Streamerbur Takes Your Virginity
Streamerbur x Female Reader
Warnings: For once, nothing??? I mean they have sex obviously but it’s really cute and wholesome.
I wrote this when I was a virgin. This is not how loosing my virginity went.
Fic below cut!
Wilbur smiles at me over the rim of his wine glass. “Truth or dare?”
I laugh, popping a crisp into my mouth. “What, are we teenagers again?”
“No, but I didn’t have friends to play it with when I was younger, so I figured we could spice up the evening a little.” He raises his eyebrows suggestively, making me almost snort of the crisps.
I smile. “I didn’t either. Truth.”
He thinks, thoughtfully taking a sip from his glass. “Most awkward sex story?”
Poorly disguised shock spreads across my face, and Wilbur’s face falls. He sets his wine glass on the table, scootching over the couch to where I’m sitting.
“I’m sorry if that question upset you, baby,” he murmurs, hovering his hand over mine, silently asking if he can touch me. When I nod, he squeezes my hand in his, inviting me to lean back into his chest.
I shake my head. “You’re alright,” I reply, lightly planting a kiss on his jawline.
“Good,” he says, still with concern in his eyes. “Do you want to talk about it?”
“I haven’t,” I awkwardly blurt out.
“Haven’t what?”
“I haven’t… had sex before.” I avoid Wilbur’s eyes as I finish my sentence.
He makes a soft, sympathetic sound, stroking my cheek with a gentle finger. “And you think there’s something wrong with that, baby? Because I promise there isn’t.”
“I’ve had plenty of chances, I just…” I trail off, embarrassed. “I didn’t trust them, or they tried to pressure me into it.”
“I promise I’ll never pressure you into anything,” Wilbur murmurs, wrapping his arms around me so I can nestle into his chest. “And I understand if you don’t trust me with anything sexual.”
“I trust you.”
He tips my chin up so I’m forced to look into his eyes. “You trust me?”
Blushing, I nod.
Wilbur breaks into a grin. “I’m honoured. Do you want to do anything tonight?”
I shake my head, despite the idea sending heat to pool in my core. “Not tonight. But soon. I’ll tell you when I’m ready, I promise.”
He nods, kissing my forehead. “That’s totally fine, baby. It’s always your call.”
It’s been a week since Wilbur and I talked, and I invited him over in the evening since my roommates had gone out. He’d not mentioned anything in the two times I’d seen him since then, and the farthest we’d gone was making out in his bed for what seemed like hours, stripping down to our underwear. It didn’t feel gross like it did in the past, it felt right.
“You good?” Wilbur murmurs from where he’s curled against my back as the big spoon. He’s shirtless in pajama pants, since I stole his shirt, and I’m wearing it over just a pair of panties. Our bare feet are tangled together under my duvet, his hands gently running themselves over my body over the shirt. “You’re a little quiet, love.”
“I’m fine,” I reply, pressing a kiss onto the back of his hand. “Just thinking.”
“Whatcha thinking about?”
I swallow nervously. “Us.”
Wilbur pauses. “What about us?”
“I’m ready.”
He sounds confused for only a moment. “Ready for wh- Oh! Really?” He spins me around to face him. “Really?”
I give him a smile. “Yes, Will. I’m ready.”
Wilbur sits up, taking my hand in his. “You’re in charge of how far we go, ok? If you even get slightly uncomfortable, you tell me to stop, and I’ll stop. I don’t care about how I feel tonight. Tonight is about you.”
I can feel my heart pounding as I nod my approval.
“Do you need anything before we start?”
I laugh. “Don’t judge me. But I don’t want my stuffed animals in here. I know they’re fake, but-”
Laughing, Wilbur starts to gather up the small army of stuffed animals laying on my bed, tipping them into my empty laundry basket. “No problem. Now, I know you’ve been on birth control for ages, so we’re good there. Could you go grab us a towel?”
When I get back with the towel, my heart swells with affection at the sight of the carefully hidden stuffed animals, which Wilbur’s put in the hallway.
I watch as he lays the towel down on my sheets, moving around my pillows so I’ll be comfortable.
“Lay down and get comfortable, baby,” he tells me, slipping a pillow under my hips. “Thank you for trusting me with this. I promise I’m going to make this special, ok?”
“Thank you,” I say, and Wilbur leans down to kiss me. A tug on the back of his arms pulls him on top of me, my hands sinking into his hair with a contented groan.
Cautiously, I tug at the waist of his pajama pants, and when he nods, I tug them off. He has to pull back for a moment to help me get them off, and we both giggle when one leg gets stuck on his ankle.
“Can I take off your shirt?” WIlbur asks, resting a hand on my waist over the fabric. When I nod, he gently lifts it over my head, dropping it to the floor with his pajama pants. His eyes flick back over to my now almost-naked body, a cheeky smile creeping onto his face.
“Hot,” he murmurs, glancing down at my bare chest.
I laugh. “They’re small, Will, don’t humor me.”
“Small but mighty,” Wilbur corrects me, rubbing his thumbs over my nipples. “Now, if you call my dick small but mighty, that may be an issue.”
“Well, is it small?” I blink up at him.
Wilbur winks. “See for yourself.” Before I can react, he tugs down the front of his boxers, the hardened length lightly slapping his stomach. “Well?”
“Not small,” I breathe. “I’m a little concerned on how it’s going to fit.”
He bursts out laughing. “Let me worry about that,” he reassures me, slipping a finger into the waistband of my panties. “May I?”
I let out a shaky breath. “Sure. I just haven’t shaved-”
“Well, did you shower today?”
I nod.
“Then it doesn’t matter. All I care about is that you’re clean.” My panties join the pile of clothes on the floor, and Wilbur’s finger slides between my folds. “I’m going to get you nice and warmed up first, ok?”
His fingers circle and flick my clit, and I sigh, legs falling apart as I relax into his touch. “That feels good,” I murmur.
The tip of his index finger circles my entrance, before gently pushing inside. It barely takes him any time to find my most sensitive spot, making my toes curl and a tiny moan escape my mouth.
“Still feeling ok?” Wilbur asks, and I nod, giving him a small smile.
My eyes close as the pleasure washes over me, Wilbur knowing exactly where to touch me to make me whine into his movements. I loose track of time, and by the time he pulls away, I’m absolutely dripping wet and desperate for more.
“Will,” I moan out, to his delight. “Why’d you stop?”
He softly laughs, positioning himself over me. “Because it’s about to get a lot better, baby. Are you ready?”
“I’m ready.”
I feel myself stretch around him as he pushes inside, both of us groaning in unison. The feeling is strange, but not bad, and it’s amazing to be so close to him.
“Fuck,” I whimper, nails digging into his back. “I’m so full.”
Things only get better when he starts to thrust into me, gently at first, and then when he can tell I’m not in pain, harder and faster.
The pillow he slipped under me tilts me up so he’s getting the perfect angle, my legs circling his waist to nudge him deeper. I didn’t realise how amazing it would all feel. It was impossible to imagine it could feel much better than doing it myself, but I was wrong.
“You feel so good,” Wilbur murmurs in my ear, fingers slipping between my thighs to stroke my clit. The new wave of pleasure makes me push my head back against the pillows and moan, louder than before.
I’m a little embarrassed with how close he’d gotten me in such short a time, noises dripping from my mouth as I don’t make any effort to stop them. He seems to love how vocal I’m being, diving in faster, harder, and deeper with every moan, groan, and whine.
Wilbur groans, thrusts growing sloppy. “I’m close,” he pants out, brow furrowed in concentration. “Where can I cum?”
I must look confused, so he elaborates. “Your chest, stomach, inside, any preference?”
“Inside,” I whine, on the edge of my climax, too. “Please.”
A few seconds later, I feel myself tip over into a shattering orgasm, tightening around him and moaning out his name like a prayer. He’s not far behind, spilling himself inside me with a soft moan in my ear.
“Wow,” I whisper, chest heaving. “That was…”
“...amazing,” Wilbur agrees. He’s slipped out of me, cuddled up on my bare chest. I’m dimly aware of something dripping from between my thighs, and silently thank him for thinking of the towel. “Baby, go clean up. I’ll get your bed nice and ready for cuddles, ok?”
When I get back to my room, Wilbur’s curled up, an inviting space waiting in his arms. I nestle back into him, enjoying how amazing it feels to have bare skin on bare skin.
“I hope I made that special enough for you,” he coos, dotting kisses all over my cheek.
“It was perfect.”