Seth - First Quickie

In 2002 I was 17, living in a small town about 2 hours from Denver in Colorado. I knew I was gay, but I was still struggling to accept it, the only people who knew I was gay were guys that I found in chat rooms on Yahoo.

One guy, Jonathan, lived about an hour from me, in a town between mine and Denver. He was 25. I hadn’t seen a picture of him, but he told me he was mixed race, his dad was African American, his mom a little Irish woman. He said he was 6’2” and weighed around 180lbs. Played sports in his off time, working in “sales.”

I had been upfront about my age, letting him know I was 5’7”, which in itself was a bit of a stretch, I’m really closer to 5’5”. I weigh around 125 lbs, not really into sports, but I’m in good shape because I have chores around the house that force me to be active. I do get into winter sports like snowboarding and I’m generally active. 

We chatted online for a couple of weeks before I felt comfortable enough to give him my cell phone number, making sure he understood to not text me before 9 pm because that’s when my texts were free. 

Jonathan: It’s after 9

Me: yeah, past your bedtime

Jonathan: I’m in bed, thinking of you

Me: what about me?

Jonathan: wondering, are you a virgin?

Me: no, are you?

Jonathan: No, I’ve been having sex since I was 12.

Me: oh wow, I lost my virginity at 15

Jonathan: with a boyfriend?

Me: no, just a friend from school

Jonathan: did you top or bottom?

Me: Both

Jonathan: which did you like more?

Me: I liked both, but he preferred to fuck me after that first time.

Jonathan: Oh, you guys still fuck?

Me: No, it stopped when he got a girlfriend.

Jonathan: Yeah, that happens. I did the same thing when I got a girlfriend.

Me: do you have a girlfriend now?

Jonathan: No.

Jonathan: How long since you were fucked last?

Me: About 4 months now.

Jonathan: You are practically a virgin again.

Me: Haha, feels like it.

Jonathan: Do you want to feel me in you?

Jonathan: Would you let me fuck you?

Me: I don’t know, I don’t really know you.

Jonathan: What do you need to know?

This had me stumped.

Me: well, do you have any diseases I need to know about?

Jonathan: nope, clean bill of health when I did my recent physical for work.

Me: that’s good. How big is your dick?

Jonathan: It’s 7 inches uncircumcised.

Me: Wow, that’s pretty big.

Jonathan: What’s the biggest you’ve taken?

Me: 5 inches.

Jonathan: do you think you can handle me?

Me: I could try.

Jonathan: Good, when?

My heart was pounding even though I was fully…sort of, in control of this conversation.

Me: I don’t know, it would need to be on a night I’m already out so my parents aren’t suspicious.

Jonathan: What nights are those?

Me: Friday and Saturday usually.

Jonathan: I can make that work.

With that, I went to sleep and didn’t hear from him for a week. I did however spend the entire week jerking off thinking about what it might be like to have sex with him. I would read back over our texts and just imagine the things we would do.

On Friday night I went to the local Bowling Alley with friends for a night of Cosmic Bowling. It was the closest thing we had to a youth nightclub. At exactly 9 pm I got a text from Jonathan.

Jonathan: What are you doing tonight?

Me: Cosmic Bowling

About thirty minutes pass before I get another text from him.

Jonathan: I’m driving through your area in about fifteen minutes.

This made me nervous, there is only one bowling alley in this old town, so it wouldn’t be hard for him to find me. Although he hadn’t seen a picture of me, it still made me uncomfortable that he could show up and blow up my spot.

Me: Oh, that’s cool.

Jonathan: Do you want to meet in person?

I read the message a dozen times, starting and deleting about a hundred responses.

Me: I don’t know.

Jonathan: we don’t have to do anything if you don’t want to.

Me: I want to.

I sent that way too eagerly because my turn was up and I didn’t want to leave him thinking I was ignoring his message. I bowled my turn, feeling my phone buzz multiple times while I did, then after a round of high-fives I was able to sit and check my messages.

Jonathan: Do you want to just meet? Or want to get fucked?

Jonathan: Sorry, was that too forward? I’m just really horny.

Jonathan: But we really don’t have to do anything if you don’t want to.

Jonathan: Did I scare you off?

His nervousness somehow settled my nerves, and I was really horny, though being really horny is kind of my starting mode.

Me: haha, no, sorry, it was my turn to bowl.

Me: I definitely want to meet. 

Me: I would like to get fucked, but I am a bit nervous about that.

Me: And I’m expected to head home right after bowling is done.

Jonathan: I’m always down for a quickie.

Jonathan: I can be gentle, make it feel good.

My heart raced, flipping my phone closed so I could try to focus on my turn. Straight into the gutter, the ball went. There were no high-fives from my friends on this round. Which is fine, I was thinking with my dick now and I just wanted to get back to my phone.

A “quickie”...just reading it made my dick stiffen in my pants.

Me: I don’t know how that would work.

Jonathan: I think I know a spot we can go to if you are up for it.

Jonathan: Then we fuck real quick in your car or something.

I feel like my heart is going to beat out of my chest. I also am pretty sure that every time one of my friends looks at me they can tell I’m contemplating getting fucked by a stranger I met on the internet.

Jonathan: What do you think? I’m pulling into your town now.

Fuck, this was stressful. So dangerous to meet a stranger like this. Also, fuck I’m horny and if I don’t do this tonight I’m sure he’ll never give me a second chance.

Me: Ok, but not in my car, the back seat is tiny.

Jonathan: Awesome, I’ll find a spot and text you in a few minutes.

I looked at my watch, time was against me. Cosmic bowling ended at 11:00 pm, it was 10:40 already. If I tried to leave early now, my friends would all question why I was leaving and I’m not a good liar. If I don’t leave now I’m not going to have much time to meet Jonathan before I’m expected back at home.

I played two more quick rounds and then they announced on the intercom that Cosmic Bowling was ending in ten minutes. So I quickly put my shoes back on and turned in the rentals. I felt my phone buzz in my pocket. I looked to make sure my friends couldn’t read the screen and flipped it open.

Jonathan: I’m in the parking lot behind the closed Library.

Jonathan: How soon can you be here?

Me: I’m waiting on my friends to finish up and then I can drive over, it’s only 5 minutes from here once I leave.

Jonathan: Good, I’m already hard.

Me: I won’t have much time, do you cum quick?

Jonathan: I can, right now I’m so horny I might cum quick on accident.

Jonathan: Are you driving?

Me: We are in the parking lot saying goodbye, give me ten minutes.

I looked at my watch, feeling like a jerk for ignoring my friends for my phone for the last hour.

Jonathan: OK, hurry, I want as much time in you as I can get.

I got in my car, a 1988 BMW M3 with a massive paint problem and some rust in the rear passenger wheel well, with a tiny back seat.

Me: In the car now, are we doing this in your car?

Jonathan: No room in my car, we can do it outside the car, no one can see us here.

Jonathan: You can lean over the trunk of my car if you want.

At the red light, I leaned over to check my glove box. I have jerked off while driving before, and while parked in the parking lot, I know how much of a mess my load can make so I usually stash napkins just in case. There was only one, and it was a cheap shitty one at that.

Me: Do you have napkins to clean up?

Jonathan: I don’t, I didn’t plan this well.

Me: OK, I’m one street away.

The light turned green and I nervously turned down the road where the Library was. Turning off my headlights so no one would see me driving around back where the employees park during the day. I saw a little green Honda Civic, leaning against it was a tall man with buzzed hair, wearing baggy jeans and a ribbed tank, smoking something.

I pulled up next to him. Turning off the car I nervously got out.

“Hey, I’m Seth,” I nervously said to him.

He nodded his head, taking a hit off what turned out to be a joint, and then he offered it to me. I had never smoked before, but under the situation, I figured it would help calm my nerves. I took in a long drag, way more than any noob should, and like any smoking virgin, I went into a coughing fit, which only emphasized how new I was to smoking.

Jonathan chuckled at me, taking back the joint, “my guy, just take a deep breath,” he offered, which was sage advice for someone struggling to take a little breath without coughing up a lung.

After just one hit I was quickly feeling the effects, or maybe I was just lightheaded from my coughing fit, but I wanted to get into this. He was sexy as hell. His milk chocolate skin, high cheekbones, big brown eyes, and his hair was buzzed short with a tight fade. He was definitely 6’2”, no way would he fit in my car. His thick, muscular build was not hiding behind his ribbed white tank top, his shoulders were built and cut, and so were his arms, and the glow of the phosphorescent streetlight showed the contrast of his skin with the tattoo sleeve he had started on his right arm. He had a large diamond stud in his ear and a big white smile.

I took another hit of his joint, coughing still, but able to control it now.

He finished it off and tossed it on the ground.

“There’s a security camera over there, I didn’t see it before,” he nodded towards a back door where there was a wheelchair ramp that went up to the door that had a 3-foot drop on the other side. “I think if we stand on the other side of it by the ramp we will be hidden.”

“What, over there in the wide open?” I coughed again.

He cocked his head to the side, “I mean…there’s no one around, just keep your pants ready to pull up and if someone comes by we can run and get out of here,” he shrugged as though this was no big deal.

My lungs were taking in the air again, I nodded, feeling really loopy now, I grinned, I really wanted to see his dick. I checked my watch, I had been here for ten minutes already. I was running out of time.

“Do you have condoms and lube?” I stopped leaning on my car, and walked casually towards that side of the building, as if I was just parking here, and then turned the corner to make sure there was no one on that side since the driveway that wrapped around all 4 sides of the building. Somewhat confident no one was coming, I circled back and tucked myself into the alcove created by the handicap ramp.

“I have some lube in my pocket, do you have condoms?” He not so subtly reached a hand into his boxers which was easy with how far his jeans sagged as he much less cautiously, Jonathan strutted over to me directly.

“No, I wasn’t planning on sex tonight.” I felt my heart sink and turned to look back at him.

“Have you ever fucked raw?” He asked, his hand pulling his dick out through the fly of his boxers, it stuck out just above the belt on his jeans and he was ready to fuck.

“No, that’s dangerous,” my heart started beating fast, feeling a little more light-headed and loose as I stared at his dick, watching him slowly stroke himself, pulling the foreskin back gently as he did.

“Only if you can get pregnant, I don’t have any STDs,” he smiled at me, the diamond in his ear twinkled in the dim light as he stepped closer to me.

I swallowed hard, “I can’t get pregnant.”

“Good, can I raw dog you?” He put a hand on my hip, the other still slowly stroking his massive dick.

“I don’t think we should,” I swallowed hard again, the sight of his dick making my mouth water. I reached out and grabbed it, it was hot, hard, and silky soft at the same time, he moaned at my touch and I dropped to my knees to suck him for a minute. I had to taste it and the weed had me drooling already anyway so I was able to slick him up with ease until I tried to put him in my mouth and I realized his 7” was much bigger than I thought 7” would be and I gagged instantly. Pulling his foreskin back a pool of precum leaked into my mouth, almost like a magical potion it set my hormones into overdrive and the slut in me started to take over, the nervous boy in me taking a back seat.

“Mmm fuck bro, I really want to fuck you,” he gently rocked his hips into my mouth as I tried to suck him. “Is there somewhere near here we can get condoms?”

I pulled his dick from my mouth, sucking in a breath of air and slowly jerking him, “The gas station on the way is closed already,” then put him back in my mouth.

He huffed some air, a slight moan of pleasure, “I really want to fuck you, just let me fuck you raw.”

My dick was straining against my boxers, he seemed cool and was really sexy, and I really wanted to have sex with him. “You don’t have anything, like no STDs right?”

He pulled his tank up over his head, revealing his toned abs while still slowly stroking his dick with the other hand, “I swear on my mother's life.”

I stood up quickly, wiping my mouth and unbuckling my belt, pushing my jeans and boxers down just enough to expose my ass. I had never let a guy fuck me raw before, but the excitement of this moment had a strong hold on my brain, I looked at him over my shoulder, “Ok, but don’t cum in me, that’s gross.”

He laughed, “Yeah homie, I’m gonna get real close and pull out right at the last second and nut all over you,” he said, squeezing lube out of a small tube onto his dick, the sound of him slicking his cock was the loudest thing in the parking lot.

My head was spinning a little, I was breathing fast with excitement, then I felt his fingers sliding lube into my ass crack and then finding my hole and pushing lube into me. I groaned and tried to relax my hole around his fingers. He yanked my jeans and boxers down off my thighs to my ankles.

“Don’t want to get lube on your clothes, trust me it don’t wash out,” he chuckled.

I nodded, feeling really exposed now. He massaged my ass cheeks for a second and then started rubbing his dick up and down my crack, crossing my hole as he did, then the velvet tip of his cock zeroed in on my pucker and the crown pushed gently but firmly in, separating my hold with a shooting pain up into my gut.

“Ah, fuck,” I grunted through clenched teeth, regretting putting myself in this situation immediately.

Jonathan held my hips tight, not allowing me to pull away, “just breath homie,” he whispered as he continued to push deeper into me, not stopping until I felt his wirey pubes brushing against my ass. I braced myself on the lowest rung on the hand rail which was just below my shoulder height. White knuckling it, I took a deep breath, then another, feeling the warmth of his hot dick relaxing my hole around it.

“You ok?” His hands slid up my tight waist, around my abs, and up my body to my chest, helping me relax a little.

Knowing we were pressed for time I nodded my head “Yes” and his hands slid back down my body to my hips where he gripped tight and started to slide his inches back out of me only to thrust them back into me.

“Ungh,” I grunted, the thrust harder than I expected, the brief moment he hit my prostate giving me a reprieve of pleasure.

“Shhh,” he whispered, “you don’t want people to hear us,” he started to pound his waist into me which echoed through the parking lot the sound of skin slapping skin.

I could feel his low-hanging meaty balls slapping mine every time he thrust into me, just the right amount of weight to send shocks of pleasure from my balls up into my hardening cock. I let out a soft moan.

“Fuck you’re tight bro,” he quietly moaned, gripping my hips tighter to pull me into him as he thrust up into my ass, burring every inch into me.

I bit my lower lip to stop myself from moaning from the pleasure of this massive cock pounding my hole. Taking one of my hands off the safety rail I started furiously stroking my dick, clenching and relaxing my ass cheeks around his cock to maximize my pleasure. My orgasm was right there, rippling under the surface with Jonathan’s cock poking the release button with every stroke of his cock into my chute. “Fuck that feels good,” I moaned softly. This felt so good, even being stretched to new limits it felt better than any other sex I’ve had. The thought of his dick in me raw was sending adrenalin through me along with his precum lubing my hole with every thrust. I wasn’t going to last long at all. I stroked my dick faster, enjoying his dick smoothly thrusting into my ass, I moaned, “fuck, I’m getting close.”

He started picking up the pace, shorter but harder thrusts, literally pounding my orgasm out of me. The tingling sensation of his balls slapping mine pushed me over the edge. I realized I was going to shoot my load and needed to avoid my clothes bunched up around my ankles so I leaned as far forward as I could, Jonathan stepping forward with me to not lose his grip on me, pounding harder now. I clenched my ass and hoped for the best as I felt my unstoppable load churn out of my tightening balls and shoot out the tip of my cock, “oh fuck,” I groaned, the pounding of my prostate making my body clench and unclench with lightning speed as I plastered the wall of the ramp with each shot of my load, “oh fuck,” I grunted, milking out the last of my orgasm, barely avoiding my boxers as it dribbled out of the tip of my dick.

Trying to step back a little to avoid any lingering cum getting on my jeans from the weeds at the base of the ramp, I pushed my now tender ass into Jonathan's pounding cock. The pleasure was now gone with my orgasm, each thrust stung and I wanted him to stop. “Ah, shit, are you close?” I groaned, flinging the cum on my hand off to the side before gripping the handrail tight.

He varied his speed from fast short thrusts to deep grinding, “so close homie, so close, hang in there,” he moaned with desperation in his voice.

I tried to hold out for him to get his rocks off, but fuck this was rough. I could feel every ridge and inch of his cock as he slid inside my anal walls, trying to loosen my tight grip on his cock for my own survival but his cock was expanding faster than I could relax, thankfully his precum was still lubing me up with each thrust. Fuck, I forgot he was fucking me raw, this thought made me clench. “You’re going to pull out right?”

“Yeah baby boy, I’m getting close, just a little closer and I’ll pull out as I bust,” he moaned as he pistoned his cock into my hole with hard thrusts.

The way he described busting his nut made me think he was going to haphazardly spray all over me like a sprinkler and it made me nervous. I couldn’t go home covered in cum, and now that I think about it, he’s definitely going to shoot all over my boxers and jeans around my ankles, no way he can avoid it. “Ungh…fuck,” I groaned.

“Yeah baby, I’m about to bust, I’m so close, just a little more, squeeze that ass, fuck you feel so good,” he groaned, impaling me on his rock-hard dick, his grip tight on my hips, the sound of him pounding me echoed through the parking lot louder now.

“Make sure you don’t shoot on me,” I told him.

Thrusting harder, “huh?”

“I can’t get cum on me, make sure you shoot off to the side,” I whispered, feeling my ass clenching on his cock, his pounding of my prostate causing my cock to continue leaking.

“Bruh I can’t promise I won’t get any on you, I’m gonna blast a huge load in a second,” he grind his dick up in me, then pulled most of the way out and pounded harder.

“Ungh…don’t cum on me,” I groaned, the feeling of his cock sliding deeper than any cock had before.

“Fuck homie, let me nut in you then…I’m about to bust,” he pounded harder.

I knew it was dangerous and stupid, but I moaned out, “fuck, ok, just hurry,” the raw thrusting was too much for me to handle.

He wrapped his big arms around my waist, pulling me tight to him, thrusting hard almost lifting me off the ground, every inch of his dick sliding in and out of my ass. “Oh fuck, here it comes, I’m gonna bust,” he warned, thrusting harder and deeper eliciting a moan from me as I felt him expand and twitch so deep inside me, I held on to the railing for dear life. The next thrust smoother and warmer, I’m being flooded, I can feel him finishing inside me while he fucks his cum into me with shallow thrusts and moans in my ear, “fuck bro, mmm, take that nut, mmm…fuck,” he grunted grinding his hips into me, every bit of his cock buried deep in my now cum soaked hole as he hugged his cum into me.

“Fuck,” I groaned, this new amazing sensation of a guy cumming inside me was mind-blowing. I didn’t know how to feel about it and the euphoria washed through my body as I relaxed into him, still holding me tight.

He kissed my neck, “fuck homie, that was amazing.” He moaned into my ear, his hot breath tickling the back of my neck.

I felt my phone vibrating in my pocket down on my foot. “Shit,” I said, using my right hand to push his hip, his dick quickly sliding out of me as I dug into my crumpled pants and pulled my phone out.

“Hello?”

“Where are you?” My mother’s angry voice singed my ear.

“Umm, I’m just getting into the car now, I got caught up talking with my friends,” I lied, trying to pull my boxers up with one hand, Jonathan tucking his dick back into his boxers and pulling his tank top back down.

“You better be home in 5 minutes,” she said, not room for negotiation.

“I’m on my way,” I huffed, hanging up. I bent down, pulling my jeans up from the ground, dusting them off, and making sure I didn’t have cum on me. “I gotta go,” I looked up at Jonathan who was now grinning at me.

He shrugged, “Drive safe,” he reached out, clasping my hand and pulling me in for a bro-hug, which felt awkward considering he just fucked his cum into my ass.

“You too,” I said, holding my jeans as I jogged back to my car, clenching my ass to not let his cum leak into my pants.

Thankfully my house was only down a couple streets from the Library, so I was home in exactly five minutes. Nervously clenching my ass as I walked into and got attitude from my mom, then I went and took a shower, seeing how the lube had smeared in my boxers. 

After my shower, feeling good I lay in my bed and saw I had a text.

Jonathan: that was hot, we gotta do that again!

Me: Yes, next weekend, I’ll bring the condoms.