We began our descent and the stewardess was pacing the aisles trying to make sure everything was situated. I was flying first class again, and I was really beginning to enjoy the comforts that came with the special seating. The Agency spared no expense on their associates, which I assumed was to try and keep them happily employed. Our plane came down with a thud and I looked out the window to see palm trees and sunshine. It was similar to Los Angeles, but the sky seemed much bluer.
I only had my backpack, as my clothes had been shipped from Heidi's design studio directly to where I would be staying. I began to search for my driver and finally spotted a very lanky dark skinned man walking around with a small piece of paper. Scribbled in black sharpie was my name.
"Hi, Joe Williams, you must be my driver?"
"Yah mon!" the man said with his Jamaican accent, "Follow me."
We walked out of the terminal and the heat smacked me in the face. Within seconds, I was drenched in sweat. A limo was parked outside the terminal and the driver opened the door to the back for me. I climbed inside and was greeted by blasting air conditioning and a Red Stripe seated in the cup holder. I cracked open the beer and guzzled a few swigs. The car began to pull away from the airport and I noticed a large envelope poking out from under my backpack. I broke the seal and slid out the piece of paper with The Agency letterhead. Finally details on my assignment:
Joe,
Welcome to Jamaica! As we have discussed you will be spending the next month and a half with Jennifer Lawrence. She is on location shooting a romantic drama. Hopefully the training we provided you last week will help you through this assignment, as well as your previous experiences on last assignment.
This assignment will be different from your last one, as will be the case with most of your assignments. With this being a movie, many of Jennifer's peers will be around and will likely want to spend time with her. Unlike your cover story with Taylor, this cover story will come into play more often in your time with Jennifer. The cast is being housed at one of the local resorts, which is also the shooting location for most of the film. Jennifer is being housed in the Penthouse Villa, which is one of the nicest villas on the resort. Many of the villas are equipped with butlers, which will help provide your cover story. You have been hired by the resort as the butler for Jennifer's villa. The villa has a separate suite area for the butler, which is where you will be staying. You will not be required to actually provide butler duties for Jennifer, but this will allow you an excuse to be in her villa at all times. (Note: if someone comes to visit Jennifer, you will have to pretend to be the villa butler.)
We had to create a special package for Jennifer to meet her needs. You may recall last year when Jennifer fell prey to an iCloud leak that released dozens of nude pictures of her onto the internet. Jennifer claimed these pictures had been sent just to her boyfriend, but this was merely a cover. In truth, Jennifer is addicted to sexting. She had to curb her addiction after the leak until she came to us with her predicament. Our technology experts went to work and created a solution. Inside your packet, you will find a cell phone equipped with an app labeled "The Agency". This app uses the best encryption code available today. The encryption will actually further encrypt itself the more someone tries to hack it. It is foolproof and 100% safe. You and Jennifer are the only two people that can enter the app. The main part of your assignment will be to sext with Jennifer. This includes, but is not limited to: pictures, videos, text messages and video messages. This sexting will serve as foreplay for your sexual encounters.
Below is some important information about our client:
Age: 25
Height: 5'9"
Hair Color: Light Brown w/ Blonde highlights
Measurements: 36-26-36
Bra Size: 32C
Pubic Hair: Landing Strip
Sexual Experience: Veteran
Favorite Position: Undetermined
Personality: Playful and Aggressive
Again, we ask that you try to learn the client and determine ways to go the extra mile. We were very pleased with your last review, but expect that you will continue to raise the bar with each assignment.
Good luck,
Eliza
I sat the letter down and removed the phone from the envelope. I had seen the pictures that were leaked from Jennifer's iCloud account and was not surprised by my assignment. Those pictures had actually been a big reason why I was excited about getting assigned to her. Sexting had never been a mainstay in my sex life, but I had done it on occasion. Most of the sexting that I had done just included having girlfriends send naked pictures of them to me. I had a pretty extensive collection of pictures from girls, but I had only occasionally sent some of myself. This assignment was going to require me to have to step up my dirty talk, which was not something I had felt confident in yet.
As I scrolled through the app, I was impressed with the layout, design and features that been created for just this one assignment. If you had handed me the app without any context, I would have assumed that it was the next big app in social media. I opened up the empty conversation with Jennifer and switched to the camera mode. The window divider between the driver and me was rolled up, so I knew I had privacy. I unzipped my khaki shorts and pulled my cock out of my shorts. I snapped a picture and commented, "I'm on my way. Looking forward to seeing you ;)".
Was I being too forward? I just sent a woman who I had never met a picture of my penis, and that is the first thing that she would get to see from me. It was too late to take it back, I had already pressed send. She couldn't be too mad though, right? I was hired for this very specific purpose, there is no way I could come across too strong, right?
I sat back and finished my beer as the limo bumped across the rough Jamaican road. A few minutes had passed and I heard a loud ding come from the cell phone on my lap. I slid my finger across the screen and the app opened up to our conversation. Up popped a picture of some serious cleavage in a bikini with the caption, "Can't Wait! βΊ", in the feed below. I sat back and smiled, relieved that everything was alright. The picture was all I could stare at and I longed to finally get to see them in person.
The bumpy road was beginning to make me feel sick, as we had been travelling for at least an hour. The limo finally slowed and came to a stop. A few seconds later, the driver opened up my door as the bright Caribbean sunshine burst through.
"We are here, mon," the driver piped.
I stepped out of the limo to hear the crashing of waves from the ocean that was at the bottom of the hill. We were parked in the driveway of a decent sized house, which looked fancier than any place I had ever stayed. The stucco faΓ§ade was painted in pastel colors, which popped off the clear blue-sky backdrop. As I stood in appreciation of the villa, the limo pulled off. I made my way to the big glass French doors. The glass was laid in an intricate metal art piece, which had a tropical theme. I knocked on the door and heard no answer. As I pressed on the handle, I found the door unlocked and silence radiating through the large house. I carefully tiptoed my way through the villa, noticing all of the elegant decorations and furniture that were crammed in the multitude of rooms.
There was no sign of anyone in the house, but I was afraid of startling Jennifer if she was in the house. I pulled out the phone from my pocket and texted her asking where she was. Seconds later I got a response saying she was at the pool. I moved past the kitchen and in to the living room with a high vaulted ceiling. The back wall of the living room was covered with giant windows, which looked out upon a large private swimming pool, patio and further in the distance, the ocean. I could see someone lying on a beach chair outside.
I stepped out the backdoor and made my way toward the pool. The closer I got the more easily I recognized the lovely actress. She was laid back in the beach chair that was covered in a bright blue towel. Her hair was damp and darker then I had expected, due to being wet. She wore large framed sunglasses which covered nearly half her face. I recognized the fabric on the bikini from the picture she had sent me. It was a bright red bikini which hugged tightly against her wet breasts and butt. I could see her nipples poking slightly against her bikini, leaving a small bump on the otherwise smooth material. Her large tanned breasts were sliding out of the bikini cups.
"Jennifer?" I inquired, even though I already knew it was her.
She turned her head toward me, "Ahh, you must be my new friend, Joe!" She stood from her chair and walked toward me, "Let's go in the house and talk for a few minutes."
I follow her back into the house and was fixated on her nice ass. Her hips swayed with every step she took and her butt cheeks bounced with each placement of her feet. The red bikini bottoms began to wedge their way between her crack, which provided a great look at the shapeliness of her butt. There was little to leave to the imagination, but that didn't prevent my imagination from doing work.
She walked into the kitchen and offered me a seat at the bar. She pulled a bottle of white wine out of the fridge and began to pour us two large glasses.