The Agent- Maude Apatow
Part of the exchange of some of the information you got from Zendaya was that you would go and speak with Maude Apatow, the lovely daughter of Judd Apatow and Leslie Mann, whom you knew most of your adult life since your father represented Leslie and Judd back in the day tho they both ended up jetting following Knocked Up's success to CAA.
You were still feeling a kind of way having dealt with Alexa Demie as Alycia, Karen and Ella seemed to support it though Kaitlyn seemed to be more silent about it and you didn't press her for her opinion as you felt perhaps the two of you had a very different approach to such things, though you knew at some point the two of you would probably need to talk about it.
You spent most of the morning working in the office area of the house and getting some emails and contract offers sent once the final details had been forwarded to you for approval as you then typed the address you had gotten from Zendaya and made the drive across the county to a nice home that you definitely had been too once or twice, wondering if Maude was just living at one of her parents properties. Maude answered the door with a big smile and her infectious bubbly energy as Zendaya had told you she was a genuinely sweet and creatively powerful girl but that a lot of the influences around her were starting to weasel their way into her inner circle that had concerned Zendaya that perhaps Maude was being used and she needed you to assess and get back to her if that was the case.
You asked her how she was and how things were going as you knew she had directed a film and was very involved in the return of Euphoria and as Maude got to talking you could tell she was very passionate about everything she was doing, though there were some names and ideas that Zendaya had told you about that were popping up that you were having to register and remember to let Zendaya know.
After a while she finally asked what you had called about and why you were so eager to meet as she says she remembers meeting you when she was much younger as you explained to her a bit about what you were here though it was mostly under the guise of asking her about her plans for the next film she was going to do and whether her production company would be interested in working with your agencies production company for a co fiance picture down the line.
Maude seemed genuinely surprised and grateful for this though her agency was tied with her father's and therefore she needed to have legal look things over before seeking anything investment wise that wasn't just for distribution. You made a face and a noise with your tongue as she brought this up that you couldn't tell whether Maude clocked it or not and she asked if you were the same agent that Alexa was himming and hawing on about as you worked up as she looked at you a little differently then she had before as she seemed to be sizing you up.
You said you were and Maude seemed to take some offense to how you treated her though you admitted you'd probably do it again as Maude went into a passionate defense for her friend though you remained steadfast in thinking your handling wasn't off base. Maude seemed to disagree though it was more on that silent vein that Kaitlyn had been giving you and while you didn't think you did anything wrong, you said you'd apologize to her the next time you saw her which did bring a smile to Maude and a thank you.
You decided the conversation had gotten you as much information to report back as needed and you thanked her for the time and planned to leave before Maude made a cute face and asked if the other thing Alexa has talked about was true, and as you asked her what that would be she shrugged and just began to move up the stairs, stripping her shirt off and tossing it down as she wasn't wearing bra and she turned with a sultry little look and asked if you were gonna come up with her and find out what she meant as you nodded and shrugged as you followed her up as she continued to pull clothes off.
Maude was on her back, her head hanging off of the bed as she was taking your cock down her throat though she as gagging and choking slit as your girth seemed to be more than she was used to as you use to make sure you didn't choke the poor girl out as she would tap on your thigh if you were going to deep or hard as she would take deep long breaths and then let the saliva drool down her face as you would reach over and play with her nipples as she would run her clit as you fucked her mouth until she choked and gagged again.
As you pulled out of her you turned her over and spread her legs as you dropped to a knee and stroked yourself while you hungrily sucked at her slit, flicking your tongue up and along as Maude was screaming and pulling at the comforter in her bed as she spasmed and you locked your mouth to her folds and drew heavily as you tasted her copious amounts of orgasmic fluid as it felt like she damn near squirted as you barely could swallow down all of it as she was a shaking and spasming mess as you continued to flick your tongue mercilessly against her clit as she pushed at your forehead and forehead before pulling your mouth and tongue further against her cunt as you sucked loudly and obnoxiously as she grinded herself up and along until she came again.
This time you just let her wetness coat and mist your mouth and face as you then quickly leaned up and began to penetrate her tiny cunt, feeling her pussy literally stretching to accommodate your length and girth as Maude was groaning and screaming loudly before she pushed at your abs and asked if you would be willing to fuck her ass instead as she thinks your cock would hurt her pussy more then her ass as you didn't really get the logic there but figured she knew he did better and said you'd do whatever she wanted as she smiled and hopped up and turned over as you hadn't noticed when eating her out that she had a butt plug in which maybe made more sense for her rather wanting the anal instead.
You smacked her ass cheeks a few times before slowly pulling the butt plug out as she moaned and you quickly put your tip to her asshole and started to work your cock inside of her rectum, Maude reaching back as she was moaning and wincing loudly as your cock was slipping in a little easier in her ass but only for the first few inches as the further your length got inside the more rougher and tighter she got and the louder moaned as she held her ass cheeks apart for a while before letting a hand move down to rub her cunt as you started to to slowly work your manhood in and out of her anal chasm.
As Maude eventually reached out and grabbed the sheets, continuing to rub her cum as you had a firm hold of her ass and was rocking nearly half of your length in and out of her colon, feeling he anal walls staying completely locked up as she maybe chewed off more than she could actually handle as you pumped yourself steadily in and out of her as as she just screamed, though you couldn't tell if it was from the orgasms she was leaking into her hand and fingers or from the discomfort and pain of your cock moving more quickly inside of her ass.
Maude was in a haze of sexual overdrive as your cock reamed her ass more and more immensely as you were starting to feel the well up of our orgasmic brewing as your balls smacked loudly against her hand as she continued to rub her clit to give more stimulation to herself as she felt your cock throbbing and stretching against her inner walls as she was trying to say something but nothing came out except for grunts, squeals and whimpers as you slammed a few dozen more tikes into her rectum before feeling your muscles strain and your veins protrude as you buried your cock as deep as her ass would allow and exploded.
Maude screamed as you began pumping thick ropes of cum deep into her anal canal as her intestines were going a good dousing of seed as she screamed out that she could feel you cumming inside of her ass as you felt legitimately dizzy from the amount of cum filling up her asshole.
You eventually slowly pulled out and nothing came out at first but as she reached back with both hands he kept her ass spread, making her hole pucker as she eventually felt a small drizzle seeping out as you had cum inside so deep you didn't expect anymore to come out until she was in a standing or sitting position.
Maude eventually turned herself over and smiled at you as she admitted she's never had a cock as big as yours inside of her before and she blushed as you admitted she was probably as tight as anyone you've ever been inside of in all honesty, the two of you eventually dressing as she sheepishly asked as you walked downstairs if you were mad at her parents for them leaving your families agency back in the day.
You were surprised she even knew about this and when you said as much she shrugged and said she was a lot more aware of things then she let on as she says she was sure you were actually only here cuz Zendaya had asked you too.
Deciding it was best to come clean, you admitted as much and she nodded with a disappointed look and asked if you then thought she was only getting her opportunities because she was a "nepo baby" and perhaps the thing that made her cry and run up the stairs was the silence of you not saying anything as you didn't honestly know whether or not you believed one way or another strongly.
You left the house feeling awful but also not really thinking anything of it since she wasn't a client of yours. But word travels fast and as you came home Zendaya had called you and chewed you out, Maya Hawke just sent some emojis of angry faces while the Ella, Madelaine, Alycia and Minka were asking you to clear things up as Kaitlyn didn't say anything and just listened while holding Kat as you helped Alycia with dinner and explained your side of things and what had happened.
Kaitlyn, without saying a word just asked Ella to watch Kat and then went up to the room without looking at you as Alycia tells you she's very upset with you, not just because of the Alexa thing but because of this stuff with Maude now as well, but you were honestly confused about what you did that had her so angry Alycia tells you to just let it go and maybe not talk about it till you had a better idea yourself about how you were acting as the others didn't say anything else as the tension was became palpable.
Things in the new year were starting to feel a little out of sorts, to say the least, though you had to ask yourself whether you were the reason, before deciding that you needed to figure out what the hell was going on with you.
End of chapter.