She’d known it was a bad idea since she’d agreed to the date. She never planned on going on a hookup app of all things, but it had been so long since she’d broken up with Trevor and then she’d had too much wine and the next thing she knew she was swiping left and right with abandon. And then she saw him. Executive type, broad, commanding, an air that said he could pump you full of cum and leave you in leaking and broken… but begging for more. She shook herself, not sure where that thought had come from.
Amber wasn’t the naughty, sexy type – she liked sex, yes, but she’d only slept with one man in her 24 years. Her boyfriend Trev. Make that ex-boyfriend, as of a few months ago. Trev had liked it with the lights off, mostly in missionary, and she hadn’t complained. Though, secretly, she sometimes admitted to herself that she might be good at sucking cock. Trev hadn’t wanted it often, but sometimes, when he got really drunk, he’d shove her on her knees and tell her to open her mouth. He’d let her swallow every inch of his cock. She was always a little proud at how surprised he was when she took it – he was big, stretching her lips tight around his thick shaft, and yet she found it easy and erotic to take him deep in her mouth. Those were her favorite nights, and often – though she never told him – she came harder with his cock in her mouth than she ever had when he fucked her. She knew he was embarrassed when he lost control in her mouth, so she tried to be a good girlfriend and never mentioned it.
This man, the one on the app, looked like he’d take her mouth like he owned, and never be a bit embarrassed or sorry for dumping a load in her slutty mouth. He’d probably make her beg for it .. he had that look. She had shaken herself out of the lusty thoughts the sexy man on the Tinder screen conjured. Sure, she’d thought, and swiped left.
She sighed again, dragging herself back to the present dilemma. The date. The man – the sexy one – had started chatting with her right away. Her first Tinder chat. He’d been harmless and charming but to the point: meet him, tonight, for drinks. Well, she figured, she did want a date and she was free. This was what she wanted, right? She’d forced herself to ignore the eager tingling in her pussy as she responded that she’d see him there.
And now she was standing outside the bar. She’d thought it was a bit strange when he’d demanded selecting her wardrobe and getting the pics before but… oh well, maybe this was how this Tinder thing worked. After all, he’d sent pics too, and she was glad she knew what to look for! Plus, he looked so sexy in that dark suit… She smoothed her short blue dress, feeling the layer of lace encasing her underneath, and marched through the front door of the fancy cocktail lounge.
The moment she first walked in the bar, everything had changed.
She’d felt it in the air, the charge that emanated from the lone, broad silhouette of a man in the far corner. She’d know it was him. She’d walked to him, not conscious of the decision to move until she was already halfway there, swaying on her high heels as she moved.
His face was shadowed but she could feel his gaze rake over her, feel him linger on her mouth, her tits, her hips as she walked. He rose when she reached him, didn’t offer a name, but simply a hand, pulling her into him for a light kiss of each cheek, his musky scent making her light headed. He settled her onto the stool next to him and pushed a vodka cranberry – how had he know that was her drink? – in front of her. She drank, a quick deep swallow to clear her head, and choked some when she saw his eyes on her throat, predatory.
“I only bite when provoked” he said, flashing straight white teeth in a grin. She gulped again.
He frowned slightly. “You almost look too young to be here. That wasn’t exactly… how I was hoping you’d wear that” he said, indicating to the blue dress, her scarf still wrapped tightly across her cleavage.
Her face warmed “I’m old enough to be here!”
“Well, yes,” He agreed. “Perhaps old enough to drink. But not here – this is a bar for women. You are clearly just a girl.”
She flushed, looking around at the sleek cocktail waitresses in their clingy dresses. “I am a woman” she whispered quietly.
He smiled at that. “Well, perhaps you are. You just don’t look it. Pity” He turned away, uninterested.
“Wait!” she called. He turned back to her, speculative, and she gulped more of the strong drink.
“Can you.. help me look like a woman? One who belongs here?”
He smiled at her, warm and.. something else. Almost hungry. Her belly fluttered in warning. “Oh, well, of course I can’t turn down a cry for help. Let’s see what we can do.”
—–
That had been 5 minutes ago. Now he was finishing up his work, the last coat of bright red lipstick across her pouty lips. He stroked his hand down her hair, cupping her cheek, and declared her perfect.
She certainly didn’t look like a girl anymore she supposed, feeling her belly tighten and flutter again at the thought. He’d taken her scarf away, then pulled her dress – which she had kept modest and high – down to expose the tops of her generous cleavage, showing off the pearl nestled between her tits at front of her black lace bra. He’d added Vixen Red Lipstick – left in her purse from a Crayola costume last Halloween – across her lips until they were accentuated garishly against her white teeth and pale skin.
He spread his legs, shifting slightly on the bar stool, and she felt her mouth go dry as the vague, but alarmingly large outline of his cock became visible against the fabric of his slacks. He was massive. The thickening shaft was already halfway down his thigh and seemed to be growing before her eyes. She jerk her gaze away, flushing, and met his lazy heated smile.
“It’s okay, baby,” he rumbled in his deep, sexy voice “you’ll get a taste.”
The bartender, leaning in to grab her inexplicably already empty glass, over heard and glanced at her, smirking. She suddenly realized how she must look: tits nearly popping out of her dress, thick lips painted siren red against her pale skin…. staring at a near-stranger’s cock.
His smile widened. “Such a good little girl, aren’t you?”
She nodded, feeling heat spreading out from her core. He smiled again, and reached across the space between them, sliding his thumb across her lower lip before pushing it slowly into her mouth. She suckled him, tracing the tip of his finger with her tongue, right there at the bar.
“Yes”, he said, withdrawing his finger. “I see you’re a pretty good girl. But I was disappointed in your pictures.” She frowned, confused. Her pictures?
He showed her his phone screen, and she saw herself and the blue dress – the picture she had sent before going out, where her tits were still modestly covered by her scarf. He looked from her current gaping cleavage to the photo on the screen. “A very good girl would give her man a photo showing what she needs. This looks like you hardly need cock at all, so I’m not sure you are a good girl.”
She jerked back, prepared to slap him, tell him he didn’t know her at all, she was a good girl, not someone he could… could… be vulgar and rude with! She’d only just met him!
But to her great alarm, that wasn’t what she did at all. Instead, she reached out, grabbing his phone, and scooted off her stool, tits wobbling precariously at her abrupt movement. He smirked down at her and raised an eyebrow in question, like he’s known that was how she’d respond.
“I’ll show you what I need” she purred, hardly recognizing her own sultry voice. She turned on her heal and marched to the bathroom, feeling his eyes on her ass as she walked.
In a haze, she went into the bathroom and threw the lock, bending over the counter. Briefly, she thought of unlocking the door and taking him like this, here and now, and a rush wetness flooded her panties . But the memory of Trevor’s cock on her tongue flashed through her hazy brain and she knew what she wanted.
She aimed the camera carefully, needing to make him see just how bad she wanted him: eyes heavy and half-lidded, generous tits bared to the camera as her open mouth begged him to insert his cock and watch her breast bounce as he thrust…
Satisfied he’d get the message, she closed the camera and put her tits back in her top. Head still hazy, she paused before opening the door, knowing with certainty that if she went back to him, if she showed him the photos, he’d be testing just how good that cock would look with her bright red lips stretched around it’s girth in the very near future. She shivered at the thought, her pussy now sopping, before eagerly heading back to him.
He hadn’t taken long to look at the photos. A long moment, staring at his phone screen, and then his eyes flicked back to her and his eyes went flat, predatory. He took her hand and led her out of the bar, calling up the Uber app as they walked.
Which was how she had gotten her, 20 minutes into a date with a man whose name she didn’t know, sitting in the back of an Uber, making eye contact with the driver in the rearview mirror as her date stroked her hand up and down his growing cock through his dress slacks.
She tried to pull her hand away, indicating her head toward the driver, but he held her palm firmly in place, thrusting his cock up into her grip. He chuckled “baby, don’t worry, he already knows you’re going to let him watch.”
She flushed, glancing at the driver to see him smile “I don’t know what you’re talking about.”
He laughed, loudly “oh, baby girl. please. Look at yourself in the mirror. Tits falling out of that skimpy dress, swollen red lips… you’re dying to suck this cock and everyone can tell just by looking at you. But” he grabbed her chin in his hand, forcing her to meet his eyes “not just anyone gets to suck this cock. You’ll have to beg.”
She flushed violently, certain she would do no such thing, watching as he released her, bringing his hands to his fly and opening his zipper. She couldn’t help but gasp when he pulled it free, couldn’t miss the flare of triumph in his eyes. And then she couldn’t bring herself to fight it anymore. His cock was gorgeous. Thick and delicately veined, his shaft was bigger around than her wrist, and generous in length. A broad fat head proudly glistened at the tip, and heavy balls rested at the base, swollen with cum. Her mouth watered.
“Yeah,” he drawled “I thought you’d be a good girl for me.” He slid his hand into her hair, fisting at the base of her skull and pulling her head gently towards his cock. He didn’t encounter resistance. Her hot gaze was locked on his cock, her eyes hungry. When he pulled her to a stop inches from the swollen tip of his dick, she whimpered in need.
His look was conquering, one hand on the back of her head, the other on the base of his cock. “Stick your tongue out like a good girl,” he commanded, still holding her off from tasting. “Don’t be greedy” He dragged his leaking dick head along her tongue, letting her feel it pulse. “Yeah baby, you like the taste of cock, don’t you?”
He slapped his cock against her tongue, then her cheeks and lips, smearing precum across face and her bright red lipstick, “God, you do like it, I can smell your wet pussy from here” he stared down at her, almost tenderly, his cock still resting on her obedient tongue, her cheeks flushed with arousal.
He pulled his cock away, fist in her hair keeping her from following, ignoring her needy whimper and pleading look. He stroked his cock in front of her face, pumping into his fist slowly, letting her stare.
“Tell me what you need baby. No, wait” he grinned, glancing at the rearview mirror “tell him.”
She stared up at him in horror, face flushed as she snapped back to reality, tasting a stranger’s cock in the back of a moving car… while another man watched! And she loved it, she realized, her pussy already soaked and pulsing… just from the taste of his precum? And suddenly she didn’t care.
Her eyes met the drivers’. “He taste so good, so fucking perfect. My mouth is watering, I need more, need to wrap my lips around his cock. Please, please I wanna suck it. I can be a good girl, I’ll beg for it, need him to fuck my pretty little mouth…” she turned back to the suited man, stared into his hot gaze as he continued to slowly stroke his cock in front of her face. “Need YOU to fuck my pretty little mouth, slide your cock between my lips until you’ve fucked every last bit of my slutty lipstick onto your cock and emptied those balls down my throat.”
He growled, tightening his grip and shoving the swollen head of his cock between her lips. “Suck” he commanded, hot and throbbing on her tongue, pinning her in place with his hard gaze as much as his firm grip. She fluttered her tongue against the slit of his cock, and was reward with a pulse of precum, pooling on her tongue. “You look gorgeous with my cock in your mouth,l” he grunted as she licked up his precum.
She hummed around his cock, eyes on him, still refined and flawless in his suit, not a hair out of place if you ignored the clench of his jaw and the obscene image of his throbbing cock and heavy balls against the immaculate lines of his suit as he fed her his cock, hand firmly guiding her down. Her lips wrapping tight around first his belled cockhead and continuing to stare up at him, greedy, as she swallow more of his cock…more and more, his fingers clenching in her hair, hips jerking and a grunted expletive from between his gritted teeth as his cock slid home into her throat and finally stopped, his full balls resting against her chin.
His hips moved forward, cock pushing deeper into her mouth. “You look so good taking it, your mouth was made to suck cock, wasn’t it? Pull your tits out slut. That’s it baby, now pinch your nipples while you suck my cock.”
She played with her exposed nipples while she worked his cock, glancing in the mirror to see the driver striking his own cock, one eye on the road and the other on her hands cupping her big tits. The suited man laughs warmly “you like it, hunh baby? Like him watching you suck my big dick like a pro? You want him to fuck your titties?”
His fist tightened in her hair, she slid her fingers down to her dripping pussy and start fingering herself in time with his thrusts. She was moaning and gagging on his cock now, blinking up at him as her eyes watered, lips wrapped tight around his cock.
He pumped between her lips, hands fisted in her hair holding her in place for his throbbing cock. Her look was vacant and glazed, eyes staring up at him as she suckled eagerly on shaft, letting him fuck in deep, until her throat was bulging and her lips were pressed to his abs.
“You’re such a good slut” He didn’t sound so refined now, grunting as his cock hit the back of her throat. His hips gently pumped his cock deeper into her throat and she made wet, filthy noises, his balls slapping her chin as he pumped. His fist twisted in her hair, holding her firmly in place while he fucked her mouth. “Fuck baby. Do you want my cum in your mouth? You’re sucking me like a pro, going to – fuck – empty my balls baby”
Her hands frantically moved against her pussy as his cock swelled in her throat. She knew she looked exactly like the cumslut she was: big eyes staring up at him, teary, smeared mascara making her eyes look huge and young. In contrast, her cheeks flushed and hollowed on his cock as her swollen lips slid down, wrapped around the very base of his fat cock, scarlet lipstick smeared along her mouth and his cock. “That’s it baby, you’re my fucking whore, such a good girl for me, hmm”
She gurgled eagerly around his cock, eyes begging, and he was groaning, dropping his head back against the seat and pumping his hips up as he came, balls pulsing, down her throat.
He held her there, letting her continue to milk his cock, for several minutes, as the Uber – driver still fisting his dripping cock – turned a corner and pulled up beside an office building. The suited man pulled his softening cock from her mouth, wiped it clean on her tits, and slipped it back into his pants. Again he was the picture of perfect control.
He opened the door and emerged from the car, reaching back drown to pinch her exposed nipples. “Make sure you tip”, he grinned, nodding to the driver and his angry erection, as he stepped out of the cab and towards the building. “I’ll let you know when and where our next date will be” he called over his shoulder, not looking back. And then he was gone.
For a moment she wondered if she’d answer his next date text. But, the taste of his cum still lingering on her tongue, she already knew the answer. She was already hungry for more.
Source: reddit.com/r/sexystories/comments/kvm3o8/first_tinder_date_gone_right