A Weekend of Servitude

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Jonathan had made it clear that it was her choice to stay. That cut Richard deep. He had considered them a team but Sir Jonathan had divided them in order to conquer them and it had worked. Tatiana had climaxed several times while Richard had been denied orgasm. She was in post-orgasmic bliss when Jonathan asked her if she wanted to stay and she had nodded sheepishly.

Richard sat in silence, listening to adult contemporary music for most of the ride back to DC. He began to come down from the euphoria of submission and as the endorphins in his brain plummeted he began to crash. He felt exhausted and melancholy and he couldn't stop thinking about his wife, alone with Jonathan, while he was to spend the night alone with his thoughts.

The car stopped in a dark alley somewhere in Arlington, Virginia. The driver ordered Richard out of the car. He was a young, lanky black man with sinewy arms and a bright smile. He was quite obviously gay, given his mannerisms and affected voice and Richard immediately knew something was up.

"The man at the house said you would pay for the ride with sex," he said in a calm, matter-of-fact tone. He climbed out of the car and Richard joined him by the trunk of the vehicle.

Richard sank to his knees and unzipped the man's cargo pants. He had an average sized, unclipped dick and Richard wrapped his lips around it, letting it slide to the back of his throat. His head bobbed slowly and he caressed the man's hairy balls as he slurped noisily on his cock.

He sucked hard for what seemed like an interminable length of time but he couldn't get the driver to climax. He looked up at him with a sheepish expression.

"I can't cum from a blow job," the black man said with a shrug. "Stand up and pull down your pants."

Richard was still in a submissive state and he dutifully dropped his shorts and bent forward over the trunk. He felt the cool salve of lube drizzle into his ass crack, followed by the smooth tip of the man's condom covered dick. He had been pegged by his wife countless times over the prior ten years and knew what to expect, but the difference between a cold latex dildo and a hot throbbing cock was striking.

The driver pushed deep and paused for a moment. He grabbed Richard's hips firmly and began to thrust. It had been several months since Tatiana had last fucked him. The black man's dick hurt a little, but his ass loosened up quickly.

Richard's caged cock bounced and drooled as the black man's cock stroked his prostate with each stroke. His knees felt weak and he had what felt like a mini climax, even though his dick was still flaccid and caged.

The driver thrust deep and hard. His balls slapped against Richard's and his breathing became labored. He pulled his black dick from Richard's ass and ripped the latex condom off it. He furiously stroked his cock and then erupted onto Richard's ass, spraying thick white cum onto his cheeks and soaking the bottom of the tight cotton tee shirt.

The driver quickly pulled up his pants and climbed back into the car. Richard did as well and sat silently until they pulled up to the front of the Four Seasons hotel.

Richard's face flushed crimson as he entered the hotel lobby. It was 4 AM and the lobby was empty except staff. He wanted to duck into the elevator but had no key to his room so he was forced to go to the front desk for a new one.

Jonathan had, thankfully, given Richard his ID and a credit card, which were both in a clip on the back of his phone. And with a little explanation Richard was able to get a new room key.

The knowing look on the effeminate front desk clerk made Richard want to disappear and he struggled to make eye contact with the chubby red-cheeked young man.

Richard's phone buzzed as he entered the hotel room and he opened a text message from his wife's number.

"Still fucking. He's an animal," it read. The phone buzzed again and an image of Tatiana with her legs spread and Jonathan's cock inside her swollen red pussy glowed on the screen of his phone.

Richard shook his head and undressed before climbing into the large shower and washing the filth and scum from his body. He was exhausted and he peed in the shower rather than try to deal with using the toilet with a cock cage locked over his dick and balls.

Richard's phone continued to buzz for another hour as his wife and Jonathan sent him pictures and videos of their sexual exploits. He fell asleep while they were still going and slept restlessly for several hours.

Richard awoke to 37 new messages, all were pictures and videos sent from Tatiana's and Jonathan's phones. He scrolled through the images as he called down to room service for breakfast. He was still hurt that his wife had chosen to stay with Jonathan and was troubled by much of what he had done, both with Jonathan and the driver. His mind was filled with graphic images and he was confused and conflicted.

A knock at the door shook Richard from his funk and he walked to the door in a daze. He had cleaned and showered and was dressed casually in a polo shirt and a pair of loose fitting khakis. His hair was coiffed and most of the redness had left his pale, clear skin.

"Room service," the man outside the room announced. His voice sounded vaguely familiar and Richard's stomach churned as he peered through the peep hole and saw the night manager standing with a cart of food beside him.

"Hello," he said in a deep masculine tone as he let the pudgy twink into the room.

"Hey you," the night manager replied with a cheerful grin. He had been instructed by Tatiana to go to the room with Richard's food and to make him earn, rather than pay for, his food. He was used to strange requests but that had been the strangest.

The night manager locked the door and ordered Richard to his knees. Tatiana had assured him that her husband was queer and he smiled when the older man obediently dropped to the floor. He pulled out his dick out and watched with wide, eager eyes as the sexy older man quickly and expertly slurped on his small pink dick.

Richard sucked and slobbered on the night manager's four inch dick. He easily deep throated it and when the man unleashed his watery seed he eagerly swallowed it all. Richard hadn't climaxed in a week and his mind was in a daze as the doughy man zipped his pants and left the room with a pleasant thank you.

After breakfast Richard showered again and then watched a movie to take his mind off what was happening. It didn't help. All he could think about was Jonathan plowing his wife over and over. His cock continued to drip pre-cum like a leaky faucet. He could think of nothing but sex. His penis ached and the wheels in his head turned.

There was a knock at the door and Richard jumped with a start. He hadn't ordered more room service and he certainly wasn't expecting company. His engorged, caged cock swung inside his boxers and he felt the cool wetness from his pre-cum soaked underwear as he walked to the door.

"Can I help you?" Richard asked as peeked outside through the peep hole.

"Yes. Jonathan sent us," the man replied and Richard quickly opened the door and let three young men in their early twenties inside.

He was broken and when they told him to strip he quickly complied. He felt self-conscious about the chastity device and moreso when they all laughed at his restrained cock but when they pulled out their dicks he obediently went to work.

Richard sucked one after the other until they were all rock hard. Two were average size and the third was over seven inches long with nice girth and he focused his energy on it. The man tasted sweet and felt great in Richard's insatiable mouth. His head bobbed and he slurped noisily on the big circumcised dick while the other two men kissed each other and stroked their dicks above him.

One man, a good-looking guy with a frat boy face and a hard, chiseled body lifted Richard's hips and knelt behind him.

"Got any lube, Bro?" he asked as he rolled a condom onto his very hard cock.

"Uh, no, sorry," Richard replied sheepishly but the man was unfazed. He spit onto his palm several times and smeared saliva onto his latex covered dick and into Richard's gaping asshole making him moan wantonly.

Richard grunted and groaned as the man's cock sank deep inside him. The man grabbed his hips and fucked him hard while Richard resumed sucking the well endowed man's delicious dick. His body rocked fore and aft as the two men spit roasted him on the floor of his hotel suite. He felt the man behind him jerk hard and grunt. His cock pulsed and throbbed in Richard's ass and he filled the condom with fresh, warm jizz while Richard sucked hungrily on his friend's beautiful dick.

The third man knelt behind Richard's ass and plunged deep. He felt warmer and smoother and Richard realized that he wasn't wearing a condom. He started to protest but the well endowed man grabbed his head and thrust his big dick down Richard's eager throat. He moaned softly and unleashed a torrent of thick cum down the submissive man's gullet.

The third man fucked Richard hard and fast. His granite-like cock pistoned into the bottom's well fucked ass, making him grunt and groan with every powerful thrust. The taste of cum was fresh on Richard's lips and the room smelled of sex and jizz.

Richard's cock drooled steadily onto the floor and the man's thrusts became wild and erratic. He thrust deep and paused as he unloaded his balls into Richard's bowels. He knelt without moving, leaving his spent dick in Richard's ass until it softened completely and slipped from his grasp.

The three men dressed and Richard crawled to the couch. His body was sticky and covered in sweat and cum oozed from his well used hole. He felt tired and ashamed but at the same time ravenous and wanton. His head was spinning and he wondered what sorts of depravity Jonathan had conjured up for his wife while he'd been gone. He knew that she was having the time of her life. She had not had a lot of experience when he met her but as they delved into the BDSM lifestyle she had blossomed into an exceptionally sexual creature.

An hour later Richard's phone rang and it startled him, making him jump from his seat. He looked at the number and his heart leapt. It had been almost ten hours since the last message from either Jonathan or his wife and he quickly answered the phone.

"Yes?" Richard said pensively. He had spent a lifetime as a confident, take charge man and he'd used those skills to build a successful business and amass enough wealth to put him among the top 1% of earners in the country. But after less than 24 hours he'd been reduced to a man without the confidence to answer a call from his wife.

"There is a car waiting downstairs," Tatiana said in a trembling voice. Her breathing was deep and erratic and she panted softly under her breath.

"Is he fucking you?" Richard asked. His voice sounded shrill and whiny.

"He's inside me right now," Tatiana answered in a low breathy tone. "He's fucked me three times since you left."

"I'll be there soon. I love you." Richard said softly. He waited for her reply but none came and he felt melancholy and dour as he hung up the phone. He was unsure of himself and of the strength of his marriage for the first time in 20 years and as he dressed he began to get angry.

His blood was boiling as the Town Car pulled into the long driveway of Jonathan's house. He noticed several cars in the circular section. He climbed from the vehicle and looked around before walking briskly up the stairs to the front door.

A man Richard didn't recognize answered the bell and welcomed him inside. There were a half dozen couples in the living room and Richard didn't know anyone. The hair on the back of his neck stood at attention and he looked around some more.

"Ooh," an attractive woman in her sixties with short gray hair said as she sidled up beside him. She brazenly embraced him and kissed him on the mouth. Her hands cupped his firm ass.

Richard was confused. Her tongue insistently pressed past his lips and he returned her kiss. She was a tall, elegant woman with a slender, athletic body and a pretty face. Her breasts were small but surprisingly perky for a woman her age.

She lifted Richard's shirt off and guided him back to a Victorian era couch. Her lips pressed against his bare flesh and he groaned as his cock tried to grow stiff inside the cage.

He had almost forgotten that his dick was locked up but she seemed to know and she avoided it as she hiked her cream colored skirt up to her waist.

The woman pushed him onto the couch and straddled his chest. He wasn't sure what to do but when she planted her grey hairy pussy onto his mouth Richard did what came naturally. He lapped at the woman's pussy and her body started to quiver and quake. Her juices soaked his flesh and he quickly strummed her engorged clit until she came hard on his talented lips.

The sated woman climbed off of him and Richard got back to his feet. He noticed that the party had paired off and he determined that it was a swingers party before he renewed his search for his pretty wife and Master Jonathan.

The main level of the house was filled with the sights, sounds and smells of sex and Richard's cock continued to struggle inside the confines of his chastity device. He walked awkwardly to the stairs. His shirt and shoes were gone and his breath smelled of pussy.

He glanced into what looked like a library and a chubby woman with a butch haircut was between the legs of a stunning, thin yet busty black woman. A jolt of pain shot through his crotch and he groaned as he stumbled down the stairs into the basement in a daze.

Two large muscular men in tuxedos stood talking in the main room and he ignored them as he continued his search.

"Can we help you," the muscle head on the left barked angrily. The veins in his neck seemed to throb and pulse and it annoyed Richard.

"What," Richard replied tersely. He was growing impatient and his anger was rising to the surface.

"He asked if we can help you," the muscle head on right answered through clenched teeth. They were both very big men with enormous necks and even through their suitcoats Richard could see their well developed pecs and arms. They both wore their hair shaved almost bald and Richard noticed that they looked like twins.

"I'm sorry," Richard replied apologetically. "I'm looking for Jonathan and my wife. Have you seen them?"

"Tasty brunette with great tits?" Lefty asked.

"I guess," Richard answered. "Have you seen them lately?"

"I think the boss is still breaking her in," Righty laughed. It was an evil, almost maniacal laugh and it sent a shiver down Richard's spine. "He even brought in reinforcements."

"Okay but where are they?" Richard asked. He was losing his patience but he sounded calm and cool.

"In the master bedroom. She hasn't come up for air all day," lefty said with a smile.

"Yeah." Righty nodded. Richard turned away and headed to the stairs.

Richard knocked on the double doors at the top of the staircase and waited. The sound of sex rose from below, making it hard hear through the door.

"Enter," Jonathan said confidently and Richard stepped inside.

Jonathan sat beside the bed in an overstuffed leather chair. He was naked and his flaccid cock hung between his muscular thighs. He was a shower, not a grower and even soft he looked 6 inches long with decent girth and heft.

Tatiana lay tied spread-eagle on the bed. A fat, balding white man lay between her thighs and rammed his dick into her gaping hole. She had a thousand yard stare and her mascara had run down her cheeks. Her breasts were red and raw and her lips looked dry and chapped.

"Oh, fuck," baldy grunted. He thrust deep and spilled his load into Tatiana's tender pussy and then pulled his fat horse cock from her depths, letting his seed drain from her womb.

"Who's next, Master?" she said, oblivious to her husband's presence. Her pretty blue eyes were bloodshot and tired and she looked stoned out of her mind.

"Why don't we let Richard taste your sore, pink pussy," Jonathan said with a devilish grin. He ordered Richard to strip and laughed when his purple, caged cock popped into view. His swollen dick bulged from the seams of the clear plastic cage and after a day of torture he'd lost all feeling in his cock and balls. His dick was numb but he hadn't had a real orgasm and his hormones were raging.

"Oh, hey, Baby," Tatiana said as she looked at her husband through cloudy, unfocused eyes.

"Hello, beautiful," Richard said sweetly. He had called his wife that since before they were married and he believed it more accurate in her 40s than it had been when she was in her 20s. He felt a perplexing mix of pride, love, lust, anger, excitement and disgust as he obediently stripped off his clothes and joined his wife on the four-poster bed. "Have you been having fun?"

"I've been have sex," Tatiana laughed. "Lots and lots of sex." She was clearly very high on something and probably drunk too. Her eyes stared blankly towards him and she smiled as she struggled to focus.

The thick aroma of cum mixed with her fragrant pussy assaulted his olfactory gland and his stomach retched while at the same time his mouth watered. He lowered his drooling mouth to her frothy, oozing cunt. His eyes rolled back and he began to ingest the seed of her many lovers.

Tatiana moaned wantonly and she squirmed in her bindings. Her big chest heaved and her tits jiggled. She breathed deep and her legs started to quiver as her husband did what he did better than anyone. He was the best at licking her pussy that she'd ever had and she came hard on his amazing tongue but he didn't stop.

Richard pulled his wife's lips apart and lapped at her dripping hole. He sucked hard, vacuuming cum from the far reaches of her well-used sex and he eagerly swallowed it all. The concoction was salty and sweet and he liked it. He felt the bed shift and he closed his eyes, bracing for impact as Jonathan knelt behind his vulnerable asshole.

Jonathan spat into his fist and smeared saliva over his hard, throbbing cock. He drooled spittle onto Richard's asshole and then pushed two fingers inside him, making him moan into his wife's soiled grotto.

"Tatiana tells me that you like her to peg you," he teased as he pumped his long, thick fingers into Richard's once tight butt.

'Yes Sir, I do," Richard panted wantonly. His tongue lapped hungrily at Tatiana's drooling quim and the cum from all the men who had fucked her soaked his face.

"But you prefer a real cock, don't you?" Jonathan added a third digit to his anal assault and Richard groaned. "That's what the boys said. They paid handsomely to fuck you."

Richard felt ravenous and wicked, like an out of control whore and he pushed back to meet his master's hand. It had been a week since he'd cum and the sexually charged weekend had given him all that he could handle. His wife's juices mixed with cum tickled his tongue and his cock twitched in its cage beneath him, betraying his sissy desires.

"Yes, Master."

"Beg for my cock, Slut. Beg for it and maybe I will bless you," Jonathan said in a loud, commanding tone. A crowd of people had gathered at the door and Richard stopped licking his wife's dripping cunt and looked back at Jonathan's hard, athletic body. He was completely out of control and his body trembled and his cheeks warmed.

"Please fuck me, Master," he groaned low and deep. "I need to feel you inside of me. I crave your big, beautiful cock. Please, Sir." He dropped his head back to his wife's pussy and reached back with both hands, spreading his ass cheeks wide.

"I will bless you," Jonathan said as he pulled his fingers from Richard's asshole and grabbed his hard, angry cock. He smeared more saliva onto it and then pushed the tip inside the other man.