The summer of my eighteenth birthday was also the summer before senior year.
I was the only young senior that I knew of to have a job that poured thousands of dollars into my checking account over the course of a single month. I was newly hired as an Affairs Assistant. But I had discovered in the middle of my interview that my boss intended to hire me to preform illicit acts on his behalf.
My boss, Robb Sterne, was an extremely handsome older man, with thick salt and pepper hair and muscular forearms. When I closed my eyes at night I could still feel his firm hand between my legs, touching my virgin pussy with a strength that made me wet, even when surrounded by family or sitting in church.
The only instruction I had received from Robb came in the form of short texts or emails. There would also be brief messages attached to the money being transferred into my bank account. Often times, I would be hanging out with my friends beside the pool and see a message pop up along with a deposit of hundreds of dollars. The message would read something like "Brazilian wax and nails" and then an address to a high end spa.
On this day, I received a brief email from Robb.
Jamie,
Arrive at my estate tomorrow afternoon. Photography session before your first client. Please arrive clean and no red lines from underwear on body.
Thanks,
R.S.
I felt a shot of nerves, wondering what exactly my first client would want with me. I would have bitten my nails had they not been plastered with acrylic extensions.
I drove to Robb's country house the next day, half-hoping that his daughter Lynnae would be there too. She was my age, beautiful, and seemed interested in me the last time I had seen her.
I was disappointed to see my boss opening the door after I knocked. He was dressed in a grey vest and a blue dress shirt rolled at the sleeves. The curl of thick salt and pepper hair hung on his forehead and his face did not betray any emotion. "Good of you to come so early," he said as I stepped inside.
I was surprised to see him sink to a crouch in front of me once the door closed. He reached up and lifted my loose, lacy tank top to stare at my breasts. He turned his head to either side. "No red marks. Good," he remarked. He let go of my top and then unbuttoned my shorts, slipping them down. I touched my bare skin underneath. "Next time, don't wear jean shorts. The heavy material can leave marks. Very important for your skin to be smooth for this job. Understood?" he asked, looking grimly up at my face.
I nodded, nervous that he would force his hand against my bare pussy. Instead he pulled my shorts all the way down and I stepped out of them. He left them on the cherry wood floor and reached up to run his hands up and down my newly waxed legs, his fingertips coming close to my inner thighs each time. His hands then brushed over my ankles and he touched my high heeled sandals. He undid the straps and I stepped out of them as well. "Good shoes," he said approvingly.
"Thank you," I said mousily. I could not shake the nervousness he made me feel. I tried my best to keep my head clear and think about the money I would surely receive after the photos.
I followed Mr. Sterne up the stairs wearing just my lacy crop top, my bare feet feeling pleasantly cooled by the marble.
We mounted the second floor and Mr. Stern lead me into a large bedroom. To my surprise, there was no furniture in the room and the curtains were closed. There were about ten or twelve clothing racks holding a hundred or more dresses. Some were sparkling cocktail dresses, some cotton summer dresses, evening gowns, prom dresses...the room overwhelmed me with colors and fabrics.
Robb disappeared through a narrow passage between two of the racks. I soon heard him scraping the hangers as he searched through the clothing.
"What is this room?" I asked, realizing the dress nearest me was this season's Chanel.
"Lynnae's closet," I heard him respond. "I buy her a new one for the weekend."
"Every weekend?" I asked, incredulous.
He reappeared holding a few different dresses and nodded, his thick eyebrows maintaining his mask of emotionlessness. "She won't mind if you borrow."
I followed him to another large bedroom on the same floor. This one was decorated as if a small girl slept there. The bed was frilly, the pillows were pink, the curtains were sheer. On a white vanity there was a three-monitored computer with a large webcam attached.
Mr. Sterne lay the dresses over the back of the white chaise in front of the computer and then took my crop top off gently. I felt embarrassed, my erect nipples gave away the arousal he made me feel. My pussy was starting to feel warm between my legs but no wetness came.
"These photos will be used for those clients which ask to see you naked. They expect the highest quality from my assistant so you are never to use your own photos. Do you understand?" he asked.
I nodded.
He unzipped a camera bag that was sitting on the desk on the other side of the room and unpacked camera equipment. Once lighting was turned on and the camera's tripod was placed delicately in front of the bed, Mr. Sterne gestured to the frilly bedspread with his index fingers.
I climbed up and his instructions came immediately. "Cover your breasts with your hands and close your legs."
I did so and the shutter clicked.
"Open your mouth and show me your tongue." Click.
"Turn around and point your ass at me but keep your hand over your pussy." Click.
"Show me a good arch in your back." Click.
"Stand up and try to hide your body from me." Click.
"Hold your arms out to the side and lean on your hip, show me that young body." Click.
"Get on your knees and show me the face of a slutty high school girl who wants to taste my cum."
