How to Win a Deal

DISCLAIMER

This story is a work of fiction and the characters are either completely fictional or are fictional versions of their real selves. The events depicted are made up and any similarity to real life events is purely coincidental. This story is meant as a work of erotic fiction only and is not to be read by anyone under the age of 18.

How To Win A Deal

Starring Caroline Vreeland

Codes: MF, F, Cons, Oral, Facial

*****

A ballroom in Los Angeles wasn't the usual place to find the next superstar for the Australian music charts but that is where I found myself. My company, Aus Star, had sent me to audition a number of girls who they wanted to take from the bottom to the top; they didn't even need to be that great of a singer. The company only cared about getting a vibrant and attractive young face. Preferably one that would show off their body without any qualms.

I was ten days into my week expedition and had met a few different girls who could fill the role and some had made very generous offers. But one girl stood out she approached me as I waited at the bar.

"How are you Caroline?" I asked the buxom blonde.

Caroline Vreeland shrugged her shoulders as she finished her glass of gin, placing it onto the bar. The blonde was dressed in a tight black dress that hugged her curves; in a certain light it looked see-through. Although her breasts were the star attraction; her ass looked cute and tight in the dress and she stuck it out as she bent over the counter to grab another drink.

"Well I'm finding this whole thing a bit dull actually."

"Really? Why?" I asked as I took the opportunity to check out her ass.

"Well I'm surrounded by all these little girls who think they can hit it big on talent. I'm smarter than that." Caroline said as she returned to facing me with a new glass of gin in her hand.

"And what are you?"

"Old and tired in some eyes. A 30 year old sex kitten in others." she answered as she took a step closer to me.

"Some people would count that as a good thing."

"That's what I was hoping your reply would be. Now I know your bosses in Melbourne probably wouldn't want to push me as a star so I need your help."

I noticed the gap between us had shrunk to inches and he hand had made its way to my chest. I watched her hand drift down my chest to my abdomen and down to my crotch, She let her fingers linger as they sought out my cock, the fingers running along my length to harden it.

"Come up to room 223 in fifteen minutes, I'll show you why I can prove to be much sexier than all of these children." Caroline whispered.

I watched her walk off through the crowd as she placed the emptied glass on on a tray carried by a passing waiter. It only took a moment for her to disappear and I turned to the bar. Finishing my drink, I headed to the toilets to fix myself up and ensure I looked ready for her. My blonde hair was still in place and my face was clean shaven, this made me feel quite unique in this world of hipster beards. I took a shot of the cologne to ensure I smelt nice rather than the damp smell from the ballroom and made my way up to room 223.

I will admit that I was a little nervous as I rode up the lift to the fourth floor; I wasn't alone so of course it stopped on every floor. I walked down the corridor to her room and was surprised to see it empty, I would have thought people would be coming and going but there was no one. I arrived at the door to see an envelope attached to it with my name on the envelope. I opened it and the key card to her room dropped out. I took that as a good sign so I opened the door and walked in.

I walked into the large room and was greeted by a wonderful sight. Perched on the edge of the bed, Caroline Vreeland sat with a welcoming smile on her face. Gone was the black dress; replaced with a set of red lingerie. The lace bra was slightly see through and could barely contain her large breasts. Her long legs were covered in pair of stocking with crimson heels on her feet, adding a few more inches to her height. She capped it all off with a small red thong; the straps riding high but the material cut low. Her eyes moved to me and a smile came across her face. She must've been sat waiting since she came back to the room.

The 5'7 temptress rose to her feet and sauntered over to me as I stood in the doorway of the bedroom. The heels added about 5 inches to her height so she stood just below my 6'2, though my height advantage gave me a good opportunity to look down to her breasts. The blonde stopped in front of me and leaned in to place a soft kiss on my lips.

"Thank you for coming. I did think I had misread the signs a little and I'd be up here on my own." Caroline said as she started to remove my jacket from my shoulders.

"Well when a gorgeous blonde invites you to her room, you'd have to be dead to say no."

"Good reply."

Caroline slid my jacket from my arms and walked over to the chair in the corner; draping the jacket over the arm. I was able to have a good look at her ass as she walked away, it sashayed from side to side allowing the low light to highlight it. Before Caroline could spin around and return to me; I removed my shoes and socks but I intended the blonde to keep her heels on for the entire time. Caroline joined me again as her hands started to undo the buttons on my shirt.

"You know I love a man in a suit. A man out of a suit is even better though."

"Well, I do feel a little overdressed."

I felt Caroline move her hands around my torso as the shirt was finally undone, exposing my upper body to her for the first time. Her fingers stroked my abdominal muscles before moving up to my pecs. I took my shirt off and threw it into the direction of the chair as Caroline leaned in and started to kiss around my torso. Her lips felt soft on my skin as they worked their way around my muscles. It was so distracting I also missed her undoing my belt and trousers. I did notice as they hit the floor and Caroline started to move downwards with her kisses.

As she reached her knees, Caroline kissed over my boxer briefs. My package had grown and her eyes was planted over the very obvious bulge that was forming. The blonde shot her eyes up to wink at me before her fingers slipped into the bands of my briefs and started to slide the material down my legs. A smile came across her face as she came face to face with my erect cock. The length popped out as the material went past and hit the singer in the face. Caroline wrapped her fingers around my girthy cock and stroked the length to see if it could grow anymore. Understanding it wouldn't, a perverted smile came across her lips and she started to hit herself in the face with my cock.

"Do I look good being whipped by your cock?" Caroline asked as she looked up.

I nodded my head as I watched continue to whip her cheeks with my cock, the purple head slapping her skin with a whacking sound. Her hand jerked along the cock as she did so and Caroline had a little giggle as she played with it. Soon the fun expression evaporated to be replaced by a more serious look. The blonde took her eyes away from my face and dropped them to the erect penis in her hand.

"I bet it'll look better in my mouth."

"I think we're in agreement there Caroline."

"Film." Caroline said as she licked her lips. "My phone is on the bed behind you. Film me with a mouthful of your dick."

I turned my body slightly and grabbed the black Samsung from the white bedding. By the time I turned to face forward, Caroline had started to devour my cock. Her mouth was full of saliva and she started to suck on my cock sloppily. I could feel her tongue run along the underside of my cock as her head bobbed up and down. I leaned my head back and let out a sigh as I felt it move along my cock.

Remembering to film, I pressed the red button and recorded my cock moving inside her mouth. Caroline moaned as moved along the skin of my appendage before tonguing the head. I closed my eyes and groaned as I enjoyed the work. I heard a pop as she took my cock out of her mouth and she giggled as she started to slap her face with it again. She turned her eyes to the camera.

"I suck it well but watch this."

Caroline leaned back and slipped her bra off, unveiling her large breasts. Despite their size, her DD's were still pert with perfectly sized pink nipples. The blonde played with her breasts to tease me and the camera, her fingers moving around her erect nipples. She smiled at me as she allowed me a chance to look at them in their full glory before she pushed me back onto the bed.

I was pushed back with a bit of force that my legs flopped back. Caroline grabbed hold of the trousers and boxers and slid them off my legs to leave me completely naked. The blonde singer took me by surprise as her tongue started to lick my clean shaven balls, a pleasurable sensation shooting throughout my body.

"Oh fuck!" I groaned as I felt her slip around my sack.

Caroline moved her hand to jerk my cock as she popped one ball into her mouth. She sucked on the testicle hard as her hand jerked along my cock quickly, she wanted to ensure it stays hard while she played around. I could feel my groans get louder as the ball-centric pleasure continued with Caroline sucking and licking the balls with an eagerness I hadn't encountered in quite a while.

Suddenly Caroline dropped her tongue down and started to run it along my rim, my plucking hole in close proximity. The blonde seemed to enjoy giving pleasure as she jerked her hand along the length of my cock with an increased speed as her tongue teased my asshole by running along the rim. My grunts started to get louder as the pleasure started to become all consuming.

"Oh Caroline, I'm gonna cum!" I moaned as the blonde continued with her licking.

After a moment or two, Caroline moved away from my ass and allowed my legs too drop. She very dropped her mouth down to my cock and applied a lot of suction. The entirety of my cock went down the Americans mouth and throat and I started to feel my balls tighten up. Caroline could feel it too and she released my cock from her just in time for the first spurt to land on her face. The white liquid hit her between the eyes but, luckily, she had closed them so no spunk was going in. The spunk continued to shoot up and splatter her in the face.

Finally, the cum subsided allowing Caroline to take a breather. She shot a smile towards me before making her way off the floor and walking around the bed. The blonde settled down on the bed and watched me as I sat up on the opposite end. Knowing she had the full attention of myself, Caroline started to collect the cum on her fingers and rubbed it into her large breasts. Her nipples were still erect from her excitement and they seemed to grow even more as her fingers made contact with the skin.

"He he, I hope you enjoyed that."

"I did." I replied as I watched her, her hand still playing with her breasts. "From the looks of things, you did too."

I smiled before noticing the camera was still on. I stopped the recording and chucked it towards her but the blonde ignored the device.

"We're not finished but I think you can rest and reload for a minute. You're gonna need to be ready to fill me up." Caroline said as her fingers moved their way down her body.

Both hands moved over her stomach towards her pussy. As if to tease, Caroline hooked one hand into her thong strap and slide the material down slightly. The second started to rub her clit through the material. She kept her eyes locked on me as she pressed down on the material, a slight camel toe appearing. To add to the effect, Caroline moaned loudly at the feel of her self-inflicted teasing.

"Do I look good?" she asked in between moans.

"You look amazing!" I replied as i watched the tanned beauty.

"Like an angel?"

"No." I answered as I shook my head. "Like a sex kitten. Like a perfect sex kitten, just what we need."

Caroline bit down on her lip and giggled, it must have been the answer she was waiting for. The blonde moved her hand out of the thong strap and slid her panties to the side, exposing her pussy for the first time. The neat slit was already wet from her teasing and she was completely short of hair, making her clit easy access. Now that there wasn't any fabric in the way, Caroline was able to slide her free fingers over her clit and start to massage it.

The moans continued emanating from her mouth as her fingers moved in a circular motion. The pleasure being so intense, she could barely keep her eyes open. Instead, she decided to get lost in her pleasure as her fingers worked their magic.

"Mmm, God this feels good!" She moaned. "I love being watched."

Fully aware they were an inconvenience, I moved the bed slightly and slid off her thong. Caroline moved her hands away to allow before she went straight back into it. Having her second hand free was a great advantage as it allowed her to stick two fingers inside. The combination of penetration and clit play gave her a great amount of pleasure, and as I leaned back to enjoy the show, I could see her start to buck her hips.

The fingers doing the penetration seemed to pick up speed as they parted her pussy lips, her clit peeking out of its hood. The clit itself was hidden as the index and middle finger of her right hand pressed down on it. Caroline closed her eyes to concentrate on her pleasure as hands both hands continued at their high speed, her legs spread wide so I could see the whole show.

"Oh oh oh, hmmm, I'm gonna cum! Watch me cum..." Caroline screamed.

Caroline shot her head back as the self orgasm hit her body. Her body shook as the warmth took over and she was able to remove her hands from her pussy. Instead going to the side at a rest, Caroline moved hands up to massage her magnificent breasts. Her fingers squeezed her nipples between them as she seemed to want to savor her orgasm. As her body started to stop shaking, her fingers grabbed her nipples and pulled hard before releasing them and allowing her hands to drop to her side.

"Oh my word, that was a good one!" she comments after taking a moment.

"It was a hell of a show!"

"Why, thank you. And we're not done yet!"

"Are we not?" I asked watching Caroline move up to her knees.

She took a long look down my body to my erect cock and started to crawl towards me.

"Of course not. You haven't fucked me yet." Caroline answered as she crawled onto my lap, allowing my cock to easily slide into her wet pussy.

Due to the height, her breasts were at a perfect level to be by my face as she started to move my entire length inside. A moan escaped her lips as she start to move on my cock, her slick lips applying plenty of fluid to my cock to help a better rhythm. Her nipples dangled just in from my mouth and I started to lick one. Like many girls with large breasts, Caroline let out a sigh of pleasure as I started to pay her breasts attention. The licking quickly turned into sucking as Caroline bounced on my cock. I was unsure if the moans were for show but I didn't really care, her pussy was tight and my cock enjoyed being inside her. I moved my hands down to cup her ass cheeks to support her as she bounced on me more. She was picking up a decent speed as her breasts continued to bounce.

"Oh God, your pussy feels so good!" I moaned as Caroline changed the motion and started to grind instead of bouncing.

"It feels great inside me too. Now fill me up big boy, shoot all that cream inside me."

"Oh, I fucking will." i replied.

I pushed Caroline backwards onto bed and, as she landed, she knew exactly what I wanted. The blonde spun onto all fours and assumed the perfect position, head on the bed and ass up in the air. Her pussy glistened in the light of the room and the heels remained on her feet.

I moved forward to guide my cock into her waiting pussy and pushed my full length inside. There was no moan this time as it went in but Caroline immediately started pushing back onto my cock. This made easier to push in and get a quick rhythm. I got the impression she wanted it over quickly because her pussy wetter by the second.

"Oh God yeah, please fuck me hard." Caroline moaned.

I placed hands onto her hips and started to make length long thrusts into her. The thrusts was still hard and Caroline seemed to react well, a guttural moan coming with every thrust inside. I could feel my ball slap her pussy and clit with every thrust and my own groans started to get louder as my cock worked its way in and out.

"Oh yeah, your pussy feels so slick. So nice." I said as my body moved in.

Carolina didn't say any words and just moaned a reply as I increased my speed into shorter thrusts. This didn't dissuade the motion at all as Caroline continued to moan and enjoy it. My own end was getting closer so I tried to pick up as much speed as I could. My groans matched the moans coming out of Caroline as I thundered towards my finish, a hot load of cum getting ready to fill the blonde singer.

"I'm ready, I'm ready!" She shouted. "Fill me up, fill me with hot Aussie cum!"

Hearing her moan was incredibly hot and that in itself pretty much pushed me over the edge. I leaned my head back as I continued my thrusting and I shot my cum directly into her pussy. Rather than release and drop her body to the floor, Caroline helped with the thrusting and ensured all of the cum ended up inside her.

As the remains started to end, I held Caroline in place with the full length of my cock inside. Once I was sure all of my shooting had finished, I released my grip and Caroline moved to straighten our on the bed. I dropped down to lie next to her and was surprised as she cuddled in. I could feel her legs moving and heard the thump of the heels hitting the bedroom floor.

"I think I've proven to you how much of a star I can be." Caroline said with a giggle.

"Very true. Australia is gonna love you."

"Good, and I'm hoping our arrangement will continue. Unless I only have to fuck you for contract negotiations."

"Oh, you can fuck me anytime you like."

"Good, I will. Now let's get a little sleep and we can fuck before your meeting to confirm me." Caroline replied closing her eyes.

The end.