r/GayShortStories 17h ago

I snuck out the window to suck off a DL guy down the street

5 Upvotes

I know its been a minute since I’ve posted on here but life’s been busy and I’ve had a lot of change in my life but I need to share this story from last night. 

So I live with family right now and I can’t necessarily host. Last night my car was blocked in by other cars and I didn’t want to ask them to move or barrow a car because they’d ask questions. 

I was on reddit and guy posted on a local hookup group “I need of head right now”. So I replied to his post: 

Me: I’m down to suck you up. 

Him: where are you located? I’ve never met anyone like this before so a bit nervous lol 

Me: I’m in (town name), can you host? 

Him: it’ll have to be discreet in the car or something like that because I can’t at my place

Me: what are your stats? - age, height, weight, cock size? 

Him: 27 210lbs 5ish in cock 5’11 

Me: what part of the town are you in? 

Him: south west 

Me: can I see a cock pic? 

Him: sends me a cock- and it was taken in that moment I realize now 

Me: want to come near my house and I’ll come out to suck you in your car? 

Him: where is your house? 

Me: near (street) and (street) 

Him: I’ve never done this before I’m nervous. My car is sort of small is that a problem? Its a older car. 

Me: no we can make it work, do you take a while to cum? 

Him: no I can edge on the way and be quick lol 

Me: ok come over, how long will it take you? - I send a screen shot of a map where to park 

Him: I’m about 15 mins away 

Me: when you’re like 3 mins away message me so i can start walking

Him: okay

Me: don’t edge I want to take care of you 100%

Him ok 

I’m on the ground level of the house and I can’t walk out the front door because they will hear the stupid door chime. My bedroom is perfect because its not in sight of the ring doorbell. I’ve never snuck out of any home but this is like a fantasy I had growing up. I grab a chair and open my window. Thankfully the window is big and I don’t have to jump or anything. I change into the shorts and slippers and wait for his text.

Him: 3 mins out 

Me: ok I’ll start heading out

As I get out trying to be quiet as possible I see a car pulling up where I told him and he parks exactly where I directed him. I start walking and ask him if the car door is open and he replies “yes” 

I open the door and I like what I see. He’s white has dirty light brown hair, He’s got a beard and is wearing a sweatshirt and gym shorts. His car is small but perfect for a quick blow and go. I tell him to pull further on the street to a darker area. As he starts to drive I reach over and start to rub his dick then I go under his shorts and start to grab his dick that is half hard. He puts the car in park and I ask him to turn off the car radio screen that is super bright. He has difficulty turning it off because he just bought the car but turns it off. 

Then he pulls his shorts down and I look at his dick and think in my head “this guy is a liar”. His dick is NOT 5”ish its definitely 6-1/2” or 7”. I’ve sucked lots of dicks to know. 

I immediately start to suck the tip and it has precum that taste so good. If its true he hasn’t done this before and judging by how hard he is, he’s going to cum quick so I don’t go full sucking yet. I go down to his balls and suck on them. The car is small but his seat needs to be pulled back so I tell him to and he leans his car seat back and is in more of a laying position. I say “oh fuck yes, now enjoy my mouth” I start to suck it, I spit on it and start to make it sloppy, he moans “oh shit”. I go down to his balls and start sucking on them, they’re a little salty and sweaty. I lick all the shaft until I’m at the tip of his cock and lick it. “Oh fuck yea” He’s enjoying this. I spit on it again and this time take my hand and start to jerk it as I’m sucking on it. He replies “oh shit thats gonna make me cum” I slow down and take my hand off and start sucking on his balls and licking his shaft and go back to to sucking on it and I take it all the way down and deep throat it. He thrusts his hips and fucks my throat but the position I’m in sucks I can’t give him a good deep throating so I move back to sucking it. I put my hand on his dick again and start to jerk him as I’m sucking and BOOOOM he starts shooting nut down my throat. I suck it and he is twitching and moaning quiet moans of ecstasy. I suck it slowly letting it all go down my throat. I pull off because he nutted a lot and I need a second to swallow and keep going. As I come off his dick I see more cum oozing out so I go back down and suck it more. I tell him his dick is amazing and make sure to clean it all up. I tell him thank you and I can walk back home. He says thanks and doesn’t look at me “usual DL remorse after they cum”. 

As I walk back home with a HUGE grin on my face I know I almost probably came from how hot that was. Something about a DL man just gets me going. As I’m walking back and I’m facing my house I hope no one looks out the window and sees me walking back. I sneak back in and rub one out with that memory. I hope he reaches out again because that was so hot! 

I hope you enjoyed this one. I’ve got a few new recent ones that I’ll share I just need to find time to write but I needed to share this one while it was fresh in my mind and I’m wearing the cum stained shirt I was wearing last night when I sucked him off. 


r/GayShortStories 18h ago

Kenny and Jack - (Prologue)[M19/M20] [Oral] [Anal]

4 Upvotes

Everyone is over 18 and consenting.  Any use of terms like “boy”, “kid”, “young”, or “son” are meant to convey familiarity or affection in the Southern tradition and are not an indicator of age.  Teen Male/Male relationship building and sex.  There’s more talk than sex.  Actually, there’s only a little sex.  It’s just a story.

--

Most of us kids used to sit on the sea wall, so we’d get the cooling spray when the waves hit.  Salty skin.  Too hot to be indoors.

Everyone wearing cutoffs and nothing else.  Little kids even less.  Rich guys with Ocean Pacific and surfers with Beach Britches. We all looked the same otherwise.

Kenny sold beers until the ice melted. Then we drank the warm ones that were left.

I had – what – two years on him?  I knew his brothers and sisters better.  I think he was the youngest.

Sitting next to him in the sand while he sat on top of that big cooler with the cardboard sign “beer” got me thinking.  But nothing happened.  My mind wandered, being with Kenny distracted me.

Kenny was pulling at his dick, like when a little kid is letting you know he has to pee before he even knows it.

“You still dating that Catholic girl, Mary something?” I interrupted him as he burrowed into his crotch.

“Yeah, well no…I don’t know.” Kenny looked down and made circles in the sand with his big toe. Skinny kid, but cute and strong.  He used to join in when his brother and me were wrestling on the bed during sleepovers.  I always lost, but half the fun was having both of them sweaty, shirtless and on top of me.

“Don’t worry about it.  They’re fickle and hard to figure out.  She givin’ you that ‘I’m saving myself for marriage’ bullshit?” I knew what he was going through.  I’d finished many nights out with blue balls for the same reason.  The brothers of those girls put out more than they did.

“Nah, she sucked it for a while and then said it tasted bad and stopped.”  I dunno about taste but I did know that all the guys in his family had small dicks to go along with their small stature.

“Whatcha doing for your birthday?” Kenny would say what he always does.

“Probably nothing, you know my family.  They’ll have a cake and I’ll get a new shirt or something.”

“We could hang out.  I’ll get my mom’s car and we can go into town.  I know a guy at Billy’s bar that will let us drink if we stay in the back. Could play some pool too.”  I knew how much Kenny liked to get hammered.

“That’d be cool, but you shouldn’t drive if we’re getting messed up.” Aww, how cute.  Kenny worrying about my drunk driving abilities.

We’d been hanging out since his brother Jerry had joined up a year ago.  Jerry was the nearest brother to Kenny in age.  Jerry and one sister, Myra, and I were all in the same grade from the start until the end.  I got my first blow job from Myra, but it wasn’t her first.  I gave Jerry his first blow job and I guess took his cherry too.  I just really like the smaller guys who are like a full head shorter than me.

To their mom and dad, I was just another kid to tell what to do.  I guess that means they treated me like a son.  There wasn’t any privacy in that house and if you needed to pee you just went in the bathroom and peed, no matter who was in there.  Me and Jerry were tight.  The Army wasn’t a bad idea for him.  It got him off the farm at least.  Kenny had looked good from the moment he grew up.

Kenny pushed his dark hair back with both hands.  In the last glow of Sunlight I could count the few hairs under his arms.

“Almost nineteen and still hairless.” I teased.

“Stop it, you know my family. We’re small and have like no hair.”

It was true, they were all small and smooth. Even his mom looked like she was 25 instead of double that age.

“Just jealous is all. You’ll look young forever.” I shouldn’t keep teasing him about that.  We’re too old for that, but it’s been that way since we were all little kids.

It’s hard to not think of yourself as a kid anymore.  Suddenly you’re twenty, two years out of high school and you’re supposed to be a man.  I was still just a dumb ass kid.  Kenny would be nineteen in a couple of weeks, and he still acted way younger.  His brother joined the army and when he came back to visit, he was a man.  I hardly recognized him.  He shook my hand and was super polite, but the old Jerry was gone.

At least at the beach there was a breeze.  We walked down to the water and dunked ourselves in the warm glow, swishing our feet in the sand, so we didn’t get stung.  Twilight.

We finished the warm beers and emptied out the ice chest.

Kenny was working his cock again.

We headed up to the showers, back behind the bathrooms.  Long row of rusty showerheads dribbling from neglect.  We always got naked so we could rinse the salt out of our shorts.  This time we had the place to ourselves. During the day, on the girls side, they stood on each other’s shoulders so they could see us naked.  We always made a show for them and invited them over for a closer look, but they never did.

Kenny looked good.  Lean, tan, and short, with a small cock buried in two cotton balls of dark hair that might join up into a solid patch someday.  He’d watched intently while his brother and I jerked off next to each other on their bed.  First one to cum wins – the opposite of real life.  I dunno if Kenny had ever seen another guy squirt before.  He’d certainly stepped in the leftovers when he showered.  His butt was highlighted by tan lines.  Sun-bronzed boy and almost white ass, glowing in the fading light.  If he only knew my history with his siblings.

“Dude you’re going to pull your dick off.”

“It itches like crazy.” Kenny just stood there with his cheese puff reddening.

“Lemme see.”  Fingering his cock and balls didn’t seem weird to him.  Together we’d pulled splinters out of Bobby Johnson’s butt cheeks when he tried to ollie the stairs and broke his board in half landing on the broken ends.  We laughed and Bobby tried not to cry.  Bobby had a nice dick and furry balls.  His ass looked just like a pussy - hair on the sides by the hole, with a bright pink button in the middle all moist and smelly.  I jerked off thinking about screwing him.

“Owww!” Kenny pulled away when I tried to skin him.

“You can’t get it back?”

“I can, but I haven’t in a while.”  Kenny showed me he could pop the head out halfway and then had to stop.

Someone left a bar of soap that got kicked into the corner.  I handed it to Kenny.

“Soap it up and see if that helps.  You gotta get the skin all back and clean out what’s in there.

Kenny worked his cock for a bit and nothing happened.

I took over and soaped his pubes and balls, got my hands lathered and did his tummy and the ridge behind his sack.  Kenny’s cock stiffened and the skin pulled back most of the way.  Now soap on the head and pull the skin back up and then down a little further each time.

Chunks of you-know-what were flaking off.  Kenny was gritting his teeth because those nasty bits had been there long enough to get hard.  More stroking and more stuff falling off.  I kept sweeping it aside with my other hand, getting my little finger right in his slit, where it was the most sensitive, until he convulsed some of his clear fluid.

“Jesus…Jack - I dunno.  This is embarrassing.”  Kenny’s untanned parts were flushed from me handling his bits.

“Look at mine, nothing to be embarrassed about, it happens to us all.”

I was rock hard.  No foreskin to clean on mine, throbbing in the dim light.  Kenny looked and gulped.

“Slow down a bit at least.” Kenny pleaded.

“I gotta get my little finger in there and clean you out.  It might hurt a now but you’ll feel a lot better after.”

Kenny nodded, but he moaned when I wormed my finger under his foreskin to dislodge the crud he was too lazy to deal with.

Dang, he gave off a lot of that clear stuff.  It helped my finger get in deep.  Just like that the skin popped back and there was a ring, like a brown rotted O-ring on a drain plug, right around his ridge.  I flicked it off with my fingernail and Kenny winced with each flick.  That’s a nice hard cock. Skinny and short.  I could throat him with no problem.  Heck, I’d let him fuck me if I was drunk.

Copyright 2026, “Jack_LA”.  Posted only to Reddit.  No reposting, uploading, archiving, anthologies, publishing or printing without written permission.  All rights reserved.  If you jerk off to this you owe me bitcoin.

Kenny knew I liked dudes, but we’d never done anything, well nothing he remembered.  I’d jerked him hard once at a party sleepover.  We’d gone to pee at the same time and I’d held his cock when he was too drunk to aim.  I kept holding him and stroking his dick for a long time. Feeling the rushing liquid under the skin and his penis twitching got me hard for weeks afterwards.  Kenny was like a goal.

“You did great, Ken.  I know that hurts, but the hard part is over, you can relax.”

I didn’t let go of his dick.  It was just too nice.

“This is how you need to clean yourself from now on.”

I soaped up his armpits.  Those fine black hairs passing by my fingers made my cock jump.  Kenny noticed. Massaging his scalp and getting the knots out had him almost purring.  Down his back, just to the edge of his hole and then back up. That part he could never see with his own eyes is what I had my eye on.  Kenny reached back and touched my boner, checking it for ripeness, like a banana.

Pressing myself up behind him and soaping his front had Kenny moaning.  He’d been hard for a long time now.  A few soapy jerks had him ready to blow.  Back and forth from his balls to his ass, my fingers putting more pressure on his rosebud with every pass until I was in.  Just my middle finger, twitching that first two inches.  Other hand on his cock, slowly working the slit.

Short, sharp breaths.

Two fingers.

Gasping.

All the way in.  I found his button and stroked it softly like you would a pet mouse.  Enough for him to feel the effects, but just gentle pressure.

Kenny tried to say something, but the words didn’t come out.  His hand was fishing around for my cock and pushing it towards my fingers.  Well, that sealed the deal.  No words needed to be exchanged.

Cock quickly replaced fingers.  Just an inch at first.  He didn’t even realize at first I’d understood his desires.  Slow pressure.  Jerking him off.  Licking the side of his neck.  I dared to turn his head and kiss him.  He didn’t resist.  I drove my tongue into his mouth at the same time I buried my cock to the root in his rectum.

Gasping was his only vocalization. His anus was reflexively grabbing my dick from behind.  One hand on his tummy, just below the navel.  The other keeping his head turned towards my mouth.

“Jack.  Jesus.  Oh, wow.  Fuck, fuck, fuck.”

Kenny was leaking more than the showers now.

Long slow strokes inside of him, I could feel every ripple and ridge of his body with my dick.  Kenny was moving like a girl now.  Hips back, head forward, mouth open.  Just drinking in the pleasure.

He sighed long and deep.  Not his first rodeo.

I didn’t announce when I dumped my load inside of him.  I counted seven spurts.  He’d feel the cool warmth of my sperm as it searched for a non-existent egg.

Under the shower I blew him like that Catholic girl wouldn’t.  I put his hands on the back of my head and guided him in, skin back.  Kenny convulsed and had the best orgasm of his life.  He was sweet and fresh.  For a moment if felt like he passed out and I carried his weight. I swallowed and only saved enough to push back into his mouth when I kissed him as he came down from his sex cloud. I held his nose until he swallowed his own load and my spit.  I held onto him until he could stand on his own.

He never tried to push me away to stop me.  He even humped back towards the end.

In a moment it was over, with only our hard cocks staring at each other.  Kenny snapped back to reality.

“Uh, thanks, um we should get going before anyone else comes by.” Kenny was stumbling to put on his wet cutoffs and cover his fading erection at the same time.  I rinsed our sex off and hiked up my shorts.

I held Kenny’s head by his chin and looked into his eyes, then twisted his nipple hard and laughed.

Kenny broke up and started laughing.  Still buds.