Best Friend Dilemma
Added 2021-12-09 23:54:51 +0000 UTC
Pairings: Kylie Jenner/Reader (side pairing: Stassie/Reader)
Summary: Y/n is dating Stassie, but she finds her temptation for Kylie becoming too hard to bare. 3rd POV.
Content: Infidelity, oral, fingering.

It was like any other hot day in Los Angeles. The sun beams down harshly onto the pavements, heating it up, but that didn't deter Stassie from calling up her best friend and inviting her over for a tanning session and possibly a swim. Her girlfriend Y/n didn't want to join her and her best friend Kylie. She never really likes to intrude on their girls' time. So she opted to stay inside their chilled house on a day like this.
Stassie and Kylie just spend their time tanning and talking about whatever. They could spend hours talking about the happenings of their fast-paced lives and gossip in the industry. Because it was so hot though Y/n decides to go check up on them to see if they want anything to drink. When she makes it downstairs and peaks out the backdoor that leads to their backyard, she only sees Kylie on one of the lounge chairs. Stassie is nowhere in sight which is odd because Y/n didn't see her inside of the house.
Y/n hesitated to step outside. Asking Kylie if she wants anything to drink would be the nice thing to do, but she almost worries about being alone with her. She tries not to make a big deal about it, or think about staring too hard, but Kylie's bikini is really tiny. It's probably to help with tan lines, but she'd be better off naked since her bikini barely covers her. That didn't help the shameful thoughts Y/n has been having about her girlfriend's best friend. She has known Kylie for quite some time since she's been dating Stassie for over two years now. Y/n never looked at Kylie that way until a few months ago. She was mindlessly scrolling through instagram, completely used to seeing girls posting their sexy pictures. Kylie was not exempt, in fact she was the one leading the charge. Y/n has probably seen her look way sexier than she did in the photo she posted that day, but something about it woke something up inside of Y/n. She began lusting after her girlfriend's best friend, and here she is now with nasty thoughts about the girl lounging in a string bikini.
Her thoughts about Kylie have been something she's wanted to bring up to Stassie. It was just hard trying to find a way to explain to her girlfriend that she is very much attracted to her best friend without offending her. Y/n isn't sure what she wants the outcome to be anyway. Cheating feels like it's out of the question, but convincing Stassie for them to have some sort of threesome or something along those lines seems like it'd be an impossible task.
Still, sometimes Y/n feels like she should just ask and get it over with. Stassie and Kylie are so close that sometimes Y/n wonders if they're dating instead of her and Stassie. Kylie is so needy, always wanting a friend with her and even cuddling with Stassie while Y/n is just a few inches away. Stassie reassures her that it's just a friendly thing and that Kylie is clingy. Y/n believes that Stassie believes it's just a close friend's thing. Y/n, however, feels like Kylie knows what she's doing. She'll become almost over the top sexual when she has an audience watching her. She acts like it's no big deal to be walking around Y/n half-naked when they're getting ready to go out. Y/n makes sure not to throw any longer lingering glances, but she can't lie and say she doesn't look at Kylie's body from time to time. And when Y/n was the one behind the camera, taking some of the most risqué photos of her girlfriend and her best friend, she swears that Kylie is staring right through the phone's camera and making eyes at her. Sometimes the two best friends are standing so close in the photos Y/n takes that she wondered if they ever did something together.
She had asked Stassie, but her girlfriend pretty much laughed it off, saying that it was "ridiculous."
"I mean we made at maybe once or twice when we were drunk, but I've never fucked Kylie."
Y/n believed her, but a part of her wanted it to be a lie. She was already holding on to the visual of the two making out, so the idea of them actually going at it just might kill her.
It was out of the ordinary for Stassie to leave Kylie alone in their house. Both her and Y/n trusted her, so she wasn't surprised that Stassie had come into the house without her friend, but Y/n just had no clue where Stassie had gone.
The sound of the glass door sliding caught Kylie's attention.
"Stass, is that you?"
"No, it's me," Kylie instantly recognizes the voice. She turns her head to look at Y/n through her sunglasses. Stassie had gone into the house to take a nap, but it doesn't seem like Y/n knows that. She feels a sense of excitement roll through her knowing that they're alone and will be for some time. "Hey, can you do me a favor?"
"Sure, what is it?"
"I forgot to cover up my back, do you think you can help me?" Kylie holds up a bottle of the expensive sunscreen her and Stassie love to use so much.
"Uh okay."
Y/n was hesitant to touch Kylie in such an intimate way. If this was any other friend of Stassie's, a friend she doesn't lust after, then it would be no problem. She's nervous that she'll fuck up and do something she should. Kylie, however, doesn't care about her best friend in the house a few feet away from them.
Kylie sits up and turns herself over so she's laying on her stomach. Y/n sits on the lounge chair next to her, the one Stassie was lying on just 30 minutes ago, and grabs the sunscreen. She squirts some in her hand and begins to slather the sunscreen on her back. Y/n rubbed the white substance into her skin, her hand sometimes nearing the curve of her ass, but she kept her hands to herself. The smell of the sunscreen reminds her so much of Stassie, but here she is rubbing Kylie's back in a less than innocent way. She feels guilty, but temptation is so strong.
"Can you untie the string? I want to get a full tan."
Y/n's shaky hands pull the weak strings before Kylie is free to take the top of her bikini off.
"Thanks."
She props herself up and tosses the top onto the ground before laying back down. Y/n continued rubbing the sunscreen onto her back until it was absorbed into her skin.
"That should be good."
Y/n wondered what Kylie would do. Would she cover herself until Y/n leaves? Or does she not care? Her questions were answered when Kylie rolled onto her back to reveal her luscious tits. They looked so soft and full and it almost made Y/n's mouth water.
"I need to cover my boobs now that they're out...actually...could you do it for me?" Her tone sounded innocuous, but what she was asking for was the opposite of that.
Y/n doesn't speak in fear of her voice cracking. She nods affirmatively and covers her hand in the sunscreen again. Her hands cup the bottom of Kylie's tits as Y/n massages the cool cream into her skin slowly. Kylie lets out a soft moan that falls upon Y/n's ears. The lingering hands on her tits give it away what Y/n is really interested in. She can't control herself as she leans forward to get her mouth on Kylie's juicy tits. A loud moan rips from inside of her as Y/n sucks hard on her nipple. Y/n rubs the rest of the sunscreen onto Kylie's stomach. The residue is smeared all over her hands, but she doesn't care. She grabs Kylie's boob with one of her hands, groping and playing with her tit. It's clear that she doesn't care that she's sucking her girlfriend's best friend's tits and it turns Kylie on so much. It's so wrong but she doesn't care.
"You make my pussy so wet," Kylie moans, "you always have."
Y/n's ears perk up at the confession. She always felt something but she just assumed that that's how Kylie is — just a flirtatious person who will flirt with anyone. But hearing that Kylie's flirting was more than something innocent turns her feral.
She pops Kylie's tit out of her mouth only to suck on the other one. She softly bites down on her pebbled nipple which makes Kylie moan. Kylie moans a little bit too loud for Y/n's liking, but Kylie doesn't care. It almost seems like Kylie wants to get caught by Stassie. Y/n thinks that would be a disaster, but Kylie knows that Stassie would be nothing without her. She does view Stassie as a good friend, but if Kylie wants something, she's going to get it — unfortunately that something is Y/n.
Her breasts are so soft and full against the palm of her hand. Y/n wishes she had made a move before this. This is exactly what she needed and it almost feels like a dream.
Kylie spreads her legs and Y/n places her knees between them. Kylie's hand sneaks down between them and she rubs sloppily at her bikini-covered pussy.
"Nasty girl," Y/n says after letting go of Kylie's nipple. She then kisses the warm skin of her breast. "It gets you off having your best friend's girlfriend suck your tits."
"It does," Kylie says coquettishly. Y/n being in a relationship adds to the thrill. She places her hand on the back of Y/n's head to plant her face firmly in her pillowy tits again. Y/n kisses the skin between her breasts. She can feel Kylie rubbing her clit faster and Y/n pulls away because she wants to be the one to do that to her.
"Let me see that pussy baby."
Kylie smirks as she slows down her movements and ultimately pulls her hand away. She lays back against the back of the lounge chair and spreads her legs wide to give Y/n access to her. Y/n is quick to pull her bikini bottoms off to reveal her wet pussy. Y/n inhales sharply at the sight of her wet pussy. She's fantasized about it, even dreamed about it. The view of her pussy and the poignant smell of her sunscreen was making Y/n dizzy.
"Go ahead and have a taste, I know you want to."
Kylie is so teasing that Y/n finds herself being her prey instead of the other way around. She lowers herself between her legs and places her tongue flat against that pussy of hers. Kylie sighs in content as Y/n's tongue begins to spoil her pussy. She knew this would feel good, but she didn't know it would feel this good.
"Keep eating my pussy...don't stop," she moans.
Kylie holds onto the back of Y/n's head while Y/n grabs the underside of her thick thighs. Her skin is so soft as she rubs her. Y/n devours Kylie's pussy like she's hungry for it. The taste goes straight to her head. She flicks her tongue against Kylie's clit which makes her thighs tremble. Y/n wants more of her sweet taste in her mouth so she pushes her tongue inside of her opening. Kylie is so responsive to every single thing Y/n does to her pussy. She's dripping wet and a moaning mess.
"Ooh keep eating my pussy Y/n," Kylie pants. She's obsessed with seeing Y/n between her legs and watching that tongue of hers move. "You would keep eating my cunt even if Stass came out here, wouldn't you?"
Y/n moans in affirmation and Kylie feels the vibrations.
"Of course you wouldn't stop eating this perfect pussy...I wouldn't let you stop."
Her voice is higher in tone and breathy as she speaks. It becomes increasingly harder to talk with Y/n's tongue swiping at her clit now, but she loves the dirty talk so much.
"You have a perfect tongue — oh my god — I can't believe Stassie has been hiding your mouth from me. It's so fucking good baby."
Every time she opens her mouth to speak, the harder Y/n licks her pussy. Her lips then wrap themselves around her clit and the sound of sucking and smacking fills Kylie's ears.
"You're gonna make me cum if you keep doing that!"
Y/n only sucks harder so she could accomplish that goal. She has to see Kylie cum and taste it. Her eyes flicker up to her face and she loves how her eyes are screwed shut and her mouth is slightly parted. The more Y/n sucks, the more she's rendered speechless. She has such a filthy mouth on her that Y/n likes that she's able to make her weaker by putting on her focus on her clit.
Kylie's pussy begins to gush against Y/n's face. Y/n's mouth feels so good on her pussy that she forgets all about her best friend as she cums against Y/n's face. It's an evil thing, but she needs more.
"Fuck!"
Kylie pushes Y/n's face away from her cunt. For a second Y/n was thinking that Kylie was realizing what the situation is, that the guilt was beginning to set in. Instead of her telling them they should stop, Kylie turns around and gets on all fours, her pussy exposed to Y/n and she begins to beg.
"I want you to fill my little pussy with your fingers," her voice was so whiny and desperate. She wiggled her ass to entice Y/n, but Y/n doesn't have to be convinced. Two of her fingers are being pushed into her pussy without a second thought. She feels so soft, warm, and wet. Y/n had no clue what she was missing out on, but she's going to savor the time just in case this never happens again. Kylie sighs when she finally feels those fingers deep inside of her and playing at her sweet hole, "get up in there...fuck my wet pussy!"
Y/n feels obedient to her every word. She would do whatever Kylie asks of her and she's only had her pussy for a good 15 minutes. She truly hopes this isn't the last time she gets to taste or sink her fingers into this delicious pussy, even if she's betraying her girlfriend -- she's purely selfish in only thinking about her lust for Kylie.
Kylie pushes herself back on Y/n's fingers and she imagines she's riding one of her toys or a strap. Stassie has bragged so much about how good Y/n fucks and pounds her every night, so how could Kylie not want a taste of what Stassie has? She was jealous of her friend despite having so much more than her, but she doesn't have Y/n as a girlfriend. She wouldn't try to break the two up because she'll quickly be painted as the victim. However, if the opportunity arises then she's going to bite and let this happen again.
"How much do you like this pussy?"
"Feels so good baby. You're dripping wet for me too. I'm not the only one who has fantasized about this," Y/n teases back.
Kylie's cheeks are tinged with a light pink color from both the heat and what Y/n is doing to her. She's about to cum again so quickly. She's almost embarrassed by it too, and the fact that Y/n called her bluff. She always wondered if Y/n knew what she was doing when she would secretly make attempts to flirt with her.
As Y/n has her fingers deep in Kylie's pussy, she hears music begin to play in the house -- that means Stassie is awake.
"We don't wanna get caught, baby. You gotta cum for me now."
Y/n is slightly panicking on the inside, but she doesn't want to worry Kylie. She fucks her pussy harder and faster. Kylie has to bite down on her hand to silence herself so Stassie doesn't hear her moans. She hopes that her moaning wasn't what woke Stassie up. It would be devastating to get caught, but it might even be worse to not get that second orgasm from Y/n's fingers.
"Cum baby. Cum."
Kylie cums on command, fueled by Y/n's voice and the possibility of getting caught. Her cum coats Y/n's fingers and grip them tightly. Y/n pulls them out quicker than she wishes she had to and pops them into her mouth. She savors one last taste of Kylie's sweet pussy.
They're given only one full minute to act like nothing happened because Stassie comes outside.
"Hey babe," she says in a bit of surprise. "What are you doing out here?"
Kylie eyes Y/n intently, hoping she doesn't blow their cover.
"I was looking for you, but got caught up with talking to Kylie," she responds nonchalantly. Kylie relaxes and nods her head when Stassie looks at her. Nothing looks out of the ordinary or suspicious.
"Are you going to join us?" Stassie walks over to the lounge chair she occupied earlier.
"No, I'll let you two be. Have fun."
Y/n leaves without looking back. That was a close call, but the risk made her so damn wet. She's going to go to her room and play what she just did with Kylie in her head over and over again until she's cumming all over her own fingers.