Chapter 2

“Need I remind you that it was you who suggested the latest bet that you happened to lose?”

I shook my head no and on weakened legs I stood up and headed towards the shoe store.

There were two sales girls in the store and I moved near the section where the girl Jenn had pointed out was working. I looked her over. She was in her early twenties, dark blonde hair, ruby lips, and nose stud. She was very thin, a little too thin for my liking, and small breasts. The one thing that drew me to her was her smile; it was beaming as she asked me if she could help me.

“Yes I would like to try on some shoes please,” I responded.

“Sure what would you like to try?”

I quickly looked over the selection and pointed to two pairs. “Can I try these two please, in a size eight?”

“It will be just a moment,” she said, as she disappeared into the back room.

I took a seat in one of the chairs, making sure my dress was high up on my legs.

When Lindy returned a couple of minutes later she knelt down in front of me and pulled up a foot rest. I lifted my foot and she slipped the pump I was wearing on my right foot off. When my leg had lifted I had felt a breeze across my lips it told me two things, I was exposed to her gaze and I was wet. She removed one of the shoes from the box and slipped it on my foot. As she started to look up I saw her eyes widen as they spotted my exposed womanhood. It was only a slight hesitation before her eyes continued up to my face.

“How does that feel?” she asked.

“Not bad,” I answered. “But I don’t think it is really grabbing me, could I try the other style on too?”

Her head moved back down and she started to remove the shoe. Her head was tilted down but I could see that her eyes kept darting up looking up my dress. It took her longer than it should have to get the shoes switched around as she was fumbling a little.

“How about that one?” she asked when she was done.

“Hmmmmm, no I don’t think this one really suits me either.”

“I have something you might like,” she offered as she removed the shoe. She packed the second pair away still kneeling before me stealing peeks. She then got up and went to the back room again.

God I felt wet, I hoped it was not too obvious to her just how aroused I was.

She returned a minute later with another pair. “These are some of my favorites,” she said as she got back to work placing it on my foot. When she did the ankle strap up her hand stayed on my leg for a long time and seemed to give it a small caress.

“Oh, those are pretty, let’s try the other one on too,” I said.

As I shifted from on leg up to the other I was sure a felt a bead of liquid run down the crack of my ass. I was so embarrassed but so turned on at the same time.

Again Lindy took her time getting the other shoe on, her hands lingering on my leg, her eyes darting between my thighs. When she was done I stood up and walked around in the shoes.

“Those look great; I think I will take them.”

“Would you like to wear them out or carry them?” she asked.

“Carry them I think,” I replied. I wanted to give her one more chance to have a look. I sat down, making sure my skirt was even higher than before as she got to work removing the shoes and getting one last eyeful of me.

I paid for them and headed back out to Jenn.

“So how was it?” she asked. “I saw her eyeing you up.”

“I was so nervous but it was very exciting.”

“Great, we have twenty minutes; on to part two. Come with me.”

She took me further down to the mall to a women’s clothing shop. We enter together and Jenn moved over to a rack of clothes. She browsed through them for a minute before selecting one outfit.

“Come with me,” she commanded.

She led me to the change rooms in the back and we both entered one. She hung the outfit on one of the hangers and turned to face me. “I just wanted to see how that last encounter affected you,” she said.

With that she stepped over to me and reached her hand up under my skirt, her finger slid between my wet lips and up over my clit. My legs quivered and I thought they might give out right there. She slipped her finger down and inside of me, commenting on how wet I was. She started to slide it in and out as she finger fucked me. First slow then faster and harder. I exploded in orgasm in that public change room, my moans muffled in the crevice of her neck. She then proceeded to lick her finger clean before returning the outfit to the rack and both of us heading back to work.

For the rest of the afternoon I had to keep using tissue to mop myself up before a left a wet spot on my skirt and chair.

These adventures were really turning me on. They were all I could think about. Jenn was ready for more too. The next morning she stopped by my office with the next challenge.

“I don’t know if you heard but Henry lost the ‘Hopkins’ account yesterday. I hear that they are going to fire him and I bet that he will be gone by the end of the day,” she challenged.

“They would not do that to Henry, I will take that bet.”

I still saw Henry there that night when leaving but waited till I saw him there the next morning before showing up at Jenn’s cubicle to gloat. The funny thing is that they had escorted Henry out by noon that day but that bet was that he was to be gone yesterday. I had my first win.

“Come to my office first thing in the morning tomorrow and we will get started,” I said with a smile that would just not leave my face. A few people commented that day how happy I seemed. If only they knew what I had waiting for Jenn in the bottom drawer of my desk.

The next morning Jenn was there right at eight. I asked her to lock the door and have a seat.

“Well, it seems the tables have turned.” I crowed. “I have a little something for you.” I reached into my drawer and removed a package contained in a brown paper bag and handed it to her.

She removed it from the bag to have a look. “It’s called the Butterfly and it is designed to wear like a pair of panties,” I explained. “You will notice that it has a butterfly shaped device that fits right where your clit is. The other item in the package is for me. It is a remote control that turns the vibrating action on and off and controls the speed. I want you to wear this for the day.”

She looked up at me, a thoughtful look on her face. Then that little impish grin of hers crept in and she said, “Alright.”

She opened the package and we inserted fresh batteries in the device and remote. She then slipped off her pants and panties giving me my first wonderful view of her pussy. She was shaved bare except for a thin strip running up. She put on the Butterfly and then her pants.

“I will keep those panties for you,” I said as I took them from her and gave them a sniff before putting them in my desk drawer.

“That is all,” I said and she got up to leave. Just before she got to the door I stopped her. “Wait a sec, let’s give this try.” I turned the remote to slow and I saw her eyes close briefly and her thighs clench as the vibrations were sent over her clit. To see what would happen I turned it up to max and Jenn’s legs started to buckle and she almost fell to her knees before I lowered it back down.

“Your gonna drive me insane all day aren’t you,” Jenn said.

I just nodded and sent her on her way, the Butterfly on ‘off’ for the moment.

I knew she had an appointment that morning just after ten with Leanne and David so I went by the board room just after they started and raised the remote a couple of notches. It was only about ten minutes later when she stormed into my office and explained how she had to excuse herself and lie that she was sick when they started asking what was wrong. The whole time I just sat there with a grin I could not wipe from my face. I turned the Butterfly back off sent her on her way.

It was at lunch time that I struck next. Nine of us were sitting around in the cafeteria when I reached into my purse and moved the dial to medium. Jenn tried to put on a brave face for a few minutes before she apologized and said she had forgotten something she had to do right away and left. This was turning out to be better than I had expected.

Through out the afternoon I passed by her cubicle giving her little jolts here and there keeping her on edge and me giggling to myself. At the end of the day she came to my office to return it. She had just locked the door when I turned the remote to full. Jenn’s knees buckled and she hit the floor, I did not let up till she had cum twice.

After she had left I took the Butterfly and sniffed the juices on it and then reached out my tongue and had a little taste. I had the weekend to come up with another challenge. I just about masturbated myself raw that weekend thinking about what I wanted Jenn to do if I won the next challenge.

Monday morning, just after nine, Jenn entered my office.

“Oh I am going to get you for what you did to me on Friday” she challenged. “I got nothing done for work and everyone just kept looking at me. I had to tell everyone I was sick. You had better hope I don’t win the next one because I will make you pay.

The grin on her face let me know she was not upset but having fun with the whole situation.

“You!” I said, “What about me?”

“What about you, I was the one who had to suffer through all those orgasms.”

“Well it turned me on so much I was forced to masturbate numerous times over the weekend thinking about you.”

“And you didn’t invite me to watch?” Jenn said with a pouty look on her face.

“I will make it up to you baby, I have a challenge for you today.” I said with a smile.

“Ok what do you propose?”

“Today the CEO is going to deliver his quarterly report to the company. I bet that in today’s presentation he will not use any PowerPoint.”

“No way!” Jenn said, “In the two years I have been here he has always used PowerPoint at his quarterly meeting. You’re on! Be prepared to pay up.”

“Ok, I will meet you for lunch and the winner can gloat then.” Little did she know that I had heard from Becky in admin this morning that the CEO’s laptop had crapped out over the weekend and he was not able to do his PowerPoint. Unless some miracle happened this was a sure bet for me.

The CEO’s presentation was at ten that morning. At lunch time I entered the cafeteria with a winning grin on my face. My inside information had been good.

Jenn entered a few minutes later, she glared at me and said. “I think I have been had somehow, but I will live up to my end of the bargain.”

Some of the other ladies were starting to enter so I said quickly, “Four ‘o Clock, my office, be prepared to pay up.”

The afternoon dragged on, the clock was moving in slow motion, each second seeming to take a minute. I got nothing done as I anticipated my reward. It was all I could do not to touch myself.

Finally it was four and Jenn entered.

“You sure got me this morning. I found out this afternoon about the CEO’s laptop. You must have heard and used that information to take me in.” Jenn said.

“Are you backing out?” I asked.

“No, of course not, but I will not be so naive next time,” she responded with a wink. “So what is my punishment for losing?”

I could not wipe the grin off my face as I told her. “I want you to come over here, climb under my desk and lick my pussy as I do my work.”

“Oh you naughty girl, so you want my tongue sliding up and down your slit, me sucking your juices, flicking your clit.”

The tone of her voice almost had me cumming right there.

She got right down to business climbing under my desk as I stood up and removed my panties, placing them in the top drawer of my desk. I then settled back into the chair my skirt hiked up. God I was already so wet.

She started by kissing the inside of my legs, moving up and down, leaving a wet trail with her tongue. I slid down a little farther in my chair allowing me to spread my legs further and hoping to entice Jenn to move further up. It’s seems she was in no rush though and continued to tease me, nibbling behind my knees, rubbing her face on my thighs. She was driving me insane, I need release and it needed it soon.

“Come on Jenn, a little higher.” I pleaded.

She looked up at me with a grin. “For fixing the bet this morning you’re going to have to beg me for it.”

I groaned. I needed it now. “Please Jenn; I am sorry about this morning I owe you. You can make up the next bet and I will agree to what ever you decide. Just let me cum. Lick my pussy please baby, I need you, I need to cum badly.”

With that she move higher, her tongue licked around my outer lips. Ohhhhh, she was so close now. I was sure any touch of my clit would have me cumming. She sucked on my outer lips, pulling them out and letting them slip back out from between her lips before moving to the other side to do it again.