Journal of an Agent Ch. 12

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A visit to NYC for a photo shoot with Jennifer Aniston.
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Part 12 of the 28 part series

Updated 10/23/2022
Created 05/22/2001
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Chapter 12: Jennifer Aniston

Feedback and suggestions always welcome.

Standard Disclaimer:

You must be 18 to read this story, be able to read erotica in your community, not be offended by the contents of it...blah blah, you know the rest.

This story may be distributed freely, for commercial or non-commercial use, but PLEASE leave my email/name on it! That's all I ask!

This is Part 12 of an ongoing series. Yes I know the celebs don't act like this in real life, but this is a fantasy after all.

* * * * *

** RING RING RING **

Struggling to reach over and grab the phone, I almost fell out of bed as the phone startled me awake. Glancing at the clock through sleepy eyes, I saw that it was 6 AM. Way too fucking early.

"Hhhello?" I managed to croak into the phone as I tiredly lifted it to my ear. I was greeted by an overwhelmingly enthusiastic voice on the other end.

"Dean! What's happening baby! How's my favorite half-brother!" the voice said.

"Jacob, I'm your only fucking half-brother," I replied hoarsely.

Jacob was the illegitimate child of my father's, who came along a few years after I was born. Apparently my father Martin had kept Jacob a secret from my mother and I, sending money from his job as a bank manager (this was before he walked out on us and started the Hollywood firm I now manage) to Jacob's mother. When my father disappeared and the money did as well, Jacob's mother called our house repeatedly until my mother got so frustrated and got the whole story out of her.

Growing up, Jacob was always like that cousin you always meant to get together with but never could find the time, for whatever reason. He was about 3 inches shorter than me when I last saw him 3 years ago, but he and I certainly shared the same eyes that my father (and his) had passed along to us. My guess now was that Jacob was right out of high school and calling his "favorite" half-brother to try and weasel something out of me, since I inherited everything. We always seemed to get along all right, but didn't really have too much in common.

"I heard you were going to be in New York next week, I thought we could get together. I didn't wake you up did I? It's 9 AM by my watch," Jacob said. It sounded like he was on a street corner somewhere and there was way too much noise. I was also a little pissed because he had obviously called my office and gotten out of Julie, my assistant, that I was going to New York soon for a photo shoot featuring Jennifer Aniston for the next issue of "Entertainment Weekly".

"Jacob, time difference," I muttered. "9 AM there, 6 AM here, remember?"

"Oh shit! Sorry about that bro. But hey, after we hang up, go back to sleep, ok?" Jacob said apologetically.

"Thanks, I planned to do that," I replied sardonically. "Now what is it that you wanted?"

"Oh right. Well, I heard you were going to be going to a photo shoot with Jennifer Aniston next week because you represent her or something and, well, I'm a huge fucking fan. All us New Yorkers are. So how bout it? We meet for lunch, I show you my place and then you let me tag along. Shit, you can call me your kid brother if you want, and I promise I will be good. Cool?" Jacob said in a hurried breath. It had been a while since I had been back to New York City and I had forgotten how frantic everyone seemed to talk there.

"Sure, whatever. I could use someone to pick me up at the airport. Call Julie back and get the flight number and information from her. And I want your solemn promise right now that you will do as I say and keep your mouth shut when we are around the talent," I said.

"Really? WOW! Thanks Dean! I owe you big time. I guess I'll see you next week then, huh bro?" Jacob said, the enthusiasm in his voice almost overwhelming.

"Yep. See you then," I said, hanging up the phone and falling back to sleep.

A week later and sure enough, Jacob was there waiting for me at the airport. He hadn't changed too much since I last saw him. He was still around the same height, although much bigger. I think I vaguely remembering hearing about how he had been a star tailback for his high school football team. He looked it too. I think I am in pretty good shape, but Jacob's arms were massive, almost twice as big around as mine were, and I have to admit I felt a little intimidated. However, it was all for naught because when Jacob saw me, he gave me a massive hug and took my bags from my hands.

"Welcome to New York City," Jacob said with a broad smile. "The city that never bathes...I mean sleeps," he grinned.

"Thanks. I don't have any other luggage so let's just go back to your place now, alright?" I said.

Walking outside to the parking lot at LaGuardia airport, the weather was surprisingly warm and nice. Being April, the city had just started to lose some of that winter chill, although it wasn't into the scorching New York summertime yet. I was also amazed at how clean the air in the city seemed to be. When I had been there last was the pre-Guilani period and I guess he had done a pretty good job of cleaning up the pollution.

Another surprise came when we got to Jacob's car. It was a souped up Porsche 911, all black with crystal clear headlights, and a red stripe that faded down the side. He could tell my look of surprise:

"Graduation gift from my mom. You didn't get EVERYTHING when the old man croaked you know," he said, winking.

We got in the car and headed uptown. He lived just outside Greenwich Village, in a building that looked to be recently renovated. We pulled into the parking garage and headed inside. All and all, not too bad a lifestyle for someone just 18 years old.

Inside his 3 bedroom apartment, it looked like the typical teenagers room though. He lived alone, but probably kept the house in more disrepair than 4 people living there would. He made no qualms about apologizing for the shape of his house, and I made no comments about it. I too was like this once...except I really WAS poor.

Jacob got us both a beer from the fridge and we sat down to talk.

"So, when will I have a chance to meet the lovely Mrs. Aniston?" Jacob said, that sly grin never leaving his face.

"Tomorrow. I'm heading over to Entertainment Weekly's head office downtown around noon for lunch with the editor of the spread they are doing on her. Then, around 4 or so, Jennifer is getting there for her photo shoot. Because I'm sure you have no interest in the business end of this thing, I'll give you the address where they are located and you can meet me there around 3:30. The only catch to all this is that you will have to be my chauffer around town tomorrow and take me to the airport the next day as well," I told him.

"That won't be a problem. I'm not starting classes till the fall, and since all I do anyways is stay out late partying and sleeping in till 2 in the afternoon, it's not like I will be missing anything," Jacob replied. "Speaking of which, up for a night on the town tonight? I can show you all the best spots in NYC and I promise we will have a good time. That is, if you are not too old," he said with a laugh.

I couldn't help but laugh. "Too old? Boy, you don't know the first thing about partying when you are with me. Remember, I'm from LA," I said with a grin.

We went out that night and Jacob was right, I did have a really good time. But since I had to get up and work the next day, I didn't want to be hung over, so I drank very little. Jacob on the other hand got quite trashed and I ended up having to drive him (and the little blonde hottie he picked up named Alicia) back to the apartment. As soon as we were in the door, Jacob took Alicia to his room and made a weak hand motion that I took to imply "You can sleep in one of the other rooms". His mouth and other hand were too pre-occupied roaming all over Alicia's body.

I grabbed a soda from the fridge and sat down to watch Conan, as I remembered that Penelope Cruz was going to be on. I had developed an affinity for her recently after seeing a test screening of "Blow" and made a mental note to myself to check to see who her representation was when I got back to LA.

But my television watching was cut short, as just a few minutes after I sat down, I started hearing moans coming from Jacob's bedroom. I turned the TV up loud to try and drown them out, but it was no use: Alicia's moans and screams kept getting louder. When I had the television turned up all the way, and could still hear them, the moans subsided just for a moment so that Jacob could have the audacity to yell at me: "Turn the TV down! You trying to blow out the goddamn speakers?"

Throwing my hands in the air in exasperation, I turned off the TV, finished my soda and went to the bedroom. With the door shut and everything else quiet, I finally fell asleep, mainly from being tired from the flight.

The next morning when I woke up around 10:30, Alicia was gone and Jacob was at the table wearing the same clothes he had worn yesterday, minus his pants (although he did have boxers on), eating a bowl of cereal. He looked a little hung over, but I knew he would shake it off. I joined him and we talked a little over breakfast, but since it was 11:00, I had to go get in the shower and get ready. I hate being late for a client.

Jacob dropped me off at 12:05 in a rush, after I chewed him out the entire way there about how I hated being late. I left in a huff but straightened myself up for my meeting. The meeting and lunch went well, and I got a tour of Entertainment Weekly's offices for an hour or so, making small talk with the photography editor and the writers for a little while.

Glancing at my watch it was about 3:40 so I excused myself for a moment and went down in the lobby to meet Jacob. I was shocked by how he was dressed. Wearing a pair of polished black shoes, black slacks and a light blue shirt with a black sports coat over it, he looked nothing like the grungy kid that dropped me off in a t-shirt, boxer shorts and sandals this morning. He even had shaved off the scraggly beard he had been growing and his hair wasn't a total mess like I figured it would be (truthfully, I wasn't sure WHAT to expect when he showed up). Very impressive, he almost put me in my white collared shirt and navy blue pants to shame. Almost.

As we got in the elevator, I drilled him again on how to behave. He wasn't to talk unless spoken to, not to touch or stare and generally just act like a walking mannequin while he was there. Jacob nodded to all this solemnly, but I couldn't tell if he was patronizing me or was being sincere. The elevator dinged on the 5th floor and the doors began to open. Taking a deep breath, I stepped out.

Walking down the hall, we found the studio where the photo shoot was going to be. There was an assistant at the door, but she just smiled at us and waved us in. The room was quite large, bigger than I thought it would be. In the center was a white backdrop, with a small table and a few other items. On the ground was a dark blue crushed velvet sheet, that filled in the whole space. A portion of it was balled up, so I figured that it would play somewhat of a role in the photos.

Looking around, I didn't see Jennifer anywhere. However, to my surprise, Lisa Kudrow was standing around talking with a few of the people. I walked up to her and Jacob followed right behind me, quiet as a mouse. I think he was star struck.

"Lisa! What are you doing here!" I said, extending my hand as I walked over to her. She shook it and gave me a hug.

"Dean, how are you? Jennifer and I just finished shooting an episode earlier this afternoon and since I didn't have anything to do, I decided to come along. Jennifer is in makeup, changing into her outfit for the shoot. I think the better question might be why are YOU out here?" Lisa replied. We had gotten to know each other fairly well when the cast of Friends had been out once or twice to LA for a taping or something else related to the show. I had thought about luring her away from her agency, but Julie had told me not to bother because Lisa had a deep friendship with her current agent.

"I'm doing great. I came out here to see the shoot and work with her on maybe some more movie roles, and more or less for a visit to the Big City," I said.

"Excellent. And uhh, who is your friend?" Lisa said, pointing over my shoulder to Jacob, who had stayed where he was when we walked in.

I looked over at him and motioned for him to come over. "Lisa, this is my half-brother Jacob. He lives here in New York so I thought I would spend some time with him while I was here. He let me stay at his place uptown. I know he seems a little quiet, but he says he is a really big fan of the show," I said, pulling Jacob towards me and introducing him to Lisa. Jacob seemed in a daze.

"Hhhhi Mrs. Kudrow," Jacob said with a shaky voice. His arm was shaking as he offered it to her. Lisa shook it vigorously. They were both about the same height, but Jacob's massive size seemed to dwarf Lisa, as was evident when his hand virtually covered hers during their handshake.

"Lisa, please. Just don't call me Phoebe," Lisa said, laughing.

Jacob laughed tentatively and smiled at her. "Ok, Lisa. Dean was really nice for letting me come along to see the shoot. I never imagined you would be here. I just wanted to say though since you are the most famous person I have ever met and will probably ever meet, that I am a HUGE fan of the show. All of my friends watch it too," Jacob said, his voice much more stable now.

"That's great. We need all the viewers we can get, what with Survivor and all the bimbos on that show stealing away our ratings share. Especially that girl Elisabeth. Where do they find toothpicks like her?" Lisa said in a half joking way.

I was about to say something when Jennifer walked out. Wearing a black midriff tank top and obviously no bra (it was pretty cold in the room), for her nipples poked against the fabric of her shirt. She was also wearing a pair of vinyl hot pants, and every guy in the room couldn't help but stare at her as she walked in. Her brown hair seemed to blow in it's own wind as she walked in, and it was all tousled in different ways. Anything to avoid that "Rachel" hairstyle that was so popular when Friends first came on.

Jennifer saw me and ran over. We hugged and I basically gave her and Jacob the same introduction I had given with Lisa. Jacob seemed to be much more at ease now, very comfortable around the two beautiful celebs. Still, he seemed sort of awestruck by the whole thing. We didn't get to talk long, because the photographer was anxious to get the shoot started before it got too late in the day.

Very professional and knowing exactly what to do, Jennifer wasted no time posing for the photographer. She seemed very much at ease, and looked to be having a lot of fun. Lisa, Jacob and myself just watched from afar, with Lisa making the occasional joke about Jennifer that caused both of us to laugh and Jennifer to give us a disapproving glare. Gradually though, the poses Jennifer were doing got sexier and sexier, and the spaghetti straps on the midriff seemed to slide down her arm more and more with every shot. I glanced over at Jacob and saw that he was breathing very shallowly, and I knew that he would very soon have a bulge in the front of his pants. I could tell that he was trying to hide it by shifting his position and adjusting the belt on his pants.

Lisa picked up on this too, but she reacted in a different way. We were standing sort of off where the shoot was taking place so that only someone looking would be able to see us. Reaching down her hand slowly, acting as if she had no idea what she was doing, Lisa slowly slid her hand down Jacob's hip and thigh and let it rest on his growing bulge. I was watching all of this out of the corner of my eye, and I could have sworn that Lisa squeezed him gently at least once.

Jacob was either scared or excited or just plain confused, because he stood there like a slack-jawed idiot and gasped rather loudly when Lisa touched him. She made no effort to move her hand, instead just keeping it resting there on his manhood. At first I had thought about looking over at Lisa and signaling for her to stop, but I knew that would be no help to any of us. Lisa and Jacob were both horny and nothing I could say would get them to stop (never mind the fact that Lisa was married).

Just when things seemed to be heating up in the whole place, the shoot was over. Jennifer walked quickly back to the dressing room, but motioned for me to follow her. I took a step forward and turned around to look at Jacob and Lisa. Lisa just smiled at me and wrapped her other arm around Jacob's chest, resting her head on his shoulder.

"Don't worry, we will be fine. Go see what Jen wants," Lisa said. Jacob just stared vacantly ahead and nodded.

I shook my head and walked away to follow Jennifer.

Knocking on the door to her dressing room, I could hear her voice say "Just a minute"

I shifted on my feet and tried to put on my business face, but what Lisa and Jacob might be up to was at the forefront of my mind.

Opening the door with cigarette in hand, Jennifer smiled exuberantly when she saw me and wrapped her arms around me. I personally detested most smokers, but many of the celebs I had seen smoking a cigarette, they had made it look so damned sexy. Jennifer was no exception. No wonder the cancer sticks had held such a smooth image for so long.

Walking into the dressing room, Jennifer had changed and showered, her hair up in a white towel and her lovely body wrapped in a pink kimono. The whole room smelled like smoke and I saw an ashtray filled with cigarette butts on the table. Finishing her cigarette with a long, slow drag, Jennifer looked at me and said:

"What the hell was Lisa doing out there? I looked over and she had her hand on your brother's crotch! Is there something you are not telling me?" Jennifer said with a frown on her face.

"I was wondering the same thing!" I said. I was just as surprised as Jennifer was, especially since she didn't know anymore than I did.

"She's acted like this before. Once I accidentally walked in on her and one of the stage hands while we were filming. There were literally 200 people nearby and she decided she HAD to get fucked then and there. More guts than I would ever have," Jennifer said.

"But you know..." Jennifer continued with a devilish smile "I couldn't help but get a little turned on watching her. I leaked a little pussy juice down my leg watching them, that's why I had to take a shower,"

I couldn't believe how frankly she was talking to me about her sexuality. I was torn between telling her that I too was getting aroused but more by her than by what Jacob and Lisa were doing. Still trying to hold restraint over myself, I played off the comment by clearing my throat.

"So uhh...speaking of romance, how are things with Brad?" I said.

Jennifer gave me a sarcastic look, obviously seeing through my weak attempt at changing the subject.

"Brad and I are fine marriage wise Dean, thank you for asking," Jennifer said. "But I have to tell you, he just doesn't satisfy me sexually. His cock is only 5 inches! I thought I would get used to it after a while, but a girl just needs a good rutting every now and then. Don't you think?" Jennifer said sultrily. She had been walking towards me as she said this, and now I was back against a wall, fighting every urge not to just go for her. It's one thing to go after a young, single celeb but a married one is a whole new ball game ESPECIALLY when the husband was an international star.

Jennifer's face was now just an inch from mine, and I could feel her warmth breath on my lips.

"You know who had a big cock though? Your father. Damn I miss him, and his meat," Jennifer said, her light blue eyes staring into mine. I was still reeling from the dirty talk she was giving as I tried to decide how far I was going to let this thing going. "Let's see how his son measures up. I've wanted to do this since I first saw you at your father's funeral,"