best friend’s brother - tom holland au ♦︎

Pairings: best friend’s brother! tom holland x reader

Warning(s)?: steamy forbidden make-out sesh ooh la la

Word Count: 1.6k

Summary: Tom’s your best friend’s older brother that you couldn’t help but to catch feelings for. Now you two are dating behind her back, but your secret can only stay hidden for so long..

A/N: hi ok i’ve never seen this idea with tom before so i thought it’d be cute? this idea popped into my head bc i deadass have a crush on my best friend’s brother whoops … but i can only pray what happens in this imagine happens to me lmao. but listen to best friend’s brother by victoria justice A BOP for added effect while reading okay bye enjoy!! also gif credits to kelly aka tomshollandss 


You walk into your best friend, Alisia’s room, slinging your book bag off your shoulders and onto the floor carelessly. “Thank God it’s Friday,” you exclaim, plopping into your friend’s furry bean bag chair beside her bed, feigning exhaustion.

Alisia giggles before rubbing her stomach. “I’m hungry. Let’s get some food.” You follow Alisia down the hall and into her kitchen where her mom, Nikki, was unloading groceries into the fridge.

“Hey, mom,” Alisia greets before grabbing two granola bars out of the pantry, one for you and one for her.

“Hey, love. It’s so nice to see you around here again, Y/N.” Nikki commented, even though you’d been over here more times this week then you’d like to admit. She didn’t know about those times though, because it was a secret.

As you take a bite out of the granola bar, you couldn’t help but ask the question swirling around in your mind. It was awfully too quiet for a place where Tom Holland resided. “Hey, where’s Tom?” You tried to sound genuinely curious rather than concerned, even though you were. You had a right to be though, he was your boyfriend.

The only problem was that Tom was your best friend’s brother. You were aware of how cliche it sounded, but it was hard to not fall for a guy like Tom. While you and Alisia were juniors, Tom was a senior, and a complete heart throb to say the least. He was popular, well liked, and charming. Every guy was friends with him, and every girl couldn’t help but turn their heads whenever he would pull up to school with the top down on his Audi TT and his best friend Harrison Osterfield in the passenger seat with him. He could’ve had any girl he chose, but he only wanted you.

When you and Alisia got close the summer before sophomore year, you couldn’t help but silently swoon every time you and Alisia would walk into the kitchen and Tom and Harrison happened to be watching TV in the living room. Or when Nikki would force Tom to take you and Alisia home from school. Soon enough, you, Alisia, Tom, and Harrison became close, almost like a band, and would hang out normally without having to be told.

And that’s where the feelings came in. You and Tom instantly clicked, both of you possessing the same sense of humor and sharing a lot of the same interests. The subtle flirting and the stolen glances weren’t enough for Tom; he wanted something more with you. So when he asked you out, it was quickly after Alisia had momentarily left the room. Immediately after you hurriedly kissed him, he said, “She cannot find out, okay?”

Keep reading

Roommate Tom Holland Smut
  • Your roommate Tom, was very attractive, but you didn’t make it known that you had a huge crush on him
  • He often walked around shirtless and you would have to make sure that you didn’t stare at him too long
  • One night when Tom was supposed to be working late, you were lounging around in your underwear and a t shirt with no bra on, taking advantage of the fact that Tom wasn’t around
  • You were currently in the kitchen pulling out the pizza that you had just baked when the front door opened and closed
  • “Y/N?” Tom calls out, “Please tell me there is still some pizza left over!”
  • You hear him walk towards his room and emerge a moment later before walking into the kitchen
  • He stands in the doorway, his arms crossed over his bare chest, his gray sweatpants hanging loosely off his hips
  • Your eyes lock with his brown ones as you both scan over each others bodies
  • The small kitchen is filled with unspoken sexual tension
  • He takes a step towards you, waiting to see how you react before closing the space between the two of you
  • His lips linger next to yours before placing them against yours
  • He hesitates at first but when he realizes you aren’t going to pull away, his lips begin to move with yours
  • You feel his hands grip your waist, pulling you against him
  • The kiss deepens as your hands explore his upper body
  • Tom’s hands move along the sides of your body before coming to a stop on your waist
  • Slowly he slides his fingers underneath and up along your stomach, leaving goosebumps in their wake
  • When he gets to your chest, he hesitates a moment before, gently squeezing your breasts
  • His finger’s play with your nipples, making them hard
  • Satisfied, he pulls his hands out from under your shirt
  • Meanwhile, your hands move over his gray sweatpants, palming his erection
  • Tom slowly pulls his pants down, his erection springing free
  • You are shocked at his size but don’t say anything, instead moving to your knees
  • Your hand wrapped his length, as your brought your lips to it
  • Your lips wrap around the tip, as you move your tongue over it
  • Tom moans as you pull it out of your mouth and run your tongue along the base before placing it inside your mouth
  • Tom’s fingers curl into your hair as you move your mouth along him
  • He lets out soft moans gently tugging on your hair
  • “I’m close Y/N,” he moans as you pull your mouth away from him
  • You stand up as he reaches down towards your throbbing core
  • He pushes aside your underwear, running his fingers along your wet folds
  • His fingers rub against your sensitive spot and you let out a loud moan
  • Tom’s hands move to the back of your thighs and he picks you up and places you on the counter
  • Moving aside your underwear he lines his length up with your core
  • Slowly he pushes his length in
  • A loud moan escapes your lips as he fills up you
  • You wrap your legs around his waist as he begins to gently thrust
  • Your nails dig into his bare shoulders, leaving half moon crescents littered across his skin
  • Tom’s head is buried in your neck and his warm breath hits your skin with every breath
  • He reaches down and moves his fingers along your sensitive spot, bringing you closer to your high
  • “Tom I’m close,” you tell him
  • Tom nods as his thrust become quicker and more sloppy
  • Your walls clench around him as he releases into you
  • Heavy breathing fills the room as the two of you try to catch your breath
  • Your legs are like jello and you stay sitting on the counter as Tom pulls his pants up and hops up next to you
  • He wraps an arm around your shoulders and pulls you closer to him
  • “That was amazing,” he says
  • “Please tell me we can do it again,” you reply
  • He lets out a laugh, “Of course!”

I love how he plays with his hair and they’re both so cute (creds: @cuppateatom on IG)