Requested by megholland: Y/N and Tom have been together for a couple of months and haven't had sex yet because she's a virgin, but Tom doesn't know that. One day, he comes over and starts to initiate stuff, which Y/N accepts after initial hesitance. Because he doesn't know that she's a virgin, Tom gets really rough and dominant and starts to use toys on Y/N. She enjoys it at first but then it starts to get too much for her, so she tells him that she's a virgin.

I opened my front door, a smile immediately curling onto my lips as my boyfriend of two months, Tom, stood on my doorstep.

"Hey, love, you okay?" He smiled as he leant down and kissed me before moving into my apartment. My eyebrows furrowed as I saw the backpack that he was carrying.

"Yeah, Tommy, I'm good. What's with the backpack, though?" I chuckled. He looked at me and shrugged.

"Oh, it's nothing. Come here, give me another kiss, I missed you." He smiled, making me giggle in response as he curled his arms around my waist before leaning down and kissing me again. I returned it, my eyes fluttering shut and my arms curling over his shoulders to pull him closer as we kissed. Tom and I had been dating for two months now, and it was going amazingly. He was exactly like I thought that he would be, he was kind, generous, funny, caring, and had made me feel like the only girl in the world since we had started seeing each other. It was going really well, but I had been keeping a secret from him that I was afraid to tell him in case it affected our relationship. And that was that at the age of twenty-four, I was still a virgin. Tom was only the second relationship that I'd ever had, and it never felt right with my first boyfriend, and so I had never gone further than kissing with him. Whilst it was getting to the point of feeling right with Tom, I still didn't know how to tell him that he'd be taking my virginity. Only time would tell, but from the way that our kisses had started to get longer and Tom's touching of me had started to get more intimate over our last few dates, I could tell that we were nearing that all important day. I broke the kiss and looked at him.

"Come on, let's pick a movie." I nodded as I pulled away but took his hand as I did so that I pulled him to the sofa.

"Let's." He smiled, making me return it as we sat down and cuddled up together.

I sat on Tom's lap, my body cuddled into his and his arms holding me on his legs as we watched the movie. Though I suspected that we wouldn't be watching for very much longer. As the movie had gone on, Tom's hands had progressively moved further down my waist to my ass and further up my thigh to the space in between my legs, the touches alone enough to turn me on. I bit my lip and tried not to smirk as I felt the boy nuzzle his nose into my hair as a way to move it away from my neck before starting to gently press his lips to the skin. I knew where this was going, and I was ready for it.

"Darling." He mumbled, making me look at him.

"What, Tommy? What do you want?" I chuckled quietly, though both of us knew exactly what the answer was going to be.

"You. I want you." He nodded as his gaze flicked between my eyes and my lips. I gulped at his words, my heart starting to pound in my chest and the space between my legs getting wetter in anticipation of what was about to happen.

"Then you can have me." I whispered. He smirked and bit his lip as he cupped my cheek, making me return the smirk as he gently pulled me up to smash our lips together. I returned it instantly, my eyes fluttering shut and my hands also raising to hold his face as his hands moved to my waist. He deepened the kiss within seconds, his tongue slipping into my mouth as we made out. I squealed against his lips, making him smirk as he lifted me up and lay me down on the sofa so that he was lying on top of me and in between my legs.

"You're so fucking beautiful, love." He mumbled, making me gulp as he broke the kiss and moved his lips down to my neck. My eyes fluttered shut, my heart pounding as Tom took my wrists into one hand and pinned them above my head whilst his other hand gently wrapped around my neck and tilted it to give himself more access. The dominant side to Tom that was seemingly coming out was turning me on immensely, but it was also making my heart pound even more harshly in my chest from the nerves.

"T-Tommy, um, I don't know if today is the right day for this." I admitted with a gulp.

"It is for me, sweetheart. Of course say if you want to stop, but I'm good." He smirked against my neck as he continued to nip and bite at it. My mouth fell open at the feeling, the pleasure that I was getting from it almost battling the nerves as he continued to turn me on. Would it really be so bad if Tom didn't know that I was a virgin, especially if a hand holding my neck was the roughest that he got? I was sure that it would be fine. I was fine to have sex with him, and I was fine for him not to know that he was taking my virginity. And so, I wouldn't tell him.

"N-no, I'm good. I want to do this." I nodded. He pulled away and looked at me.

"Good. Come on." He smirked, making me return it as he grabbed my hand and pulled me up from the sofa. We started to rush towards my bedroom, my eyebrows furrowing as Tom leant down and grabbed his backpack on the way past.

"Why do you need your backpack for what we're about to do, Tommy?" I chuckled nervously as we rushed into my room.

"Be a good girl and stop asking questions, yeah?" He smirked as he dropped the bag by my bed and shrugged the shirt that he had on over his t-shirt off. I returned the smirk as he leant in to kiss me, his hands tightly gripping my hips as I held his face. We made out again as he picked me up and lay me down on my bed, my hands curling around his neck and pulling him as close as I could as he lay on top of me. His hands tugged at the bottom of my t-shirt, and I quickly got the hint as I pulled the garment off to reveal to him my lace-covered chest before he leant down and reignited the kiss again.

"God, you're so beautiful, darling." He muttered into the kiss, making me smirk into it as his arm curled around my back and unclipped my bra to leave my torso naked.

"You're not too bad yourself, Tommy." I teased, making him return my smirk and shake his head.

"Close your eyes for me, sweetheart." He mumbled as he broke the kiss and moved his lips down to my neck, his hand once again gently wrapping around it to give himself more access. I gulped, my heart still slightly unsure but my mind also excited for what the boy had planned as I let my eyes flutter shut.

"Good girl." He whispered into my ear, making a quiet moan slip my lips at his words as I felt him climb off of me. I did what I was told and kept my eyes shut, though my eyebrows furrowed as I heard shuffling and Tom unzipping what I assumed to be the zip of his backpack. What the fuck had he brought over? I felt his weight back next to my body on the bed before something was placed against my eyes. My breath hitched, my heart jumping and yet more heat rushing to my core as he gently lifted my head and pulled the thing over it. Holy fuck, I thought. He'd blindfolded me.

"Is that okay, love?" Tom whispered teasingly in my ear, his lips pressing and nipping at my neck as I felt him straddle me before taking my hands and raising them to my headboard. My heart was racing, my mind struggling to find words as I could tell that he was also about to handcuff me. I may have been a virgin, but I knew what worked for me, and this was working for me.

"It's fine, Tommy, please don't stop." I gulped, making him smirk against my neck as he clicked the fuzzy handcuffs around my wrists to restrain me.

"Such a good girl for letting me take control so easily." He cooed as I felt his lips move down my collarbone and to the valley of my breasts. My breathing started to get more short as my heart sped up, the space in between my legs now soaked but the nerves still there slightly as Tom's lips and tip of his nose trailed down my stomach and to the waistband of my leggings. I felt him hook his fingers into them before pulling, me lifting my ass so that he could pull my leggings down.

"Fuck. Just when I thought that you couldn't get any more stunning, love." He spoke, making me smirk and bite my lip as I could tell that he was talking about my matching lace thong. He pulled that down too, making me gulp harshly as that left me completely naked. And at Tom's mercy. I felt his large hands spread my legs, my pussy completely on display to him as I eagerly waited for his next move.

"You're so gorgeous, darling, I'm almost trying to work out what to do first...but I think that I know. I want to tease you." He cooed. And that's when I heard the vibrator whir into life. My eyes widened underneath the blindfold as I heard him click the button several times, the vibrator whirring away violently as he immediately turned it up to what must have been the third or fourth setting. I had been okay with everything that he'd done so far, I had been enjoying it so much and had been turned on by it, but I wasn't sure if I was ready for a vibrator, let alone one that was on one of the highest settings. I had never masturbated with a toy before, and so I had no idea how powerful it would be. I found out seconds later. Without warning, the vibrator made contact with my clit, making me cry out and arch my back off of the bed as the vibrations started to cascade through my body within seconds.

"Oh my fucking god!" I moaned loudly, my eyes squeezing shut underneath the blindfold and my hands desperately pulling at the handcuffs in order to deal with the feeling. Though it wasn't exactly a feeling of pleasure, no. It was a feeling that was getting too much very quickly.

"Does that feel good, sweetheart? You're taking it so well, I'm very impressed." I could hear Tom virtually smirking, but the buzzing of the vibrator wasn't turning into pleasure. I continued to writhe around, moans involuntarily leaving my lips but not representing how it felt as I tried anything to get away from the toy. But there was only one thing that I could do to get away from it.

"Tom, stop, stop, please." I choked and shook my head.

"What? Love, are you sure-."

"Yes, fuck, I'm sure, please, I don't like it." I cried.

"Shit, okay, it's alright." He spoke, making me sigh in relief as he immediately turned the vibrator off before I heard him shifting. Suddenly, the blindfold was pulled off of my head, making me gulp and blink in the light as Tom leant up to also undo my handcuffs.

"Darling, what happened? Are you okay?" He gulped, his body now only clad in boxers made tight by his clear hard-on as he undid the handcuffs too and allowed me to sit up.

"I-I'm sorry, I should have told you." I choked and shook my head as I looked down at my lap.

"What-told me what, sweetheart? Please talk to me, love, I need to know that you're okay." He spoke softly as he tried to catch my gaze, but I wouldn't give it to him. I gulped harshly before finally looking back up at him, making his eyes waver as he saw the tears leaving my eyes.

"What's going on, darling? Please, I'm getting worried." He nodded as he put his hand on my knee. I took a deep breath, my heart deafeningly loud in my ears.

"I'm a virgin." I admitted. His eyes widened, his mouth immediately falling open at my confession.

"What?" He scoffed as his eyebrows furrowed and he sat forward. I nodded and bit my lip.

"Yeah, I know, super sad adult virgin." I choked and shook my head.

"Hey, no, come on, there's nothing sad about still being a virgin at our age, it's absolutely fine. What I'm confused about is why you didn't tell me." He chuckled in an attempt to comfort me as he raised his spare hand to cup my cheek.

"Because I'm twenty-four and have never had sex, Tommy. Deny it all that you want but having never gone past kissing someone, at twenty-four, is sad. Not to mention what would happen if this got out, the press would have a field day knowing that Tom Holland's girlfriend had never had sex before." I mumbled and shook my head.

"Love, anyone who cares can go fuck themselves. There's absolutely nothing wrong with being a virgin, darling, I actually really respect the fact that you waited for the right person to come along, and I'm honoured that you were ready to lose it to me. I just wish that you would have told me, no way would I have gone in with all of that stuff on our first time had I known that it was your first time." He smiled reassuringly as he shook his head. I looked at him timidly.

"I-I liked it, Tommy, up until the extremely high vibrator setting, anyway. I liked the handcuffs and the blindfold, I liked you being dominant, I liked all of that stuff. Just...maybe not for my first time." I chuckled nervously, making him return it and nod as his thumb soothingly rubbed against my cheek.

"Well, we can definitely explore more of that stuff in the future, dominance and bondage and stuff, but for now, until you're more comfortable, we'll leave that kind of stuff alone. How does that sound, sweetheart?" He checked.

"Sounds perfect, Tommy. Thank you for being so understanding, and I'm sorry that I didn't tell you." I shook my head.

"It's okay, darling, but in future, you can tell me anything." He reassured, making me give him a small smile as I leant in and kissed him. He returned it, his hand still holding my face gently as we kissed. He pulled away but I leant forward and kept our lips together, making Tom chuckle into it.

"Love-."

"Can we finish?" I asked quietly. Tom broke the kiss and looked at me with furrowed eyebrows.

"You..still want to have sex? You want to keep going?" He asked.

"N-not with all of that stuff, just normal sex, but...yeah. I still want to have sex with you." I admitted. He nodded and gave me a small smile as he grabbed his jeans and got his wallet out before grabbing a condom out of that.

"Okay, but let me take control, alright? You don't know what you're doing, and that's fine, but I do, so let me look after you." He nodded as he gently lay me down on my bed again so that he was hovering over me as he put the covers over our bodies.

"Okay, Tommy." I gulped, making him give me a small smile as he leant down and kissed me again. I returned it, my hands curling around his neck to pull him closer as he opened the condom and rolled it onto his dick before putting his arms on either side of my head to hold his body up on top of mine.

"If you want to stop again at any point, just say, okay, sweetheart?" He mumbled as he broke the kiss and moved his lips down to my neck.

"Okay." I nodded, my heart racing in my chest at the fact that I was seconds away from losing my virginity. But I was going to lose it to Tom, and that would make it perfect.

"You ready, beautiful?" He checked as his lips continued to press soft kisses to my skin.

"I'm ready." I gulped, making him nod. I felt him start to push into me, my eyes squeezing shut and a quiet hiss leaving my lips as a slight stinging sensation started to appear in my core.

"Fuck." I choked, my arms curling around Tom's shoulders and pulling him closer as he curled an arm underneath me and pulled me closer too.

"You okay, sweetheart? I know that it hurts a little, but I promise that that'll ease. And I'll go as slow as you need me to." He reassured softly into my ear.

"I-I'm okay, Tommy. Move, please." I nodded, making him return it as he slowly but surely started to thrust into me. The pain stayed for a moment longer, making me grit my teeth together as he started to thrust into me, but within a few seconds, it began to subside into pleasure instead. My eyes fluttered shut, my mouth falling open as quiet moans started to spill my lips. Tom smirked against my neck, his gentle and soft kisses matching the caring and soft rhythm of his thrusts as he didn't fuck me or have sex with me. Instead, he was making love to me. I raised my legs and wrapped them around his waist, my arms also wrapping further around his shoulders to pull him as close to me as he'd go as I freely moaned, and the pleasure started to build up inside of me.

"Does it feel okay, sweetheart?" Tom mumbled into my neck.

"Feels amazing, Tommy, fuck." I moaned as I arched my back into his chest and let my eyes flutter shut.

"Good, because you feel fucking incredible too." He smirked, making me return it and bite my lip as his thrusts sped up but not so much so that he wasn't still being careful and passionate. Suddenly, he pulled away from my neck but leant up to join our lips again, making me smile into it and hold his shoulders as he kissed me. We started to slowly make out, the calm aura that had taken over the room making me feel like this was perfect as he continued to carefully thrust into me and slowly but surely push me to my orgasm. Only the sound of the sheets rustling around us could be heard, Tom's hips gently colliding with mine but not making a sound as our lips moulded together and our tongues gently fought for dominance, but Tom's naturally won.

"Tommy, I'm getting close." I choked against his lips, the knot in my stomach getting uncomfortably tight as his dick felt incredible moving in and out of me, even if it was still at a slow pace.

"I am too, beautiful, I'll get us there, don't worry." He nodded as our lips continued to move together. I gently pulled on his curls, my body starting to tense underneath him in preparation as the knot got tighter with every slow thrust of his hips into me. Until it broke.

"Tommy, fuck." I moaned quietly, the sounds going straight into his mouth as my orgasm hit me. My mouth fell open against his, my eyes squeezing shut and my back arching as my body jolted in his arms. My legs shook around his waist, wave after wave of pleasure coursing through me and completely taking my body over as I let myself be engulfed in the euphoric feeling.

"Shit, love, fuck." Tom moaned against my lips as he came too. He dropped his head to my shoulder, his arms tensing beside my head and underneath my back and his whole body stilling for a few seconds before he collapsed on top of me. We panted heavily, my heart racing as I came down from the high, and the fact that I had just lost my virginity started to sink in. And it had been amazing.

"Wow." Tom chuckled as he pressed one last kiss to my neck, making me return it and bite my lip as he pulled out of me and sat up to bin the condom.

"That was amazing, Tommy." I stated, making him smile at me over his shoulder as I snuggled into my sheets.

"Yeah?" he chuckled as he lay down next to me and curled his arm around my waist to pull me into his body as I rested my head and hand on his chest. I nodded and bit my lip as I looked up at him.

"I couldn't have asked for anything more. You were so kind and caring, not to mention understanding. Thank you for being so understanding." I spoke. He gave me a small smile as he rubbed his hand soothingly up and down my naked back.

"Of course, darling. Look, I know that we've only been seeing each other for a couple of months, but in that time, I've developed some really deep feelings for you. It's a bit too soon to say the 'L' word, so I won't freak you out with that just after I accidentally freaked you out with bondage, but I like you. I really fucking like you. My point is that there's not much that you can tell me that's going to freak me out enough to leave this relationship because I like you too much for that. So, of course I was going to be understanding." He reassured. I gave him a small smile and bit my lip, my heart filling with happiness at the fact that after only two months together, Tom was already falling for me as much as I was falling for him.

"For what it's worth, Tommy. I feel the same too. I also really like you, so I'm also excited to see how those feelings grow in the next few months. I'm also really excited for us to have a lot more sex now that I know that I like it." I teased with a smirk as I started to lean up.

"Oh, I am so game for that." He scoffed and shook his head, making me laugh as I leant up and kissed him.