📚 filled fantasies fit Part 1 of 5
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FIRST TIME SEX STORIES

Filled Fantasies Fit Pt 01

Filled Fantasies Fit Pt 01

by goldvine
11 min read
3.76 (7500 views)
adultfiction

This story features drunkness, CNC and stalking as well as very light femdom and bondage - If you don't like to read about that stuff, feel free to skip this! Anyways, please enjoy!

Valentine's Day, 2019

"What's your fan-fantasy, Leo?" Kaya drunkenly slurred, trying to hold eye contact with the cute little wimp she'd found outside the club.

"W-what?! I can't tell you that! We don't even know each other!" Leo nervously replied. He'd only met Kaya that night but she had been like a whirlwind, sweeping him up and blinding him with the brightness of her personality.

Leo had always been shy so it was already out of character that he'd agreed when his friend Jack had begged him to go to the event in the city with him.

He'd joked, saying that having Leo around was better than the best wingman because Leo was so wimpy that he made Jack look better. It wasn't the first time he'd made a joke like that but Leo knew his friend meant no harm and brushed it aside. After all, it was Valentine's Day! Maybe he would get lucky for the first time and finally, finally lose his virginity.

He'd thought he was dreaming when the hot, larger-than-life darkskin girl that had been the centre of attention on the dance floor stared longer than usual at him. She was stunning. Her curvy, tight body was unlike anything he'd ever seen. She was like a siren, with full breasts, a fuller ass and perfect, pretty, full lips.

To avoid seeming like a creep, he looked away breaking their intense staring match. He yearned for it though-- the connection. The feeling of someone wanting him, seeing him. He didn't have the courage to chase that, though. His only hope was low-stakes social situations like the club on Valentine's Day. Horny, lonely people might understand him.

It was a dream when the gorgeous woman had grabbed him. He couldn't stop staring down at where her hand held his in disbelief. His silm, pale hand looked pathetic in her, dark, strong one but he didn't care. A woman was touching him! A beautiful woman who shouldn't even notice him, no less.

"Youuu are so c-cute!" The woman said once she'd dragged him to an adequately quiet corner. "I'm Kaya, by the way! I'm a - I'm-a-little-drunk! You are-- did I tell you, you're so cute?!"

He should have been offended. He was a man! He wasn't cute, but her hand was still on his and he couldn't think past the throbbing of his cock and his heart.

"What's your name, cute little boy?!" Kaya demanded in her drunkenness.

"I'm Leo." He mumbled.

"Huh?!" She pulled him flush against his body and his whole body went into overdrive. He couldn't help the erection that sprung up at the unprecedented female attention. It took a moment for him to realise through his drunken stupor and hers, that she had been making a clumsy attempt to pull his mouth closer to her ear so that she could hear him.

"My name, it-it's Leo." He enunciated more clearly that time and she heard.

"Leooooo, a cute name for a cute boy!" She giggled. She still held him against her so he felt every movement and he thought he might burst into flames from how good he felt. Or at least, burst in some other, more embarrassing way.

"Are you a virgin, Leo?" She asked like she was inquiring about the weather and not his greatest shame. "Don't be embarrassed if you are, baby! We're only nineteen, it's totally normal to be untouched- don't let your boyfriends brainwash you with their toxic masculinity!"

Leo was about to tell her he was actually eighteen but she started to stumble slightly, almost sliding down the wall. Leo grabbed her gently and steadied her. She felt so right in his hands. When he realised she wouldn't be able to stand much longer he made a move bolder than he ever would have dared if he was sober. "Why don't you follow me to my car, Kaya? You can sit in the drivers seat and sober up a bit. If you do that, I'll answer any questions you want, okay?"

"Okay promise then!"

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"P-promise what?" He asked, confused.

"Duh! That you're not a murderer, if I follow you, please-p please don't do a murder on me." Kaya's drunken slurring was hardly sensical but Leo reassured her regardless. He manoeuvred her through the crowd and ignored the slightly jealous look of approval jack gave him.

When the two of them were sat in the car, heater blasting, Leo felt desperately nervous all over again.

"So." Kaya started, her head resting on the dashboard, "are you a virgin?"

"Yes, Kaya." The quiet reply came.

"Awww of course! A cute little boy like you is too nice to go around fuckin! Ugh, I should have lost my virginity to someone like you. You don't come out much do you?"

He shook his head.

"Ssee?! P-perfect! I wish sweet boys did it for me." She slid back in the seat, eyes closed.

This caught Leo's attention. They didn't 'do it' for her? But she wished they did. Did he have a chance? His cock throbbed at the thought, again. He imagined sliding his cock past the sweet, dark folds of her pussy. How she'd gasp and whimper.

"L-Leo are you listening, cutie? What's your fan-fantasy?" She was growing curious about the scrumptious little wimp who had gently placed her in his car.

"What do you mean?" His breathing was heavier. Not for the first time that night, his eyes dipped down to the generous swell of her breasts over her strapless LBD. The ways some of her tightly coiled strands tickled the beauty on show only teased him further and he had to discreetly adjust himself.

"What does anyone ever m-mean when they ask that, sweetie? I mean what's your sexual fantasy. What scenario in your head makes you hot, even without touching yourself. We all have one! Tell me yours and I'll tell you mine." She whispered the last part conspiratorially and Leo suffered another twitch.

Could he do it? He had no experience and he didn't want to embarrass himself by describing something perverted but there was something so... electrifying about Kaya, he didn't want to tell her no or lie to her.

He began: "It would be with someone gorgeous, like you. She'd walk into the room and demand that I strip, pushing me onto the bed once I do. I'd beg her to let me put my cock in her but she'd laugh, climbing into the bed beside me and spreading her legs. She's naked and every inch of her is on view for me making me ache. 'Come and lick me.

It's the most a loser like you can do!' She'd command. She doesn't give me a chance to agree, though. Her hands force my mouth against her pussy and I obey, licking and sucking and drinking her sweet juice until she explodes on my face, crying out. My cock is straining and desperate but I haven't earned any attention for it so I just grind pathetically against the bedside. 'Do you want to put your pathetic little dick in me?' She coos. 'Yes! Yes please, miss!' I'd cry back but she wouldn't care. She'd lay me out, climb on top of me and grind against me, making herself felt good on my hardness.

'Oh, I'm not going to put virgin dick inside me. Come on fuck toy, make me cum." She'd grind harder. She'd buck on my cock, driving me crazy before reaching up to choke me with her beautiful, delicate hands. She'd squeeze so hard I'm seeing stars and scratch angry red lines down my chest when she finally cums against my still hard cock. I'd be close, so close but she'd ignore it, not caring, before climbing up and pinning my head between thick, luscious thighs.

Her pussy would slam down, suffocating me, choking me. She wouldn't care. Neither would my cock, bouncing and twitching in spite of or, because of the pain she would cause me.

When I'd finally black out from the air flow she'd slide off me, waking me back up by spitting in my face. 'What do you say?' She'd ask, while my cock leaks pathetically in a ruined orgasm.

'Thank you!' I'd say. Then she'd call me a good boy and it would all be okay."

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When Leo finished Kaya was gobsmacked. She wasn't that into the whole femdom thing but Leo had made it sound titillating. She felt a little more sober and the fantasy had made her hot. Before she could tell him that he practically barked at her.

"Yours now!" He said, embarrassed. He hadn't meant to share in so much detail and he wanted her to speak before he weirded her out. Kaya was the first woman he'd ever had the courage to speak to like this and, even if it was partly because of the liquor, he didn't want to lose his chance. "Please."

"Okay, cutie. You don't have to tell me twice!" She giggled.

"Don't judge, okay!" She said before relaying her own fantasy: "It'd be some guy I'd meet at the gym. I'm super, super turned on by muscular bodies. We'd make eye contact every so often, then it would progress to smiles then one day I'd be on the chest press and I'd look up to a perfectly chiseled, broad chest.

'Huh?' I'd say to whatever question he'd asked me, I'd be to distracted by the abs, the perfection and the growing achey desire in my chest to lick up and down his. He'd smile, almost knowingly. 'How many more sets do you have?' I'd give him a shy smile back, 'just two' He'd lean again a nearby machine, pinning me with his gaze. 'I'll wait then.'

I'd barely get through the sets, my core warming from his nearness, he's hotter than anyone I've ever seen and it drives me crazy. 'Thanks' he'd say settling onto the machine as I hurry away, overwhelmed by how much he turns me on. I'd rush to the changing room to play with myself, just to relieve the pressure.

I'd be ashamed afterwards and avoid the gym for weeks. But with my luck, he'd be there when I go back. Even though I'd go in the wee hours of the morning.

'Haven't seen you in a while!' He'd call across the gym, grinning. His voice would make my nerves sing, so deep and sonorous. How are we the only ones here? I'd ask myself, nervous about what I might do with just he and I alone together.

'Yeah! I live over by orchard way so the constructions been keeping me up, I'm hardly sleeping.' I'd laugh, awkwardly. It would be mortifying, completely and utterly mortifying if he knew the real reason I'd been avoiding the gym.

'Aw, damn. I hope they finish up soon, that sucks!'

I'd nod and get into my routine, finishing as quickly as possible before returning home. I'd avoid the gym again for weeks. Better to stay away from someone I can't have, after all. I wouldn't know if I'm his type and my ego would be too fragile to even ask or make my interest known.

It'd be a Friday evening and I'd be getting ready to sit and watch tv with a glass of wine. Just after pouring I'd her a knock on the glass one of the back windows. I always forget to close that window so I'd go to check that nothing had gotten in. I'd see there was nothing amiss except the window unlocked but closed and back to my wine before drifting off on the sofa.

When I'd wake in my bed my vision would be blurry. I'd just about make out a tall, broad-shouldered figure in the doorway of my room. I'd be confused before reaching for my phone only to realise that my hands are cuffed to my bed-frame above my head.

'H-hello? C-can somebody help me please?' I'd say quietly. A dark chuckle would come from the figure before he'd step towards me.

'Shh, baby. You're okay.' He'd say, coming into view.

'You?!' I'd say, shocked, aroused and scared.

'Yes, me. I hadn't seen you in so long. I realised you left me no choice, baby. Don't worry. I'm going to make you feel good.'

I'd struggle against the chains, deep arousal warring with survival instincts. I'd try to convince him to free me but he'd cover my mouth, pressing his hand almost painfully.

'Don't ask me to let you go because you need this, baby! You need someone to love you. To control you. To use you and show you how good it feels to be owned. You want that, don't you? To be owned?' He'd be holding me too firmly for me to shake my head to disagree or even agree. 'I know you're scared but that doesn't matter.'

*this fantasy is continued in the next part*

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