Montgomery x Reader Imagine (Part 4/?)
NOTE: Okay, first of all I apologize it took forever to write this. Second of all I apologize for this being hot mess. I changed the sex part like six times and it’s still not how I wanted it to be. I read it like four times to make sure there aren’t any misspellings but I probably missed some.
“Your place or mine?”, I heard whisper in my ear as I was packing my stuff after the game.
“So you did not forget?”, I asked.
“Hey, Y/N, we made a bet, remem…”, he stopped cause few people wanted to high five him.
He was indeed the star of today’s game. For the first time I saw him not with his typical cocky grin, but with sincere smile, full of joy, and because it wasn’t everyday view I stared at him for a little bit.
“So, how about…”, he started but again someone interrupted.
“Good game, Monty”, some girl stood next to us and literally done hair flip. I rolled my eyes and went back to packing, when she put her hand on Montgomery’s arm. “See you at Bryce’s party tonight?”
“Sure”, he said and eyed her up and down as she walked away.
“I think you don’t have to worry about getting laid for another month”, I said standing next to him.
“I knooow”, he bit his lower lip. “Don’t think it’ll make me forget about our bet. See you at Bryce’s?”
“Umm, no actually. It would be party third week in the row, my mum wouldn’t be too happy about that”
“What about…”, he started protesting.
“I said you gonna get third base”, I said moving closer to him, so no one could hear us, “I didn’t say it’s gonna be tonight.”
“Bye, Monty”, I waved at him as I was walking away.
20 minutes later I was in home. My parents went to the restaurant with Jeff’s parents, as our mums are best friends, but mum still made me pancakes. I took plate and fork, pour some milk to the glass and went to the living room to eat dinner in front of tv. I finished eating, was watching tv, still in my cheerleader suit, when my parent came back.
“Oh, honey, you’re here”, my mum said, she was in very giggly mood.
“I’m your only child, what did you expect?”.
“You’re not going to the party?”, she asked. “Jeff called, he said the game was amazing, they won and that there is party at Bryce’s house”
“Yes, game was great, they won and yes, there is a party, but I’m not coming. Is she drunk?”, I asked my dad.
“What do you mean you’re not coming?”, mum didn’t give him a chance to response.
“Cause, it would be third week in a row? Wouldn’t you be mad at me partying every week?”, I looked at her suspiciously.
“Whaaat? No, go to the party, have fun, show some team spirit”, dad said and punched my arm.
I stared at them for few seconds.
“Oh my God, you’re both drunk!”, I stood up from the couch.
Instead of answering they started getting very touchy.
“Sweetie, you’re going to the party or not? Me and dad can spend one evening alone, don’t you think?”.
“Are you going to… bang?”
They started giggling again.
“Okay, you know what, I’ll go to the party, cause I’m afraid otherwise you’ll have to send me for psychotherapy, just please give me 30 minutes before you start doing another baby”, I said as I went upstairs.
I took a quick shower, made my make up again, did my hair in half bun using hella a lot of dry shampoo and put on some dress and white low converse. I was about to leave, but came back to my wardrobe, and changed my underwear for matching black lacy one.
I came down stairs and went to the door, covering side of my face so I wouldn’t accidentally see what is happening in living room.
“I’m leaving, please don’t do this in my bedroom! Bye”, I said as I grabbed my car keys.
“Someone has to!”, my dad shouted after me when I was closing the door.
“I think I’m gonna throw up”, I mumbled and went to the car.
20 minutes later I parked at Bryce’s driveway, or more on the lawn, cause there were a lot of cars.
One deep breath and I got inside, looking around for any friendly faces.
“Y/N! You came!”, Jessica, already drunk - shocking, threw her arms around my neck and kissed my cheek.
“Yeah, my mum kinda kicked me out of the house for the night”, I chuckled.
“Well, hello, jelly shot?”, Justin came up to us.
“No, thanks, I’m driving”, I shrugged my arms.
“Whaaaat? Girl, you’re killing the party!”, Foley moaned.
“I think I’m gonna live with that”, I patted his arm.
“Y/N, you’re here?”, Jeff gave me bear hug from behind.
“Your parents”, I turned around to face him and pointed at him, “are never going out with my parents again”.
“Why? What happened?”, he asked amused.
“My parents came home wasted and right now they’re probably making another baby.”
“Booo, you’re jealous because your parents have sex life and you don’t”, Justin put his arm around me. “Don’t worry, babe, we’re gonna find you someone to bang”, he started looking around.
“Jess, aren’t you gonna react at your boyfriend’s arm around me?”, I asked.
“No”, she snorted. “You know each other since kindergarten and you’re my friend”.
“Right, but still, this goes here”, I took Justin’s hand and put it on Jessica’s ass. “And I go for something to drink”, I pointed at the kitchen.
“Pour some alcohol in there, you can leave your car here!”, Justin shouted to me.
I went to the kitchen and surprise, surprise, Montgomery was there pouring himself some drink.
“Hey”, I stood next to him.
“Well, looks who’s here”, he smiled. “I knew you would come, you thirsty babygirl”
“Are you drunk? Cause I’m too sober for your weird, specific pick up lines”, I looked at him disgusted.
“Not that much drunk, just in the good mood. You want something?”
“Just coke, I’m driving.”
“Boooooring”, he said while pouring coke to the red cup. “By the way, I’m gonna keep my third base with you for another day, because I made new female friend today“.
I looked around and saw girl across the room, smiling at Monty even though he wasn’t looking at her.
“It’s ok”, I said taking my drink from him. “Me and my matching underwar will find another company”.
He freezed for a moment.
“What did you say?”, he asked.
“What?”, I looked at him innocently.
“The.. The thing about underwear”, he started stuttering.
“Matching. Underwear”, I said clearly. “Yeah, it’s all black and lacy, all because of that dress, you could see every line through it if I wear something different”, I was obviously lying, no lines were visible through that dress.
Didn’t really matter cause he already wasn’t listening to me, just looking at like he wanted to undress me with his vision.
“Have fun with your new friend, bye”, I waved in front of his face and walked away.
I spent next hour walking around, talking to people, glancing at Monty from across the room and walking away as soon as he started going towards me. But I couldn’t hide when he came up to me with Bryce, Zach and Justin.
“We need to ask you for a favour”, they said.
“I’m listening”, I crossed my arms at my chest.
“We need Monty’s shisha”.
“What it has to do with me, I don’t have it”, I looked at them confused.
“We know, silly”, Justin ruffled my hair. “It’s at Monty’s house.Will you please drive him, so he can take it?”
“Please”, they said at the same time.
“Whatever, I can go”, I rolled my eyes. “Come on, Monty”.
We went to the car, he didn’t say anything until we got inside.
“You know where to drive?”, he asked.
“I was at your birthday last year, I know were you live”, I said withdrowing from the driveway.
“Right, you were”, he nodded his head.
“So how’s your new friends?”, I asked.
“She’s okay”, he slowly nodded his head again. “Nothing to brag about, but nothing to be too embarrassed either.”
“Wow, you’re nice”.
I pulled up my dress a little higher when I was scratching my thigh and, on purpose or not, didn’t pull it down after I was down.
“Something itches?”, Monty glanced at my leg. “You know, I’m a great scratcher”.
“Oh I bet you are, but I’m good, thanks”, I patted his leg.
“You enjoy it, don’t you?”, he asked. “Teasing, innuendos…”
“I do innuendos with everyone since I was like fourteen”, I interrupted him.
“Understatements, smirking, glances”, he continued. “You like it”
“I already told you. There might be some tension between us, but you know, it’s that age, hormones and everything, doesn’t mean anything", I said avoiding looking in his direction.
“No, no, no. I want you to admit that you like it”.
“Fine, I like it!”, I admitted not only to him, but also to myself. There was no point in lying. “It’s just… It’s about you”.
“Keep going”, he encouraged me to talking.
“You’re a bully. And an asshole. And a dick sometimes. And I just… I don’t see myself with someone like you. No offence”.
“Jesus, woman”, he rolled his eyes. “I’m not a relationship type. I’m not asking you to marry me, I’m just offering you some fun from time to time.”
“And how exactly would this work?”, I asked. “If I said ‘yes’, I’m not saying, but if I would”.
“Then we’d meet and have sex once in a while. That’s what friends with benefit do”.
I nodded my head without saying anything.
“We’re not really friends, Monty”, I rippled my nose after like a minute. “I mean we sure know each other for I don’t know how many years, but we just hang out with the same people”.
“Does ‘fuck buddies’ describe it better for you?”, he sighed.
“I’m not really hook up type of girl”, I could see he was fed up with all my questions but it definitely didn’t make me wanna stop.
He closed his eyes and grabbed bridge of his nose. “You’re killing me”, he mumbled.
“Thank you! You’re the second person today, who told me that!”, I said with a smile as I stopped car on his driveway. “Okay, go and take what you need”.
“Come on, you’re not gonna sit alone in a car”, he said and got out of the vehicle.
“It’s okay, I’ll wait”, I said bit louder, so he could hear me while he was walking around the car. “It’s very dark inside”, I noticed no lights inside were on.
“My parents are out of town, there’s nobody inside”, he said and opened my door.
I sighed as I gave up and left the car. I followed him, Monty took the keys out of his pocket and opened the door.
“I’ll be right back”, he said as he turned on the light and went upstairs.
I looked around and saw plenty of photos of Monty all over the place - on the walls, on cabinet, on shelves, above the fireplace. The place was very pretty, it was visible that Monty’s parents have a lot of money, but it still looked cosy.
I realised I felt weird feeling of anticipation in my stomach, probably caused by the fact that lately Montgomery tried to put his hands all over me everytime we were alone and I was actually curious if he’s gonna try this time too.
“Got it!”, he said running down the stairs.
“I was wondering…”, I started and tilted my head to one side. “About this whole fuck buddies thing…”
“Yeah?”, typical smirk showed up on Monty’s face.
“If we both said ‘yes’ to this, you should know a few things”, I walked by him and went to the kitchen.
“Such as?”, he asked as he leaned on the wall.
“Well, first of all, it must, stay a secret, we both have reputation, right?”
“Right”, he nodded in agreement not taking his eyes off of me.
“Second”, I said as I sat on the kitchen counter, “I’m not into any weird kinks”.
“Yet to be discovered”, he was slowly taking step after step towards me.
“No hickeys. At least in visible places”.
“I will try my best”, at this point he was standing in front of me, with his hand on my sides.
“I usually don’t wear matching lacy underwear”, he was so close, that I could only look at his lips.
“We don’t even know yet if I like you in lacy underwear”, his hands started rubbing my thighs up and down.
“Are you gonna check if you like it?”, I wrapped my hands around his neck.
“I think I’m again gonna have to make you shut up”, he spreaded my legs and got between them.
“Yes, please”, I said as I pulled his lips to mine.
Monty’s kisses always were raw, rough, deep with lots of tongue action. There were no place for sweet, innocent kisses because that’s how affection is made and we do not want this. His hand on the back of my neck, his lips were moving sloppily down my jaw.
“One more thing”, I whispered.
“What?”, he said still kissing my neck.
“I’m a sucker for those neck kisses”.
“Yeah, I figured last time”, I could feel smile on his lips against my skin.
I tangled my fingers into his hair while his hands were going all over my back. I
wrapped my legs around him and pull myself closer. He grabbed me by the
back of my thighs, pulled up a little bit and started walking to the
“We’re moving this party upstairs”, his hands went higher to my ass. He was slowly carrying me upstairs, kissing for the whole time, while I was pushing my upperbody to him just in case I could get even closer. Finally we got into his room, he closed the door with a kick, turned and pinched me against them.
“Now I’m gonna examine your underwear”, he started pulling up my dress.
“Zipper”, I mumbled under my breath.
Monty took two steps back, put me on the floor, his hands were all over my
“Where the fuck is this shit?”, he turned me to see my back.
“On the left”, I giggled slightly.
He unzipped me while kissing my neck.
“It’s very pretty dress, but we don’t need”, he threw it somewhere.
He sat on the bed and I sat on his lap. Monty gently took my hair away
from my face and and looked at me up and down.
“It’s really, really nice underwear, but you won’t need in a moment
either”, he said kissing my neck.
“It’s really nice shirt”, my hands went down his abs, “ but you
definitely don’t need it. Take it off”, I said as a leaned back a little
bit, placing my hands on his knees for a support.
He took his shirt off and threw it somewhere near bed, for the whole time he was looking at me with hungry eyes. He grabbed my ass, laid me on my back on his bed. He was hovering over me.
“You want this?”, he asked and sounded tiny bit concerned.
“Monty”, I snorted. “I’m lying under you wearing nothing but my lacy underwear, I think it’s pretty clear”, I said as I was touching his arm.
“I mean… You don’t do this because you feel pushed with all my talk and everything?”
As much as I liked new, caring side of Monty, I didn’t wanna see it that time.
“Can you just shut the fuck up?”, I asked and pulled him closer by his neck.
“Actually… I can’t”, he mumbled between kisses. “Cause this time, we’re doing this shit loud”.
“Fuck”, I mouthed as his kisses were going down my neck, between my breasts and down my stomach.
“Monty?”, I asked to make him a little disctracted.
“Yeah?”, he looked up.
“It’s your third base, why don’t you just enjoy the time?”
I used all my strength, and let’s say I didn’t need much, cause he
didn’t really resist, and turned as around so now I was on top.
I kissed his lips, his jaw, neck and went down and down whole his hands
were all over my body. When my kisses reached his pants I looked up to
see his face, eyes closed and biting bottom lip. I pulled up making sure
my ass rubbed his thighs very precisesly. I sat on his bulge and make a
few circles with my hips, his fingers clenched on me. I pulled myself
up a little bit and started unbelting and unzipping his pants painfully
slow. As soon as I started bringing them down, Monty quickly kicked them
off. I started rubbing inside of his thighs, gently kissed his length
through the boxers, I could feel shiver that went down his body.
“Fuck”, he mumbled.
I started kissing his abs, sucked on his collarbone. Suddenly he sat up,
put his hand at the back of my neck and left sloppy kiss on my lips.
“I like your pregame, but we don’t really have time for this”, he turned us around and again I was laying on my back and Monty was above me.
He kisses me down my neck, started massaging my breasts.
“They are beautiful”, he said while leaving kisses on each of them.
His kisses went down, he started kissing me through my panties.
“Oh my God”, I moaned.
“I know you like it, I can feel it”, he said while leaving kisses on the
inside of my thighs.
“Come here”, I grabbed his neck and pulled him up so he could kiss my
lips while I could reach his boxers and slide them down.
I put my hand on him and pumped it up and down.
“Fuck, Y/N”, he moaned with his lips at my neck.
His hand reached the nightstand next to bed and took condom.
He ripped the wrapping with his teeth and put it on.
“Now I’m going to fuck you”, he said while slowly sliding into me. “And I want to hear you moan.”
I wrapped my legs around his hips, Monty started thrusting into me, first slowly, getting faster and faster.
“God, you feel so good”, he groaned.
I was a groaning mess under him, my hands were scratching all over his back. One of Monty’s hands was squizzing my breast for the whole time, his lips were kissing my neck. Everything felt so good, I bit and sucked his shoulder.
“Monty”, I put my lips to his ear. “Go deeper”.
He quickly grabbed one of my legs and put it over his shoulder.
“Fuck, babe”, he moaned under his heavy breath and started pounding faster.
One of my hands squizzed the sheets, while the second one was tangled in his hair.
“Mont, I’m… fuck…”, I couldn’t even finish a sentence, instead I digged my nails in his back.
Monty put my second leg on his shoulder and that’s when I lost it.
“Babe…”, he moaned.
Unlike Jessica’s bathroom last time, room was full of our heavy breaths and loud moans. I was on the edge, threw my head back with Monty’s name on my lips, my whole body started shaking. I clenched my Kegel muscles, the same moment Monty grabbed bedhead and came undone. Heavy breathing gently took my legs and placed them down, then collapsed next to me.
“You’re amazing”, Monty said trying to calm down his breath.
“You are too”, I whispered. “What time is it?”, I asked as I looked at my watch. “We probably should go”.
We got up, got dressed again, I went to the bathroom to check myself in the mirror, fixed my hair and went downstairs where Monty was already waiting for me.
“Okay, I agree”, I said as I grabbed my car keys and walked by him.
“Do you agree for what I think you agree?”, he asked excited while locking door. “You’ll finally have some fun.”
“Just try to not fall in love with me”, I laughed as I was getting in the car.