Y/N is leaning against the island in the middle of her sister’s kitchen, snacking on a packet of mini Oreos.

“How are you enjoying LA?” Nicole, Y/N’s sister asks while she cuts up a cucumber. “It’s just how I remember it. It’s always sunny and there’s a lot of tourists and health junkies.” Y/N answers with a shrug.

“Do you miss Siena?” Nicole asks. “I think I’ll always miss Siena, it’s beautiful, and the food and architecture are amazing.” Y/N explains.

“Oh yes, I remember.” Nicole says, remembering when she visited Y/N and they explored the small city.

“But I also missed LA and the always sunny skies and celebs in the street.” Y/N says. “It also helps that we live in Calabasas. I’m sure you see celebs every time you go for your run.” Nicole adds.

“Look who’s talking, you literally sit in PTA meetings with Kim and Kourtney Kardashian.” Y/N says, causing Nicole to narrow her eyes at her before going back to cutting the other ingredients for the salad.

“Shit, that reminds me, you need to take Brooklyn to North and Penelope’s birthday party.” Nicole says a few seconds later.

“North West and Penelope Disick?” Y/N asks, making sure she heard correctly. “Yes, Brooklyn got invited and he asked me to ask if you could take him.” Nicole says, looking up to face Y/N.

“Why’d he ask you to ask me?” Y/N asks confused. “You know he’s shy and looks up to you so that just makes him nervous.” Nicole explains.

“Ok, but why does he want me with him? What do I have to offer? I’ll probably either sit to the side or try to fit in with the mothers.” Y/N asks, confused as to why her nephew would want her to take him instead of his parents.

“He has a crush on North and…” Nicole starts explaining. “Wait, he has a crush on North West? The daughter of Kimye?” Y/N asks. “Yes, he has a really big crush on her.” Nicole answers.

“Look, I love Brooklyn and he’s a good-looking kid but isn’t she out of his league and isn't he kinda young to be 'dating'.... Is it dating?” Y/N asks carefully.

“Yeah, well he inherited it from you. You would always chase the girls out of your league and he is very young so its not really official dating, more like he has a crush on her and they can go on playdates or ice-cream dates. Innocent stuff.” Nicole says.

“Ok, fair point. How does his crush with North relate to me other than that?”  Y/N asks. “He asked Leo for advice and Leo told him to ask you because you were the sibling that was always better with girls.” Nicole explains. “I’m still better than him with girls.” Y/N jokes with a smirk.

“Yeah well, after that Brooklyn decided that he wanted you to go with him so you can help him impress North.” Nicole explains, after rolling her eyes at Y/N’s joke.

“So he wants me to be his wingman?” Y/N asks. “Yes, he wants you to be his wingman.” Nicole says as she puts all the ingredients in the salad bowl.

“Ok, I’ll go with him.” Y/N says with a smile. “He’s going to be so excited. Thank you.” Nicole says, pulling Y/N into a hug.

The Day of the Party

“Alright dude, you ready?” Y/N asks as she looks over at Brooklyn who’s sitting in the backseat of her car with a small bouquet of flowers and a small giftbag.

“Yes, I’m ready.” Brooklyn says with nervous smile as he clutches the flowers a little tighter. “Ok then, let’s go.” Y/N says before getting out of the car and going to open the backdoor to let Brooklyn out.

“Look at those lollipops.” Y/N says as they walk past the giant lollipops at the entrance of Kourtney’s courtyard. “They’re so cool.” Brooklyn says in awe as they walk past the lollipops. “This place is so cool.” Y/N says as they walk through the front of the house to the backyard.

“Are you ready for this?” Y/N asks Brooklyn when they spot North playing with Penelope. “No.” Brooklyn replies shyly. “Why, what’s wrong?” Y/N asks.

“What if doesn’t work.” Brooklyn asks in a quiet voice. “It’s going to work.” Y/N says, trying to reassure him. “How do you know?” Brooklyn asks. “Because it’s one of my lines and it’s always worked.” Y/N explains.

“Dad said that sometimes your lines don’t always work.” Brooklyn says. “Your dad’s just jealous.” Y/N says, playfully rolling her eyes. “I’ll show you that it works.” she adds.

“How?” Brooklyn asks, tilting his head to the side in confusion.

“You choose any woman here, closer to my age, and I will show you that my line always works.” Y/N explains and watches as Brooklyn thinks about her offer.

“Ok. I’m going to go look for someone.” Brooklyn says before marching off, with determination, to look for someone his aunt can give the flower to.

After a few minutes of walking around the backyard, Brooklyn runs back to Y/N who was patiently waiting for him.

“Ok, so who’s it going to be?” Y/N asks, noticing the excited smile on Brooklyn’s face. “Her.”  he says, pointing at a young woman, wearing tight leather pants and a white t-shirt with her brunette hair pulled up into a tight bun. Y/N gulps slightly as she eyes the woman Brooklyn pointed out.

“Ok, give me a flower.” she says to Brooklyn who carefully pulls out one of the flowers from the bouquet and hands it to his aunt.

“Here goes nothing kid.” Y/N says before downing her drink and walking off to the brunette woman.

“Excuse me.” Y/N says after she taps the brunette’s shoulders. When the brunette turns around, Y/N feels her breath catch in her throat.

“Hi?” Kendall greets, but it sounds like more of a question, as she looks at the attractive woman she doesn’t remember ever meeting.

“Uhm… I just thought I’d bring a beautiful flower to the most beautiful woman here.” Y/N says, holding up the flower to Kendall.

“Ooooo.” Khloé says, taking a sip of her wine while watching Kendall blush as Y/N offers her the flower.

“Thank you.” Kendall says shyly. She moves her hand to take the flower from Y/N but stops and looks at the woman when their finger’s brush against each other.

“Did it work?!” Brooklyn asks as he tugs on Y/N’s shirt. Brooklyn’s interruption causes both women to take a small step back, Kendall snatching the flower before it could fall.

“Did what work?” Kendall asks, a little confused as to what the boy was referring to. “My aunt said that when she says that to a girl they’ll go ou…. mmph.” Brooklyn says honestly and Y/N’s eyes go wide before she places her hand over Brooklyn’s mouth to muffle his words.

Kendall raises her eyebrow in a perfect arch as she sends Y/N a questioning look.

“What do the girls do?” Kendall asks Brooklyn, bending down so she can be the same height as him. Brooklyn, determined to finish his sentence and find out if the line worked, pulls Y/N’s hand away from his mouth.

“They go out with her. I wanna know if you’re going to go out with her so I can impress the girl I like and ask her out using the same line.” Brooklyn says quickly while fighting hard to keep Y/N’s hand from his mouth. Kendall and Khloé’s eyebrows shoot up at the honesty of the boy and the intentions of his aunt.

“You want to take my sister out and that’s the line you used?” Khloé asks a blushing Y/N. “So, are you going out with her?” Brooklyn asks demandingly before Y/N can answer Khloé.

“I don’t know yet, I don’t even know her name, but if I get to know her a little better then I just might.” Kendall says, looking up at Y/N when she talks about getting to know her.

“So if I do the exact same thing to North she’ll go out with me?” Brooklyn asks as Kendall stands up and Khloé’s eyes go wide at the boy mentioning North.

“What’s your name kid?” Khloé asks, wanting to know who this little boy is. “Brooklyn Anthony Smith.” Brooklyn answers politely, remembering what his mother taught about introducing himself.

“You’re Brooklyn? The boy that gave North the Star Wars plaster at school?” Khloé asks. “Yes, it had Princess Leia on it.” Brooklyn says proudly and Khloé remembers the day she visited Kim and North came home with the plaster and a big smile on her face because a cute boy named Brooklyn gave her a plaster and shared his sweets with her.

“Kid, I think you might just have a chance of impressing North and maybe scoring a cute little kiddie date.” Khloé says sweetly, smiling when she sees Brooklyn’s face light up.

“How about you and I go find North so you can butter her up before giving her the flowers?” Khloé suggests, offering her hand to Brooklyn so they can leave Y/N and Kendall alone. “Ok.” Brooklyn says, grabbing Khloé’s hand and going with her to look for North.

“Sorry about that.” Y/N apologises. “Don’t worry about it.” Kendall says, taking a minute to appreciate the beauty of the woman in front of her.

“I still don’t know your name.” Kendall says after a few seconds of silence. “Right, sorry. I’m Y/N.” Y/N says, as she feels Kendall checking her out. “

Y/N.” Kendall says, deciding that she likes the way Y/N’s name rolls off her tongue. “It’s a very nice name.” she says, not noticing Y/N’s eyes glaze over at how good her name sounds falling from Kendall’s lips.

“It’s not that great but thank you. I think your name is a lot nicer.” Y/N says. “Kendall’s not that great.” Kendall says bashfully.

“I think Kendall is beautiful. I can finally understand why people say beautiful people have beautiful names.” Y/N flirts.

“So that’s why you’re beautiful?” Kendall asks with a smirk. “Touché.” Y/N says, surprised at Kendall’s blatant flirting

“How about we get some drinks and I can get to know a little more about you. I wouldn’t want to disappoint Brooklyn.” Kendall says and Y/N agrees.

Both women go to the bar before finding a semi-secluded area and talking.

Three Hours Later

Brooklyn runs over to Y/N, who has been sitting and talking to Kendall the whole time. “Can I please have my flowers?” he asks for the sixth time, when he gets to them.

“Are you finally doing it? You’re not backing out again?” Y/N asks, praying that Brooklyn finally gives the flowers to North.

“I’m not backing out, I promise. You can even come.” Brooklyn says with a determined smile. “Alright kid.” Y/N says, chuckling at her nephew.

“Can you also come?” Brooklyn asks Kendall. “I wouldn’t miss it.” Kendall says, slightly surprised that Brooklyn wanted her to go with.

“Let’s go.” Brooklyn says and the two women follow him to where North is standing by Penelope, Khloé, Scott and Kim.

“Hi North.” Brooklyn says, hiding the flowers behind his back. “Hi Brooklyn.” North greets shyly. Brooklyn quickly looks back at Y/N who gives him an encouraging nod and a thumbs up.

Brooklyn takes a deep breath before bringing his hand with the flowers forward, surprising North, Penelope and the other adults.

“I brought you beautiful flowers because you’re the most beautiful girl here.” Brooklyn says with a nervous smile. Everyone watching can’t help but “Awww” at the cute moment.

“Thank you. I love them.” North says with a big smile as she takes the flowers from Brooklyn. Brooklyn looks back up at Y/N who again gives him an encouraging nod to continue what they had practiced.

“Uhm North, do you maybe wanna go out for ice-cream on one of the days? My aunt said she could take us.” Brooklyn asks nervously and North’s eyes light up at the offer.

“Can I mom?” she asks, turning to face Kim who is watching the interaction. “I’m sure you can.” Kim says when she sees the excitement in North’s eyes and when she remembers how North would go on and on about her crush on Brooklyn.

“I would love to.” North says sweetly, turning around to face a nervous Brooklyn. Y/N laughs when she sees how wide Brooklyn’s smile goes.

“Y’know North, normally when boys give girls flowers, girls give the boys a kiss on the cheek to say thank you.” Scott says, trying to be a wingman for the boy by getting him a kiss because he reminded Scott of himself when he was younger.

“Uncle Scott’s right.” Khloé says, wanting to see if North would actually give Brooklyn a kiss on the cheek.

“Ok.” North says before pecking Brooklyn’s cheek. Brooklyn’s eyes go wide when North pulls away, making the adults laugh.

“Buddy, you ok?” Y/N asks after a few beats of silence. “Yes.” Brooklyn says, nodding his head with a big smile plastered on his face.

“Ok. Why don’t you and North go play, and you can decide which day you want to go out for ice-cream. Both kids nod before running off with Penelope to go and play.

“Damn that kid was smooth. I wouldn’t have the balls to do ask a girl like North out.” Scott says.

“He gets it from his aunt over there. She’s the one that gave Kendall the flower.” Khloé says, pointing to Y/N. “That’s why you two have been cozied up the whole day? I just thought you were friends.” Scott says.

“We are just friends right now.” Y/N says nervously, unsure of where exactly she stands with Kendall. “Not for long from what I’ve seen.” Khloé says with a smirk.

“Oh, do tell Kenny.” Kim says, enjoying seeing her little sister squirm. “We’re just hanging out right now and you guys are making things weird.” Kendall says, embarrassed by what her sisters and Scott said.

“How are we making things weird? We just want to know what’s happening between you two lovebirds.” Scott says, trying to get under Kendall’s skin.

“Yeah. Have you said yes to going on the date yet? If you did, remember to use protection kiddos.” Khloé says, suggestively wiggling her eyebrows.

“Oh my god Khloé.” Kendall groans. “We’re leaving before you say anything else.” Kendall says, practically dragging Y/N back to where they were sitting.

“I can’t believe my nephew scored a date here and I still haven’t.” Y/N wonders out aloud when they get back to their seats, not knowing how else to bring up going on a date with Kendall.

“Maybe because he asked her.” Kendall says with a shrug, also confused as to where she stands with Y/N after the other woman said they were just friends. Y/N nods her head before looking back at Kendall.

“Kendall will you go out for ice-cream with me when I take North and Brooklyn.” Y/N asks and Kendall gives her a ‘seriously’ look.

“You just want me to help babysit.” Kendall says, unimpressed at Y/N’s offer of a date. “That is true but I was also thinking that maybe after the ice-cream I could take you out on a proper ‘grown-up’ date without kids.” Y/N says quickly.

“And what is a ‘grown-up’ date for you?” Kendall asks. “Dinner at my place, I’ll cook and then maybe some Netflix and wine. I’m sure you don’t want to be hiding from paps on a first date.” Y/N says.

“And what are you going to be cooking if I do say yes?” Kendall asks, enjoying giving Y/N a hard time.

“How does gnocchi with lamb ragu sound and for dessert I’m thinking a boozy tiramisu and of course some really good wine. You already know I lived in Italy for a while so I’ve pretty much got Italian cuisine down... somewhat.” Y/N says with a wink and Kendall is impressed at the slight flex.

“You’re making me want to taste your food.” Kendall says as her mouth waters at what Y/N just described.

“You can taste it if you agree to go on the date with me.” Y/N says with a triumphant smirk. “What if I just ask you to cook for me without the date?” Kendall asks, smiling when she sees Y/N furrow her eyebrows as she thinks of a reply.

“I only bring out the gnocchi and tiramisu for special occasions, like a first date with a supermodel.” Y/N says with a teasing smile.

“If that’s the case then I suppose me being a supermodel I should go on a first date with you. Just so you can bring out the gnocchi and tiramisu.” Kendall says.

“Yes!” Y/N says with a fist pump, happy that the model finally said yes. “I knew the food would work.” she says and Kendall playfully swats her arm.

“What can I say? I’m a sucker for good food.” Kendall says. “And beautiful women with beautiful names.” she continues before placing a soft peck against Y/N’s cheek.

“What was that?” Y/N asks, surprised at Kendall’s actions, especially after she gave her a hard time about the date. “Girl’s kiss boys on the cheek when they’re given flowers, you’re not a boy but I’m pretty sure that still applies.” Kendall says.

“I think I’m big enough to get a kiss on the lips, don’t you think?” Y/N asks with a teasing smirk. “Is that so?” Kendall asks with one eyebrow raised. “Yes ma’am.” Y/N says.

Kendall playfully narrows her eyes at the woman before closing the gap between them and kissing her.

Y/N can’t help but silently thank Brooklyn for picking Kendall when she feels the woman’s soft lips meld with hers perfectly.

A/N: This is just something small and cute. I hope you guys like it.

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