The Agent-Rhea Ripley/Olivia Rodrigo
Demi Bennett better known to people as WWE wrestler Rhea Ripley was every bit as impressive and beautiful in person as one had expected. So as she had you pinned down onto her floor, her powerful sculpted arms holding yours down as she was on her feet, squat thrusting viciously as she slammed down on on nearly nine inches, leaving that final half inch out though you were sure she could take it, you simply admired and gawked at her beautiful young face as it contorted in pleasure as she fucked another orgasm out of her surprisingly wet and tight cunt.
Noelle had set up the meeting and explained that Rhea(which would be just easier to call her by) was one of her and her husband's "pets" specifically her husband's so you had a conversation with him about approaching her to be respectful though he laughed and said that she was one to be controlled by anyone so you didn't permission. They must've put in a good word, or at least a heads up cuz she was expecting you and well, you didn't get much out in the form of a pitch before she had taken you to the ground and began to have her way. Rhea locked eyes with you and her accent gave way as she giggled and slammed herself down harder, letting your arms go so she could palm your chest as she rocked down with so much force that you felt actually pain from how hard her cunt was crashing down onto you cock, the sound of her large and shapely ass smacking against your thighs as your balls churned and you simply grunted and groaned as she felt your throbbing increase against her inner walls as she slowed down and moved herself into a different position that you had experienced before.
Rhea had her feet pushing against your arms, pinning your arms now with her feet as she leaned back and had her long arms on your legs while she held herself up and continued to rock her pussy up and down, sliding your dick at more of an angle but was still able to keep up the same hard and fast pace as she began to moan out louder and louder as you were apparently pushing up against a particular spot and she screams out and nearly squirted, coating your dick with so much vaginal juices that the sound of squelching from her cunt crashing down was almost as loud as the skin from your thighs and her ass smacking down. She grunted with every harder thick and the feeling of her physically dominating you in such an odd position but the overwhelming pleasure and the need to orgasm began to overcome and you didn't even have a chance to stop it as you just bellowed and bucked up and jammed yourself deep as she felt you explode, Rhea not bothering to stop as she continued to ride you throughout the orgasm as she let your massive load coat her womb and immediately drizzle down between your crotches as her inner walls were now completely drenched in semen.
The two of you took a shower together and talked about Noelle and her wrestler husband and how their world had grown with their child and him fathering a few other wrestlers' children. They were a giant blended family and wrestling while tribal amongst the fans, was actually a lot more closer than people could ever know. She was far more mature for her age, but she was admittedly torn about joining the acting ranks, as she loved wrestling and knew that films took time away from her lifelong dream. But she had accomplished so much, and with Paul Levesque and Stephanie she wasn't as committed to staying as she had been before. Her long term contract was a sticking point and she was making good money but she would be willing to sign with Dwayne's agency and yours. You eventually dressed and went to get lunch, talking business and the type of roles she would and wouldn't take, watching the way she would light up when fans would notice her and how girls especially seemed to really love her, and that was something you never understood with wrestling until seeing this, the effect these larger than life personalities have on kids and adults alike. Rhea was happy to discuss the connection and how it shaped a lot of the way people viewed and worked within the industry. The sacrifices so many wrestlers made and make to this day, to just be a part of it. You eventually got a facetime from Noelle asking how it went and you and Rhea talked with her for a bit before you decided to head back to the hotel and you both hugged, exchanged numbers and made plans to see one another in Vegas for the big show coming up in a few weeks.
When you got back to your hotel you were hoping to sleep and get yourself ready for the flight tomorrow night but you got a call from Danica with a scoop that CAA was gunning to sign a young singer/actor named Olivia Rodrigo to a long term contract. She only had a few months left and was looking to get a better deal and with the expansion into more music, and her being in Miami you were the closest to her. Danica gave you the Airbnb she was staying at and was gonna have Eliza alter the return flight as you needed to get down to Miami and take the meeting ASAP. You thanked her for her scoop and hard work though you were admittedly a bit fried, but when these opportunities arose you had to jump on them. Eliza got you a rental and you took an Uber from the hotel to grab the rental car and take the 3 and half hour drive to Miami.
You arrived by 8pm, and got checked into a nice hotel that your connection with the Dan Le Batard group helped out with. You unwinded for a little bit and eventually got a number from Danica that was associated with Olivia. You texted it, explaining who you were and why you were reaching out and got a message back within ten minutes asking to meet up at a local Miami hot spot. You dressed up and went to the location, getting in rather easily after dropping your name as Danica texted you to close the deal with the devil smirk emoji and fire ones, which admittedly made you laugh as you went to the vip area and were let in where Olivia was waiting, flanked by some of her entourage as she came and introduced herself as she said being famous was the only reason she could be in the club as she wasn't quite 21 yet which made you seem really out of a place amongst the group as you were a good deal older than everyone. Still she handled herself with a grace that was measured compared to those around her and you striked up a conversation about just random things, not wanting to jump the gun and lose her. She challenged you to a game of pool and racked the balls and broke them with surprising skill.
She asked a lot of questions, both personal and professional, trying to get a gauge on you as you lost the first game, but stormed back and beat her in the second game pretty handily when asking questions of your own, both of you feeling the other out before the third game was just a calm back and forth with you asking her what she wanted out of her representation and she gave a very detailed and very specific amount of demands. You thought about it and quickly typed it all up, sending it to Alex and Danica to get their input though you knew Alex was probably busy or asleep at this point. Danica got back pretty quickly and said all things she knew beforehand and that the agency could handle. You offered Danica to represent Olivia and that she would definitely get the demands she wanted. You finished the game and watched Olivia smile as she held a hand out and you shook it, agreeing to her buyout and a new deal with the agency right then and there. She leaned against the table and sized you up, asking if she'd get the famous deal closing from you she has heard so many rumors about. You told her not to believe everything she hears but she slyly rubs her leg against your crotch and bit her bottom lip as she nodded her head toward the nearby VIP bathroom.
Olivia locked the door and pushed you against the nearby sink, squatting down in the two person/one stalled vip bathroom as she worked your pants down and pulled your cock quickly from out of your boxers as she sucked you off with a youthfulness exuberance, your dick still feeling a bit sensitive from the earlier morning romp with Rhea, Olivia teasing as she rubbed and massaged your balls while constantly licking from base to tip, sucking over five inches while keeping a hand free as she reached between her skirt and would rub herself as continued to alternate between the licking and sucking as she got you rock hard before she moved up and hiked her shirt down, exposing her beautiful breasts as you sucked and licked at her left breast while massaging the right as she worked her panties down and hiked the skirt up to her waist, lifting a leg as she placed her right foot onto the sink near you, lining herself up as she moved to the side and wrapped an arm around your neck as you gripped under her legs to keep it stable and pushed your dick to the entrance of her slit, rubbing your dick along it as she turned her head and looked you in the eyes watching your face carefully as you began entering her, feeling a tightness you were not prepared for as she covered her mouth and squealed into her palm as you groaned loudly as you barely able to get five inches in, but her sucking and making those five inches extremely slick helped immensely, meaning she knew exactly how much she could take.
Olivia and you traded deep, moany breaths as you pumped your hips up and worked the five inches that could fit in and out seamlessly, Olivia shuddering as she came hard as her inner walls were so constricted that you couldn't really tell she had orgasmed other then the louder wet slapping sound as you felt her inner walls pulsate eventually, while she kissed you and kept the kiss for a long moment to drown out her screaming as she orgasmed again, your hands on her hip and stomach as you leaned back against the wall between the sinks and pumped deeper, forcing another half inch inside as Olivia rolled her eyes and came again, the constant pressure and rhythm was overwhelming her as her grip your neck tightened and she dug her nails into the back of your neck as she rocked her hips against your bucking and shuddered as she locked up tightly again and kept the muscles as clamped up as she could as you felt yourself getting closer as this added tightness made your dick stay buried exactly as deep as it currently was. You moved her hips and let her leg down as you got her in more of a Doggystyle position, Olivia arching her back and pushing herself back as she feels your hands gripping her shoulders and pulling her against your driving waist as you thrusted deliberate and slow, letting her enjoy it as she looked over her shoulder and watched you as you locked eyes and you thrusted harder, making her entire body jolt and her voice screamed out, showing off her pipes as you continued to stroke yourself slow and hard as your throbbing increased with every passing moment as you knew you were about to blow, Olivia begging to swallow it as you didn't want to deny the new talent as she felt you trash the zenith before you pulled out and let her wrap her hands around you base and stroked you off quickly as she wrapped her mouth around it and drawn on the tip as she felt the first strand enter her mouth. She relaxed her throat and slid her mouth further down along three inches, still pumping as she felt more and more of your load dousing her throat as swallowed you expertly, making your entire body shudder and groan as you leaned against the sink and let her hungrily suck and jerk on your rod until she was completely satisfied with what she had sucked out of you.
The two of you eventually did your best to discreetly leave the bathroom with Olivia cleaning up first and then leaving as you collected yourself and then left, Olivia blushing as her friends were looking at you and eying you like the piece of meat that that Olivia had just used you for. You decided to leave before things got to awkward as she told you she'd be in touch with Danica as you welcomed her to the agency and called Danica to tell her the terms were accepted. She gave you an atta boy and you told her she was doing amazing work which she seemed well aware of. You chuckled as you got off of the phone as you had basically just promoted a female Alex, but the tenacity and personability of the two were extremely valuable for where you wanted to go. By the time you got back to the hotel room you were so exhausted that you didn't even register you had fallen asleep the moment your head hit the pillow. All work and all play, the best type of job around.
End of chapter.