The Lady Executive

As expected, Bailey was waiting up for me. She wanted details of what went on with Grant and all I wanted was a long hot shower. "Was it just a simple fuck Joanie?" Bailey asked.

I responded, "He was a perfect gentleman. We had dinner and drinks then went to his hotel room for some fun. Trust me; it was nothing to brag about sexually." Bailey laughed. I changed the subject. "I need a long hot shower."

As I washed the traces of Grant and his bisexual boss Roger from my body, I had an idea. Instead of going to bed with this horrible experience on my mind, maybe I should log into my chat room and have Bailey join me for some fun and she can see firsthand how I go fishing for my one night stands. "Brilliant plan" I muttered to myself.

So I got out of the shower, dried my body and wrapped a towel around my waist. With a wicked smile on my face, I went to the living room topless and sat down with Bailey and asked her if she would like to play in my chat room with me for a while.

Bailey said sadly, "I'm getting a divorce. I got the email while you were out that he filed today and is going for custody of the girls."

I grabbed her hand and said, "I'm so sorry Bailey but you need to get that off your mind for the weekend. Let's have some fun."

Bailey hesitated a moment, smiled and said, "I would love to watch but I'm afraid of being caught online."

I smiled back and said, "Follow me."

We went to my large bathroom that was open to my bedroom and I set at my built in vanity. "This is how it works. First, I get my makeup perfect, fix my hair, pick out some special lingerie that won't be on long and go online with my webcam. Sit back on the sofa at the foot of my bed and watch." Bailey lounged on the sofa and watched me do my makeup and hair.

I took off my towel and tossed it onto the couch next to her. I set up my webcam and bed complete with dildos, pillows, a towel and washcloth out of sight for obvious reasons. I was going to cum online. I picked out the lingerie for the event and sat in the middle of my bed and tested my web cam to make sure it was positioned properly for full body and close up pussy shots.

Bailey seemed impressed with the speed of which I could do this by saying, "Wow, you have done this before."

I told her "Two years babe. This isn't my first rodeo."

"Why have you been doing this?" she asked.

"I enjoy exposing myself and it's a great way for me to satisfy my sexual needs with no man and no strings." I smiled and asked "Ready?"

"Sure!" Bailey exclaimed excitedly.

"Ok then, quiet on my set." She giggled at me and with a click of the mouse, I was online.

The chat room filled quickly with regulars and new men. There were at least fifty men asking me to take my lingerie off. I gave them peeks of my tits, ass, and pussy until one of them took me to a private session where we could masturbate together cam to cam. His name was Sam and definitely one I wanted to get to my site so we could meet in person. Handsome, nice dick and took his time letting me strip for him, insert my fingers into my wet puss as he talked dirty to me and stroked his perfect cock.

I asked, "You want toys or more fingers?"

Sam said "I definitely want some toys in you."

I got out my two favorites. One was my best vibrator and the other was for double penetration to my ass. So I asked "Shall I start with the vibrator in my puss and then slip the other toy in my ass?"

Sam exclaimed "Yes!"

So I slowly started with the vibrator inside me turning up the speed and as I pushed it in and out of my dripping wet pussy until I came for him and then went for the ass toy for some double penetration so I could cum again for him as I could tell he was getting close to exploding. I assumed the doggie style position for a good view of the vibrator in my pussy and the other toy in my ass. As I worked them in perfect rhythm, we came together loudly. I fell into the bed flushed from the orgasms and thanked him for the great time.

Sam said, "I would like to see more of you."

I responded, "As in face to face?"

He said breathlessly, "Of course." I told him to go to my website and email me so we could set something up. He said he would and we both logged out.

Bailey was surprised at what I had done and asked, "Joanie, is this how you have been getting fuck buddies for the last two years?"

I simply replied, "Yes, darling it's easy. You just have to be aware of who seems strange and weed them out. If they go cam to cam with you like Sam did, it's much easier to judge the man. Once I get him to my website, we will Skype, text and talk on the phone before I am comfortable enough to meet him."

Bailey said, "That is an art Joanie. Have you been put in strange situations?"

I told her I had but without any details.

She asked, "How strange?"

I told her I usually meet for dinner and drinks and if there is a bad vibe or some strange comment, I end it there. "I have to be safe."

We took down the computer and web cam and went to bed. We were both looking forward to a lazy Saturday morning followed by lunch and some shopping. We liked to have lunch and shop when I was in town. Only now, I could take her to my favorite "sexy clothing" store and get her opinion on outfits. I had to admit I was looking forward to it. I was finally able to share all these secret details with someone.

I awoke the next morning to my phone ringing. I was hoping it was Lance as I answered "Hello."

It was Randall from work. "What could he want on a Saturday morning?" I pondered to myself. Randall said in a very nice but devious tone, "Good Morning Joanie."

"Good Morning Randall." I replied sluggishly.

"Did I wake you?" Randall asked.

"Yes, Randall, what's up?" I answered, harshly.

He said, "You might want to get to the office as quickly as you can. Something has come up."

"What?" I asked.

He said, "Just get here quickly."

I woke Bailey and told her something was going on at work. Randall never calls on a Saturday or any other day for that matter. I quickly showered, dressed, pinned my hair up and fixed my makeup.

Bailey asked "Do you need me?"

"No, I can handle Randall. I will be back shortly or call you if it's serious." I told her, kissing her gently on the lips and smiling.

She said she would get her shower and get ready just in case as I left for the office.

I parked my car and rode the elevator up to the executive suites and found Randall alone in his office.

"What's going on?" I asked.

"You tell me Miss Starr." Randall said smiling.

"Oh, no. He knows my online name and must have seen me last night." I thought as I felt the color drain from my face but quickly recovered and asked, "Yes, what about Miss Starr?"

He had been seated at his desk but now got up and slowly sauntered around to the front of his desk and leaned against it. "Is this something you would want to get out to all the other executives and the senior vice president?" He asked with that stupid grin on his face.

Not taking a seat as I knew that would show a sign of weakness, I stood there looking at his family portraits in his office and asked, "What could I possibly want from you to keep my mouth shut so I don't tell your wife? Could I want your resignation maybe?"

He said, "She will never believe you."

"I can find out your online ID from my chat room and expose you." I sniped.

He moved towards me closer and closer and said, "You irritate the pants off me Joanie. I want to fuck you."

Feeling his intense lust, I asked "If I fuck you one time and one time only, will you keep your mouth shut?"

Randall nodded his head as he moved in to kiss me. His lips met mine and I realized he was serious by the bulge in his pants growing quickly against my stomach. He was a tall man and handsome but I despised him professionally.

I said, "I don't want to fuck you here. Be at my house tomorrow at noon."

He agreed and I walked to the elevator and left the building.

When I returned home, Bailey was waiting with anticipation to find out what was going on. I told her every detail. "He is a dirty bastard and will expose me even if I fuck him but I have a plan Bailey."

She smiled and asked, "What's the plan?"

"He is meeting me here at noon tomorrow and I don't want to delay my business trip to Wilmington. Besides that, I am planning on meeting Lance again for a couple of days there. I really miss him. There is some kind of special connection between the two of us that I need to explore."

Bailey asked again, "Again, what's the plan Joanie?"

"Yes, the plan. You clear out tomorrow for a couple of hours and I will video Randall and I having sex. We will need to set the camera up in my room and test it for the perfect view of the bed where I will fuck him. I will make three copies of the video. One for me, one that you will slide under his office door in a brown envelope Monday morning with a note inside from me and the final copy for his wife should he open his mouth."

Bailey agreed with my plan and we began setting up the camera.

I was telling her we can test it out with the Skype call I have with Cory at 2pm today when my phone rang. My heart raced. It was Lance.

I answered "Hi there Lance."

He said that he had taken Thursday and Friday off to meet me in Wilmington and wanted to know where I would be staying.

I told him, "I rented a cozy beach house right on the water."

"Perfect." he replied. "Can you pick me up at the airport or do I need to take a taxi? I get in at 10am Thursday morning and know you will be at work."

I said excitedly, "I will make the time to pick you up Thursday morning. I am looking forward to it."

He replied, "I am too. I think of you often and wish I could stay through the weekend but I will be leaving Friday night."

"I think of you often too. We will make the most of our time together." I promised.

He agreed and I apologized that I needed to cut the call short. Knowing I had a

Skype with Cory and needing to finish with the set up of my recording device and web cam, I had to get busy.

"May I call you later Lance?" I asked.

"Of course Joanie, you can call me anytime." he answered.

I told him I would and ended the call.

Bailey and I finished the set up of the camcorder and the web cam for my Skype with Cory. We tested everything out and the audio and video on the camcorder was perfect and hidden well. I had a couple of hours until Cory so we went out for lunch.

The Skype call with Corey went fine. He seemed a bit reserved on the video call. I hoped he wasn't that reserved in person. He was also suddenly unsure of his schedule for the next two weeks. I assumed he was getting cold feet but he did promise to email me later in the week and let me know when he would be in North Carolina.

Maybe it was me though. I was preoccupied with the Randall scandal, what had happened with Grant & Roger, and thoughts of Lance were running through my head nonstop. I may have projected myself disinterested. I decided to just await his email. There are plenty other men if he flakes out.

I spent the rest of my day with Bailey discussing Randall and the predicament I was in.

"Bailey, you know I cannot go back to my chat room anymore having been exposed. Randall is likely to tell others and I can be caught there." I said.

Bailey agreed.

"Boy, this puts a dent in my sexual escapades. How am I supposed to pick men out to send to my private site for personal sexual trysts?" I asked, thinking out loud.

Bailey said, "Men talk and you will have men contacting you instead of you having to go hunting for them."

I had to explain how this worked to Bailey. "These men do not want to talk about it with other men. They don't want anyone else knowing they were on a chat site and many of them get personal and think I am there just for them. So my dear Bailey, one cannot count of word of mouth." I said.

She had never thought of it that way but I had been working this for a while and knew their little creature habits.

Changing the subject of losing my chat room due to more potential exposure, we returned to Randall.

"You have to get him doing and saying things that he would never want exposed. Just a video of him fucking you could cause him to be happy to share the video of you to the other VP's in the office." Bailey suggested.

"Good point Bailey. I have to get him saying crazy things and doing wild shit that if it were shared, he would need to not only resign but leave town." I said. "It is going to have to be the dirtiest deed I have ever done. I want him to see the video and have his hair turn white as snow immediately." I said. As we bounced ideas back and forth, the evening wore on and we had the perfect idea. We went to bed knowing exactly how it was going to play out.

We awoke the next morning and began the preparations. I got in the shower while she made the bed and tested the equipment again. I spent hours getting every toy out that I had so they were ready and available. I fixed my hair and makeup while looking through my extensive lingerie collection for the perfect outfit. I chose a blue teddy with a sparkling black trim, matching blue thong, black stockings with a garter belt and black open toe slip on heels with black and blue feathers across the base of my toes. I topped this off with a matching blue silk robe left open for when I would answer the door and lead him to my bedroom.

The doorbell rang at 12:05. Bailey had left at 11:30 to go to her Mom's and visit her kids. I answered the door and in walked Randall. Oh how I despised that man but I had a job to do. I took him by the hand and led him to my bedroom without saying a word knowing his eyes were all on me and not my home.

As we entered the bedroom, knowing I was now on camera, I dropped my robe on the floor and asked him to tell me his deepest, darkest fantasy while I undressed him. Luckily he had pretended that he was going to the office so I took his tie off and placed it on my nightstand. He wouldn't be leaving with that item.

Randall said, "I have never been dominated by a woman will you dominate me?"

"Of course, but you will need a safety word."

He suggested, "Chicken."

I said, "That will not work. You will say WANK. You must also address me as Mistress Joanie the entire time. If you do not, I will slap you good and hard. I will address you as my sex slave."

He agreed.

"You must also understand, sex slave, that this is the only time I will ever fuck you and you will tell no one about me or what you saw in my chat room"

"You have my word." Randall replied and I slapped him!

"You did not address me properly." I growled.

Randall stammered, "You have my word Mistress Joanie."

"That was better. Now, finish undressing while I watch from the comfort of my bed with my toys here all laid out for you." I ordered. As I picked up my riding crop first and tapped it on the bed, I said, "If you undress too slow or too quickly slave, I will swat your ass. Do you understand slave?"

"Yes Mistress Joanie." I noticed this turned him on as his pants hit the floor along with his boxers, his cock was standing straight out hard as a rock. Now that he was completely naked, he climbed on the bed. I swatted him on the ass with my crop.

"You didn't ask to enter my bed chamber slave!"

"Sorry Mistress Joanie. May I enter your bed chamber?" he asked quickly.

"Yes slave you may but you must lay on your back for me and watch me undress." I cuffed his wrists to the bed so he couldn't touch me while I undressed. I stood on the bed and undressed slowly. Teasing him with every item I removed. I started with my shoes before I stood and bent over with my ass to his face slowly removing my stockings one by one. I moved on to my teddy, then my garter and thong.

Randall said, "Fuck me Joanie!"

I picked up my crop and wacked him good and hard on his thigh leaving a mark that I knew would be there a few days.

He apologized and said, "Please fuck me Mistress Joanie."

So I picked up one of my nice anal toys and positioned myself where the camera would pick up a great view and shoved it in his ass.

"I will fuck you in the ass now slave and you will like it." I purred.

"I do Mistress Joanie give me more please." Randall exclaimed, playing his roll even better than I had hoped for.

This was going according to plan. I fucked him deep, hard and fast with the dildo in his ass as I watched his pre cum drip down his shaft. "Would you like me to slide on your condom now slave?" I asked.

"Yes please Mistress Joanie!" he yelled.

I slid the condom on slowly teasing him more all the while knowing he couldn't touch me since he was handcuffed with my pink furry handcuffs. The pink fur was a nice touch. He would never want anyone seeing any of this video. Once the condom was in place I slid my wet tight pussy down his cock. Once he was all the way inside me, I reached for the nipple clamps I had ready and placed one on each of his nipples.

I rode him slowly up and down his hard cock stopping to tighten the nipple clamps from time to time until he said, "No more Mistress Joanie. May I cum please NOW?"

"Yes. Slave you may come now." I clinched my vagina around his cock and squeezed the nipple clamps harder.

Soon, he screamed, "Thank you Mistress Joanie!!! Will you remove the handcuffs now please?"

"Yes slave and you will get up and dress. After dressing, you will leave the cash in your wallet on my nightstand next to your tie." I ordered, still the Mistress.

"I can't have my tie?" he asked with a squeak.

I swatted him again with my crop and said, "No, you will leave without your tie and your cash. Mind your manners slave and address me properly."

"Yes Mistress Joanie." He did exactly as he was told. He emptied his wallet of all cash and placed it on my nightstand on top of his tie.

"Thank you slave now you will leave my bed chamber and my home immediately." I ordered him out now that I was done humiliating him without his knowledge.

"Yes Mistress Joanie." He said, and then he was gone.

I got up and locked the front door behind him and made sure he was leaving as I peeked through the blinds. He was driving off with a smile on his face. "What a fool!" I went to the bedroom and stopped the recording.

I had to pack for my trip to Wilmington. I was leaving the next day.

I called Bailey. "It's done. Now I have to go take a shower and wash this filth off of me." I said.

"Ok. I'll be there soon." she answered.

She arrived an hour later and began making the copies of the video while I finished packing for the three week trip. Once all the copies were made, I gave one to Bailey for safe keeping in case she needed to use it while I was out of town, put one in my handbag, and the last one in the brown envelope marked "Confidential to the Attention of Randall".

Inside, it had a letter that said, "Dear Randall, I hope you enjoyed your fun. Here is a little souvenir of our time together. I think you'll enjoy it. I have a copy of my own and an extra copy for your wife if my chat room adventure ever should happen to leak out. Hope you had your fun. I know I did humiliating your pompous ass." I signed it "MJ".

As I was leaving on the early flight Monday morning, Bailey was sliding a brown envelope under Randall's door before anyone else was around. Now all I could think about was picking Lance up at the airport Thursday.