Cuckold stories: Conference Sex – Chap 2B: Jenn’s Story
Jenn’s hands shook as she fumbled to pull her hotel keycard from her purse.
After her sultry almost-invitation in the bar, the ride up in the elevator had been oddly quiet. Tim had been calm, flashing his flirty smile but nothing more. Letting her take the lead, Jenn realized. She couldn’t believe how nervous she felt. After all, she was only inviting a strange man she had just met at a conference up to her hotel room for sex because her guy… ok, she admitted, she could believe how nervous she was. What she couldn’t believe was how excited she was, or how hard it was to take that stupid plastic card out of her purse.
She jumped slightly when Tim’s hand closed gently over her arm.
“You don’t have to do this, you know,” he said softly.
With that, her nervousness vanished as if it had never been. Slowly Jenn turned, her body brushing against Tim’s as she reached up and kissed him. Her lips softly explored his. His arms closed around her, holding her firmly.
“I want to,” she breathed.
His arms tightened around her, pulling her against him, kissing her with growing passion. She could feel his growing hardness pressing against her.
“What do you want?” he said teasingly.
“I want you to fuck me,” Jenn panted.
Tim dragged her mouth back to his, his lips and tongue hungrily exploring hers. His hands roamed over her back, reaching downward to cup her ass. Jenn moaned against him. She felt him pulling up the hem of her slinky little dress, felt his hands squeezing her naked ass, there in the hotel hallway. Her entire body quivered with desire.
Pushing away enough to speak again, Jenn panted, “Let me… oohhh… let me open the door.”
Squirming in Tim’s embrace, she managed to turn enough to face the door again and clawed at her purse for the keycard. Tim’s hands continued to explore her body, squeezing her ass, rubbing along her side and her belly, reaching up to cup her breast. She managed to get the keycard out of her purse around the same time he pulled her dress down to expose her tits. His hard cock ground against her bare ass. She groaned as his fingers flicked over her sensitive nipple.
“If you don’t let me get this door open,” Jenn moaned, “we are going to end up fucking in the hall.”
“Bet ol’ Dan would love that,” Tim muttered as he kissed her neck, his roaming fingers reaching around to brush along the wet folds of her naked pussy.
Jenn groaned in response, forcing the keycard into the door and practically running inside as it finally opened.
“Oh my god. This is so crazy,” Jenn laughed as she heard the door swing close behind her. Unconsciously, her hands slid up her sides, moving to smooth her shirt.
“Don’t you dare,” Tim chuckled.
“What?” Jenn glanced over her shoulder at him, feeling a nervous flutter as she realized she was alone, in her hotel room, with him.
“Don’t fix your dress,” Tim said. “Looks good just the way it is.”
“With my ass hanging out, you mean,” Jenn smiled, her hands sliding down to cup her butt.
“Exactly,” Tim grinned. “You have a very nice ass.”
“You like it?” Jenn asked teasingly. “It’s not too big?”
“Your ass is firm and round. You have a beautiful ass,” Tim replied. “Give me your phone.”
“My phone?” Jenn puzzled at the non-sequitur.
“Well, I could take a picture with mine…” Tim said, reaching into his pocket.
“Oh, no,” Jenn replied, digging into her purse and tossing her phone to him. “That’s how embarrassing pictures end up on the internet.”
“Precisely,” Tim said, snapping a quick pic. “I mean, you wouldn’t want to do anything crazy.”
“Absolutely not,” Jenn laughed, cupping her ass and bending over slightly. “I am a very respectable woman, after all. I would never do anything wild or out of control. You know that, right?” She grinned as she looked back him, spreading her legs a little more.
“Of course not,” Tim nodded seriously. “And, after all, you’re in a committed relationship so clearly you wouldn’t want anyone to think you did anything inappropriate. Now turn around, so I can see your tits.”
Still laughing, Jenn turned, arching her back to show off her breasts. She couldn’t believe she was doing this, standing in her hotel room, her slinky dress bunched up around her waist, letting a strange man snap pictures of her bare ass and tits… and pussy, she realized. Her smile faded as her breath quickened. Her eyes met Tim’s and she saw, behind his joking and grins, a desire that reflected her own.
For a long moment, they just stood there, facing each other across the room. Slowly, her eyes fixed on Tim’s, Jenn slid the slinky dress’s tiny spaghetti straps from her shoulders. She pushed the bunched fabric of the dress down past her hips, letting it slip down her legs to pool around her feet. Finally, she stepped out of her heels and took a step toward him.
“You’re gorgeous,” Tim said huskily, then his teasing grin appeared again as he snapped another pic.
“More pictures?” Jenn shook her head.
“Well, I bet ol’ Dan will get a thrill out of them,” Tim replied lightly.
“All right,” Jenn said, stepping closer, moving quickly to hide her nervousness. “Let’s take some pictures that will give him a real thrill.”
With firm deliberation, before she could chicken out, Jenn grabbed hold of Tim’s slacks, undid the button and dropped to her knees in front of him.
“Take some pictures that will really drive him wild,” she said, forcing down Tim’s zipper and pulling his pants down.
“Oh my god,” she breathed softly as Tim’s dick jumped free of his boxers. Even only semi-erect, it was long, thick and veiny, plainly different from Dan’s. So what, Jenn thought to herself as she wrapped quivering fingers around the thickening shaft. She’d seen other dicks. She’d held other dicks, but never a stranger’s, and never while she was with another guy.
Above her, Tim groaned in pleasure and that, it seemed, was enough to finally settle her nerves. Smiling, she looked up at him, at his face glazed with desire as she stroked his length. She looked up at the camera lens of her phone. Dan wanted this, she thought. He’d said so often enough. She’d sucked dick plenty of times before, she thought as her lips closed around Tim’s thick tip. This time Tim would get to enjoy her mouth, enjoy her tongue swirling around him, and later Dan would get to enjoy seeing the pictures of his long, thick hard cock as it disappeared between her lips.
“Oh, yes, that’s so good,” Tim moaned.
Jenn quivered with desire. She felt nasty, kneeling there naked, eagerly bobbing her head up and down Tim’s cock while he continued to take occasional pictures.
“So good,” Tim moaned again. “Oh yeah, so good. Fuck.”
“Yes,” Jenn purred, keeping her lips against Tim’s thick cock. “I want you to fuck me. Fuck me, Tim.”
Groaning, Tim pulled his cock from her warm mouth. His strong hands grabbed her shoulders and lifted Jenn to her feet. She shivered with excitement as he pushed her slowly backward toward the bed.
“This what you want?” Tim growled, his eyes intense.
“Yes,” Jenn panted. “I want this.”
“You like sucking my cock?” Tim’s hands firmly cupped Jenn’s heaving tits, squeezing and caressing them. She moaned as he roughly played with her sensitive nipples.
“Yes,” Jenn gasped. “You have such a nice, big cock. I love sucking your cock. Now I want you to fuck me. Fuck me with your nice, big cock, Tim.”
She cried out as Tim pushed her roughly down onto the bed. Like an animal, he pounced over her. She moaned as his mouth latched onto her tits, roughly sucking and nipping at her sensitive mounds.
“Oh, Tim,” Jenn gasped as he kissed and bit down her side. “Hey, not so… oh, wow… oh… oh… Oh. My. God!” She cried out as he buried his face in her pussy. She arched her hips to meet him as his tongue parted her wet lips and lashed furiously against her clit. “Oh my god, oh my god, ohmygod! Yes, there. Yes, yes, yes, yes. Oh. Oooohhhh, myyyy, God!”
Jenn’s whole body arched in pleasure, quivering as her shockingly sudden orgasm ripped through her. She collapsed, panting, onto the bed.
Shivering, she looked up to see Tim looming over her, tossing the last of his clothes away. Out of a staid business suit, he looked powerful, muscular and wild. His long, thick cock stood proudly against his hard abs.
“Tell me,” he growled. “Tell me what you want.”
“I want…” Jenn gasped. “I want you to fuck me. Please, fuck me.”
He pushed closer, holding his cock in one hand as he guided it toward her dripping pussy. In the other hand…
“My phone?” Jenn giggled.
“I want ol’ Dan to see this,” Tim said firmly. “I want your pervy guy to see the moment, the exact moment, my cock… a stranger’s cock… enters his woman. I want the perv to have this to jerk to… his Jenn’s beautiful pussy taking another man’s…. cock!”
Jenn moaned as his tip entered her, parting her lips and stretching her slowly open. She shivered at his words, and at the nasty, wicked feeling of his strange cock inside her. She was doing it, she realized. She was letting a strange man fuck her. Her whole body arched up to meet him as his long shaft slowly filled her.
“Yeah,” Tim groaned. “He’s going to like seeing this.”
“Put the phone down,” Jenn purred. “Put that fucking phone away and fuck me.”
“Is that what you want?” Tim smiled wickedly, lightly tossing Jenn’s phone aside.
“Yes.” She looked at him, thrilling to the hungry look in his eyes. “Yes, I want you to fuck me.”
Tim slowly pulled his cock back, until only the tip rested just within her dripping pussy. “You want a guy you just met to fuck you. A stranger, to fill you up with his cock.”
“Yes.” Jenn writhed under him. “Yes, fuck me now.”
She gasped as Tim grabbed her waist. Her eyes locked on his as her body arched toward him. With a grunt, he thrust into her, filling her up with one swift motion. Their hips rocked together, her wet folds opening to receive him deep inside her.
Jenn’s whole body tingled as he thrust into her again and again, deep, steady, powerful thrusts that filled her over and over. She reveled in the feeling and the unshakable thought of how wicked this was. Wild, carnal pleasure climbed through her, exploding as she came again.
“Oh my god!” she cried out, shaking as her body convulsed around his thrusting member. “Are you… still going?”
“I’m not finished,” Tim grinned, continuing to slide slowly inside her. “Not by a long shot.”
“Oh… my… god…” Jenn moaned, wrapping her legs around his waist and pulling him deeper into her.
She let herself go, moaning and crying out with wild, forbidden pleasure. Throughout, she kept her eyes on him, watching his unfamiliar body moving over hers, staring into his stranger’s face has he grunted and thrust into her. Lust and pleasure climbed, peaked again with her desperate cries, and madly started to climb once more.
Suddenly, Tim paused in his seemly tireless fucking. “What’s that?”
“What?” Jenn panted. It took a moment for her to realize that a new sound had been intruding on the moaning, grunting and slapping of flesh against flesh. A musical, birdlike chiming sound. It took another moment for Jenn to recognize the sound. “Oh, it’s my phone.”
“Seriously?” Tim pushed himself slowly back inside her. “Someone’s calling you now?”
“Text alert,” Jenn gasped. “Probably…. ooohhhh… Dan.”
“Dan? Ol’ Dan!?” Tim laughed.
Jenn groaned as Tim quickly pulled himself from her body. She felt shockingly empty, without him inside her. She was relieved to see that Tim staggered slightly as he stood. She watched, amused at the sight of his thick cock bobbing ahead of him as he fumbled around on the floor, grabbing her phone.
“Hey, we missed a few,” Tim grinned down at her phone. “Text from Dan: ‘Hot pic.”
“Oh my god,” Jenn buried her face in her hands, wondering which of the many naughty pics her guy was talking about.
“‘You naughty tease’,” Tim read out.
“Give it to me.” Jenn reached out for the phone.
“‘Fell asleep. You have fun flashing the bar?’,” Tim read. “Poor guy, he’s missed all the fun. Should I send him some of our new pics?”
“No!” Jenn gasped. “Give me my phone.”
“‘You still up?’,” Tim chuckled. “I certainly am,” he added, flexing his raging hard cock.
“Give it to me!” Jenn reached out for her phone.
“Damn right I will,” Tim grinned, leaping back onto the bed.
Jenn squealed as he flipped her over onto her belly and dropped himself onto her back. She felt his slick, hard cock pressing between her thighs.
“Not what I meant.” Her gasp turned into a groan as he penetrated her again.
“Here,” Tim said into her ear. “You should really answer him.” He started thrusting again, even harder and more passionate than before.
The phone dropped in front of Jenn’s face.
“Go on, answer him.” Tim grunted, pounding into her.
Fumbling, Jenn grabbed her phone and tried to type out a reply.
JENN: CEnt tAlk call pater
Tim was driving fiercely into her now. Her whole body shook from the force of him in her. Tim was going wild, she realized, at the thought of her being on the phone with Dan while he fucked her. That idea, and his powerful thrusts, sent her own pleasure spiraling upward. She was dimly aware of the phone chiming again and again.
DAN: U drunk lol?
DAN: Jenn?
DAN: U ok?
DAN: JENN?!?
She knew she had to respond with something. Desperately, she tried to cling to the phone long enough to type out a reply.
JENN: C a ‘ll later
JENN: nifht
With that she pushed the phone away and thrust back to meet Tim’s thrusting cock. Another orgasm crashed over her and Tim roared over her, driving his strange cock deep inside her.
<<<>>>
Jenn stared at the empty hotel bar.
Other conference attendees moved through the lobby, heading for the morning seminars.
She was sure that Tim was among them, but she didn’t know where. He’d left during the night… after… One part of her mind shied away from the thought, but at the same she felt a tingle across her skin… her nipples… her pussy.
She looked down at her phone. It felt hot in her hand. She hadn’t dared to open the picture folder yet. She had to get it over with. She wondered if she would really dare to say anything when the time came. Her fingers shook as she pressed Dan’s speed dial.
“Hi, honey,” Dan answered brightly.
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