My First Time.

I was 17 and it was during the summer. I went out fishing with a guy that lived a few doors down from my moms house. He was 50 at the time. He had a nice boat for fishing.

One morning we hit the water early, like 6 am. I had always wore a pair of swim trunks when out fishing and a thin shirt to keep cool. By noon it was hot, like 96 degrees so I had taken my shirt off to get some sun. Definitely was a sweaty day. I was sitting in just my shorts and my underwear was poking out about my shorts. He asks if my shorts have the mesh liner in them and I said yes. He said then why do you wear underwear with them? I honestly had no answer to that, I wasn’t swimming so I wore underwear.

He said why don’t you take your underwear off so that you can keep cool. So I nervously took off my shorts as he was getting some stuff out of the cooler. I heard him say well at least you wear briefs and don’t wear boxer briefs with shorts. Anything but briefs is pointless with shorts. I took my briefs off and put my shorts back on as quick as I could. He said give me your underwear I’ll put them in my bag for now. He then told me not to be embarrassed, he too wears white fruit of the loom briefs.

About 30 minutes later he asked if I was cooler down there. I said yes very much. Now I had liked him since I first met him years ago and wanted to see him naked. He asked if I had a girlfriend and I said no. I took a change and told him that I’m a virgin and bisexual. Was nervous to say that! He looked at me and said he’s bi too.

Before I knew it our poles were reeled in and he had his hand in my shorts. I was erect! He took his shorts off and his thick hairy dick was very hard! Couldn’t believe how thick he was! He had me lay on the bench seat as he licked and fingered my ass. His fingers were even a tight fit!

He then said your definitely a virgin. He got up and went to his bag. He pulled out a small, thing of Vaseline saying he wish he had actually lube but this will work. Right then I knew I was going to get fucked. He put some on his finger and started to grease up my hole. He even said let me get this greased up good

Then was time for his dick. It hurt. Bad at first but after some easing into it he got it in. And the pain slowly went away. His big saggy balls were now touching my butt. He started fucking me. He was pounding me pretty good and I was morning because it was all new to me. He got me in doggy style and started to fuck me real hard. I ended up cumming all over the bench seat. It was a big messy load and moments later he kept out a yell and started to slam his dick into me. He was cumming deep in my ass. Until he finally slammed into me hard and stopped. He grabbed my cheeks with both his hands and squeezed them.

He slowly pulled out and sat on the bench seat. Not knowing I came he sat in the cum. He asked when did you cum? He didn’t care and sat in it saying it felt great.

A few hours later we were heading home. He told me my ass would be sore in the morning so don’t freak out. I really didn’t know what to say so I sat there and didn’t say a word. When we got back to my house he said he had fun and he liked taking my virginity. I told him I had fun too. He then said oh let me get you your underwear. He got in his bag and got them out. He said you best put them on before going in the house. He told me it I might leak a bit. I put my briefs on in his truck.

We continued to have sex after that. Next time was at his house a week later. And I’m still having sex with him, last time was last night