This story is intended for people over the age of 18. I do not own Ariana Grande or anything associated with her, and I make no money from this story. I've honestly never heard some of the songs referenced here, so any Ari stans, feel free to roast me in the comments for any inaccurate representation. Enjoy!

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"Hey, James? Are you coming?" My little sister Megan called out to me as She exited her black Subaru Forester. It was Saturday night, and we had just arrived at the AmericanAirlines Arena after an exhausting seven-hour drive from Tallahassee. Megan and I were in town to see her favorite pop star Ariana Grande and I wasn't particularly thrilled about it. My original plan was to remain asleep in the car for the duration of the performance, but it seemed as though my sister was dead-set of having my company for the evening.

"Huh?" I answered drowsily, still recovering from my uncomfortable car-nap.

"James, get up! It's almost time for the show to start and I will NOT miss Ari, understand?" I responded by rolling my eyes, opening the door. As I leisurely yanked my strong, 6'4 frame from the car, I slammed the car door, which caused Megan to turn around and give me a nasty look.

"Hey, just 'cause you don't want to be here doesn't mean you have to act like a dick!"

"You know that I hate her music." I expressed.

"Yeah ya know, I still don't get that. Ari's voice is absolutely perfect! What's not to like?"

"Maybe how all of her songs are pretty much the same shit, just with different background music?"

"Gosh James, that's a very unique and stupid opinion!"

Like most bratty, teenage girls, Megan loved pop music; personally, I don't prefer one genre over the other, only songs or artists over others. And I definitely preferred a litany of musicians over Ariana Grande. While She does have a beautiful voice, I've never found any of her songs particularly good or different from any of her others. To me, it was just one catchy hook and chorus after another. Maybe, I just didn't like pop music? Luckily, Ariana was extremely easy on the eyes. Her gorgeous face and tight body are the only reason that I agreed to join my sister in the first place, especially considering that I was a last-minute replacement for her best friend who couldn't leave town because She was grounded.

As we approached the entrance, I could hear the mc introducing the opening act, which resulted in Megan grabbing my arm and pulling me towards the venue's front entrance doors; her dyed-blonde locks blowing in the light breeze, as my short, dark brown hair was near motionless. Megan excitedly yanked on my black, Tokyo Ghoul T-shirt as we went inside and quickly exchanged our tickets. We swiftly made our way to our seats, which turned out to be right in the front row. Apparently, Megan had saved up for a long time to land these seats, showing an unhealthy obsession with the petite pop princess. As Megan swiftly took her seat, I made my way to the restroom; completely uninterested with the unrecognizable faces performing on stage. She assured me that I should hurry back since it was almost time for the main event to take the stage. I aimlessly walked around; feverishly seeking somewhere to relieve myself.

Eventually, I made my way to a pair of restrooms and began to enter the men's before a large, bald, dark-skinned man wearing all black almost literally shoved me out of his way; the keys on his key-ring jingling loudly as he did so. I caught myself before I could fully tumble onto the floor. Just as I was going to give the mysterious man a piece of my mind, I was interrupted by his booming voice, as he yelled out at the women's restroom door.

"Ariana, c'mon, you're supposed to be on stage in five minutes!" It wasn't long until I saw the brunette, pop princess in all five-feet of her elegance.

"I know, I know, I'm comin'," Ariana Grande asserted as She adjusted her dress. She turned her head towards me and flashed me her beautiful smile before quickly running off with the large man that appeared to be a bodyguard for the diminutive diva. I watched as they took off down the same stretch that I had minutes earlier before they took an alternative route, likely to get backstage. As I collected myself and stood up, I thought about how if mine and Megan's roles were reversed. If She were the one that had to use the restroom, She would've met Ariana and surely asked for an autograph or something of the sort. I honestly felt a little guilty that I didn't ask her on behalf of my little sister. I soon shook off that idea as well.

Approaching the men's washroom, I stopped at the drinking fountain to quench my thirst. As I drank, I could hear the roar of the crowd as the mc introduced the incomparable Ariana Grande. They were going absolutely nuts, and it gave me a warm and satisfying feeling knowing that my little sister was enjoying the same reaction as everyone else. Finishing up at the water fountain, something shiny and silver was caught in my peripheral vision. I turned and wandered a few steps towards the women's restroom entrance, where the object lay dormant. Bending down to pick it, I realized that I now held a shiny, chrome-colored butt plug, roughly four inches in length and two inches in width. On the base was a pale-pink rhinestone and the engraving on the inside of it simply read "Ari" written in cursive, with the "I" cutely dotted with a heart. Since it shone so brightly in the LED-lit room, I could tell that it had been freshly cleaned.

Dozens of thoughts raced through my mind in the following moments, but only one of them truly mattered: "This must belong to Ariana Grande, and She must've dropped it on her way out of the bathroom." It shone brightly in the palm of my hand, as I thought about what I should do next. I decided to keep it as a souvenir; a reward of sorts for getting dragged all of the way out to Miami. A better souvenir than a CD, T-shirt, poster or anything else sold at the concession stand. Hell, I'd argue that it was even better than an autograph. Simply put, if it belonged to Ariana, then She had definitely "used" it before, and only a hopeless little anal slut would use a butt plug. Though the physical object was of little use to me, my true souvenir was my realization that world-renowned pop star Ariana Grande was a closet butt slut.

I slipped the object into my cargo pocket and finally headed into the men's restroom. Once I had finished, I quickly hurried back to my seat, knowing that my sister was probably wondering where I was. Taking my seat next to Megan, I immediately received an earful of nagging and ill-mannered thoughts, as well as the pop superstar on stage singing the lyrics to her song "Bad Idea". I looked into my sister's eyes, beholding the light of her deep blue sight.

"Ohmigod where were you, James? I CAN'T believe you missed 'God is a Woman'! You are SUCH a silly brother!"

"Oh yeah, well I saw Ariana coming out of the bathroom on my way there!"

"Shush, I don't have time for your lies! I have to LISTEN!" Megan retorted. Since I already knew that Megan wouldn't believe me, I simply gave her a dirty look as a response and slumped in my chair, trying to find a way to relax with the speakers blaring out every word that was sung by the Florida native. Her powerful voice was overwhelming, keeping the audience enthralled with every high note.

Though it took her a while, She eventually managed to dance her petite frame over to our side of the stage. "Finally; this is what got me here, " I thought to myself as I began to examine her. Ariana wore a black babydoll dress with matching black thigh-high boots and a diamond choker around her neck. Her long, brown hair was done up in her signature ponytail and She wore in her ears what looked to be a very expensive pair of diamond earrings. Ariana sauntered across our side of the stage, which happened to be the left side of the stage. I stared intently as She dropped that gorgeous little booty of hers, only to pick it back up, over and over again. Her seductive movements made me think of the butt plug of hers that was hidden in my pocket and all of the lewd things She'd probably done with it. All of the time it had spent buried inside the deepest depths of her most sacred hole. Immoral acts that She would never want the public to know about; didn't know that I knew about.

Several songs passed and as they did, I continued to stare almost blatantly at the petite songstress. At one point, a large felt red chair rose from below the stage; Ariana taking a seat like a queen on her throne. Just as She began "7 Rings", She returned to our side of the stage; moving towards us from the middle this time. This time, however, was a little bit different. Instead of trying to perform for the entire area, She simply stopped in front of where my sister and I were sitting, and operated there. I, of course, continued to gawk at her beauty, simply to satisfy my boredom at this point. She must have noticed that I was taken with her because She was looking directly at me. Ariana wasn't just glimpsing, either. She was staring at me, just as I was doing her, the only difference being that She was singing. It was then that I thought back to when She spilled out of the women's bathroom earlier in the night. I remembered that She looked at me and got a very good mental picture of my face.

"Fuck!" I thought to myself. "She knows that I have her butt plug! Why else would She be looking at me like that!" I turned to look at Megan, who was already turning towards me.

"Ohmigod James, DID YOU SEE THAT! ARI LOOKED RIGHT AT US!" Megan said hysterically before screaming out with the rest of the crowd. I, however, continued to slump in my seat, trying my best to conceal my face.

The concert rolled on, but no matter how hard I tried to stay unnoticed, Ariana cast her gaze on me every time She strolled onto our side. Minute after minute, song after song until her set was almost finished. Without fail, She would always look in our direction, and each time She did, I would try my best to look away. As Miss Grande began to sing her final song of the night, "No Tears Left to Cry", I proceeded to think of an escape route. Nevertheless, She once again made her way to our area and began looking at me. This time though, She dropped to all fours and crawled forward, inching closer and closer until She was staring directly into my eyes. She bestowed upon me her lovely smile; the same one from before. She then turned her attention to a bodyguard standing in the corner. It was the same man from earlier. She gave him a quick, reassuring nod and then fixed her dark brown eyes back on me. I looked over at Megan, but She was so hysterical, spewing out incoherent fan-girl noises. Ariana rose to one knee and gave her perfect ass a little shake, then gradually rose up to finish her performance.

Moments later, the song was finished, and Ariana Grande was thanking everyone in AmericanAirlines for coming out to see her. Ariana waved and posed for a few minutes as the crowd roared, before disappearing backstage. As raucous fans slowly calmed down, arena attendants began to direct everyone out of the arena. They started from the back and worked their way forward, which meant that there was even more of a wait ahead of me. At least, that's what I thought.

"Sir, you need to come with me." The large man announced to me. It, of course, was the same man who had bumped into me before the concert.

"James, what did you do?" Megan asked worriedly.

"I swear I didn't do anything!" I declared. Technically, I hadn't done anything wrong. I just had possession of something that I probably shouldn't have.

"Sir, come with me please." The bodyguard reiterated.

"Megan, wait for me in the car ok?" She nodded as I stood up and started to follow him.

Our trip was completely silent; I was far too caught up in my thoughts to say anything. Even though I wasn't sure where we were going, I had a sneaking suspicion that He and Ariana knew that I had her buttplug. My stomach was in knots as we approached our destination. It was a private dressing room, on this night, belonging to Ariana Grande.

"I... didn't pay for a meet and greet with Ariana," I explained.

"Miss Grande specifically requested I escort you to her dressing room. She said She needed to speak with you," He responded before knocking on the door.

"Miss Grande, I brought the man that you asked me too! We're coming in okay?"

"NO! Rodney, you go away, He and I have something very personal to talk about," Ariana asserted from inside the room. Without hesitation, "Rodney" opened the door and let me inside.

The room was dimly lit, making it extremely hard to make out the details of the room, outside of the large makeup table, whose two, corresponding bulbs were the area's only light source. Anybody with eyes, regardless of the lighting, could easily see the gorgeous sight in front of me, however. Sitting on the black suede couch was a completely lingerie-clad Ariana Grande, one leg crossed over the other. She looked even more stunning now more than ever in her matching black lace bra and panty set, embellished with a hot pink floral pattern. The base of her attire was complemented by a pair of white, ankle-strap Louis Vuitton pumps and a jet black silk robe. She toyed with her now free-flowing hair, before motioning for me to lock the door. Ariana then gave me a silent invitation to take a seat next to her. I stood still, absolutely stunned, before slowly heading towards the couch and accepting her invitation.

"What was your name, sweetheart?"

"It's James", I answered.

"It's nice to meet you, James, I'm Ariana."

"Yeah, I uh, I know who you are. My sister is a huge fan."

"That's great. So, you're the guy that I saw before the show?"

"Yeah, uh, that's me"

"Oh, c'mon, don't be so shy," Ariana asserted before scooting in closer. "After all, you do have something of mine, don't you?"

"I don't know what you're talking about," I declared, trying my best to keep a poker face.

"I think you know exactly what I'm talking about. You have my anal plug, don't you? There's no sense in trying to hide it, James. I dropped it on my way out of the restroom and you picked it up, didn't you?" I reached down into my, not trying to hide or lie anymore. Although possession of my souvenir was in jeopardy, I didn't see the point in trying to conceal it anymore, and I definitely didn't want a huge pop star accusing me of stealing. With the base of the butt plug in my grasp, I held it out to Ariana. To my surprise, however, was how She accepted my honesty.

Whilst I held the base, Ariana leaned in and wrapped her full, pink lips around the length of the sex toy. I could almost feel the warmth of her mouth radiating off of the metal of the plug. After briefly suckling on the cold alloy, She pulled her wet mouth off and used her hand to hold me down whilst mounting my prone body. Ariana dropped her head and placed her luscious lips on mine, our tongues mingling wonderfully.

"You wanna know a secret, James?" Ariana whispered seductively as She pulled her chops from mine. "I dropped my butt plug on purpose. I saw you there and I took my chance."

"Chance for what?" I asked with a puzzled look on my face.

"The chance to have a real cock for a change; a real man's warmth. I could just use one of my bodyguards, but that's so unprofessional. I needed a reason to get you back here, so that's why I dropped the anal plug," Ariana explained as lay on the couch, totally shocked. We quickly locked lips before She broke our embrace again.

"Please James, I need you inside of me," Ariana pleaded out.

"Though I'm perfectly okay with this, I need to know why you chose me? Why not just have one of those celebrity fuck-boys take your ass?"

She responded swiftly and sexily, stating, "They won't do it. I've asked many of them and they were all either worried about hurting me or just didn't want to do anal at all. Mmmm, but you don't have to worry about hurting me, baby, because I want you to fucking break me!" Accepting her plea as a cry for help, I took control of our situation, pinning her down and forcing another passionate kiss.

"Where do you want my cock, Ari?" I asked redundantly.

"I want it in my ass!" Ariana implored.

"Where?" I teased; knowing full well I'd heard her the first time.

"I want it to fill my little asshole! I've never had a real dick in my ass before and I want it sooooo bad. My toys just aren't enough to satisfy me anymore, I NEED the real thing!"

As the shameless superstar begged me to fuck her, my cellphone buzzed loudly, interrupting her desperate monologue. I yanked it out of my pocket, using my other free hand to keep Ariana pinned down. Showcased front and center on my screen was a text message from Megan, which merely read, "Where are u!", followed by a few angry face emojis. I quickly sent her a message assuring her that everything had gone smoothly and I'd met up with some friends who went to the University of Miami. I let her know that I was spending the night here, and encouraged her to go home.

Tossing my phone to the side, I refocused my attention on the petite princess that rested below me. I planted another kiss on her delicate lips before moving down and planting a few on her neck, as well. I paused for a moment, however, giving her enough room to remove her heels, robe and bra, exposing her small but supple breasts. Ariana flashed me a kind smile, identical to the one she'd shown me before the concert earlier.

"Do you like them? I know they're kinda smaller than most girls," Ariana asked bashfully.

"I think they're perfect, Ariana," I assured. She thanked me and gleamed once more as I welcomed her by taking her left breast into my mouth, using a free hand to fondle the other. The skin in her breasts was smooth and delicate, and her nipples were extremely pert. I bit down on her left nipple, which drove her completely insane. She squirmed about as soft, sensual moans began to exit her mouth. I teased her other nipple as well, this time just using my fingers to pinch it instead. Her moans changed to whimpers, and to seemed to me as though She was a little inexperienced with this kind of sex play. The sounds that Ariana was making made me hesitate; though She wanted me in control, to be dominant, I definitely didn't want to hurt her. I only wanted her to feel the utmost satisfaction. That was the best way to make this moment, the ultimate souvenir.

"James, it's ok, just please, PLEASE do whatever you want to me!" Ariana begged, reassuring me as my hands returned to her soft flesh. I caressed her breasts for a few more moments, before continuing my exploration of her marvelous form. A placed a few sharp pecks on her tanned belly as I took the sides of her thong and jerked it down her toned legs. Tossing her panties aside, She spread her legs apart, giving me a full view of her "billion-dollar pussy" in all of its glory. I kissed my way up her left leg, before stopping at the inside of her thigh. I took Ariana's hand in mine as I placed a single, soft kiss at the top of her warm, enticing entrance. She trembled following my gentle touch, and I being an absolute gentleman, decided that I had teased this gorgeous woman more than enough. It was time for me to try my best to really make her feel like a star.

Cautiously, I slipped my tongue into the heart of her femininity. The heat that radiated from her folds wrapped swarmed my tongue. Ariana was already remarkably wet; the elegant aroma of her perfect bud driving my cock wild. Her left hand met my right as I began to passionately eat her out. The lascivious pop star moaned out like a depraved animal as I tasted her. I pulled out every trick in my sexual playbook to make a strong impression, especially since I was well aware that this was not what She really wanted. Ariana had brought me here to fuck her up the butt. That's why I needed to impress with this cunnilingus.
Miss Grande's free hand clenched the materials of the sofa hard as she moaned loudly, showing me that I was doing a great job so far. I amassed a small handful of girlfriends in my past, but none of them were quite like Ariana. I had never been with a petite girl before, and She was far tighter than any woman that I had ever been with. I churned my tongue about ferociously, making sure to please every inch of her; wanting nothing more than to savor her extraordinary flavor. Continuing my assault of oral stimulation, I could feel her pussy tightening even further, wrapping around my tongue like a slippery vice. Her grip on my hand tightened as She moaned uncontrollably, so much so, in fact, that I worried her bodyguard would bust the door down and catch us in the act. There was no sign of him, however, so I pushed the thought out of my mind and completely refocused on Ariana. She would reach her climax very soon, and I was almost desperate to put her over the edge. As a means to accomplish this, I relocated my mouth and began to exclusively suck on her desirous clit, while using the middle and ring fingers on my free hand to penetrate her feverishly.

Ariana went almost completely silent when She came; I collected all of the sweet nectar that leaked onto my taste buds, before looking forward, desperate to get a glimpse of an Ariana Grande o-face. It was everything I'd ever thought it would be and more; my eyes becoming a Polaroid machine, taking a mental picture that I would never forget.

"You're way too good at that," Ariana whispered as She came down from her orgasmic high.

"You know, I've never had a girl cum that hard before without my dick, so, maybe you're just a little sex-crazed nymph?" I retorted.

"Maybe so," She smirked. "But regardless, I think it's my turn to make you feel just as good." Standing me up, She pulled down my shorts, as I helped her remove everything else. Ariana quickly dropped to her knees and inspected my hidden bulge.

All that remained were my boxers, and She made an event out of removing those. Using her delicate, feminine touch, Ariana slid down my boxers, my rock-hard shaft springing out and nearly hitting her in the face. The size of my dick wasn't unheard of by any means, but as Ari took sight of my eight inches of length and two inches of width, her eyes twinkled glowed like freshly polished mahogany wood. With no instructions necessary, She wrapped her plump lips around my dick, sucking on the tip before working her way down my shaft. She was a skilled cocksucker, bobbing her head, up and down, before attempting to take my entire length.

"Oh God, aaaahh fuck! That feels so fucking good Ari," I moaned aloud as I stroked her long, silky brunette hair.

The warmth of her mouth around my cock was a similar feeling to that of her pussy around my tongue; a sensation that drove me wild. As the tip of my cock slipped into her welcoming throat, I gazed at her adorable face. She sunk her long, glamorous black fingernails deep into my legs as She held her face down on my throbbing tool.

Though She could keep it going for a handful of moments, it felt like an eternity. Each passing second felt better and better; leaving me nothing more than a trembling mess by the time She stopped to catch her breath. Ariana quickly repeated the process; this time forcing my cock even farther into her windpipe. It was too much for me to bear, and I needed to endure so Ariana could get her wish. She tried her best to keep me going, pulling her face up and switching to more a sensual form of fellatio. I wouldn't be able to hold out though; the arousing look She was giving, mixed with her moist tongue coiled around my aching shaft pleasuring me beyond belief. Having Ariana Grande, of all people, licking up and down my shaft as if it was a Blow-Pop, would be too much for any man to overcome, nevermind one who had never been sucked off by a beautiful woman like this.

With a mind-numbing orgasm all too close, I had to act fast. Luckily for me, however, I didn't have to. Ariana sensed my impending climax and removed herself from my cock, gifting me with the only pair of blue balls I'd ever been happy to receive. Coming from a blowjob would've been great, but the true reward tonight was her sweet, virgin asshole. My prize was her ass, and that's what I knew I should focus on.

"You were about to cum, James. Did you forget that I brought you here to take my sweet, little ass? Maybe you need a reminder of where your cum really belongs!" She purred, leaning over the couch and sticking her rear out before spreading her firm cheeks. I could tell by her humorous demeanor that She was getting more and more anxious. With every passing second, her hunger for an anal plowing grew. I decided not to respond to her; words weren't necessary to truly appreciate the view that the pop princess was giving me. I, instead, decided to deliver a swift smack to her exposed ass, causing her to jump with surprise.

"Did you like that, Ari?" I asked, raising my tone to gain control of the situation.

"Mmm, fuck yeah. How do you like my butt, baby? Do you like it as much as you like my tits?" She asked seductively.

I gave her bum another harsh spank, then whispered seductively into her ear.

"I love it even more. It's perfect. I'll take great pleasure in making it gape for me." Asses had always been my favorite part of the feminine form. No matter the shape or the size, every butt was a great one, in my humble opinion. And a superb, tight booty like hers, deserved the utmost attention. She turned back and looked at me, giving me the perfect opportunity to kiss her on the cheek.

She mistook my peck for a passionate embrace, pulling me for another heated quick French kiss, before smacking her own ass and screaming out loudly.

"TAKE IT AND OWN IT, BABY! FOCUS ON IT!".

Ariana Grande's tiny little orifice was begging to be filled, and I was determined to suppress her craving. But, there was no way I was leaving this room without feeling her tempting core fastened around my manhood. To calm her appetite, I rummaged for the butt plug that was now hidden between the sofa cushions, and for the second time, took the base of it in my hand. With it's a cold metal pointing outward, I pressed the toy against her throbbing hole, causing her to gasp.

"I will take your ass tonight, Ari, you can count on that. But I think we need to loosen you up first, yeah?" I sternly announced to her.

"Do whatever you want to me, James! I wanna be yours soooo bad!" She purred as I pushed the plug deep into her sphincter. The young superstar made blissful sounds of pure eroticism as the frigid metal toy stretched her most private sector.

"I'm gonna put it in your pussy while your toy opens your back door up, is that okay Ari?" I asked.

"Oh God, that's so hot!" She purred, every inch of her drenched in sexual arousal.

"Please double-stuff me, fill me up." I took her bawdy dialect as a confirmation and lined my cock up with her soaking wet entrance, thrusting forward the moment our sexes met. Her folds instantly welcomed the first few inches of my stiff member, but I couldn't just slide all the way in. I tried pushing forward a second time, but her walls collapsed; ensnaring my cock in the heat of her obscene solidity.

"Fuck, Ari! You're soooo tight babe," I said, the pleasure dripping off of every syllable. At this moment, the "incomparable Ariana Grande'' looked more like a porn star than a pop star, something that made this whole experience even more fulfilling. The feeling alone nearly made my brain melt, but I placed my hands on her hips and continued to shove my dick deeper and deeper. After a few solid, amazing minutes, I was finally able to fit my entire length in her tight pussy. As officially began to fuck the world-famous singer, her cunt continued to latch onto my dick. I pushed the tremendous satisfaction out of my mind and proceeded with my unthinkable penetration of her saturated box.

Slowly, my hips progressed, allowing her pussy to loosen and fully accept the shape of my member. Once I had stabilized built up, I added more vigor and velocity to each thrust. Every stroke made her wetter and wetter, only further proving that her pussy and my cock were quite compatible. As my hands found a new home on her scrawny shoulders, I continued to slam my staff into her, hitting a new spot with every dynamic entry. No matter how many times I sheathed and unsheathed, however, She never stopped gripping me. Ariana made just about every lewd noise possible; her enticing moans making my cock grow harder and harder. This time, though, I stayed focused. I needed to hold on a few more minutes, enough to loosen up her ass. She was, of course, an anal virgin, and I definitely wanted her to enjoy it when I snatched her butt cherry.

Clutching her shoulders in my grasp, I pinned them down, giving full access to her rear end and, better yet, even deeper admission into her pink pearl. Ariana reacted very well to my dominant act, going as far as to raise her cute bottom as high as She could, giving me the perfect angle of penetration. And penetrate I did, far faster and harder than I had previously. I put each ounce of strength into every thrust, the tanned flesh in her booty rippling slightly as it came in contact with my thighs time and again. The sounds of my punishing thrusts brought me close to orgasm again, and as I tried to hold out, I felt her walls tighten around me again.

Both Ariana and myself were on the brink of staggering climaxes, and our night could not end here. Not until I claimed her butt cherry for myself. I went with the only idea that flew into my head, which was to abruptly snatched my cock out of her. Though I brutally edged both of us in the process, neither of us had come, and that's what really mattered.

Ariana turned to me and asked saucily, "Is it time? Are you gonna fill my perverted asshole now, James? I've been a good girl all night, and I've waited soooo patiently." I picked up her light frame and adjusted her into a missionary position.

"I wanna see the look on your face when a complete stranger takes your ass, the look in your eyes as I fuck you like a dirty whore!" Ariana gifted me her best pair of "fuck me" eyes as I slowly ripped the butt plug from her ass. Setting it aside, I watched as her cavernous hole lazily sealed itself. The force of my thrusts had only helped stretch her hole out even further. I reminded her to relax as I took my shaft into the palm of my hand.

The eye contact we made was intense as I finally squeezed the tip of my cock into her asshole. I had done it. Ariana Grande was no longer an anal virgin, all thanks to a random fan in the audience. Ariana's most private hole was just as amazing as the rest of her, though this sensation was far different than the others. Her virgin hole felt amazing; somehow it felt even better than her pussy. The more pushed forward, the more her ass strangled my cock, and the harder I got. It surprisingly swallowed up a large portion of my length, though it was obvious She was still in a great deal of pain. After all, this was her first anal experience with a real cock.

"FUCK! IT'S SO TIGHT!" She cried out. What was a gaping chasm had quickly swallowed my phallus, wrapping around it and leaving just enough room to push forward ever-so-slightly. I kissed her softly as if to reassure her that I would take it nice and slow until She had fully adjusted to the size and shape of my member. I cupped her tender, perky left breast in one hand as I caressed her face with the other. The sight before me was one for the ages; the pretty little pop star impaled by cock. When I finally managed to fit my full length into her tight hole, I began to feel her hole loosening. This gave me the opening I needed to really commence the butt fucking. Ariana had no complaints either; the desperate woes of pain now began to fade as She began to lustily call out to me.

With my dick now invading her deepest depths, I began to move my hips. Pulling my cock roughly halfway out, before slamming it back into her, a rhythm that I settled into quite well. With every violent thrust came an even louder, more erotic noise out of Ariana's mouth. I watched as She closed her eyes, allowing the tension in her rear to overwhelm her. She was completely lost in a euphoric trance, falling further and further down under my spell with each devastating blitz. The sweat dripped from my face, almost in unison with her moist pussy. I felt my blood beginning to rush to my cock as an impending orgasm drew near. Judging by the look on her face and the closeness of her anal walls, She was getting close too.

Clenching my teeth, I popped my cock out of her ass, effectively awakening her from her hypnotic state.

"W-why'd you stop? I was so close!" She implored.

"I want to see your little fuckhole gape, Ari. Show me your biggest gape, then I'll let you cum." Ariana scoffed at me and proceeded to spread her ass with every ounce of strength She had. Her gaping asshole was a beautiful sight, but I honestly didn't care if She could open it or not. It was simply an excuse to recover my cock. I refused to allow this evening to end prematurely, under any circumstances. And she loved my dominant nature, so I couldn't help but take advantage of the benefits it gave me.

"How is it?" She asked, almost politely.

"It's lovely, Ariana," I answered, "I think you've more than earned your reward." I plucked her from the couch and gently placed her small frame on the soft carpet ground adjacent to the furniture. To her surprise, I lifted up her legs and pushed them forward, setting them parallel to her head. With her body now under my total control, I reinserted my dick into her begging orifice.

Instead of taking a slow and steady approach, however, I decided to ram her butt fast and forcefully. Ariana bellowed emphatically, letting the world know that She was loving every second of the destruction of her ass. I plowed into her at maximum speed, using all of the stamina that I had and even dipping into my reserves a bit. Her walls began to close in again. The difference is that this time, there would be no stopping. Ariana threw her back as much as She could as if her mind had gone completely blank. Her once compact backdoor was now completely loose, my throbbing cock entering and exiting freely with little to no resistance.

The position we were in began to grow tiresome on my legs, forcing me to make a drastic shift. I lifted the petite princess for the final time that night, holding her up against the wall as I penetrated her. With the only light coming from the small lamp perched in the far corner of the room, I could no longer see any part of her gorgeous face. But it wasn't necessary. Ariana's eyes shone brightly as my cock scrambled her insides. She trembled as her asshole contracted, this time though leading to a beautiful climax. I kissed her deeply as She gushed, hoping to contain her deafening moans orgasmic bliss. Moments later, my muscles tensed up and my cock beckoned to me, informing me that the time had come. I shot several thick strands of my sperm into the rooted cavern that Ariana Grande's butt had become.

"Mmm shit! I can't believe you came so hard. It feels so warm in my ass! Soooo gooood!" She ranted as I plucked my manhood from her; a large amount of the semen that hadn't been swallowed by her hole still clung to my glistening rod.

Ariana put her cerebellum to work, desperately trying to hold herself up without my assistance. Unfortunately, her lower body was almost completely useless, still ravaged from a blend of ass-pounding and anal orgasms. She collapsed onto her knees, her head positioned just below my cock. Almost instinctively, Ariana wrapped her lips around my dick and jerked it hard, making sure every last drop of my seed was somewhere inside of her. This was also a bonus for me since ass to mouth was arguably the dirtiest act She had done all night.

"How does your ass taste when it's mixed with my cum? You're such an obvious ATM whore, so I know that you've tried your own ass before," I queried bravely. Continuing to speak to her in this tone was honestly a huge risk. She had gotten what She wanted and could easily make this a horrible situation for me.

"I tastes even better than usual!" She giggled as relief filled my person.

She sucked off the remainder of the butt cream that still covered my cock before flashing that sultry smile of hers one last time.

After a few moments, Ariana was able to stand, staggering to the couch and plopping down. She asked me to head over to the linen closet and fetch a few towels for us to freshen up with. I obliged, tossing Ariana hers before swiftly wiping myself clean. I took the available seat on the sofa and began to redress myself as She trekked towards the make-up table and retrieved her carry-on suitcase that sat adjacent. She quickly redressed herself as well, this time throwing the simple, modern look of an oversized black sweatshirt, tattered skinny jeans, and white sneakers. It was a casual attire that most women wouldn't be able to pull off; She, of course, looked amazing.

"Well, I guess this is goodbye then," I said, throwing on my shirt before heading to the door.

"James, wait!" She exclaimed as I turned towards her.

"Use the emergency exit over there, just in case," She said, directing me towards the back entrance of the room.

"Oh, and James," She spouted out as I faced her again.

"Keep a close eye on this." She handed me a copy of her tour schedule, with "ARI" and a phone number freshly inked on the back.

"When I'm performing around your area, let me know! I'll give your little sis some tix," Ariana affirmed.

"What about me?" I asked, almost ironically.

She pulled me in, kissed me hard and seductively announced, "baby, you don't need a ticket, you've got the 'backdoor pass'."

She concluded with, "After all, you did make it yours." With one last kiss to the beautiful pop star, I was on my way out of the door.

Deciding that it was a little too late for a journey home, I called a motel in advance and reserved a room close by the arena. As I lay on the bed of the beige room, I inspected the tour schedule. I programmed her number into my phone, stylizing the contact as simply, Ari.

To test out the number, I sent a message that read, rather blandly, "Hey, it's James", something wouldn't be awkward if it was a random wrong number. Several minutes passed until my phone buzzed, a new notification appeared on the interface, then it quickly buzzed again. The new contact had responded, first with a picture of Ariana herself, making a very sad, puppy dog face.

The second was a text message. The message read, "my ass feels empty." I briefly smiled before thinking about my position before my night began.

Soon after, I sent another message, this one to my sister, reading, "Thanks for bringing me along! I had a GREAT time!" Before setting my phone aside and drifting off to sleep. Needless to say, I was perfectly satisfied the souvenir I'd received.