Requested by Mrs_Stanxx: Tom is a mob boss and Y/N is his girlfriend. They have a red room in which he punishes her if she does stuff wrong.

*Please note: I didn't write the full request but this is basically a 'Fifty shades of grey' imagine, meaning that it's VERY kinky. Also, I haven't really written this in but just take it as read that everything happening in this smut is fully consensual, it's all agreed to by the reader and Tom. Finally, I know that I have no authority over what you guys do lol, but if anyone engages in this type of stuff, please do it with someone who you trust and know you will be safe with. Some of this stuff can cause harm and be dangerous if not done correctly, so please only do this stuff (if you're going to) with someone that you trust. Of course also no shame in not at all being interested in this stuff too :) Thank you and enjoy ;)*

My heart pounded in my chest, my blood rushing through my ears as I stood there. I gulped harshly, the blindfold that was over my eyes and the handcuffs and ankle cuffs restraining me to the trellis leaving me completely vulnerable and at the mercy of my boyfriend, Tom. Which sucked considering that this time around, I'd really pissed him off. I was the three-year girlfriend of Tom Holland, the leader of the most feared mob in London. There were many perks that came with dating someone so powerful, including the sex life that we shared together. When we had started dating, I had been shocked but also very turned on to find out that Tom had an entire room that he dedicated towards sexual activities, the room being called the red room. The specially dedicated room had everything in it that we ever needed, literally everything from a bed, to racks full of whips and blindfolds, to draws full of sex toys. And everything in that room, Tom had used on me at some point in our three-year relationship. Tonight would be no different. Tom and I had gone out to one of his clubs, with the intention of getting absolutely shit-faced and then having drunk sex. That hadn't exactly gone to plan. Tom had gone to get a drink whilst we had danced, leaving me alone on the dance-floor to continue enjoying myself. Whilst he had been gone, I had made the mistake of letting a few other guys dance with me and touch me. Well, no. It hadn't been a mistake, I knew that Tom would come back to see me dancing with them, would get jealous, would blame me and so would spend the night punishing me. And punishment was what I wanted. As predicted, Tom had gotten very protective and angry, my arm in his grip and him dragging me out of the club soon enough. So, that's how I'd ended up here, with my arms and legs spread in the restraints that were on the trellis in the middle of the red room, my body completely naked and a blindfold over my eyes as I waited for Tom to do absolutely anything that he wanted to me. And I couldn't wait. My heart jumped in my chest and I swallowed thickly as I heard the door open, signalling that Tom had come back into the room. It shut again before silence engulfed the space, making my eyebrows furrow underneath the mask.

"I'll never get tired of seeing you like this, princess." My boyfriend's low voice broke the silence, making my heart jump again.

"Please, sir-."

"Ah, ah, ah, you don't speak unless you're spoken to, darling, and that wasn't me speaking to you. You've lost the right to speak given all of the shit that you pulled tonight." He replied as I heard him move towards me. I yelped out as suddenly he grabbed my throat and forced my head back against the trellis, the feeling rushing straight to my core as he gently choked me.

"Am I understood?" He growled into my ear.

"Y-yes, sir." I gulped harshly. He let go of my throat, my slightly restricted airflow now back to normal as I took deep breaths.

"You really fucked up tonight, princess. You know that you're not allowed to dance with anyone else, especially when I'm not there. But what did I come back to find? You dancing with...what was it...four other guys?" He scoffed.

"I'm sorry-."

"Stop fucking talking. That goes for apologies too. You fucked up, now you have to face the consequences of that. If you speak again, I'll have to put the ball gag on you." He warned. I nodded and bit my lip, my core practically throbbing now with how turned on I was. If I wasn't so desperate for Tom to do absolutely anything to me, I would have kept talking and earned myself the gag, but right now, I just wanted to start what would be a long night of pleasurable torture.

"Now, sweetheart...do you know why what you did was wrong?" He asked as I felt his presence in front of me again.

"Ye-."

"Ah, ah, ah, think very carefully before you answer. Because for every answer that I think is bullshit, I ramp the setting up." He spoke, making me suck in a breath as I felt him press the vibrator length-ways against my core.

"And you know how strong these toys are, princess." he whispered into my ear, making me gulp harshly as he gently nipped my earlobe with his teeth.

"Now, let's try the first question again. Do you know why what you did was wrong?" he asked into my ear. I swallowed the thump in my throat, my heart almost pounding out of my chest as each word made my body scream even more for him to do something, anything, to me.

"Yes, sir." I answered eventually. There was a pause, making me suck in another breath as I desperately tried to figure out what Tom had made of my answer.

"Okay, good. First truthful answer of the night." He praised as he gently started to move the vibrator against my folds.

"Next one. Do you think that it was funny to make me jealous?" he practically spat into my ear as his lips started to leave teasingly light kisses on my neck.

"No, sir-."

"I don't believe you, princess." My eyes widened underneath the blindfold at his words. As if on cue, the first setting of the vibrator clicked on, making me gasp at the pleasure.

"Fuck!" I cried out as I immediately arched my back off of the trellis.

"I don't know where you think that you're going, love." Tom scoffed, making me moan as he grabbed my waist with his spare hand before shoving me back into the trellis. Moans started to leave my lips, my eyes squeezing shut underneath the blindfold as he moved the vibrating toy against my folds and already made the knot start to appear in my stomach.

"Sir, please-."

"What did I say about not speaking unless spoken to?" he spat as he grabbed my throat again. I choked against his hand, every action of his only turning me on more and making more pleasure rush to my core as the vibrator continued to buzz against my clit.

"Next question. Will you make me jealous again?" he snapped. Yes.

"No, sir-."

"Bullshit, again." He scoffed, another gasp leaving my lips as he upped the vibrator to the next setting.

"Sir, please-."

"You know that begging doesn't work on me, sweetheart. And now, you get two extra settings, for talking without being spoken to, and for begging." He scolded, making me cry out as he pressed the button twice and moved the vibrations up by two more settings. The feelings coursed through me, moans freely leaving my lips and my back arching off of the trellis as much as it could as the knot rapidly built up. Tom moved the vibrator quickly along my folds, the tip dipping into me every so often and only adding more pleasure to the mix as the vibrations moved through me.

"You look so good right now, princess, trying to manage the pleasure without cumming without permission." Tom smirked against my neck, making me return it and bite my lip as his hand gripped my waist.

"Sir, please, I'm so close-."

"Ah, good girl. You know that you're not allowed to cum without permission." he spoke before the vibrator clicked off. I groaned in protest as my orgasm fizzled away, another yelp leaving my throat as Tom once again took my throat into his grip.

"That's not you complaining about getting punished fairly...is it, princess?" He cooed into my ear. I gulped harshly, my heart still pounding from the orgasm that I'd just been denied.

"No, sir." I shook my head.

"Good. Now, on the bed. We're not done with your punishments just yet." He stated, making my breath hitch as I started to hear the click of him undoing the restraints. Soon enough, my wrists and ankles were free, but Tom immediately took my bicep and guided me towards the bed considering that I was still blindfolded.

"Right there, princess, good girl." Tom praised as I raised my knee and felt it land against the plush covers of our bed. I couldn't help but bite my lip, my heart swelling at the fact that even when I'd been naughty and Tom was being as dominant as he could be, my caring Tom was still there.

"Now, darling, you know the drill. Ass up, face down, hands behind your back." He demanded. I did what I was told and leant down so that my ass was in the air and the side of my face was pressed against the covers of the bed. I couldn't help but wiggle my ass a bit, a smirk curling onto my lips as the action elicited a quiet moan from Tom.

"Fucking brat." He mumbled, making my smirk widen as he grabbed my wrists and pinned them behind my back. The sound of the handcuffs clinking left me restrained within seconds, my body once again completely at Tom's mercy as I felt his presence behind me.

"I still have to spank you for what you did, princess. You're getting ten, okay? You're going to count them too. And remember to use the safe word if it gets too much." He reminded.

"Yes, sir." I nodded, but both of us knew that ten spanks wasn't nearly enough to make me throw in the towel. The paddle landed against my ass for the first time, making me cry out and squeeze my eyes shut as my body jolted forwards slightly as a result of the hit.

"One." I spoke.

"For the first guy that you danced with." Tom spoke, making me yelp as the paddle came down against my ass again.

"Two." I choked.

"For the second guy that you danced with." He carried on. I cried out again, tears starting to prick my eyes and the pain instantly turning into pleasure as the paddle made contact again.

"Three."

"For the third guy." I squeezed my eyes shut, my ass cheek becoming numb with how much each hit hurt.

"Four."

"And the fourth."

"Five." I choked, tears streaming down my face at the pain as numbness spread through my entire behind.

"For the fact that you meant to make me jealous." Tom spoke with a slight spit in his voice.

"Six."

"For the fact that you've been such a brat in general tonight." he stated.

"Seven."

"And the last few are just because I feel like it." He chuckled teasingly, making me bite my lip.

"Eight."

"Nine."

"Ten." I breathed a sigh of relief as it was over, Tom's hand moving the paddle away from my ass as I felt him climb off of the bed again.

"You okay, princess?" he checked.

"Yes, sir." I reassured.

"Good. Now, I think that you've learnt your lesson. I think that it's time to finally give you what you want." He cooed, a moan slipping my lips as he grabbed my waist and forced my ass into his crotch so that I could feel his hard dick against my clit.

"Please, sir, I really fucking need you." I choked.

"Don't worry, love, I'll see to you." he stated before starting to gently push into me. My eyes fluttered shut underneath the blindfold, a sigh leaving my lips at the perfect feeling of being completely filled up by him.

"Shit, princess, you feel incredible." He grunted, his hands tightly gripping my waist as my ass was held flush against his crotch.

"Sir, move, please." I nodded. I knew that normally, Tom would punish me for begging despite how much he liked it, but I figured that we were way too far along into the night for him to deny me sex now, especially when he was already inside of me. I was right. I felt him pull almost completely out of me before slamming back in, making me cry out at the feeling as his hips started to jut violently against my ass.

"Fuck, sir!" I cried out.

"That feel good, love?" He cooed, making me smile as I could practically hear the smirk in his voice.

"So good, fuck." I choked as he continued to slam into me. I couldn't help but let moans freely slip my lips, my orgasm building up again in my stomach as Tom held my wrists with one hand and held my neck down against the bed with his other, making me even more restrained as he continued to fuck me into next week. The sound of his thighs slapping against my ass bounced off of the walls, moans and grunts freely leaving both of our mouths as his dick pounded into my pussy.

"You're mine, you hear me, princess? The fucking cheek of you to think that you could dance with other men." He spat.

"I'm sorry, sir, I won't do it again, I'm yours." I moaned, but both of us knew that I'd break that promise purely for the sake of getting a repeat of tonight. Tom used his hand on my neck to gently pull me up, making me cry out at the new angle as he made me sit on his lap whilst he continued to thrust into me.

"You look so fucking beautiful all tied up and helpless, sweetheart." he mumbled, making me choke and let my mouth fall open as his hand around my neck held my head against his shoulder as his other hand rubbed circles on my clit and his lips nipped and bit at the still exposed skin of my neck. I was in heaven, all of Tom's actions joining together to throw me towards my orgasm.

"Please, I'm so close, sir, fucking please." I choked, my body starting to tense as my orgasm got closer.

"The question is, do I let you cum? Because I'm also very fucking close, but do I stop after I've cum, or do I keep going?" he cooed, his lips brushing my ear as his hips continued to thrust into me and his fingers continued to work my clit.

"Sir, please let me cum, I'm so close, please." I choked. Tom smirked against my earlobe, his more erratic thrusts and grip on my neck increasing telling me that he was about to be there.

"Fuck, princess." he grunted into my ear as if on cue, his orgasm hitting him as the warm feeling filled me. I gulped harshly, my throbbing pussy silently begging him for his hips to start moving again as he completely stilled. I felt his lips against my earlobe again.

"No. Naughty girls don't get to cum." He cooed into my ear, making me groan as he gently pulled the blindfold off of my eyes. I squinted immediately, the sudden influx of light too harsh to keep my eyes fully open as Tom took my hips and gently eased me off of him.

"That was cruel." I huffed, making Tom smirk and look at me as he gently undid the handcuffs too so that I was no longer restrained.

"What, not letting you cum? It's your own fault, princess. It's the only way that you'll learn not to be an attention-seeking brat." he cooed, making me jokingly huff again as we lay down on the bed. I bit my lip and looked at him as we started to spoon, Tom's body cuddling mine as he put his arm over my waist.

"Apart from you denying me two orgasms, that was amazing." I smiled.

"Yeah? Not too much or anything?" He checked.

"Tommy, you know that I can survive a lot more before it comes too much." I teased, making him smirk and nod.

"True." he chuckled before leaning over me to press our lips together for the first time tonight. I returned the kiss, my hand raising to cup his face as we kissed. I flinched slightly, my breath hitching in my throat as I felt Tom's fingers gently start playing with my still extremely sensitive clit.

"That's not nice." I scoffed, making him smirk and kiss my neck before lying back down next to me.

"You're not the only one who can tease, princess." He retorted, making me return his smirk and playfully roll my eyes as I leant my head down against the pillow and let my eyes flutter shut.