The First Thanksgiving (home from college)

I had just flown back from New York City, where I was deep in my first semester at NYU, class of ‘86. My hometown in the bible belt always felt suffocating as a closeted gay kid, and now that I’ve been out and about in the big city, learning the art of cruising other men, my small town feels even smaller.

All of my friends thought I was a virgin because I had my nose in the books, but the truth was I had no interest in girls, and none of my friends, as far as I knew, were interested in getting naked and fooling around.

In my first couple of months at NYU, I was cruised several times in Washington Square Park late at night. It started with just jerking off in front of other guys in the shadows. But then, when I realized I wasn’t going to get beat up or worse, I let it escalate quickly to mutual sucking. I’ll be honest; I’m pretty good at sucking dick. The first time a guy popped off in my mouth, I nearly puked, but that was just because I was surprised by it and also because, in my head, it was gross. Then I jerked off in my dorm room a hundred times to the memory of it, to the point of rubbing my dick raw and hyping it up in my head to be the hottest thing that ever happened to me.

When I found out about the ramble in Central Park and all of its privacy for guys to fool around, I started making trips up that way when I didn’t need to be up early. That’s when I had guys try to fuck me for the first time. None of them were too aggressive about it, but I was too nervous about catching the disease from anyone. I had heard all kinds of rumors about how you could have your fun and not catch it, but I also heard that breathing the same air as someone who had it would give it to you. It was all very scary and very confusing. So I decided I would wait on that. Eventually, loosing my anal virginity to a guy from a party. It was safe sex, hurt like hell, but left me wanting more.

What’s weird about being home for Thanksgiving is noticing how small the town is and how some things are basically frozen in time. As my mom drove us through Main Street, I couldn’t help but notice some behavior that, if I weren’t so familiar with the art of cruising, it would’ve gone unnoticed. Sure enough, though, outside the Main Street Pub, there was definitely a guy who was looking for something other than a beer. The way he was dressed and his body language was textbook, but a few months ago, it would’ve gone unnoticed by me. I can’t help but wonder if it goes unnoticed by everyone around here. I also can’t help but wonder what happens in the park after hours.

I jerked off in my childhood bed that night, thinking about my last sexual encounter in Central Park and fantasizing about what might be happening at that moment if I went to the park down the road from the house. Running a finger over my hole, I shot my cum all over myself.

The following day, my aunt and uncle arrived and took over my room, pushing me to the living room couch for bed. It gave me no privacy, but I thought I could handle not jerking off for two or three days. Boy, was I wrong.

Thanksgiving arrived. Everyone ate a ton of food, myself included. I snuck wine in a dark red plastic cup, pretending it was soda. Getting myself tipsy while already horny was always a mistake. By the time dinner and dessert were done and everyone was just hanging out, drinking more wine, and telling stories of Thanksgiving's past, I was bored out of my mind and wanted to go up to my room and beat off. Of course, I couldn’t.

I went to the bathroom, thinking I could get some privacy there, but ended up taking a big dump and then took a shower. Fuck this; I can’t wait for everyone to go to bed to try and sneak a wank.

“I think I’m going to go for a walk,” I told my parents. They didn’t seem to care; they were having too much fun with my aunt and uncle. My cousins were all playing a game of Monopoly in the living room, so I knew I wouldn’t get any privacy for at least a few hours.

The darkness out here was more uncomfortable than a dark street in the city. At least in the city, you knew there would be another street light soon. Out here, there’s nothing but moonlight. The parking lot to the park only had one street lamp near the entrance, and it was a dim, phosphorescent bulb that wouldn’t last another month. I noticed three cars at the far end of the lot, all parked near each other with all the lights off.

A part of me wanted to be bold and walk by the cars to see what was happening, but I didn’t really have a solid plan, and even though I’ve cruised in the parks in the city many times, this is a country park in the bible belt. For all I know, these cars are here to catch a queer or…god knows what. I decided to play it cool and do a loop.

I’ve been to this park a million times throughout childhood, so I know the trails like the back of my hand. Even in the dark, I know which way to go to avoid mud, which way to go to avoid heading deeper into the woods which will dump you out on the other side of the park by the seasonal snack shop. As I walked further into the woods, I did hear what was definitely two guys fucking. A sound I have heard many times in the Ramble of Central Park. The distinct grunting and slapping of hips against ass. Fuck, my dick was getting hard just listening to it.

I tried to be discreet as I walked closer. This part of the trail splits into two directions, forming a loop if you don’t pay attention to the turnoff. It’s too dark for me to see where the guys are fucking, and I think they might have heard me coming, or maybe one of them finished because the sound stopped. I just kept walking until I found myself, conveniently dumped out back at the parking lot, this time where the now four cars were parked.

I didn’t hide the fact that I was semi-hard as I walked out of the woods. The chilly air also played a factor in my boldness. I was either going to get off or jog home because the air was getting brisk.

The car furthest from the trail had the driver's side window rolled down. A glowing red car cigarette lighter floated through the darkness, and a cigarette was lit from it. I technically had to walk in that direction to get out of the parking lot, so I strolled that way, cut between those two cars, and, with my heart thumping, walked past the guy smoking.

He was kind of good-looking, probably closer to 30 years old. He was clean-shaven and clean-cut, wearing a vest over a flannel shirt. He had a narrow face and deep-socket eyes, and the bright red ember of the cigarette made it hard to see if there was any light in them.

I nodded as I walked by, and he quickly got my attention.

“Hey,” he blew smoke out of the car.

I turned as if surprised to hear him speak, even though the ache in my balls was incredibly happy to hear the low timbre of his voice. “Hey.”

He puffed on the cigarette, waiting for me to speak.

“Um, can I bum a smoke?” I asked, leaning an arm on the roof of a car so I could look in and see if he was in there alone, which he was.

“Yeah. You’ll have to use the lighter in the car, though,” he nodded, leaning over and pulling the passenger door handle so the loud, heavy metal door clunked and popped open.

Fuck yes. My heart was beating fast, my cock was filling up the pouch in my tighty whities, the denim of my jeans was struggling to hide any of it as I quickly walked around the back of the late 70’s Buick. I slid into the plush leather seat and pulled the door closed as quietly as I could, which was still loud enough to be heard in the next county.

He handed me a pack and then pushed in the electric lighter. We waited in silence as the lighter heated up, and he continued to smoke his cigarette. The lighter popped, and I pulled it out, lighting the cigarette and pushing it back into its hole. Taking a dramatic drag, I let out a soft moan like it was the equivalent of getting my dick sucked. I shifted in the seat, relaxing a bit, spreading my legs, hoping to draw his attention to my obviously hard dick in my pants.

He smiled at me, reached over, and put his hand on my thigh. When I didn’t immediately recoil, he knew precisely why I was there. He squeezed my leg, and I let out a quiet “Mmm.” He flicked his cigarette out the window, and then his hand made its way to the button on my jeans, quickly popping it open, making quick work of the zipper, my white briefs almost glowing in the dark from the moonlight. His right hand slipped under the waistband and wrapped around my hard 5” cut cock.

“Mmm,” I moaned again. I put the cigarette in my mouth, reached down, pushing my jeans and underwear down below my ass, freeing my cock and his hand so he could stroke me. He knew what to do and quickly cranked on my cock like it was his own.

I leaned the seat back a little, spreading my legs more to flex my muscles and build my orgasm quicker so I could get off and get out. I sucked on my cigarette as he kept watch to make sure no one was watching his fist pumping my dick. When he was convinced no one cared, he dipped his head down and took my dick in his mouth.

“Oh yeah,” I groaned, flicking ashes out the window.

His mouth was warm, wet, and probably better than some of the guys I’d met in the city. He also used his left hand to massage my balls in a way that included my taint, and that was quickly pushing me towards an orgasm I desperately needed. It was when his right hand snuck between my back and the seat, pushing its way under my ass, and started circling my hole with his thick middle finger that I knew I was done.

“I’m cumming,” I whispered loudly, “Oh jeez,” I grunted, expecting him to pull off, but he doubled his efforts and swallowed spurt after spurt of my cum. It had only been about a couple of days since I last jerked off in my dorm, but this felt like a much-needed release, and this guy was a champion cum swallower.

He lifted his head, leaving my spit-slick cock exposed and deflating. I grinned at him. He pulled up the front of his shirt, yanked his pants down with no underwear underneath, and started stroking his slightly smaller-than-mine dick. He didn’t seem to want a hand, he just stared at my dick as it softened, and he stroked himself furiously. It only took him a minute of fapping before he grunted and shot his load all over his stomach. He pulled another napkin out of the glove box and cleaned up his cum, tossing the used tissue out the window as he covered himself back up.

His demeanor seemed to change pretty quickly, so I tucked my soft penis back into my underwear, zipped up, and buttoned my jeans. “Well…thanks,” I said shyly as I opened the door and got out.

The car started right up, and he tore out of the parking lot like he had just robbed a bank. Now that my head was clear, I felt a little dirty. I walked home in the chilly night air. Everyone was asleep when I got home, so I gave myself a much-needed shower and crashed out on the couch afterward.

My aunt and uncle were staying through Sunday. They plan to drive me back to the airport on their way home to save my mom and dad an hour's drive and need to skip church. It was a nice gesture, but what they were really doing was driving me crazy. My younger cousins were annoying as hell, and by Saturday night, I was back to peak horniness.

I had just spent the last 36 hours with the cousins and pretending to laugh at my uncle's dumb jokes, but my mind was constantly drifting back to the parking lot. I figured it would be at its busiest on Friday night, but now that it was Saturday night, I assumed it would be just as busy. This time, though, I decided to wait until later; that way, my mom didn’t think I was out selling drugs by leaving the house “late at night” twice in one week. I took a shower early, slipped into some clean underwear and pajamas, and made a big show of wanting to go to sleep early. By 9 pm, everyone else was getting showered and into bed. By 10:00, I was antsy and ready to go. I wasn’t convinced everyone was asleep yet, so I just read my book and listened quietly for movement upstairs. By 11:00, I hadn’t heard anything but my uncle snoring for about 45 minutes, so I figured it was time. I hid some clean clothes next to the couch to change out of my pajamas and into jeans and a sweater.

The back door was always the easiest to sneak out of since the front door had a horrible squeak mid-way open. Plus, Mom rarely locked the back door, so that was one less loud clank I had to worry about.

I walked quickly towards the parking lot. As I got closer, I saw two cars leaving, and I felt a little disappointed as they sped off. Maybe I shouldn’t have waited so late. When I got to the parking lot entrance, my frown turned upside down. There were three cars, one pickup truck, and a full-size van at the far end of the lot.

I did a lap through the woods the same as before so it would put me out right next to the cars. Two of the cars looked empty, along with the pickup truck. One of the cars had a guy in it who was old enough to be my dad, and that did nothing for me, especially since he was clearly stroking his tiny dick under his belly. The van was too dark to casually see if anyone was in it, but as I walked back past it towards the trail, a guy came out of the trail and looked me up and down. He looked tall, thin, and clean-cut in his late twenties, almost like he had just left church. When he turned back to see if I was watching him and smiled when I was, I knew it was on. So I stretched like I was tired, looking around to make sure I wasn’t seen. I watched as the guy opened the van's side door and got in, leaving the door open.

Well…I don’t need any more of an invitation than that. I walked casually up to the door. The dim dome light was on, and he was in the back bench seat. The two bucket seats in the center had been removed. I grinned, shaking my head; what a genius way to have a mobile bedroom. Climbing in, I closed the door behind me. He lit up a small pipe with weed in it, passing it to me to take a hit. I coughed a little; it had been a while since I smoked weed. It went straight to my head. He took another hit and offered me some more. I took another, and as I did, he dropped to his knees between my knees and started unzipping my jeans. I passed it back to him, and he finished it off, setting it aside, and went right for my shirt, pulling it over my head clumsily, and I got a better look at his face up close. He was probably closer to his mid-thirties, but he was cute as hell. His dark eyes had little flecks of gold in them that the light kept catching.

I quickly got sucked in, and when he went in to kiss me, I just accepted it. He was warm and tasted like mint and weed. As I felt up his body while we made out, I could tell he was more toned than skinny. He sank back down, kissing his way to my white briefs, hooking his index fingers in the waistband and pulling them down. I lifted my ass to help him as my hard cock flopped out. He grinned at my size, and I heard him make a “mmm” sound as he slipped my underwear down to my ankles and then pulled my pants and undies off along with my shoes. Leaving my socks on, he spread my legs wider, pulling me at the knees so my ass was barely on the edge of the seat, and he could engulf my cock almost to the root in his first go.

“Mmm, yeah, that’s it,” I moaned, running my fingers through his perfectly combed hair, messing it up a bit as I massaged his head into bobbing further down my shaft.

He seemed to have no gag reflex and could produce an intense amount of saliva. His head bobbed up and down the shaft to the root and back up to the helmet. I spread my legs and rocked my hips up into his mouth to get that last inch inside his throat. He took it without gagging, and I was impressed. His spit-slick throat was quickly pulling me closer to orgasm.

He let his left hand drop down to his pants. I heard him fumbling with his belt buckle and the zipper, but his mouth didn’t miss a beat. I felt the weed start to hit, and at the same time, his mouth decided to pull off. I looked at him to see he was stroking his dick, which was very similar to mine in size and shape, but my head his more helmet-shaped, and his was more mushroom and flared at the tip.

“Do you get fucked?” He asked in a soft voice.

I swallowed, feeling nervous and unbelievably horny; I nodded my head and squeaked out a “yes.”

His grin widened, and he pulled a small bottle jar of Vaseline from one of the side pockets of the van. He pulled my ass even closer to the edge of the bench seat so I was only on the seat from the waist up. He scooped out a dollop of the grease on his finger and smeared it on my hole.

“Ohh…it’s cold,” I chuckled.

He smiled, then pushed the tip of his finger into my hole, smearing the petroleum jelly deeper into my hole. He didn’t take his time; he pushed into the knuckle, held it for a second, gently twisting it to coat my chute, and then drove as far as it would go. I tried to breathe as I had learned from the other two guys I had let inside me, but I think my nerves and the time between him and the last guy had my ass a little tighter than I would like.

He pulled his finger out and got another dollop of the Vaseline, coating his dick head and smearing it further down his shaft, stroking himself to be sure he was coated. Then he wiped his hand on a rag he had handy. He was quite the site with just his cock and balls exposed, shirt tails framing it so it seemed almost detached from his body. He scooted closer to me, putting my left leg on his shoulder and quickly aiming his cock at my hole.

“Wait, what about condoms?” I stopped him.

He rubbed the head up and down my crack, over my greased-up hole, teasing me, tempting me, fuck that felt good.

“I don’t have one,” he said, continuing his teasing.

I felt him try to nudge the head into my hole, which didn’t give him access, “Ungh…then we can’t…”

He smiled at me, “Why not?”

He added a little pressure but didn’t push hard enough to pop into my ring. I let out a throaty breath, “Umm…because of disease,” I said, sounding like a question more than a statement.

He chuckled, “I don’t have it if that’s what you’re worried about.” He was leaning over my body slightly, and I could feel his cock against my taint, pushing against me, and it felt so good.

My brain started running through what I heard about practicing safe sex, what is safe, what isn’t safe, and the conflicting information about how you catch it.

He put his cock right on my hole and started to push in, and I groaned, “Wait, man, I don’t---UHHHN.” I felt his fat cock head pop into my tight sphincter, my hole forming a seal around the head, gripping him tight so he didn’t fall out. I gasped for air as the sharp pain spread up into my body.

“You don’t have to worry, as long as you don’t let a guy shoot inside you…you can’t catch anything,” he said, pushing another inch into my tight hole.

I grunted, “Ungh…are you sure?”

Another inch slowly slid into me, “Very sure, I don’t want to catch anything from anyone,” he reassured me. He looked into my eyes, my face clearly straining to contemplate what he was saying while struggling to adapt to the thickness of his shaft. “Can I go a little more?”

I nodded, “You’re sure this is safe?”

He nodded, gently forcing another inch into me with a grunt. More than half of his dick inside me now, he held it. Rocking his hips slightly to stretch me out as I relaxed to the intrusion. I tried to remember what a friend told me about safety and remembered one person telling me the same thing about it only being transmissible if he unloaded in you.

I took a deep breath, “Just make sure you don’t shoot in me.”

He smiled and nodded, needing my hole as much as I needed to get fucked; he rocked his hips and thrust the last two inches into me with a loud, “Oh yeah,” like he was the Kool-Aid man.

I groaned; that last two inches was thicker than anything I had ever had inside me. He slowly pulled half of his cock out and pushed it all back into the last inch, and we both groaned. He did it again pretty quickly; that last inch was still a struggle for both of us, but holy hell, this felt good. I had never attempted raw sex before, and the more he pushed into me, the more I loved it. I couldn’t help but moan each time he bottomed out. I wasn’t even touching my dick, but I was leaking precum in a constant stream.

“This feels so good,” I moaned.

“So good,” he smiled and shoved his cock into me.

“Ungh…fuck,” I moaned a little too loud.

“Shhhh,” he smiled, not stopping his thrusting, “we don’t want others to think I’m killing you in here,” he chuckled as he ground his hips into me before pulling out and slamming into me, which pulled another moan out of me.

I reached down and started stroking my dick, the precum accidentally got on his sweater, and he ripped it off, tossing it and the undershirt up by the driver's seat. I got my first look at his thin, lean, somewhat hairy torso. He had a thick patch of dark curly hair on his chest that tapered off into a happy trail all the way down to his pubes, which were also pretty bushy. He shoved his pants and underwear down to his knees and quickly picked back up his thrusting. I watched all of his muscles tighten as he pushed into me, and it turned me on even more. I jerked my dick so fast, rocking my ass on his thrusting cock, I was going to blow a much-needed load on my stomach any second, and I think he could tell.

He changed up his thrusting to a familiar speed and stroke that both of the other guys I’d had sex with gave me right before they shot their loads.

I picked up the speed on my dick, stroking it out of control.

“Are you close?” He asked.

I nodded, “Uh-huh,” stroking even faster now that his attention on me as more than a hole for him to fuck has released something inside of me. I flexed my ass on his cock with each of his thrusts; it felt so good. So fucking good. “I’m so close,” I said.

“Yeah?” He asked, thrusting harder and harder into me, pushing me up on the bench seat so I had to lay flat instead of against the back. He adjusted his position a little, but the thrusting was just as forceful and radiated pleasure throughout my body.

“Oh fuck, yeah, I’m about to shoot,” I grunted, giving my dick a few more strokes as his cock pistoned inside me, and it pushed me over the edge, shooting my first squirt right over my head. The next landing on my chest, the next on my abs, and the rest pooling in my pubes and down my fist.

I felt my ass clenching down on his cock as he continued to thrust into me. The pleasure suddenly becomes painful. I had never cum before the guy inside me had finished. I didn’t know what to do, but man alive was this quickly becoming very uncomfortable. I pushed on his abs to slow him down on his assault on my ass. “Ah, shit, that hurts,” I groaned.

“Just let me finish, and I’ll pull out,” he said, pushing through my tightening sphincter.

I groaned, feeling every inch and detail of his cock inside me. I bit my lower lip, “Are you close?”

He grunted, “Getting close.”

He kept going, a little faster now, “Ah, jeez, I don’t know if I can take it.”

“I’m close; just let me finish,” he grunted, holding my leg on his shoulder even tighter as he thrust deeper into me.

“Uh…ungh…ok, just hurry, it burns,” I told him through clenched teeth.

“Want me to shoot in you?” He asked with ragged breath.

The thought bounced around in my head for a second; I hesitated but then said, “No, don’t.”

He smiled at me, “I think…mmm…I think you do want it.”

I said nothing, just taking his dick while waiting for him to finish, as my cum started getting watery and running off me onto the seat.

“Have you ever had a guy cum inside you?” He asked.

I shook my head ‘no” and grunted as he thrust harder into me.

“It’s so hot, and it feels so good,” he said through his strained breath. He leaned harder on me, his face close enough to mine I could see the desire in his smiling eyes.

“Ungh…are you close?” I groaned.

“I’m so close; I want to give you my seed,” he thrust and ground, thrust and grind. “Do you want it? You want me to give it to you?” His thrusting was erratic, and his cock was swelling inside me.

“I don’t…know,” I said honestly and nervously.

“I’m about to shoot, man; tell me to pull out, ungh, or you’re getting it,” he thrust again, then again, and slammed hard into me.

“Ungh…uh, pull out,” I grunted.

“Mmmm…too late,” he said as his cock pulsed inside me, and that burning sensation turned into a warm slick feeling as he continued to grind his cock inside me. I watched his muscles tighten and flex as he continued to twitch inside me, and I knew I just took my first shot of spunk.

I groaned, “Oh shit, really?”

He huffed out of breath, slowly pulled a few inches out of me, then easily slid back in until his pubes tickled my balls, “Oh yeah. Feels good, huh?”

His smile was so big, and it did feel terrific. I sighed, “Yeah.”

He leaned back and slowly pulled every slick inch of his deflating cock out of my ass, and I felt a little bit of his sperm leak out before my hole tightened up. He sat on the bench on the opposite side of me.

“Damn, that was hot man. I wasn’t expecting to do that, but fuck, I’m glad you were down,” he caught his breath. Wiping the sweat off his forehead, he turned to me and smiled, “Do you live around here?”

I nodded. “But I’m only here for Thanksgiving, then I’m back to college,” I sat up slowly and started digging for my underwear tangled up in my pants. “Do you have a napkin or something?” I gestured to the cum on my torso and pubes.

He smiled, reached down, and handed me the rag he used earlier. I wiped myself dry and handed it back to him; he wiped his dick and tossed it behind the bench seat. I pulled my briefs on, noticing he wasn’t getting dressed. I wasn’t sure what to do. I looked up and down his naked body, down to the pool of clothes around his ankles, held on by his shoes. This guy was sexy as hell.

“When do you go back? I’d like to do this again if you can,” he said.

I blushed, “Umm, I fly back tomorrow,” I reached for my pants and started pulling them on.

“Damn, well, maybe when you’re back in town, you give me a call?” He smiled, pulling his pants and underwear up quickly, shoving his hand in to adjust his cock and balls in his briefs before zipping up.

I nodded and pulled on my shirt and sweater.

“Do you want a ride home?” He asked.

“No, I’m not far from here; I can walk,” I smiled.

He nodded, got up, grabbed something from the glove box, and handed it to me. It was a business card. “Give me a call when you’re in town next. This is the number for my desk phone at work, so I’m the only one who will answer.”

I nodded, “Yeah, ok, I will.” Then, the awkwardness started to settle in, so I pulled my shoes back on and opened the door. There was a new car parked at the end of the lot but the other cars had left, all but the pickup truck. “Well, thanks,” I said, shrugging.

He smiled and nodded, and I closed the door. He was driving out the other side of the lot before I was ten feet from the van. As I walked past the new car in the lot, I made eye contact with the driver. He was a good-looking guy.

He looked me up and down, “Hey.”

“Hey,” I said.

“You looking for some fun?” He asked, looking around at the mostly empty, dark parking lot and rubbing the stubble on his chin.

I smiled, feeling my sore ass clench, knowing I already had another guy's cum inside me, “Not tonight.” I kept walking and heard him say, “damn,” under his breath.

When I got home, I couldn’t take a shower without waking anyone. So I stripped down, put my pajamas back on, and got on the couch to sleep. As I lay there, falling asleep, I had a bit of panic about the semen still deep inside me, but resolved to the fact that there was nothing I could…and I liked how hot it was.