Gay Erotic Stories

Having only ever had sex with one guy before, I decided I'd like to try it again, but I had a very specific fantasy in mind. I figured that I wouldn't be able to find anyone up for it, so posted an ad on an Internet forum. I got a few replies, but only one followed through with it and this is how it happened. Almost exactly as I had asked....

I'm a 32 year old bi guy and the guy who contacted me was 60. I didn't want to know any more as this is how I wanted it. We arranged to meet in wooded area which is pretty covered with trees but there are dog walkers and runners etc. It was winter, so met in the late afternoon when it was getting dark.

We exchanged hello's and then he told me to get into the overgrown trees. Although my idea, I was a little reluctant as there was a man and woman walking a dog in the distance coming towards us and would see us. I went anyway.

As soon as we were out of sight, he told me to drop my trousers. I did so, to reveal a pair of white lace female thong. He said something a long the lines of "if you're going to dress like a woman, he can act like one" and pulled his trousers down to his ankles too. He pushed me head down and told me to get onto me knees.

I did so and he pushed his cock into my mouth. He was pretty average in length but had quite a girth. I've sucked off a lot of guys before but this was different as he pushed it deep into my mouth and started fucking my mouth. It felt so good to be treated like that and he held onto the back of my head. Every few thrusts, his cock would come out my mouth and he'd force it back in. After a few moments, I could see the couple walking past where we came into the woods. The dog stopped just at the entrance and I could clearly see the man and woman. He noticed that I had seen them and whispered to keep sucking, which I did. I don't think they even noticed as they just walked on.

After about only 5 minutes, he said he'd had enough and pulled out of my mouth and handed me a tube of lube.

He said, "You better get yourself ready for me as you've only got two minutes. Now lie down". I lay on my back and pulled my underwear down to my knees. I placed some lube on my hole. He said, "Your time is running out and I'm coming in regardless of whether you're ready. It's up to you how much you loosen yourself."

I worked out from that what he meant and stuck my middle finger in my ass. It felt so degrading doing this in front of this guy who I'd just met. He then said, "Only 30 seconds, get another finger in there." I stuck another finger in and started fingering myself a bit and stretching my fingers around.

Just then, he pulled out a condom and stuck it on. He held onto my ankles and pushed them right back. He them put his cock right onto my hole and pushed right in me with one push.

I've only had one guy in me before, but used toys before, so thought I would be fine. The mixture of pleasure and pain of this was unbelievable. He then started fucking me in and out and like when he was doing my mouth, he kept falling out, but he would just ram it back in.

This went on for about 5 minutes before he came into the condom. He then just pulled out of me, pulled the condom and put the condom in my ass. He zipped up and walked away.

I just lay there feeling exposed. I then pulled my underwear and trousers up and walked out the woods. He was nowhere to be seen, but there was still plenty people around. I felt great having my underwear feeling so wet and these people not knowing why.

It all turned out exactly how my Internet ad had asked.