It has been interesting to see how the internet has provided not only a lot more access to porn but also allowed for people to communicate. I had only been on a gay chat app for a few hours when I ran across a profile that had a lot of the qualities I liked. Being bisexual and married, it was hard to make contact with other guys out of fear of being outed. As I clicked on the faceless profile of “ShyGuy,” I was intrigued by his info. He was five years older than me – check; he stated he was a top – check; he stated he was laid-back, but knew what he liked and had no issues pursuing – check; he was hairy – check; he claimed to be tall and average build – check; and he claimed to have a 7-inch cut cock – big check!; and lastly, he stated that he could host at his place – a really big check. I was bummed that his profile had no picture attached because I generally didn’t send any chat request to faceless profiles, but I took a chance and sent a typical “Hello, how are you” chat message to him.
I was surprised to get a response from him within a few seconds. We did the typical back and forth chit-chat. He explained that he was just out of a long-term relationship and was really open to meeting guys for “no strings attached” encounters. When I asked what things he likes to do, he stated that one of the reasons his relationship failed was because his partner was too vanilla. He stated he was pretty much a total top and that he liked to get physical, sweaty, and exhausted when he had sex.
I explained to him that my experience with men had been very limited, some hookups in my early 20s before I got married, and a few brief encounters at adult video arcades since. He said his preference was bisexual men because he liked to see them get their desires fulfilled. The chat went well, and eventually, I asked if he had any pics to share, which he said he did, but they weren’t uploaded on the site. I reluctantly shared the private pics I had on my profile, thinking this was going to be the typical “show, blow, and go” ending that was so common when chatting on these apps. His reaction to my photos was complimentary, which helped to further our chatting. He said he wasn’t looking for romance, drama, or dating, just some safe, sane fun, but really enjoyed being physically. He said he was up to meeting in person, if I was interested. It was getting late, and as we ended our chat, he offered to send a picture of himself to my secret email. He said that we could chat again the following day, if I still was interested after getting his photo.
I logged off, not really expecting to receive anything to my email, but about five minutes later, I received 3 emails from him. The first email had a picture of his face. He was handsome with a bald head, a white trimmed beard and mustache, blue eyes, and a really nice smile. The second email had a picture that was a bit more revealing of his bare chest, which was hairy, that led down to a nice looking belly, that led down to just the start of his pubic hair. As I opened the third email, my pulse was racing as I expected it to be a picture of his cock. Unfortunately, it was just another pic of him taking a selfie in the mirror. He was good looking and our chat had gone really well, so I replied to the third email that I was interested in continuing our chat, if he was. I didn’t expect much, and I logged off and went to bed.
The next morning, I awoke to find he had emailed me back. He said that he worked early mornings and was done by noon every day. He looked forward to chatting again, but even more, he looked forward to meeting me. I remember that strange feeling of excitement, but nervousness as I responded that I looked forward to it. Later that day I went online and he was active, so I said hello again. He was quick to respond, and again, it was a good chat, asking questions, talking dirty, discussing fantasies. We continued to chat over the next few days. He was very laid back, but eventually he said that he was really interested in meeting in person, would I want to come by his place to meet, no obligation, no offense if there wasn’t a connection. While still very nervous, I said okay.
We agreed to meet the next day at lunch time. I do remember I selected my “sexiest” pair of underwear and a new white tee shirt when getting dressed that morning. I mapped out where he lived, where I would park, how long it would take to get there. Then, in my head, I ran through different scenarios of how to handle myself if he wasn’t who he claimed to be or wasn’t the same person as he presented in his pictures. To say I was nervous would be an understatement, but the desire for physical interaction with him was stronger, so I decided to take the chance and go through with it.
I could barely concentrate at work all day. I left work a little early and drove the 20 minutes or so to his house. I drove around the block several times before parking down the street. My heart was racing as I got out and started walking down the sidewalk to his house. He lived in a nice area and his place was well maintained. As I came to his house, I could hear and feel my heart pounding in my chest. It was now or never. I turned and walked up the driveway. I walked to his front door. I rang his doorbell. Okay, still time to bail, and my nerves almost got the better of me, but before I could bolt, he opened the door.
He looked like his pictures. He was tall, he was handsome, he was the age he said he was. He was dressed in a faded green tee-shirt and tan shorts, with white ankle length socks. He opened his screen door and invited me in. He said he was sitting in his sunroom, to come in, and we could chat some more. I followed, taking in everything about my physical surroundings. His home was neat, well decorated, so my guard started to come down a bit.
We sat in his sunroom, talking about a lot of different things, but nothing about why we were both there. Somehow, the conversation turned to cockrings. I mentioned I had not seen one in person. He got up and left the room, returning with this big silver cockring. He handed it to me. I was surprised by how heavy it was, the size of it. I asked how it was worn, and he laughed and asked me if I wanted to try it. Okay, so clearly he had an interest in getting me to drop my pants to put on this cockring. Maybe things would start to happen. I said that I would like to see how it felt to wear it.
He told me to stand up and to drop my pants, which I did. I was slightly embarrassed that I was clearly aroused by the semi-stiffness of my cock, and a very visible wet spot that had soaked through my underwear. He saw it and said he was glad to see that my cock was glad to see him. He then said to pull down my underwear, which I did. He moved over and took the cockring and placed it on me. I felt the weight of it, I liked the feeling of it and as a result, my cock responded by getting more erect. He took it as a good sign and very nonchalantly reached over and to my cock in his hand and stroked it, pulling more pre-cum to my pisshole. He seemed really pleased by my cock dripping, he ran his finger in my wetness, and smeared it across my cockhead, coating it, making his physical touch all the more pleasurable.
He then said that the cockring I had on was a spare, that he already was wearing his. I said that I would like to see it. He stood up, dropped his shorts and stepped out of them. He had on a pair of black CK briefs. I could already tell he was excited by the tent his cock created in his underwear. He then pulled off his underwear completely, dropping them to the floor, he then pulled off his tee-shirt. When he was done, he stood there in nothing but his socks and this beautiful silver cockring that surrounded his large, thick cock. He wasn’t exaggerating his size. He was definitely the largest cock I had seen in person. I think he saw my positive reaction in my eyes. He too was dripping a bit of pre-cum, his pisshole noticeably wet with excitement. I mentioned how awesome he looked and he thanked me, but said he would like to see me naked too. I obliged by removing my clothing. He took each item I removed and folded them neatly in a pile on the chair. When I was completely naked, he moved close to me, and pulled me to him.
I could smell his freshly washed body, as he hugged me, and ran his hands up and down my back. He was talker than me, my head resting on his shoulder. He began to kiss my neck, then my cheek, then my lips. I could feel his cock growing against my leg as he kissed me, starting to taste my mouth with his tongue, all the while feeling my body with his hands. He pulled on my cock a few times, our lips still locked together. Yes, I was still excited, even as my mind was racing. He took my hand and moved it to his cock and said not to be afraid to touch him. He then said that we would only go as far as I wanted, that while he loved to get wild and physical, he wanted me to be comfortable.
Standing there, naked in his embrace, I felt my anxiety melt away. I was being kissed by this super masculine man, my hand holding his cock, his tongue now exploring my mouth. I raised my other hand to feel his hairy chest, his hard nipples, his underarm. He liked that I touched his pits, and told me he didn’t put on deodorant after showering so they were clean. He raised his arm up to expose his trimmed pits. Not really knowing what to do, he moved my face to his pit, where I began to lick and kiss them. He really liked me there, moving me to the other side. His moans as I bathed his pits was quite the turn on. He then pulled me back to his mouth, and we stood there kissing roughly until he cupped my ass cheeks with his hands lifting me to my tippy toes and and asked if I wanted to go to his bedroom. I was so horned up by this point, I said I did, if he wanted to take me there. He took my hand, and led the way.