#princessfics

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.

“Aww, honey, you’re home! How was your day?” Wilbur was almost numb to the soft, sweet voice after what he’d seen. His girlfriend, smiling at another man? She was his, his only.

She rounds the corner, rolling the baggy sleeves of Wilbur’s hoodie up over her wrists. “What’s wrong, baby? You’re acting quiet.”

Wilbur grabs her, kisses her roughly, needing to feel her in his arms to know she was his again. She giggles, threading her fingers through his hair as he tastes the sweet nectar of her lips.

“Are you going to tell me what’s wrong?” She asks playfully, batting his arm with the long sleeves of the hoodie. “Or do I have to guess?”

He finally speaks the first words after what he’d seen. “Nothing’s wrong, baby,” Wilbur lies. “Just missed my girl.”

“Aww, your girl?” She’s being sly, but it hits Wilbur where it hurts.

She’d smiled at him. Wilbur had watched through the store window, his girlfriend smiling at the cashier. He handed her the receipt, and she’d flashed her gorgeous smile at someone who wasn’t her boyfriend.

Wilbur pushes her down onto their old sofa, pawing at the fabric between them. “Need you,” he murmurs, finally pushing up the hoodie and burying his face between her soft, full tits. “My girl, only my girl,” he whines against her skin.

“Aww, baby, you really missed me, huh?” She whispers, stroking his hair. “Anything happen?”

She can’t know.

Wilbur shakes his head, rooting around until he sucks her nipple into his mouth, relaxing as his tongue flicks and strokes.

She groans slightly, sending every single ounce of blood in Wilbur’s body south. As his erection grows, he starts to hump and grind on her thigh, whining at the stimulation.

“Need to taste my girl, let me,” he begs, pulling away from her tits and tugging at her panties. “Please, baby, I need you.”

Smiling, she helps him tug her panties down. “You wanna eat my pussy, baby?”

“Yours,” he breathes, throwing her legs onto his shoulders and kissing her inner thighs.

Given the chance, Wilbur will suffocate on pussy. Breathing becomes less important, and he’ll give himself lockjaw before he dares pull away for a second. Combine this with how possessive he is, how much he needs her?

His tongue flicks up and down her soaked pussy, one hand gripped on her thigh, the other rubbing his aching erection. Feeling her legs wrapped around his head, her smell, his pussy singing on his tongue is too much for him to take. He explodes, filling up his boxers with rope after rope of hot, white cum, whining as he sucks her clit into his mouth.

“Oh, fuck, Will,” she moans, pushing his face harder into her dripping pussy. “Did you… did you cum?”

Wilbur nods, not stopping for anything. His hand snakes up, two fingers slipping inside of her and curling to the spot she loves, the spot that makes her eyes roll back.

His cock is still twitching as her first orgasm hits, liquid gushing into his mouth. He wouldn’t dream of stopping, so he swallows every drop and fingers her even harder.

“Don’t… stop,” she manages to cry out, body bucking at the hips at the overwhelming pleasure. More squirt gushes out with every pump of Wilbur’s fingers inside her, slick from her wetness.

Wilbur looses track of her orgasms after a while. All he knows is that he’s rock-hard again, and needs to be inside her.

In a fluid motion, he pulls his head back and his jeans and boxers down.

“Shit.” He looks up. “I didn’t buy more condoms.”

Her chest is heaving from the seemingly endless stream of orgasms Wilbur’s fingers have dragged from her.

“Can I go in raw this once?” He begs. “Please, baby? Just once?”

“One time… can’t hurt,” she whispers. “I need you inside me, I don’t care, please,”

The first thrust into her with his bare cock is the best thing Wilbur has ever felt.

“Never,” he growls, thrusting into her harder and harder. “Never. Buy. Condoms. Again.”

All she can do is whine, nails digging into his back in pleasure. Looking at his girlfriend’s perfect, gorgeous face, Wilbur can’t imagine her with someone who isn’t him.

“You’re mine,” he whines in her ear. “Say it.”

“I’m…” She tries, another sharp thrust making her gasp. “Yours.”

“Again.” He’s getting dangerously close to spilling inside her, and needs to hear it. As many times as she can say it.

“Oh, fuck, I’m yours, I’m yours, I’m yours, Will!” She clenches around him as another orgasm slams into her, crying out in pleasure.

That’s all it takes for him to fall over the edge yet again, his girlfriend gasping at the warmth of his cum flooding her insides. Wilbur thrusts until the overstimulation is painful, then pulls out, stray drops glistening on her lower stomach.

“That’s my good girl,” he whispers, kissing all over her bare stomach and chest.

She giggles, tugging him up for a kiss. “You needed that, huh?”

“Not as much as you need a shower. C’mon,” Wilbur smiles, scooping her in his arms and heading for their bathroom. “We can shower together. I need you to reach my back.”

The warmth of the shower relaxes Wilbur’s mind. His girlfriend sits in his lap on the floor, her dainty hands rubbing shampoo into his hair with a soft smile.

There’s nothing to worry about.

“How was your day, Will?” She asks, looking at him with her beautiful, bright eyes. The same beautiful, bright eyes that smiled at someone that wasn’t him, just a few hours ago.

He tugs her onto his lap, easing his cock inside her.

“Your shoe’s untied, loser,” comes a jeering voice behind Wilbur, and when he looks down on impulse, a heavy blow hits the back of his head.

“Told you he’d fall for it!” Another voice laughs, hands slamming into Wilbur’s back and pushing him down. His open backpack hits the floor, contents spilling all over the hallway. “Pick it up, bitch.”

Wilbur fights to keep his face neutral. He knows not to react. It just makes things worse.

“Hey!” A new voice joins in. “What the fuck?”

He looks up from his rather uncomfortable position to see a cascade of shiny hair, sweet perfume, and a perfectly manicured hand being held out to him. Wilbur doesn’t take it.

“Oh, sweetie.” The voice might come off as condescending to some, but Wilbur’s enchanted. “I’m not going to push you down again. Just take it.”

Her soft skin brushes against the rough surface of Wilbur’s as she pulls him to his feet, dusts the dirt from the hallway floor off the knees of his baggy jeans. “I’m sorry, they suck.”

All he manages in return is a half smile and a hint of a laugh. He’s tongue-tied at the best times, but it’s worst around girls.

“Wilbur, right?” She asks, perfectly plucked eyebrow arching into a question. “You sat behind me in history last semester, didn’t you?”

“Oh, yea, I did, now that I think of it,” he rambles, trying to make it seem like he didn’t stare at her bra straps through her shirt every class period that semester.

She wordlessly kneels down, giving Wilbur a nice view of her ass in skinny jeans and the hint of lacy panties at the waistband as she gathers his things off the floor. “You’ve got lunch now, too?”

“Y-yea,” he replies, taking the stack of textbooks and papers she hands him.

Standing up, she smiles at him. “You should come eat with me. We can sit in my car, nobody will bother you there. Cmon. You’re cute for a nerd.”

Wilbur can hardly believe his luck when he’s sat in the passenger seat of her car a few minutes later, fingers tangled in a shared bag of chips sitting in the cupholder between them. She’s sat elegantly, chewing her salad and glancing over every few moments to meet his eyes with a smile.

“I like your car,” he blurts out.

She laughs. “Aww, thank you, sweetie. I inherited it from my older sister. It’s a bit of a shitbox, but hey. What can’t some decorations and an air freshener fix?”

There’s a cheap plastic garland of flowers dangling from the rearview mirror and the smell of body spray in the air. Several hairties sit in the cupholder next to a tube of sparkly lipgloss. The beat-up dash has several sparkly knickknacks and another tube of lipgloss scattered about. It’s the closest he’s been to a woman in ages, and he’s leaking precum with excitement.

“You’re sweet,” she murmurs. “It’s a shame everyone treats you like shit.”

Wilbur swallows his mouthful of sandwich. “Y-you think so?”

“I know so.” She reaches over, brushes a crumb off his cheek. “We’re into the same nerd stuff, too. I saw the stickers on your notebook.”

“Really?” He can’t believe it. “Y-you also watch anime?”