Backseat Bitch

by Nyguy

20 Sep 2022 15249 readers Score 8.8 (91 votes) PDF Mobi ePub Txt


Reader discretion is adviced, this story contain graphic content depicting violence and rape which may not be suitable to all readers. This is a fictional story and do not portray real events or real persons.


“I just got back from Fire Island; it was such a blast! The share my friends and I took was fabulous!” exclaimed Bret who was drinking Stoli and soda.

“Very nice” said Derek in a deep masculine voice as he sipped a Gray Goose dirty martini. “I’m going next weekend. I own a house in the Pines…” They were on an after-work date at the Hell’s Kitchen gay bar, Atlas Social Club on a Monday night. 25-year-old total top Derek lived the life of a Manhattan A-list gay.

Derek was quite handsome with prominent cheekbones, medium-length brown-haired, green-eyed and 6 feet tall. His slim toned physique was maintained by regular workouts with an Equinox trainer. He was wearing a custom made dark blue suit, light blue custom-made shirt, a blue and green patterned Hermès tie and gleaming black Prada shoes.

He was born and raised on the Upper East Side, graduated from Brown and then went to work in his father’s real estate development firm. He came out to his free-thinking parents as a teenager. They were accepting as he was the youngest of three brothers, the other two were definitely straight.

His man of the world father privately cautioned him that to be taken seriously in business and in their world as a gay man, he needed to be perceived as masculine and a top. “Cocksuckers who take it up the ass aren’t thought to be serious or trustworthy. They’re unstable because they’re obsessed with cock.” Bottom shaming was de rigueur among his clique of A-list elite top gay friends.

Derek’s spacious Tribeca co-op apartment had great views. He was on Grindr for hookups but was also looking for a relationship and eventually marriage with a suitable bottom.  

24-year-old Wisconsin-born Bret worked as an accountant at Ralph Lauren. He was wearing khakis and a blue V-neck sweater. He’d hit Derek up on “Quality Men,” a dating site for elite Manhattan gay men. Brett was 5’ 8” thin, toned, blonde, blue-eyed and cute. For a bottom, he was quasi-masculine but couldn’t help giving himself away at times with his distinct gay voice.

Earlier, it had been momentarily charged when the waiter came over to take their drink order. He was a short, toned blond named Dustin. He and Derek had hooked up on Fire Island a few weeks earlier. Dustin was a terrific cocksucker bottom; the sex had been great but there was no future for them, Derek never contacted him. Besides being a waiter, Dustin was also a low rung on the Manhattan gay societal ladder, a struggling actor, he was strictly a cum bucket to be used by his betters. He took their order and brought the drinks without a sign of recognition. He knew his place.

Derek and Bret had a good conversation, there was attraction and a vibe; their drinks were finished.

“Well, Bret. I had a nice time. I’ll text you about getting together for dinner next week” said Derek.

“Great! I was thinking, I live a few blocks away, if you’d like to come over for another drink” smiled Bret.

“Oh. Cool.”

They walked out of the bar. Outside, Derek took a few drags on his Juul. They got to Bret’s walkup building on 47th and 10th Avenue. It was shabby, as was Bret’s small apartment.

“I hope you don’t mind Stoli” said Bret from the kitchen.

“Stoli is cool” said Derek was sitting on the living room couch. Bret came with the drinks and sat next to him. They chatted. Derek put his arm around Bret, leaned in and they kissed. They made out and their hands roamed all over each other. Bret’s hands soon were at Derek’s crotch. He undid the belt, unzipped the trousers, pulled them and Derek’s boxer briefs down.

Bret sighed. Derek was used to that. Derek had a remarkable penis. Seven and half creamy cut inches with a superb, flared head. It, and his globular balls were perfectly manscaped due to regular visits to a sugaring aesthetician. Above his junk were his sculpted abs. Derek was a hot top and reveled in that.

Derek lay back on the couch with Bret between his legs on his knees, enjoying the first-class servicing Bret was providing. He’d hollowed his mouth and took Derek’s prize tool in. He knew how to use his mouth, tongue and lips. He worked under the head really well, Derek was dripping precum. He did a wonderful job licking Derek’s balls. Derek was pleased with Bret’s oral skills.

Bret took his mouth off Derek’s now quite stiff and moistened dick.

“I’m on PrEP” said Bret on his knees looking up at Derek.

“Nice.”

Derek followed Bret to his bedroom. The two young men undressed. Derek saw that Bret had a nice lean compact body, a fine fleshy ass and that his six-inch cut dick was hard.

“On your back” said Derek. He knew from experience that bottoms crave to be commanded and that they desired getting fucked in that position. Bret was in his bed on his back, his legs raised and spread, his tempting hole on view.

Derek took the bottle of lube on the night table, poured some into Bret’s hole and then slicked his cock. Bret gasped and groaned as Derek penetrated him with his cock. Derek rammed it right in with little resistance, Bret was obviously used to taking big dick, still, he was nice and tight.

Holding Bret legs apart, Derek continued thrusting his cock in and out of Bret. They were in the zone. Derek was an excellent top who knew how to fuck. Derek was turned on by seeing his magnificent torso reflected in the mirror as he expertly fucked Bret.

Sure enough, Brett was sobbing and soon his dick was shooting off a load without touching himself. Derek prided himself on getting his bottoms off. Derek felt that familiar fiery sensation course through his loins as he reached his own orgasm. His cock explodes a huge hot load of cum that filled Bret’s inner regions.

The panting Derek pulled out, gathered his clothes and went to the bathroom. He cleaned himself up and emerged sated and dressed.

“So, any ideas about dinner next week?” said the beaming Bret who was now in a pair of gym shorts.

“Oh, that’s not happening.”

“Huh? Is something wrong?”

“I don’t date slutty bottoms, I’ll give you a booty call sometime, you’re a real pro.”

“Hey! We were into each other!”

“True, but we were on a date not a hookup.”

“That’s stupid! We both wanted to fuck!”

“Yes, but I’m a top with the privileges that entails. A bottom who gives it up on the first date isn’t boyfriend material. You’re good for more pump and dumps, nothing wrong with that.”

“You’re an asshole! Get the fuck out!”

“Whatever” said Derek as he left.

Outside, he took a few drags on his Juul. He needed to come down from the great fuck and the aftermath. “Dumb bottom!” he thought. He went back to the Atlas Social Club; it had emptied out. 

“Gray Goose dirty martini!” said the Latin bartender to Derek. He was early 20’s, muscular, sexy and was obviously hung heavy from the look of the bulge in his jeans .

“Yes, thanks. You remembered!”

“Sure, I saw you with Bret. I bet you laid some pipe, bro! He treat you right?”

“Yeah, he sure treated me right!” There was the psychic camaraderie between tops when gloating about communal bottom. 

“This is on me, bro.” Derek still put down a five-dollar tip for his drink. “Thanks, bro.”

“So, you’ve had Bret?”

“Damn right! Me and all the bartenders have tapped that mouth and ass at his place after our shifts. He’s a busy boy, that bitch can’t enough dick!” laughed the bartender. “Excuse me,” he went on to another customer.

So, Bret was a real slut, putting out for bartenders and no doubt anyone else. Good to know, thought Derek as he finished his martini. He texted for a Lyft.

“Goodnight” said Derek to the bartender.

“Take it easy bro. “Look at this” he said extending his phone. “Hey! Come over later?” was Bret’s text. Shit! He really was a slut! Definitely not boyfriend material.

“Well! I loosened him up for you!” laughed Derek.  

The Lyft was waiting outside the Atlas Social Club. Derek got into the black car with tinted windows and began checking emails.

“Have a good time tonight?” said the driver in an East European accent.

“Uh, yes” said Derek who wasn’t used to chatty drivers. He looked up and saw that the driver was probably in his early 30’s, dark-haired with stubble.

“I pick up many sexy gay boys from there and the other bars, they like to have a good time. My name is Tomas, I’m from Croatia.”

“Hey, if you don’t mind, I have work stuff.”

“Sure, no problem.”

The drive continued in silence, Derek was buzzed and preoccupied. A short time later, Derek looked up and saw they were driving into an outdoor parking lot in the West 30’s. The car stopped in front of the booth. Tomas waved to the attendant and continued driving in the lot.

“Hey, what the fuck?!”

“Is good. I have what you sexy gay boys like.”

“Look, I don’t hook up with drivers in cars and I’m a total top, I’m not interested in what you have.” The car was now parked in the back of the lot.

“Chill out dude!” laughed Tomas. Derek began shaking and breathing hard and tried to open the locked door. The other door opened, there stood Tomas. He was about six feet tall, and beefy. He was wearing a black V-neck T-shirt that displayed his dark chest hair and prominent biceps, one had a tattoo of a snarling lion. His black sweatpants had a big bulge in the front. Derek scooted his legs up and began thrashing and kicking at Tomas. He grabbed Derek’s legs, lifted him and forcefully put him on the seat. They were now sitting side by side. Tomas reached over the front seat for a pint bottle of Smirnoff, he took a slug.

“Have a drink, sexy gay boy.”

Derek was trembling, tears were streaming down his face. He took the bottle and had a slug.

Tomas had pulled down his sweatpants and boxer briefs. His eight-inch uncut cock jutted up and his heavy hair ball sac flowed on the seat.

“See! Sexy gay boy! I have what you like!”

Tomas grabbed Derek’s hand and put it on his cock. As if on automatic pilot, Derek’s trembling held Tomas’ cock. “Play with it” whispered Tomas in Derek ear before he nibbled on it. Derek began stroking Tomas’ dick, feeling it’s heat and power. “My balls too.” Derek cupped the fleshy sac. Tomas was groaning.  He put his rough large hand behind Derek’s smooth neck and caressed it. “Such a sexy gay boy” he said as he began forcing Derek’s head down.

“This isn’t happening!” screamed Derek in his mind, but it was.

Derek’s eyes took in the scary sight of Tomas’ raging manhood. Tomas pulled back his foreskin, there was the sculpted head and long veiny column of man flesh. It was all so hopeless. Derek smelled Tomas’ musky scent, robotically stretched open his mouth; he tasted salty drops of precum for the first time and was nauseous. He’d watched a lot of guys suck his dick and he reluctantly imitated them from memory. He licked Tomas’ cock all over, he paid attention the region under the head, he tasted more precum.

Derek who was born with a silver spoon in his mouth now had a big hard smelly uncut dick in his mouth. His rank and preferred top role didn’t matter to Tomas, to him, Derek was just another bottom bitch to him to be used. 

“Fuck! Sexy gay boy, you suck cock so good!”

Tomas grabbed his balls and shoved them in Derek’s mouth. He suckled them, then went back to sucking Tomas’ cock. Tomas picked up the pace and was face fucking Derek. His jaw and throat were sore as it felt like an eternity of giving head, gagging a lot while trying to deepthroat. He was now a cocksucker.

“Ahhh!” wailed Derek as he was sucking Tomas’ cock, feeling Tomas’ hand reach into the back of his suit trousers, grope his ass, and finger his hole.

“Fuck, yeah! Sexy gay boy has great ass for me to fuck! I am great lover, will make you so happy!”

Derek kept up his cocksucking rhythm as Tomas’ finger went in and out of his previously untouched chute. Derek was overwhelmed at how hard his own dick was, it strained through his trousers, leaking precum in his boxer briefs.

Tomas pulled Derek’s head off his cock, it glistened with his precum and Derek’s spit. It now looked even bigger and more dangerous. In a flash, Tomas had pushed Derek onto his stomach, arched his upper body and positioned him with his head facing against the tinted window. Tomas undid Derek’s belt and slid his pants and boxer briefs down. Derek felt the cool air on his exposed butt cheeks and asshole. He heard the squeezing sound of a lube bottle, and of Tomas slathering his cock with lube, then there was the eerie sensation of a shower of lube spraying his hole. “Oh God, no! NO!” yelled Derek.

There it was, Tomas’ cockhead nestled in the cleft of Derek’s virgin pristine ass. Just the touch of the tip touching his hole felt sickening. The pain was searing as Tomas began penetration, Derek’s insides were being split open by Tomas’ long thick slab. Derek sobbed in agony as Tomas’ cock was now fully in him.

Tomas was grunting as he slammed his dick in and out of Derek. His floppy balls slapped against Derek’s firm butt cheeks, Derek’s own balls swayed and jiggled. Derek was inflamed by the new sensations of his anal canal being pierced by dick; he was amazed at how his chute accommodated every inch of Tomas’ hog. Derek tried to think of other things, but each time Tomas thrust his cock back in his hole, brought reality back to Derek, he was getting fucked.

The pain was eventually replaced by a new strange pleasure. That was evidenced by Derek’s throbbing hardon that was rubbing on the car seat. Derek’s shock at the events intensified as his cock spasmed, it shot off blasts of cum onto the seat.

Tomas continued fucking Derek, and soon his huge piece was flooding Derek’s chute with his load. Derek was disgusted as he felt his insides drenched in another man’s hot juice. He lay stiff crying, staring out the tinted window at a fence. He’d just been ass fucked in the backseat of a car, like a slutty bottom bitch. He felt Tomas pulling him and now they were sitting next to each. “That was great! We have good time! Sexy gay boy!” he patted Derek’s head, tousling his hair.

Tomas lit two Marlboro Reds and handed one to Derek. Tomas took a swig of Smirnoff and handed the bottle to Derek. The two men smoked and drank after their sweaty fuck. Derek looked down and saw Tomas’ now soft long sated organ that had ravaged him. Derek bare ass on the seat was wet and sore.

The rear car door opened. “I got my break now and am ready for some quick head and ass!” Bellowed the parking lot attendant as he entered and sat next to Derek. He was about 40, Black, built and had a friendly grinning face. Tomas exited and then sat in the driver’s seat.

The parking lot attendant quickly unzipped his uniform pants, pulled down his pants and briefs and hauled out his long fat nine-inch cut Black club, his tremendous balls fell to the seat.

Derek’s eyes widened at the at sight of seeing his first Big Black Cock up close. Derek soon saw it closer as the parking lot attendant put his meaty hand on the back of his neck and forced his head down in a flash.

Transfixed and helpless, there was no way to fight his way out. Derek knew the drill and got busy. He made his lips into an O-shape and began on the parking lot attendant’s helmet-like ridged cockhead. He licked it all over, paying close attention to the underside. He licked the slit, tasting droplets of precum. He licked the shaft, and he did those bull balls. His gullet astoundingly took the whole log down to the base and he then proceeded to deepthroat it, using his lips and tongue to maximum effect.

“Damn, Tomas! You sure find the freakiest faggots! Look at this white bitch go!”

“I hear you, Jesse! Sexy gay boy knows how to get down!”

Derek kept at his newfound proclivity for sucking dick. Soon, Jesse pulled Derek’s head off his cock. He pushed him onto his back on the seat.

“Spread that ass for me baby!” barked Jesse has he grabbed and raised Derek’s legs.

“AHHH!” howled Derek as he felt Jesse ram his engorged Big Black Cock up his chute. Derek had just been impaled, his chute was already lubed and seeded, so entrance was swift. Jesse brutally and rapidly pounded him out, piston fucking him. Derek couldn’t believe the gurgling sounds he heard himself make. He blushed as he stared out and saw Tomas watching Jesse fucking him. His shame was complete, another man had witnessed his disgrace. Then there was the amazing sensation of cumming for the third time that night as Jesse brought him to another mind blowing and hands-free orgasm. Jesse’s whooping intensified as blasted his load way up into Derek’s insides.

“That was great sex!” said Jesse in an exhilarated voice as he pulled up his uniform pants. “Take it easy, white boy” he said as he left. The car door slammed. Tomas drove out of the parking lot.

Derek pulled up his underwear and suit trousers, arranging himself as best he could. Sitting hurt, having gotten his ass fucked twice in a row by two hung guys. Then there was the gross sensation of sitting in his boxer briefs as if it were a diaper with cum and lube oozing from his busted ass.

The ride was in silence, except for the car radio playing rock songs. The car pulled up in front of Derek’s Tribeca building. He stumbled out humiliated in his cum stained custom-made suit, slammed the door and limped into the lobby of his building.

“Good evening, sir” nonchalantly said the young dark Ukrainian doorman upon seeing the disheveled Derek.

“Thanks. Uh, Vadim, can I bum a cigarette?”

“Certainly, sir. You can have the rest of the pack. I have another” Vadim said handing Derek a Marlboro Red box with seven cigarettes.

“Thanks.”

In his apartment, Derek poured a large glass of Gray Goose, threw some ice cubes in, and went to the terrace. He lit a Marlboro Red, smoked and gulped his drink as stared out at the bright lights of nearby buildings in the night sky.

“Cocksuckers who take it up the ass aren’t thought to be serious or trustworthy. They’re unstable because they’re obsessed with cock,” his father had warned him. He understood that he’d been brainwashed into behaving as a top. Now, after he’d been used by two big-dicked brutes he could admit to himself that he liked what they had forced him to do. Sucking cock and getting his ass fucked had brought him newfound pleasure. He’d never had orgasms as powerful then when he was fucked on the backseat of that car. Deep down he was submissive.

He finished the cigarette and the drink. He limped to the bathroom. He undressed out of his soiled clothes and took a shower; he saw gobs of Tomas’ and the parking lot attendant’s cum swirling into the drain. He got out of the shower and stared in the mirror at his handsome face, a face that had had just sucked two cocks. He looked different to himself. He turned and saw his prime young ass in the mirror. His ass that had just been fucked by two big cocks also looked different to him.

He dried himself off and strode nude to the kitchen. He had another glass of Gray Goose and lit another cigarette. When he was finished, he went to his bed and passed out.

by Nyguy

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