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Home English ಕನ್ನಡ മലയാളം हिंदी తెలుగు தமிழ் Live

Overtime with the Assistant

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ಕನ್ನಡ മലയാളം తెలుగు தமிழ் हिंदी

A late night at the office turns into a secret romance when a boss and his assistant finally give in to the attraction between them.

Office Romance Boss and Assistant Coworker Late Night Office
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Disclaimer: This story is a work of fiction. All characters depicted are 18 years or older. Any resemblance to actual events or persons, living or dead, is purely coincidental.
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A handsome man sitting at his dark office desk looking toward an open door.

The words and numbers on the financial reports had become a blur an hour ago. Truth be told, Siddharth wasn't sure why he had stayed at his desk so long past the end of the day. Everyone in the HITEC City office had gone home hours ago, leaving him to stare blankly at the spreadsheets spread across his desktop.

The clock confirmed it was time to call it a night.

A couple of clicks of the mouse powered down his computer, and as the screen went black, he spotted a shadow slip through the gap at the bottom of his cabin door. A slight twinge of alarm ran through him as the glass door swung open slowly.

Archana, his stunning assistant, stood in the doorway with a perplexed look. Her thick, dark waves framed her face beautifully in the soft light of the corridor. Usually, she kept her hair tied tightly in a bun or ponytail at work, but Siddharth guessed that, since it was after hours, she had decided to let her hair down. The dark waves were long enough to almost reach the middle of her back, and he immediately wondered how they would look spread out on his pillow.

A gorgeous Indian woman in a tight office shirt and skirt smiling seductively near a desk.

Her crisp, form-fitting formal shirt hugged her curves, displaying just the perfect amount of cleavage and molding around her heavy, round breasts. The knee-length pencil skirt accentuated her wide hips, which Siddharth constantly fantasized about grabbing onto while she was bent over his desk.

"Siddharth, what are you still doing here?" she asked.

"I was going to ask you the same thing. You should have caught your cab home hours ago," he replied.

Archana grinned. Siddharth thought that he saw a seductive glint in her dark eyes.

"I was helping out with the year-end closing, and you know how I don't like to leave anything for Monday if I don't have to."

"True, but I think it's time we lock up and get out of here," Siddharth said as he rubbed the side of his neck.

A concerned look fell across Archana's face as she watched him massage his neck with one hand.

"Neck still bothering you? Let me rub that."

Before he could respond, she walked around the desk and swung his swivel chair around to face her.

A woman standing behind a seated man, her hands slipping under his unbuttoned shirt to massage his shoulders.

Siddharth had a fantastic view of her mounds straining against the fabric of her shirt.

"No, you don't have to..." he tried to reply, failing to pull his gaze away from her chest.

She grabbed his tie, loosening it and slipping the noose over his head. Siddharth couldn't help but stare at the visible swells underneath the partially unbuttoned shirt before him. Archana was a master at exposing enough to stay professional while showing the perfect amount of cleavage to capture the male gaze. All too often, it was his gaze she was catching.

"Let's get this out of the way," she cooed.

Before Siddharth could protest, she had the top three buttons of his shirt undone and was swinging him back around to face away from her. Her hands slid under the loosened fabric and began expertly kneading the tense muscles in his neck. This wasn't the first time she'd given her boss a neck massage, but it was the first time she'd done so with her bare hands under his shirt.

"God, Siddharth, you are so tense."

A man leaning his head back into a woman's chest while she massages his shoulders.

He could feel the tension melt away as she rubbed his neck. Siddharth let out an audible moan as her hands sent shivers down his body. He could feel her heavy breasts pressing into the back of his head as she massaged him. Her hands worked the sides of his neck, squeezing the tension out of the muscles.

"That feels so good," he croaked as he started to feel his cock swell.

She moved her hands back down to his shoulders; as she kneaded the tight muscles, tingles shot through his body. Siddharth's body relaxed. His back melted into the chair, and his head leaned back into her breasts.

Archana shivered as his skull pressed into her cleavage. Her pussy was already wet, but feeling him so close made her desperate for release. She looked down, noticing the distinct swell in his formal trousers. She licked her lips, imagining what treasure lay underneath the thin fabric. She had seen this reaction to her before. Many days, she would purposely lean over his desk, letting him look down her shirt. She would count the seconds until she saw the bulge form. Tonight, however, she was done with innuendo and games.

A woman gently running her fingernails over a man's bare chest as he looks up at her.

"I see the way you look at me," Archana said.

Siddharth swallowed hard; beads of sweat broke through his skin throughout his body.

"What do you mean?"

Archana stopped kneading. She lightly scraped her nails over his skin, tracing the contours of his shoulders and neck. Electric shocks shot through his body, going straight to his crotch. The light touches made his swelling cock throb in anticipation.

"You know what I mean. I just want to know, do you only want to fuck me, or is it something more?" Archana asked, feeling the dampness between her thighs increasing.

Siddharth's heart skipped several beats as he considered his response. Archana's nails were caressing through his chest hair now, tracing the outline of his pecs.

"I've wanted you since the day I met you, but I'm your boss, so I could never say or do anything about it," Siddharth said, feeling a weight lift from his shoulders. "I have fantasized about being with you, holding you close. I want you in my bed all night and to wake up to you every morning."

A woman admiring a shirtless, muscular man sitting in an office chair.

She ran her hands down Siddharth's chest, popping the remaining buttons open and sliding his shirt off his shoulders. She admired his muscular chest as she ran her fingernails through his chest hair before returning to massaging his shoulders.

"I don't care that you're my boss. We both have feelings for each other, and I want to explore those feelings. I've worn out several vibrators fantasizing about you. Now I want the real thing, and to hell with the fact we work together," Archana said.

Siddharth groaned in agreement, feeling his dick become even harder in his trousers. He pressed his head back into Archana's chest, feeling the firm peaks frame his skull. She ran her hands down to his arms and rubbed his biceps.

"If we get caught, there will be hell to pay," Siddharth said.

Archana spun the chair around to face her. She took a couple of steps back and admired her shirtless boss.

"There is no one here. Who is going to catch us?" she replied.

A man and woman passionately kissing in an office, their clothes partially removed.

She took another step back to take in more of the man. He was tall and handsome with deep brown eyes and a chiseled face topped with thick, black hair and a slight stubble. He had just the right amount of muscle, and even though he didn't have a six-pack, his flat stomach looked great. Many of the women in the office regularly stalked his Instagram page, looking for any shirtless photos to use as fodder for their own fantasies.

Siddharth rose from the seat, pulling Archana by the waist into his arms. Their lips found each other, and for the next several minutes, their tongues swirled as their hands explored the other's body. He broke the kiss long enough to start unbuttoning her shirt, revealing the black lace bra underneath. Archana made short work of undoing his belt, sliding his trousers and boxers down to fall around his ankles.

Siddharth thrust his tongue into her mouth as he pulled the shirt off her shoulders and unclasped her bra. Letting them drop to the carpeted floor, he broke free of her lips to find one of her nipples, sucking and flicking it with his tongue.

A man kneeling between a woman's thighs as she sits in an office chair, her head thrown back in pleasure.

"Ohhhh, yes. That is good," she panted. "You have no idea how long I've wanted to do this."

Pleasure shot through her body as Siddharth sucked and flicked her dark nipples with his tongue. Her pussy was getting wetter by the second, and she was desperate to have her boss's face licking up her wetness.

Siddharth spun them around and lowered Archana into his executive chair. He lifted her skirt, sliding the lace panties out of the way. He licked her dripping pussy slowly at first, intentionally avoiding her clit. With both hands, he kneaded and massaged her heavy breasts, pinching her nipples.

Archana grabbed the back of his head with both hands, pressing his face into her dripping pussy. In response, he found her clit and alternated between flicking and sucking. The surge in pleasure was almost too much to bear. All day, she had longed to go back to her flat, crawl into bed, and ride her vibrator to multiple earth-shattering orgasms.

"Fuck, you're as good as I'd hoped. I've waited too long for this," Archana panted.

Close-up of a woman's hands tightly gripping a man's hair as he performs oral sex on her.

Siddharth sucked hard on her clit, pinching both nipples at the same time. He massaged her tits, feeling the excitement shoot straight to his very swollen cock. Savoring her taste and smell, he took it all in, wanting to tattoo this moment in his brain. For too long, he had dreamed about this while he worked his fist on his dick in the shower, and now that he was between her smooth brown thighs, he was in paradise.

"I'm not going to last long, baby. I need you to make me cum," she said.

Siddharth moved one hand from her breast and slid his middle finger into her sopping wet pussy. Archana moaned as the pleasure of having her clit sucked with Siddharth's finger plunging in and out of her pussy washed over her. Siddharth added a second finger, rhythmically moving them in and out of her sex.

She could feel the orgasm beginning to build as he aggressively licked and sucked. With every lick and suck, she was driven closer to the edge. His tongue hit all the right spots, sending her closer to crashing over the edge.

A woman relaxing in an office chair, looking up seductively at a man standing over her.

"Fucking hell, that feels so good. Don't stop. Do not stop. I need you to make me cum now."

She grabbed hold of his thick hair as the pleasure built to a crescendo.

"Oh my fucking god, I'm cumming!" she screamed as he worked his tongue over her swollen clit.

She bucked her hips into his face while her orgasm flooded her body. Siddharth continued to lick her dripping wet pussy as she rode the waves of ecstasy.

After nearly a full minute, her hands fell limply at her sides. Siddharth was placing gentle, loving kisses on her pussy, sending shocks through her body.

"You, sir, are an excellent pussy eater," she said as she licked her lips. "Bring that cock over here, and I'll return the favor."

Siddharth wasted no time standing up to present his twitching member to her waiting mouth.

"No, you sit in your chair. I have always fantasized about draining you while you sat at your desk," Archana said. "You have no idea how many times I've fingered myself in the office washroom after seeing the bulge in your slacks."

A half-naked woman with long dark hair kneeling in front of a seated man in an office.

Siddharth grinned, allowing Archana to stand up, vacating his chair. He sat down, erection standing straight up, waiting for his assistant's servicing.

"You have no idea how many times I've wanted you to get on your knees and suck me. I probably fantasized about it ten times a day," Siddharth said. "Don't get on your knees yet, though. I want to look at you."

Archana stood in front of her boss. Only her skirt remained on her body, hugging her smooth, shapely hips. Her breasts fit her five-foot-seven frame perfectly. They were round, perky, and capped with dark nipples that were the size of pencil erasers and areolas that were easily two inches across. Archana's body was trim and fit, no doubt a side effect of her daily yoga routine. Her thick, dark hair fell over her shoulders in a cascade of waves. Her half-naked body was more beautiful than he ever imagined.

"Fuck, you're gorgeous."

Archana dropped to her knees, taking his cock in her hand. With one last lick of her lips, she slid her mouth over the head, swirling her tongue around it.

A woman performing fellatio on a man, looking up into his eyes as his hands grip her hair.

She took her time, savoring the taste of her boss's member, slowly bobbing her head up and down.

"Fuck, that is amazing," Siddharth said, running his hands through her dark waves.

She swirled her tongue around the head, stroking his shaft with one hand while gently caressing his balls with the other. She moaned as Siddharth grabbed fistfuls of her hair, feeling his member throb in anticipation of exploding in her mouth.

She lifted her head to make eye contact with her boss. With slow strokes, she worked his dick, which was slick with her saliva. She kissed the tip a few times before kissing her way down the shaft towards his balls. Archana kissed and licked his smooth sack, maintaining eye contact with Siddharth. She took his balls into her mouth, gently sucking on them as she pumped her fist over the tip of Siddharth's primed cock.

"Oh my god, that feels so good. Get it back in your mouth. I'm almost there."

Archana took the head into her wet mouth, feeling both his hands grab fistfuls of her hair again.

A woman swallowing after performing oral sex, wiping her mouth as she looks up at her partner.

She sucked on the tip, swirling her tongue around it. She felt his hands pressing her head down with firm but gentle pressure. She knew what he wanted. In response, she took more of him into her mouth, bobbing her head in a slow, steady rhythm.

Siddharth's member throbbed and swelled. His orgasm was building, pushing him past the point of no return.

"You're gonna make me cum. Oh god, I'm cumming!" Siddharth cried out.

Siddharth's cock erupted, filling Archana's mouth with his seed. She continued to bob her head on his cock as it pumped thick rope after rope of cum into her mouth. She swallowed every drop, pumping his dick to get every bit out.

Archana lifted her head from his still-hard dick, her dark eyes meeting Siddharth's.

"You taste so good. I'm glad we finally did this."

Siddharth looked down at his assistant.

"I am, too. I guess this changes things a bit, but right now, I'm starving. You want to get dinner?"

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A man aggressively kissing a woman and pressing her against the wall inside a corporate elevator.

Archana stood and then straddled her boss on the chair. Siddharth's deflating cock sprang back to life as the young woman's arms wrapped around his neck, pulling him in for a deep, tender kiss. Their tongues danced for several minutes, causing Siddharth's cock to swell and press against Archana's pussy lips. She broke the kiss, looking deep into his eyes.

"I'm starving too; let's grab a quick kebab roll and take this to my bed," she said.

"I'd love to. This complicates things, though."

"Not tonight, it doesn't. Get dressed. I want food and to ride that perfect dick."

They dressed quickly, locking up the office before stepping into the elevator. As the doors closed, Siddharth grabbed Archana around the waist, spinning her around and pressing her up against the mirrored wall. His hands gripped her breasts, massaging them through her shirt as he plunged his tongue into her mouth.

The trip to the ground floor was far too short for either of them. It was almost impossible to resist the urge to rip their clothes off, but their arrival at the lobby forced them to stop.

A couple entering a modern Indian apartment bedroom, looking at each other with intense desire.

As the doors opened, they futilely attempted to look casual during the walk out of the building.

Archana's apartment was only a few blocks away in Madhapur, and they strolled along the street, resisting the urge to hold each other's hands or to make out like teenagers. Their only pause was at a local late-night drive-in, where they ate their chicken rolls quickly so they could satisfy their true hunger. It wasn't long until Archana led the way through the door to her apartment. She took a few steps inside and turned to face Siddharth.

"I think we should hit the shower," she said, turning to walk deeper into the flat.

Siddharth followed her as she rounded the corner into the bedroom of the small apartment. She strode past the king-sized bed and into the attached bathroom. Siddharth followed her, and she turned to face him. She wasted no time unbuttoning Siddharth's shirt, sliding it off his broad shoulders. Siddharth reciprocated by removing her shirt and bra. Moments later, they were naked, and Archana opened the shower faucet.

A woman straddling a man on a bed, tying his hands to the headboard with a silk cloth.

She turned back towards Siddharth, and he pulled her into his chest, kissing her deeply. They stood there for a long while, making out as the water cascading from the shower head warmed up. After a long minute, Archana broke the kiss, placing both hands on his chest.

"Let's get showered, shall we?"

They both took turns washing each other. Siddharth paid extra attention to her breasts and pussy while Archana stroked his soapy cock. They finally broke away from each other, stepping out of the shower and drying off.

Archana took Siddharth's hand and led him out into the bedroom. She pushed him back onto the bed, climbing on top of him. As he slid his hands up her side, she grabbed his wrists and pinned them behind his head.

"You're not the boss in here. I am."

Archana rolled off him and opened her bedside table. She took out a silk sleep mask and a soft silk dupatta. In seconds, Siddharth's hands were bound to the headboard, and his eyes covered.

"Lay there like a good boy, and maybe you'll be rewarded."

A blindfolded man lying on a bed while a woman leans closely over his chest.

Archana straddled her boss's hips; she felt his throbbing member pressing into the crack of her perfectly round behind. She ran her fingernails through his chest hair, circling his pecs and nipples. Siddharth moaned as shivers of pleasure washed over his skin.

"Oh my god, that feels so good."

Archana grinned while she watched her boss gasp and flinch with each gentle teasing stroke of her nails.

"What do you want me to do?" Archana asked. "I need you to ask me nicely, though."

"I want you to suck my cock, baby."

Archana smiled. She leaned down to whisper in his ear.

"Say please. Say please, and tell me why you want my mouth on your big, hard cock."

Siddharth squirmed under her body. He could feel her hard nipples dragging through his chest hair.

"Please, baby, I want your warm, wet mouth on my hard cock. I want you to take all of me into your pretty mouth and suck me," Siddharth gasped.

Archana kissed her way down her lover's chest, placing soft kisses every few inches.

A woman nuzzling her face against a man's groin as he lies bound and blindfolded on a bed.

She reached his neatly trimmed pubic hair and stopped, nuzzling her face against his hard cock. She took in the scent of his body, the warmth of his skin, and the way his shaft felt as it twitched against her cheek.

"Your dick is more perfect than I could have ever imagined. I can't wait to feel it fill me," Archana purred.

She grasped the shaft and placed a soft kiss on the tip, allowing her tongue to give it a gentle lick. Siddharth moaned as she ran her tongue around the swollen head and down the shaft. She kissed her way back up, pausing to hover her mouth over the head, looking up at the blindfolded and bound man.

"I've already made you cum with my mouth tonight. You're not allowed to cum again until I say so," Archana commanded.

"Please just suck it, I promise I won't cum till you tell me I can."

Archana took him into her mouth, causing Siddharth to moan louder than ever. She slid her wet lips up and down the shaft, feeling him pulse and twitch in her mouth. He wouldn't last long, but she was determined to bring him to the edge.

A woman straddling a man's face, pushing herself against his mouth in a 69 position.

She bobbed her head as she sucked him, noticing that he was tensing up and coming closer to exploding in her mouth.

In silence, she let his cock drop from her mouth as she sat up and straddled her boss. She crawled her way up to his face, lowering her dripping pussy to his waiting mouth.

"You're going to lick me until I cum. Then if you are a good boy and do a good job, I'll ride your dick and let you cum inside of me," Archana said.

"Yes, please." That was all that Siddharth managed to croak out.

She lowered herself until she felt his tongue swirl around her sex, searching for her clit. Once he found it, he sucked hard, flicking the tip of his tongue over the nub. Her orgasm was building already, and she reached down to grab the man's head, pressing it into her pussy. He licked and sucked with increased intensity.

"Yes, that's it, baby. You're being such a good boy, you're going to make me cum already. Keep going, don't you dare stop."

A woman grinding her hips against a man's face in the throes of an intense orgasm.

Siddharth sucked her clit between his lips, using the tip of his tongue to rhythmically flick the love button. Each flick brought Archana closer to her orgasm.

"That's perfect. Don't stop."

He kept flicking her clit, stopping only to take a breath and then going back to work on his assistant's pussy. He could feel her juices running down his chin, and her intoxicating scent filled his nostrils. He fought the urge to devour her pussy, knowing that in this race, keeping a steady pace would have her cumming in no time.

"Fuck yes," Archana called out, pulling his face deeper into her juicy pussy. "That's it, baby, I'm going to cum. OHHH FUCK YES!"

Archana's orgasm washed over her in waves. She bucked her hips, grinding her pussy into his face. For nearly half a minute, she felt the surges of pleasure race through her while she was still gripping her lover's head, pulling it into her. As she became aware of reality again, she let go of the man's skull and slid down his body to lie on his chest.

A woman riding a man in bed, her hands resting on his chest as she rocks her hips.

She gasped to catch her breath while she lay her head in his soft chest hair. She could feel the tip of his cock against her inner thigh, and she wanted it inside of her with a desperation she had never felt before. Sliding herself down his body, she guided his dick into her. She let out a low moan as she felt him fill her. Lifting herself, she supported herself with both hands on his chest.

"Oh my god. I can't believe how perfect your cock is," Archana gasped.

"Fuck, your pussy feels as good as it tastes. I'm not going to last long. I need to cum. Fuck me, baby, fuck me good," Siddharth said.

Archana rocked her hips back and forth, savoring the feeling of her man stretching her insides. She felt him swell inside of her. He was getting close to erupting, but she wanted to savor every moment.

"Don't you dare cum yet," she moaned. "I'm not done with you."

"Fuck me, baby, please fuck me. You can have me any time and way you want, but I need to cum badly."

A woman leaning forward intensely while riding a man, matching his upward thrusts.

Archana unconsciously started to bounce on his shaft faster and faster. Another orgasm was building, and she knew this one would be even better than the first. She grabbed his shoulders, leaning over him as he matched her bouncing with his hips, pistoning his throbbing cock in her soaked pussy.

"Fuck, I'm cumming again!" Archana screamed, and another orgasm surged through her.

She didn't even notice when Siddharth's cock erupted inside of her as he let out a guttural growl. For a full minute, Archana rode her boss until she collapsed on his chest, panting for air.

"That was amazing," Siddharth managed to say between gasping breaths.

"Oh my god, I can't believe we waited this long to do this," Archana said after she caught her breath.

She felt his seed sliding out of her around the still-hard cock buried deep inside her. Archana wiggled her hips, making his dick slide in and out of her dripping pussy an inch or so. She grabbed his face, kissing him deep and long, swirling her tongue around his in slow, lazy circles.

A woman throwing her head back in ecstasy while bouncing on top of a man in bed.

She pumped his cock in long strokes as she continued to kiss her boss. Another orgasm was building inside her as she slid him in and out of her in faster, deeper strokes.

Archana locked her lips on his as she kissed him with more passion. His girth felt amazing as he slid in and out of her. She was driving herself close to the edge, wanting to savor the moment but needing another release.

Archana rose, straddling Siddharth and bouncing on his still rock-hard member. She could feel her release boiling inside of her. Siddharth lifted his hips, sending her over the edge.

"Holy shit. Here I cum again!" Archana cried out.

More waves of pleasure washed over her while she rode out her latest orgasm. She collapsed again on his chest, panting in a desperate attempt to catch her breath. She looked up at her new lover as her breathing returned to normal.

"Oh my god. I've never cum like that before," Archana said.

"You're amazing, but I need you to make me cum one more time," Siddharth replied.

A woman trailing kisses down a man's torso, smiling playfully as she nears his groin.

Archana grinned with a devilish smile. She let him slip out of her as she crawled up to hover her lips outside his ear.

"You need to ask me nicely," Archana purred.

Siddharth groaned as electricity shot through him from her soft breath on his ear.

"Please, baby. I need to cum. I need you to make me cum right now."

"Do you want me to suck your big, hard cock? Do you want to fill my mouth with your hot, delicious cum?"

"Yes. Please. Suck me dry, I need it so bad."

Archana dragged her tongue down his body from his earlobe to the top of his neatly trimmed pubic hair. She placed a gentle kiss at the base of his throbbing dick. She smiled when she felt it twitch in response. With soft, gentle kisses, Archana worked her way up the shaft to the tip of his pulsing dick. Siddharth moaned and groaned with each kiss. He wanted to grab her beautiful hair, but his hands were still tied to the headboard.

A woman performing intense oral sex, eagerly accepting a man's climax into her mouth.

Archana took him into her mouth, moaning as she tasted the mixture of her pussy juices and his cum, which coated his dick. She slid his cock in and out of her mouth in slow, deep strokes, savoring the flavor and feeling of his meat filling her mouth. She felt him twitch and pulse in her mouth as the load building in his balls bubbled and begged to be released.

Swirling her tongue around the head, she felt his already engorged dick start to expand as she pushed him over the edge. He grunted as he passed the point of no return.

"Here it comes. Oh fuck!" Siddharth cried out.

His cock erupted into her mouth, shooting thick ropes of cum, painting the back of her mouth. For several long seconds, his dick bucked and pulsed. Archana pumped the shaft with her hand, draining every drop. He shuddered when her tongue swirled around his now very sensitive head. Archana answered his twitching by placing gentle kisses on the head and down the shaft.

A naked couple spooning in bed on a sunny morning, the man's arm wrapped lovingly around the woman.

She continued to kiss down to his now very empty balls, kissing and licking them with loving attention. She lifted her head to gaze at her still-bound and spent boss.

"So, will you stay in my bed tonight if I untie you?" Archana asked.

Siddharth looked down at his assistant with a grin.

"There is no other bed I'd rather be in except having you in mine."

"Well, let's get cleaned up. I want you to hold me all night."

--

Diffused morning sunlight flooded the room, gently pulling Siddharth from his slumber. He rolled over to see Archana's naked back facing him. He smiled as the memories of the previous night flowed back to him. He scooted over, slipping his arm over her and pulling her body into him. He cupped her breast, giving it a gentle squeeze as he brought her body into his. Archana let out a little yawn as she squirmed her soft ass into his morning wood.

"Mmmmm. This feels so good. Hold me for a while longer, babe, before you put that huge dick inside of me again."

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