All of the following is complete and total fiction. Not a single word of it occurred, nor would it.The Mentorship starring Sabrina Carpenter
by MaxwellLord
Chapter 5
(MF, FF, MFF, oral, anal)
Guest Starring Ariana Grande
Despite the European leg of her tour being done, Sabrina's self-enrolled lesson plan with Billy wasn't over. There wasn't even a break, though honestly at this point the two were just finding excuses to rush off and have some fun. Fortunately for them both, the perfect opportunity for some fun was coming up for them both, July 4, Independence Day. No one would think twice about him being there. Everyone liked him on the tour, he had been signed on for an extension to join her on the Detour, and he'd performed on almost every song Sabrina had recorded. It was the perfect set up.
They obviously enjoyed each other's company, but there was no romance. It was lust, pure and simple. With that being the case, Sabrina didn't want to make the fact that she had a fuck buddy common knowledge. Again, understandable. Hence, the secrecy
They both had at some point passed on the pretense of Billy tutoring her in the act of sex. It had started that way, for sure, but at this point, Sabrina was a dynamo. Her instincts were strong, but there was still one thing she wanted to try...but that would have to be when the tour resumed.
July 4th though wasn't the time to worry about that, if it indeed was anything to worry about rather than look forward to. No, Independence Day was a holiday, and that meant fun. That was definitely the feeling when Billy came by. The backyard was bustling. It seemed to be only Sabrina, her sisters and some friends. No parents or ankle biters running around. This obviously was a good thing for any fun Billy and Sabrina were hoping to have.
Billy said his hellos to everyone and grabbed a drink, the entire time scanning the area for Sabrina. When his eyes caught her, he had to start chugging to keep his tongue from hanging out of his mouth like a Tex Avery cartoon.
There she was, draped in an American flag. As she turned, he could see her in a sexy white bikini. Patriotic and sexy. A deadly combo for such an occasion. When their eyes met, Sabrina gave him a quick smile and discreet wink before going over to meet him, as friendly as she could be without giving the other side of their relationship away.
They had the routine down pat, they had done it enough on tour to sneak off for the odd quickie. Small talk about everything, sticking to the surface, not betraying the fact they knew each other a lot better than they let on.
After that foundation had been laid, it was time for step two, excuse themselves in a manner in which no one would suspect what was going on if they weren't gone too long. This time, it was Sabrina turn.
“Hey,I just got a new guitar,” she said. “You should come check it out, let me know in your own unique guitar snob way if it's a good one or not. I promise at least try not to fall asleep out of boredom as long as you don't go past five minutes.”
“Well, no promises. But let's go take a look.” he replied. The group they were around heard the alibi. It made sense. Billy was indeed a guitarist. Sabrina could indeed play guitar and had bought a new one. Perfectly innocent. Certainly nothing remotely fuck buddy like going on.
As soon as they were in the house and behind the closed doors of Sabrina's bedroom the two were on each other, locked in a lustful embrace, mouths colliding and tongues massaging each other.
Sabrina moaned into Billy's mouth as his hand roamed her body, squeezing her peach-bottom while the other hand slid the straps of her bikini top off. His mouth followed his hands, moving down her neck to her chest, happily journeying over them with his mouth.
As much as Sabrina always appreciated the attention Billy gave her body, she also knew this wasn't the best time for it. They could only be gone for so long with their cover story.
Sabrina pushed Billy against the door, her mouth in an open smile and her blue eyes locking on his, the gaze never faltering as she dropped to her knees. In a flash his swim trunks were down and his cock was in her mouth getting a treatment that had somehow gotten better every time he experienced. Sabrina was just a natural born cocksucker, and every time she did it, she just got better. Perfect eye contact, knowing when to use her hands, when to leave the be. Teasing, pushing forward, holding back, keeping her man on edge, she was a master at it and still learning new tricks.
“Fuck your mouth is so fucking hot,” Billy growled, his fingers running through Sabrina's blonde locks. “Shit baby, keep sucking it...suck that cock...”
“Yeah, you love how I suck this dick, don't you?” asked a knowing Sabrina, jacking his cock as she spoke. “Love how hot and wet it is...love what that tongue does to you...makes you want to feed me that cum, doesn't it?”
“Fuck yes Sabrina.”
“Mmmm, I like the sound of that. How about you fuck my throat for a little bit and see where that takes us?” Sabrina opened her mouth, her tongue seductively licking her lips before Billy put his cock back in and began to grant her request.
“Fucking take it baby,” he moaned, thrusting in and out of Sabrina's mouth. “Fuuck yes.” Sabrina took Billy in her throat, the sensation making his knees buckle. As much as Billy loved Sabrina's mouth, he wanted more. And of course, so did Sabrina.
Billy pulled out of Sabrina's mouth and pulled her to her feet and spun her around so she was facing the door.
No words were spoken when Billy entered Sabrina from behind,the only sounds were sighs riddled with pleasure. He wasted not time in building up a fast and steady rhythm. Sabrina badly wanted to be fucked, it radiated from her the moment there eyes met and Billy was more than happy to feed her need.
Sabrina was pressed tightly between Billy's body and the door, getting closer and closer to her release with every thrust of Billy's cock. Something about the situation, people being outside waiting for her to comeback, the door not even being able to be locked and how badly the two of them wanted each other's bodies in the moment was turning her on more than she could explain. There were no words needed and frankly, neither were interested in using them.
Billy grasped Sabrina by the hips and pulled her to him tightly. He began to jackhammer hard into her cunt, the nymph releasing yelps of pleasure with every thrust. She was close,and Sabrina knew she was was, Billy was definitely on the verge as well.
Just as the thought entered Sabrina's head, she came, moaning louder than she should have as the pleasure hit her like a tidal wave, the petite sex bomb shuddering in his arms while her pussy convulsed around his cock.
And with that sensation, Billy was ready to cum as well. He quickly pulled out of Sabrina, the blonde spinning around and dropping to her knees in a graceful motion. She got his cock in her mouth just in time for him to fill it up with every drop of cum he had in him, Sabrina happily swallowing every stream.
After a few post-cum sucks, Billy pulled out of Sabrina's mouth and pulled his trunks back up. “Holy shit, Sab,” he said, gulping for air. “Just, wow.”
“I know, right?” she answered. “Holy fuck. Seriously, just...mmmmm in all the good ways mmmmmm can mean.”
“Totally.”
“Look, since you are already pretty much dressed again, you go back out first,” Sabrina said. “Just say I'm putting my guitar back. Then I'll meet you out by the pool. We need to talk about the Brazil tour. Some ideas about the lesson plan.”
“You got it.” Billy got up and rejoined the party, giving the assigned story to anyone who asked where Sabrina was. After those rounds were made, he walked over to the pool and sat on the edge, his feet submerged in the cool water. Soon enough, Sabrina came back out, making her own rounds before joining him at the pool.
“So, the tour in Brazil,” she said, obviously waiting to unload a bombshell. One f the many things Billy had discovered about Sabrina was when she was REALLY excited about something, her poker face was incredibly lousy.
“What about it?”
“Well...you know who we're opening for, right?”
“Ariana Grande...”
“Yep,” she said. “So...I was thinking..you've worked with her before right. Like REALLY worked with her. Say, as closely as you've worked with me?”
“Yeah.” Billy replied. “Really close.”
“Well, here's my thought. Since I've already done the threesome thing with two guys...why not have one where you're the one sandwiched?”
“Well, I certainly wouldn't say no.”
“Would Ariana?”
“Let me work on that,” Billy said. “Ariana definitely has a strong affection for meat, but she's not remotely adverse to going vegetarian.”
“Nice. If you can pull this off, it will be 100% a learning experience. I've NEVER been with a woman before. Already getting a little wet thinking about it.”
“Well, hold off. Not promising anything. But there's a good chance. Let me work on getting us a T.A. For your next lesson.”
And that was that. The two texted and sexted back and forth, but didn't see each other until the flight to Brazil, a flight they did share with Ariana and her crew. This was when Billy made his move. Ariana was on this leg of her tour alone...no boyfriend. Which he knew Ari was open for some serious fun.
He made his way up the plane to Ariana's seat. She always sat in the middle with both seats to her side empty.
“Well hello Ms. Grande,” he said, taking the aisle seat.
“And how do you do sir?” she asked with a smile, giving Billy a friendly hug. “I heard you were with the new girl. Is she good or did I get stuck with a dud?”
“Sabrina? She's the real deal. Girl's got the voice, the moves, the look. She knows what she has and how to work it.”
“Knowing you, you've got much more up close and personal with her than just playing guitar on stage.”
“Ari, you know me too well.”
“Very well, and I had a lot of fun getting to know you.” She reached her hand over and place on Billy's crotch. “And since I'm alone for these South American dates..you feel like renewing our mile high membership?”
“Is that up again?” he asked, grinning like a hyena.
“Mmmm hmmm.” she replied. “And unless you're packing a lead pipe in your pants the membership isn't the only thing that's up.” The two shared a small kiss, Ariana licking his lips before they both got up and headed to the restroom. Fortunately for them, they were the only ones up so no one noticed.
Once they were in the bathroom, Ariana got in position bending over the seat, her tight pants down. She looked at Billy through the mirror, a smile on her face. “Take that cock out and fuck me.”
Once the door was locked, Billy's pants were down. After slapping her ass a few times with his dick before thrusting in her.
“FUCK!” she yelped.”Holy shit I forgot how big you were!”
“Want me to slow down?”
“Fuck no, I want you to fuck me.”
“As the lady wishes.”
“Damn fucking right.” He grabbed her hips and began to fuck Ariana hard and fast. There was no build up to the pace. Billy had fucked Ariana to know when she wanted it slow and when she plain just wanted to be fucked. This was the latter.
“Fuck yeah, pound that tight fucking pussy!” she exclaimed.”Give me that good dick...fucking give it to me you son of a bitch. Every. Fucking. Inch!”
“Such a dirty bitch,” Billy said, smacking Ari hard on the ass. “Getting fucking a an airplane bathroom...so fucking dirty.”
“Yeah...fucking...fucking dirty girl! Fuck...FUCK that's it! Aaaaaah fuuuuck!”
They hadn't even been at it for ten minutes and Ari was already close to cumming. Hard and fast, filthy talk, ass being slapped and a big cock, the perfect cocktail for an orgasm in her book.
“Mmmmm, don't stop...don't you fucking stop Bill...fucking fuck me! Don't fucking stop...keep fucking in me...fucking shoot that cum in me and keep fucking me...FUCK ME!”
“Fuck yeah...take it...take every drop in that fuckhole..gonna fucking fill that pussy up Ari...fuck..fuck cumming!”
“YESSSS!” she hissed, cumming the moment his hot cum began to coat the walls of cunt with cum. The convulsions of her pussy milked a few extra streams from his cock before her leaned forward, kissing her affectionately as the both basked in the afterglow for a few seconds. “Mmm...good boy.”
“Sexy girl,” Bill said, kissing her cheek and slapping her ass before pulling out. After pulling her pants back up, Ariana grabbed his head and pulled it to hers for a deep, passionate kiss.
“Really did miss you,” she said. “Fuck that was good.”
“Same here Ari. Back to the seat?”
“Sounds good to me.” Once the two were seated again, Billy decided to make his sales pitch to Ari.
“Ari, I have a question for you,”
“After a fuck like that you can ask me whatever you want,” she joked.
“Good to know. So I'm just going to ask it. You ever been with a woman?”
“Oh fuck yes. First woman I slept with was Victoria Justice. Yes, way before Liz and I did anything, and that was in a threesome. Vic I actually had one on one.”
“Really?”
“Yup.”
“Dude, fucking nice.” The two high fived, Ariana laughing loudly at the situation.
“So, what you want to know that for? Hoping to add a third to our next rendezvous?”
“Well, now that you mention it...”
“Yes. Fuck yes I'm down. It's with the newbie, isn't it? Sabrina? Yes. Fuck yes I'm in.”
“Wow, I din't even have to make a sales pitch” said Billy.
“Bill, threesomes are fun, especially if there's a hot nymph like her involved and a big cock like yours. So fucking in. Holy shit am I breaking her in for women? PLEASE say that, it'll be so hot for me.”
“Actually, yes.”
“Then I am even more in than I was before. After the first show, both of you come up to my room. Just do it, I'll take care of everything else.”
“Really?”
“Fuck yes, how many times to I have to say it?”
“Great, I'll go back to Sabrina and let her know when she wakes up.” Billy gave Ariana one last kiss before heading back to Sabrina, a big grin on his face for what was in store for him in the near future.
Of course, Sabrina was just as ecstatic at the news when she heard it.
“Holy shit this is going to be awesome,” she said, a big grin on her face. “I can't wait. I'm going to be wet all fucking day, Billy.”
“Use it in the performance tonight,” he said, “You know Ari will be watching. Turn her on, then she'll turn you on, then in her suite we're going to have quite the explosion on our hands.
“Couldn't have said it better myself.” After that, seconds seemed like hours to the three of them. Each of them absolutely starving for what the night was going to bring to them.
As soon as Sabrina hit the stage, she poured everything into the performance, Ariana and Billy watching her every move, Billy having the best view, up close and personal.
And of course when Ariana took the stage, Sabrina and Billy had there eyes glued to her. Even though the night ended before any of the three knew it, it seemed to last an eternity. They couldn't wait .
After a small after party, the wait was over. Sabrina and Billy both managed to get away from their respective groups to make it up to Ariana's suite. One knock on the door and it opened, Ariana behind it.
“Hello,” she said, her demeanor friendly and sultry. “Come in.” The two entered ad the door shut behind them. “God damn girl, you look absolutely delicious.”
“Oh she is,” Billy said. “So sweet, but a lot of spice as well.”
“Just how I like it Billy.”
“You look great too,” Sabrina said. “I've been waiting for this all day.”
“Oh, I think that goes for all of us sweetie.” Ariana approached Sabrina, a cat on the prowl. “Now, Billy here tells me he's been showing you how to fuck. That someone had the nerve to call you a bad fuck and you're doing all this to prove him wrong. Is that true?”
“Yes it is.” replied Sabrina.
“Fuck, I love that! Good for you girl. Fuck that asshole, he doesn't know what he lost out on. If he had half a brain maybe he'd be here. But lucky for Billy, and us quite frankly, he's too much of an asshole to deserve something like this.”
“Totally,” Sabrina said, beaming. “So..um...how do we...you know, start? I've never done anything like this, you know...with a woman.”
“Oh honey, don't be nervous,” said Ariana. “I'll tell you what. How about you and I start, just the two of us. Give Billy here a nice show. That sound good? I'll show you the ropes.”
“Yes! Yes that's great.”
“Good. You don't mind, do you Billy?”
“Oh, not at all Ari. You and Sabrina have some fun...I'll pick my opening.”
“Oh, I bet you will,” Ariana said with a wink. And then Ariana turned her attention to Sabrina. “Mmm, I've got you all to myself right now.” Ariana moved her mouth to Sabrina's and kissed the eighteen year-old, and action the blond nymph eagerly returned. It was too long from that that one kiss turned into a deep session of making out.
Slowly but surely, Ariana maneuvered Sabrina to the bed, both ladies shedding articles of clothing before finally getting on to the bed, both completely nude.
Ariana was on top of Sabrina, soft delicate kisses alternating with slow and passionate ones as Ari moved down Sabrina's body. Delicate kisses, phantom caresses of her fingertips, touches, kisses and licks all adding up, throwing fuel on the fire building up inside of Sabrina.
Ariana made it to Sabrina's crotch, giving her pussy lips a slow, broad lick before moving even further down, kissing and teasing her inner thighs then moving to Sabrina's calves before slowly working her way back up to her pussy again.
“I bet you taste as good as you look sweetie,” Ari said before beginning to feast on Sabrina's pussy.
“Oh...ohhhhhh...oh fuuuUuuuuck yes,” moaned Sabrina. “Wow that's good...fuck...holy shit...fuck don't stop Ari...”
“Not planning on it sweet thing.” Ariana gave her a wink before turning her attention back to Sabrina's pussy. She started small at first. Quick, teasing licks at her clit alternating with small, playful kisses and bites at her inner thigh. Nothing hard, barely any pressure, just enough for a sensation in a sensitive area. Ariana was throwing sticks on a fire, slowly building it up.
“Ohhhh holy shit...fuck I'm shivering...holy fuck...” Sabrina moaned and whined, begging for more as Ariana slowly built up her treatment, getting more aggressive with Sabrina's clit. The fire got hotter and hotter, the sparks lighting something in Ariana as well, her pussy getting sopping wet with every breath Sabrina made, every time her back arched and every noise of passion she made.
While the embers were just beginning to flare in Ariana, Sabrina was going into a full blown blaze, racing towards an orgasm much faster than she ever had before.
“Oh fuck!” she yelled ”Ariana I'm fucking cumming! FUUUUCK!”
“Yeah, that's it baby,” Ariana said, using her fingers to finish off the blonde. “Cum...cum for Ariana...fucking baby...you deserve it..I wanna see you cum sooo bad!”
“Unnngggaaaah fuck!” Sabrina cried out as she came, Ariana's tongue happily lapping it up up, sending aftershocks through the young woman's body. She then moved up Sabrina's body, licking her way up to her mouth, Sabrina hungrily kissing Ariana, tasting herself on the singer's tongue.
“Your turn,” Sabrina smiled. She rolled over on top of Ariana, the excited songstress working far faster than Ariana had. Though that didn't bother Ariana one bit. What Sabrina lacked in experience in this, she made up for it with eagerness. Teasing and building up to the main event was amazing, but there was something equally as great as someone who just couldn't wait to eat pussy.
“Oh fuck that's it girl,” Ariana hissed, her eyes fluttering as Sabrina began to attack her clit. “Fuck honey, you sure you've never eaten pussy before? Fuuuck!”
Sabrina didn't bother answering she was havng to much fun amking Ariana feel amazing. She knew she wasn't doing it like Ariana did, all those slow and small actions buildingup to something big. But she must have been doing some thing right with the way Ariana was moaning and writhing on the bed. She didn;t think it could get better than this.
Sabrina was proven wrong when Billy found his opening, namely, Sabrina's. Sabrina moaned into Ari's cunt as Billy's cock entered the minaiture blonde sexpot.
“Mmmmm, I always did like to watch,” Ariana moaned. She licked her lips as Billy built up a pace. “That's right, fuck her...make this night even more memorable for our girl....fuck that's hot...oh baby eat that pussy.....”
“God damn this is hot,” Billy said, giving Sabrina a firm smack on her ass. “You're so fucking hot...both of you...fuck...”
“Mmmmm, bring me that cock Billy,” Ariana moaned. “Wanna fucking taste her on your dick.”
Billy nodded, giving Sabrina a few more thrusts before pulling out. He did kiss both the cheeks of her peachy ass before moving up to Ariana, presenting his cock to her, which she eagerly took in her mouth and began to suck.
“Fuck yes Ari,” Billy moaned. “Fuck that's it...god damn.”
Ariana loved sucking cock as much as she did eating pussy. She loved using her mouth to get people off. And if that dick had just been inside a cunt or that pussy had just been filled with cum, even better. She greedily sucked at Bill's cock, her tongue snaking all around, getting every last trace of Sabrina's juices. And when that was done, Ariana had a new request.
“I need that cock in pussy again...I need that big fucking dick in me again...you don't mind, do you Sabrina, honey?”
“Not at all.” she replied. “I've never actually seen, you know, people fuck in person.”
“Ooohhhh, our girl might be discovering a new kink, Billy Boy.”
“Well, this is all about education,” he said, kissing Ariana and getting into place as Sabrina moved to the side of the bed, her eyes glued to the scene as Billy entered Ariana and began giving her everything he had, no build up. And Ari loved every second of it.
“Mmmm fuck yes! Fuck me just like that baby,” she screamed. “Fuck...fuck I love it like this...fuck yes...so fucking hot and dirty...mmmm fuuuuuccckkK!”
Sabrina began to finger herself, Ariana lost in the pure ecstasy of being fucked senseless while Billy utterly ravaged her body. It was totally unlike any sex she'd had before, especially with Billy. It was both a huge turn on and fascinating to watch. She licked her lips and moaned, tweaking her own nipples when Billy sucked and bit on Ariana's, the Dangerous Woman's eyes fluttering and begging for more.
“I want that cock again,” Sabrina moaned. “I want you back inside me so bad...”
“Mmmm, sure thing honey, I'm obviously big on sharing.” With a quick kiss, Ariana moved and Sabrina got in her position, then surprised them both a little by getting on all fours.
“In my ass,” said Sabrina. “Fuck my ass...fuck it Billy...fuck it good for me.”
“I fucking love this girl,” Ariana said. “She's so awesome.”
“How about you show that appreciation while I give her what she wants?” suggested Billy, getting a nod from Ariana.
As Billy pressed his cockhead against Sabrina's puckered opening, slowly getting through, Ariana slid under the girl, licking her pussy and doubling Sabrina's pleasure and stimulation.
“Oh shit....” Sabrina said, barely above a whisper. “Oh my God that's good...oh fuck don't stop...oh shit...” Before too long, Billy found his rhythm, giving Sabrina the ass fucking she wanted while Ariana enjoyed herself, alternating between licking Sabrina's clit and sucking on Billy's nuts. And then Ariana got a surprise of her own when Sabrina moved her head down to eat her out again.
“LOVE this girl,” laughed Ariana. “Ohhh that's it honey...fuck, I'm taking you on tour again sweetheart...”
“Mmm would LOVE that.” Sabrina replied. “Fuck...mmm Billy this is so good...fuck you both are so good...oh fuck...”
Ariana gave Sabrina's pussy a few more licks before moving out from under her, kissing the the girl deeply and looking deep into her blue eyes with her brown eyes.
“Mind if we switch places honey? One last time?”
“Mmm, you want his dick in your ass too?”
“Great minds think alike,” winked Ariana. Sabrina smiled back and Billy slowly pulled out. Ariana then got on all fours.
Before Billy pressed forward, he had an idea. “Sabrina, how about you lay down right there, let Ariana have a bit of a snack while she getting her ass fucked?”
Sabrina smile, laying out, her legs spread in front of Ariana. Ariana gave Sabrina a smirk before moving her head back between Sabrina's legs.
“Oooooh Ari...fuck that's it...” Sabrina sighed, her fingers running through the brunette's hair. Being eaten out by Ariana while getting a full view of her being fucked in the ass was amazing beyond words, the images burning in Sabrina's memory. Every moan, every look of absolute pleasure on Billy and Ari's faces spurring her on more and more. And when Ari finally came, Billy balls deep in her ass, that combined with all the stimulation during and up to that point was too much for Sabrina, the small blonde cumming and cumming hard for the second time in the night.
And obviously, being balls deep in Ariana Grande while she cums, the feeling of that asshole clamping down on his cock combined with the visuals of two beautiful women coming was the finish line for Billy.
“Holy fuck, cumming!” he exclaimed, pulling out of Ari's ass. On auto-pilot, the two well-fucked starlets slid to their knees on the floor, each attacking on side of his cock, almost kissing with it in the middle, alternating between sucking it solo while the other worked on his balls before finally, he exploded, covering both of their beautiful faces in white, hot cum. The last thing Billy saw before falling on to the bed was the sight of Ariana Grande and Sabrina Carpenter kissing and licking his cum from each other's faces.
“Well,” an exhausted Ariana said. “I think she's passing all her courses with flying courses. Of course, I wouldn't object to any extra credit you two might come up with.”
“I'll definitely get back to you on that,” Sabrina said, smiling an orgasm-drunk smile.
Topic: The Mentorship with Sabrina Carpenter (Read 19176 times)