This is a Katherine/Stefan/Caroline smut drabble as requested by two lovely ladies nellabey and wescolasclife We all had different ideas for this so I will be writing all three of them. Enjoy!

The Steroline Smut Diaries

Part 1 – Season 5 Humanity On

Caroline and Stefan were in bed cuddling. They had been together for almost two hundred years, and had explored every inch of the world. They had their favourite places that they revisited, and even now they could discover something new in each place. They loved each other so intensely, and never wanted to spend a day away from each other. They knew each others bodies intimately, having made love in thousand of places over the past two centuries. They were adventurous with each other, loving to try new things, and make each other scream with pleasure. They were obsessed with one another, and would do anything just to make each other smile or laugh or shudder with intense pleasure.

Caroline had her head on Stefan's chest, listening to the sound of his heartbeat, her arm over his waist, his own arm wrapped around her back, his other hand buried in her blonde hair. Caroline smiled, an old fantasy coming to mind, a long ago dream when she was still in denial over her burgeoning feelings for Stefan, as she had no secrets from him she told him, "I kinda always had a secret crush on Katherine."

Stefan raised his eyebrows in surprise, "Really?" He ran the tips of his fingertips along her spine, loving the shiver he caused, he wouldn't deny that the idea made his pulse jump with desire, "Since when?"

Caroline tapped her fingers around his nipple, getting close to the nub but teasingly keeping herself just away from it, "Obviously you know how sexy she was. We shared a dorm when she needed a place to stay, and I got very used to her in a towel." She smiled and nuzzled her nose against Stefan's chest, "When we had you in the safe she asked me if you and I had ever had sex."

"I don't remember that." Stefan pulled her closer against his chest, running his hand through her hair and scratching her scalp.

"Mmm." Caroline moaned in pleasure at Stefan's caresses, her body becoming hot for him again, not that she ever wasn't, "You were sort of... screaming to be let out at the time... or you may have already passed out... I can't quite remember." She looked up, resting her chin against him, and smirked, "Then you went off and had sex with Katherine."

Stefan remembered. He didn't know what it was, but being locked in that safe with Katherine, in such close proximity as she tried to get him to deal with his issues, the sexual tension had been high. They had both helped him, and maybe if it was Caroline in there he would have taken her to his bed, and perhaps their love would have started sooner. He would never know, and a part of him thinks that things happened the way they were supposed to. Yeah they both hurt each other, and almost ruined everything before it happened, but when it did, when Caroline finally gave herself to him completely, he had never been happier and he had never looked back once.

Caroline had just given him an idea for their upcoming two hundredth anniversary. What his girl wants, his girl gets.


Stefan had searched for a month for a witch that would have the power to do what he wanted, these were the days when he missed Bonnie, she had died long ago but she had left children who were as gifted as she was. One of her descendants was the one who did what he asked, as they had a special relationship between him, Caroline, and Damon – his brother decided not to take the cure when Elena finally awoke. Only Caroline knew how relieved that made him as he had spent the sixty years dreading the moment he would finally lose his brother forever - and finally she had made him the potion that would give him and Caroline a special treat for their anniversary.

He couldn't wait to make her secret fantasy come true.


It was their anniversary, and they had revisited Mystic Falls, as they hadn't been back in decades. It was always home to them, but they were having too much fun spreading their wings around the world to come back for any extended stay. They visited the cemetery and laid flowers at Liz, Bonnie, Elena, Matt, and Alaric's graves. They were all gone but they would never be forgotten, always having a special place in Stefan and Caroline's heart.

They visited all their old homes, Caroline's and the boarding house still in their possession, the places that they could always call home and come back to. They went to the grill, and shared a laugh at how it really hadn't changed one bit in the centuries. They shared laughs, and memories, and kisses, until they headed back to the boarding house.

Caroline wrapped her arms around Stefan's neck as she sat on his lap in the chair next to the fire where they had spent many a night before and after they got together. She smiled at him, her eyes glowing with love, "I love you, Stefan."

"I love you more, Caroline." Stefan smiled back and pulled her in for a tender kiss. He pulled back and told her, "I have a present for you."

Caroline's face brightened, "What is it?"

"Remember when you told me about your fantasy?" At the confusion on Caroline's face Stefan elaborated, "About your crush on Katherine?" She nodded, though her eyes still held confusion, "I went to a witch and had a potion made."

"What does it do?" Caroline was still not sure what that had to do with Katherine but she knew Stefan would tell her.

"It's a time travel potion." Stefan smiled as Caroline's eyes went wide with shock, "It will only be for one day, and then it will send us back."

"So we will have sexy hot fun with Katherine and come back?" Caroline had to be sure that this was what Stefan wanted, "Are you sure, Stefan? You know I love and want only you."

Stefan cradled Caroline's face in his hand, "I only want you too, Caroline." His eyes darkened, and his lips curled into a smirk, "I can't deny that the idea of watching you with another woman, seeing you enjoying the pleasures of each others sweet flesh, really turns me on."

Caroline giggled, "Me too."

Stefan spread kisses along her neck, nipping and sucking on her pulse, the desire to sink his fangs deep and drink making him shudder with desire, "When should we use our gift?"

As Caroline was already turned on she couldn't wait, so she gripped his hair in her hand and all but groaned, "No time like the present."

Stefan grinned, and moved away from her neck. He reached into his pocket and pulled out two vials of yellow liquid. He handed one to Caroline and raised it in a toast, "I love you."

"I love you." Caroline smiled at Stefan, and then at the same time they drank the potion.

Suddenly they felt woozy, and the room began to spin. They held onto each other tightly as their vision went black and their conscious was lost. Their bodies remained behind, still holding on to each other.


Caroline opened her eyes on a gasp, her eyes frantically looking around her as she tried to get her bearings. She sat up on her bed, and realised that she was back in her dorm room at Whitmore. She laughed, the potion worked, she was two hundred years in the past. She looked around the room and noticed that Stefan wasn't there, they had travelled together, so shouldn't he be near her? She called out, "Stefan?"

She heard the sound of the shower switching off. She breathed a sigh of relief that Stefan was just in the shower when her breath caught at who walked in, the towel barely covering her body.

"Now why would you think Stefan would be here?" Katherine asked, rubbing a towel through her wet hair, and eyeing Caroline with amusement, "Did you have a sex dream about him?" She smirked chuckling, "Because I always do."

Before Caroline could respond her cell started to ring. She had to think for a moment where she used to put it before finally reaching into her drawer and pulling it out, Stefan's name lit up the screen, and she couldn't help the relieved smile turning her lips up, "Stefan!"

"Caroline!" Stefan sighed in his own relief at hearing Caroline's voice. He had woken up alone in his old bedroom at the boarding house, and after desperately searching the whole house and finding no sign of Caroline he finally remembered that they had cell phones in this century and he called her.

"Where are you?" Caroline asked, her heart finally calming down after hearing his voice, even after two centuries together he could always calm her down with only a touch or a look or a well timed kiss.

"The boarding house. Where are you?" Stefan hoped she wasn't too far away as they only had a day before they would be sent back to the future and they also had to find Katherine wherever she was.

"Whitmore. With Katherine." Caroline replied, her voice turned husky on the brunettes name.

Stefan smirked, "How... perfect." He chuckled, and went to find his keys so that he could race to Caroline and get started on their night of passion with Katherine. Stefan was a hundred percent sure that she wouldn't turn down him, or Caroline for that matter. He rushed to his car and spoke to Caroline, "I'm coming, baby, I'll be there as soon as I can. Keep her there."

"How will I ever do that." Caroline laughed flirtatiously, eyeing Katherine's dripping body with more than a hint of lust in her eyes.

"I'm sure you'll think of a way, baby." Stefan flirted back, his heart racing in anticipation of what would be waiting for him when he reached his girl, "Same some for me."

"Then hurry here, Stefan." Caroline giggled as she ended the call.

Stefan grinned as he put his phone away, putting his car in gear and then flooring it to Whitmore, and a night of hot dirty sex with the love of his life and Katherine.


Katherine swallowed at the look on Caroline's face. It was hunger, dark and lustful, and it made her pulse race. She licked her lips and took a step closer to her, throwing the towel she used to dry her hair across the room, "Stefan's coming?"

"He will be soon." Caroline winked, standing up from the bed and stalking closer to Katherine.

Katherine smirked, looking at Caroline from under her lashes, "Are you flirting with me, care bear?"

"Yes." Caroline answered, reaching out and trailing her fingers across the top of Katherine's breasts, "We are going to have so much fun, Kat."

Katherine raised her eyebrows at the repeat of her phrase just after she killed Caroline and made her a vampire. She was surprised at what seemed to be about to happen, when they went to bed Caroline was her usual peppy can hardly stand her self, and had woken up as a confident sexy vampire. What had changed since being asleep? Katherine was hardly a prude, and she had been with both men and women, but she never thought that Caroline would indulge in kinky sex, or that Stefan would join them, which from the sounds of Caroline's flirting and hints about Stefan, he was on his way to join in. Did she wake up in a alternate universe? Not that she was complaining. Caroline was hot.

Caroline trailed her hand over the towel, and with one flick of her wrist she ripped it off Katherine's body and threw it across the room. Her eyes grew darker with lust as she took in every inch of Katherine's body, from the perky breasts with hard nipples that begged to be sucked, to her toned stomach that led to her neatly trimmed pussy, to those long legs. Caroline wished she had more than a day to explore Katherine, she would just have to make the most of it.

Katherine grew wet under Caroline's heated perusal. But something was not right, so she took a step closer, "I think the clothes ratio is way off here." She smirked, placed her hands on Caroline's waist under her night top, and she slowly pulled it over her head. She moaned appreciatively at the sight of Caroline's perfectly rounded breasts. She cupped them in her hands, rolling her thumbs around the nipples.

Caroline pulled Katherine to her lips, and roughly kissed her. Nipping, biting, sucking at her lips, both of them moaning at their rough kisses. She ran her hands down her back and to the soft globes of her ass, she palmed it and pulled her closer to her body, moaning as their breasts pushed against each others. She trailed her hand around her hips to cup her pussy in her hand. Caroline moaned, "You are so wet, Katherine." She ran her finger along her slit, just barely dipping within her body before pulling back. Teasing her.

"Two can play at that game, Care." Katherine smirked, and ran her fingernails all the way down Caroline's stomach until she reached the waistband of her shorts. She slid her hand in and moaned as she felt nothing but Caroline's bare pussy against her fingers, "Mmm mm, no panties, Caroline?" Not waiting for an answer she placed her other hand at the band and pulled the shorts down as she started to kiss her way down Caroline's body.

Caroline couldn't take her eyes away from Katherine's devilish eyes, the naughty smirk on her face making her stomach tighten with anticipation. At the first lick of her tongue against her Caroline let out a cry, and buried her fingers in Katherine's curls.

Katherine ran her nails up and down Caroline's thighs as she feasted on her pussy. She pushed her tongue into her entrance, moving it back and forth, groaning both at her taste and the way she bucked her hips against her face. She ran her tongue along her pussy lips to flick against her clit, her hand moving to her entrance and sliding two fingers into her wet channel. She fucked Caroline with her fingers, making sure to rub against the bundle of nerves inside of her, as she relentlessly sucked and licked on her clit.

Caroline threw her head back and screamed in pure ecstasy, "KATHERINE!" Her body was assaulted with little sparks of electricity as her pussy exploded with pleasure. She could feel Katherine's mouth move away from her bud to dive back into her pussy and eat her up.

Katherine moaned, Caroline tasted delicious, and the sounds she made had her pussy throbbing, begging for her fingers and mouth. She moved away from her core, and dragged her lips over her hip where she sunk her human teeth into her flesh. The next thing she knew she was tossed on to the bed, and Caroline was between her thighs. She arched her back, a smile on her mouth.

Caroline kissed her way up Katherine's thighs, her blood called to her but she knew she couldn't actually take in her blood as it contained the cure. She buried her face in her pussy, immediately going for her clit, driving Katherine wild as she furiously licked her, her fingers sliding into her hot pussy, curling the digits just right to have her arching off the bed and screaming. She smirked and only ate her faster, alternating twists of her fingers with licks and sucks on her bud.

The door banged open, and Stefan stood there. He was panting, and his hardened dick was very noticeable through his sleep pants. He hadn't bothered getting dressed before rushing here, not wanting to miss a moment with the two gorgeous girls on the bed. His eyes darkened with lust at Caroline buried between Katherine's thighs eating her out. He kicked the door shut, and quickly divested himself of clothes.

"Stefan?" Katherine's eyes widened as Stefan got naked. His eagerness surprised her, as did Caroline's, they were not two people who were known to fuck just anybody. There was something more happening but as it seemed she would have both Stefan and Caroline tonight she found that she just didn't care.

Stefan immediately moved to Caroline, her ass swaying temptingly on the bed as she feasted on Katherine. He spread kisses across her the cheek of her ass, moving down until he could see the lips of her pussy, he dragged his tongue along her and groaned as he tasted the lingering wetness of her orgasm, "I see you've already had fun without me, baby."

Caroline lifted her head from Katherine and chuckled huskily, "I told you to hurry, Stefan." Then she went back to pushing her tongue in her, and pulling it back out, simulating the sex that Stefan would provide her with later. She moaned as Stefan copied her, his tongue slipping between her sensitive folds, and bringing her back to heaven.

Stefan pulled away to look at Caroline's beautiful pussy, and gulped hungrily, he wanted to dive back in and devour her until she screamed his name, but the ride over had made him entirely too horny to do anything but bury himself in her. So he knelt on the bed behind her, took hold of his cock in his hand, and groaned as he pushed it into her tight sheath.

Caroline's groan was muffled, her hands caressed up Katherine's body to play with her breasts. She rolled and pinched her nipples between her fingers. When Stefan began to move his hips against her she bumped back into him, pushing his cock even deeper inside of her, and her walls clenched tightly around him.

Katherine ground her pussy against Caroline's mouth as she watched open mouthed as Stefan fucked Caroline. He didn't even hesitate, not once asking permission before he slid inside her with a practised ease. They had done this before. Katherine was shocked, she was sure that they had never actually had sex, but she could always sense a sexual tension between them. Perhaps she was off in her assessment, maybe they had been fucking ever since Stefan and Elena broke up. They were best friends after all, perhaps they were best friends with benefits.

"Sit up, Katherine." Stefan growled, as he pumped inside of Caroline's tightening channel, his balls were beginning to tighten with the need to come, but he wanted his first orgasm – though by no means his last – to be inside of Caroline, his love. When Katherine was upright, he bent over Caroline's back, grabbed a hand full of Katherine's hair and pulled her to his lips. He kissed her open mouthed, his hips pounding Caroline hard, her moans music to his ears, as was the wet sound of her eating Katherine's pussy.

Katherine moaned into Stefan's mouth, her tongue sliding between his lips to taste his mouth, her hand was buried in Caroline's hair keeping her against her as she bucked against her. She could feel her channel begin to spasm, her impending orgasm started from her toes, shooting sparks across her entire body before she shook and groaned, "Fuck! Care! God!"

Stefan continued to kiss Katherine as his own orgasm built. He slid his hand to the base of Caroline's spine, holding her in place as he fucked her mercilessly, the cries he pulled from her mouth turned him on even more, and he just kissed Katherine harsher. He felt Caroline's walls clamp down on him, her pussy quivering around him as she came screaming his name, he rammed himself inside her one last time before coming inside her. He moaned against Katherine's mouth, "Caroline!"

Together they collapsed to the bed, satiated, and covered in each others scent. Katherine was laid on her back with her hands on either side of her head as she smiled contented, Caroline was over her chest her head resting just underneath her breast her hand drawing patterns across her skin, Stefan was still buried inside Caroline spreading kisses along her back enjoying their closeness after their activities. A momentary rest between rounds, Stefan and Caroline were nowhere near done with each other or Katherine.


The warm spray of their shower sprayed against Stefan's back, his eyes were fixated downwards, moans spilling freely at the arousing sight before his eyes. Caroline and Katherine were on their knees, and both of the were licking along his hard shaft, each alternating sucking on his head. Growls of pure lust were escaping him, both of his hands were buried in each of their curls; brunette and blonde, wet and covering each other.

Caroline pushed back onto her ankles as she knelt in front of Stefan, she licked her lips, and purred seductively, "Do you want to fuck us, Stefan?"

"God!" Stefan closed his eyes and moaned. Caroline was so fucking gorgeous when she spoke with that dirty glint in her eyes, and he just wanted to slam into her again and fuck her until neither of them remembered their own names, but they travelled back in time to indulge their fantasy of Katherine and he thinks its time he fulfilled that want within him. He pumped his cock into Katherine's mouth, and ordered Caroline, "Stand with your back against the wall, baby."

Caroline rose to her feet, and shivered as her bare back touched the cool tile. The sight of Katherine's lips wrapped around Stefan's dick as she sucked him off caused her insides to flood with warmth. God she was so turned on, she would look back on this fantasy for years, and she was sure it would turn her on just as much as it was now.

Stefan pulled Katherine off his dick and pushed her against Caroline while he plastered himself against her back. Her whispered into her ear, "I want you to play with Caroline's pussy." He ground his hard dick against her ass moaning, "I want you to fuck her with your fingers as I fuck your cunt."

Katherine moaned, turned her head and attacked Stefan's lips just as she stuck a single finger in Caroline, curling it just right to hit that spot inside that had Caroline crying out. She smirked against his lips and whispered, "Is that what you want, Stefan? You want me to fuck Care while you fuck my brains out?"

"Yes!" Stefan growled, grabbed Katherine's hips and lifted her up so that he had complete control of her and then slammed her back onto his cock. She screamed, and he set a punishing rhythm, fucking her so harshly that her whole body shook with each thrust, and he never took his eyes off Caroline as Katherine played with her pussy. He really wanted Katherine's mouth around Caroline's pussy as he fucked her but there wasn't enough space for that so he settled for pumping hard into her tightening walls.

Katherine screamed in delight as Stefan rode her body hard, he had never had sex with her like this when he was a human or a vampire, he took complete control of her movements and pounded her deep and hard. She loved it. She twisted her fingers inside Caroline just to hear her scream, and then she covered her lips in a kiss, alternating between soft brushes of lips and harsh penetrating stabs of tongue. She could feel Caroline begin to clench around her fingers so she knew she was close, so she pulled back with a smirk, "Come for me, Care."

"Kat!" Caroline cried out as her pussy clenched, Katherine's thumb circling her clit extended her orgasm, her hips began twitching uncontrollably after wave after wave of ecstasy centred on her core.

Stefan breathed hard as he watched the beautiful pleasure transform Caroline's face, he loved to watch her come, and he pounded deeper into Katherine as the sight made his own end come nearer. He moved his hand from her hip to nestle between her curls, circling her clit as he brought her to her own completion. He could already feel her walls clench his cock on every thrust, he groaned desperately into her neck, wanting so desperately to bite down but he knew he couldn't because of the cure running through her veins. He hadn't wanted to be human in a very long time, ever since he found his forever with Caroline, and wanted to spend every second on this earth with her, knowing that the finite life of a human would never be enough time to truly love her how she deserved,

Caroline knew that Stefan was going to come soon, as was Katherine, so she dropped to her knees and began to lick around her pussy and his cock. She heard Katherine and Stefan cry out at the same time, his hips jerking into one last time as he released himself inside of her. When his cock slipped out Caroline quickly sucked his whole length in her mouth to clean him up, and then she dived between Katherine's legs and licked up all traces of Stefan's come from her dripping pussy. Caroline groaned, as she tasted them both, her pussy beginning to throb again. God she wanted them both so much, if there wasn't a time limit on the spell she could have happily spent a week just fucking Katherine into oblivion. She gave Katherine one last lick before she stood, pulling first Katherine into a passionate kiss, and then Stefan, who moaned as he tasted himself, Katherine, and Caroline's own taste on her tongue.


Back in the bedroom, the room was filled with the squeak of the bedsprings, and the moans of the threesome on the bed. They had been going for hours now, time had lost all meaning when they had been so lost in the pleasure they were indulging in.

Stefan was on his back on the bed, Katherine was sat on his face grinding her hips against him as he ate her pussy with gusto, Caroline was bouncing wildly on his cock, his hips lifting to meet her on every downward thrust.

Katherine brushed her thumb against Caroline's clit as she rode Stefan, her own hips bucking against his face as he sucked and licked at her core. She pulled Caroline toward her and moaned into her mouth as she kissed her hungrily, Caroline's hands started to tweak her nipples, sending her pleasure to even greater heights.

Caroline circled her hips around Stefan's dick, his hardness felt so good inside her as she bounced on it. Katherine's moans as Stefan licked her made Caroline grow even wetter, she pulled hard on her nipples, and couldn't help but smirk as Katherine groaned and kissed her even harder. She thrust her hips against him, her whole body beginning to tremble again as another mind blowing orgasm began to start.

Stefan grabbed Katherine's ass, and vamped up so that Caroline was against the bed as he thrust his cock inside her tightening walls, he was holding Katherine in the air, her hands on the bed either side of Caroline, as he frantically ate her out, wanting the two girls to fall apart at the same time. He pumped even harder into Caroline as he felt her spasm, and she screamed out his name.

Katherine latched on to one of Caroline's nipples as she bucked her hips against Stefan's face, his tongue bringing her to yet another orgasm, and without thinking she sunk her teeth into Caroline's nipple, sucking hard on the bud.

Caroline arched her back and cried out, the pain/pleasure of Katherine's bite, combined with the frantic thrusts of Stefan drew out her orgasm until she was shaking and trembling and moaning underneath them.

Stefan dug his fingers into Katherine's hips and grunted as he came, "Oh god, Caroline!" He pumped his spurting cock into Caroline's trembling channel until he couldn't move anymore and his his dick was spent. He collapsed panting against Katherine's back, trying to get his breathing under control, stroking along Caroline's thighs to soothe her.

Katherine felt boneless. She was well and truly fucked senseless. She now needed to sleep and recover the energy she had spent having sex with Stefan and Caroline. She rolled off Caroline and flopped onto her back, her hand against her stomach, as her chest moved rapidly with her shaky breath. Before she knew it she had slipped into sleep, exhaustion overtaking her after the whole day of screwing.

Caroline leant her back against Stefan, her arm coming around to cradle the back of his neck, smiling at the loving kisses he spread across her neck, "Thank you, Stefan." She sighed in pleasure as she took her last fill of Katherine's gloriously naked body "This has been amazing."

"It was my pleasure, Caroline." Stefan smirked against her skin, his hands coming to wrap around her waist, "Literally, my pleasure. The two of you, faces buried between thighs, kissing, screaming..." He shuddered against her and moaned, "The sexiest thing I've seen."

Caroline grinned, "I enjoyed it a lot."

Stefan chuckled before he laid them both on the bed next to Katherine, his arms curled around Caroline, his face buried in her neck, "Sleep, Caroline."

Caroline snuggled her body against Stefan's and fell into a contented sleep. Stefan soon followed her, as he let the feel of her in his arms drift him off to sleep.


Katherine stretched as she awoke. Her body felt sore and used, in a good way. She remembered all that she, Stefan, and Caroline did, and she grinned. That had to be one of the most intensely pleasurable days she's spent in a long time.

She rolled over and was unsurprised to see the space next to her empty. Though their was a note on the bed. She picked it up, and her eyes widened in shock as she read it.

Kat, we both had a great time and we will always remember it fondly. Stefan and I are from the future so don't mention it to present day us as they won't have any memories xxx

Katherine laughed, this was Mystic Fall's and stranger things had happened. She would keep the memory in her head and look back at it fondly as well. Though a week later she had the opportunity to ask Caroline if she and Stefan had ever done it, and she refused to answer but she knew that she hadn't, and then later after helping Stefan with his PTSD she and him had some very good fun in bed.

She definitely had an eventful and pleasurable week.


Stefan and Caroline woke up wrapped around each other, Caroline sitting on his lap, in front of the fire in the boarding house. The potion had worked, they had been sent back in time, had endless hot sex with Katherine, and came back the same way they'd left.

Caroline smiled at Stefan, "Happy anniversary, Stefan."

"Happy anniversary, Caroline." Stefan smiled back, his hand coming up to cradle her cheek, "I love you."

"I love you." Caroline leant in and their lips met in a loving and tender kiss. Their adventure in the past would be a hot memory to remember for years to come.

THE END

AN – I hope you liked it! And that it was as hot as I tried to make it. I have never wrote f/f before, nor have I ever written a threesome before so I hope that it turned out alright.