frottage, grinding, clothed sex, coming in clothes
Caleb sighed, finally looking up from his book. "What can I do for you, Ms. Lavorre?"
Jester grinned, clearly pleased that she had finally garnered his attention. "I'm bored."
"Might I suggest reading a book?"
"I don't want to read a book," she pouted, sliding her knees under herself until she was upright. Her grin gained a catlike edge, a mischeif he was very familiar with. "I want to make a bet."
"You cheat on your bets," he said, going back to his book.
"I do not, that horse was going to run through there anyway, it wasn't my fault. And anyway this is a fun bet."
"Hmm." He flipped a page to keep up the pretense that he was still reading. She had his attention, for better or worse.
"I bet I can make you come in your pants."
Caleb paused, lifting his head to stare straight ahead for a moment before he looked back over at her. "Pardon?"
"I bet,", she said, drawing the two words out as she stood from the bed. "That I can make you come in your pants."
He looked up at her, positioning his book very deliberately over the front of his pants, because she had the attention of certain other parts of him as well. "And what do you get if you win this bet?"
"I get...to have made you come in your pants."
"You don't appear to have thought this bet out very well."
"Caleb."
"And you are aware that I am not some kind of blushing virgin, yes?"
"You're being a spoilsport," she accused, climbing onto his bed and swinging her leg over his. "It'll be fun."
"Getting to clean up an uncomfortable mess in my trousers while you gloat is not my idea of fun," he said. It was a token protest as Jester crawled over him, taking the book out of his hands with no resistance. "At least - " He cut himself off as she marked his place with a bookmark, grinning down at him.
"I know, I know."
"Thank you," he said, smiling back up at her. Her enthusiasm was infectious; he'd known from the start he'd eventually give in to whatever she had planned. The fact that it was this, with her hovering over him with that cheshire grin, was just icing on the cake.
"I won't get undressed either," she said. "Just to be fair."
"What happens if I win?" he asked, his hands resting very lightly on her calves.
She frowned. "What do you mean?"
"What if you come first?" he asked. The frown reversed into a smile as she leaned down, her mouth close enough that their lips brushed together when she spoke.
"Then I get to have come in my pants," she said, and he barely got a chuckle out before she was kissing him.
It wasn't an aggressive kiss, just a long, slow press of lips that nonetheless sent a shiver through him. He slid one hand up around the back of her neck, bringing one knee up to press against her center.
She made a tiny gasping noise against his mouth, pulling just far enough away to speak. "That's cheating," she accused.
"Not my fault to failed to stipulate terms," he said, wiggling his leg back and forth just slightly. She drew her bottom lip into her mouth, bearing down on his leg for a moment before shifting forward to sit more fully on his lap.
The sudden pressure on his cock, already half-hard, made an involuntary noise escape him. Jester wiggled back and forth as his head dropped back against the headboard. "Now who's cheating?" he got out, and Jester just giggled in response.
"I don't cheat," she reminded him, leaning back in towards him. "I win."
The kiss was heated, fierce and demanding, and he gave into it as his hands slid up her thighs under her skirt. The way she moved against him sent sparks along his nerves, even muted by the layers of cloth. Just the feel of her against him was intoxicating, her skin under his hands and her lips against his. He nipped at her bottom lip and she made a small noise of approval, so he did it again, drawing it into his mouth and biting very gently into its softness. Her hips pressed down against his a little harder, a little more deliberately, and he chuckled against her mouth.
"Are you laughing at me?" she asked, voice just slightly breathy.
"Of course not," he replied, and used his hands to press her weight down against him as he bucked his hips upwards.
She squeaked, hands going to the headboard to steady herself. His name escaped her in a sigh, the exhalation cut off as he repeated the action, grinding against her center. She was wearing less than he was and therefore the sensations were much stronger for her, driving her towards climax that much faster.
Truth be told, he still wasn't sure he wouldn't beat her there. Just her first suggestion had stirred his arousal, and every tiny, muffled noise that escaped her drove it higher. His cock strained against his trousers, throbbing in confinement, and he groaned as Jester shifted her weight to press against him at a different angle. It also allowed her to press her face into his neck, kissing and nipping at his skin and sending a new wave of electric shocks down his spine and along his nerves. He wrapped his hands around Jester's ass, squeezing hard, and she muffled a moan into his neck.
"Perhaps we should have bet on who would be louder," he murmured. "I would definitely have won that one."
"Sounds like you don't think you're going to win this one," Jester responded, nipping at his neck a little harder.
"I never said that." The way the last word faded into a breathless sigh belittled his point somewhat, but he dug the pads of his fingers into Jester's ass again, slipping past the fabric of her underwear.
"Ah ah," she said, sitting up away from his neck. "That is cheating. Outside the clothes only."
"You never stated that." Caleb slid his fingers up and around, brushing against her hipbones.
"It was implied," she insisted.
"That would never hold up in court." Caleb's fingertips crept up over her abdomen, pulling the fabric with them until it was pulled tight against her, putting pressure on her clit. True cheating would have been wrapping his hand around the base of her tail; it was extremely sensitive to the touch in a way that he had taken advantage of more than once.
"Caleb," she breathed, her hands landing on his chest.
"Hm?" He used his thumbs to manipulate the fabric, rubbing it back and forth against her, cutting off whatever response she had with her own gasp. He could feel how wet she was now, and it was only worsening the torture going on in his own underwear. His cock was desperate for touch, pressure or friction of any kind, and he started moving his hips against Jester again in an attempt to ease the ache. Jester whined low in her throat, biting down on her lower lip and working her hips against his in tandem. Caleb gripped at her hips in earnest now, wrists still caught in the fabric of her underwear.
Jester whined something that sounded vaguely like his name, falling forward to brace her elbows on his chest and grinding down against him. "I need you to come," she whimpered, and the sound of it very nearly drove Caleb to just that.
"Why is that, Jester?" He pressed his face into her hair, feeling every tremble that ran through her.
"So I can come."
He chuckled against her ear. "Then come," he murmured. "Nothing's stopping you."
"You'd like that, wouldn't you."
"Yes," he said. "Very much." He moved his hands a little higher, put a little more pressure on the fabric and by extension her clit, thrusting up against her in earnest now.
"Fuck," she hissed through her teeth. "Fuck, gods, Caleb - " She bore down against him, shaking in his arms and muffing her cries against his chest as her climax washed over her. He felt every flutter and clench of the muscles under his hands, easing them down and over her ass before withdrawing them completely.
"Dammit," she grumbled into his shirt.
"Thank you," he said, and she looked up at him to stick her tongue out at him.
"Yeah yeah, you won."
"There is that," he said. "But mostly now I can do this."
He rolled them over, settling himself between Jester's legs. Her eyes were wide as he leaned over her, linking his fingers with hers over her head.
"Bet's over," she said with a laugh. "You can just fuck me now."
"You'd like that, wouldn't you," he murmured into her neck, grinding a long, slow line against her sensitive core. She shuddered against him and he savored it for a moment before thrusting against her in earnest.
He hadn't done this earlier because he knew it would undo him sooner than her, being able to see every expression on her face and feel her legs wrap around his back, ankles locking around each other to hold him close. The deadening nature of his trousers was a boon and a curse, preventing his release and letting his pleasure reach heights he'd never experienced before, as well as a desperate frustration that had him gasping and groaning into Jester's neck as he chased his climax.
Jester shook his hands loose to wrap her arms around his neck, threading her fingers through his hair as she shivered her way through a second release, thighs clenching and trembling around him.
"Okay," she gasped. "Bet's over. You can come now, Caleb."
Her voice, breathy and almost desperate in his ear, giving him permission to end his own frustration, sent him crashing over the edge. He groaned into her skin, long and low as his cock pulsed in his trousers, spilling a sticky mess into the fabric and down along his thighs.
"Fuck," he groaned, trying to catch his weight on his elbows and not flop onto Jester.
"I tried," she said, gently rolling him over to land on the mattress.
"Hrmph," he said. The mess was cooling rapidly and he grimaced at the feeling. "I don't know why I let you talk me into these things."
"You liked it," Jester said, settling onto her side and draping an arm over Caleb's chest, tail draped similarly over his legs.
"Not this part," he said, gesturing at the dark stain on his crotch.
"Fix it with magic," she murmured, tucking her head under his chin, careful of where her horns landed. "Ooh," she said after a moment, already sounding like she was drifting into sleep. "Can we use magic next time?"
"Next time?" he asked, incredulity entirely feigned. He knew very well there would be a next time. With her, there always was.
