I’ve mentioned Dave now in a few other stories (my almost MFM, my semi-public story, and the FF show - all are in my profile). The FF show contains some backstory, if you’re curious. If you’re just here to read about two long time friends hooking up, then you’re in the right place.

At one point near when this story starts our conversation had turned to sex, a topic we hadn’t touched on much over the years, even considering some shared history. He wanted to know some details about my sex life with Jane. I also knew that he had been hanging out with Sasha after I moved away and I wanted to know if anything happened there (it didn’t). The main takeaway is that we opened up more than we had in the past on that topic.

We discussed Jill a little and her show with Sally. Dave didn’t have Jill’s photoshoot anymore, but had the video Jill and Sally had made for the group a few weeks after the encounter I watched. Since he had already had the photos at one point and was involved in taking them I sent him a copy. In return he sent me the video, since it had been free to distribute among friends as long as it stayed private.

Except things didn’t quite turn out as planned. The link Dave shared had a lot of porn in there along with the video. This collection included some downloaded bi and gay content as well as his own personal photos and videos (which I had already seen when I found his xhamster account). I commented on his cock and finally told him that I’m bi as well. I said that it was only fair that I would show him my folder since I saw his. If he wanted that. He agreed out of curiosity and I sent him a folder with my best solo pics.

This was where our conversation took a bit of a turn. We could tell from the pictures that there was an obvious size difference between the two of us. He immediately went on praising the way my cock looks and, especially, the size. I downplayed this a little bit and said I didn’t think we were THAT different. Eventually we decided to take one more pic specifically for each other, comparing against an empty toilet paper roll. Something we both had handy. Once the pics were swapped he went even harder on the size praise now that the obvious difference had been confirmed. From that point on he’s only ever referred to it as “the monster” even though I don’t think I’m that much above average. Still, it was quite flattering.

This conversation continued for a a few weeks before we even discussed meeting up specifically for some fun. That part of it started when I offered to show him the videos I made with Meagan (detailed in a story I posted a while back now). Dave and I had gone to the same high school, along with both Jane and Meagan from past stories. Meagan had given permission for me to keep the videos we made and show them to whoever I wanted as long I wasn’t giving away copies. I really wanted to watch them with someone we were in high school with since that’s where my crush on her began.

Things were set up and we made our rules clear. No but stuff. No kissing. He reserved the right to back out. The last point’s usually a given with me. A yes can become a no at any point and I’m fine with it.

The night came and I picked him up for our weekly games night as usual. We didn’t discuss what was on our minds at all that night. Not on the drive there or the drive home. Until I approached the point where I had to turn off to his place and drop him off or keep going home.

“Am I dropping you off or…?” I asked, not wanting to be the first to say our intentions aloud.

“No, we can keep going,” he answered, probably following the same logic.

We passed the cut off and kept driving to my place, still not talking about the elephant in the room. When we got to my place we lingered outside for a nerve calming smoke before going inside. We sat on the love seat which forced us to sit close. My apartment didn’t have a couch since it was rather small. This worked out well otherwise we may have ended up sitting too far apart.

Still without saying a word I pull up the first video of Meagan I wanted to show him. This (if I ever finish the series) will end up being part 3 or 4 of my Weekend with Meagan. We’d been out to a sex toy shop and bought her a rabbit vibrator. The video starts with Meagan on her back playing with her pussy and groping my hard cock off camera. I eventually pan over to show her stroking me before going back to the show she’s putting on. The video is about 10-15 minutes of Meagan masturbating. Throughout the video we remained clothed except with me taking some initiative to rub my already hard cock through my pants. I saw him doing the same after I had already started. It was a small step in the right direction.

When this video ended I started the next one. Which is already written about in Part 1 of my Weekend with Meagan series and is just her giving me one of the best blowjobs I’ve ever had. With my size and her petite frame I look even more massive in this video.

We’re only partway through when I break the silence. “I think I need to get it out now, if that’s ok?”

“Go ahead,” Dave replies.

With that I undo my pants, shimmying them down just enough to be comfortable before tucking the waistband of my boxers beneath my balls for now. I kept my eyes on the video as I started to very slowly jerk myself off. I’ve learned that when I’m horny I create a TON of precum and not only was the head of my cock glistening in the light but there were subtle wet sounds accompanying my movements. Even as I watched the video on the TV I could see Dave in my peripherals and his attention was solely on me now and he was massaging himself through his pants much more obviously.

Dave had mentioned some anxiety issues that could cause him to change his mind about what we’re doing. Because of this I was extra careful not to push anything or put on any pressure for anything to happen. I was more than happy jerking off for a while as he watched, still undecided if I was prepared to cum if I was just doing the solo act. These thoughts are trickling through my mind when I notice him undoing his pants too. There’s a slight internal sigh of relief when I see a bit of flesh as he pulls his own hard cock out.

In person the size difference was extremely noticeable. Dave was only the fifth cock I’ve ever seen in person (plus one more after). He was probably thicker than all except the second one, though he was right in the middle when it came to length. From my limited research he’s pretty average in length and slightly above in girth. Even with those stats in mind it was very clear that my sized overshadowed his.

He started stroking his own cock. Pale and uncut. My attention was immediately on him, keeping watch out of the corner of my eye at first and slowly turning to watch him instead of the video. I have an obsession with uncircumcised cocks, as someone who is cut myself. I paid close attention to how his foreskin moved while he stroked his shaft. It was an amazing sight and I was more eager than ever to play with it myself. But I still wasn’t going to push anything.

“May I?” His words took me by surprise. I was in my own little world and didn’t notice that his other hand was mere inches from my own. While he was still masturbating beside me he was reaching for my cock and asking permission.

I nodded in response and held the base with two fingers, keeping it perpendicular to my body. I felt his hand wrap around me and I relaxed a little. If he was comfortable enough to take the initiative here then I was sure we were in for a great night. He took a moment to adjust his grip and figure out how to work my cock. I could tell he was used to using much shorter hand movements and needed to loosen his grip to accommodate my girth. He quickly figured it out and kept his eyes on the work he was doing.

I reached over to him without asking. When he saw my hand moving he released his cock and I took over. I absolutely love the way another man’s rock hard dick feels in my hand, it’s a sensation like no other. I’m sure he felt me swell in his hand just a little harder the moment I gripped him. The video was still running in the background but we were both far too busy watching what we were doing to each other.

It wasn’t long before the video stopped, which we quickly noticed because of the silence. We let go of each other while I pulled up some long compilation video from the Hub that could run in the background for quite a while. As I was pulling that up Dave stood up and dropped his pants completely and I followed his lead when I was done.

When we sat back down we were a little closer and turned towards each other a bit more. We quickly took ahold of each other once again and resumed our stroking. It wasn’t long before Dave shifted closer and positioned his face above the tip of my cock. He pulled his hand down to the base and lowered his lips towards me. He went just slow enough that I had plenty of time to object, but I think by this point he knew I wouldn’t. I couldn’t help but moan as he took me in his mouth, making a valiant effort to take as much as possible. It wasn’t quite as much as either of us had hoped, but enough that it felt great having him blow me.

He didn’t keep it up for long and I think we both had the same idea in mind. We don’t want this to be over too quickly. He sat back up, my cock still glistening from his saliva and his looking a little starved for attention. I got up from the couch and knelt down in front of him, ran my hand up his thighs, gripped the base of his cock, took him in my mouth, and started bobbing my head. It was his turn to let out a moan of pleasure. I let my tongue explore under his foreskin, massaging the head as that fleshy sheath pressed my tongue to it. I’ve been told I’m a natural at giving head which probably comes from how much I love doing it.

When I was done, for now, we finished undressed and started moving positions to try a few things. The first is my favourite and something I knew he’d never done before. Frotting. I pressed my cock against his, the difference in our sizes were now as clear as could be. I wrapped my hand around both of us and started jerking us off. My grip keeping our cocks pressed together. Two sources of precum pooling together on our tips and adding lubricant to my work.

We then moved on to a 69 with me on top. I love this position with guys, where I’m on top, better than with women, where I’m on the bottom. I think it’s easier to match movements and get a good rhythm going when we’re both doing the same thing to each other. It’s not something that can make me cum, but I love doing it for a bit when I’m with another guy.

By this point we’d be fondling, sucking, and stroking for well over an hour, closer to two. I needed to cum. Now Dave had told me that he has a lot of trouble cumming with anyone. He needs a lot of stimulation, the right rhythm, and some specific conditions. He made it clear he probably wouldn’t cum when we played and he was right. I was the only one that got to.

I got comfortable and started stroking myself, determined to get that orgasm that’s been lingering for a while now. He was busy playing with my balls and watching me masturbate. I was just getting into it when he put me back in his mouth. He sucked on the tip, swirling his tongue around it, and gave my balls a gentle squeeze. That was enough for me. I moaned loudly as my body tensed up. I held back as long as I could, just to prolong the pleasure. My hand kept flying up and down along my shaft.

Thats when I got my release. I began to erupt into Dave’s mouth. Each rope of cum that flew down his throat was accompanied by a sharp moan that echoed through the small apartment. It felt like I was cumming forever as he greedily swallowed over and over again. Sucking down every drop of my seed. My hand squeezing out every last drop for my cum hungry friend. He managed to take it all, licking the tip clean as he pulled his mouth from me with a slight slurp. I slumped back, spent cock softening in my hand and my naked friend sitting beside me.

It wasn’t long before we called it a night. It was late and was going to be an hour’s drive to take him home and come back. We made small talk on the drive but didn’t discuss the events fresh in our minds. We never hooked up again, but we’re still good friends and maybe, someday, we’ll get a round two. There have been a few mentions over the years of my size, a mention of “the monster”, and at least one reference to swallowing my cum over the decade since.

This is the one and only time (so far) that I’ve hooked up with a guy that I knew in advance. Everyone else was a one time event with a random hook up who I never saw before or after. The whole experience was so much better with someone I already knew and would gladly jump on the chance for a repeat of that night.