Dating Jessica
Erotic Couplings Story

Dating Jessica

by Sashafrost 12 min read 4.7 (12,500 views)
edging handjob hand job coctease coc teasing orgasm denial blueballs blue balls
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The engine idled in Joe's beat-up Honda Civic as raindrops pattered against the windshield. His hands gripped the steering wheel, knuckles white with tension. Jessica's perfume filled the confined space, making his head swim.

"Someone's excited." Jessica's manicured fingers traced along his thigh. Her blue eyes sparkled with mischief in the dim street lighting. "You've been hard the entire film."

Joe swallowed hard. "Can you blame me? The way you kept rubbing me through my jeans..."

"Mmm, I did promise you something special for our fifth date, didn't I?" She leaned closer, her hot breath tickling his ear. Her blonde hair cascaded over her shoulders, brushing against his neck.

"Y-yeah, you did." His voice cracked. The bulge in his jeans throbbed painfully.

"Three whole weeks of building up to this moment." Her tongue flicked his earlobe. "Every time we made out, every time I let you feel my tits, every time I ground against you until you were ready to burst... and I never let you cum."

"It's been torture." He shifted uncomfortably in his seat.

"Poor baby." She giggled, squeezing his thigh. "But I bet it'll make it so much better when I finally wrap my lips around that cock. I want you absolutely desperate for it."

Her hand slid higher, cupping his cock through the denim. Joe's breath hitched.

"Fuck, Jessica..."

"Tell me how bad you want it." Her fingers worked his zipper down slowly. "Tell me how many times you've had to stop yourself jerked off thinking about my mouth."

"Every night." He admitted, face burning. "Sometimes twice."

"Such a horny boy." She purred, reaching into his jeans. "Good thing I'm a girl who keeps her promises..."

"You did keep your promise, right?" She worked her hand into his boxers. "Didn't cum once during these three weeks?"

"God, yes." He groaned, his hips lifting involuntarily. "Been so fucking hard..."

"Let's see what we've got here..." She freed his cock, letting out an appreciative whistle. "Holy shit, your balls are so swollen. Look how full they are..."

Her fingers traced the heavy orbs gently, making him shudder. His cock twitched, an angry purple-red from weeks of denial.

"Fuck, you really did hold out. Such a good boy." She licked her lips. "You know, most guys lie. They say they'll wait but then jerk off anyway. But you... I can tell you actually did it."

"Wasn't easy." He panted as she wrapped her hand around his shaft. "Especially after our makeout sessions..."

"Mmm, I know. I was such a tease, wasn't I?" She stroked him slowly. "Grinding on your lap, letting you feel me up... getting you all worked up and then leaving you aching."

Her thumb spread the precum beading at his tip. Joe's head fell back against the headrest.

"You're the first one to actually earn this." She leaned closer, her breath hot on his cock. "The first boy patient enough to let me be a total cocktease. To follow my rules completely."

"Fuck..." He gripped the steering wheel tighter as she kissed the base of his shaft.

"I'm going to make this so good for you." Her tongue traced a vein. "Going to show you exactly how much I appreciate your dedication. Three weeks of buildup... this is going to be explosive."

Jessica lowered her head, planting feather-light kisses along his shaft. Her lips brushed against his sensitive skin, making him throb and twitch with each touch. Her tongue darted out occasionally, leaving wet trails that cooled in the night air.

"Fuck, Jess..." Joe's eyes darted nervously to her house. Through the living room window, he could see the silhouettes of her parents moving around. "This is crazy. Your mom and dad are right there..."

She giggled against his cock, the vibrations making him grip the steering wheel tighter. "That's what makes it so hot. Knowing they could look out and see their little girl with your cock in her mouth..."

"Jesus..." His hips bucked involuntarily.

"Mmm, you like that idea?" She kissed his tip, collecting the precum with her tongue. "All that buildup, all that waiting... and now you're going to cum with my parents just fifty feet away."

Her tongue swirled around his head, making him groan. His hands left the steering wheel, tangling in her blonde hair as she bent over the center console.

"The risk will make it so much better." She breathed, nuzzling against his shaft. "Make you cum so much harder..."

Joe's fingers tightened in her hair as she continued her torturously slow kisses. Each brush of her lips sent jolts of pleasure through him, his cock jumping eagerly. He grabbed her shoulders, his breathing ragged with need.

"Please..." He begged, his hips lifting seeking more contact.

She just hummed contentedly, maintaining her leisurely pace as she worshipped his length with gentle kisses and kitten licks. Her hands massaged his thighs, feeling the tension in his muscles as he fought to stay still.

"Now, hold still." She wrapped her hand around his base, angling his cock. "I want to savor every inch."

Her hot breath washed over his sensitive head before her lips parted, engulfing just the tip. Joe's breath caught as her tongue swirled around his crown, tracing every ridge and contour. She hollowed her cheeks, creating a gentle suction that had him fighting not to thrust deeper.

"Oh fuck..." His fingers tightened in her hair as she took another inch, her tongue pressed flat against the underside of his shaft.

Jessica moaned around him, the vibrations making his thighs tremble. She worked him slowly deeper, her tongue never stopping its maddening dance. Each time she descended, she twisted her head slightly, creating new sensations that had him gasping.

His cock twitched against the roof of her mouth as she took him halfway. Her hand stroked what wasn't in her mouth yet, twisting in counterpoint to her oral attention. Precum leaked steadily onto her tongue, which she eagerly lapped up with appreciative hums.

"Jesus... your mouth..." Joe panted, watching through heavy-lidded eyes as his cock disappeared between her stretched lips. Her lipstick left faint marks on his shaft with each bob of her head.

She pulled back until just the tip remained, sucking hard enough to hollow her cheeks before slowly descending again. Her free hand cupped his heavy balls, massaging them gently as she worked more of his length into her hot, wet mouth.

The car windows started to fog from their heavy breathing. Jessica's head bobbed steadily in his lap, taking him deeper with each descent. Her tongue never stopped moving, tracing patterns along his shaft that had his toes curling in his shoes.

Her mouth slid down further, taking him deeper than before. The tip of his cock hit the back of her throat and she paused, relaxing her muscles. He felt the tight ring of her throat spasm around his head. Then, she pressed forward, her throat opening up to accept his thick length. Her nose pressed against his pelvis as she swallowed him to the root, her throat muscles rippling around his shaft. His entire cock disappeared into the wet, gripping heat of her throat.

"Holy fuck!" Joe's head slammed back against the headrest. The sensation was overwhelming - her throat squeezed and massaged his entire length, her tongue still somehow managing to writhe against the underside.

Jessica held still, her face buried in his lap, letting him feel every spasm and swallow of her throat around him. Her hand fondled his tight balls as she throat-fucked him with tiny movements.

"Fuck... if you keep that up, I'm gonna cum..." He warned through clenched teeth, his thighs trembling. "Three weeks worth... right down your throat..."

She giggled around his cock, the vibrations traveling through his entire shaft, making his eyes roll back. The sound was muffled by his thickness stretching her throat but he could feel her amusement in the way her shoulders shook. She clearly enjoyed the power she held over him after weeks of teasing.

With a wet pop, Jessica pulled off his throbbing cock. Strings of saliva connected her swollen lips to his tip. She sat back up, one hand still working his shaft while the other massaged his heavy balls.

"Getting close already?" She clicked her tongue disapprovingly. "After all that buildup, all that waiting... surely you want this to last?"

Her fingers traced the prominent veins along his shaft, making him shudder. His cock twitched in her grip, precum flowing freely.

"Three weeks of being a good boy." She squeezed his balls gently. "Three weeks of not touching yourself, not cumming once... and you're ready to blow after just a few minutes of head?"

"Fuck, Jess..." Joe's hips bucked into her stroking hand. "Your mouth feels too good..."

"Mmm, I know it does." She smirked, maintaining eye contact as she worked him. "But don't you want to enjoy this? Make it last? Feel every second of what you earned?"

Her thumb circled his sensitive head, spreading the precum around. His thighs trembled as she expertly brought him right to the edge before easing back.

"Such a desperate boy." She cooed, watching his face contort with pleasure. "But I think you can hold out longer. Show me how much control you have. How badly you want to please me."

Jessica's delicate fingers wrapped firmly around his shaft, establishing a steady rhythm that had Joe's toes curling inside his shoes. Her grip was perfect - just tight enough to drive him wild while her palm glided smoothly along his precum-slicked length.

"That's it, just feel it." She purred, watching his face intently as she worked him. "Every stroke, every touch... savor it all."

Her wrist twisted on the upstroke, making his hips buck involuntarily. The wet sounds of her hand gliding along his cock filled the car, mixing with his ragged breathing.

"Oh god... fuck..." Joe's fingers dug into the seat cushions. "Jess, I'm getting close..."

"Already?" She giggled, maintaining her torturous pace. "Silly boy, you can't cum yet. Not from just my hand."

Her thumb swiped over his sensitive head on each upstroke, spreading more precum down his shaft. Joe's thighs trembled as he fought against the mounting pressure.

"Please..." He whimpered, his cock throbbing in her grip. "I can't... it's too much..."

"Mmm, but don't you want to save it?" She squeezed his base firmly, her other hand still fondling his heavy balls. "All that thick cum belongs in my mouth, not wasted on my fingers."

"Fuck... you're driving me crazy..."

"That's the idea." She grinned, continuing her steady strokes. "Just think about how good it'll feel when I wrap my lips around you again. When you finally release three weeks worth of cum down my throat."

Joe's hips lifted desperately into her grip. "Please, Jess... I need to cum so bad..."

"Not yet." She sang playfully, easing her pace slightly. "Be patient just a little longer. I promise it'll be worth it when I swallow every drop."

"Jess... fuck... I really can't..." Joe's entire body trembled, his cock pulsing violently in her grip. "It's too much... I'm gonna..."

"Oh, you can hold it." Jessica smirked, knowing she had complete control over him. Her hand never stopped its relentless pace. "Just a little longer..."

"No... oh god..." His hips bucked erratically. "I'm gonna cum... I can't stop it..."

"You wouldn't dare..." She teased, but her eyes widened as his cock swelled even larger in her grip.

The first rope shot with incredible force, arcing high and splattering across the steering wheel. Jessica gasped as the second massive stream erupted, this one catching his t-shirt and her hand. A third powerful jet followed immediately, then a fourth, coating her fingers and dripping down onto the center console.

"Holy fuck..." She watched in awe as rope after rope of thick, creamy cum continued to pulse out. Each spurt was as forceful as the last, evidence of his three weeks of denial.

The heavy streams kept coming, painting the dashboard, the gear shift, running down her wrist and pooling in her palm. His cock just wouldn't stop, pumping out more and more of his pent-up load.

Joe's whole body convulsed with each massive surge, his fingers digging into the seat as weeks of buildup released in an explosive torrent. His cum dripped from everywhere it had landed, creating sticky rivulets down the steering column and console.

Jessica slowed her strokes gradually, milking out the last few drops as Joe's breathing began to steady. Her delicate fingers continued their gentle massage of his still-twitching cock, ensuring every last bit of his massive load was released.

"Someone couldn't hold back," she teased playfully, watching his cum drip from various surfaces in the car. "Three weeks of buildup and you couldn't last a few more minutes?"

"I'm sorry," Joe panted, his face flushed with both pleasure and embarrassment. "Your hand just felt too good..."

Jessica giggled and leaned over, pressing her lips against his in a deep kiss. Her hand still lazily stroked his sensitive shaft, making him shiver.

"Don't apologize," she breathed against his lips. "That was so fucking hot. I've never seen anyone cum that much before. The way it just kept coming... fuck."

"The wait was definitely worth it," Joe groaned, his cock giving one final twitch in her grip. "That was the most intense orgasm I've ever had. My whole body's still tingling."

"Mmm, I can tell." She gave his softening length one final squeeze. "You basically painted the inside of your car. We're going to need a lot of tissues to clean this up."

Joe leaned in to kiss her but she pulled back with a playful smirk, placing a finger on his lips.

"Not so fast, eager boy." Her eyes glinted mischievously. "If you want to keep seeing me, we need to discuss your next challenge."

His cock twitched despite having just cum. "Next challenge?"

"Mhm. Six weeks." She traced her finger down his chest. "Six whole weeks without cumming. Think you can handle that?"

"Six weeks?" Joe's eyes widened. "That's... that's twice as long as before."

"I know." She purred. "But the reward will be worth it. If you make it the full six weeks without touching yourself or cumming once..." She leaned close to his ear. "I'll let you empty those big, heavy balls deep in my tight pussy."

A shiver ran through his body at her words. His spent cock already showing interest again.

"What do you say?" She nipped his earlobe. "Want to earn the right to fill me up with all that thick cum?"

Joe swallowed hard but nodded. The thought of finally being inside her, of marking her depths with his load after six weeks of buildup... "Yes. I'll do it."

"Yay!" She clapped excitedly and planted a deep kiss on his lips. "This is going to be so much fun. For me at least." She giggled against his mouth. "You're going to be absolutely desperate by the end."

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