Black & White & Cherries All Over starring Demi Lovato

[MaxwellLord]

All of the following is complete and total fiction. Not a word of it occurred, not would it.

Black & White & Cherries All Over starring Demi Lovato
By MaxwellLord
(MF, Oral, Anal, Cons)




Getting over an ex can be tough. Getting over an ex-fiance is ten times harder than that, if such a thing can even be quantified. That was the position Jim Krick found himself in. Fresh out of a five year long relationship and utterly dejected at his rejection.

And of course, that's where friends come in handy. Jim's group of pal's refused to let him wallow in self pity. And since his best man had already booked a weekend in Cabo for his bachelor party, the general consensus was to not waste it.

And that's how Jim found himself at the hotel pool that day. He and his friends had decided to do a bar crawl to cure their jet lag, a classic dumb bachelor party idea. Jim on the other hand went slightly smarter by relaxing by the pool. It'd turn out to be the kind of decision he'd remember for the rest of his life.

It started small. A couple off beefy looking dudes came to the pool and slowly, they started to escort people out. Eventually, they got to Jim, who didn't see any reason to resist. The pool had been rented out for the hour by a VIP guest. Besides, maybe if he crashed for an hour or two the jetlag would be a thing of the past.

As he was walking, Jim walked past the woman who was taking the pool. He didn't get a good look at her. The woman though, did get a good look at him. She whispered to her bodyguard and the large mass of muscle walked towards Jim.

“Hey,” the bodyguard said. “Hold up.”

“What's wrong?” asked Jim. “I'm leaving I got no problem.”

“You can stay. Boss wants you to.”

“What? Who's your boss?”

“Go ask her,” the guard said with a smirk. Jim shrugged and walked back on to to see, laying on her stomach in a pool chair, a very familiar face...and body...and booty.

The woman saw him from the corner of her eye and turned to her side, showing off even more of her deliciously curvy body.

"Hey there,” she said. “I'm Demi. Demi Lovato. But judging from your dropped jaw and that tent you're pitching, you've probably figured that out by now.”

“What?” Jim asked before darting his eyes from Demi's body to his own crotch. “Oh shit, I'm sorry.”

“Hehe, don't be,” she laughed. “That kind of reaction is always flattering.” Her eyes scanned him, her sunglasses down ever so slightly. He had a nice body...very nice. And from the visual evidence, he was packing. Very, very nice indeed. 

“Come over here,” said Demi. “Right on that chair. Not on mine, not yet.”

“Sure.” Jim replied. Her use of the word 'yet' had completely gone over his head.

“I bet you're wondering why I want you here. Just you.” Demi grabbed her glass of water,sipping it through her straw. “I'm very choosy with my company. And sometimes, I just want to be alone. Like today for example. I felt like just getting some sun, here, all alone. Then, these beautiful brown eyes settled on you. And one of my favorite pass times just popped in my head.”

“Whats that?” Jim asked, Demi's advances joining the word 'yet'.

“Casual sex,” she bluntly said, a wicked grin crossing her face. It only grew wider as every single thing she'd said began to register on Jim's face. “It's fun. Good...very good aerobic exercise. A lot more fun than an exercise bike.”

“Y-yeah, it is,” Jim agreed, trying to stay composed, that struggle making Demi even hungrier. “So, do we just kinda...”

“Not yet cowboy,” Demi said. “I like it casual, but I don't like it too casual. Tell me about yourself. You name would help, especially when I need to call out your name in pure passion.”

“Oh...um...fuck right...I'm Jim.” he replied.

“Well Jim, it's nice to meet you. What brings you to Cabo, aside from the scenery?”

“Honestly? My friends brought me here after my fiance dumped me. The rooms were already booked for my bachelor party, so we came to get plastered and gave fun.”

“Not really a drinker anymore myself,” Demi said, licking her lips. “But a solid plan. So where are your friends? Were they here before the pool became private?”

“No, they went on a bar crawl. I declined because I didn't think that would do much for the jet lag.”

“Smart man.” Demi replied.

“So that's the story. I know it's a downer, kind of a mood killer.”

“Oh honey, not at all. You're on the rebound. If anything that makes it better. You need some good no strings sex.” Demi sat up on the chair and open her legs wide, her feet now planted on the ground. 

Jim was simply stunned by the sight, Demi Lovato siting the mos inviting position he could think of. And then she got a lot more friendly.

“Sit,” she said, pointing directly in front of her. Jim got up, taking his pre-selected seat. The moment he was down, Demi's hands went down his pants, fishing out his rock hard cock. “Mmmm, I like. Got a lot to work with here.” Demi began to jerk his cock, slowly pumping Jim, who could only moan in response.

“That's right honey...get lost in it...lost in how good that hand feels jrking that hard dick...fuck it makes me so wet that it's so hard just for me.” Demi's eyes were intense and  focused on Jim's while her face was exuding confidence and cockiness. She couldn't wait to have this cock inside her...but first thing's first.

“Mmmm baby, you feel so good. I love how you're throbbing in my hand. So ready for me baby. I know why. It's okay. I was on my back, booty right up in the air...I know that did it. Just keep moaning honey...let me know how good you're feeling.”

Jim did. Any idea of trying to pipe it down in case anyone could hear him were swept away by each masterful stroke of Demi's hand. Despite his cock being rock hard, he was total putty in her hands. Which only made Demi want it more.

Demi pumped faster now, the smile on her face growing bigger, like fire with gasoline being thrown on it. “I'm getting you nice and close, aren't I?” she asked knowingly, a slight ting of a laugh in her voice. “It feels so good, doesn't it baby? Hmmm my hands getting even slicker with all that precum you're leaking. You're so close, aren't you? I wonder what would happen if I did this..” 

Demi stopped her stroking and moved her thumb right under Jim's cockhead, where she began to rub in circles.

“Shit!” Jim exclaimed. He threw his head back, the intense pleasure almost being too much to take.

“Uh-uh,” Demi said. “Look at me...look at me while I stroke you. If you're gonna cum, then cum. But you're going to fucking shoot that load looking me right in the eye, baby.”

“Nnng fuck,” Jim groaned, looking at Demi as she teased him, keeping him just on that edge. “Fuck I can't stop...too much.”

“Then don't stop...fucking cum. I want you to..come on Jimmy...shoot that hot cum all over my hand.” Demi went back to jerking Jim, hard and fast, knowing it would only be seconds before...

“Unnnng fuck!” he cried out, his cum exploding all over Demi's hand,the vivacious singer giggling with erotic glee as she pumped and milked every last drop of jizz from his cock. We he was finally able to see straight, his eyes were met with the amazing vision of Demi licking his cum from her hands.

“Mmm, good to the last drop,” she smiled. “Come on, we're going to my room.”

“What?” Jim asked.

“We're not done. You came. I didn't. And now you're going to last long enough to make me cum when you put that in my pussy. So, come on. I'm not going to say it again.”


***** 

Demi had led the way back o her room, her bodyguard's keeping a respectable distance. It didn't take much for Jim to get hard again. Knowing what was coming next plus a view of Demi's divine ass was more than enough of a potent combo to get him ready for round two.

In a flash, he was there, and so was she. She stood before him, just inches away from the bed.

“Drop 'em,” she said. Jim nodded, a confident smirk of his own now on is face as he got rid of the currently useless swim trunks. Demi played fair, stripping her swimsuit off, leaving her every bit as bare as her lover of the moment. “Now...come here.”

No sooner had the words left her lips, Jim lips pressed against hers'. The two embraced, standing only for seconds until they both hit the bed.

Demi was on her back and Jim's lips began to take a wonderful journey down her extravagant body, sucking and licking her tits, kissing her stomach, a happy trail until he got to her pussy.

“Oh fuck!” Demi yelled. “Mmm eat that pussy you dirty fucking boy.” She hissed and moaned as Jim sucked on her clit, eagerly going for the pleasure with every bit of energy his mouth could muster.

“Aaahh...mmm...fuck...eat my cunt..fuck that's right...shit!” Her thighs squeezed together and back arched when Jim hit a good spot, her tongue curling out of her mouth as she moaned.

Demi's sounds of ecstasy were music to Jim's ears, and considering the source of those moans there actually naturally melodic. With his mouth concentrated on her clit, Jim inserted his fingers into Demi's wet slit. He wanted her to make even more using, and he knew just how to conduct.

“Oh...oh Jim...oh keep going...m-make...make me cum...fuck...fuck make me cum...” Her voice got higher and higher in pitch, Jim edging her closer and closer until the breaking point was reached.

“FUCK! CUMMING! SHIT!” Demi growled, her teeth gritting as she came and Jim was there to happily lap it all up.

While Demi was on the tail end of her orgasm, Jim moved up her body, his hand grabbing her ligh and pulling her leg up. He reached down, grabbed his cock and lined it up just right. Withe one amazing thrust,he was inside her. The game was really on now.

Demi's leg's locked around him, her eyes, still a bit lost in the haze of orgasm,had enough fire in them to dare him to give her everything he had. There was no build up. There didn't need to be and neither Jim nor Demi wanted such a thing. Jim started out hard and fast, giving Demi a full throttle fucking. Just what the doctor ordered.

“unnnn fuck me...fuck me Jim...everything...” Demi pleaded. “Give me that big hard fucking cock..oh...oh...fuck...more...oh you feel so fucking good...fuck yes..ooohhh fuuuck!”

She was only silenced when Jim' lips hungrily met hers. Her hands grasped at his head, holding him close, the kiss only breaking when Demi deemed it to be okay.

“Yeah...yeah you fuckin' made me cum,” Demi said through a sneer, her voice passionate and animalistic. “Do it again...do it a-fuckin-gain...mmm...fuck me with that big cock...gimme what that bitch that dumped you didn't appreciate...awww fuuuck give me that fucking cock!”

She got what she asked for. Jim bared down and drove into her, hard, making Demi yelp with glee with every hard, powerful thrust. The bed shook, the walls rocked with the rhythmic thumping of the headboard. It was bliss...pure, animalistic, lustful bliss.

“That bitch ever fuck you like this?” Demi asked with a grin. “She ever let you be fucking wild and dirty? She ever tease and please? She was dead ish, wasn't she? This is the fuck of a lifetime and you fucking deserve it!”

“Fuck! Fuck yeah Demi!” Jim said, his voice primal. “Fuck you're so hot...pussy's so fucking good...best...fuck it's the best fucking cunt I've ever had...unngfuck it doesn't get better...”

“Wanna bet?” she laughed. “Pull out.” Demi's released Jim from her legs and he backed away, watching in awe as this thicc goddess got on all fours, shaking that beautiful ass right in front of him. “Mmmm, I think that spells it out for ya before you even have to ask.”

It very much did. But first, Jim had to do what any sane man would do given this opportunity, he went face first into Demi's ass, tongue her tight little starfish and burying himself in her cheeks.

“Mmm, that's right...eat that ass...get my ready baby...get my ass ready for that big hard dick...ooohhh fuck that's it...”

After an all to brief set of moments, Jim pulled his face from that perfect ass and grasped his cock, placing it right at Demi's tightest of openings. He pressed forward, his cock slick with her pussy juices. Slowly pressing forward, second by second until his head popped through, making them both gasp in pleasure and relief.

Jim's hand massaged the superb flesh of Demi's ass, slowly building up a pace, savoring every sensation that was being offered. This was the perfect cap to a once in a lifetime day, and he wasn't going to rush it, not this part. 

And Demi...she couldn't be happier. She was proud of her ass. She knew it looked good and loved to have it be appreciated in such a purely carnal way. Pure, unfiltered lust and desiire. It suited her just fine.

Then Jim began to speed up, which also suited her fine. Every thrust, every motion, she felt him become more urgent. His need became her need, her moans mixed with his. 

Jim reached to Demi's clit, working the aroused button once more, making Demi shiver and shake as he took her ass ass faster. 

“Oh...oh fuck it...take my ass...fucking take my ass baby....fuck...fuck don't stop...oh fuck I'm gonna cum with that cock up my ass...oh shit don't stop...don't stop at all..no matter what! FUCK KEEP FUCKING MY ASS!”

Jim was past speaking words at this point, but he heard every word Demi said and kept giving her everything he had, every thrust into her ass making that glorious butt ripple from the force. Every thrust pushed them closer and closer to the edge, the added stimulation on Demi's clit perhaps edging her faster...and then, finally, Demi came.

“OH HOLY SHIT!” she cried out, fireworks of pleasure going off throughout her entire body. “I'm FUCKING CUMMING!” she cried. “Oh fuck don't stop! Keep fucking my ass while I cum!Oh baby please don't fucking stop!”

As much as Jim would have liked to honor that request, the moment Demi started to convulse and her asshole clamped down around his cock, his fight was over. “I'm cumming too baby!” he gasped. “Fuck I'm gonna cum!”

“Shoot it up my ass!” Demi demanded. “Do't fucking stop until I have every last drop!” 

“Un..un...UNNNGFUUUCK YES!” he cried out, shooting everything he had up Demi's ass with one last, powerful thrust.

“Yessssssss,” hissed Demi, entranced by the feeling of her ass being filled with cum,  loving how the throbbing cock up her ass was giving up everything it had, all because of her.

With every last bit of energy spent, the two fell on the bed, utterly drained.

“Well, that was fun,” laughed Demi. “We should do it again sometime.”

“Oh Hell yes,” Jim said, almost reflexsively.

“Mmm, well then,” Demi said, reaching for a notepad and pen. “Write your number down here, and the city you live in.”

“Why?”

“Well, if I tour where you live I'm gonna need to know I have a groupie on call.”

“Oh,” Jim said. He jotted down the info on the pad the handed it back to Demi. “Wait...are you making me a booty call?”

“Maybe.” She replied with a wink. “I think I'll keep ya guessing.”