[MM] – How I got my first boyfriend at 35.

I met Matt in 5th grade. I was new to school and he sat next to me in class. From then on, we were inseparable. During Jr High, we almost always spent the weekends together crashing at each other’s houses. In high school we were always partying together. In college, we were room mates. People used to call us JD and Turk because we were so close.

When we graduated college, life happened. I had to move a few towns over for a job. We got girlfriends and moved in with them. We stopped partying. We started talking less. I knew it was normal. This is what happens to adults, but I hated it. I found that most nights, I would have rather have hung out with him than my own girlfriend. Of course, I knew I had to keep that to myself. You don’t build good relationships like that. Plus, my feelings for Matt where always more intense than normal friend feelings and I had learned over the years how to suppress that.

But then, something happened. I had to go into the city for a few days. I would be spending my 9 – 5 in presentations, but I knew I would have the evenings free. Matt decided that would be a great excuse to get a group of dudes together and have one last big party. He called up 2 other friends and just a few weeks later we were all in the city going from bar to bar and doing our best to pretend like we were adults.

The first few nights where normal enough. We got wings, we smoked cigars. We went to a bar or two and I was back in the hotel by midnight so I could work. Things got a little more wild on the last night. Around 1am, we got restless at the bar we were at. We decided that the one across the street looked like more fun. So, we crossed the street, we showed our IDs to the doorman and we made our way inside.

It took about 30 seconds for us to realize we had wandered into a gay bar.
“Hey, lets play a game. Who can get the most drinks bought for them.” Matt said. I was just drunk enough to think that sounded like a good time. The rest of the guys agreed. I scanned the room. The room was full of different types of men. I picked out the ones I thought were the most attractive and I started making eye contact with them. I made sure to fake a coy smile.

The other guys had different plans. They spread out around the bar and disappeared into the crowd. Eventually, a man name Ryley made his way over to me. He bought me a drink and we talked. He placed his hand on my legs. Since the music was so loud, he had to place his face near mine to talk. I wasn’t surprised by how much I liked this. I had known my entire life I liked male attention, but I was surprised by how comfortable I was with it even though I knew my friends might be watching. After all, we were all drunk. We were in a gay bar and we just playing a game.
Eventually Ryley gave me his number and head out the door. I finished my drink and head for the restroom.

I was taking the longest piss of my life when I looked over and saw a glory hole on the wall. I stared at it while I pissed. All the alcohol and flirting had made me horny and I was just barely brave enough to be really stupid, so I slowly placed my cock through it.

Almost instantly I felt a wet tongue slide across the head of my cock. Then, it slide along the bottom. My cock grew harder and harder and once it was fully erect, I felt lips wrap around it. I closed my eyes and tried to suppress my moans. Without a doubt, this was the best blowjob I had ever received. After just a few minutes, I came in his throat without warning. Post nut clarity set it. I quickly zipped my pants up and left the restroom. I found my place back at the bar and sat. I watched the restroom door to see who would exit. I didn’t have to wait long before I see Matt leave the restroom and walk into the crowd on the dance floor.
______________________________________

Months go by. I cant stop thinking about that night. Every time I talked to Matt on the phone, I felt a little guilty that he had sucked my cock and had no idea it was me. But, I manage to keep it to myself. I tried to forget about it, but i couldn’t. I had decided that I would just live with the guilt and never let him know. There were too many layers to this. Everyone I knew of thought he was completely straight. Everyone I knew thought I was completely straight. Plus, what would it do to our friendship?

Then, one night I’m watching a movie at home when he calls me. He broke up with his girlfriend. He needed a place to go. He needed a friend and a place to stay. I offer him my second bedroom so he makes the 2 hour drive to my place. He staid a week. Then two. Eventually, he found a job in town and moved all of his stuff into my place. For a while, everything was perfectly normal. We were just best friends and room mates doing dumb room mate things. One weekend we decided that it would be a good idea to paint his bedroom at ten in the evening. The fumes took forever to leave his room. I told him it wasn’t a big deal, he could just crash in my bed. It was big enough for the two of us. I didn’t want to push it, but I was secretly really excited to have him sleeping next to me.

So, that night I stripped into my boxers like always. I got into bed and I tried my best to sleep. He came to bed an hour after me. He strips into his boxers and gets under the thin sheets. He thinks I’m asleep but I can feel him slowly inching towards me. The anticipation made me hard. Really hard. So, in an attempt to test the waters I pretend to roll over in my sleep onto my back. I figured there was just enough light coming in through the window for him to see. I was literally laid out for him to view if he wanted. I was nervous. I laid still for what felt like an eternity and then finally, he spoke.

“Hey. Uh. I have to tell you something.” he said.
“…what?” I said pretending to be groggy.
“Back when we took that trip. It was me. I … sucked your cock at the bar…. I knew it was you because of your shoes.”
“oh my god. I knew it was you too. I saw you leave the bathroom right after me.”

For a moment just started at each other. Partially stunned, partially relieved. I could tell we were trying to gauge the other ones reaction, but it was especially hard in the dark. But nobody said anything. Instead, he leaned forward and pressed his lips against mine. All the tension left my body. I kissed him back. We made out for a long time, like awkward teenagers, wanting to take it further but scared to take it further.

After a while, I couldn’t take it anymore. I pushed him onto his stomach and crawled on top of him. I kiss his neck and followed his spine slowly all the way down his body until I found my tongue between his cheeks. I tasted him for the first time. I was hearing his moans for the first time. I wanted to take my time, to make this last all night, but when I heard him moan “more, give me more.” I knew what he wanted. I grab one of his cheeks and pulled it aside. I rubbed the head of my cock against his tight little hole. I wish I could say that I shoved it in him, but I didn’t. I didn’t want to hurt him. So I quickly pulled some lube from the bedside table. I remounted him and slowly pushed my way inside of him. I fucked him slow and deep. It was so dark I could hardly see anything so all I focused on was the feeling. When I finally came inside him, I leaned forward and pressed my body against his. I didn’t want to pull out of him. But, he turned his head and kissed me on the cheek and whispered….”I need you to swallow my load.”

He flipped over and I took his cock into my mouth. It was already dripping with precum and I loved how it tasted. He placed his hand on the back of my head and spread his legs. I pushed my fingers into his taint while his hips guided the pace as he pressed his cock to the back of my throat. It only took a few minutes before he finally filled my mouth with his load. I swallowed it and licked him clean. I laid down next to him and we fell asleep, sweaty and naked.

He hasn’t slept in his bedroom since then. None of our friends know anything. None of our family knows anything and thats okay with us. I’m sure they will catch on eventually but for now, we are having fun with our secrets.

Source: reddit.com/r/gonewildstories/comments/dd2b6k/mm_how_i_got_my_first_boyfriend_at_35