KDaddy23
First Time In Me
by , May 28, 2025 at 12:37 AM (22177 Views)
I was sitting here and thinking about the first guy who actually penetrated me. He was one of my close friends and one of the guys who, along with a few others, I spent time sucking their dicks and them sucking mine. It wasn't like we didn't try to fuck each other but the best we could do was to get our hard dig-dongs between the cheeks and wail away and getting that "good feeling" that sometimes left us feeling very good but weak but it didn't last long and we'd "fuck" each other like that until we literally got tired.
The friend - let's call him "Earl" - and I were sitting and doing a whole lot of nothing and we'd done that "what do you want to do" thing that really meant that if we couldn't agree on something, that meant we were going to sneak off and have sex. The nice thing about doing it with Earl was that he could shoot the stuff and like I could and we began our session by sucking each other off in the new 69 thing that was making the rounds and all of us guys and gals were learning how to do.
Earl shot his stuff into my mouth twice, both times giving me his sweet/salty stuff to taste and swallow and now he was ready to do it to me. I assumed the position but as I was lying down, I saw Earl spitting in his hand and rubbing it on his dick which I thought was odd but didn't really pay any attention to because I couldn't wait to feel his weight on me and as he humped me between my butt cheeks.
Image my surprise when he climbed on top of me, put some spit on my butt hole, then pushed his dick right into me! His dick went into me so fast that it didn't hurt but it made me throw up a little and it took me a moment to recover from trying not to barf but Earl was busy fucking his dick into me and it felt good but kinda didn't feel good and I was too busy trying to make sense of what I was feeling and to the point where I missed it when Earl shot his stuff in me; I'd totally missed his groaning and didn't really pay attention to his body going stiff on top of mine but I "knew" that he had because he was once more sliding in and out of me but a lot easier than before.
"Did you shoot?" I asked him.
"Yeah - it felt good, too!" he said as he worked his dick in and out of me until it was hard again. He didn't shoot anymore but this time I could feel his prick twitching in my hole. He rolled off of me with a heavy sigh and said, "Now it's my turn - but put some spit on your dick so it can go in me!"
I did what he said although putting spit on my dick felt yucky and it felt even yuckier when he said for me to put a lot of spit on his hole - that would make it go in easier, too. I did it - and thought about reminding myself to really wash my hands later - and climbed on top of him, put my dick against his now-slippery hole and pushed and --
We both gasped at my dick slid into him like the proverbial hot knife through butter. "Wait... wait a second," Earl said. "God, you feel big and it hurt a little..."
I stayed still until Earl said for me to go ahead and do it to him and I did, marveling at how some spit was able to solve a problem that we all had but couldn't quite figure out. See, doing it to girls was easier because all you had to do was get their pussy wet - and this took place months before I learned to eat my sister's pussy - but, okay, man, this felt really good!
Then it felt too good and I shot my stuff into Earl's butt and this was so very different than just shooting between a guy's cheeks but it didn't quite feel as good as shooting my stuff into a girl's pussy - but it was close. Earl was giggling like a girl as I ground myself against him as the last of my stuff dribbled into him. We had worn each other out and I'd gone home to (a) wash my hands and (b) I felt like I had to poop but when I sat on the toilet, um, what came out was Earl's stuff.
Hmm. Later that afternoon I surprised the gay kid who was in our group and one of my close friends by shoot stuff into his mouth then putting spit on my dick and his hole and sticking it in him; his eyes had gotten really big before he start to smile.
"Do it to me and shoot it in me," he purred and by the time I couldn't shoot anymore, I'd shot three times in his butt. In retrospect, fucking him was better than fucking a girl and the only way I could explain it was that he was getting fucked a lot... and by dicks that were way bigger than ours were. We had quickly learned that spit would let us get it in each other's butts; lotion would work, some Crown Royal hair grease would work (and smelled nicer) but the thing we found that made it easy to stick it in was... Vaseline.
But when we were out and about - and unless somebody snuck out something slicker than spit, it was all we had to turn humping each other into fucking each other. Like my gay friend, I found out what it was like to have much bigger dicks pushing their way into me. Oh, it hurt like you wouldn't believe and I thought that I was going to die or be ripped apart and like what happened to "Sonny" when his daddy got drunk and fucked him but the guy fucking me stopped once he got the head of his dick firmly in me, gave me a long moment to adjust and to relax... then he fucked me for a long time before he shot a whole lot of stuff in me.
So much that it was coming out of me just as fast as he was pumping it in. I had a hard time sitting down for a couple of days but I couldn't believe that (a) he got that much of his dick in me and (b) feeling him shooting his stuff in me felt really, really good.
After that first time getting a friend's dick inside me, it didn't take long for my hole to get very well fucked. There was a certain... level of pleasure to feel a guy with a bigger dick get as much as he could in me... then shoot a whole lot of stuff into me and, if I heard them right, sometimes before they wanted to. Still, while I liked being fucked - and expected to be fucked when a guy wanted me to fuck him - the only thing I liked better than sucking cocks was eating pussies.
I sometimes didn't like how a guy would get his dick in me but once he did, I would just zone out and wait for him to cum in me. My friends could easily get all of their prick in me and I liked it when they'd bury their whole dong in me and shoot all of their stuff - but I didn't quite like the walk back home feeling all squishy and sticky between my cheeks and my underwear going from sticky to crusty as the stuff that oozed out of me... oozed out and dried up and, yuck, I couldn't wait to get home so I could wash my butt... while hoping another guy would want to make it squishy and sticky again.








