"One Time Hall Pass" with Hailee Steinfeld and Olivia Holt

[MiamiLyfe]

One Time Hall Pass
Starring Hailee Steinfeld and Olivia Holt
By MiamiLyfe
Codes: MF, Public, MFF, Oral, Spank, Squirt, Facial, Anal, FF
Disclaimer: The following is completely fiction;

A/N: Except for some details, this story comes straight from a dream I had. This is my first attempt at writing a story, and I hope you enjoy it. This story was originally posted as a three-part story, but I decided to combine it all into one story. Also, it has been edited because I did not know what I was doing when it came to spelling, grammar, and proofreading back in 2017.

Pushing open a door, I moved quickly into the back hallway, trying to gain my composure as I pulled my cell phone out of my pocket and wondered how I had gotten into this situation.

About two months ago, I was just a regular guy until an incident happened that put me in the public spotlight, and overnight, I was thrust into the public spotlight. I was going on all the interview shows and was invited to many different parties. While I hated some of the extra attention, it did have some nice perks like getting to meet people you'd never thought you'd had the opportunity to meet and getting invited to some exclusive events. At one of the first events I went to in New York, a black-tie party at one of the museums, I had met Emma Watson. She was probably one of my top Hollywood crushes, and I was extremely nervous about introducing myself to her. As luck would happen, we hit it off right away. We began hanging out a lot and eventually hooked up. Twitter and tabloids had a field day when a photog got a pic of us kissing at a restaurant. Just as my public exposure was starting to die down, it now was kick-started all over again. That was a little over a month ago, and today I find myself alone in a hotel ballroom in LA at some event that I couldn't even tell you what for. With Emma having gone back to London to visit family 10 days ago, I hadn't even planned on going to this thing. Still, Emma talked me into going since I would be in LA, and it'd be better than just hanging out in the hotel room.

Now that I had finally gotten someplace quiet, I called Emma.

"Hello?" She answered in a groggy voice. I'd obviously woken her up.

"Hey, it's me. Are we exclusive?" I asked.

"What?"

"Are we exclusive?"

"I don't...Do you know what time it is her?"

"Oh, yeah, sorry. I forgot about the time difference. It must be pretty late there."

"More like early at this point. Why are you asking me if we're exclusive?"

"We haven't had that talk, and I'm at that party, and some of the women here have been kind of all over me …."

"Oh really?" She said sarcastically.

"Look, joke if you want, but between you being gone for over a week, the way Victoria Justice, Olivia Holt, and some others have been flirting with me like crazy and the looks I've gotten from Hailee Steinfeld... I am rock hard and ready to burst."

"Aww, poor baby."

"Look, are we exclusive or not? You know I really like you, so if we are, I'll go to my room upstairs and just beat off. If not, then I may just bend over the next actress that walks up to me and fuck right there in the middle of the party."

"Hahaha, oh my God. I really like you too, and I do want to be exclusive…."

"Okay," I had mixed feeling about that answer at the moment and was ready to hang up.

"But! I know you're not really used to getting this kind of attention, and we did hook up pretty soon after you got into public attention. So, for this one night, you can feel free to properly enjoy your 15 minutes of fame."

Her answer stunned me. And honestly, I was so horny and backed up with cum my brain couldn't process her response. "Wait, what?"

"I giving you a hall pass!" Emma exclaimed. "I know it's like every guy's fantasy to have a one-night stand with some young celebrity, and it's rare any of them get a chance. So for tonight, you get your chance."

"Are you sure?" I still couldn't believe what I was hearing and thought this had to be some kind of test.

"Yes, I am sure, so long it's over as soon as they leave your room and we don't ever talk about again."

"Okay. Thank you?"

"You're welcome. Now, go bang the crap out of one of those young cunts and let me go back to sleep." And with that, she hung up.

I put my phone back into my pocket. And slowly walked back to the party feeling equally astounded, confused, and horny.

I went to the bar and got a beer. Turning around to survey the room. As I looked around, I unconsciously chugged my whole beer in a matter of seconds. When I was done, I turned back to find a table to put the glass down. I bumped into a woman.

"Oh god, I'm sorry." As I stepped back immediately recognized the woman I bumped as Hailee Steinfeld. Hailee looks fantastic as she always did at these things, with her hair straightened and wearing a short black sequenced dress that, while it didn't show any cleavage, it did an amazing job showing off her shapely legs and stilettos.

"It's no problem. I'm Hailee, by the way," she said, extending her hand and giving me a big smile.

As I went to shake her hand, all the confusion and other feelings from my conversation with Emma went away, and I was left with nothing but feeling pure lust.

"I know who you are. And I also know you've spent a good part of the night looking at me the way a hungry lion looks at a gazelle."

It was evident that comment shocked Hailee.

"Look, normally I'd like to talk like this, but tonight I have a one-night hall pass, and I am so horny right now I'm probably 4 minutes from blowing my first load. So, if you want to go my room and fuck until one of us either passes out or breaks our pelvis, great, if not, I gotta split and find someone who does." I'd never been so blunt with a woman before in my life. Honestly, I'd never had the confidence to be so bold, but at that moment, the head on my shoulders wasn't the head that was doing any thinking.

Hailee hesitated for a few seconds taking in what I just said before a dirty smirk came across her face, and she said, "Lead the way."

Quickly I put my glass down and led her towards the exit at the far end of the ballroom that led to the lobby. We were walking swiftly but still trying to get away without being noticed. Unfortunately, or so I thought at the time, we were not successful.

"Oh my God! You're not leaving already, are you? I was hoping we could hang out some more." A tipsy Olivia Holt cut in front of Hailee and me before we could make it to the exit. I had hung out a little with Olivia earlier in the night. In fact, it was her flirting and grinding up on me on the dance floor that pushed me to the point that I had to call Emma. Olivia had obviously had a few more drinks since then. Her hair was now a little messed up compared to the perfectly styled hairdo she had when she came in. She also seemed to be swaying a bit on her heels that matched her silvery spaghetti-strapped cocktail dress.

"Yeah, I was heading out. I had a great time with you earlier, and maybe…." Hailee then cut me off before I could come up with an excuse.

"Look, Olivia, he's got a one-night hall pass from Emma, so you can either come with and join us, or you can get out of the way."

This left both me and Olivia speechless.

"Seriously?" Olivia finally said.

Hailee grabbed Olivia's hand, put it on my crotch, and squeezed.

"Seriously. You have 3 seconds to decide."

Olivia looked down at her hand on my crotch gave my rock-hard dick another squeeze before looking back up and saying, "Ok."

As soon as she said that, Hailee was out the door into the hotel lobby with Olivia right behind her and me trailing a few steps behind, still not quite believing what was happening.

Thankfully the lobby was empty for that time of night, and when I got to the elevators, Hailee & Olivia were already there and had pushed the call button.

"You were not kidding about already being ready to blow we're you?" Hailee asked.

"Obviously not," I replied

"What'd Hailee do to get you so turned on," Olivia asked.

"I didn't do anything," Hailee replied.

"Yeah, it's because I haven't been Emma in over a week and girls in that room, like you, who took the opportunity of me being alone to openly flirt and grind up on me all night," I said sternly as I stepped up to Olivia. Olivia meekly took a step back, causing her to back right up against the wall. Hailee, sensing the tension between Olivia and me, spoke up.

"Well, just remember if it weren't for her teasing, you wouldn't be about to have a threesome with two of the hottest young sluts in Hollywood."

"I'm not a slut" Olivia said under her breath.

"Shut up, Olivia!" Hailee spat back before leaning in to give me a kiss. I started to wrap my arms around the Oscar-nominated actress and kissed her back.

'DING!'

The elevator had arrived. As soon as Hailee and I got in the elevator, we went back to making out, only this time with a lot more hunger & desire between the two of us. As he made out, my hands snaked down to her ass, and I started groping her lovely tight ass. I'd seen the pics of her butt in a bikini and fantasized about her before I got together with Emma, so to finally get my hands on that awesome ass was incredible. While I feeling her ass, I realized she wasn't wearing a thong or anything under her dress. After making that discovery, I started to maneuver my hand around to the front of her dress. The elevator was about halfway up as my hand started to sneak up her dress. I could feel the heat radiating from Hailee's sex when Holt again decided to speak up.

"Hey, what about me?"

"Alright, that's it." I said as I broke off the kiss with Hailee and reached for the 'STOP' button on the elevator. My sexual frustration had hit its peak. As lust-crazed as I was downstairs, it had only gotten worse now with the way Hailee was grinding on me, and I needed to cum, and I needed to do it now.

After hitting the stop button, I reached for my belt and started undoing my pants.

"We're really going to do this here?" Hailee asked with excitement in her voice.

"She is," I said, looking at Olivia as I pulled out my dick.

"I knew you had a nice cock." Olivia exclaimed as soon as she got a good look at it. While I won't be doing porn anytime soon, I had nothing to complain about being around 7.5 inches with some nice girth.

"Yeah, well, it's time you take care of what you started," I said as I put my hand on the short blond Disney star's head pushed them to her knees.

"Alright, no reason to get so rough." She said. I wanted to say something back, but as soon as I felt his small hand grasp my cock, I forgot about everything else but the way she gripped my tool and then again when she liked my head for the first time. After a few more licks, Hailee got my attention back by leaning against me and placing several light kisses across the side of my face before I turned back to her, and we started to make out again. Olivia continued to tongue my cock and suck on the head. Part of me wished I could have stayed in that moment forever but with us in an elevator not moving, I knew we didn't have much time. After a minute or two, Olivia was still just taking her time, so once again, I was forced to break things off with Hailee to refocus on Olivia.

"Alright, we need to speed things up," I said as I put my hand that wasn't groping Hailee's ass on the back of Olivia's head and then shoved my whole cock down her throat. I then started to face fuck her before Olivia got the point and took over.

"At least she's finally putting her mouth to good use," Hailee said as she enjoyed the show.

Turns out Olivia is a really talented deepthroater. I guess she'd had to be with some of the rumors I'd heard about how things are run at the Disney Channel. Within a few minutes, I was in total bliss. I was leaning up against the back wall groaning due to the pleasure. But it was when I looked down and saw Holt's brown eyes looking up at me, and my cock wedged all the way down her throat that I lost it.

"Oh God, I'm cumming!" I yelled.

Olivia pulled back a bit, so only my head was still in her mouth, and then started tickling under my head with her tongue until I exploded. And I do mean exploded. I've never shot off a load as big as I did then in my entire life. Olivia did her best to swallow as much as she could. Still, about halfway through, she let go of my cock, and Hailee, who I didn't even know had sunk to her knees, quickly replaced her taking the rest of my load in my mouth.

When I was finally done cumming, Hailee, who unlike Olivia, had not swallowed, opened her mouth to show me my load, then turned to Olivia and gave her a big open mouth kiss, who had been looking on with her mouth agape as she caught her breath. Guys let me tell you, if you have never watched as Hailee Steinfeld and Olivia Holt snowball your load between them, I highly recommend it. Eventually, the two swallow what's left of your cum in their mouths, and I put my dick away. As Hailee stood back up, she released the "STOP" button, and the elevator continued on to my floor.

"I'm not too sure if that was more or less than 5 minutes, but you're right about needing to cum badly." Hailee teased me.

"I know, right! I've never taken such a huge load before." Olivia added

"Thanks?" I said, taking what they said as a compliment as I felt all my pent-up tension gone for the first time in a while, and I could finally think clearly.

'DING'

The elevator came to a stop again, this time at my floor, and the doors opened.

"Now we just have to hope you have some left for the rest of the night," Hailee said with a cheeky grin before taking Olivia by the hand and stepping out into the hallway.

As I opened my hotel room door and watched Olivia Holt and Hailee Steinfeld strut past me into the room, I'll admit that my nerves were starting to get to me. After finally cumming thanks to a blow job by Olivia in the elevator, I was finally starting to think straight, and considering my usual shy demeanor, that was not a good thing. Until two months ago, I was an ordinary guy who'd have masturbatory fantasies about women like Emma Watson, Olivia Holt, and Hailee Steinfeld. Now I was dating one and about to have a three-way way with the other two. And suppose that wasn't intimidating enough, considering I'd never remotely come close to having a chance at a threesome before. In that case, I was really starting to doubt whether or not I would have the stamina to pull this off. All that said, I was sure as shit wasn't going to give it a try. So, I followed them into the room, glancing at their asses as they both seemed to put a little extra of a shake into each of their steps.

"You girls want a drink?" I asked nervously.

"Hell yeah!" "Of course." The responded.

I walked over to the mini bar, grabbed a mini rum bottle, opened it, and downed it hoping to calm my nerves. I then grabbed another bottle of rum for me and a handful of whatever else they had in there. I turned around, and to my surprise, neither girl was in the room, though I could faintly hear them talking.

I followed the sounds of their voices, and as I moved towards the bedroom, I could start to hear them more quickly.

"Have you other done anything like this before?" Olivia.

"Yeah, a bunch of times," Hailee answered. "The first time was with Anna Kendrick and a producer so I could get the part in Pitch Perfect. Then there was the time with Selena and Taylor when we all got really drunk. Since then, there've been a few other times. I usually don't do the all-girl thing unless I'm really drunk. There just is no replacement for a good hard dick. What about you?'

"A few times. Some of those Disney cast house parties can get kind of crazy," Olivia said shyly.

I stayed in the bedroom doorway, listening and watching them talk in the dark bedroom. The only light came from the city lights through the large floor-to-ceiling window. I was quiet, totally enthralled by their conversation, and hoping they would continue. Still, Olivia must have seen my reflection in the window and turned around, so I entered the room and gave them the pick of the mini bottles in my hand. Has grabbed the tequila while the Tennessee girl took the Jack Daniels.

"What about you?" Olivia asked me as she untwisted the top of the bottle.

"Me? A threesome? No. never. I've only ever fantasized about it," I said before downing my second bottle of rum.

"Well, aren't you lucky? Emma gives you a hall pass, and that opens up your chance to realize your fantasy." Hailee said before taking a sip from her bottle.

"UMMM!" Olivia moaned as swallowing the whiskey in her mouth so she could speak. "I forgot you're dating Emma Watson! Oh my god, what's she like? I'm such a huge Harry Potter fan!"

"Ahh… she's great… I mean…" I looked to Hailee for some help, feeling a little uncomfortable telling the girl I was about to fuck how great my girlfriend was. Hailee just simply rolled her eyes before finishing her drink.

"Here," Hailee told Olivia while taking the other bottle of Jack out of my hand and handing it to Oliva. "Drink this." Olivia took the bottle, and Hailee stepped in front of me and, while staring me in the eyes says "Now let's turn your fantasy into a reality."

I'd always known from pictures that Haiz had some sexy eyes but up close and in person, staring at you, they were damn near hypnotic, peculiarly while she was dropping to her knees and reaching for your belt. Olivia finished her first bottle of Jack Daniels. She opened the second while watching my pants and underwear drop to the floor. Hailee began kissing my rapidly expanding cock. She had kept eye contact with me the whole time, getting me rock hard. She licked the underside of my cock back and forth before giving the tip a kiss and finally breaking eye contact as she dipped down to take one of my balls in her mouth.

I let out a loud groan as Hailee played with my balls in her mouth. Olivia finally finished her drink and got into action, bending my head down so she could kiss me. I could still taste the Jack in her mouth. Ever since a bad time on my 21st birthday, I'd stayed away from Jack Daniels, but on this night, I didn't mind the taste at all. With one hand on Haiz's head, I used my other to feel up one of Liv's tits. While no one would ever call Olivia or Hailee stacked, I didn't mind. I always tended to prefer girls with more athletic frames and pretty faces, so this usually meant girls with a b-cup, c-cup at most. Olivia fit right into this type, and she moaned into my mouth as I pinched her nipple through her dress.

Hailee then switched it back up, releasing my ball from her mouth so she could deep throat my cock. This sudden change caused me to stop playing with Holt and look back down. Just like before Hailee was staring right back into my eyes, I also noticed that she seemed to have either one or both her hands under her dress. It was at that time an idea popped into my head.

"You know, I've always known I'm a little bigger than average, but I've always wondered if my cock was built for two." Hailee seemed to know what I was getting at and appeared to be smiling while she had half my cock in her mouth. On the other hand, Olivia didn't seem to understand right away until Hailee took her hand, tugged it towards her moved over to make room for Olivia. Liv took the hint and slid to the floor as my dick 'Popped' out of Hailee's mouth, and she began kissing up and down the side. Olivia grabbed the base of my dick and slid it down her mouth, giving it one big suck before releasing it began copying Hailee. It took a few moments, but soon the 2 girls began moving in unison. Each girl with half my cock in their mouth sliding up and down as if as one.

Hailee continued to play with herself as I got the dual blowjob. It was then I heard and felt Olivia squeal. As it turns out, Hailee had reached over with her free hand and began fingering her. We kept up this arrangement for a couple of minutes. The two girls blew Hailee and me, fingering both herself and Olivia. Things finally changed up when Hailee pulled her hand from Holt's snatched and put it behind her head, and the next time the two came to the end of my cock she pulled him in for a three-way kiss between them and my cockhead. I could feel their tongues dancing across my tip as they slipped their tongues in and out of each other's mouths. It was beautiful to watch felt amazing.

"Holy shit." I groaned as they broke apart.

"Alright, I was promised some serious fucking, and it's time you paid up," Hailee told me as she stood back up. She then turned around and bent over while leaning up against the window and pulling up her short dress. The site of Hailee's nude ass bent over and her literally dripping wet cunt peeking out underneath with the lights from the LA night skyline in the background, is one of those sites that will be forever burned into my brain. Any other time I would drop to my knees and bury my face into her snatch, but at this moment, Olivia was still holding my cock. She gave me a quick deepthroat as Hailee got into position. She then pulled me by the cock toward Hailee, but my pants were still around my ankle, so I quickly pulled off my shoes and stepped out of my pants and underwear. Meanwhile, Liv gave Haiz a lick before lining up my cock and releasing me as I slid into Hailee's hot wet pussy.

"God yes, that is it," Hailee moaned as I slid buried myself fully inside her.

"Fuck yes," I agreed. She felt amazing. I just stayed in for a few moments, letting the feeling soak in. Then I slowly pulled back until just my tip was in, took hold of her hips, and then slammed back into her as hard as I could. Then I did it again and again, going quicker and quicker and slamming into her as hard as I could each time.

"FUCK YES! FUCK ME, YOU BASTARD!" I promised her downstairs that I'd pound until one of us either passed out or broke out the pelvis, and I was doing my best to keep that promise. Pounding her as she used the window to help push her ass back into my dick.

"SLAP MY ASS!" Hailee yelled at me. I'd never really had a girlfriend who liked to be spanked before, so I wasn't too sure how hard to do it. I give her a gentle tap. "What was that?" Hailee turned and looked at me, frustrated. I gave her a harder slap, but that still wasn't enough. "COME ON! I SAID SLAP MY ASS!" and with that, I wound up and gave her a big hard slap! "YEEEESSSSSS!!!" Apparently, that was precisely what she needed because right after that slap, her pussy spasmed in orgasm around my dick. Hailee may have orgasmed, but I didn't stop plowing into her.

While this was going on, Olivia kissed my neck while striping me out of the rest of my clothes. I took off my jacket, unbuttoned my shirt, kissed my chest, and licked my nipples as she pushed off my shirt. Now that I was fully nude, it was time to get the girls out of their dresses. As Olivia was bent over, I slid the straps of her dress down, freeing her cute perky titties for the first time. She had small pink nipples, and I gave one a minor tweak and bent down to suck the other before refocusing on Hailee.

I gave her ass one more hard smack before reaching up to unzip the back of her dress. While I wanted to take the dress off her, she was still leaning up against the glass, and I wasn't ready to stop fucking her yet, so I reached around the sides of her dress and felt up her tits. Like Liv, her tits were not that big, but Hailee had some thicker nips that her incredible to pinch and tease.

"Ummmm… play with my nips." Hailee moaned. I had become so focused on Haiz that I hadn't noticed Liv had finished slipping her dress until she turned my head and kissed me. As I pulled away, I finally took in Liv's as she was totally nude except for her heels and a sultry smile. As I scanned her up, and down my vision narrowed when it got to her completely shaved pussy. Glistening in wetness, it was the most beautiful pussy I'd ever seen. Like a moth to the flame, I took my hand from Hailee's breast to touch Liv's clam. Not only was she shaved, but she was unbelievably smooth. Shit was smooth as butter.

"Ummm...yes," Olivia moaned.

"Come on, harder! Fuck me harder," Hailee pleaded. As I was focusing on Liv, I slowed down the pace with Hailee. "Harder!" Hailee pleaded again before turning her head and seeing me fingering Olivia and sucking her nipple.

"Alright," Hailee said while standing up and sliding my dick out of her. "If you want to play with her, go lay on the bed so I can ride the dick." I wasn't going to argue, so I scooped up Liv into my arms and walked over to the bed before throwing the petite blond on it and jumping on myself. I looked over to see Hailee stepping out of the dress. For the first time, I got to see her darker, very biteable-looking nipples and the manicured landing strip she had above her pussy. While Liv looked amazing nude, watching Hailee walk over and get on the bed, there was no question that while she was a good actress and singer, this was a woman who made, for one thing, to fuck. As Hailee straddled me, I sat up gave her a quick kiss before moving down and biting her nipple as she slid down my pole.

"Fuck yes," she signed before rising up and dropping down again. I tried to switch to the other nipple, but I was then shoved flat on my back. Olivia had apparently grown impatient. She straddled my face saying, "Now it's your turn to finish what you started," before dropping her pussy straight down onto my mouth. After gathering my bearings of Hailee riding me, Liv sitting on my face. I hooked my arms around her thighs and went to task. There was no teasing or slow build-up. I just attacked her pussy like a hungry animal.

"Fuck yes! Eat my pussy! EAT IT!" Liv screamed as I continually buried my tongue as far as it would go, swirling it around before sucking out her sweet nectar. Two things became apparent pretty quickly while I was eating Olivia out. First, she had by far the best tasting pussy I had ever gone down on, sweet like a piece of fruit. And second, was, the girl was loud. While Hailee would moan and grunt and occasionally talk dirty, Olivia was a screamer who just could not stop talking.

"That's it, that's it right there," Olivia was shrieking as I was sucking on her clit. I was holding onto her ass cheeks, so when I heard Hailey say "Hey," followed by two smacking sounds, I knew (or rather could feel) that she had given Liv some mild ass slaps to get her attention. Liv looked over her shoulder.

"Turn around," Hailee told her, and rather than just spinning around, Holt stood and turned around.

"How's that cock" Olivia asked as she fixed her hair a bit before dropping back to her knees and resettling back onto my face.

"It's a Goldilocks cock. Not too big, not too small...just..the...right...size," Hailee relied as she timed each of the last four words with herself plunging down on my cock. "How...how is he at eating pussy?"

"Yeah! Yeah! Ummm! He's not as good as Paris or Kelli, but he seems to know what he's doing."

I could feel Liv starting to be more and more forward but didn't think anything about it until I noticed how much quieter it had gotten. I then replaced my tongue with two fingers I squeezed inside her. I was just barely able to move my head around to see what was going on, and while I didn't have a great angle, it was clear the two women were making out, and Hailee was playing with Liv's tit. Watching this, I really started to jackhammer her pussy with my fingers, and she was now really starting to grind against me.

"Ummmm...Yes! Yes!" Olivia broke the kiss, clearly enjoying herself. "Oh my god, yes! Almost! Almost!" When she said that, I instantly knew what that meant, so I took my fingers out instead of using them to rub her clit as I once again buried my face into her sex. Olivia responded by grinding herself harder down onto my face. Maybe 20 seconds later, she let out a high-pitched screech, her whole body shook, and I suddenly felt like I was being waterboarded as her flood of fluid hit my face.

"Oh my god, are you squirting? Are you a squirter?" Hailee excitedly asked as she picked up her pace on my cock.

"Yes," Olivia answered as she slid off me, and I gasped for breath.

"Do you do that often?" Asked Hailee.

"Probably 8 out of 10 times. I had to sneakily change my sheets a lot after discovering how to do it when I masturbated," Olivia replied, basking in the afterglow of her orgasm. Hailee, meanwhile, seemed to have been filled with renewed vigor after watching her blond friend squirt as she was now riding and grinding on my cock even faster and harder than before. I tried sitting up to play a more active role, but I was rebuffed as she pushed me back down.
"No, don't, I got this," she told me, so I did what I was told. I watched her have her fun with me. I watched her tits bounce, I watched her facial expressions be filled with, I watched her eyes filled with the look of lust and desire. I didn't totally stay still as I smacked and grabbed her ass a few times with one hand and played with her clit with the other.

"Fuck..yes..here...it," the brunette actress said before her cunt tightened up on me, and she closed her eyes, letting out a silent scream. Midway through, her eyes shot open, and I could see in her eyes the pleasure and euphoria she was feeling. After her 2nd orgasm of the night died down, she collapsed on top of me, gave me a quick kiss on the lips, and rolled off of me on the opposite side of Olivia. Hailee then let out a big sigh and said, "Cock's all yours, Olivia."

"Bout time," Olivia said playfully while getting into place. I had known Liv had a tight pussy from when I finger banged her, but feeling her try to slide down onto me was another thing. I hadn't felt a pussy this tight since I took my friend's virginity in high school. Holt looked like she was feeling it too. She was gripping my dick in her hand, pointing it straight up to her twat, but she had barely made it past the tip, and judging by the discomfort on her face, I wasn't so sure how much more she could take.

"Jeez, you have a thick cock" she groaned.

"You're one to talk. Are you a virgin? Because you're tight as fuck" I shot back.

"No, I'm always this tight. Just give me a minute, and I'll loosen up. Trust me, if I can fit my friend's dad's dick in there, I can fit you."

"Which friend?" Hailee asked. She had a big smile on her face and seemed to be enjoying the show. Olivia shot her a dirty look. She was about halfway down, and she slowly started to ride me up and down. Each time down, she'd take half an inch more, and she was right; I could begin to feel him loosen up. I put my hands on her hips, and when she had about an inch and a half to go, I tightened my grip and slammed her all the way down on the next downstroke. Olivia let out a yelp, but now that she had finally taken it all, she started to let loose. She began to quicken up the pace and became more and more vocal.

"Yes! Fuck Me! Fuck Me! Fuck Me!" Oliva enjoyed herself, but I knew I was getting into trouble. I could feel the cum in my nuts start to bubble up right before Hailee came, and now between the look of Olivia's tits bouncing and the feel of her tight cunt stroking my cock I knew the countdown clock had started. Knowing this, I leaned up to and kissed Liv, and while she had her tongue in my mouth, I slid my arms under her legs the picked her up, spun her around, and dropped her on her back with her head on the pillows. Holt instinctively put her legs up on my shoulders. As I slid back into her, I took a quick peek over at Hailee, who was watching while rubbing her pussy in one hand and teasing her breasts with the other. I then refocused on Olivia and slammed into her over and over again.

"YES! Fuck me with the big dick!" Olivia screamed. Watching her small tits wobble with each thrust was a little too tempting for me, so I leaned forward, bending Holts legs back into her, and began sucking on her tiny pink nipples as I continued to thrust into her and tease her clit with me free hand. Olivia continued to be her noisy self, but she really wasn't even making words anymore. I could feel the countdown clock ticking down in my head.

"Hold your legs Liv'" I told her. She just nodded and grabbed each leg, keeping her folded while I straightened back up. I now had a real clean view of dick hammering away at cunt. That was until seemingly out of nowhere, Hailee leaned over, giving Liv and me a couple of simultaneous licks, and that pushed both Olivia and me over the edge. Olivia let out a screeching "FUUUUCCCCKKK!" as she clamped down on my dick, her powerful orgasm causing her to squirt once again. I then grabbed Olivia's hips, rammed my dick into her one last time, and shot my whole load into her. "I can feel it! I can feel it," Liv screamed as she felt me shoot off inside her. When I finally did pull out of her, I fell over to my side, trying to catch my breath, which wasn't that easy as Hailee slid over and started cleaning off my semi-hard cock.

"Oh my god. Oh...my...god," Olivia said, trying to catch her breath as she came down from her orgasmic high. "You came inside me."

"Yeah, sorry," I said while still out of breath.

"You're supposed to pull out or at least give me some kind of warning."

"Well, I would have, but things got a little accelerated."

"That's not an excuse."

"If you're really worried about a little bit of cum," Hailee interjected after releasing my cock, "I'll take care of it." Hailee then maneuvered back over to Holt.

"What do you mean you'll...holy fuck!" Olivia was taken off guard as Hailee started eating her out or instead started eating my cum out of her.

"No, please, wait…." Holt pleaded.

Haiz sat up and looked at Liv in the eyes, "Look, you don't want cum in you, and I want to see if I can make the geyser you call a vagina to go off again." Hailee grabbed a pillow and slapped it down on Liv's head. "Feel free to scream into that pillow, but outside of that, I don't want to hear anything else about it." And with that, she dove right back into her pussy and got to work.

I just simply watched for a few minutes. By the way, Olivia was screaming into a pillow. It's safe to say Hailee knew what she was doing, though she seemed to no longer be scrounging for semen and was simply just teasing the poor blond now. I was now starting to feel my juices flowing again and was ready to get back to the action. I scanned the whole scene in front of me, trying to figure out how to take part when I noticed how Hailee was positioned. Instead of being flat on her stomach, she was actually really far bent over on her knees, leaving her ass raised up down by the foot of the bed. I now knew my plan of attack.

I stood nude at the foot of the bed, looking at a site that millions of men would have given anything to see. Two of the hottest young Hollywood starlets were lying nude on my bed, glistening in sweat. Olivia Holt was on her back with her legs spread and moaning loudly into the pillow covering her face. Also on the bed with her has Hailee Steinfeld. Hailee was hunched over with her face buried between Olivia's legs trying the make her squirt for the third time tonight. I had a great view of all of this, but I was primarily focused on what was directly in front of me at the foot of the bed, Hailee's nice shapely ass and tasty-looking peach.

Knowing how much she had enjoyed it before, I gave her ass another hard smack. She responded by lifting her ass a bit more and giving it a playful little shake. I would have given it another slap, but I had dropped down to my knees and was now going in for my first taste. I gave her slit a long slow couple of licks to get a good taste of her. While Olivia tasted very sweet, Hailee, on the other hand, tasted a bit tangier. Hailee started to push back, making it clear she was ready for more, so I gave it to her. I began attacking her pussy with the same ferocity I had attacked Liv's earlier in the night. This apparently caused a chain reaction because I could hear Olivia's muffled screams coming faster and louder. Suddenly I could also now hear the sound of some wet slapping.

"Come on, you Disney slut. Do it." Hailee had stopped eating Liv out and was finger blasting her and trying to force her to cum. "Do it. I want that pussy burst." Even I had now stopped eating Hailee out to look over and watch. Suddenly I could see Olivia tense up, and she let out a muffled scream as her pussy went off like the fountain in front of the Bellagio.

"YES! Oh my god, that's fucking awesome!" Hailee said while watching Liv squirt. When the show was over, Hailee licked up some of the juices. Liv dying down from her third orgasm, slid the pillow from her face. "Holy shit…" Liv said breathlessly. She looked exhausted, drenched in sweat, the hair around her face so wet it looked like she had come from the shower.

After watching that, I was rock hard once again. I stood up and began rubbing my cock along her Hailee's slit, teasing her a bit and getting my cock wet. Once again, I was getting ready to plunge into her cunt when she stopped me.

"Hey, wait," Hailee said, sitting up and turning her head. Spitting into her hand, she grabs my dick and starts stroking it. Looking at me in the eyes, she says, "Fuck my ass."

"Seriously?" "Wait, what?" Olivia nor I believed what he heard.

"Fuck yeah, I'm serious. I want to feel this dick fuck my ass," Hailee said, letting go of my dick. She grabs my head and pulls me in for a quick, intense kiss. Hailee then turned back around and got into position.

"You're seriously going to let him stick that thing up to your ass?" Olivia asked, still somewhat out of breath.

"What's the matter? You've never had anal before?" Hailee questioned.

"I've tried it 2 or 3 times with my boyfriend, but he's like the size of an Oscar Mayer hot dog. Nothing like that thing."

"You're missing out."

While the girls were talking, I was getting ready. Using my spit and Hailee's own pussy juices to get my cock and her back door ready. Hailee reached back and pulled on one of her cheeks, giving me a clear view of the target. Olivia, apparently not wanting to miss the show, crawled down to the end of the bed and looked on as I slipped the head of my cock inside her. As I pushed further, Hailee and I both moaned in pleasure. Even if I had not heard the way she spoke before, it was evident by how she took a cock in her ass that this was not her first time. It took a few pumps before I finally bottomed out into her ass.

"Fuck yes," Hailee moaned.

"Oh my god, I can't believe you actually fit the thing in your ass! Doesn't it hurt?" Olivia asked loudly.

"Olivia, if you don't shut out and let me enjoy this, I swear I'll find something to fuck your ass with." That shut Liv up, but she still watched on.

"Fuck me," I let out as Hailee and I had found our rhythm. I gave her ass a hard smack.

"Fuck yeah, fuck my ass with that big dick." Hailee absolutely loved it. As I gave her other cheek a slap, she started really pushing her ass back, meeting my every thrust. The room was filled with the sounds of our grunts/moans and skin slapping. I decided to try something else that I was guessing she'd be into and grabbed her hair and gave it a tug. "Ummm yeah, baby," Hailee moaned. I gave her hair another tug and pulled her towards me. She turned he head. Still holding her hair, I leaned in and started making out with her. I used my other hand to play with her tits before sliding my hand back down her body to play with her clit. All the while, I continued to forcefully pump in and out of her ass.

As I let go of her hair, she yelled out, "Yes, fucking rape my ass," while getting back down on all fours. We continued to go at it for a few minutes. "Oh god, oh god, I'm going to cum. YEESSSSSS! Fucking hell yes, so good." Hailee cam, and 30 seconds later, I felt a familiar feeling.

"Oh god, I'm going to cum." I groaned.

"Cum on my face." At this point, I knew to just go with whatever Hailee said, so I pulled out of her rump, and she spun around to get into position. Hailee leaned forward and gave my cock a quick suck. Olivia got up on her knees and slid next to Hailee as she did that. Hailee let go of my cock and went cheek to cheek with Olivia. I grabbed my dick and pumped it as fast as I could. "Come on, paint out faces," Hailee said. Looking at Hailee Steinfeld and Olivia Holt being cheek to cheek, eagerly waiting for me to cum on their face, was what pushed me over the edge. My dick shot out several ropes of cum splashing across the girls' faces. When it was over, we all paused for a few moments to catch our breaths.

"Where is your phone?" Hailee asked me. Olivia and I once again looked at her perplexed. Turning to Olivia, she continued, "I thought he'd like something to remember the night with." Apparently, some of Haiz's kink was starting to rub off on Holt because she gave a quick smile and agreed it was a good idea, but just one picture, though. Before they had a chance to change their minds, I went to my discarded pants and pulled out my phone. I pushed the camera button, and as I aimed the phone, the two posed for the picture. Both girls were on their knees at the foot of the bed, giving me a clear view of their tits, pussies, and their cum covered smiling faces. I took the picture. "Can I get one more? It came out blurry," I lied. "Fine, one more," said Olivia. This time I zoomed in, so it was just the face of their faces. Each of them had huge smiles and streaks of my cum running along their faces.

After I took the picture, Olivia got off the bed and went to the bathroom, saying she would wash her face. Hailee used her finger to wipe some of the cum off her face. She then sucked her finger clean before following Olivia into the bathroom. Feeling tired and dehydrated, I put on my pants and yelled out to the girls I was going to the ice machine.

I filled up the ice bucket and bought two bottles of water from the vending machine, downing one right there before heading back into the room. Once I was back in the room, I was met with the familiar sound of Hailee moaning. "That's right, eat my pussy! Eat my pussy, you little Disney fuck doll! Eat me!" I put down the ice and water and went back into the bedroom. Along the length of the bed, Olivia was on her back with Hailee pinning her arms above her on the bed and was grinding her crotch into Olivia's face. I'm not sure how this all got started, or honestly, how consensual it really was. Still, as I got closer, Hailee finally noticed me and gave me a big, very proud-looking smile.

I knelt on the bed next to the Hailee. "Do I even want to know what started this?" I asked.

"Does it matter?" Hailee leaned forward, giving me a quick kiss.

"Guess not. So how is she?"

"Disney Channel girls may not be able to act for shit, but they seem to sure know their way around a pussy." Hailee let go of one of Liv's hands and grabbed the hair in the back of my hand, and pulled me in for another kiss. We stayed like this for a little while, Hailee and me making out as she rode Olivia's face until Hailee broke things in further so she could whisper into my ear.

"Ummmm, you know earlier she confessed something to me. YEAH, EAT THAT PUSSY. She told me that she originally had no plans to sleep with you downstairs. She just knew you were alone and thought it'd be fun to tease you a bit."

"Is that so?"

"UmmmHmmm," Hailee said while biting her lip. "She's was just going to be a huge tease and leave you with a case of blue balls. She did change her mind until I made her feel your big dick….. You should punish her."

I knew she already had a whole plan schemed out. "How should I do that?" I asked as a smile crept across my face.

Hailee leaned in more and spoke even more softly, "Fuck her in the ass. Take that cock and shove it right up her ass. Teach this teasing cunt a lesson." She leaned back, eyes beaming, giving me a big smile. I smiled and gave her a kiss.

No longer worried about being quiet, she asked me, "You got at least one more fuck left in you?"

"Only one way to find out," I said as I slid my pants off. Once they were off, Hailee stroked my cock until I was mostly hard. She then bent down to suck my cock, only this time, however, she gave me a much sloppier blowjob. Making sure she used a lot of spit to really lube up my dick. When I was rock hard, she backed off and got off Olivia's face.

"Liv, I'll make you a deal. You can fuck him again next, but while he fucks you, you have to eat me out until I cum twice. Deal?"

Liv looked up at both of us, totally unaware, and happily said, "Deal!"

Hailee and Olivia got into position. Hailee rested on the pillows sitting up slightly so she could see everything. Olivia got on her hands and knees between Hailee's legs. Making sure she had her ass lifted highly and was giving it a shake as I got behind her. Holt's head dropped to Hailee's pussy as I began to tease her's with my dick. When Holt felt primed and ready, I pulled back and took aim at Liv's cute little rosebud. I looked and locked eyes with Hailee. She moaned from the work Liv was putting in, but she was staring right at me. As Hailee slowly moved both her hand behind Holt's head, I gave her a wink and quickly grabbed her waist and drilled as much of dick as I could into Olivia's ass. Olivia freaked out. When I plunged into her, her whole body tensed up, her ass tightened up, she had a death grip on the comforter. She let off a glass-shattering scream that got muffled thanks to Hailee shoving Liv's face into her pussy.

'Good God,' I thought to myself, I had thought Olivia's pussy was tight, but her ass was like a vise. I tried to start pumping in and out, but it wasn't easy. She was so clenched up.

"Just relax Liv, I swear if you relax, it'll start feeling so good." Hailee tried to soothe Holt while still muffling her by keeping her face buried in her crotch. Slowly but surely, though, I could feel Olivia start to relax, and fucking her ass was becoming easier. I felt her unclench her ass, I could see her death grip on the bed start to relax, and then we heard her let go of a long deep moan. After that moan, Hailee released Olivia's head, and Liv lifted her head and let out another deep moan. That was all the encouragement I needed. I gave Olivia's ass a slap and started drilling her asshole with the same intensity I had done with Hailee.

"Oh..my..god..I..can't..believe..it.. it..feels..so..GOOD!" Olivia panted loudly.

"Told you it'd feel good." Hailee bragged.

"But how...how does it feel so..YES FUCK YES!" Olivia was loving it now. I was behind her, drilling her asshole, occasionally spanking her ass, and reaching below to rub her clit. At the same time, Hailee kissed her lips and kissed/sucked on her neck. Hailee then got on her back and slid underneath her. I didn't realize what Hailee had done until I all of a sudden felt her tongue on my balls as I slammed into Liv. I looked down to see Hailee's face. She gave me a wink before going back and forth between eating out Olivia and licking my balls.

"Yes! Fuck my ass! I can't believe you have that big dick in my ass." Between the feeling of my dick going in and out of her ass and Liv now screaming dirty talk, I wasn't sure how long I was going to last.

"Hailee, we need to make this slut cum now!" Hailee didn't say anything back, but judging by how Olivia was squirming, she had obviously doubled her efforts to attacking Liv's clam. It didn't take much longer for Olivia's whole body to shake and let out a loud scream as she came. I could feel her squirting on my thigh and on my balls when I slammed her asshole. As Olivia's orgasm still shook through her body, I could no longer control myself either. "I'm cumming" I announced as I plunged my cock into Olivia's one last time before my cock erupted.

I must have either passed out or blacked out because the next thing I knew is I could feel the daylight from the window hitting me. I had somehow ended up under the sheet with one of the girl's arms wrapped around me and her breast pushing into my back. Meanwhile, I was spooning with another woman, and I had my arm around her with my hand palming one of her breasts and my morning wood running up along her ass crack. I then noticed that the woman I was spooning was moving around, and a few moments later, she slipped out of bed. It was then that I finally cracked open my eyes. I was greeted by the sight of the back view of a nude brunette with a great figure and shapely ass as she stretched her arms and legs before walking towards the bathroom. It was as she walked away and my eyes strained to focus, then I realized I no longer had my glasses on.

I turned towards the nightstand where I saw the clock read 10:24, and my glasses and cell phone were resting next to it. I slowly slid out from under the other girl's arm, making sure not to wake her as I sat up on the edge of the bed. After putting on my glasses, I turned around to ensure that yes, that was a topless Olivia Holt who had been spooning me. I smiled and grabbed my phone. It was then I noticed I had gotten a text from Emma. I was a little nervous when I opened the message, but those worries soon dissipated.

'Hope you had fun last night, but remember from now until further notice, this is the only twat you'll be screwing.' The text also came with a pic of Emma Watson's freshly shaved pussy. Seeing that picture reminded me of the photos I took of Hailee & Olivia. Then a naughtier thought entered my head. I made sure Olivia was still asleep and slowly pulled the sheet to the floor on top of the comforter, which I am guessing had been discarded at some point because it was probably drenched in sweat and cum. I then grabbed my phone, framed up Holt's butt, and took a few more "moments." I carefully rolled her over and took some full-body shots and several close-ups. For the finale, I placed cock on her slightly parted lips, pushed my cock a bit more so my head was in her mouth, and snapped off two more pictures. Then Olivia started to move, so I backed off. Having to pee, I quickly threw the sheet back on her and walked to the bathroom.

After fighting to aim with a hard-on, I finished my business and then walked into the bathroom's shower area, where there was a large shower stall. The air was warm and humid, and the stall's glass had fogged up quite a bit. I could clearly see the silhouette of Hailee's nude body. With my phone still in my hand, I aimed it and took a picture, but I was busted right away.

"What do you think you're doing?" she asked and then opened the shower door. She stood in the doorway, her hair now in a ponytail and her glistening from the mixture of soap and water.

"Just taking a few more souvenirs," I answered cockily.

'"You could have just asked," Hailee said. She then struck a few poses for me, and I tapped off a few pictures.

"Don't forget my good side." She said as she turned around and bent over, giving me a great picture of her ass. After two more poses, she retreated into the shower, and I put down my phone and went to join her. When I got in, she was rinsing herself off under the spray of the water. We just kind of watched each other in silence for a while before Hailee finally broke the silence. "So, did you have fun last night?"

"We both know I did."

"So, what are your plans now?"

"Well, you know," I said as I walked towards her in the shower, "Technically, Emma said that I belong to her after you all leave the room."

"Oh really?"

"Yep, and you haven't left this room, have you?"

"Nope." She said, smiling broadly. At this point, Hailee was backed up against the glass, and she had her arms around the back of my head. I had one hand on her ass, the other was helping hold up the leg she was wrapping around my waist, and my hard cock was pressed up along her slit. As I bent down to kiss her, a burst of cool air filled the shower stall. Hailee and I looked to see a naked Olivia Holt enter through the now open door. She looked at us and happily said, "Hey guys, room for one more."

[MacDennis]