Pairing: virgin!tom riddle x fem!reader
Warnings: english isn’t my first language, heavy sexual contact, p in v, fingering, teasing, unprotected sex, subby!tom, experienced!reader.
Summery: after a little talk with his brother, Tom decides to ask his best friend to take his virginity.
“𝐎𝐧𝐥𝐲 𝐛𝐨𝐮𝐠𝐡𝐭 𝐭𝐡𝐢𝐬 𝐝𝐫𝐞𝐬𝐬 𝐬𝐨 𝐲𝐨𝐮 𝐜𝐨𝐮𝐥𝐝 𝐭𝐚𝐤𝐞 𝐢𝐭 𝐨𝐟𝐟”
"Are you going to the Slytherin party tonight?" Mattheo asked the second he walked into Tom's dorm room. It was a pretty stupid question, considering the fact that Tom had never been to a Hogwarts party, not even once in the seven years he'd been there.
"Yeah, y/n asked me to come this time. She said it's important to 'have fun' since it's our last year here."
That answer genuinely shocked Mattheo. It was almost unbelievable how much influence y/n had over his brother.
"Wait, are you serious? I can't believe the Tom Riddle is actually going to a party. I'm going to make sure it's the best fucking party in Hogwarts history," he said excitedly. "I'll get alcohol for everyone and—oh, I know! I'll steal veritaserum from Snape so we can play truth or dare. It's going to be bloody awesome."
Tom was still trying to understand what was so "bloody awesome" about a bunch of teenagers drinking and playing games. He was dreading going, but y/n had begged him to come, and for some reason, he just couldn't say no to her. Which was odd, considering he never had trouble saying no to anyone else.
"What's so exciting about truth or dare? It's a stupid game," Tom rolled his eyes.
Mattheo gave him a look like he'd just said the dumbest thing in the world. "What's so exciting about truth or dare?! Mate, it's the best part! That's when all the tea gets spilled. Last time we played, it came out that Pansy had sex with Adrian's girlfriend, and Adrian's actually a virgin! Truth or dare is elite when everyone drinks veritaserum before answering because then no one can lie."
"I just don't get why anyone would want to admit what they've done or what they haven't."
Tom had never really thought much about sex. He didn't see the point. Why would anyone want to be that vulnerable with someone else? He didn't care for any of the girls at Hogwarts, even though he knew he could easily have a different one in his bed every night if he wanted. But he didn't want to. He just... wasn't interested.
"There's nothing to be embarrassed about, bro. People just want to know how many girls you've shagged. You've got nothing to be ashamed of. It's not like you're a virgin," Mattheo said with a teasing laugh.
The room suddenly went silent when Tom didn't laugh back. Mattheo stared at him.
"Yes. What's the problem with that?"
"There's no problem actually," Mattheo said, holding back a grin. "You just absolutely cannot let the whole school know."
If Tom thought teenagers were stupid before, now he thought they were extra stupid. But the longer he thought about it, the more that small knot of embarrassment twisted in his chest.
"Okay, then I just won't play," Tom said, shrugging. Problem solved, or so he thought.
"Absolutely not, my guy. If you don't play, people will assume something even worse. Like that you're into getting pegged or something."
Tom groaned in frustration, running a hand through his hair. "Then what the hell am I supposed to do?"
Mattheo leaned back with a smug grin. "Easy. Go to y/n's dorm and ask her to have sex with you."
"Oh come on, you know you've been dying to sleep with her. And don't even try to deny it. I heard you last night, jerking off and moaning her name in the bathroom."
"What the fuck?! Why were you in my dorm last night?"
It was rare to see Tom Riddle blush, but this time, his entire face was red as a tomato.
"Let's not change the subject, alright?" Mattheo said, smirking. "Just go to her dorm and tell her you want to have sex, as simple as that. You know she'll want to. I'm shocked you guys haven't done it together before, considering all that tension that's always around you two whenever you're together."
"Fine. I'll think about it. Now get out, and don't ever come into my room late at night again without announcing yourself first."
The second the door closed behind Mattheo, silence settled over the dorm like a fog. Tom sat on the edge of his bed, elbows on his knees, staring blankly at the floor.
"Just go to Y/N's dorm and ask her to have sex with you."
Mattheo's words echoed in his mind like a challenge.
It sounded ridiculous. Crude, even. But was it? He clenched his jaw, hands tightening.
It wasn't about the sex. Not really.
The way she laughed like she knew things he didn't. The way she touched him so casually and yet left him breathless. The way she saw through his every mask, every carefully calculated expression, and looked at him.
He'd trusted her with everything else; his secrets, his temper, his walls.
Could he trust her with this, too?
The idea of losing control in front of anyone else made his stomach twist. But with her... the thought didn't terrify him. It thrilled him. It made his skin feel too tight and his thoughts feel too loud.
Was it foolish to want more? Was it dangerous?
Maybe. But wasn't it more dangerous to want her and never touch her?
He swallowed hard. Could he ask her? Should he? And if he did... would she say yes?
Would she want him like that? And if she did, would she still see him the same way after?
He wasn't sure. But he knew one thing with absolute certainty;
He didn't want anyone else.
And maybe it was time he finally stopped making excuses for himself and actually tried being intimate with her. Not for the game or the people around him, for his own cravings and wishes.
That was the moment Tom realised, he's ready to lose his virginity to his person, the only person in the world he wasn't scared to be himself around.
It was currently 8:32 p.m. 28 minutes before the Slytherin party was set to begin. You were in your dorm, getting ready alone. Your annoyingly loud roommates had gone to their friend's room to do their makeup together.
You were in the middle of putting on your short, dark blue dress, struggling to zip it up, when you heard a knock at the door.
"Who is it?" you called out, still fiddling with the zipper.
You smiled. "Oh, it's you. Come in, Tommy."
He opened the door and stepped inside, standing stiffly like a statue as his eyes scanned you, but he said nothing.
"Well don't you look really handsome, Mr. Riddle," you said, your tone teasing. The flirtation in your friendship was always there, but you weren't lying, he really did look good tonight.
You turned around. "Could you help me zip my dress? I can't reach it."
You turned back around to face him, confused. "What do you mean no?"
"I'd rather take that dress off than zip it up."
Your eyes widened, a mix of surprise and amusement dancing across your face. A smirk crept in as you looked at him. You almost lost the hope that Tom Riddle will take this friendship he had with you to the next level.
It has been obvious there's something not platonic in the slightest going on between the two of you, but it took Tom years to accept it. Who would have guessed tonight would be the night Tom actually took action and fucked you.
"Oh yeah?" you asked, voice dropping into something lower, silkier.
"Yeah," he said, stepping closer, closing the space between you. You were almost touching now, his proximity making your heart race, but he looked surprisingly calm. Little did you know his insides have been burning with anxiety.
"What are you waiting for, then?" you whispered. "Fucking take it off."
That was all he needed to hear.
He moved forward like he was under a spell. His hands found the zipper and tugged it down slowly, reverently, as if undressing you was a sacred act. The dress slipped from your shoulders and pooled at your feet. You stood before him in only your underwear and bra, entirely unbothered by his stare.
You stepped close and tangled your fingers into his collar, tugging him into a kiss that made his knees weak.
He kissed back like he'd been waiting his entire life for this, like he was afraid it would end too soon. It was messy and eager, his hands trembling as they explored the soft curve of your waist, your back, your breasts.
You pushed him down onto the bed with a gentle shove, straddling him and rolling your hips slowly against his lap. He let out a shaky breath, fingers digging into your thighs like he didn't know what else to hold onto.
"Y/N," he whispered, almost like a warning. "I've never—"
"I know," you purred, grinding on him again. "You're doing so good already, darling."
His eyes fluttered shut as you kissed down his neck, tongue teasing his skin, marking him. You could feel how hard he was already, twitching beneath his trousers. He looked dazed, breathless, wrecked, and you hadn't even taken his clothes off yet.
You climbed off him just long enough to strip him down, also taking down your remaining undergarments, taking your time as you tugged at his belt, his shirt, finally his trousers and briefs, until he was bare beneath you. His cock was flushed and hard, resting against his stomach.
You let your eyes drag down his body, slow and deliberate. "Fuck, you're so pretty, Tom."
He blushed at the compliment, but the way his cock twitched made it obvious how much he liked it.
"Lie back," you whispered.
He obeyed instantly. Tom wasn't one to obey orders from anyone. But with you, it was a different story.
You crawled over him, settling between his legs and kissing a path up his inner thigh, ignoring his whimpers as you teased him everywhere but where he wanted.
"Y/N," he groaned. "Please, please, I need—"
You pressed your fingers to his lips. "Shh. I'm going to take care of you."
You kissed him deeply, slowly grinding your bare hips against his, letting him feel how wet you already were.
You guided his hand between your thighs. "Feel that? That's all for you."
He swallowed hard, fingers exploring tentatively.
You smiled. "Let me show you."
You moved his hand where you wanted it—two fingers brushing your clit, stroking slowly. He watched you in awe as you moaned from his touch, your hips rocking against his hand.
"Curl your fingers inside me," you whispered. "There. Right there. Fuck Tommy, you're a natural."
His confidence grew as you moaned his name, his fingers moving faster, slick with your arousal. The way he looked at you—like you were something holy, made heat coil in your stomach.
You stopped him just before you tipped over the edge.
"I need you inside me," you whispered against his mouth. "Do you want that?”
His answer was immediate. "Yes. Please. I want—I need you so bad, Y/N."
You reached down and lined him up with your entrance, teasing him by dragging the tip through your folds before sinking down slowly.
His head fell back, mouth open in a silent moan as you took him inch by inch.
"Fucking hell," he gasped. "You feel—fuck Y/N."
You rode him slowly at first, letting him adjust, watching his reactions. Every time you shifted your hips, he twitched helplessly inside you, moaning your name like a prayer.
You leaned down to kiss him softly. "You okay, baby?"
He nodded frantically. "Yes. I'm okay. Don't stop. Please don't stop."
You smiled against his lips. "I wasn't planning to."
You picked up the pace, grinding your hips harder, riding him like you were claiming him. His hands gripped your waist tightly, his head rolling back as he struggled to hold on.
"Y/N—fuck—I'm not gonna last—I can't—"
"Come for me, baby," you whispered, dragging your nails down his chest. "Let me feel you."
That was all it took. He cried out as he spilled inside you, cock twitching, breath ragged. You kept moving, chasing your own high, and just as his orgasm was fading, you came with a moan of his name, collapsing forward onto his chest.
You both stayed there, sweaty and breathless, your fingers stroking through his hair as his arms wrapped tightly around you.
For a while, neither of you spoke.
Then finally, you whispered, "So... how was that for your first time?"
He let out a breathless laugh, still catching his breath. "I think you just ruined me for anyone else."
You grinned against his chest. "Good. That was the plan."
He kissed your hair, and his voice softened. "Thank you."
You looked up at him. "For what?"
"For not treating me like I'm fragile. For not making me feel ashamed for being so vulnerable. For..." he hesitated, then said softly, "for being you."
Your teasing smile faded into something warmer, more intimate. You cupped his face and kissed him slow and sweet. "You're mine now, Riddle."
He nodded. "I've always been".
