Tomboy Takes Charge

"Quiet!" Jessie hissed, just above a whisper. She tried to channel her inner diva villain into the tone. In for a penny, in for a pound... She squeezed her hand at his hip to punctuate her warning. Around them continued the snores of the exhausted guys. No one seemed to have awoken yet. Robbie twisted a little more, but a squeeze on his pec from Jessie's trapped (but still capable) arm halted his movement.

"What the fuck, Jess?" Robbie breathed. "You cold or something? Go get a blanket."

"You're warmer," Jessie cooed into Robbie's ear. Her breath through his hair felt nice, and those words (and their husky tone) tickled his ear. Did Jess go to sleep behind the couch, too? It didn't seem like a whole lot of room back here, but it was dark. Why was she telling him to be quiet? Suddenly, he was very aware of his aroused state from his dreams (he thought), and a flush of embarrassment flooded his cheeks and chest. Maybe the moonlight would hide his flustered embarrassment. Jess was a chill girl and all--and decently cute--but in his mind, Robbie thought of her as his brother's friend (and probably a lesbian as he and his friends had joked back in high school). All he considered at the moment was the humiliation of this gal snuggling up on him in the spring chill and then getting smacked by his boner.

"Didn't Randy put a log or two in the wood burner?" Robbie croaked. His throat seemed dry right alongside his blood flowing into inconvenient places. The fear of being found out diminished his erection a bit, and he reached down to adjust where his dick was pointing. Shit! the fly of his boxers had come undone in his sleep. And of course, to hell with this fancy designer pair, the +entire+ fly was open--how the hell did that happen? If 'things' lined up at all, his dick would flop right out into the open, mere inches from Jess's hand on his hip.

"How often do you go to the gym?" Jessie asked, ignoring his question. Her hand below him stroked his chest, criss-crossing his pec, each upward stroke pulling his shirt up and away from his waist. Her other hand moved away from his hip (good!) and felt the contours of his abs (not so good...), pulling his shirt up past his core. These touches were not helping his arousal go away. Thankfully, the blanket hid the worst of his condition from Jess's eyes. Robbie swallowed again. Maybe if they chatted for a bit, she would fall back asleep, and he could slide away to grab another blanket to throw on her. And maybe go rub one out in the bathroom so he could safely and calmly sleep.

"I have time everyday on campus," he explained, "but I don't really need to when I'm home because of the roofing gigs." Jess's abs groping hand had pulled his shirt up to his pecs, and now she squeezed him in a hug, her hands grasping his pecs and her fingers tinglingly scratching his nipples.

"You got strong," she sighed.

"Uhhh," Robbie said, sleep still clouding his mind, his voice verging again on loud in the night. Jess pinched his nipples.

"You need to be quiet!"

"Jess, you're being annoying," Robbie huffed. "How would you like it if I pinched you?" Jessie leaned in close so her lips brushed against Robbie's neck.

"I would like that a lot." And she licked his earlobe! Robbie (and his cock) jerked with that unexpected intimate contact. Robbie tried to twist away but stopped with Jessie's warning.

"I'll yell. Everyone will wake up."

"So what?" Robbie spat, though now at a low register at just about a whisper.

"What will everyone say about you being back here naked with me?" Robbie wrinkled his brow. The whole time, Jessie had been massaging his chest, her fingers stroking his solid muscles, occasionally tweaking his nipples. What did she want from him? What could she want from him? Playing at boyfriend-girlfriend time spooning? If that was the worst of it...wait!

"Naked?" Robbie asked. Jessie tossed back the blanket with her free arm, and Robbie's hands went to his groin to try to hide his junk from her eyes. Jessie parked her chin on Robbie's shoulder and looked over what had been revealed in the moonlight. She had pulled his shirt up to his armpits, and my, what a sight to behold that torso was. Jessie lusted for Robbie in years past, but his time hitting the gym and working physically demanding jobs during these college years had sculpted him into something like an underwear model.

"God, you're hot," she encouraged. "Stop roofing. Start modeling." Despite himself, Robbie felt a flutter in his stomach at the compliment.

"Jess," he sighed, "you're being weird. Ha ha. Joke over. You better not be video-ing this." Jessie smacked herself in her mind. That was a good idea! Maybe next time. She looked past his hands cupped at his groin. The fabric of his shorts had pulled tight against his leg. What was that just past his clasping hand?! Oh yes...that was the outline of his long penis. The sight of it being so close (and so big!) energized Jessie's burning desire.

"Robbie," Jessie said evenly, "this is no joke." She forced her eyes to drag away from her prize and look Robbie in the eye. "I'm in control." Robbie felt a flash of anger roll across him.

"Jess, stop. This is done. Leave me alone." Jessie folded her legs. Time for a gamble on just how capable these monkey feet could be.

"No, Robbie. It has just started." And then she gripped Robbie's underwear by her toes at the side and at his ass and pulled her legs down.

Robbie felt her feet against him but didn't consider it a hazard, just her warming her cold feet against him. But then she gripped his boxers and pulled! She was going to strip him naked! He grabbed the loose flaps of his waistband to keep his dignity. That flash of anger he had felt now turned cold in fear. And what was the edge of this feeling? Was he actually feeling...excited that this girl was trying to force him to do something? Did the fact his little brother's friends could find him in this state thrill him, too?

"Jess," he growled. Jessie had brought her face on his shoulder down against his own face. The soft warm skin of her cheek was pleasant against his jaw, bizarrely satisfying in the intimacy of proximity. Jessie's voice was barely a whisper.

"Oh hush, Rob. You will like this." She nodded and darted her eyes to his groin. "I can tell you want this to happen. Just let go." Oh Christ, she had noticed his inflated dick. It was embarrassing...but a sharp knife's edge of excitement cut through him. When her hands at his pecs pulled his nipples, he couldn't help but clench his ass, which, of course, made his cock jump. "Oh!" Jessie squeaked. She cringed at the noise and returned to her sultry whisper. "You devil, Rob. You're enjoying me taking these off of you, aren't you? That's naughty." Why did she have to say that? Why did he have to be home for Spring Break? Why did he not jack off last night? Or the night before? Or the night before that? Why was this all making him feel all sorts of torn?

Jessie jerked first one leg and then the other, but the situation was a stalemate. She could see Robbie's trimmed pubic hair, but those same muscles that she had been admiring also gave him a steely grip on his underwear. He might be aroused by the situation, but his ego was still clinging to his dignity. She was more flexible than Robbie and had the initiative, but brute force wasn't going to break the stall and carry things further. She needed to be clever.

"That's ok, you naughty hunk," she warned. "I don't have to see it to make you enjoy this." And then she dipped her hands from his pecs down across his abs, aiming to reach past and under his vice grip on his boxers and reach his member that way. If Robbie had been thinking reasonably, he would realize that with her head on his shoulder and his own height, Jessie would not have been able to reach his equipment and violate him. But, either due to the eroticism of the scene or to his unrested mind or the blood mostly flowing somewhere other than his brain, Robbie only reacted instinctively. One hand left his shorts and stopped the questing hands, clamping them against his lower abs. Jessie flexed her fingers, the tips just brushing his pubes. Jessie could feel his breaths coming raggedly and rapidly. "Ticklish?" she asked while increasing the tension her feet supplied. His one hand continued to anchor the stretching cotton.

And of course, the other effect of all this struggle was the cotton swiping back and forth across his cock, incidentally stroking him. His normal self-pleasuring routine was quite vanilla, so all of these touches on new, different erotic zones of his body and verbalizations hissed into his ear were working him up. The foot that had started at his ass had pulled low enough now that his ass was bared, and he could feel Jess's pajama shirt and silky bottoms against his skin. That same half of his boxers had pulled quite low on the front, too, but the hand clamped on the upper flap, near where Jess's foot on his hip had begun the tug of war, kept some tiny amount of modesty for him. But then Jess started nibbling his neck, that witch.

*nibble* *kiss* *lick*

"I think you might be a pervert, Rob."

*nibble* *kiss* *lick*

"I like that. A lot. I am so excited."

*nibble*

"If you let go, if you let me see it, I'll suck it."

"No," Robbie croaked, barely a whisper or a word, more of a cough.

*kiss*

"That wasn't convincing." And now Jessie bit his ear lobe and sucked it. Robbie shuddered, discovering that his neck and ears were definitely erogenous zones. His kegel muscles flexed as he shuddered from Jessie's stimulations, one of her hands having slipped away from his sweat slicked abs to roll a nipple between thumb and forefinger. A groan rumbled in his chest as he felt precum pump loose from his cock. His eyes were closed, but he heard Jessie take a sharp breath. That cold edge of fear and thrill spiked as he heard Jessie next ask, "What is that? Did you pee?"

Meanwhile, she repositioned her successful foot that had bared Robbie's ass and wiggled her foot between Robbie's legs. Her intention was to grab his shorts from another angle, but in Robbie's dick-focused mind, he thought she was trying to touch him *there* with her nimble foot. He tried to switch hands holding his boxers to allow his freer arm to stop the new intrusion, but Jessie was too alert, too agile. Her hands and arms danced around and fought with his arms. There was no way that she could trap his arms in one spot, but she didn't need to. She merely needed them busy. And it worked. That treasured moment arrived, for just a second, when neither of Robbie's large hands had a good grip, and Jessie stretched herself forcefully.

"Yesssss," she hissed as she stripped that last meaningful covering from him. Robbie's stomach flipped at his exposure, his blush deepening if that was possible. His boxers slid down his legs suddenly, down past his knees, and as those stretchy underpants slipped past his member, said piece sprung up just as suddenly. Out and up and entirely exposed. Jessie gripped his torso and arms in her a tight hug. "Oh, Robbie," she cooed, "look at your penis!" She squeezed tighter for emphasis. Robbie had shut his eyes tight but now looked at her clearly excited face. Her eyes flicked back and forth from his face to his jutting cock. "Oh my god, Robbie. It is so big and red." Her blatant talk about his private parts was frying his brain, but try as he might, he couldn't help but feel the relevant muscles clench which made his cock flex. And leak.

"I told you you would like this," Jessie continued. "I love how you make it move. What is that stuff you're leaking? How do you walk with that thing?" The compliments and questions gushed from her just as Robbie was gushing in another way.

"This isn't happening," Robbie muttered. Jessie kissed his cheek and stroked his torso.

"Sure, it is just a dream." She moved around behind Robbie, releasing him from her bear hug. "A wet dream, Robbie." What was she doing? She was pulling his shirt up over his shoulders, and what was he doing?! He was lifting his arms up to allow her. What was wrong with him? He heard her breathe deeply, the shirt taken away. "Oh Robbie, you smell so good. I'm keeping this, you realize?" She wiggled around behind him, and he felt the cloth of his boxers slip past his feet. He saw her one leg enticingly lift up into the air and toss his shorts up towards his face. As he lay there, catching his breath and willing so hard that this was just a weird, bad dream from smoking bad weed at college, she pulled the underwear off of his shoulder. She took another deep breath behind him, too. "And these underpants, too, are mine now. But don't worry. I'll make it up for you." She flopped her upper half partway across his torso, nudging his one arm aside so she could look him in the face. "I'm going to make you my man-whore now," she declared like she was ordering lunch. "It'll be like we are doing cardio conditioning for the two of us." Robbie dazedly looked down at her, and she smiled innocently up at him. She was actually really attractive. And he couldn't stop her now. She had him naked and hard, and there were a half dozen potential witnesses all around the two of them. The best he could hope for from being discovered was being humiliated. The worst? Better left unsaid...and not a good start to adulthood.

He opened his mouth to say something, but either there was a catch in his throat or his mind was a fried blank. No words came out. Jessie, meanwhile, had turned her head to look more closely at his cock bobbing up and down with his rapid heartbeat.

"I had never thought you were a dirty, naughty perv, Rob, but I guess you are. You're so excited." And then those delicate-seeming but actually strong hands started exploring his genitals. She danced her fingertips up and down the long shaft of his cock and ran a thumb across the ridge of his glans. And then finally glided a forefinger through the glistening precum leaking from his slit. "What is this?" She wagged his dick with a pinching grip of her fingers on his head. Precum fell from his cockhead and into her open hand under it. She rubbed her fingers together and looked up at Robbie, the question still on her eyebrows.

"It's, uh," Robbie admitted defeatedly, "um, pre-cum. Some guys make it when they are horny." Jessie nodded seriously.

"You're making a lot, you rascal. You must be really horny." Robbie moved his mouth to offer an excuse, but no words came out. Jessie emitted a small giggle. "You are enjoying this a lot, aren't you? I don't think I have to train you much to be my toy if you are this horny." Jessie sniffed the seminal fluid in her hand and then stuck out her tongue and dipped the tip into the palm of her hand. Robbie's eyes bugged out. Sure, he had had fantasies of jizzing on women's tits or asses, but he had not much considered how exciting it was to see a woman swallow that stuff. "Mmm," Jessie hummed. "It is sweet." She scooched lower and pointed Robbie's cock at her face. "More," she commanded and started licking his glans like a lolipop.

Robbie's eyes rolled into the back of his head. Was his little brother's friend really giving him a blowjob? Or something more or less adjacent to it? Drunk off their ass party girls had blown him at college, but of the dozen or so BJs he had had there off at university, more than half had let their teeth get in the way, one barely even put his hole cockhead in her mouth, and most didn't let him cum in their mouths. One had been a bit of a slut and even managed to deep throat him for a while, but she, too, insisted on finishing him off with her hand and cleaning up his jizz with one of his socks. Jess's tongue was strong, and her lapping was determined. Every few moments, he made an effort to flex his glutes and core to give her more of his pre-ejaculate.

"Good, good," she encouraged between rounds of working the tip of his dick. "I'm so happy we got you naked. You look good in your underpants, but I needed to see this." She started enveloping his glans with her lips and sucking while swiping her tongue back and forth across his frenulum. Christ, had she done this before? His toes curled. He felt muscles clenching and tightening and his balls pulling up, all things that preceded his climaxes.

"Jess, I'm...," he swallowed and made an effort to keep his voice at a whisper as shudders racked his body. "Jess, I'm going to cum." She kept at his cock but let him know that she heard him with a thumbs up from one hand while the other cupped his balls. That extra stimulation of his nads sent him over the top, and he violently arched his back as days of semen erupted from him. Jessie tried to keep his member in her mouth, but his spasms were too powerful, his muscles too forceful, and she was bucked off. As her mouth came off his cock, jizz fell from her lips into his pubes and onto the carpet beneath them. To her credit, she kept one hand on his cock, and the next spurts fell onto his chest. Jessie suppressed a cough with the heel of her hand against her mouth. Through crossed eyes that were coming back into focus as post orgasmic spasms twitched his body, Robbie watched this tomboy friend of his younger brother gleefully and greedily swallow his semen. Even coming down off of an orgasm, when dirty thoughts and images were usually far from his mind, he found that vignette a scorching image in his psyche. She was strong. She was powerful. She had outwitted him. She had beaten him. She was sexy.

A cloud was flowing past the moon, and the silver light dappled across her face. In the moment of shadow, her eyes glinted at him, a Mona Lisa grin turning up the edges of that succubus mouth. She crawled up from his lap, pushing his shoulder down so that he lay on his back. He was catching his breath, and that ragged breath was more noise than they had allowed so far. She was now putting her fingers up into his mouth, and he could smell the salty tang of his ejaculate--and now tasting it! Jessie had scooped up the cum from his chest and abs and was now thrusting it into his mouth. He fought a cough, which sputtered around her fingers, and she laughed before clamping her other hand against her mouth, eyes wide at the noise. They both listened as one of the guy's snoring stopped.

After a moment of no alarming stirring around them, Jessie fell onto Robbie's chest and kissed his neck. She licked the sweat from his neck and whispered in his ear, "you're going to model for me tomorrow. You have your old uniform, right?"

"Uh, I think so, but..."

"We'll start with that, and then you can show off everything in your underpants drawer."

"Uh, what..."

"We'll find a way to get alone time. And I'm going to need a regular rotation of your shirts and underwear."

Then Jessie pulled Robbie onto his other side, facing her and the back of the couch. She rolled over and wiggled around in front of him before guiding his arms around her, placing his hands onto her chest. Robbie heard her breath intake sharply as he gripped her small breasts and started to massage them.

"Good boy," Jessie encouraged. "You know what to do." He had caught his breath, but it was still rapid. She wasn't done with him, clearly. He realized he was still erect, and further, he realized from the soft heat of it that Jessie had shimmied off her pajama bottoms while maneuvering the two of them. With his hands planted on her bosom, her hands now went about manipulating Robbie's stubborn hard-on. She flipped it first up against his pubes and torso and stroked it up and down with her toned, tight buttocks. If she knew that he preferred to masturbate with lotion, he would be in real trouble as given her determination, she probably would have lubed those strong glutes of hers. As it was, the silky fabric of her panties slid against the buzzing underside of his member. It was pleasant, but Robbie didn't expect it to bring him to orgasm.