Part 3
After a mind blowing sixty-nine with Joe and then double-teaming Julia with him, I asked Joe to take my anal cherry and he said sure, but that we needed to talk about anal hygiene first.
Joe asked me, "Have you had anal sex with a girl?"
I answered, "Yeah. I dated a girl for quite a while in high school who wanted to try everything. She said she wanted to be experienced before she started college. We did anal a couple of times."
"Was there shit involved?"
"What? That's gross!"
"Not playing with shit, dummy. Did you have to deal with any poop?"
"Well, I guess. The first time my cock was covered in brown slime when I pulled it out. We took a shower together right after, so it was no big deal. The second time it felt different, and she made a really awkward run to the bathroom as soon as I pulled out. She said she felt like she was about to poop in her bed. When I looked down at my dick there was definitely some brown matter stuck to it."
Joe laughed and said, "Typical. People often decide to have anal sex spontaneously, or at least without a lot of forethought. Once you've tried it a couple of times you know there's a good chance of finding 'fecal residue' in your partner's butt. Then you either get grossed out and swear off anal, or you figure out how to avoid it by planning ahead and doing some advance preparation."
"Advance preparation? Like the guy who lives next door in my dorm who, according to his roommate, lubes his ass and inserts a butt plug when he goes on a date?"
Chuckling, Joe said, "Yeah, some guys do that, but that's step two. Step one is making your ass squeaky clean and free from poop. Let me show you."
Joe put on a pair of gym shorts and a T-shirt, so I followed suit. Then he threw a towel and washcloth, a tube of water-based lube, and giant squeeze bulb that he told me was called a cleaning bulb or douche into a mesh bag and walked out the door with me following.
We went to the bathroom where Joe demonstrated the cleaning process on himself, then had me do myself. We used the large handicapped stall so we had space to observe and be observed.
We had stripped down because Joe said it can be messy, and we hadn't bothered to latch the stall door since we were back and forth to the sink several times. I was just finishing up when Luis, the Latino twink with a huge cock who lived down the hall, walked by and got a glimpse of us through the open stall door. He smirked, "I knew y'all two were just playing at being straight." Looking at me he continued, "Did my big dick scare you? More than you thought you could handle?"
Joe said, "He's new to this, but you'd be surprised what he can handle."
Luis scoffed and looked down at Joe's crotch, "You've got a nice dick, but mine is in a different league."
I'd estimated Joe's cock to be close to seven inches. When I saw Luis's cock in the showers earlier that day, I'd guessed he was closer to eight, and pretty fat, flaring in the middle and tapered at both ends.
Joe said, "I bet he can suck you balls deep."
I started saying, "Whoa! What the . . . " but neither of them were listening to me.
Luis said, "What are you betting?"
Joe said, "My boy does it, you owe both of us blowjobs. He doesn't, you get to plow my ass."
Luis said, "I'll wreck your hole, but okay, if you're willing to put it on the line, lets do this," and stepped into the stall with us. Joe went to the sink to grab his cleaning stuff and shoved it back into his bag, then reentered the stall, closing and locking the door behind him.
Luis didn't waste any time shoving his sweats and boxers down to his knees. His cock was soft and hung down his leg, but it was still an impressive sight. Looking at Joe he said, "Can your boy get me hard, or do I need to do that for him?"
Joe said, "Don't worry about it," and urged me to my knees. I knelt, but hesitated to go any further until Joe pushed me towards his crotch.
I realized then that every time I'd sucked Joe's cock it had already been hard. Starting with a soft cock was going to be new.
I started out by lifting his cock with one hand and cupping his balls with my other. There was definitely more weight to them than I had expected. I took a bit to play with them and feel their heft. I tried to imagine how that weight was going to feel on my tongue, which inspired me to lean forward and run my tongue up the shaft.
I immediately took a liking to the soft, spongy feel under my tongue, prompting me to lick and nibble along his full length. That got a reaction from Luis, who laid his hand on my head and began subtly rocking his hips.
I hadn't noticed before, but Luis's cock was uncut. When I reached the tip, I licked and nibbled his foreskin the way I'd lick a girl's pussy lips. It had a saltier flavor than Joe's uncut cock, and there was a faint taste of piss, not unlike some girls I'd gone down on.
Although I hadn't been consciously trying to give him a spit bath, Luis's cock was soon completely wet with my saliva. By then he was starting to get hard. I stroked his slick cock a couple of times, then took a deep breath and stretched my mouth over his crown.
I was able to get his whole length into my mouth, but I knew that was just the start. I tightened my lips and formed a suction, and almost instantly he started really growing. His cock wanted to force it's way down my throat, but I slowly backed of as he grew, keeping his head on the back of my tongue. That allowed me to massage his length with my tongue, enjoying the new flavor and feeling the blood pulsing into his cock.
After a few moments it felt like Luis was done growing, and his cock just pulsed gently in my mouth. My mouth was definitely stretched more than when I'd sucked Joe. I had to take a moment to think about relaxing my jaw and keeping my lips over my teeth.
Once my jaw stopped tensing, I started bobbing my head slowly, moving only a fraction of an inch back and forth, so his head just tapped the entrance to my throat each time. I could feel Luis's hands tightening on my head, so I guessed he was fully hard and ready for more. When I looked down I could see about two inches of exposed cock shaft waiting for me to swallow.
Luis said admiringly, "A lot of guys couldn't get that far without choking or gagging. Maybe he can do it."
His foreskin was fully retracted by then, exposing almost all of his cock head. I could feel where the end of his sheath wrapped around his crown. I've always been very oral, exploring anything that's put into my mouth with my lips and tongue. So instead of spearing more of his cock into my throat, I pulled back enough to check out this new sensation. I found myself circling my tongue around it again and again and flicking my tongue over the ridge it formed.
Luis sucked in his breath through his teeth and said, "Man, I'd swear you've been sucking cock for years. Keep that up and I'm going to drown you in cum before you have a chance win this bet."
That got me focused on the task at hand. I started bobbing my head again, and at the same time I worked up as much spit as I could. Soon, I had spit and precum dripping down my chin. I was letting Luis fuck my mouth, but I held onto his hips so his cock head was just plugging my throat every time he drove his cock into me. I still had over an inch to go, but I was getting into the feel of his cock in my mouth.
When I was ready, I took a deep breath, relaxed my jaw and throat, grabbed his ass and pulled him into me. I made a little choking noise as he passed my previous limit while and held him still there as my throat got acquainted with his invader. Then I closed my lips around his cock and applied suction as I backed off, giving him as much tongue action as I could along the way. I made a slight adjustment to the angle of my head, then another thrust and hold, another slow retreat. I repeated that a half dozen times, gaining ground each time.
Finally, it felt like his cock was perfectly aligned. My tongue cradled his cock head, guiding it into my throat as I plunged forward once more, determined to take his full length on that stroke. I was ecstatic when he slid smoothly into my throat, only stopping when my nose hit his pubic bone and his balls hit my chin. I stretched out my tongue to lick his balls before closing my lips and holding him deep in my oral cavity.
My throat was involuntarily trying to swallow his head while I played my tongue over his vein. I was focused on how exciting those sensations were until I realized I needed to breathe. I reluctantly withdrew until just his head was in my mouth.
When I had caught my breath, I plunged back down his shaft, fucking him with my mouth. Luis caught my rhythm and took over, holding my head in his hands and fucking my face with his full length. I relaxed and just concentrated on sucking and licking.
It didn't take long before Luis was cursing and moaning on every stroke. I had my hands on his ass and could his muscles flexing with each thrust, straining for his release. Finally, his strokes became jerky and quivering. On the next stroke he said, "Get ready to swallow, bitch. Daddy's cumming."