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Chapter 365 - Paramour 2

The Agent- Paramour 2

Maude had come by the house and the two of you with Kaitlyn present hashed things out as you explained your feelings about her parents and your own and how things had complicated your actions and your silence which you knew clearly hurt her and you did feel genuine remorse following your conversation with Maya about it all.

Kaitlyn was more pressed to forgive you by watching you admit that it was more about your feelings towards her parents and not Maude herself, though she was still a bit unnerved by your actions with Alexa, having told you a bit about how some agents treated her as she became legal aged and how their words and the put downs to her made her feel worthless and that she wasn't talented or worth anything until she met you and joined your agency. To have the agency growing and for you to say and be that way just was wrong and it would bother her forever if you were becoming someone like that with your daughter and son potentially being considered "nepo babies" or "untalented" because of who their parents were.

This particular train of thought from her perspective really hit home and really hurt you on a deep level that you weren't expecting as you did have to think about how those actions would drive you to murder if your son or daughter were told that. You had to be better as an agent, as a man, a spouse and especially as a father.

As you wrestled with these thoughts, Emilia has set up what would be the second tryout in the "Paramour" sweepstakes of who would ultimately join the harem, though you had very little to go on other than it was someone in the music industry who was waiting for you at the Maybourne hotel in Beverly Hills.

You and Kaitlyn talked a bit more before you headed out for the evening as your spend the night at the hotel and after saying bye to Kat and the others you made the drive over, taking the opportunity to catch up on some podcasts and call Alex to talk to him about everything that was going on, though Alex was definitely trying to downplay it more, which you understood his point because he was probably grappling still with his son nefarious behaviors at times.

You arrived at the hotel and got the instructions about what room and what time they'd be there as you had some time to kill and went to a local sports bar that was around the way to have some crappy bar food and a beer or two while chumming it up talking about the Lakers game with some patrons. Once you got the text from Emilia that the Paramour was waiting for you now, you settled the check and headed back over as you got yourself checked in and the clerk made sure your name was on the registry before allow you the key card to head up to the VIP floor.

You headed up and found the room on the right end of the hallway before heading inside and listening to some loud music immediately fill your eardrums as you watched a lingerie class Olivia Rodrigo dancing by the large window that overlooked the city as she eventually noticed you and smiled as she turned the music down a bit and sultrily walked over to him as she blushed and says hi as she wrapped her arms around your neck and kissed you as you gripped her hips and said it was a nice surprise to see her.

Though the popstar had exploded a few years back there was a world weariness in the young 22 year olds eyes and she seemed to be having a lot on her mind as you asked her what was going on, Olivia forgot a smile as she shook her head and said she just needed a night of passion and that Emilia said this would be a way maybe to join your harem and as she talked you could tell there was something weighing on her but you didn't think you would get it out of her as she eventually just smiled and turned the music and pushed you onto the couch as she did a little striptease while showing off some dance choreography she was planning to use soon as you slowly peeled your clothes off watching her dance and grind on you as she eventually dropped to her knees after an impressive twist and spin combo and grabbed your cock in hand while looking up at you with desperate almost needful eyes.

She expertly sucked along the tip and a few inches, keeping eye contact as she did before she sucked you down more and more deeper showing off an impressive skill as she'd choke down to the base damn near and turn hold it till she couldn't anymore and would slurp off with an audible "plop" before she'd giggle and lick at the tip before she'd stroke the saliva and drool from her lips and mouth before she would deepthroat you again and repeated the process a few more times as your cock got achingly stuff from watching the pop star work your cock expertly.

Olivia eventually snaked her way up and got herself straddled as she whispered for you to rip her panties off as you simply reached down and did exactly that tearing them off of her with a precise and powerful tear that made her shudder as she immediately angled herself and lowered her cunt slowly down as she let her breath hitch with a gasp as you groaned loudly as she was incredibly tight for how wet she was.

She leaned in and whispered for you to treat her however you wanted as both holes were yours to do as you please as she grabbed your shoulders and began to roll and sway her hips while also bouncing as her pussy took you nice and deep inside as she rode and bounced up at the same time as you simply leaned back and let her do the work as you felt her pussy already spasming and tightening up as you would smack at her ass and make her yip and groan as she's toss her hair back and make a face before she'd either kiss you and let out low little squeaks and moans before she'd orgasm and transitions from her bounced to more of a gyrating grind.

As she got herself doing this repeatedly for a few minutes you eventually took over, grabbing her ass cheeks and using the grip as you then planted your feet and started to drop her aggressively, Olivia tossing her head back as she moaned and screamed louder and louder the rougher and more aggressive you became as you worked her down and pumped yourself up at opposite times allowing more of your cock to slip out but also for more to jam back inside and as this picked up speed, Olivia cried out and came hard, and her gyrating hips and the spasming sensation of her folds tightening up around your achingly hard penetration dick became harder and harder to ignore.

Olivia grinded quickly as she felt your cock throbbing and stretching against her clenched up inner walls as she dug her fingers into your traps as you grunted loudly and slammed her down before burying your face against her neck as she gripped your neck and hair and held you to her as she felt you explode, thick spurts of cum filling up her womb as she brings your face up and softly ran the tip of her tongue across your lips and up to your nose as she could feel your cum drizzling down and mixing with her orgasmic juices as she stirred her hips and pulled herself off after a moment as she quickly turned herself around and got into a face down ass up, letting you watch as cum slowly seeped out of her pussy as she looks back and smiles as you got off the couch and onto your knees behind her.

You fucked her in doggy, you fucked her in standing missionary against the window pane. You fucked her on the kitchen counter with both her legs hooked together to your shoulder. You had her on the bathroom counter and filled her up there and then the two of your made out and she blew you in the shower before you pulled her out, fucked her doggystyle while still soaking wet and then blew your third and final load into her face, and while all of this felt like it happened all at once it actually took nearly two hours from when you arrived to when Olivia wiped the beads of water and the globs of cum from off of her face and into her mouth before smearing the rest into her skin and face as if it were lotion which made your cock twitch as it was extremely hot.

The two of you finished the shower and dried off as you robed up and she decided to stay naked as she draped her body against you on the bed as you pulled the blanket up and cuddled with her as she played with your chest by rubbing her finger up and along as you could tell she wanted to talk but she just shakes her head and smiles and as she said she was just thankful for this evening and even if you didn't pick her she was just happy to have a night with you.

The night of passion quickly ramped up again though as the happy smiles and the soft kisses green to more hungry and deeper kisses, Olivia eventually pulling your face to her as she tells you you forgot to dominate her asshole as you quickly moved her onto her hands and knees, Olivia yipping and moaning as you smacked her ass cheeks and tongue and sucked at her asshole, Olivia shuddering as you would stick a finger inside of her pussy and roll it about while pumping away as you'd then push the vaginal juice covered digit into her asshole and then flick and suck at her cunt as she grips the bed sheets and cries out that she needs your cock deep inside of her rectum.

You smacked your cock against her ass cheeks and rubbed your hips back and forth as she bites the sheets once she finally feels your cock entering her asshole, Olivia screaming with the sheets sticking most of her blissful pain as you worked your shaft slowly back and forth, surprised by the amount of your cock her asshole could take as she didn't let herself adjust for much longer as she worked her hips back and forth quickly, forcing you to grip her hips and steady her as she rolled and bounced herself back, jamming as much of your aching manhood into her anal chasm as you groaned out loudly, gritting your teeth as your body was already tired and weakened from earlier but the sounds of her screams and whimpers as she thrusts herself back only gave you more and more energy.

You gripped her hips and pulled her against you, pumping most of your length far into her rectum and slamming into her with such force that she eventually loses her balances and falls into a flatter prone bone position as you adjusted and moved yourself back inside of her asshole as you grabbed her hair and yanked her head back as you just grinded and twerked your cock in and out of her colon as Olivia rolled her eyes and screamed out as she came hard, her pussy spasming like crazy as you could feel those muscles constricted which was also making her anal walls clench up as you grunted more and more beastly as you felt your hips slamming in with a blur like force as you could feel your balls churning one final load.

You thrusted a few more times and then slammed in as your cock was nearly balls deep inside of Olivia's asshole, thick spurts of cum splashing and covering her intestines as Olivia just moaned happily and cooed as she was barely coherent as you were pushing yourself up to make sure you weren't completely collapsed on top of her as you slowly pulled out once the final drop left your sac as you pulled out and off as you collapsed on the bed as Olivia quickly shifted to drape herself against you as she kissed your cheek while you wrapped an arm around her as cum was leaking extensively out of her nicely toned ass.

You and Olivia spent the night together just talking about her upcoming tour and her desires and wants and as you eventually fell asleep you awoke to find her gone but with a text message saying she was looking forward to seeing and hearing from you again with a bunch of emojis.

You dressed and made the drive back to the office as you were greeted by Melissa who tells you that Lucas was wanting to talk to you as you weren't used to Lucas wanting to talk this early in the morning.

As you went into his office he gave you a very solemn look which instantly has you on edge as he tells you to shut the door as the two of you needed to have a very serious conversation about someone you had heard about but never knew, as you didn't realize it now, but your paths were on a collision course.

End of chapter.

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