My first time – Baseball buddy

Submitted by Andy

I’ve really enjoyed reading other people’s experiences and thought it was time to share my own. I haven’t had a lot of experiences with guys. But, I still fantasize about my first bud and times with him. I’m in my mid-30s now and married. I told my wife this story one time as we were getting ready to do our own thing…just didn’t share how much I still think about it.

It was June 2001, I had recently turned 18 and was about to graduate high school. I also had my first serious girlfriend. Her best friend was dating Paul, the guy I was co-captain of the baseball team with. His nickname was 9.5. It was even stitched onto his varsity jacket. Thinking back now, I can’t believe everyone called him that. It was exactly why you think…he was by far the most hung guy on the team. He was also the only one of us uncut. I feel like we just chalked his size up to him being a year older than everyone else (he had gotten held back), but that was just an excuse not to feel bad.

Our baseball team was in the playoffs and we were having extra practices. When practices went bad, everyone ran laps. The captains (me and Paul) were often assigned extra if we hadn’t shown good leadership. This afternoon, the two of us were the only ones left out on the fields, running around the outside and chatting. Now, Paul and I weren’t close. Paul was the kind of guy who didn’t have many friends in school. He was well liked, but chose to spend his time with his older brother and his college friends, never going to high school parties.

Since he knew my new girlfriend pretty well, he was asking about her and how far we had gone. At that point it hadn’t been far. He shared how often he was having sex with his girlfriend, noting it had been a couple weeks. That led to us talking about how horny we were and how often we jacked. At this point in my life I was jerking almost daily and would often do it to porn. Mostly straight porn, but I had seen some pictures of dudes jacking each other. I didn’t tell him that. He told me he was horny all the time, often jerked a few times a day when he wasn’t getting any, and always did it to porn, which he had a ton of on his computer. He said he’d send me his favorite to enjoy that night. As he described some of it my heart started beating faster and my shorts started getting tighter. I had to change the subject.

As we got back to the locker room, everyone else was gone. It was a warm day and Paul invited me to come over for a swim at his pool instead of showering. He said he’d lend me a suit and I agreed. Turns out there was no one home, and I waited in the pool house while he ran to his room to grab me something to wear. He came back in his boxers with two bathing suits. As he reached out to hand me one I looked down to see him semi hard. it was hard enough to be pushing against the fabric and opening the flap to give me a partial view. No one had ever told me they jerked multiple times a day before, so I jokingly asked if he had just been taking care of himself in his room.

I can remember him getting serious and looking into my eyes. I also remember his exact words: “No, but I’d rather take care of it before jumping in the cold pool.” I laughed, thinking he was joking and he just stared at me while I turned around to get into the bathing suit. As I had my underwear off, quickly going to pull on the swimsuit he let out a big sigh. He asked why I was being shy since we had showered together lots of times and since he had just seen me looking at his. I was mortified. First, because he had seen me staring at his semi, and second because I was much smaller than him (6.5 cut). I quickly put on the bathing suit and turned around to find him totally naked and a little more hard than before. He walked toward me and told me he’d seen me looking at him in the gym showers too. I quickly stammered that wasn’t true. In reality, it wasn’t any more than most other guys on the team who were jealous of his size but I didn’t want to tell him that. He got within an arms distance and laughed, telling me it was normal and that he got it all the time because of his size. “It’s okay to look at it, go ahead.”

Still mortified, I told him to get his trunks on so we could swim or I was leaving. This is when he told me a story. The previous month he had been walking in the mall. He was semi hard, which was showing down his pant leg so rushed to the bathroom to jerk off. When he went in one of our teammates (Brian) was in there and immediately stared at his crotch. Brian said he was there to do the same thing and so they jerked in stalls next to each other. Now, I have no idea if this story was true, but as he described it my heart started racing again and I started to get hard. Paul was watching my pants and noted that he was finally getting a reaction out of me. At this point he was fully erect and he took a step closer and put his hand on my crotch. I didn’t know what to do or say, I was literally trembling and immediately got rock hard. All I could manage to say was something like: You’re so much bigger than me.

He laughed again, and it broke the tension a bit. He told me to take a look at him and see that while he was much bigger than me flaccid, he didn’t grow a ton when hard. He offered to compare, betting that I grew a lot more when I got hard. My heart was going to beat out of my chest at this point, and though trembling, I pulled down the swimsuit to reveal my hard on. He didn’t touch me, but stood next to me so we could compare. He was mostly right. When hard, we weren’t too different lengthwise, but he was double my thickness. Being uncut, the tip of his head had emerged, and he had all this extra skin. I somehow managed to ask him if I could touch it. He said of course.

I can still remember what it was like in my hand. When I stroke myself my fingers and thumb meet. With him, it was something different in my hand…I would need a second hand to fully grasp it. I pulled down on his shaft to reveal his head and he moaned a little. I let go and he asked to touch mine. I was so self conscious given what I had just touched, but said okay. He immediately led me by my cock over to the couch and had me sit down and started very slowly jerking me. I reached down and made him stop. He looked puzzled, probably thinking I didn’t want to. In fact, I was so turned on I was worried I would cum right away. I had never been that aroused in my life. He sat next to me and started jerking himself. At that point, I finally got more bold. I don’t know if it was because I was so turned on or because at this point I was no longer worried he’d tell other people. As he started jerking faster I mentioned it felt so much better when someone else did it for you.

He agreed and told me that he hadn’t been honest with me. Him and Brian did this occasionally because it was more regular than a girlfriend, we would do it ourselves anyway, there was no pressure from a girl for other stuff, and it wasn’t gay but just felt so much better. I reached over with both my hands and started slowly jerking him. He did the same to me, focusing on my head while I worked his shaft. I was surprised when 30 seconds in, I hit that point of no return. It was so shocking to happen that quickly. I stopped touching him and leaned back to cum a huge load. I had never cum that quick or that much. I immediately apologized and he said the same thing happened to him the first time he was with Brian. We got up and went to the sink. He washed his hand and leg (where some had splashed) while I cleaned myself.

My mood changed right after I came. I started second guessing myself, and couldn’t believe what I had just done. He must have been able to tell because he said he didn’t want it to get weird if I didn’t want to finish him so it was okay. That made me feel even worse but I couldn’t not return the favor. He went and laid on the couch while I kneeled and started working him with both hands. The longer it took the more doubts went through my mind. At least I was distracted by how big he was and wanting to savor it – remember what it felt like and also wish mine was that big. After what seemed like an eternity – probably less than five minutes – he arched his back and the cum spouted up his chest and onto his neck. He put his hand over mine and told me to keep going. I obliged and worked him for another couple of minutes until he was starting to get soft. Like before, we washed off.

As I got dressed, he asked me to stay for dinner. He said it is always weird afterward at first but if I hung around it would feel better soon and that was a better way to part. I couldn’t do it, so I grabbed my stuff and left, telling him I’d talk to him later.

Later that night, before bed, I was on instant messenger and Paul’s name came up. We chatted about what happened and I knew I wanted to do it again as I got hard thinking back to it. He wanted to do it again too and we agreed he’d come over on Saturday morning before our baseball game when my mom wasn’t going to be around. He sent me the porn he had been talking about and told me to jerk for a second time in one day for once. It was hot, but as I jerked myself to it I was thinking more about my experience with him. I came for the second time remembering him arching his back and feeling his throbbing cock in my hand.

If you liked hearing about my first experience, I’d be happy to share what happened the next two times we met up or the time I did something with Brian on summer break from college.

Reader Andy has kindly submitted a second post. Click here to read that.

If you enjoyed this post, you’re going to love Bateman’s Gully! Click here for more

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