock, you don't have to do anything, but I thought you might want to see it in person."

I Gulped!

I finished peeing, and said, "Uh, ok."

He locked the door behind him and he pulled down his pants. With in 5 seconds, he was as hard as a rock and said, "What do you think?"

I was petrified, but I was also turned on at the same time. I didn't know what to say or do.

"Why don't you just touch it really quick and see if this is something you really want to try."

The bathroom was really small with just a sink, a toilet and a hot air dispenser. Without a word, and my heart pounding I reached my hand to his erect cock. His cock was at least 8" and had the most perfect head. I touched it up and down a few times and pulled my hand away.

"Just put your lips on quickly and really experience it."

With a word, heart pounding even more, I leaned over and put the head of his cock in my mouth. I could only get about half way down that shaft since his cock was so big. As I did, I felt his hands on top of my head. Not to force me there, but as if to say don't stop.

After about another 10 seconds, I just naturally dropped to me knees with his hands still guiding my head the entire time. I was hard as a rock myself and thoroughly turned on. I started using my hand on his lower shaft and before you know it, my mouth and hand were in perfect harmony. Every few strokes, he seemed to try and fit a little more than I could handle in my mouth and I had a gag reflex, but he would back off as this happened.

After about 3 minutes, he pulled his cock out of my mouth and stared down at me, "Do you like my cock?"

I didn't even say a word, but he knew I loved it. He told me to stand up, that he wanted to see me naked. So I did and I dropped my pants. With one hand, he stroked my penis, and he used his other hand to gently guide me around. He started stroking me gently and then used his other hand and started rubbing my ass. He quickly worked a finger in my ass. It felt incredible!

"Do you want me stop?

I didn't say a word. I was dripping with so much pre cum and so completely turned on, that I wanted to explode. While he was still stroking me, he then spit in his hand and lubed up his cock. I suddenly felt his erect cock sliding between my ass cheeks. Then I felt the head of his cock enter my ass.

"Tell me if you want to stop, this is going to hurt a little, but it will also feel good!"

As scared as I was, and as painful is it began to feel, I didn't want him to stop. I didn't say a word. My silence was the answer.

Then he stopped touching my cock and put both hands on my waist. I put my hands on the edges of the sink. After slowly rocking his cock back and fourth in my ass for a minute or two, he finally managed to fit his whole cock in my ass. He began to go slow and steady. Without him or me touching myself, I exploded on the floor below me. It was an orgasm I never felt before. It felt like I came 100 times in a row.

About one minute later, his tempo became more aggressive and faster and then pulled me in real close.

He whispered, "I am Cumming!!"

After a few more pumps in my ass, he let out these sounds that I knew he had an amazing orgasm. He pulled out his cock and said, "That was incredible, the best fuck I ever had!"

I just turned around and said, "Oh my god!" I had this huge smile, I was blushing and my ass still hurt. I felt his warm cum in my ass.

We pulled our pants back up, and he rubbed my back gently and said again how great that was. I walked out of the bathroom first and I asked him to wait 2 minutes before he walked out.

I went right over to my dog. She was fine. We were in there less than 10 minutes and the park was extremely quiet anyway. He walked out and we both just smiled.

I had a million feeling going on in my head, and my ass at that moment.

He said he would email later as we walked to our cars.

To be continued.




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