Backseat Bitch Rides Again

Derek was awoken by the alarm at 6:00 AM the morning after his violation. He put on a pair of black gym shorts and a black T-shirt. He went outside and did his run to the nearby Equinox gym for his 6:30 AM training session. Chip, his trainer was a tall blond-haired All-American guy in mid-20’s. Besides being well built, he was incredibly handsome.

Now that Derek realized he was really a submissive cocksucking bottom, the workout had an erotic undercurrent. He gazed at Chip in his light blue nylon track pants and light blue muscle shirt. He really noticed Chip’s bulge and biceps. He melted inside at Chip’s commands in his deep voice for more reps. Derek was overcome with lust staring at Chip's bulge close to his face when Chip spotted him. Doing squats was overpowering, Derek was aware of his ass sore from last night’s fucking. The up and down motions while holding the weights as his felt the pressure on his butt cheeks and ass crack really put him in mind of his ass. How great it felt to get fucked, how he wanted it again. The workout was over. Derek ran back to his apartment.

This time, Derek noticed other hot men of various ages running. He eyes zeroed in on their crotches, his mouth watered at the sight of their semi-hard dicks and ample balls bouncing around in their running shorts.

He took a shower and dressed in a dark gray custom-made suite, light gray custom-made shirt, black and gray patterned Hermès tie and another pair of gleaming black Prada shoes. He examined his cum-splattered blue suit from the night before. There was the evidence of his actions, dried cum stains from the Lyft driver, the parking lot attendant and his own. He checked the pockets, there was a business card: Tomas Kurtz Driver, phone number and Venmo scan.

Derek left his apartment carrying the soiled suit. He brought it to the dry cleaners across the street. He casually placed it on the counter. The Korean woman tossed into a bin without examining it and gave him a receipt. He took a taxi to the East 30’s, it was 9:00 AM.

There was the office tower he’d supervised the construction of for the last year. After college, his real estate developer father had him spend a year doing grunt work on a construction site to see how it was done. He’d worn a hardhat and was one of the men. Now, this building was nearly ready, due to him. Derek had overseen teams of construction workers and was respected. In his mind, he wanted to be on his knees for them, to bend over for them, but that wasn’t possible. His father was proud of him. The day was spent inspecting empty offices, dealing with contractors and phone calls.

It was now 6:00 PM. Derek was in his office. He changed out of his suit and into a black jockstrap, jeans, black T-shirt and black half-boots. He poured Gray Goose into a glass with ice and lit a Marlboro Red. He sipped and smoked at the end of another long day. “Don’t shit where you eat” was another piece of advice from his father. Derek so longed for Chip’s cock, as well as Vadim’s the doorman’s and all the hot construction workers he was around all day. He couldn’t have them. He had his image to maintain. He sat at his desk with a gnawing emptiness. He needed to be dicked down again, like right now. He needed dick in his mouth and up his ass.

He knew he was privileged; he had been raised with all the comforts of great wealth. Pride in masculinity was instilled in him. Yet, the greatest experience of his life had been taking the dicks of an East European and a Black guy in the backseat of a car. He unzipped his jeans; he stroked his cock with one hand and fingered his asshole with the other. He stopped when he was on the verge of cumming.

He took out Tomas’ business card and texted:

Hey, it’s the sexy gay boy from last night. I want another ride with you.

Cool.

He Venmoed Tomas a big fee, for his big dick.

Derek took the elevator and went outside. There was Tomas’ car. “Mind if I sit in the front?” asked Derek. “Whatever you like, sexy gay boy” said the smiling Tomas.

Derek sat in the passenger seat as Tomas drove. Derek’s hands were kneading Tomas’s crotch through his black sweatpants. He fumbled with Tomas’ briefs; Tomas’ big hard dick was now jutting up toward the steering wheel. “You have what I like” sighed Derek. Tomas chuckled.

Derek’s head was between Tomas’ legs. Derek stared at Tomas’ manhood. This was the first dick he sucked, the first dick to fuck him. This was the man who saw into his soul and turned him out, made him realize what he really was, a bitch.

He breathed in Tomas’ scent, opened his mouth and took Tomas’ cock in. There was that overwhelming sensation on his lips and tongue of male flesh and the intoxicating taste of precum. Derek licked all over Tomas’ shaft while fondling Tomas’ heavy hairy balls.

Derek thought of how in the past, he felt contempt for guys who sucked his dick. How stupid they looked with their faces contorted around his big hard dick with their bulging eyes. How jittery they got around him because he was hot and that they craved to be on their knees before him with his dick down their throats. Now, he understood their compulsion. He was one of them and didn’t care that the men he serviced felt contempt for him. He was compelled to please them.

Derek’s mouth was slurping away on Tomas’s meat and his head was bobbing up and down on it as Tomas drove into the outdoor parking lot past the attendant. Tomas parked in the back of the West 30’s lot. Derek stopped sucking and got out of the car; his dick was throbbing in his jeans from the thrill of it all.

Tomas grabbed him in the darkness from behind, his sweatpants were down, he ground his dick hard from Derek sucking it against Derek’s jeans-encased bubble butt. Tomas opened the rear door, threw Derek to his knees on the backseat, pulled down his jeans. Derek’s pink rosebud hole and creamy butt cheeks gleamed, framed by the straps of his black jockstrap. Derek heard the sounds of the squeezed lube bottle, Tomas’ slicking up his cock and then the felt the shower of lube hitting his asshole.

“You want this?” sneered Tomas.

“Oh, God yes! Please fuck me!” whined Derek, who was ecstatic with the anticipation of getting fucked again. Derek used to think guys who bent over for him were inferior, now he yearned to take it up the ass.

“Sexy gay boy needs a strong man to fuck him” sneered Tomas as rammed his fat uncut Croatian dick deep into Derek’s chute from behind. Derek blissfully babbled as his insides were getting stretched open again by this mighty cock. Tomas was right as always, this was what it was all about for him, giving himself totally over to a man. His seven-and-half-inch dick was hard and straining in his jockstrap from the pleasure he felt. Tomas brutally pounded him out, as Derek hips and ass bucked against the dick that was fucking him and the balls slapping against his ass. Derek was in the zone again.

He looked up through the car window. There was a different parking lot attendant watching him being fucked. This parking lot attendant was a handsome with stubble thin 19-year-old Indian American guy. In one hand he had a Juul that he vaped on, and his other hand was stroking his seven and half inch cut dark meat from his unzipped uniform trousers, his large balls swayed down the front of his trousers.

Derek hit the window button, the window went down, he looked into the sexy young parking lot attendant’s eyes with animalistic lust. Derek opened his mouth; the parking lot attendant stuck his piece in Derek’s mouth.

Wow! Derek was in nirvana. While Tomas was slamming his ass with his fat Croatian cock, the teenage parking lot attendant was fucking his face with his huge dark dick. Derek was taking it at both ends for the first time and was loving every inch of dick in his hole and throat. Tomas’ grunting intensified, Derek felt Tomas’ cock spasm, gushes of Tomas’ hot cum flooded Derek’s insides. Tomas pulled out, a stream of his cum oozed out of Derek’s ass. The parking lot attendant took his slicked-up dick out of Derek’s mouth, he got into the rear of the car, shoved his dick straight into Derek’s ass. Derek yelped at the rapidity of penetration. He kept on yelping as the young stud piston-fucked him from behind as Tomas watched from the front seat.

“AHHHH!” howled Derek as he began cumming in his jockstrap. The parking lot attendant was turned on further by having gotten off this slut with his fucking. The car was nearly rocking back and forth from the parking lot attendant pounding Derek’s ass. He hollered, pulled his dick out and shot off on Derek’s back to mark his territory, Derek really was a cum dump now. Tomas tossed Derek a towel, he cleaned himself off and pulled up his jeans.

“Fuck, yeah!” yelled the beaming Derek who luxuriated at being in the presence of the two men who had just ravaged him. The three men passed around a pint of Smirnoff and smoked Marlboro Reds in the car.

“Shit! Jesse wasn’t kidding about what a hot bitch you are!” laughed the parking lot attendant.

“Glad, you weren’t disappointed” laughed Derek. “What’s your story, kid?”

“I’m going to Columbia for engineering. My dad owns this lot, I fill in when needed. Hey, it was nice meeting you, I have to get back to work…”

Tomas drove on, as per Derek’s instructions, parking on 50th Street between 9th and 10th Avenues. Derek got out and walked around the corner to the Atlas Social Club and went in, it was pretty dead. He took a seat at the bar.

“Hey! Mr. Gray Goose dirty martini!” said the young Latin bartender from last night. “No suit tonight?” he said as he made the drink. He was shirtless, in order to get more and bigger tips. His smooth wide chest was chiseled as was his six-pack, which was above the tempting bulge in his jeans.

“I’m here to play” said Derek as he put two hundred-dollar bills on the bar. “You up for laying some pipe?”

“Fuck yeah” the bartender said grabbing the two bills. “I can take a 15-minute break. Got a place?”

“Yeah, I got a place” said Derek chugging down his martini.

“Fernando!” yelled the bartender. “Cover the bar, I’m taking a break.”

Derek swooned when the bartender groped his ass as they were leaving the bar. Derek’s eyes met with those of Dustin’s, Derek blushed. Dustin, the blond bottom waiter at the bar whom Derek had fucked and ghosted weeks earlier on Fire Island. Dustin instantly knew the score, that Derek was now a bitch, going off to take the bartender’s cock. No doubt, Dustin would pump the bartender for details of his tryst with Derek. The bartender would certainly gloat and give Dustin a blow-by-blow account and they would laugh about Derek. What a cocksucker he was, how he begged for the bartender to fuck him. So be it, it wasn’t as though a non-disclosure agreement could be obtained or enforced.

The bartender followed Derek out, around the corner, they went into the back of Tomas’ car. Derek’s hands went for the bartender’s belt, he undid it and unzipped his jeans. He began stroking the bartender’s beautiful eight-inch uncut young Dominican dick.

“Damn! You’re a real DLB!” said the bartender.

“What’s that?”

“A Down Low Bitch.”

“Fucking right!” grinned Derek as he opened his mouth, put his head down and began licking the bartender’s glorious cockhead, it smelled of sweat and the precum was so sweet. Derek began sucking, deepthroating and licking balls in earnest.

“Shit! You’re a better cocksucker than Bret! You white boys really love the pinga” said the bartender as he reveled in the great head he was getting from Derek.

“I want this pinga up my ass” said Derek after taking it out of his mouth.

“You got it, baby” said the bartender as he pushed Derek onto his back. Derek undid his jeans and pulled them down as the bartender did his own. The bartender was now a nude god. He grabbed up Derek’s legs and saw Derek’s seeded and lubed up hole

“That’s one busted gang fucked culo! I’m going right in!” he yelled as he shoved his thick hard piece into Derek. The bartender throw Derek such nasty fuck that Derek was weeping and cumming again in his jockstrap. The bartender pulled his cock out of Derek and wiped it off on Derek’s jeans. He didn’t cum. He had a long night and more opportunities ahead of him.

“Hey, for two bills, you can bitch out on this pinga anytime” said the bartender as he pulled up his jeans and left.

“Very sexy gay boy!” laughed Tomas who’d been watching Derek in the back seat. He drove Derek back to his Tribeca building. “Goodnight, and thanks, Tomas” said Derek.

“Good evening, sir” said the doorman as Derek entered the lobby, limping with as much dignity as possible after just getting fucked three times by three big dicks and wearing his soiled cum-stained jeans.

“Good evening, Vadim. Here, I owe you” said Derek as reached into pocket and a fresh pack of Marlboro Reds on the desk.

“Thanks, sir” said Vadim as Derek went to the elevator.

Derek poured Gray Goose into a glass, threw some ice cubes in, he sipped. He took off his jeans and T-shirt. He stood nude on the terrace, sipping and smoking a Marlboro Red. He felt great.

“Your text was a surprise and Nobu too!” exclaimed Bret on Friday night after work. He and Derek were at that highly acclaimed and highly expensive Tribeca Japanese restaurant.

“I was really shitty to you; I owe you a great dinner” said Derek. Derek’s father had taught him the need for analyzing the angles to get what one wanted. Bret was an angle to get what he wanted.

“You WERE shitty to me!”

“That’s past, I was wrong. You were right, we were into each other, and the sex was hot.”

“Yes, it was.”

“There’s no reason why we shouldn’t date…” They ordered up lots of delicacies and two bottles of sake. Derek paid the check and they walked to his building.

“Good evening, sir” said Vadim.

“Good evening, Vadim.”

They went straight to Derek’s bed. They kissed and felt each other’s bodies. Eventually, Derek pushed Bret’s head down to his magnificent cock. Bret sucked it with passion as Derek played with his ass. Derek pulled him off, tossed him on his back and lubed them up. He fucked Bret with frenzy. Bret was gurgling at the top of his lungs. He dick shot off; he came like a fountain. Derek kept fucking until he busted his load in Bret. Bret lay sighing.

“Spend the night with me” said Derek as he kissed Bret. “Sure” smiled Bret.

They spent Saturday hanging out at Derek’s. It was the best Manhattan apartment Bret had ever been to. At night they went to Chelsea Piers for an evening cruise. It was a benefit for a gay legal organization. The A-List gays were out in force. Derek’s top friends were taken with Bret, how Derek bagged himself such a cute presentable bottom. They went back to Derek’s place, fucked and fell asleep. Sunday afternoon they went to brunch at Sarabeth’s with two young couples who were friends of Derek’s. Each was in a typical top and bottom relationship.

“Well, I had a great weekend Derek, thanks for everything. It’s back to the grind tomorrow.”

“Stay with me, move in with me. Let’s be boyfriends.”

“Huh?! Just like that?”

“Sure, things can happen fast in life. Wouldn’t you rather live here than in that shitbox you’re in? Wouldn’t you like to have this all the time?” said Derek tugging on his crotch.

“You know it!” said the dickmatized Bret dropping to his knees to suck his new A-List boyfriend off. Bret went to work on Monday from Derek’s. Over the next few days, he moved his stuff in and left his Hell’s Kitchen apartment.

“These are the invitations Bret and I decided on” said Derek’s mother a few months later. They were at Fiorello’s, a grand Italian restaurant across from Lincoln Center. Bret had hit it off with Derek’s parents, marriage was soon in the works, it would of course be featured in the Sunday New York Times. They would be a power couple on the A-list gay scene.

“Great choice” said Derek.

“Similar to your brother’s” said Derek’s father.

Eventually, dinner was over. Bret and Derek’s mother said goodbye as they were off to the Metropolitan Opera for a four-hour thing in German. Derek and his father couldn’t stand opera and so Derek’s mother was delighted that Bret was an opera fan, she now had an opera companion in the family. They went often.

“Enjoy the opera” said Derek as first he kissed his mother and then Bret. “I’ll see you later at home, babe.”

Derek and father went across the street to P.J. Clarke’s for Gray Goose dirty martinis. They talked of the new office tower construction project Derek would be overseeing.

“Son, I’m so proud of you! Not just that you made such a success of the east side property but that you also made a success personally, it’s great that you’re settling down. Bret is perfect for you; you’ll be very happy together. You complement each other, it’s clear to everyone that you’re the top and Bret is the bottom. Image is everything!”

“It is, Dad…”

They finished their drinks and said goodnight. Derek’s father caught a cab to his Upper East Side apartment, he was looking forward to an evening alone watching a new Blu-ray of The Wild Bunch.

Derek walked a block from P.J. Clarke’s, there was Tomas’ car waiting for him.