98% Match

It was about ten years ago, I was living in a small Midwest town, by small, I mean 1500 people. I was only out to a couple close friends, it’s not that people would have really cared, but it was just easier to keep certain parts of my life private. Anyway, if I wanted to hook up or meet someone, I usually had to drive about 35 miles to a larger city. I had gone to a gay bar there a couple times but had very little success.

I ended up coming across an adult dating site, I took the plunge and set up a profile, being careful to be vague, just in case anyone I knew was on the site. I had been on the site a couple weeks, and talked to a few guys, but still hadn’t found anybody that I felt comfortable meeting. I had a lot of older guys try to chat me up, but I wasn’t interested in anybody the same age as my dad. The younger guys that talked to me were all looking for a daddy, it just wasn’t my thing, I preferred guys around my own age. No offense to anyone that likes older or younger guys, but I was looking for a guy within five years of my age, plus or minus.

I logged on one night after work and I had a notification that someone had flirted with me. I got a bit excited, I clicked on his profile, and he was a few months younger than I, he was single, (there were a lot of married guys looking to hook up with gay guys on this site), lived about a half hour from me and was just looking for a friend, nothing serious, just like me. The site gave us a 98% match. I read through the rest of his profile and found that we had some interests in common and both worked in the same field. I saw that he was not online that night, so I sent him a flirt back.

I hurried home the next night and logged on to see if he had responded in any way. He hadn’t, but I could see that he was online. I sent him a message and waited to see if he would answer. A few minutes later, he did. I answered back and we spent the next hour chatting, we hit it off right away. He told me that he was new to the area, he was here for his job, he was from New Orleans, but was going to be here for about a year. Instead of staying in a hotel, he had rented an apartment. We continued to chat a couple times a week, neither of us was pushing to meet up, it was taking all my self-control, but I stayed patient. We had gotten to the point that we were comfortable enough to exchange phone numbers and names, our chats online switched to texting. His name was Jason.

After about two months, I mentioned that I needed to come to the city to do some Christmas shopping, it was mid-December. I said if he wasn’t busy that maybe we could meet for a drink, I told him I was driving down either way. He told me that he was free, but he wanted to think about it. Again, I didn’t push, I headed to the city and started my shopping, I really did have things to pick up. I was about halfway through my shopping when he sent me a text.

“Were you still coming to town tonight?”

Me: “yes, I am at Walmart right now.”

Jason: “oh, I wasn’t sure we said for sure we were meeting.”

Me: “it’s ok, I needed to come here anyway, if you don’t want to meet, that’s fine.”

He didn’t text back right away. I continued with my shopping, thinking that he wasn’t ready to meet.”

Jason: “sorry, I just don’t like to be pressured.”

Me: “no problem, I needed to come down anyway, if you aren’t ready to meet, it’s ok. We can try again another time.”

I assumed that was going to be the end of things tonight and grabbed the last few items I needed and headed to the checkout. I got another text notification, and I pulled out my phone to open it. I nearly dropped my phone when I saw that he had sent a picture. I looked behind me to make sure no one was looking over my shoulder and opened the picture. Jason was completely naked and sitting on a rather large dildo, his hard cock sticking straight up in the air. I stared at the pic for a couple minutes trying to figure out what to do next, he was certainly sending me mixed messages. Before I could respond, my phone started to ring, it was Jason.

I answered, “Hello.”

He asked, “did you like the pic I sent you?”

I stammered, “yes I did, very nice.”

“Do you want to come over and replace the dildo?” He asked.

I said, “of course, I wasn’t sure you wanted to meet, I don’t want to pressure you.”

He said, “I know, but I am really horny right now.”

“Let me check out, I can be there in ten minutes.” I told him.

He gave me directions to his place, and I practically ran out the door to my truck. I drove to his place and parked in the parking lot of his apartment building. I sent him a text message that I was there and asked what apartment number. He told me and a minute later I was knocking on his door.

He answered and poked his head around the door and invited me in. I stepped in and turned around to see him standing there, completely naked and half hard. There was soft music playing in the background and he had some candles lit, scattered around the room. He stood about 6’2”, about 10 inches taller than I do. His chest and legs were covered with dark hair, similar to me, our builds were also the same. Other than the difference in our height, we could have possibly passed for brothers.

I was taking in the sight of naked body, I was barely able to squeak out a “Hi.”

He looked me up and down and smiled, “are you going to get undressed?”

Without another word, my clothes were laying in a pile next to the front door and Jason was leading me to the couch a few feet away. He sat down and immediately took my already hard cock into his mouth, wrapping his tongue around the sensitive head. He alternated between my dick and nuts, giving them both a good thorough licking. I put my hands on his head as he bobbed up and down on my member, pausing only to look up at me and smile. He had one hand on my ass as the other tugged my full balls. Before I was too far gone, I pulled out of his mouth and sat down and told him to feed me his cock. He stood and aimed his dick at my lips, I licked the dab of precum from the head and wrapped my lips around his swollen tool. I rubbed his fur covered ass with my hands as my mouth continued to work his cock and balls.

After a few minutes he moved back and said, “lay down, I want to suck you while you suck me.”

I pushed back against the back of the couch to give him room to lay down, we soon discovered that because of our size difference, we couldn’t find a comfortable position. He slipped off the edge of the couch and we chuckled.

He stood up, “maybe we should go to the bedroom.”

I followed him down the hall, never taking my eyes off that sweet hairy ass. We fell on the bed and got into the sixty-nine position that we found so difficult on the couch. We sucked each other’s dicks, and both started to finger each other’s asses, moaning and groaning. He pulled off my cock and said, “I need you to fuck me.”

I happily agreed, he crawled up on his hands and knees exposing his pink pucker. I had been with a just a few guys at this point and had only had oral and anal sex but watched enough porn to want to try something different. I said, “is it ok if I try something?”

He looked over his shoulder at me, “like what?”

I leaned in and ran my tongue across his hole. He jumped, “oh, yeah, you can try that all you want.”

I worked my tongue in, out and all around his sweet pucker, trying to push it in as far as I could, Jason giving me moans of approval the whole time. Once I had him good and wet, he handed me a bottle of lube, “give me that cock.”

I coated his hole and my dick and moved to grant his wish. He was still on his hands and knees as I tried to feed my dick into his ass. Once again, our size difference proved to be a challenge. I said, “maybe you should lay down so I can reach your ass. He chuckled as he leaned forward and spread his legs and pulled his cheeks apart. I got on top of him and soon my aching cock found his warm wet hole, it slipped in easily thanks to him practicing on the dildo earlier tonight. I started to pump in and out, Jason moved his ass up to meet my every thrust. We both were letting out grunts of pleasure as we tested the springs of his bed. Just before I was getting close to blowing my load, Jason stopped me and said, “I want to see your face while you fuck me, let me roll onto my back.”

I slowly pulled out and he was soon on his back and pulled his legs straight up in the air. I licked the large pool of precum that had formed on his dick head before I once again aimed my cock at his hole. My balls were soon slapping against his ass as my dick found its way to the depth of Jason’s tunnel. We were looking into each other’s eyes, he reached up and pulled me down for a long passionate kiss. He started to stroke his cock and few minutes later he was covering our stomachs with his hot cock lava. His spasms caused his ass muscles to contract on my dick and I erupted, giving his hole a load of my baby makers. I collapsed on top of him, both of us trying to catch our breath. Once my softening cock slipped from his hole I rolled to Jason’s side as we lay there staring at the ceiling.

Jason broke the silence, “that was intense.”

I chuckled, “I have to agree.” I thought to myself, the last time it felt that good was my first time. Jason handed me a towel and we both cleaned his cum from our stomachs as we remained lying next to each other.

For the next hour we lay there naked and talked about our jobs, our families and anything else we could think of. He was very easy to talk to, I felt this was more than just a hook up, there was a real connection.

I reluctantly said, “I guess I better get going, it’s getting late.”

We got off the bed and went back to the living room, I got dressed right by the front door, where stripped a couple of hours ago. Jason stood there watching, still naked. Once I was dressed, he gave me a kiss and I headed home.

A few weeks later he called me, and we set up another meeting, my cock was hard as a rock before I even hung up the phone. I took my shower and decided that there was no need to over dress, I pulled on a pair of jeans, no underwear, sneakers with no socks and a hoodie with no shirt. I drove straight to his apartment and knocked on his door.

Jason once again answered completely naked, this time I didn’t wait for him to ask, I was sheading my clothes before he had the door shut. We headed straight to the bedroom and had a repeat performance of the last time. After we were finished, we once again lay next to each other naked talking.

We ended up getting together about once a month, him always naked when he answered the door, me sheading my clothes as I walked in. We fucked like rabbits and talked after. I was really enjoying our time together.

It was getting toward the end of summer and Jason told me that he was finishing up his job and he would be heading back to New Orleans around Labor Day. I was disappointed, but we set up our last time together and it was just as good as our first time.

As we were saying goodbye for the last time I laughed, “you know, we have been fooling around for about nine months and I have never seen you wear any clothes, you are always naked when I get here.”

He chuckled, “I always take a shower before you come down, I just figured there is no reason to get dressed.”

I gave him a kiss, squeezed his cock one last time and left.

About six months later, I went to New Orleans for a convention for my job. On the flight there, I suddenly thought of Jason. I had gotten a new phone and no longer had his number. Once I was in my hotel room, I logged onto the dating site we met on, I hadn’t been on it for a while. I found his profile and sent him a message that I was in town. I was hoping he would be available, I was excited at the chance to see him again. I thought this would be my chance to be naked when I opened the door and would be the first time that I would see him in clothes.

Unfortunately, he was out of town for his job again and wouldn’t be home before I went back home. I haven’t seen or heard from him since, but if I ever get back to NOLA I will sure try to get in touch with him.

So, Jason, if by some strange chance you read this, I hope you have the same fond memories of me, that I have of you.