Becca Bellamy
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The Worst Night of His Life - Part 2
🕑 Added 2022-02-21 07:24:28 +0000 UTCClick here to read the previous part of the story.
“Penny, please, can I just go?” Jacob asked as Austin unlocked his front door.
Penny turned and smiled at Jacob and for a moment he thought she was going to grant his request and free him from a night of painful abuse. She stepped closer as Austin slipped the key into the lock. Penny reached up and caressed his face and Jacob felt a surprising sense of joy. She was clearly done with him as a boyfriend, but it seemed that Penny still had a little bit of compassion.
Then, her smile disappeared and a look that bordered on angry replaced it. “You’re going to follow us into Austin’s house,” she said. “You’re going to do exactly as you’re told, and if you don’t you’re going to be beaten until you do. I don’t know why it turns me on so much to see you treated like a piece of human garbage, but it does, so you’re not going anywhere until I get what I want.”
Jacob opened his mouth to argue and Penny slapped him across the face. He grabbed the metal railing to maintain his balance as Austin laughed.
“Let’s go, cuck,” Austin said. “In the house. Now.”
Jacob looked at Penny and then at Austin. He knew that if he stepped into that house he was guaranteeing himself a night of pure misery. So he decided he wasn’t stepping into that house. Jacob turned and attempted to run, but he didn’t even get started. A strong hand grabbed a handful of Jacob’s hair and dragged him into the house. He reached up to try and loosen Austin’s grip, but he was too weak.
“What were you doing dating this loser?” Austin asked.
“He’s nice,” Penny answered. “Plus, I honestly didn’t know how weak he was until tonight. And, I really, truly didn’t know how much I’d enjoy seeing him get pushed around by another man. I know it’s bad, but it’s just so fucking hot.”
Austin laughed, shut the door, and dragged Jacob into his living room before pushing him onto the floor. Jacob moved to stand up but Austin pushed him down again. He considered trying to get up again, but he’d only get pushed back down again.
“You hear that, Jacob?” Austin asked.
Jacob looked up and saw Penny and Austin smiling down at him, though they weren’t the sorts of smiles that were followed by kindness. They were the smiles worn by bullies right before they indulged in their cruel desires.
“Are you sure you’re not a cuck, Jacob?” Austin asked as he stepped behind Penny and slipped the straps of her camisole off her shoulders. He worked the top over her big, soft, natural breasts and took them in his hands. He kissed Penny’s neck and she closed her eyes, moaned, and leaned back into him all while Jacob remained on his knees on the floor of another man’s living room.
“I’m not a cuck,” Jacob said after a few seconds of watching another guy play with his girlfriend’s tits.
“I think you’re a cuck,” Austin replied. “I think you’re a pathetic fucking cuck that wants to watch another guy fuck his girlfriend. I think you like being slapped around. I think you liked it when I pushed my cock into your throat and made you gag on it. I think you fucking love that I’m playing with your beautiful girlfriend’s big tits right now. I think you really, really love that she likes that I’m playing with her tits, too. In fact, she fucking loves it. Don’t you?”
“I do,” Penny answered. She turned her head and Austin’s lips found hers. Jacob watched his girlfriend – or ex-girlfriend, really – open her mouth to welcome Austin’s tongue for a particularly lewd kiss.
“Fuck both of you,” Jacob said.
Penny’s head turned back towards Jacob and she smiled. “You won’t be fucking me ever again, Jacob. You’re probably not thinking about that right now, but soon you’ll wish you still had me. You’ll be sitting at home stroking your disappointing dick and you’ll be thinking about how good my tight, wet, hot pussy felt when you had the privilege of fucking me. You’ll close your eyes and you’ll imagine it and you’ll spill your pathetic little load. And while you’re doing that, Austin will be the one fucking me. He’ll be the one deep inside my pussy. He’ll be the one that gets to play with my tits, that gets to spank my ass while he pounds me, that gets to unload inside me. He’ll get to do what you used to be able to do, what I was happy to let you do until you made it perfectly clear what a weak fucking cuck you are.”
Jacob stood and screamed, “I’m not a cuck!”
Penny slapped him with such speed and force that Jacob heard ringing in his ears for a moment. He heard her laughing when his hearing came back and then she kicked him between the legs, sending Jacob back to his knees, this time as great pain surged through his balls.
A look of regret crossed her face before Penny dropped to her knees, took Jacob’s head in her hands, and asked, “Did that hurt, Jacob?”
“Yes,” he answered.
Penny smiled and her lips approached his. Her bare breasts pressed into his chest and he wished more than anything that he was naked so he could feel her hard nipples and her warm flesh against his skin. Penny’s hand moved down Jacob’s chest and between his legs. She gently massaged his balls through his pants and offered a little pleasure for his cock, too.
“Don’t yell at me,” she said as her lips brushed against his. “Do you understand?”
“Yes,” Jacob replied as his cock came alive. “I’m sorry. I shouldn’t have yelled. It’s just…I’m not a cuck, Penny. I’m not that kind of guy.”
Pain burst from between his legs as Penny grabbed Jacob’s cock and balls tight enough that he thought she might do some real damage.
“Tonight, you’re what I say you are,” Penny hissed. “You’re whatever Austin says you are. I don’t give a fuck what you think about yourself. It took me all of ten seconds to get you hot and bothered, Jacob. If you weren’t a little bit of a cuck, you’d have been miles away from arousal, given what’s happened to you tonight. You had a cock down your throat no more than five minutes ago, and I had you ready to eat out my hand ten seconds ago. I think you are a fucking cuck, but it doesn’t matter. All that matters is that you’re going to do as you’re told or we’re going to make you suffer. And you know what? If you want to fight it, go ahead. It’s pretty clear that it’s only going to make it hotter for me.”
Penny released his cock and kissed Jacob’s neck. She moaned and her tongue danced over his skin in a manner that send a shiver of pleasure down his spine and left goose bumps on his arm.
“Play with my tits,” she whispered. “One last time, Jacob. I know you love them. Every man I’ve ever been with loves them. So go ahead. Take them in your hands. Play with them.”
Jacob reached up and took Penny’s big, perfect tits into his hands. He played with them as instructed and she offered up a seductive moan before kissing his neck once more. Arousal flooded his loins and despite the continued ache of the kick Penny had delivered, Jacob’s cock reached a fully erect state.
Penny stood, depriving him of her perfect breasts. Jacob looked up to see both his ex-girlfriend and Austin staring between his legs. His gaze followed theirs and he saw the bulge of his erection, an erection that Penny had generated with surprisingly little effort.
“Kiss her toes,” Austin demanded.
Jacob looked down at Penny’s toes in her strappy heels – she’d put on a fresh coating of red polish before they left – took a deep breath and bent over. He planted a kiss on her big toe, hesitated for a moment, and then moved down the line, eventually kissing all ten toes.
“Very good,” Austin said. “Now take her heels off.”
Jacob slipped Penny’s feet out of her heels and set them aside before looking up at his ex-girlfriend and her new man. He felt pathetic – what sort of man waits for orders from his knees – but he felt like his options were extremely limited in the moment.
“Now beg Penny for the pleasure of licking the bottom of her feet,” Austin said.
Jacob knew it would be unpleasant – she’d almost certainly done a bit of sweating while dancing – but the alternative was getting slapped around a little more, so he did as Austin desired. “Please, Penny, let me lick the bottom of your feet.”
“I really think you can do better than that,” Penny said. “I think Austin wants you to prove just how pathetic you are, Jacob, and you really need to beg for it if you’re going to do that.”
Jacob took a deep breath, swallowed the humiliation that rose up in his chest, and said, “Penny, please let me lick the bottoms of your sweaty, dirty feet. Let me soak up all that sweat and dirt with my tongue. Let me be a filthy, pathetic loser and lick your dirty feet.”
Penny smiled, leaned into Austin’s body, and lifted one of her feet. Jacob reached out, held her foot at the base, and then licked his way from the heel to her toes. An awful taste coated his tongue and Penny and Austin laughed uproariously as Jacob recoiled.
“Spit on him,” Austin said.
Penny gathered her spit and launched it at Jacob’s face. It hit his forehead and slowly dripped down over his nose.
Austin smiled. “Pathetic. Look at him. On his knees with your spit dripping down his face and the taste of your foot in his mouth. How about we let him taste something else?”
“What did you have in mind?” Penny asked.
Austin spun her around, slipped his fingers into the tight waistband of her leggings, and slowly pulled them down until Jacob was staring at her round, smooth, perfect milky white ass. Penny had gone without panties – she said the leggings showed any panty lines, even those from a g-string – so Jacob had a pure, perfect view of his girlfriend’s astounding bottom.
“I think he should eat your asshole,” Austin said. “I think he should bury his face between your cheeks and worship your sweaty shithole with that eager tongue of his.”
“I think that sounds like a great idea,” Penny said a moment before she kissed Austin.
Jacob looked up to see his ex-girlfriend – the girl who he would have said he was in love with at the beginning of the night – eagerly offering her tongue to another man. Austin spread Penny’s ass cheeks while they kissed and Jacob’s attention turned to her asshole. It was wrinkled, smooth, and mostly harmless looking, but he knew she’d likely gotten sweaty down there while dancing and he knew what came out of there. He knew there was something innately humiliating about putting his head between her soft ass cheeks and rimming her hole. He also knew he’d be beaten if he didn’t do it.
Jacob pressed his face between Penny’s ass cheeks, extended his tongue, and licked her asshole. The taste was mildly unpleasant – her foot tasted worse – but it was the knowledge of what he was licking that made it difficult.
“Fuck,” Penny said.
“Does it feel good?” Austin asked.
“It does,” Penny replied. “I think I like having a little bitch around to eat my shithole.” She reached back, put a hand on Jacob’s head, and pushed him deeper between her cheeks. “Really put some effort into it, Jacob. Tongue fuck that filthy little shithole. Show me what a pathetic loser your really are. Show me how fucking eager you are to eat my sweaty asshole.”
Jacob did as instructed, as he felt like he had no other choice. He tongue fucked Penny’s asshole. He couldn’t really get inside her ass – he wasn’t upset about that, though – but he did his best to work her hole like she wanted.
“I wanna see him take your cock again,” Penny said. “You have no idea how fucking wet that made me.”
“As you wish,” Austin replied.
Penny released her grip on Jacob’s hair, pulled her leggings the rest of the way down, and lifted her camisole over her head, leaving her body fully naked in the home of a man she’d met just a few hours ago.
“Did you hear that, cuck?” Austin asked. “Did you hear what your girlfriend wants?”
“She’s not my girlfriend,” Jacob replied.
Austin raised his hand and Jacob cowered in fear, eliciting a laugh from both of them. “I suppose she’s not. Maybe you two can keep it going after tonight, though. Maybe by the time this is over you’ll realize you were meant to be a cuck all along and she’ll realize she was meant to have a little bitch plaything to slap around whenever she’s in the mood.”
Jacob kept his mouth shut, mostly for fear of getting slapped again, but he wasn’t going to be Penny’s plaything.
“Don’t you have anything to say to that, Jacob?” Penny asked. “Don’t you want to yell about how you’re not a cuck? Don’t you want to insist that you’re not a weak little bitch that was meant to be slapped around his girlfriend?”
“No,” Jacob said.
Penny slapped him anyway and when Jacob looked up he saw genuine joy on her face. It was a chilling sight, as if it was suddenly revealed that he’d been dating a psychopath for months and hadn’t known it.
“Unzip my pants, Jacob,” Austin said. “Pull out my cock and put it in your mouth so I can fuck your face like your girlfriend wants.”
Jacob almost corrected Austin again – he had no interest in thinking of Penny as his girlfriend – but he held off. Instead, he reached up and unzipped Austin’s pants. His fingers pushed inside and he released the other man’s cock. It was the most humiliating thing he’d ever done, and yet he hadn’t even hesitated.
“Put it in your mouth,” Austin said. “Don’t suck. Don’t move. Just put it in your fucking mouth and look up at me.”
Jacob crawled forward and put the head of Austin’s cock in his mouth. He felt completely and utterly defeated.
“Fuck his face,” Penny said. “Please, Austin, fuck his face until he chokes.”
Austin smiled, put a hand on the back of Jacob’s head, and fucked his face just like Penny wanted. At first, he was gentle. He slowly moved a few inches of his cock in and out of Jacob’s mouth, but it didn’t last. Eventually he sped up. His thrusts went a little deeper. Soon enough Jacob’s jaw started to ache and he nearly gagged each time Austin penetrated his mouth.
“Play with your pussy,” Austin said. “Don’t deny yourself. If this turns you on, then play with your pussy. Get yourself nice and wet for me. I’ll use your bitch boyfriend as my fluffer and I’ll fuck you good. You’ll cum quick the first time, but don’t you worry, I’m gonna wear you out tonight. Your pussy’s gonna be sore by the time we’re done, I promise.”
Penny moaned and Jacob heard the sound of masturbation over his gagging. His eyes watered and he felt tears dripping down his cheeks and saliva pouring down his chin. The face fucking continued, though, and each thrust brought him a little bit deeper into a place of relentless agony. He really was nothing more than a toy for Penny and Austin to use for their pleasure. In the matter of just a few hours he’d fallen farther than he imagined possible. He’d lost his girlfriend and every bit of his dignity, and the night wasn’t anywhere near over yet.
“Austin, I need to get fucked,” Penny said.
Austin smiled, pushed his dick into Jacob’s throat, and held it there. Jacob gagged and pushed back on Austin’s thighs, but the other man was far stronger than him. The cock in his throat wouldn’t depart until Austin was ready.
“Austin, please,” Penny begged. “I’m desperate. I need to cum.”
Austin pulled out, wiped his saliva-covered cock over Jacob’s face, and quickly removed his pants before moving to the couch. He sat down and gestured for Penny to straddle him. She practically leapt into his lap and a moment later his thick cock was inside her.
“Get over here, cuck,” Austin said.
Jacob was still gasping for air as he crawled over and settled on his knees between Austin’s legs.
“Be a good cuck and suck on my balls while your girlfriend rides my dick,” Austin said.
Jacob hesitated and Penny reached back, grabbed a tight fist of his hair, and pulled hard until his face was inches from Austin’s balls.
“Do as you’re fucking told, Jacob,” Penny scolded him. “Suck his fucking balls right now!”
Jacob took one of Austin’s balls in his mouth and Penny almost immediately began to ride him. There was no build up. She went hard and fast right from the start, proving that the desperation Jacob had heard in her voice was real.
Juices dripped from her pussy and down Austin’s shaft. They coated his balls and Jacob happily licked and sucked them up like the bitch he’d been transformed into that night.
“Cum on my cock,” Austin said. “Cum on my cock while your loser boyfriend sucks my big balls. Go ahead, Penny. Cum all over the cock that’s stretching out your tight little pussy like that loser never has.”
“Oh…fuck…oh…oh…oh my god…I’m cumming!” Penny cried out.
More juice poured from her pussy as it spasmed around Austin’s cock and Jacob did his best to clean it all up. He hadn’t been ordered to, but for some reason he did it without thinking. It felt like the right thing to do.
“Holy shit,” Penny said. “That was…holy shit, that was incredible. That was…I’ve never cum like that. Never.”
Austin lifted her off his cock and dropped her onto the couch next to him. “The night is still young. Maybe we can top it. At the very least, you’re going to cum a whole lot more than once tonight. After all, there are so many more ways we can have fun with this pathetic cuck.”
Austin and Penny both looked at Jacob – who was still busy sucking balls – and a chill rushed down his spine. He couldn’t imagine what they could do that they hadn’t already done, but the looks on their faces made it seem like their minds were already at work dreaming up new ways to humiliate and abuse him.
Unfortunately for him, the night was still young.
