I was still catching my breath when the door opened again. Henry had forgotten to knock, probably because he was still nervous about doing all of this. He’d been an incoming freshman just a few months back, probably excited for college and ready for an adventure. And yet…if he’d had two millions guesses at how he’d be spending his Wednesday nights, he never would’ve guessed like this.
I’d laid on my back, carefully lowering my legs and trying to keep from making a total mess on my sheets, but feeling the wetness where I knew some cum was leaking out of me. My ass felt so, so open from Jeremiah and Roman. It usually took about two days to feel tight again when it was just the two of them, sometimes three or four days if others had signed up.
Henry was standing there, looking down at me with a distraught look of sadness and pity on his face. He was too young and innocent to understand all of this. Most guys looked like that year one, but within a few months, they were absolutely feral in here, just like the upperclassmen.
“Hey, Sawyer,” he said, his voice soft and eyes flicking to the bed then back to me. “You…uh, are you okay?”
“Yeah, dude. I’m good. You ask that every week. I’m feeling great.” I smiled at him, meekly, more so just because I had a lot less energy than I did an hour ago.
He rubbed the back of his neck, his messy brown hair flopping over his forehead. “Still weirds me out to be doing this to you. I’m sorry.”
“To me? You’re silly. And you’re straight,” I said. “You’re not supposed to get it. But you don’t have to say sorry. I like it.”
Henry’s gaze darted to the wet spot on the mattress, between my legs. “So, uh…just oral again? Is that okay?”
“Fine by me,” I said, excited to taste his dick again. “But I still wanna go around the back, if you’ll let me!”
He chuckled, nervously. “Maybe…I think I would consider it tonight, yeah…” My eyes lit up.
But first, let me spend a minute digging deeper on my life here.
I understood why it was so hard for guys to be okay with dating me, knowing this was what I was up to on a weekly basis, but it still felt intensely hypocritical of them. The first guy, the beginning of sophomore year, had been my first real feelings for someone. I’d had crushes in high school but that’d been different.
We’d gone on a few ‘dates’, if you could call dinner at the dining hall that, but hadn’t done anything physical. I felt like I needed to tell him about this first. When I finally did, after three weeks of hanging out, he turned on me in a second.
He was the first guy I ever told about what I was really doing in Aristos. I was nervous, but I wanted to be honest. That backfired.
Not only did he cut things off immediately, but I felt the heat of his judgment. Later on, I’d come to realize that it was more than that though; it was also jealousy. Jealousy toward Jeremiah, Roman, and all of the others, but also towards me.
That’s what Henry didn’t understand. To him, this was me being used, chewed up, and worn out, but this was like a dream for me. I got unfiltered sex on a weekly basis and got to help all these guys explore a different side, the one that they kept hidden from their girlfriends. It wasn’t just a chore for me, it had become something that I loved and that I was scared to lose when I graduated later this year.
Henry tugged the hoodie over his head, revealing that soft little belly I kinda wanted to bite, playfully. His shorts dropped next, and then he was standing there looking like the day he’d been born, with just a little added asymmetrical hair dotting across his chest and stomach.
He was also so innocent, that he usually joined me in getting fully naked, unlike the guys who were just here to complete a simple task of sex. When he dropped his underwear, his five and a half inch (13cm) dick sprung out, looking eager, pink, and cut. Even his pubes were uneven, as if he tried trimming them, but wasn’t intentional enough to keep it looking ‘pretty.’
Henry climbed onto the bed and laid down next to me, flat on his back, with his arms stiff at his sides and staring up at the ceiling.
I crawled between his legs, nudging his thighs apart. “Relax, Henry. I got you.”
He exhaled through his nose and I started slow, kissing the inside of his inner thigh, dragging my tongue up the hair that had built up on the slightly fatty skin. When I reached his balls, I nuzzled them, breathing him in. He definitely took more time to clean than the others but it inevitably still smelled like straight boy; my favorite aroma. I’d have worn it as cologne if I could. He giggled from the tickling sensations, when I rubbed my nose against his balls.
I licked a perfect line up the seam of his sack, and he jolted. “Aghhh…” he moaned.
“Shh.” I took one ball into my mouth, rolling it gently with my tongue, then the other. His hipped jittered and I could see his dick involuntarily pulsing upward.
When I finally wrap my lips around his dick, there was already a steady flow of pre cum built up along the head and running down his shaft, giving me a nice appetizer of what was to come. I sank down slowly, letting him feel every inch of my mouth. Henry’s hands gripped the sheets. It wasn’t difficult to fit his five and half inches all the way in.
“Ugh, Sawyer…” He whined. “That feels so good.”
I swirled my tongue around the head, teasing the slit before I dove back down to bottom out again. His thighs were trembling and his toes were curling below us. I slid a hand up to pinch one of his nipples, which always made him squirm, laugh, and come back to reality.
After a few minutes of working him over, I popped off and crawl up his body, straddling his hips but not sitting down. I never wanted to freak him out. I knew he was comfortable with me being naked and even with seeing my dick, but I didn’t want to push too far and bring it close to his face.
“Ready? Can I taste that big peach?” I smiled.
He groaned, but it was half-hearted. “Fine. Just so you’ll stop asking.”
I grinned like I won the lottery. “Atta boy.”
“Legs up.” I helped him to lift them high, exposing the space below his balls that I guessed no one had ever seen. The hair around his hole was dark and a little wild, but not necessarily plentiful or long.
I spread his cheeks with both hands and just took in the sight for a second.
“Damn, Henry. You’ve been hiding this from me. You’re cute.” I was genuine.
“God, shut up, man.” he muttered, but his voice cracked. He covered his eyes with his hand and I could see him trying to fight back a nervous, embarrassed giggle. It was always adorable watching straight boys squirm when I was staring straight at their hole.
I leaned in and dragged my tongue up his taint, slowly. He squeaked and his whole body locked up.
“Damn, that’s so weird,” he breathed.
“Weird good or weird bad?” I asked, pulling my tongue down to circle around his asshole. It was surprisingly clean.
“Oh Jesus, that’s sooo weird.” He sounded in shock.
I chuckled and dove in, teasing his hole. He was tense at first, but I kept it light, little flicks, soft licks, tracing the rim in a fine circle, over and over. After a minute, his thighs finally started to relax, falling open wider to give me more access.
I curled my tongue to make it firmer and pushed it inside him, tasting the first centimeter of his canal. He moaned, loud.
Jackpot!
“Still weird?” I laughed.
“Still fucking weird…” But he was laughing, probably more in shock than anything else.
I pulled back just enough to speak. “Want me to stop?”
He was quiet for a second. “No. You like it you said, right? Keep going.”
I couldn’t help but smile. If he needed to tell himself that this was for me, I was just fine with that. I rewarded him by spearing my tongue deeper, fucking his hole with it in short thrusts, just like the two upperclassmen had done to me with their huge cocks over the last hour. His ass was warm and tight, clenching around me every time I pushed in. I reach down with one hand and start jerking myself, just enough to take the edge off.
Henry’s breathing was more uneven now and his eyes were closed. I could tell he was getting lost in pleasure. “Sawyer…”
I lifted his hips higher, rolling him back a bit and burying my face between his cheeks. This time, I didn’t hold back. I started eating him out like I was starving. My nose was pressed against his taint and I was moaning into him, digging as deep as I could, desperate to get in there. He tasted so good. It was just natural enough for me to get that muskiness, but without any tinge of anything actually unclean.
“Touch yourself,” I said, my voice rough. “Cum while I’m eating your ass, Henry. Jerk off.”
He hesitated but then he wrapped his shaky hand around himself. The sight of it; his soft belly, that goofy cute face twisted in pleasure, his fist moving slow…I was so jealous that a girl was going to get to be with him forever down the line. I could’ve built him into such a fun partner.
After a few minutes, I couldn’t take it anymore. I crawled up, shoved his hand away, and buried my mouth on his tasty dick in one go. He shouted, back arching off the bed, and my mouth sucking him again. I used one hand to play with his balls, the other to jerk myself off, and used just my mouth to suck up and down, up and down, up and down…
“Close!” he gasped. “Sawyer, I’m really close!”
I pulled off just long enough to shout. “In my mouth!”
“Ahhhgghhh, Sawyer, I’m gonna cum! I’m gonna cum!” He gripped my head and I could feel his thighs contracting, readying his body for its volcanic eruption. Suddenly, thick, milky seed flooded my mouth. I sucked it down, needing the protein after the last hour and a half. His body was shaking and his neck was craning back the whole time that his dick pumped shot after shot of cum down my throat.
I was right behind him, finally ready to bust after these three men. Even after he finished, I kept his dick in my mouth, circling my tongue around his head over and over to try to milk it for more saltiness. I whimpered and moaned, the sounds muffled by his dick in my mouth like a pacifier, as I came all over my bed. My own butt hole tried to clench shut but literally couldn’t from the beating it’d taken.
We were both panting. Henry’s legs loosened and now felt like jelly. I rolled onto my back next to him with my chest heaving.
After a minute, he sat up, blinking like he’d just woke up. “Thanks, Sawyer.”
I laughed. “Told you, by the way…”
He looked down at me and grinned, looking shy. “Thanks. It did feel really good.”
I glanced up at him and shrugged, grinning. “Tasted good too.”
Henry shook his head, chuckling as he got up to pull his shorts on. “You’re insane.”
It made me smile.
He blushed again, grabbed his hoodie, and headed for the door. “See you next week, I guess?”
“I hope so,” I called after him.
The door clicked shut. I flopped back on the bed, satisfied, exhausted, and a bit unfulfilled without a fourth or fifth guy this week.
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