All of the following is complete and total fiction. Not a single word of it occurred, nor would it.
Keep It Casual starring Demi Lovato
by MaxwellLord
(MF, oral, anal, exhib, cons)
*****
It was Halloween night and Jesse could not think of place he could both rather be and rather not be at the exact same time. And it was all because of a dating app.
He'd had several installed on his phone, many against his will. Maybe one day he'd actually put a password on his phone. It was either that or have less jackass friends. Sure, it began harmless. It wasn't like he got any responses...until now.
The app was one where you had to be picked by the other person specifically. You didn't know who it was. An ultimate blind date app, at least for one half of the equation. Whoever this woman was, she chose him. She knew exactly who he was, which was how this was all going to go down, her seeing him. The ball wasn't just out of his court, but out of his entire stadium.
An app, a random woman's choice, and now he was here, waiting at a damn convenience store of all places for the date...or hook-up...whatever it was. The app was apparently meant more for casual sex than anything else. Jesse was used to not being 100% sure what was going on in his own life, but this was ridiculous. He hadn't been waiting too long, but ten minutes in the store nursing a slushy made him feel like he was a pimply high school kid all over again, minus the screamo band t-shirt.
That was the weird thing about the date, the woman told him to be dressed Halloween proper, whatever the Hell that meant. It's not like he had to scramble, he still had the stuff needed to make his Jay from Jay & Silent Bob costume he did every year work. The fact that he was just hanging around in a convenience store doing nothing dressed as someone who did that as a living was at least a little funny for him.
"Five more minutes," he said to himself. "Then I'm gone." Then, as if the god of happenstance heard him, the doors to the store dinged as they opened and in walked a crew of insanely hot women. One in particular stood out, dressed as a sexy S&M cop with an ass that didn't just not quit, but had no idea what the word meant. Her face was instantly familiar to Jesse. That face along with the entire package belonged to Demi Lovato. A small flicker of hope ignited in Jesse, one that he quickly put out.
"No, couldn't be," he assured himself. "No fucking way." And again, that wacky god of happenstance stepped in as Demi caught site of Jesse. She recognized him. "Oh dear God." he said to himself. His instant look of nervousness and disbelief made her laugh. Her saw her say something to her friends then headed towards him.
"Jesse, right?" Demi asked. She had backed him into the cooler, a predator to her hapless prey.
"Y-yeah...and you're..."
"Demi Lovato, yeah. Thanks for being stunned by the way. Lets me know the costume did it's job."
"Oh, it's not just the outfit."
"Thanks," she laughed. "Nice Jay outfit. We kind of match. You're the criminal, and I'm the one who catches you."
"Well, I surrender," he joked, getting a smile from her as she licked her lips.
"You bet your ass you do." She grabbed his cock through his pants, losing the space between them. "We're gonna fuck. I saw you on the app, thought you looked good for it. We're going to go behind the store, through that exit over there...and we're going to fuck."
"B-but what about your..."
"My friends think I'm going to the restroom. We have time." She began to unzip his pants, snaking her hand in once it was down. "You're nervous...that's cute. I like it. And you're packing. I REALLY like that." She winked at him then led him, her hand on his dick, through the exit.
Once they were outside Demi pushed Jesse against the dirty brick wall. She kissed him hard, her tongue in his mouth. She licked at his lips as the kiss broke, the look in her eyes brimming over with confident sexual heat.
"I've felt it in my hand, but now I think I need to see that cock." Demi squatted before him, level with Jesse's packaged. She deftly undid his belt and tugged his baggy pants down to his ankles, letting his cock spring free.
"Mmm, very nice," she said. She wasn't even touching him, but just the visual of Demi Lovato mere inches from his cock was enough to complete the job her hand had done, Jesse's cock was rock hard. He moaned a bit as she raked her nails up his thighs. The teasing sensations continued as her hands cupped his balls, lightly caressing them with her nails before her hand almost glided to his cock, softly jacking it with one hand while the other still fondled his full nuts.
"I think you're ready," she winked. Demi closed her lips around Jesse's cock-head, giving it something akin to a big, wet French kiss. That action alone made Jesse's eyes roll into the back of his skull. And that was just the beginning. Soon Demi had taken his entire length in her hot, wet mouth, wasting no time in building up a tantalizing rhythm in tandem with her snaking tongue.
While her mouth and hand worked in tandem, an erotically charged piston of pleasure while her other hand tugged and massaged his balls. If there was any mercy to be shown in a blowjob, Demi had no intention of showing it and Jesse sure as shit had no intention of asking for it.
Demi removed his cock from her mouth, moving to his balls. She extended her long tongue and began licking from his sack to the tip of his cock, planting another wet kiss on the head before rising to her feet.
"Time for part two." Demi smirked, then pulled Jesse close, kissing him as she switched positions with him. Her brown eyes locked on his as she reached between her legs, undoing a snap opening in the crotch of her bodysuit. Demi's hand then darted to Jesse's cock and grasped it, rubbing the head of his dick against her pussy lip.
