Requested by randomreaderr20: Tom is a stoner who meets new girl, Y/N. He's no good for her but they can't seem to stay away from each other. They have a messed up relationship since they're not together but hook up a few times. The first time that they have sex, both are virgins but Tom doesn't tell her since he's afraid of losing his reputation. Because they're both virgins, their first time isn't great.

*Please note: as this request suggests, there is mild drug use in this imagine, so please be wary of that if you get triggered by drug use. Thank you and enjoy :)*

Tom's P.O.V

"So, how was your weekend?" Tom asked, his body leaning against the wall of the university and a cigarette in his hand as he smoked with Harrison.

"Yeah, it was okay. Hooked up with the girl who sells me weed." he smirked. Tom looked at him.

"You didn't. Hooking up with your dealer is such a shit idea, man. Watch her sell you tea leaves instead of weed when you manage to fuck it up." Tom laughed and shook his head.

"That won't happen, because she said that it was the best sex that she'd ever had." Harrison shrugged.

"Oh, yeah, because a girl has never lied about sex being good before." he scoffed, making Harrison's smirk widen as Tom put the cigarette to his lips. He looked to the street as a taxi pulled up, his eyes widening slightly as an absolutely beautiful girl climbed out of the front.

"Woah." he mumbled as he removed the cigarette from in between his lips and blew the smoke out. He watched her as she looked up at the building, a simply stunning smile on her lips as she seemingly admired it.

"Haz, do you know who that is?" Tom asked, his eyes glued to the absolutely gorgeous woman as her gaze stayed glued to the building.

"No. She's cute, though." Harrison nodded. Tom returned, his gaze not moving from her as he took one last hit of the cigarette.

"Yeah. She is." he nodded before throwing his cigarette into the grass and starting to head over to her.

Y/N's P.O.V

I climbed out of the taxi, my eyes flicking up to the massive university building that stood in front of me. I couldn't help but smile and bite my lip at the sight of it. I had been accepted into my dream university of UCL, but because of unexpected circumstances in my life, I had started a month late. But I was here now, and that's all that mattered. This was my chance to start my new life, at my dream school. I grabbed my suitcase from the taxi and gave the driver the money before standing on the curb as he drove off. I took a deep breath before starting to head up the path. My gaze flicked down, my eyes widening slightly as an absolutely gorgeous guy jogged towards me. Fuck, he's hot, I thought to myself as he got to me.

"Hey. Are you new here?" he smiled as he reached me.

"That obvious, huh?" I chuckled nervously.

"It's just that I haven't seen you around before. It's not like you look lost or anything." he reassured.

"Well, that's good to know, random strange boy who just came up to me." I teased. He laughed and bit his lip as he stuck his hands in his leather jacket pockets.

"Sorry, yeah. I'm Tom Holland, I study drama." he nodded. I raised my eyebrows at him.

"You study drama? Not 'how to roll the perfect blunt'?" I continued to tease, making him smirk and shake his head.

"You're funny, love. But yeah, I study drama. I guess that looks can be deceiving." he nodded.

"Yeah, I guess that they can be. I'm Y/N." I chuckled.

"Well, Y/N, it's lovely to meet you. I can already feel that this is going to be the start of an amazing relationship." he smiled. I chuckled and bit my lip as I looked at him. Something about him was telling me that he was no good and that I needed to run a mile. But something about him was also telling me that I wanted to know more about him, and that I wouldn't be able to get enough of him. And that was why I was starting to worry that this would be the start of a dangerous relationship between us.

"Yeah. Something like that." I nodded, a smile on his lips as he took my suitcase and we started to head up to the university building.

That had been a month ago, and things between Tom and I had been interesting. Being the new girl, I had had several people tell me about how controversial he could be, as he was an avid stoner and had a reputation around campus for not being the best guy. He wasn't toxic by any means, but he was also far from a golden boy. And yet, I had still fallen in love with him. We seemed to gravitate towards each other, me being attracted to the fucked-up side of Tom, and him seemingly being attracted to how innocent and sweet I was. I knew that he wasn't good for me, but I couldn't help myself. I looked up as my window was slid open, my eyes rolling as Tom climbed into my window.

"Hey, sweetheart." he smiled, making me chuckle and shake my head as he climbed into my room. That's where Tom and I's relationship got even more baffling. We clearly liked each other, and yet we weren't together. We'd hung out numerous times since having met, but we still weren't more than friends. If I had my way, we'd soon be more.

"My roommate isn't in, you could have gone in through the front door." I stated as he sat down on my bed next to me.

"Doing it that way is more fun." he shrugged, making me chuckle as he pulled a blunt out of his pocket.

"You mind, darling?" he asked.

"You know that I don't." I spoke, closing my books as I realised what I wasn't going to get any more work done now that Tom was about to hot-box my room. He nodded and lit the blunt before taking a big hit. He breathed it out, making me chuckle as his mouth hung open.

"Fuck, that's good shit." He nodded as he looked at me.

"You want a hit, babe?" He asked. I looked at him, my eyes widening slightly at the suggestion.

"What? But it's weed." I scoffed.

"So? You've never gotten high before?" He chuckled.

"No, I haven't." I shook my head, making him raise his eyebrows in disbelief.

"Really? God, you're so innocent. Come on, sweetheart, one hit. I'll be here to look after you." He nodded. I bit my lip and looked at him, part of me tempted to see what it would be like to get high with Tom. And what it would lead to.

"Yeah. Okay, what's the worst that could happen?" I shrugged.

"Attagirl." He smirked, making me chuckle as I scooted forward towards him on my bed. I put my legs over his, his hand resting on my thigh as he handed me the blunt. I took it in between my fingers before putting it to my lips. I sucked the smoke in, my eyes widening as the woody and slightly sweet taste filled my mouth. I coughed the smoke out, making Tom laugh and gently rub my thigh as I put a hand to my chest.

"You okay there, love?" He chuckled.

"Yeah. Let me try again." I nodded. He returned it as I put the blunt to my lips again and sucked in the smoke. I held it in my lungs for a moment before breathing it out again.

"You good, sweetheart?" he smiled.

"I'm okay." I chuckled, making him nod as his hand continued to massage my thigh.

Tom and I lay on my bed, my head on his stomach as he slumped back against the headboard of the bed. His fingers gently combed through my hair, our eyes red and our heads dazed as a result of the weed.

"I'm glad that I met you, Tommy." I admitted quietly. He looked down at me.

"Yeah, darling?" he asked, a small smile on his lips as his fingers continued to stroke my hair.

"Yeah." I nodded.

"Well, for what it's worth, I'm glad that I met you too, love. I couldn't believe my luck when I saw you for the first time, getting out of that taxi." he spoke. My eyebrows furrowed and I looked up at him.

"What do you mean?" I chuckled.

"I mean that I saw you, and you were so fucking beautiful. I couldn't believe my luck that such a stunning girl had ended up at the same uni as me, on the same campus as me. That's why I went over to say hi. I was drawn to you immediately." he confessed. I gulped, our gazes glued to each other as I sat up and looked at him. He chuckled and bit his lip, his high mind clearly not caring about what he'd just admitted as he cupped my cheek.

"I feel the same way, Tommy. I know that I was warned to stay away from you, but I don't know. I just...can't." I shook my head.

"Then don't, love. I know that people consider me to be a jackass and I know that they're worried about me corrupting you or whatever, but that's not going to happen. We're clearly drawn to each other, so why ignore that because of other people? I want you, darling. And I know that you want me too." he nodded, his gaze on my lips as his hand on my cheek slowly but surely made me lean in.

"I do want you, Tommy." I mumbled, both of us leaning in slowly but surely.

"Then you can have me." he whispered before leaning in and closing the gap between our lips. I returned the kiss, my eyes fluttering shut as I held his face in my hands. I couldn't help but smirk into it, Tom returning it as he deepened the kiss and slipped his tongue into my mouth. We started to make out as our hands roamed each other's bodies. He gently rolled us over and pushed me down onto the bed, my head landing against my pillow as he lay on top of me. Our lips continued to move together slowly, both of us still in a relaxed and high haze as his hand held my thigh against his waist. Tom moved his lips down to my neck and started to leave open-mouthed kisses on my skin, making my eyes flutter shut as I breathed out.

"Fuck, Tommy." I moaned, making him smirk against my skin as his hands started to pull at the bottom of my t-shirt. I sat up, allowing him to pull the fabric off of my body before lying back down.

"Shit, love. You're stunning." He spoke, making me smile and bite my lip as he pulled his t-shirt over his head.  My eyes widened slightly at his body, my heart fluttering at the sight of his abs and torso. Tom had always looked to be a fit and attractive guy despite his minor drug habits, but I had had no idea that he was so ripped underneath his clothes.

"Like what you see, sweetheart?" Tom smirked as he leant down and started to kiss down the valley of my breasts.

"Definitely." I nodded, his smirk widening as his lips trailed down my stomach and to the hem of my leggings. My breathing started to jagger, my heart thumping more harshly in my chest as his lips trailed down my body. Because there was something that I hadn't told him yet, and I felt like I needed to.

"Tommy." I spoke as he gently pulled my leggings down to leave me in just my underwear.

"Yeah, love?" He mumbled as he pressed his lips to the insides of my thighs.

"I need to tell you something." I gulped, my heart almost thumping through my chest as I sat up. His eyes flicked up to me, his eyebrows furrowing as his hands rested on my waist.

"Sure, what's up?" He asked. I took a deep breath and looked down, my heart almost exploding with how fast it was pounding.

"I'm a virgin." I admitted as I looked back at him. His eyes widened slightly.

"Oh, shit...sorry, fuck, I didn't mean to rush you into anything, darling." He gulped as he sat up from in between my legs.

"Tommy, no, you didn't rush me into doing anything. I wouldn't be virtually naked and about to have sex with you if I didn't want to." I reassured, making him chuckle and nod as his hand soothingly rubbed my thigh.

"I just figured that you should know. I've done stuff, but not had full sex yet. I just figured that I should tell you." I nodded. He returned it and bit his lip.

"Thank you, sweetheart. I appreciate you telling me. I'll take care of you, don't worry." He promised. I gulped and nodded.

"Thank you, Tommy." I mumbled before leaning in and kissing him again. He returned it, his hand cupping my cheek and his tongue slipping into my mouth as he gently pushed me down onto the bed again. I gulped, my heart jumping as I felt his hand dip into my underwear. His fingers started to play with my folds, making my mouth hang open and my eyes flutter shut as he gently spread my wetness.

"Please do something, Tommy." I choked.

"You sound so hot begging, love." He smirked as he moved his lips to my neck. I returned the smirk, a quiet gasp leaving my lips as he gently pushed his finger into me. He started to thrust the finger in and out of me, my arms curling around his shoulders and pulling him closer. My eyes peeled open, Tom's lips starting to nip and bite at my neck as he continued to finger me. But as much as I hated to admit it, he wasn't doing that much of a great job. Whilst I didn't have loads of experience with sex, I had been touched and fingered before, and so I knew what was good. This was lacking slightly, but I didn't know how to tell him that.

"That feel good, sweetheart?" He mumbled into my neck. I gulped and bit my lip, confusion filling my head as I tried to figure out if it was better to tell him the truth, or to lie to him. I had no idea what to do.

"Y-yeah, feels amazing, Tommy. But I'm ready for something more." I nodded. He raised his head and looked at me.

"Yeah, darling?" He smirked as he leant down and pecked my lips. I nodded and kissed him again, little pecks between us being exchanged as he reached over to my bedside table to grab a condom.

"Please, I want more of you." I virtually begged, making his smirk widen as he pulled my underwear down and pulled his dick out of his jeans before rolling the condom on. I figured that if I wouldn't cum with him fingering me, maybe he'd be better at sex itself. That's what I hoped, anyway. Tom raised my legs and wrapped them around his waist before looking at me.

"You ready, sweetheart?" He checked. I nodded and leant up to kiss him, him returning the kiss as he slipped his tongue into my mouth. He used the kiss to slowly push into me. I hissed quietly, my eyes squeezing shut at the slight pain of him entering me as he bottomed out.

"Fuck, babe, you feel amazing." Tom moaned against my lips.

"So do you, Tommy, fuck." I choked, the pain subsiding and being replaced with the feeling of being so filled by him.

"You okay? Am I alright to move?" He checked.

"Please, Tom, move." I nodded. He returned it, his hand gripping my thigh and his other arm holding his body up on top of mine as he started to thrust into me. I moaned quietly against his lips, moans also sounding from him as his thrusts started to get more consistent to the point where he was steadily fucking me. But again, it wasn't great. It felt good, sure, but Tom's tip wasn't hitting my g-spot or anything. Though I wasn't sure how common that was with people having sex for the first time. He broke the kiss again and moved his lips down to my neck, his hips now steadily colliding with my ass as he fucked me.

"You feel amazing, sweetheart, fuck." Tom choked against my skin, his biceps bulging as he fucked me.

"So do you, shit." I moaned as I tried to sound like I was more into it than I was. After all, he was making me feel good especially for my first time, but it wasn't amazing and I was even getting the impression that the boy himself was a little inexperienced too, even if he hadn't told me.

"Jesus, love, I'm getting close." Tom grunted, his hand gripping my thigh and his lips nipping harshly at my neck to surely leave hickeys as his thrusts became more erratic.

"Me too, Tommy, keep going." I lied, figuring that maybe my orgasm would hit once he was fucking me harshly enough to make himself cum. The knot had been building in my stomach, but it was nowhere near breaking yet, and so I suspected that maybe this would turn out to be an orgasm-free first time for me.

"Fuck, babe, shit." He moaned into my skin as he came, his hand tightly gripping my thigh as he filled the condom. We panted heavily, a sigh leaving my lips as I tried not to show how disappointed I was. This whole thing had admittedly left me a bit confused and lost. I wanted to be with Tom and I really fucking liked him, but I didn't know how far it would go if he couldn't even pleasure me properly. He left a few more soothing kisses on my neck before pulling out, a quiet hiss leaving my lips at the now empty feeling. I rolled onto my side to follow Tom with my gaze as he sat up and chucked the condom into my bin before turning back to me. I gave him a small smile as he lay back down and curled his arm around my waist, my body lying into his side as I rested my head and hand on his chest.

"That was amazing, darling." He chuckled as he gently kissed my head and rubbed his hand up and down his back.

"Yeah, it was really nice." I smiled at him, not wanting to break up the nice moment that the admittedly shit sex had dissolved into. He bit his lip and looked at me.

"I'm really glad that we did this. I'm really glad that I met you. I know that we're not an item, but you're still everything to me, love. And I mean that." He admitted quietly. My heart jumped at his words, love and warmth filling me. The only problem was the 'not an item' part. If sex wasn't enough to make us official, I wasn't sure what would be.

"I'm glad that we did, Tommy. It was really nice." I whispered. He gave me a small smile before leaning down and gently kissing me again. I returned the kiss, my hand on his cheek pulling him closer. He broke the kiss and looked at me.

"I can tell that you're tired, love, weed can do that to you. It's okay, go to sleep. I've got you." He promised. I nodded and gave him a small smile, part of me grateful that he could see the tiredness on my face as I rested my head back on his chest.

"Goodnight, Tommy." I mumbled as my eyes started to flutter shut.

"Goodnight, sweetheart. Sleep well." He returned, making me sigh out as I sunk further into the arms of my best friend and crush.

Tom's P.O.V

Tom lay in Y/N's bed, the beautiful girl asleep in his arms as they lay naked in her sheets. He sighed and looked down at her, his heart so full of love. But also slight guilt. Y/N had told him before they'd had sex that she was a virgin, which of course Tom didn't have a problem with. The main reason being that he was also a virgin. Well, until they had done what they had done. He sighed and bit his lip as he looked at the ceiling. He knew that there was nothing wrong with being a virgin, but he had a reputation to maintain. He had a reputation around the uni as being this slight jackass of a stoner, though a popular one at that. He knew that it was shallow as fuck, but he had always been worried about his reputation being threatened by the fact he'd never had sex before, hence why he hadn't told Y/N. Maybe he should have done. After all, it was a big thing to most people to take someone else's virginity. Not that it mattered now. Tom rested his cheek against Y/N's head, a smile curling onto his lips as his action made the girl curl more into him in her sleep. He sighed out, his eyes fluttering shut and his body relaxing into her bed as he fell asleep holding his best friend and crush.