The Agent- Angelina Jolie
You were in New York for the next few days and had shown Jenna Ortega around the new place as she was impressed and the two of you spent some time together alone before you were brought to a Netflix party that was happening because of the Wednesday launch, Jenna introducing you as her agent as you would steal looks and glances while she mingled with her co stars and some producers as you were working the room, getting names of talent and meeting with some of the Netflix big wigs you've had dealings with before, but a particular face kept drawing your eye as you were surprised to see them at the event.
Angelina Jolie was still Hollywood royalty to a lot of people and you had always had a thing for her, especially around the time the film Mr and Mrs Smith came out. You introduced yourself to her and she smiled as she said she knew your parents and that she had been impressed with your agency's growth as she mentioned a profile down by variety months ago talking about how your company was now considered one of the big three media agencies in the entire world now.
You played coy about it and Angelina touched your arm and said she was happy for you and your family as she explains she was here to try and secure funding for the next film she wants to direct as well as hope to get to meet Jenna cuz her daughter wanted to meet her. You said you were here with Jenna and that wouldn't be difficult to make that happen, which seemed to pleasantly surprise Angelina as she said she would definitely owe you if you could and pulling your phone out you called Jenna and told her where you were at as Angelina tapped her daughter and brought her over towards you as Jenna hung up and came over as she fangirls over seeing Angelina as Angelina smiles and hugs her and introduces her daughter to her who seemed starstruck even though her father was Brad Pitt and she probably grew up around celebrities more than you did.
You watched the three talk and trade stories as you then went and mingled with Emma Myers, Gwendoline Christie and even talked to Tim Burton for a bit before Jenna came to you and asked if you were ready to go as you nodded and you both left at different times to try and avoid suspicion as you arrived at the high rise within an hour after departing and then spent the rest of the evening together, watching a show and talking about the London trip as she would be there for a few days and get to meet Jonah finally. You then made love for a few hours before both finally falling asleep in a cuddling embrace.
When you awoke the next day you saw that Jenna was already gone but that she had a surprise for you tonight, which was great cuz she had told you she was leaving to go and vacation with her family following the end of the press junket for Wednesday but you had hoped to try and convince her to stay for the weekend which maybe you succeeded at. You showered and called Noelle about meeting up and arrived downtown so that you, Noelle and her husband could have breakfast before making your way to Jersey to get to the stadium.
The wrestler technically worked for the competition so he broke off to hang back for a bit while you and Noelle got your access thanks Rhea putting in a good word for you. Noelle introduced you to bunch of interested parties in the business, including such names as Jade Cargill, Becky Lynch, Tiffany Stratton, and Roxanne Perez. You also talked with Cody Rhodes who was gearing up to begin filming the new street fighter film as Rhea introduced you to her husband, Buddy Matthews and a few of their friends, Damien Priest, Dominick Mysterio and even met Stephanie McMahon, whom seemed to be weary of you though you weren't pitching business by this point as you were just interested in getting to know the ins and outs.
Rhea and Noelle filled you on who everyone was and what was going on as the stadium began to fill up and you wrote in your notes every name and what they were interested in doing outside of wrestling as eventually Noelle got you to the sweet with her husband and you all ended up talking, drinking and enjoying night one of what you learned was call SummerSlam, which you should've remembered as Mercedes and Rhea had been talking about it for ages and you did use to watch growing up fairly regularly.
You took an Uber back to the city before the show ended to get ahead of the traffic as you texted Jenna you were gonna be home soon, but she didn't text back, which either meant she was lying in wait with her surprise or was asleep/busy. You got to the high rise about thirty minutes after your texted her and came calling out to her and still got nothing which had you wondering if she was even here as you set everything down on the counter in the kitchen and downed a glass of water before heading upstairs and stopping cold as you saw the Cheshire grin of Angelina Jolie laid out on your bed in stunning black lingerie as the just turned fifty year old bombshell leaned up and said Jenna thought this was a good way for her to repay you for making her daughter's year.
You smirked and reminded yourself with a mental note that you would have to repay the favor somehow to Jenna as you came over and leaned down, cupping the beautiful woman's face and kissing her as she moaned into the kiss and your lips being on this woman's iconic beautiful lips was surreal and after a few moments she broke the kiss and kissed down your chin and along your neck as her hands worked at your jeans and pulled your cock free as she jerked your jeans and boxers down a little as she used one hand to grip your cock and bent down more so her ass was up and her head was moving up and along as she was slowly taking you into her mouth but the way she would stop and roll her tongue along as it was incredible to watch those sexy lips and amazing eyes looking at you while your cock went in and out of her mouth as she started to bob her mouth up and down more and more deeply.
She moved away and made you sit as you peeled off the rest of your clothes as you watched her take her bra off as you leaned in after a while and began to kiss and suck at her tits as she whisked her hair back and moaned as she rubbed the back of your neck and shoulders as she enjoyed your licking and sucking before you pushed her down and watched her crawl further back onto the bed as she watched hour lick and kiss along her legs and feet before reaching up to her hips and peeling the thing she had in off, whisking then down onto the floor as leaned down and began to eat her out.
Angelina pushed and pulled at your head at the same time as her hips were rolling and grinding up and down against your tongue as you'd flick it quickly against her clit before sucking on her folds, Angelina shuddering loudly as she let out a squeal and bites her ring finger as she came hard when you stuck your tongue inside and rolled it along quickly, the wetness from her orgasm causing your sucks to slurp loudly as she quickly rolled you over onto your back and slid her body down along yours, her lips finding yours as she kissed you hard and passionately, sticking her tongue into your mouth as you pushed yours back and danced it along with my her as she aimed her lower half and slowly sunk herself down onto your achingly hard manhood as she didn't break the kiss but did loudly moan into as she nearly bottomed herself out on every inch.
The milfy starlet just bounced her hips up and down, her legs locked against your side and hips as she would only break the kiss as she allowed you to move up and lay your back against the headboard of the bed as she gripped your shoulders as you grabbed her ass and you just looked into each other's eyes as she bounced up and down as your hands had a firm grip that helped her move up and down as she was extremely wet and was taking your cock like a champ as you dropped her down to add more force as she dug her fingers into traps as she came hard, and even as she kegeled up tightly, she didn't break her stride at all, just merely kissed you to shut herself up as she continued to rock her hips up and down in a more frantic pace.
You leaned her back after a while and as she kept dropping herself up and along your length as you kissed at her neck and reached up from under her arms to grab her shoulders as you used this grip to drop her down more and more harder, Angelina losing it as she cried out loudly and came hard again, her spasming forcing you to stop as that added bit of power caused a powerful orgasm to rattle her body as you moved her onto her back with a quick hip roll, pulling her near the edge so that her ankles were hanging off the bed as you had your feet on the floor but your knees against the bed as you were still deep inside of even as you were now in a missionary position.
You watched as Angelina locked eyes with you as she grabbed the back of your arms and just let you dictate the pace as she started to moan and dirty talk you, egging you on for more as you were going steadily but her cries and demands for more causes your hips to go crazy as you started pounding her, Angelina laying her forehead to yours as you used your toes to push up as your hips rocked back and forth as you fucked her cunt like a man possessed and as she came three times in rapid succession, the third orgasm was so intense and her head goes back and screams of pleasure suddenly overwhelmed you as you pushed inside and exploded, unable to stop yourself as thick hot ropes of cum unleashed from your cock and began filling her up as her hands moved from your arms to around your neck and shoulders as she kicked her legs around your ass as your bodies both just shook and convulsed together.
You slowly pulled out of Angelina's pussy after a moment and watched a trickle of cum ooze out as she bit her bottom lip and reached down to take your cum drenched cock into her hands as she slowly jerked you off and asked if you were done as you shook your head and said you were good to go if she was and without even getting to finish she just kissed you, pulling your head down with her arm as she kissed you hungrily and slipped a leg up and placed it onto your shoulder as you quickly pushed back inside of her as the pressure was intense but the creamy mess of your mixed together seed and orgasmic juices allowed you to sink deeper as you pushed her further towards the middle of the bed and moved you both onto your side as you kept her legs draped over your shoulder as you wrapped an arm around her neck and just rocked your hips from side to side as she cupped your cheeks and made out with you as you fucked her in the sideways missionary position.
You rocked yourself in and out of her cunt for a few minutes in this position and as you got an orgasm out of her you slowed down a bit and allowed her to enjoy it as she bit your bottom lip and as you continued you traded off various positions, another cowgirl position ride followed by you eating her out and then doing the 69'ing with one another before she rode you reverse cowgirl. Missionary again, then to doggy style followed by her blowing you until you felt yourself about to cum again as she moved herself back and mounted you in cowgirl again as she dropped herself up and down, your hands spreading her ass as she rode you like a wild woman and as she pumped and rocked her hips back and forth, you felt everything come to a head as you rolled your eyes and held her down after a few wild bounces and a well timed kegel.
Angelina held herself down as she scratched your chest and felt you unloading another large orgasm inside of her as hot globs of seed filled her womb to such an overflow that you felt an immediate seeping between your crotches as Angelina softly caressed your face and smiled and content and satisfied smile as she is leaned down and kissed you as you moaned and groaned with satisfaction as she stayed on top of you for several moments until she slowly lifted her hips up and let your cock slip out as a big glob of seed fell out of her and over your cock as she shifted her hips a bit and laid out to the left of you as you wrapped an arm around her neck and looked into her eyes as she softly touched your face and smiled as the two of you groaned and moaned happily as she eventually kisses you and said she was impressed, though she's had some crazier nights they she would have to regale you about one day.
You trade stories and talk about her career and whether she'd be interested in giving your company a chance to produce the film of Netflix passes which she smiled and said she'd consider it for sure as she admits to not having many fun nights like this and as you talked in to the early morning she eventually fell asleep with her arms cuddled around you as you couldn't believe you had just spent a night with Angelina Jolie.
If your teenage self could see you now he wouldn't believe it. And that made the smile across your lips stay affixed even as you drifted off to sleep.
End of chapter.