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Author Topic: “A Very Vegas New Year” with Olivia Holt  (Read 10058 times)

MiamiLyfe

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“A Very Vegas New Year” with Olivia Holt
« on: January 03, 2019, 12:19:23 AM »
A Very Vegas New Year
Staring Olivia Holt
Codes: M/F, Oral, Facial, Spanking, Creampie
Disclaimer: The following is completely fiction and is nothing but a fantasy


Connor sat alone at a bar in the Palms Resort in Las Vegas at 3am on New Year’s morning.  He had come to Vegas with a bunch of buddies and some of their girlfriends to celebrate the New Year.  While the others had all either gone back to their rooms with their girlfriends, or women they had met while out celebrating, Connor had struck out and found himself drinking alone.  As he watched TV and slipped his bourbon he saw something shimmering in his peripheral vision.  Turning to look, Connor froze and almost did a spit take.  He watched as a woman in a short sparkly silver dress approached the bar. Despite being a short thing, even in heels, she still looked like pure sex on legs. And what a pair of legs they were.  Connor tried not to make it too obvious that he was checking out the blond, while also trying to memorize her face and body for his spank bank for when he finally retired to his room.  As she took her a glass of red wine from the bartender, Connor looked away and looked back at the TV above the bar.

“You alone on New Year’s too?” He heard her say. Looking back her way, he saw her sip her wine as she stood looking at him. Connor quickly scanned the area around him to see who she was talking too.

“Are you talking to me?”

“No. I’m talking to your invisible friend next to you. Yes I am talking to you.” She teased as she walked towards him, eventually taking a seat next to him.  “So why are you alone on New Years?”

Connor introduced himself before he told her his story about he came here with friends and also about how his girlfriend of two years had broken up with him just before the holidays.

“So you didn’t kiss anyone at midnight? That’s sad.  But you know, being single does have some real advantages.”  She said flirtatiously.  The woman had just ordered another glass of wine, and judging by the glossiness of her eyes she had already had quite a bit to drink earlier.

“Umm, so what about you?” He asked.  “You are far too gorgeous for me to believe that you are alone and didn’t have someone to kiss at midnight.”

“I’m alone right now, but I was at a big party earlier and tI meet a guy there who I kissed at midnight.  But he thought that me kissing him at midnight also gave him a free pass to finger me as well.”  They kept talking and flirting for awhile. He ordered another bourbon while she was on her third glass of wine. 

   

“You know I have a room right upstairs, what do you say you join me.” She leaned in to ask while placing her hand on his knee.

“I’m sorry. I really would love to. Probably more than anything I’ve just about ever wanted to do, but even if I had not lost money at the craps tables earlier there is no way I could afford what someone as hot as you charges.”

“Charges?” she asked confused.

“Well yeah. You’re like an escort or whatever they call you, right?”

“You think I’m a hooker!?!” The blond sex pot questions loudly. “Why would you think I’m a hooker?”

“I don’t know.  I mean, it’s Vegas.  And it’s 3am in a casino bar.  And a girl who looks like you, in that tight short dress, comes over and starts talking up some lonely guy. I mean, isn’t that how those kinds of things happen?”

“Well, I’m not a hooker.  My name is Olivia.” She paused waiting for a reaction. “Olivia Holt.” She again waited for any kind of recognition.

“I’m sorry, are you like famous or something?”

“I thought I was.  I’m a actress and a singer, and definitely not a hooker.”

“Oh really, prove it.” Connor said jokingly.

“That I’m not a hooker?” How do I prove that?” That wasn’t what Connor meant but he decided to let it ride.

“Umm, I don’t know.  Let me think.”  He paused to think.  He wanted to think of something that was both daring, but also not something that might upset her and drive her away.  “Okay I got something.  If you were an escort or a hooker or whatever, I seriously doubt you’d even bother with any underwear under that dress.”

“So if I flash you my panties that will prove to you that I’m not a hooker?” Connor nodded.  Oliva shrugged and used her hands to slide up under her dress.  He thought she’d just lift up her dress a bit to flash him, but instead she wiggled in her seat and lowered her silk champagne colored thong down to her thighs. As he looked at her “proof” he also noticed that her dress had ridden up to the point she was just maybe millimeters away from flashing him her sex. 

“Now that I passed your test,” she said, “let’s see if you pass mine”   She then moved right up close to him, keeping her brown doe eyes focused right on his.  Her hand then moved to his crotch and began undoing his fly. He started to speak up but she quickly shushed him. Her hand silently slipped into his pants.  She took hold of his manhood.  He was already swollen just from checking her out and her panty show, but he could feel himself swelling up more as she gripped his rod. She moved her hand around, she seem to be feeling around to gauge his size.  He knew at a little over 7 inches, close to 7.5 on a good day with decent thickness, that while he did not have a porn star quality cock, he had also never had any complaints either.

“Alright you pass.” She said as she slipped her hand out of his pants.

“I pass?” He asked as she then slipped off her seat while sliding her thong back up.

“Not to sound like a total bitch, but look at me,” Holt said as she stepped back and struck a pose with one leg out and her hands on her hips. “I’m hot, and in this dress I’m hot as fuck. So, I am not about to spend New Year’s hooking up with someone with an inchworm in their pants.” Connor knew better than to say anything in response. And she was right, she did look hot as fuck.

“Now, I’m going to go pay my tab. Why don’t you google me while I pay?  The name is Olivia Holt.” She then sashayed over to the far end of the bar to pay her tab. After watching her ass as she walked away, Connor pulled out her phone and googled her.  Sure enough, she was who she said she was. She was a 21 year old actress/singer and a former Disney star.  As he looked over her Wikipedia page he failed to hear the clicking of her heels as she came back over to him.

“So, now that you know who I am,” she said getting his attention back to her, “wanna come up stairs?”

“Fuck yes.” He followed the Cloak and Dagger star across the now somewhat quiet gaming floor, not even caring that his hardon was clearly tenting in his pants. As they approached the elevators Olivia pulled her key card from her cleavage and showed it to security before they headed upstairs. Riding up the elevator, Olivia pressed her body up against his. She could feel his erection pressing up against her as she pulled his head down and began lightly kissing his lips.  Connor quickly began kissing her back and he moved his hands around her. Cupping her ass through her dress.  As his hands began sliding under it, the elevator came to a stop and the doors open. 


Going into Olivia’s suite, Connor looked around the room as Olivia headed towards the fridge and got a water bottle.  The windows faced west, away from The Strip and towards Red Rock.  The room was decorated with a couple of pink couches and other pastel colored furniture. 

“I need to use the bathroom for a second. Take off your clothes and go take a seat on the couch,” she told him as she took a swig of water before taking off down the hall. Once she was gone, he quickly began unbuttoning his shirt and kicking off his shoes.  He left all his clothes on the floor and walked over to the couch in front of the window.  As he sat down, he gave his cock a few strokes to make sure he was at peak hardness for when Olivia returned.  He thought he heard some voices and a few doors open and close, but all was forgotten as Holt reappeared around the corner.

Olivia moved towards him silently.  She kicked off her clear strapped heels as she approached. She then reached up under her dress and slipped her thong down until gravity was able to do its work and they fell to the floor.  As she got to the couch she still remained silent as she climbed up and straddled his lap. As she sat down on him, she grabbed his face and the two began making out. While he could feel her tongue slide into her mouth, he could also feel her ass settling down on him with his cock now positioned between her two warm silky smooth butt cheeks. As they made out, whenever she moved he could feel her ass crack slide along his pole.  Connor at first placed his hands around her waist and then slipped them down to her ass.  As they continued to make out, and Holt continued to grind herself onto his lap, his hands started moving up her back. He felt some real excitement when his hands finally reached the straps around her shoulders.  He was about to start sliding the straps down, when Olivia suddenly pulled away. 

“Wow, look at that view,” Olivia said as she looked passed him and out the window behind him. She then stood up on the couch, her legs on either side of him.

“I can’t really see” he said as he tried to move his head around while still leaning back on the sofa.

“Don’t worry about that. Everything you need to see is right in front of you.” The History singer then lifted up her dress and exposed her totally bald pussy that appeared to be glistening from the light coming through the window.  Olivia then stepped forward, took a firm grip of the hair on the top of his head, and then pressed her pussy up against his face. It took a second for his brain to fully register what was happening, but as soon as it did he opened his mouth and stuck out his tongue.  From that moment he was hooked.  He had always enjoyed going down on his past girlfriends, but Olivia had one of the sweetest tasting pussies he’d ever tasted.  As he started to eat her out, Olivia raised one of her legs and placed her knee on top of the couch, giving him better access to her.  Connor took his hands and each held onto a cheek of her ass.  Pushing her twat even harder against his face, letting his tongue slip even deeper before he moved up and began sucking on her clit.  Olivia moaned as she felt the man she had basically just meet almost expertly tongue her pussy. It wasn’t too much longer before Olivia let out a louder moan and Conner felt a splash of juices up against his face as Olivia came.  Even as she came he kept lapping away.

Olivia’s leg buckled a little bit as she came and Connor used her being off balance as his chance to pick her up and flip her onto her back on the couch.  While Olivia was now on her back, Connor still had his head between her legs.  He forced her spread eagle so he could keep sucking on her clit and tasting her while also rapidly fingering her with two fingers.  He pushed her dress up higher to not get in the way. Holt was now totally exposed from her flat stomach down.  As he continued to suck on her pussy, she took a firm grip of the couch and began wriggling around.  She knew she had another orgasm coming, but she needed more to push her over the edge.

“I need your cock! I need it in me now!” She called out. Conner pulled his face from her crotch, the area around his mouth covered in her wetness.

“Take off your dress first,” he said.  Olivia didn’t say anything back, she just grabbed the bottom of her dress and pulled it over her head.  Her small perky tits were now finally exposed for Connor to see, and he was not disappointed.  Looking down at her nipples, he couldn’t resist bending down and giving each of her small nubs a quick suck before pulling her hips closer to his.  He took her legs and stuck them straight in the air and pressed his cockhead up against her wet slit.  He rubbed his head up against her, getting it nice and wet before plunging forward.

“Holy Jesus” the words escaped Connor’s lips as his cock slid into her.  As good as he thought her warm tight twat tasted, it felt just as good wrapped around his cock.  Olivia bit her lip and let out a moan as he bottomed out into her.  He paused, just enjoying the feeling of her around his cock. He slowly began to work his cock in and out of her, trying to make the feeling last as long as possible, but Olivia was having none of it.

“Harder! Please!” Olivia told him.  “Come on, you’re here to fuck me not make love, now fuck me!” Letting go of her legs and letting them drop to his shoulders, and swung her around.  Conner got off the couch and stood in front of her. He grabbed her hips and slammed into her.  With new leverage and her encouragement he was now really able to really pound her into the couch, just as she wanted. 

“Yes! That’s it! Fuck me!” Olivia called out as came all over his cock. 

“Oh god Olivia, I…” Connor started to say as he continued to plow her.

“Don’t talk,” She interrupted him.

“But I…”

“Shut up and just keep going,” Olivia interrupted again, as she had her eyes closed and tightly gripped the couch. He did the best he could but Liv soon found out what he was trying to say when he suddenly began cumming and firing his load into her pussy.  He pulled out and let the final two spurts of jizz land on her stomach.

“Holy crap” Connor sighed as he pulled out of Holt and took a seat on the sofa.  Olivia used two fingers to wipe up some of the cum off her chest and then licked them clean.

“Not bad,” she said, “but we are not done yet.”  Olivia slipped to the floor and got between his legs.  Sticking out her tongue, she made a real show out of licking the head of his cock, getting it clean of any excess cum. She then opened her mouth and took his tool into her mouth.  Olivia began sucking his cock.  She kept her brown eyes open looking up at him as she blew his cock back to life to get ready for another round. Even after he was back to full hardness, she kept going for a few more minutes.

“Wait till you see the bedroom at this place,” She said after she stopped sucking him, “there are mirrors all over the walls.”


“Lead the way.” Olivia stood up and grabbed Connor’s hand, pulling to follow her down the hall to the bedroom. He stayed a step behind to watch her ass wiggle as she walked.  The bedroom had two full size beds and a series of mirrors on 3 of the four walls.  It was obvious from the messed up sheets on one of the beds that some of the voices from earlier must have been Liv getting her friend out of the bedroom.  Once in the room Olivia pushed Connor onto the bed and pounced on him.  She quickly straddled his lap and dropped down onto his rock hard cock.  He watched as she wildly began riding his cock.  Not only could he watch her  tits jiggle as she bounce up and down on his cock, he could also see her ass shake every time her hips dropped thanks to the mirrors along the wall.  As they continued to go at it, Connor groped her tits and played with her nipples as she leaned forward while she rode him. At one point he noticed Olivia’s eyes going back and forth between him and above the bed.  It took awhile but he finally realized what was happening.

“So Olivia, you like watching yourself in the mirror huh?” A devious smile crept across her face.

“Hell yeah!”  The two of them quickly changed positions, standing up on the bed.  Olivia bent over and grabbed the headboard, sticking her ass out at Connor as he stood behind her. Slamming his cock back into her, the two of them watched themselves fuck doggystyle in the reflection of the mirror.  Despite cumming once again, Olivia continued to call for the man she picked up at the bar to fuck her harder.  Connor pounded the former Kickin’ It star as hard as he could, and when she still said she wanted it harder he could hold back from giving her ass a hard spank. Olivia let out a loud yelp as the spank caught her by surprise but she quickly asked him to do it again. He did it again, and again, and again.  Between her moans and the rattling of the headboard against the wall it’s a safe bet that who ever else was in the hotel suite, they could hear what was going on.

“Oh God Yes!” She cried out as her pussy spasmed and gushed once again as she came. Feeling her pussy tightened around him and watching her give her ‘O’ face in the mirror was enough to push Connor near the edge.  He pumped his cock into her a few more times until he was on the verge of cumming.  He then pulled out and pulled her backwards so the actress fell onto the bed.  Once she was on her back, Connor got down to his knees and straddled her chest. He began rapidly stroking his dick.

“Do it. Cum for me.  Cum all over me,” Olivia told him seductively while staring back up at him. That was all he needed to push him over the edge. Connor’s cock errupted with his sizable load landing all over her face and tits.  After he was finished he collapsed next to her and the two soon passed out.

Connor woke up about an hour later and knowing this was nothing more than a one night stand, he thought about whether or not he should leave.  That was until he opened his eyes again and saw the naked Olivia Holt sleeping next to him and realized that there was no way he was leaving until he had to. Especially if there was even a 1% chance of a morning quicky when she woke up. Even so, he was thirsty and thought it best he bring his clothes into the bedroom to avoid an awkward situation with whoever else was in the suite in the morning.  He stealthy got out of the bed and went to the kitchenette. After finishing off a bottle of water Connor collected his clothes and started back to the bedroom. As he started walking he noticed that Olivia’s thong was still laying in the middle of the floor. Looking to see if anyone was around, he quickly walked over and picked them up.  He gave them a shiff and then stuffed them in to his pants pockets as he walked back to the bedroom.  They were going to make a great keepsake for a New Year’s Night he wouldn’t soon forget.

Current Top 5
1. Hailee Steinfeld
2. Bailee Madison
3. Maia Mitchell
4. Olivia Holt
5. Victoria Justice
 
The following users thanked this post: Cadeauxxx, Slyguy, Calibur009, Lokaiel

Cadeauxxx

Re: “A Very Vegas New Year” with Olivia Holt
« Reply #1 on: January 03, 2019, 02:05:05 AM »
Great work. Happy to see someone else taking their talents to Vegas.  ;)
Check me out on Patreon if you like my work!
 

 

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