Calvin - Max from CL

By junior year in high school in 2010, I had lost my virginity in every way possible. My first time with a girl was awful, I couldn’t stay hard, but I made it all the way through. My first time with a guy was incredible. We met online through a personal ad he posted on Craigslist. He was 19 and going to Kent University, which was only a 30-minute drive from where I lived. I fucked him that night, losing my virginity for a second time, but with a guy so that counts.

It was obvious to me that I much preferred men. Throughout the rest of high school, I hooked up with a dozen guys. Mostly me on top, but I did try bottoming twice, I enjoyed it the first time and hated it the second time.

I wasn’t interested in coming out until I was done with college, too many factors involved and I didn’t want to risk my parents cutting off my college funding. So I made it a point to keep my sexuality on the down low, especially when visiting home. I wasn’t celibate when visiting home, but I was careful to hook up at least one town over, just in case. I also was really good about safety. There’s no way I could explain getting an STD in my ass to bible-thumping conservatives when the insurance bill showed up from a clinic visit.

In the summer of 2013, I had just finished my first year at The Ohio State University, I was back in bumfuck Ohio, back in my childhood bedroom, jerking off to porn without sound because everyone was already asleep even though it was only 9 pm. A notification popped up from my burner email account, one of the ads I had responded to last night emailed me back. With my boxers around my ankles and nothing else on, no lock on my bedroom door, I should’ve just finished myself off, but I had already been back home for three weeks without any kind of sex and curiosity got the better of me.

I clicked over, and opened the email:

Hey, sexy photos! Sorry I missed your email, but I had already fallen asleep by the time you responded. I didn’t meet up with anyone last night and really need to meet up with someone before I go crazy. I’m 24, 6’1, 185, brown hair, hazel eyes, average body, 7.5” cut, I only top. Let me know if you’re interested. -

He attached a few pictures, one showing his body, which was better than average, the other of his dick soft, the last one of his dick hard and it had that perfect helmet shape where it was like a stormtrooper helmet, flaring dramatically on the top ridge.

I looked at the clock again, it would be easy to explain going out at this hour if my parents woke up to me leaving.

I pulled up my boxers and wrote him back, “I’m interested,” and attached my phone number so he could text me and wait for a response.

It didn’t take long.

“Hey, it’s Max from CL.”

“Oh hey, I’m Calvin,” I lied, I never gave out my real name to guys on Craigslist. He already had my number which made me uncomfortable.

“How far are you from the Moss Beach Club Lake?”

“About 15 minutes, why?”

“I’m leaving a party and will drive by the lake in about ten minutes, want to meet up there?”

My heart skipped a beat. I looked at the clock, looked at the wet spot from my hard dick still tenting in my boxers. Fuck. Fuck. Fuck. “What do you want to do?” I text him while pulling on some gym shorts.

“I would love to fuck, but I’ll settle for a blowjob if you’re not up for it.”

“In your car?” I started looking for a clean T-shirt.

“I know of a spot that’s a little safer,” he texts back.

“I can definitely swap blow jobs, do you suck?” I asked.

“I’ll only suck if I am getting some ass out of it. Are you driving?”

I was sneaking out like it was ‘Mission Impossible: Bumfuck Ohio’ and I’m Tom Cruise. I got in my car and put it in neutral, coasting out of the driveway before starting it up and doing a U-turn to get on the road. “I’m on my way.”

I drove slightly faster than normal. In the middle of nowhere Ohio, we have a lot of speed traps set up by local police, thankfully I know where they all are. The entire ride I tried to convince myself to just turn around and go home, but my dick won that argument. “Pulling in now,” I texted as I came up to the parking lot.

I saw headlights at the far end of the lot flash twice and had to assume that was him and not a coincidence. I parked next to him and he got out of his beat-up old Camaro and leaned against it. I got out of my Honda and did the same.

He lit a joint and passed it to me, “you smoke?”

I took it, “of course,” I chuckled and took a drag.

We passed it back and forth silently, just checking each other out. He was exactly as he described. I couldn’t tell if he liked what he saw or not. I am thin, 5’11, but have some muscle definition. My hair is curly if I let it grow out, so I keep it short. My dick is just like me, long but on the thin side. You can see it swing in my shorts when I’m wearing boxers so it gets a lot of attention, just not from the guys I want to get attention from. Max was definitely the kind of guy I liked to get attention from.

“Let’s go,” he said, tossing the end of the joint into a pothole with water in it.

I walked close behind him, checking out his physique as he led us down a path to a hut that was locked with a coded keypad and he punched in the code. The little LED light went from red to green and he pulled the door open and cocked his head to the side, gesturing for me to go first.

Still nervous as hell I walked in just a few feet, it was really dark, but the street lamp outside the door let in enough light to make out that this was a utility shed. It smelled of lawn equipment and oil. I heard the door click shut and the automatic lock clanked which made me jump.

Max chuckled, “It’s ok, I worked here last summer, they don’t know how to change the code so I have been here a few times to hook up.”

“Oh, ok,” I don’t know that that made me feel better, but I felt less like we were going to get caught. There wasn’t much space, but there was a bench seat against the wall, pulled from a minivan most likely, still having the center lap belt attached.

Max sat down on the bench, spreading his arms across the back, “so.”

I slipped around the riding lawnmower and stood in front of him, my dick already tenting in my shorts, having given myself blue balls earlier, I need this bad. “So,” I smiled, slipping my hand into my boxers to grab my dick.

He stood up quickly, grabbed me by the back of my head, and kissed me. He smelled like weed and tasted like beer. He grind his dick into mine, I thought I would cum just from that attention but thankfully this wasn’t my first time, and I have some control. As he stuck his tongue down my throat he slipped both of his hands down the back of my shorts into my boxers and started to massage my ass.

“Mmm,” I moaned, reaching out to caress his hard dick through his shorts.

I undid the button on his shorts and they fell to the floor, then I pushed his boxers down with them. Not breaking our kiss, I wrapped my fist around his cock, my fingers almost touching but not quite. He moaned and slid a finger across my hole which sent a tingle through my body.

He broke our kiss, “That's a cherry hole,” his finger kept trying to gently wiggle into me but my ass wasn’t going to give up that easily. I wasn’t sure if I wanted to get fucked but I was coming around to the idea. His right hand quickly came up to the back of my head and pulled me down to his dick. I squat down and tried to focus on his big dick. I could smell his musk as he guided my mouth right onto his cock. “Ahh, yeah, that’s it, Calvin.” He used his hand on the back of my head to set the pace. I was able to get him wet enough that I could take him into my throat after a few bobs up and down. It wasn’t easy, he was a little thicker than the twinks I was sucking off back at college. I was determined to make him cum.

“Fuck that feels good,” he started fucking my throat.

I grabbed his ass tightly with both hands, feeling his muscles flex with every thrust into my mouth, his bush brushing into my nose as I moaned and choked on his rod. I thought he was about to cum when he pulled out quickly, holding my head by the hair.

“Shit, you’re good,” he huffed and smiled, staying off his orgasm.

I couldn’t help but smile with pride. He pulled me up, kissing my sloppy wet mouth for a second, and then dropped to his knees, pulling my shorts and boxers down with him. My 8” cut cock sprang up and I heard him gasp with admiration as he took me into his mouth. He was no slag in the oral skills department for someone who only did it…then it dawned on me that he had said he would only suck my dick if I let him fuck me and he was rimming my ass with his middle finger as he sucked my me off.

I couldn’t help but moan. Running my fingers through his wavy, medium-length, sweaty hair, just enjoying the sensation of his slick warm mouth going up and down my shaft. He kept pulling my dick out of his mouth, wetting his finger, and then running the wet fingers around my hole as he continued sucking me. He kept this up until he had enough spit on his fingers and my hole that he slipped his middle finger right up into me.

“Ahhh, mmm,” I groaned at how quickly and deep it went into me. My sphincter clamped so hard on his finger that I’m surprised it didn’t snap it off. “Easy,” I groaned.

He quickly pulled my dick out of his mouth and his finger from my hole, “Sorry, gotta get you loose.” He smiled up at me and then spun me around to face the bench seat. He spread my ass cheeks and his tongue went straight for my hole. “Mmm, fuck,” I groaned, arching my ass for him to eat.

He held my hips and pulled my ass into his face so he could push his tongue into me. Fuck did it feel good. I stepped out of my boxers and shorts on the floor so I could spread my legs for him and get more tongue in my ass. “Fuck Max, that feels so good,” I hummed.

He gave me a few more minutes of tongue fucking before he stood up, spit on his dick, and started rubbing it between my ass cheeks.

I groaned in pleasure. Max was hot as fuck, I needed him to fuck me. “Do you have a condom and lube?”

“Just lube,” he groaned, holding me tight and grinding his cock up and down between my ass cheeks.

“I have a condom in my pocket,” I told him, feeling him try to push his tip into me. “Mmm, hold on,” I pulled off his dick, bending over to fish the condom out of my pocket and handed it to him.

He pulled a little packet of lube out of his pocket and squirt it on his bare cock, spreading it all over, then ripped the condom pack open and quickly rolled it down his shaft. Using the rest of the lube to lube up my hole and the condom-covered dick. He wrapped an arm around my waist while he aimed his dick at my hole and started to press in.

“Ahh…fuck,” I choked out the words as my hole stretched around his thick dick.

“Mmm, yeah,” he groaned in my ear, pushing every inch in until his pubes were brushing against my ass.

I fell forward onto the bench seat as he held my hips to his pelvis.

“Fuck you’re tight, man,” he rocked his cock up deeper into me.

“Just…ungh, give me a second,” I tried to relax and adjust to all of his inches inside me. He felt so fucking huge inside, I was struggling to adjust.

Max lent over me and wrapped his arms around me, slowly pulling his dick most of the way out and then pushing back in with a bit of force. I groaned and breathed heavily while he moaned and enjoyed my ass.

I couldn't work out what he was doing, it was thrust, wait a few seconds, thrust again, like he was watching my outer ring stretch around his hole. Then he started thrust, pull out, thrust back in hard. He was hitting my prostate hard but the thrusting was uncomfortable and had no rhythm, but after a few minutes of it he pushed in and held it deep inside me.

“Fuck you’re tight,” he whispered, pulling me back upright and started thrusting up into me with his arms wrapped tight around my chest.

I started jerking myself off hard. In this position his dick was sliding in and out of my hole with ease and it was silky smooth across my G-spot. “Fuck that feels good,” I whispered, wanting him to know I was working my own orgasm to the edge.

“Yeah, you like it?” Max whispered in my ear, picking up the pace.

The sound of his hips slapping into my ass echoed in the small workshed. I had to do my best not to moan from the pleasure, but fuck it felt so good. I rocked my ass up and down with his thrusts, making sure to get every little bit of his cock inside me with each thrust as I clenched and unclenched for maximum pleasure.

“Fuck I’m getting close,” I spread my legs a little, stretching myself on my toes and flexing my ass around his cock.

“Me too,” he moaned, sliding his hands down my torso to my hips where he grabbed on tight and started pounding my ass.

The force of his hips slapping my ass sent me over the edge, I clenched my ass hard around his invading cock and I felt my prostate get pounded by his head several more times as my orgasm took over my body, “oh fuck, ungh,” I groaned like a bitch and felt my cum rocket onto the bench seat with an audible splat. “Shit, ungh…” I groaned.

Max moaned, “fuck, I’m…ungh,” and he thrust up hard into me his cock twitched several times, then pulled out and slammed back in hard, “mmm,” he moaned as he held me tight on the last thrust as my insides felt warm and wet around his hot cock. “Fuck, that felt so good,” he huffed out of breath.

I squeezed the last of my nut out and flung the cum off my hand onto the floor of the shop as I slowly pulled off his dick. “Damn that felt good,” I grinned, trying to see him in the darkness as I found my boxers and shorts and pulled them on. I watched his silhouette as he shuffled around and quickly got dressed too.

We power-walked back to our cars and he told me to text him if I wanted to meet up again while I was home for the summer.

I drove home and stripped back down to my boxers after sneaking in. I went to the bathroom to wipe the lube off my ass when I realized it was way too wet to be lube. I smelled it, then snuck a finger into my hole to confirm. I washed my hands quickly and then went straight to my phone.

“Did you cum in me?” I text him.

“Yeah, my pull-out game is weak haha,” he texted back.

“Dude, didn’t you wear the condom I gave you?”

My phone buzzed three times quickly.
“Man, that thing kept sliding off, so I just let it drop to the floor.”
“But don’t worry, I didn’t leave it in the shed for them to find, I stuck it in my pocket as we left.”
“It’s all good.”

“You took it off?!!” I started to freak out.

“It’s no big deal man, I was tested recently,” he texts.

“I can’t believe you fucked me raw!” I told him, clenching my phone so hard I could hear the plastic creaking.

“Dude, I got tested recently, don’t worry, it’s all good,” he said.

I wanted to throw my phone across the room but then my phone buzzed twice again.

“There’s nothing to worry about man, it was hot.”
“Text me tomorrow.”

After another hour of panic, and overthinking the experience before I finally fell asleep.

I woke up to the sound of my mom in the kitchen cooking breakfast and dragged my ass out of bed, put on some clean shorts, and had some pancakes. I felt my phone buzz.

“You ok?” Max asked.

“I guess, I’ve just never done that before and had a bit of panic.”

“I’m glad I could be your first ;),” he boldly texted back.

I couldn’t help but chuckle and shake my head at that. Fuck he is sexy.

“Who is that?” My mom asked from across the table.

“Someone from school,” I told her, shoveling another pancake into my mouth.

My phone buzzed again.

“Want to do it again?” Max asked.

I shook my head, “Maybe when my ass is back to normal,” I closed my phone and finished my pancakes.