Chapter Two
I arrived at his office just before 11 a.m. the following day. He had his jacket off, his sleeves rolled up, and was reading the newspaper. I hoped yesterday’s “work” hadn’t been a one-time thing because I was in need of a lot more of what Simon had offered me.
“Nice to see you’re on time for the second day in a row. I have more work for you to do during our hour together.”
I stepped into the office. My smile turned to a frown when he pushed some account forms toward me again. I was really going to work, no more playing around? And I’d even stopped by the restroom to remove my panties before I headed to his office, just to save time and give him immediate access to my pussy.
“You look disappointed.”
I thought it best to be honest with the boss. “I am.”
“Don’t worry because I have another test for you. I’m going to see if you can work while you’re wearing this.”
He held up what looked like a vibrator with a remote control. “Come and stand by me and I’ll get you set up.”
I walked toward his desk
“Hitch up your dress for me.”
I did, causing him to grin when he saw I wasn’t wearing panties.
“Wishful thinking.”
“Very wishful.” He leaned over, kissed my belly button, and then secured a black rubber belt around my waist.
“Spread your legs.”
I did as he asked, glancing down to see his fingers disappear through my pubic hair. I closed my eyes as he rubbed my clit. Next he slid the vibrator inside me. It was cold, yet felt great inside my pussy. He tied two black bands around my thighs. “Looks good, sit on the chair in front of my desk.” He slapped my bottom as I turned and walked away. “Now get to work.”
I sat.
I was one page into working on the figures when there was a humming noise, and then wow, my pussy got a buzz from the vibrator. I looked up to see Simon smiling as he held up the remote control.
“Remember I’m the boss. Get back to work.”
I looked down just as he pressed again. This time my pussy was quivering. He upped the intensity. I was lightheaded. The numbers became a blur. He pressed again and again, each time increasing the speed. My hand shook.
“How are those figures looking?”
“This is…”
He pressed again. I stood as he upped the intensity. My legs could hardly hold me. He wouldn’t take his hand off the remote now. I fell face down onto his desk and cried out as the biggest orgasm took me.
I put my hand down on my clit. A flood of juice seeped from my pussy and made its way down my thighs.
Simon stepped around to my side of the desk and turned me over. I was trying to recover when he leaned over and took my mouth, running his tongue over my lips before slipping it inside my mouth and dueling with mine. He pulled away.
“Thought you’d enjoy this little toy. I found it in a sex shop downtown. I told the owner you’d been naughty at work and needed to be punished. She recommended it to me. She said your eyes would cross when I pressed the top level. And she was right.”
This could be sexual harassment. However, as I was a willing participant I didn’t think you could actually call it that.
“I…”
He pressed the remote control again. I shuddered and held his desk as his mouth descended on mine. His kiss muffled another scream when I climaxed.
“You’re so bad.” I said.
“You’re the one who was having sex on the job. This is your punishment.”
I suddenly loved being bad at work.
He unsnapped the bands on my legs and waist and pulled the vibrator from me.
“You can take this home with you if you like.”
I was very tempted but worried it might spoil what I hoped would be on the agenda for tomorrow’s meeting with Simon.
Chapter Three
I wore a blouse with a short skirt the following day, and I opted for a thong. When I entered Simon’s office, he was reading a book.
He glanced at the clock on his wall and smiled. “You arrive earlier each day. You must enjoy this work. I like the outfit you’re wearing today.”
“Glad to hear that.” I got down to business straight away and sat on his desk, crossing my legs. His hand went to my leg, circling my knee with his pinkie.
“It’s a good idea to please the boss.”
“I agree. So how can I make you happy today?”
“Unbutton your blouse for me.”
I took my time slipping each button. He reached up and pushed both sides of the blouse away from my chest.
“I’ve been wondering what shade your nipples are. I’m thinking with your fair skin and blonde hair, they’re probably light pink.”
“You want to see if you’re right?”
“Not today. I just want to admire your breasts slipping over your lace bra. So just remove your blouse for me so I can take in their splendor.”
I slipped out of it and let it fall on his desk. “I’m wearing a matching thong.” I really wanted to please him today.
“I love thongs. Stand up and remove your skirt so I can check it out.”
Standing, I unfastened the skirt and let it fall to the ground.
He ran his hand over my mound. “Did you wax down here for me?”
I nodded, remembering how I’d endured an hour of waxing at the local spa last night.
“Okay, turn around so I can see your cute little ass.”
I turned slowly. He slapped my bottom a few times and then pulled on the waistband of the thong, causing the crotch to bite into my clit and opening. Even that felt good. He pulled again. This time part of the lace caught the entrance to my pussy, sending a jolt of electricity through each of my folds I moaned.
“You like that?”
I nodded.
“Lean over my desk.”
I did as he said, resting my arms on the desk to keep my balance. He ran his hands over both my cheeks. There was a snapping sound just before the thong fell around my ankles. He’d cut them off me.
“We don’t want those getting in the way. Spread your legs and raise your bottom up in the air.”
I did, hoping this was the day I got some cock inside me. His hands roamed over my bottom and then explored in between the cheeks before he spread them.
“I think I like this view even better than the other way. Nice ass, lovely pussy.”
He slid his finger along from my anus to my clit as he set about exploring me. I lifted my bottom as his finger dived into my pussy.
“Are you hot and wet all the time? Are you like this for every guy or just your boss?”
“I get turned on very easily. I love sex and you’ve been driving me crazy all week. I had to go home and masturbate last night. I was so pent up.”
“Good, I’m so happy I’m punishing you.”
“I think I’ve been punished enough so how about you and me having sex.”
He smacked my bottom. “You’ve given me a better idea. I want to watch you masturbate.”
I was silent. I’d never done it in front of anyone. One guy had asked me to but I’d refused. I’d rather have sex with an audience than pleasure myself in front of any one person.
“Turn over and masturbate.”
“I…”
“I could fire you instead.”
I stood up and turned around.
He was grinning now. “Just pretend you’re at home and I’m not here. In your mind let my desk be your bed.”
I got onto his desk and lay down. My head rested on a pile of books. How could I pretend he wasn’t there when he was watching my every move? I slid my hand down my belly till it arrived at my mound. If I went to work quickly and efficiently, it would be over and done with.
“No faking your orgasm just to speed things up.”
Could he read my mind or what?
“Nice and slow does the job.”
I spread my legs, letting my index finger slid over my mound. I was still wet from Simon’s finger probing. I took some of the dew and wiped it over the entire area and played with my folds. I got more aggressive with my clit, pressing it harder. Electricity zinged through my pussy.
I moaned a few times, hoping he wouldn’t know I was faking it. I made my legs quiver.
“I know you’re not even close to climaxing. I know what your face looks like. That’s not it. Go to work. Let me see those fingers move, let me hear you whine and moan.”
I closed my eyes, letting my finger roam over my clit. I slid it down each fold. Imaging my middle finger was Simon’s cock, I plunged it deep into my pussy. I thrust hard and squeezed the cheeks of my bottom together. This time it was real; I was on the verge. I gave one final thrust, screamed out and sat up to see Simon smiling at me.
“That was real and a pleasure to watch.”
I wanted to tell him the thrill had been all mine. However, I didn’t want to give him the satisfaction of knowing my orgasm had been a ten plus.
“See you tomorrow.”
Chapter Four
Only two days left in the week, and I wanted sex with Simon. I wore a dress again. A red wrap-around style that showed my cleavage to its full advantage.
When I entered his office, Simon was absent. I was about to leave when his phone rang. I’m not sure why but I decided to answer it for him.
“Hello, Mr. Jarvis’ office.”
“On time again.” It was Simon. “I’m sorry to say I can’t be with you today. I got called to an executive meeting out of town early this morning. But don’t worry, I came up with the perfect solution.”
At first I thought he was going to ask me to join him there.
“I have the Web cam set up on my computer. It’s all set for your work today.”
“My work?”
“Don’t worry, you won’t have to pleasure yourself again. I’ve paid for someone to stand in for me.”
“What… Wait a minute…”
The door opened and in walked a dark haired guy, about 30. He was gorgeous, dressed in a white t-shirt and oh-so-tight jeans.
“I see he’s just arrived.”
“You could see me all along,” I said.
“Yep, Web cam’s looking straight at you. Jennifer, meet Mark. Mark, this is Jennifer.”
He held out his hand. I shook it.
“Okay, you two let’s get to down to business because I have to leave the hotel in twenty minutes to get to my meeting. Jennifer, the rules: I’m still the boss, Mark has to do exactly what I tell him to do to you, and you have to do what I tell you to do to him. Let’s start with Mark standing behind you.”
Mark walked around the side of the desk and stood behind me. I felt his breath on the back of my neck; his aftershave filled the air around me. It was woodsy, sexy, and just maybe I would enjoy this.
“Kiss her neck while you fondle her breasts.”
Mark’s lips moved to my neck; his hands massaged my breasts through my dress. I rolled my head to the side to allow him more access.
“Undo her dress.”
Mark tugged at the belt on my dress. The sides fell away from my body. I’d worn my black lace bra with matching panties and my black pumps today.
“Very nice,” said Simon. “Kiss her neck again while your hands wander over her belly.”
I sucked in air as Mark slid his palms over my navel.
“Put your hands inside her bra, slide your fingers over her nipples.”
They hardened as soon as his fingers touched them.
“Undo her bra, take it off, and let me see what her nipples look like after a little fondling.”
My bra fell to the ground.
“Hold her breasts.”
Mark’s hands surrounded them, lifting them slightly while kissing my shoulder.
“Now run your hands down her belly, go inside her panties, and run your fingers over her mound.”
I put my hands behind me and reached back for Mark has his hands dived into my panties. I hoped Simon was going to let him play with my pussy.
“Jennifer, I can see this is already turning you on. You hot and wet down there?”