Deflowering Olivia, Or The Taking Of A Sister-In-Law’s Virginity [MF][Mf][Creampie]

Craig arrived home after a particularly stressful day. His job wasn’t the most exciting, though it did pay well. He didn’t stand out at the office and, more often than not, chose to keep his head down. An early riser, he was the sort to get his work done early and beat the traffic on his evening commute. Getting home to spend time with his wife, Alison, and maybe have a beer or two while he watched television was what Craig considered an evening well spent.

Today was no different in that regard. Alison was in the kitchen preparing dinner and he greeted her as he usually did; hands on her hips, he kissed her shoulder and said, “Good afternoon.”

She let him kiss her but pulled away as he used his hands to draw her hips back into him. “Stop,” she said, though she maintained a playful demeanour which gave the impression that he should push further.

“Come on,” Craig laughed as he gently pressed her body against the edge of the counter. “Dinner can wait.”

“Uh, dinner can’t wait,” Alison replied. “I already have chicken in the oven.”

She turned on the spot and looked into Craig’s eyes. She was about his height, a bit taller than the average woman, and had a robust shape that Craig couldn’t help but love holding on to. “Well,” he said, “I mean, I never said we were going to do the whole song and dance. Come on, let me bend you over the table right here and make you my woman.”

Craig stepped back and smacked his palm on the top of the small kitchen table. When he was done, he placed his hands on his hips. Alison found the manner in which he tucked his thumbs into his waistband very amusing. “Is that your best?” she giggled. “We both know you’re not the type to bend me over anything.”

“Oh, I beg to differ,” Craig said. “I’m voracious tonight.”

“Ravenous,” Alison said, correcting him as she usually did.

“Yes,” Craig said. “…ravenous.”

“You’re not ravenous,” Alison continued.

“What’s that supposed to mean?”

“You’re just not…I don’t know, the ravenous type.”

“Oh?” Craig asked. “What type am I, then?”

“The type,” Alison replied, “who needs to shower before dinner.” She walked over and placed her hand on Craig’s cheek. The interaction lasted only a moment before she directed him out of the kitchen and towards the stairs. Craig was halfway out of the kitchen when she added, “And don’t make too much noise. We have company.”

Craig turned around. “C-company?” He brought his hand to his face and wiped the corners of his mouth with his thumb and forefinger. “You mean company like your sister?”

Alison moved towards Craig. She had a devilish smile and carried that glint in her eye that Craig knew all too well. “Yes,” she said, almost whispering, “my sister.”

Olivia was Alison’s little sister. Almost ten years her junior at nineteen, Olivia was a college student who spent most of her time at a Christian college only a few hours away. The rest of her time was spent on the phone, complaining to her older sister about the stress she faced at school; mainly, it had to do with her studies but, sometimes, they would talk about Olivia’s lack of success with boys her age.

It had been only a few weeks ago, after one of those calls, that Alison had joked towards Craig that he should do Olivia the favour of taking her virginity. It was something she had only said in passing but the idea had aroused him; so much so that when he and Alison made love that night, she was left out of breath, unable to speak, and with legs that didn’t stop trembling for almost an hour afterwards.

Since then it had become their little taboo – the tonic that spiced up their bedroom. Alison would tease him. While straddling his hips, she would whisper into his ear about what a man he was; kiss his neck while she told him that he was such a stud that he deserved to have both her and her younger sister in his bed. Of course, it was just fantasy, but a fantasy that taken root in both their minds.

It was during one of Olivia’s subsequent weekly phone calls that Alison had presented the idea to her. She said it jokingly, though, naturally, Olivia was unaware that Craig was listening in on the call. She was also unaware that Alison had her hand down the front of his boxers so she could stroke his rock-hard cock while she spoke to her sister.

To both of their surprise, Olivia had agreed. And now, only two weeks later, she had come to spend the long weekend at the home her older sister and brother-in-law shared.

“And she’s on board with, you know,” Craig said.

“Well,” Alison laughed, “she’s a little anxious. A nervous wreck, actually. So, if you want to have your fun tonight, I suggest you don’t scare her off.” She tapped her fingertip against the middle of Craig’s chest as she spoke then turned back towards the oven, saying, “Get dressed and meet us for dinner. Try not to take too long.”

Dinner was eaten in awkward silence. Olivia and Alison spent the evening whispering between each other and otherwise excluded Craig from the conversation. More than once, he caught the pair glancing towards him. They both finished eating before he did and disappeared up the stairs which left Craig to clean up in the kitchen.

“Don’t come sneaking upstairs until I call for you,” Alison had said. She had given him that same, devilish look from earlier in the night and that had calmed him enough. He was certain that tonight was the night – this was happening – and he just had to keep his cool.

He finished with the dishes and poured himself a glass of whiskey, though he couldn’t bring himself to actually drink it. He sat in the living room and stirred the ice with the tip of his finger until he heard his wife’s voice from the top of the stairs.

“We’re ready,” was all she said. She didn’t wait a moment longer to disappear into their bedroom. By the time Craig was at the foot of the stairs, she was already gone. He took the steps two at a time before pausing a moment outside of the bedroom door to collect himself.

When he entered, he immediately noticed his wife. She was still dressed as she had been at dinner. She stood next to the bed and beckoned Craig towards her. “Come on,” she whispered. There was little to be hidden in how she bit her lip as he approached. Within seconds the husband and wife were locked in an intense embrace.

Craig couldn’t help but scan the room out of the corners of his eyes. Olivia wasn’t present and he assumed she waited in the bathroom that was attached to their bedroom. He didn’t have much time to think about it, however. Alison pushed him backwards so that he sat on the bed and, within seconds, was on her knees between his parted thighs. “Where’s Olivia?” Craig asked.

“Shh…” Alison said in response. That was all the information he got as she unbuttoned and unzipped his pants. He had been erect since dinner, even after masturbating during his shower. Now his cock sprung free as his wife tugged on the elastic waistband of his boxers.

She moaned softly as she took his cockhead in her mouth. Her hand wrapped around his shaft and she squeezed lightly as she sucked on his tip. She was practiced, patient, and provided just the right amount of pressure to make Craig’s head roll on his shoulders. He moaned openly, even as the sound of Alison lovingly sucking on his cock filled the room.

She started slowly, teasing him as she always did. Her lips wrapped around the crown of his cock while she moved her head in slow, circular motions. All the while, her tongue was pressed against the underside of Craig’s cockhead. The pressure sent waves of pleasure through his body that made him curl his toes as he attempted to pace himself.

Once she felt the saltiness of her husband’s precum on her tongue, Alison drew back. She used both hands to hold his shaft and slowly bobbed her head on his cock while sucking hard. Craig leaned back and looked down at his wife who, at this point, had devoted all of her attention to the prick she so lovingly doted on. She guided her lips down, measuring by her fingers as she slowly unwrapped them from around his steely shaft, until she deepthroated him.

“Ooooh, fuck, baby,” he moaned as he placed his hand on her head. She didn’t respond other than in how she continued to bob her head. All the while, she worked her lower jaw against the underside of his cock. Craig was just about to moan once more when his eyes focused on the door that lead to the bathroom.

It was open and Olivia stood there, watching as her older sister performed oral sex on her husband, the man who would also soon be taking her own virginity. She held onto the doorframe, nervous but with that same devilish look that Alison got when she was turned on.

Alison didn’t seem to notice that Olivia had entered the room. If she did, she didn’t let it diminish the enthusiasm with which she sucked him off.

Craig was shocked at first but, upon seeing Olivia’s aroused expression, the shame quickly faded away. He once more placed a hand on the back of Alison’s head while he maintained eye contact with Olivia. She stood silently, but with eyes that burned with a youthful, very curious hunger.

Olivia was built very differently from her sister: while Alison was attractive, she was broad, powerfully built, and stocky. Olivia, on the other hand, was tall, slender, and very delicate. Where Alison had muscle, Olivia had a petite frame with only the gentlest of curves; she took none of the genetics that gave Alison her full breasts but instead had small, cute lumps that sat perky upon her chest.

She wore a white, see-through negligee that showed off her lanky frame. Even in the dim light, Craig could see the pinkness of her nipples as they pressed against the fabric. He moaned as Alison wrapped her lips tight around the base of his shaft and sucked hard. She slowly lifted her head up off his cock before she looked up at him. As though entranced by the sounds of Craig’s pleasure, Olivia gasped in time with his moans.

Alison stood up and placed her hands on his knees. She kissed Craig and he could taste his own saltiness on her tongue before she pulled away. “Be gentle with her,” she whispered. “Then you can be rough with me later.”

Craig answered, but his eyes were focused on Olivia who had begun to approach the pair. Alison kissed his cheek twice, then his neck, before straightening and turning to her sister. She placed a hand on Olivia’s shoulder before whispering, “Have fun.” Then, without another word, she left her sister and her husband together.

Craig listened to the bedroom door close before he turned his attention to Olivia. She was looking downward to where his cock stood, still slick with spit. “Want to touch it?” Craig asked.

Olivia started to shake her head then shrugged. “I’ve never touched one before,” she admitted. Her voice was cute, innocent, and enough to make Craig’s cock throb firmly enough that it almost twitched against his stomach.

The gesture was enough to make Olivia gasp audibly once more. “Sit down,” Craig said. “It’s okay.”

Olivia did as she was told, all the while she didn’t take her eyes off Craig’s prick. She sat next to him and, without his direction, reached her hand towards his leg. She stroked his knee with the tip of her fingers and moved her hand up the inside of his thigh where his pants were still bunched around his hips. He wondered if Alison had instructed her on what to do, though her clumsy, hesitant touch was clearly inexperienced.

He reached for her wrist and grabbed hold of it, holding firm as he studied her face. “Look at me,” he said.

As Olivia looked up, he kissed her. At first, he was soft and only gave her a light kiss but, slowly, he grew more intense. Olivia pressed back into him, though she kept her lips sealed shut. As she returned his affection, Craig moved her hand up towards his cock and she instantly wrapped her fingers around it.

She whimpered as the stiff meat burned against her palm but couldn’t help but the stroke it. The awkwardness of her movements was offset but how pure and enthusiastic she was. He kissed her again, this time moving from her lips to her cheek, and then to her neck. He explored her skin until he found a particularly sensitive bit of it – just behind her earlobe – that he sucked gently on.

Olivia’s fingers closed firm around his cock and she held on to it tightly as it throbbed against her grip. “I want you to touch me,” she gasped, finally giving Craig permission to do as he wanted.

He took hold of her neck, then moved his hand down her chest and her flat belly. He grabbed the outside of her hip and squeezed it firmly, causing Olivia to moan for the first time. “You like being touched here?” Craig asked.

“Uh-huh,” Olivia whimpered as he squeezed her leg again.

Craig smiled as he moved his hand down and then slipped it in between her thighs. Once he was under the hem of her negligee, Olivia blushed wildly. She gasped as Craig’s fingers explored the soft, pale flesh between her legs, not stopping until his fingertips sank into the plumpness of her vulva. He pressed his hand flat against the fork in her legs and squeezed lightly. “And what about here?”

Olivia didn’t respond with words, but clenched her thighs on Craig’s wrist. She moaned and pressed her forehead against his shoulder while she continued to rapidly stroke his cock.

Craig enjoyed her reactions and teased Olivia, much like Alison would tease him. He let his fingertips explore her slit, dipping in between her outer lips to massage the moist, soft petals that made her tremble when he stroked them. The opening of her cunt was of typical virgin tightness, maybe even unexplored save for a wandering finger when Olivia had felt particularly adventurous.

It took several moments for Craig to work just the tip of his middle finger inside her. He could barely get up to the first knuckle buried in her tightly-wound flesh before it felt as though she would force him out.

He kissed her on the lips as she pressed her thighs together. With his kiss, he slowly pressed her down until she laid on her back. All the while, he kept his hand secured between her legs. The pair continued kissing while Craig slowly worked at fingering her. It took several minutes for her to relax but, once she did, Olivia parted her thighs and allowed him to explore her cunt without restriction.

She was still unbelievably tight, but Craig now enjoyed Olivia’s open moans, as well the honesty of her body. She kept her legs apart and abandoned stroking Craig’s cock. Now she gripped his forearm with both hands, nails digging into his skin as she cried out. Craig had sunk not one, but two knuckles of his middle finger inside her. It was slow, almost tedious work, but Olivia’s walls gradually relaxed to accommodate his intrusion.

He kept up the attack between her legs and gave her no choice but to accept his hold over her. The heel of his palm pressed over her mons and he felt the stiffness of her clit as she instinctively gyrated against it. His finger grew wet, slick and sticky, and soon he was able to thrust it in and out of her virgin cunt.

It was slow at first but, soon, he picked up speed. Between his first and second knuckle, he plunged his finger into her hole, working at the entrance to get her used to the idea of being stretched. During this time, he kept Olivia occupied by kissing her deeply. Olivia was the first to break their kiss, however, and tossed her head back against the mattress. Her chest heaved as she took a deep breath, and then she moaned – more a whimper – long and loud. Her thighs shut once more and she tried to angle her body away but Craig kept firm hold on her sex. He continued fingering her, now with renewed vigour, as he kept a close eye on her reactions.

Olivia’s face, neck, and chest blushed red as Craig used his strength to pin her hips to the mattress. She cried out, again, and again, while he roughly fingered her tight, wet cunt. The sound of her wetness filled the room and pleasure swelled in her lower belly before sending waves of ecstasy throughout her body. Craig continued fingering her until he was sure she had begun to climax. Once she stopped spasming, he kissed her neck and stood up to undress.

It only took him a few moments before he was fully naked. His cock was painfully stiff, his tip swollen and now almost red with frustration. A thin, clear bead of precum had already formed on his tip by the time he turned his manhood towards Olivia and he saw as her half-lidded gaze traced it down the length of his menacing tool.

“Are you ready?” he asked her, to which she responded by spreading her slender legs with her lower lip pinched between her teeth.

Craig saw the young woman’s sex for the first time. It was smooth-shaven, neat and pink, with swollen, puffy inner lips that just barely poked out past her vulva. Like her neck, face, and chest, the area around her cunt had blushed red as well. This was especially true for her entrance which oozed her sweet love juices.

He wanted nothing more than to taste her, but knew he couldn’t wait another moment. Olivia scooted herself back just enough for Craig to plant his knees on the mattress beneath her. He leaned over her delicate body, though he did not put any weight on her. His cockhead dragged across the flatness of her belly, leaving traces of sticky, salty precum on her skin before he took hold of it and pressed it down between her legs.

Olivia didn’t protest but took hold of Craig’s shoulders. The two held eye contact but remained silent as he used his hand to guide his tip down along her slit. She gyrated her hips, gasping as Craig got his cockhead coated in her excess wetness, then he pressed firmly.

She cried out as his tip stretched her entrance but bit her lip and only grunted as her cunt succumbed to being penetrated. By the time Craig’s cockhead was planted snugly inside her flesh, Olivia panted as though she had just run a sprint. “Relax,” Craig said, leaning forward and kissing her forehead, “I’ll be gentle. I promise.”

Olivia wrapped her arms around his neck and lifted her legs. She didn’t wrap them around Craig’s waist, but kept her legs drawn up around his hips with her thighs parted.

Craig took his time. He sank an inch or so of his cock inside her before he slowly pulled out to leave just the head of his prick inside her. He repeated the process several times, each time getting just a bit more of himself inside her body until he was finally able to sink his hips down between her legs.

Olivia hissed and breathed heavily. She winced in pain but Craig took hold of her by the throat and kissed her deeply before he started thrusting in earnest. Olivia tried her best to hold her voice in, but once the combination of her tightness and wetness overwhelmed Craig, causing him to begin moaning openly, she allowed herself to do the same.

Craig slowly put his weight on Olivia, which allowed her to reach down and grab his backside. She grew more bold, squeezing his ass and pulling him into her, while Craig rolled his hips between her legs in a slow, steady rhythm.

It wasn’t more than a few minutes before Craig felt a familiar ache in his balls. His thrusts grew firmer, went deeper, and came quicker. Soon Olivia’s voice outdid his as she cried out. Her nails raked his ass, then his lower back, then his shoulder-blades as she clung to his body. He couldn’t tell whether she was in pain or not, and only cared to thrust downwards as powerfully as he could.

Seconds later, he trembled as he buried as much as himself inside Olivia’s cunt as he could. He grunted loudly and gasped several times as he climaxed. Olivia could feel several spurts of warm, thick jizz shooting inside her and whimpered as each splashed against her walls.

She released his torso and laid flat on her back. Her chest heaved with every breath and she shivered as Craig slowly pulled his softening cock out of her hole. He rested on his knees and looked down to her now gaping cunt as he tried to catch his breath. Olivia’s hand moved down between her legs and she gingerly inspected her slit before sinking her finger inside herself. When she pulled it out, Craig’s cum flowed out of her, oozing down and soaking into the bedsheets.

He grabbed Olivia’s knees and gently traced his hands over the insides of her thighs. She barely registered his touch as he massaged her, moving his hands up her hips so he could grab her breasts while lifting the negligee so it bunched up around her chest. While he did so, he felt another pair of hands slide over his shoulders.

“Did you have fun?” Alison said. Craig had not even heard her enter the room. She peered over his shoulder and looked down at her sister’s ruined cunt. It was as though the question answered itself. She kissed Craig’s neck and wrapped her arms around him, saying with a devilish tone, “Good job, honey. I guess you were quite ravenous, after all.”

Source: reddit.com/r/eroticliterature/comments/rx2wbz/deflowering_olivia_or_the_taking_of_a