It was alarming how quickly Josie had grown used to her captivity. The very first night, she’d had so much trouble sleeping; she’d been terrified to shut her eyes.
By night five, she was sleeping like a baby. Between all the fucking and the sheer depressing reality of her situation, Josie was constantly exhausted. Sleep was her only escape. And she’d been in such a deep sleep, she didn’t really hear her door unlocking. Confused, she stirred slightly in bed, but when she felt someone get in beside her and wrap and arm around her, Josie’s eyes snapped open.
“Wakey wakey,” Tony whispered into her ear, his hand sliding up her shirt and cupping her breast. Josie froze up, scarcely daring to breathe. She shouldn’t be so surprised, but so far, neither Tony nor Jim had snuck into her room. Josie had –foolishly — thought it was safe in here.
“I’m having a problem that only you can help with, honey.” Tony ground his hips against her ass, and Josie could feel him, rock-hard. “I can’t sleep with this going on.”
Josie closed her eyes, willing herself not to cry. She just wanted to sleep. She didn’t have the energy right now to be the dutiful little slut Tony was expecting. Josie remained silent, hoping the late hour meant Tony would be quick.
He let go of her tit and his hand slid down her stomach, stopping when he reached the waistband of her underwear.
“What’s this?” Tony asked. Seconds later, Josie realized her mistake.
“I thought we talked about this, Josie,” he said, his tone scolding as he snapped the elastic of her panties. “I told you I didn’t want you wearing underwear.”
“I-I’m sorry,” Josie said quickly. “I didn’t think that meant in my room. I…”
Tony grabbed Josie by the shoulders and rolled her onto her back, his eyes cold as he brought his face inches from hers.
“I don’t think you’re getting this yet, honey,” he said, his voice a low growl. “I own you. I get a piece of you whenever I fucking want. And when I give you a simple rule to follow, I damn well expect you to follow it.”
“Yes, Tony,” Josie said, her whole body trembling. “I’m sorry. It won’t happen again.”
His expression softened, and Tony brought his hand to Josie’s cheek, caressing her almost lovingly.
“I want to believe you,” he murmured. “I think you’ve learned your lesson, but I want to make sure it sticks.”
Josie took a deep breath. “How can I make this right, Tony?”
He smiled. “I’m so glad you asked, honey. First, you can take off those panties and never put them on again.”
Josie sat up in bed and quickly wriggled out of them, tossing them onto the floor. She was left only wearing Brody’s t-shirt. Tony sat up as well. Before Josie could react, he grabbed her and dragged her over until she was sprawled across his lap. Josie’s upper body was dangling off the side of the bed while her ass was propped up on Tony’s leg. He pushed the shirt up high, then brought his hand down hard against her bare cheeks.
“Ahhh!”
Josie couldn’t help crying it — it stung so badly. Tony was hitting her much harder than he had during sex. This wasn’t a playful or sexy smack. It was a punishment, plain and simple.
Tony’s hand slammed down on her ass again, and Josie let out another shriek. She wanted to beg him to stop, but knew she couldn’t risk upsetting him again. So Josie laid there and took every single slap, her ass burning and half-numb by the time Tony was done with her.
When he finally stopped, Josie noticed he was still as hard as ever. In fact, the spanking seemed to have excited him even more.
“I think I need to do one more thing, just to make sure the message really sinks in,” Tony said. He hauled Josie back onto the bed, the mattress bouncing as he tossed her on it, facedown. Tony straddled her, making sure she didn’t wiggle away. Not like she dared to try now. His hands went back to her ass, this time just roaming across her flesh. Tony spread Josie’s cheeks, revealing her tight, puckered hole. She inhaled sharply as Tony spit, a glob of saliva running down her crack. He used a finger to push the wetness inside, and then he spit again. His intentions were all too clear.
“No,” Josie said, unable to stop herself. “Please. No.”
“Still haven’t learned how things work around here, I see,” Tony commented. He shoved two fingers inside her asshole, and Josie whimpered against the mattress.
“Please, Tony.” The tears started up now. “I’ll do anything else. Not that.”
Without warning, Tony smacked her again, and Josie let out a sound that was half-scream, half-sob. She could feel Tony fumbling with himself, but before he could enter her, the door suddenly burst open.
Josie turned her head, and through her tears she could see Brody standing there in the doorway. It was dark, but not too dark to see he was wearing only his boxers. Brody’s chest was muscled and covered in various tattoos, and Josie felt an unexpected rush of heat between her legs as she stared at him. Tony’s fingers were still inside her, and Josie briefly wished they were Brody’s instead.
“What the fuck are you doing, Tony?” Brody asked. “It’s the middle of the goddamn night. We’re all trying to sleep.”
“Just giving Josie an important reminder,” he replied, nonchalant. “We’ll keep it down. I’ll gag her.”
Josie looked at Brody, a panicked look in her eyes. She was silently begging him to stop this, but she wasn’t sure how he could.
“Nah.” Brody shook his head. “I’m up now, and need to blow off some steam. I think it’s past time I take my turn with her.”
This statement stunned both Tony and Josie.
“You serious?” Tony asked him.
“Yeah. You got a problem with that?” Brody asked icily.
“No, man.” Tony retracted his fingers from Josie’s ass quickly, and she groaned at the suddenness of his movement. “I just didn’t think you wanted her. You seemed pretty uptight about this whole thing.”
Brody shrugged. “Changed my mind. I’m sick of being cooped up in this house, and I need a good fuck.”
“She’s good, alright.” Tony got off the bed, but Josie was too scared to move. She didn’t understand what was happening. Was Brody really going to fuck her now, too? It could be a ruse to get Tony out of here, but he sounded so serious.
“See you in the morning, honey,” Tony whispered, kissing Josie lightly on the lips. “Be good to Brody. He needs it.”
Josie didn’t move as Tony exited the room. Brody shut and locked the door, and walked towards the bed, his near-nakedness now more frightening than arousing. Josie quickly sat up in bed as he approached, wondering if she had just lost her only ally.
***
Brody could see the fear in the girl’s eyes as he approached, and he hated that she could think him capable of raping her. He’d thought they’d made progress, come to an understanding, but she still doubted him. Brody couldn’t really blame her. She was in a constant state of terror in this house.
“Get under the covers,” Brody whispered. The girl hesitated, clearly confused, but she eventually did as he asked. Brody got into the bed beside her, and rolled onto his side.
“I think we should fake it,” he said, still keeping his voice low.
The girl’s brow furrowed. “Fake it?”
He nodded. “I bet you Tony’s outside listening, making sure I wasn’t bluffing. I think we should fake it so he doesn’t get suspicious.”
Brody saw understanding spark into her eyes. She gave him a hesitant nod. “Okay. That’s…that’s a good idea, actually.” She cleared her throat. “Sorry, I just…I was a little worried you were being serious.”
The words sent an unexpected pang through Brody’s chest. He brushed the back of his fingers against her cheek. “I told you, Jo, I’m not going to touch you.”
Her wide, dark eyes shone with a mix of emotions, and Brody even surprised himself by calling her Jo. It just felt right. He didn’t like the way Tony and Jim said her name. It felt tainted.
“Do you trust me?” Brody couldn’t help asking, even though it wasn’t an entirely fair question.
“I think so,” she whispered. “I want to.”
Brody nodded, then carefully climbed on top of her, his forearms supporting his weight. He could feel her tense up under him, and his own heart started pounding, as if they really were about to have sex. God, he liked how she looked beneath him. It might’ve been Brody’s imagination, but he swore he saw her checking out his bulging biceps.
“Okay. Here we go,” Brody whispered. He rocked his body, and the bed made a tiny creak. He repeated the motion, but the sound was still barely audible.
“Needs to be louder,” Josie whispered. Brody nodded and moved again, this time harder. And this time, his hips ground against Josie’s as he did it.
But the bed made a louder creak, and the headboard thumped against the wall. Perfect.
Brody kept up the pace, desperately trying to ignore the sensation of rubbing up against Josie. He kept his gaze focused on her pillow, feeling too awkward to make eye contact. He could feel his groin tightening, but Brody was praying he could keep himself from a full-blown erection.
That went out the window when Josie let out a moan. Brody’s arms almost gave out on him, the sound was so fucking hot.
He managed to keep up the pace, his dick getting harder by the second as he moved against Josie and she let out these sexy whimpers. She got louder with every thrust, until she was practically screaming. She sounded both in pain and ecstasy, and it was too much. Brody was going to cum in his boxers if she didn’t stop. He put his hand over her mouth, muffling the sound as he started pounding against the bed, the headboard banging into the wall. Brody grunted loudly and Josie moaned against his hand. He gave the bed a few more shakes before he stopped, panting as if he’d really just fucked this girl. Brody forgot his hand was still pressed against her mouth, and Josie grabbed it and slowly pulled it away. They laid like that in silence for a few moments, until Josie eventually cleared her throat.
“Well, I think that was convincing,” she whispered, her voice hoarse.
“Yeah,” Brody mumbled, his rock-hard dick pressing against her stomach. Josie squirmed a bit under him, clearly feeling it. “I’m uh, sorry about that.” Brody rolled off of her fast and sprang to his feet, turning away from her so she couldn’t see his tented boxers.
“It’s okay,” she said, pushing herself up in bed.
“I’m just gonna…” Brody pointed to the bathroom and darted inside, locking the door behind him. Fuck, he wanted her bad. He couldn’t believe how turned on he felt, just from having dry-humped her like some awkward teenager. Had she been turned on, too? Those moans were pretty damn convincing. Was it even possible a girl who’d been repeatedly raped could be turned on right now?
Brody fished out his dick, and it only took about ten seconds to finish himself off. He bit his lip as he came, trying so hard not to make a single sound.
Once he’d cleaned up and calmed down, Brody emerged from the bathroom. Josie was still sitting up in bed, waiting for him.
“I think it’s probably best if I stay,” he said. “So Tony won’t come back. If that’s okay.”
She nodded and pulled back the covers — an invitation. “I’d like that.”
***
The next morning was the most bizarre one Josie had experienced.
She woke up alone, but knew Brody had just left, because his side was still warm. Josie couldn’t believe all that had happened the night before — Brody saving her from losing her anal virginity to Tony, her and Brody fake fucking…and the way that made her feel.
Josie had been so aroused during that, she thought she might’ve come from that tiny bit of stimulation alone. And knowing Brody had gotten hard just made it even hotter. He clearly was attracted to her, but he still was able to control his desire. And that meant everything to Josie. She was positive she could really trust him.
She headed down to breakfast, unsure of what awaited her. Tony was still probably upset, and she figured more punishment might be coming. Josie dressed in jeans and a shirt, but no bra or underwear. She didn’t dare after the spanking last night. She was still so sore it hurt to sit.
“Morning, Josie,” Jim said with a big smile, getting her a plate of eggs and toast — her typical breakfast.
“Morning,” she mumbled, sitting gingerly at the table.
“Seems like Brody didn’t go easy on you last night,” Jim remarked with a chuckle. “Could hear you going at it. I knew his whole high and mighty routine wouldn’t last.”
Josie didn’t reply, but she was relieved her and Brody’s efforts seemed to have been worth it. She’d just finished her breakfast when she heard Tony and Brody walking down the stairs, talking loudly.
“I mean, Jesus, how long is it going to take get what we need?” Tony asked.
“It’s gonna take some time,” Brody replied. Josie could hear the irritation in his voice. “First I have to get the information we need, then I have to figure out how to use it to our benefit.”
“Blah blah blah.” Tony poured himself some coffee, then set his eyes on the table. “Hi there, honey,” he said with a big smile, approaching. “Can I get a good morning kiss?”
Josie stood and dutifully kissed him on the lips. Tony smirked, then slid his hand down the front of her jeans. He gave her bare pussy a little pat before removing his hand. The inspection was almost clinical.
“Very nice, honey,” he said. “Hope you’re not too sore today. We’ll be requiring your services.”
“I’ll do whatever you need me to,” Josie replied.
“That’s what I like to hear.” Tony grabbed a small paper bag from the counter and handed it to Josie. “Go wash up, make yourself pretty, and put this on.”
***
Josie was already shaking as she descended the stairs, slowly because she was in heels. Just when she thought these men couldn’t humiliate her anymore, they found new ways to do so. Her heels clacked as she entered the kitchen, and Tony and Jim, who were seated in the living room, both turned to look.
“Goddamn,” Jim murmured, shaking his head as he got a look at her. Tony just silently stared, his eyes hungrily taking in every inch of her body. Josie shivered under his scrutiny — and also because she was really freaking cold.
All Josie wore were the heels and a little half-apron, tied at her waist. Her breasts were out, nipples pebbled from the chilliness. And every time she turned her back, her entire ass would be exposed as well. She longed to run back to her room — or to even just put on a shirt — but she forced herself to stand there.
“Good girl, Josie,” Tony said. “Here’s the plan for today. The game is on, and Jim and I are gonna watch. Your job is to make sure our beers are never empty, and that we have plenty of snacks. And, you know, whatever else we may need from you.”
Jim laughed at that.
“Yes, Tony.”
Josie busied herself in the kitchen, first getting Jim and Tony beers, then locating the snacks. She dumped chips and pretzels into bowls, then found some frozen wings and pigs in a blanket in the freezer. When she brought that food out, Jim slapped her sore ass as she bent to put the bowls on the coffee table.
“Why don’t you see if Brody wants a beer?” Tony said. “He’s doing some work in the office. But hurry back, honey.”
Glad for the momentary reprieve, Josie grabbed a beer and headed down the hall to the closed office doors. She quietly entered, finding Brody staring very intently at a computer screen. Josie put the beer down on the desk beside him, and Brody jumped at the sound.
“You scared me.” He turned to look at her, and almost fell out of his chair when he got a look at her. “Jesus Christ.”
Josie perched herself on the edge of the desk, not minding that Brody was seeing her like this. In fact, she got a little secret thrill out of the way he was trying very hard not to look.
“Yeah, this outfit is a little chilly,” Josie joked. She saw Brody’s hands clench into fists.
“I want to fucking kill them.”
Josie’s heart rate picked up. “Do you mean that?”
“Yeah. I do.” He took a sip of his beer and looked back at the screen.
“What are you doing?” Josie asked.
“Trying to get into your boss’s corporate accounts,” he replied. “It’s a real bitch.”
“So once you do that,” Josie said, “you guys are done here?”
“Yeah.” Brody turned back to look at her again, keeping his gaze pointedly on her face. “Once we each have our shares, we’re splitting. Never meeting up again.”
Josie nodded slowly. “So when that happens…what happens to me?”
Brody sighed and ran his hand over his short hair. Instead of answering, he took another swig from his beer.
“Brody.” Josie took his hand in hers. “Please. I can tell you want to help me. Take me with you when you leave.”
He wouldn’t meet her gaze anymore. “Tony’s not going to like that. If I took you with me…I think he’d come after us. I need this money, Jo. I need to be able to get back to my mom as soon as I can. I can’t afford…distractions.”
He pulled his hand away from her. Josie felt like all the hope was leaving her body at once.
“Brody, please.” Josie got to her knees in front of him. “You have to get me out. I’ll do anything. We can have sex for real, however you want. Whenever you want. You can’t…” She took a shaky breath as she felt the urge to cry. “You can’t leave me here.”
“Get up.” He yanked her back to her feet, hard. It was the roughest he’d ever been with her, and it hurt as if he’d slapped her. “I need to work. I need to think.”
Brody ushered Josie out and shut the door. Dazed, she walked back into the living room, feeling a little sick. She’d been so sure she felt something with Brody the night before — now, she was wondering if she’d imagined it. If he didn’t care about her after all.
Josie reminded herself she had no friends here. They were all bad, and just because Brody was nicer, just because she found him attractive…that didn’t make him a good guy.
“Honey, we need refills,” Jim said, holding up two empty bottles.
“Sorry.” Josie wiped at her eyes and took the empties, returning with fresh beers.
“Come sit with me,” Tony said, pulling Josie onto his lap. She put her arms around his neck to steady herself as he drank his beer and watched the football game. With his free hand, Tony absentmindedly began feeling up her tit, pinching her nipple until she winced.
“Mmm.” Tony squeezed her breast before giving it a slap, and Josie cried out. “You like that, honey?” He asked, slapping her tit again, watching it jiggle. “You like it when I’m rough with you?”
“Yes, Tony,” Josie murmured. “Hit me harder.”
Tony slapped her breast again, so hard she bit her lip and drew blood.
“Oops,” he said with a smirk. Tony planted a kiss on her breast, then held the cold beer bottle against it. Josie gasped at the sensation.
“All better,” Tony said. He drank deeply from the bottle, then poured some beer onto Josie’s stinging breast. As it dripped down her body, Tony leaned forward and took her tit into his mouth, sucking hard, swirling his tongue around her nipple. When that breast was mostly clean, he repeated the process, dumping the rest of his beer onto her other tit. He licked her up and down like a dog, leaving no patch of skin untouched. The stench of beer made Josie wrinkle her nose — she smelled like a frat house now.
“Look, I’m out again.” Tony held up the empty.
“Let me get you another.” Josie was glad for the excuse to get up, but Tony held her in place.
“That’s okay,” he said. “I know just where to put this one.”
Quicker that Josie was expecting, Tony flipped up her apron and shoved the neck of the beer bottle between her legs. With some wiggling he pushed it inside her and Josie gasped, the glass very cold.
“Ahhhhhh.” Josie squirmed as Tony pushed the entire neck in, only stopping when the bottle widened and it could go no further. Then he started pumping it, in and out, in and out, picking up speed quickly. He was fucking her with the bottle so hard, Josie slipped off his lap and fell backwards onto the couch. Tony continued his assault without missing a beat. Meanwhile Jim had gotten up from his chair and was fumbling with his pants, trying to get his dick out. The second he got it free, he knelt by the couch, tilted Josie’s head towards him, and shoved his shaft into her mouth.
Josie laid there as Jim thrust into her mouth and Tony fucked her with the bottle, unable to even think about moving. She could feel an orgasm starting to build as the long neck pummeled her cervix. Jim held her head tightly between his hands and thrust harder.
“Ulkkk, ulkkk, ulkkk.” Josie gagged the entire time and Jim moaned loudly at the sound. Tony started playing with her clit as the bottle continued to pound her, and then Josie came, moaning around Jim’s dick. Jim swore and unloaded into her mouth, his cum bitter as it ran down her throat. Josie sputtered and coughed as Jim pulled out, leaving a strand of cum on her lower lip. Tony yanked the bottle out of Josie and tossed it onto the floor. She laid on the couch, trying to catch her breath. Tony grinned down at her and used the hem of her apron to dab at the semen on her lip.
“I’m going to need another beer now, honey.”
“R-right.” Josie sat up quickly, a wave of dizziness washing over her. She stumbled into the kitchen to get more beers, but when she returned, Josie realized Tony and Jim weren’t interested in refills right now. Tony held a small box in his hand, but Josie couldn’t make out what it was.
“We’re going to finish what got interrupted last night, Josie,” Tony said. “But since you’ve already atoned for your mistake, I thought I’d go easy on you.”
He held up the box, and Josie could now see it was lube.
She knew she couldn’t put up any struggle. Not after Tony almost fucked her ass dry last night.
“Relax, honey.” Tony came over and took her arm, guiding her towards the couch. “In fact, it’d be better for you if you did.”
He pushed her over the arm of the couch, her ass sticking up in the air, her heels wobbly on the carpet. Jim gave her a smile as he slid a throw pillow under her head. Tony ran his hands all over her ass, which still stung from his spanking the night before.
Josie heard Tony pop open the lube, and he squirted a generous amount between her cheeks. With no preamble, he pushed two fingers inside her tight hole. Josie gritted her teeth as he worked them deeper, the lube making it easier than last night.
“Jesus, she’s so fucking tight, Jim,” Tony remarked. He pushed a third finger in, and Josie whimpered. She knew this was going to hurt, lube or not. Silent tears leaked out of her eyes and onto the pillow.
Deeming her stretched out enough, Tony removed his fingers, and squirted out a little more lube. Then Josie felt his head poking at her asshole. He hesitated for just a second before pushing inside her.
“UUUUGHHHHH.” Josie grunted loudly, clenching her teeth hard as Tony entered her.
“Shit.” Tony gripped her hips tightly as he continued to shove himself deeper into her ass. “Try to relax for me, honey.”
Josie had the urge to laugh. She felt like she was being ripped in two, and she was supposed to relax?
Finally, Tony had his entire length up her ass. He paused, savoring the sensation, before he started to move. Josie cried out as he slowly sawed in and out of her, and she bit down on the corner of the pillow to help with the pain.
“Oh yeah. Fuck yeah,” Tony grunted, picking up the pace, his thighs slapping her ass loudly. “You like that, Josie?”
“Mmmmm,” she mumbled against the pillow, her fingers digging into the couch cushion. The movement was stimulating her clit against the couch arm, and she was shocked that she was starting to feel pleasure along with the pain.
“That’s my good girl,” he growled, squeezing her ass cheeks as he pounded into her. “I’m never letting you go, honey. I want this tight ass and pussy forever.”
In the moment, the words barely had an impact on her, but Josie knew this wasn’t good. At all. The longer Tony kept her and fucked her, the less likely he was to let her go. Ever.
Tony fucked her even harder now, and Josie squealed into the pillow as the whole couch shook. Just when she was positive she could take no more, Tony howled and shot his load deep inside her bowels. He continued to rock against her as he came, and Josie came as well, almost smothering herself in the pillow.
Panting, Tony pulled out of her, slapping her ass as he did so. Josie laid there, limp, and felt Jim get behind her now, too. With a little more lube, Jim slipped right inside her ass and picked up where Tony left off, not bothering to work up to a fast rhythm. Josie laid there, eyes half-closed as Jim fucked her exhausted body. As Jim pounded her ass, she felt that beer bottle poking at her pussy again. Tony pushed the bottle neck back inside her and he held it in there as Jim finished up. Josie had never felt so stuffed in her life. Finally, with three more hard thrusts, Jim came inside her too.
“FUCK,” he shouted, squeezing her hips so hard she knew she’d bruise. Jim staggered backwards, his dick slipping out of her. Josie’s body started to slide down the couch, and next thing she knew, she was sprawled on the floor, cum leaking out of her ass.
“We might’ve overdone it, Tony,” Jim observed.
“She’ll be fine,” he replied. Tony bent down and collected Josie into his arms, and carried her up to her room. He dumped her on the bed and left. Josie didn’t know how much time passed before she worked up the energy to drag herself into the bathroom, running a bath and almost screaming when the hot water touched her sore lower parts.
She immediately went to bed, falling into a deep, dreamless sleep. Josie woke hours later when she heard her door lock turning. Slowly sitting up in bed, she watched a boxer-clad Brody enter her room like he had the night before.
They stared at each other for several long seconds before Brody sighed and climbed into bed beside her.
“Let’s talk,” he said.