Beware of the Babysitter - Coed sitter takes man into her own hands

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Jul 26, 2008, 11:21:43 PM7/26/08
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Wednesday

It had been a pleasant evening. The summer was winding down. My wife,
Kate, and I had been at a party at a friend's home. We were returning
home. I looked at Kate as we pulled into the driveway. What a
remarkable woman. We had been married more than 15 years, but she was
as beautiful as the day we met. Changed, as we all do.... a little
heavier a little older, but still fit and beautiful. Short brown hair,
blue eyes, beautiful breasts, and a lovely figure. What a lucky man I
was.

We walked in the house and were greeted by the babysitter, Tiffany.
Tiffany has been our babysitter for years now. Our children, John (12
years old) and Emily (15 years old) loved her. Tiffany had babysitted
them since her freshman year in high school and has essentially become
a member of our family, going on vacations with us and often times
just hanging around and visiting. Tiffany was now in college, home for
the summer and had volunteered to stay with the kids, even though they
were getting a little old for a babysitter. My heart sank when I saw
her because I realized any chance of me getting lucky tonight were
gone. I had to drive Tiffany home because her car was in the shop. By
the time I got back, Kate would be ready for bed and sleep -- any
attempt at an amorous coupling would not be enthusiastically welcomed.
Oh well, such is life.

Tiffany visited briefly with us in the kitchen. As I watched her
talking with Kate, I realized just how much Tiffany had grown. She was
no longer a teenager, but was now a grown woman. She had a full
figure, which her jeans and white blouse did nothing to hide. Her
hair, which was long and black, was pulled back. Her skin was tan from
the summer sun. I bet she was driving the boys crazy at school.

On the way to her home, we talked about school, how she was doing in
college and speculated on what she might do when she graduated next
year. I pulled in her driveway and waited as she searched for her keys
in her purse. I turned on the car's inside lights so she could see
better. As she was leaning over to look in her purse, I could see down
her blouse. I couldn't help but stare, not that there was much I could
see, just her white bra. The next thing I know, she looks up at me and
says "Mr. G, are you staring down my shirt?"

Maybe it was the couple of drinks I had earlier, or just being
caught.... I don't know, but I just stammered. I could not respond.
Tiffany sat back, looked at me and said "Well, you've seen mine, show
me yours." What... did I hear her correctly. Tiffany must have seen
the confused look on my face, because she went on "Mr. G, you saw
me....now you show me your penis."

At this point, I attempted by reply: "Tiffany, that wouldn't be
right......I apologize for what I did....I didn't mean....."

Tiffany responded "Mr. G, I don't care what you did or didn't mean.
You were trying to look at my titties. Now open up those slacks and
show me your dick, or, so help me, I will tell Mrs. G what a dirty old
man you have become!" Now I was just plain taken aback, no one had
talked to me that way before. I have no idea what came over me, but so
help me, I started to unzip my pants. I got the zipper down, when
Tiffany encouraged me, saying "Well, I'm waiting."

So I pulled it out of my boxers so Tiffany and the whole world could
see. Now, at this point, I'm pretty self conscious and Mr. Happy is
acting kind of shy, so now I'm thoroughly embarrassed. I can feel my
cheeks reddening, when I hear "Mr. G, what a cute little dickie, but
it doesn't look very excited to see me. STROKE IT FOR ME." And for
whatever reason, I did.

As I'm stroking and becoming hard, I look up at Tiffany and see her
sit back. "That's nice," she says, "Keep stroking...make it hard for
me." Next thing I know, Tiffany is lighting up a cigarette. I've never
known her to smoke and we don't let people smoke in our car. I started
to say something, but she just looked and me, said "Shut up...keep
stroking." And, I did.

Next Tiffany told me to "close your eyes.....think of my tits.....I
want you to cum thinking of my tits." Closing my yes, stroking faster
and faster, getting harder and harder, I could feel myself starting to
cum as I invisioned Tiffany's breast in the bra and imagined what they
looked like outside the bra. "Cum for me," she said "cum in my hand,
right here." Cum I did, again and again it felt like. All in the palm
of her hand. Then, as I opened my eyes, she looked at me and said
"Lick it up."

"What!" I said. "Well," Tiffany impatiently continued, "I can't go in
my home with your cum all over my had .... Clean my hand .... LICK IT
UP!" She grabbed the back of my head and pulled it to her hand. I
could see my cum, pooled in her hand, starting to run over. And I
licked it. Tentatively at first. I had never tasted myself like this
before. A few times I had tasted myself with Kate, either on her lips
our while licking her after we had made lover. But here, it tasted
strong, pungent. Tiffany encouraged me telling me "that's it...lick it
up for me." And I did, with more gusto, licking her palms and fingers,
until it was gone.

"Good boy, my little cum licker," she said when I was done. She gave
me a peck on the cheek and then she was gone, walking up her drive to
her front door. Leaving me, with my shrinking penis hanging out of my
pants, my own cum on my lips, alone in the car.

Thursday

The next day, I found my self sitting at my desk, wondering just what
I had done. I could not believe what had happened; I had pulled my
dick and masturbated into the hand of our long time babysitter and
friend... then licked her hand clean. Where was this going to lead.
What would my wife, Kate, say if she found out. God, how as I going to
face Tiffany again.

Well, that question was promptly answered when my phone rang and my
secretary announced that Tiffany was here to see me. I almost spit out
the coffee I was drinking when I heard that. Before I could stand up,
Tiffany walked in my office, cheerfully greeting me "Hi Mr. G," then
in an undertone "How's my little cum licker today?"

I had to put a stop to this. "Look Tiffany," I started, "I don't know
what came over me last night." I went on "I'm sorry for what happened,
but ...." She stopped me before I could get the next thought out.

"Mr. G, I don't have long, I just wanted to show you these and make a
proposal." She then handed me a stack of printouts of pictures. The
first showed me stoking my dick. The second showed me, eyes shut,
stoking myself above a hand. I could recognize Tiffany's ring on the
hand. The next show me cumming into the hand. The last showed my face,
licking my cum from the hand.

"Cell phones are amazing things Mr. G. Mine takes pictures. These came
out particularly well, considering the lighting and how fast your hand
was going," she continued. "So, here is my proposal, my little cum
licker: I want a slave – you – for a week. At the end of the week, we
go back to just like things were." I

Tiffany went on: "You can agree, or I can show these revealing
pictures to Ms. G and maybe a few others. The choice is yours."

I was floored. What could I do. Tiffany concluded: "I have to go, my
friend is waiting for me downstairs. I'll give you some time to think
it over. If you agree to my proposal, meet me for lunch at Antonio's,
12:00 p.m. tomorrow. You can keep the pictures to help you decide...I
can always print more. Have a nice day .... Cum licker." With that she
turned around and went off, leaving me dumbfounded, pictures in my
hand, and, surprisingly, an erection.

Friday

I slept little Thursday night. What a mess I was in now. Once or twice
I thought about telling Kate what had happened. But I quickly
disregarded that idea. Maybe I could get though this without her
finding out. Tiffany said it was only for a week. Then things could go
back to where they were. I eventually made up my mind to give Tiffany
the benefit of a doubt. I didn't help that I seemed to have a
perpetual hard on since she visited me on Thursday. So, Friday at
12:00 I was at Antonio's. Tiffany walked in about 10 minutes later.
She was impeccably and professionally dressed, back skirt,
professional blouse, jacket, tasteful, but definitely high, heels.

"Good, you made your decision." She said, then in a hushed tone,
"slave." I then got us a table and we sat. The next thing I know I
felt her foot, in her shoe, pressing against my crotch. She asked
"What kind of underwear are you wearing?" In a near whisper, hopefully
so no one would overhear, I told her "boxers."

"Oh, that will never do. Go to the bathroom, take them off and bring
them to me." Tiffany said.

"Tiffany, plea...." I began

"NOW!" she said, loud enough to get the attention of some of our
fellow diners.

I immediately got up. Struggling to walk in such a way that would not
make my erection obvious, I made my way to the restroom. In the stall,
I took off shoes, my pants, and pulled down my underwear. I felt
humiliated, socked feet on the tile, naked from the waste down,
praying that no one came in and looked under the stall. I managed to
get dressed again, without incident, when the problem became what to
day with my underwear. I tried putting them in my pocket, but the
bulge they made was tremendous. I resolved myself to balling them up
as tightly as possible in my right hand and carrying them through the
restaurant to Tiffany. I handed them to Tiffany as I passed her chair
and took my seat opposite of her. Much to my embarrassment, Tiffany
then shook out my underwear for all to see, then placed them in her
purse to the surprised eyes of the on lookers.






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Tiffany had a salad. I had a pasta dish, which I hardly touched.
Tiffany had me open my pants. With her shoe, she fished my dick you of
my pants. Fortunately, due to the table cloth, no one could see. But
it made eating difficult. Eventually, she told me to rub it. Turning
bright red, I did. She watched me, eating her salad as I played with
myself, trying not to let anyone know. In a conversational voice, she
asked if I was leaking. I told her I was. She told me to show her. I
brought my hand to the table, and keeping it low, showed her the
precum on my fingers. "Lick it off for me," she said. And, God help
me, I did. In an upscale restaurant, penis out under the table, I
licked precum from my fingers. And my hard on raged and Tiffany had me
do this two more times.

After I paid the check, Tiffany said – "Let's go." I started to put my
penis back in my pants when Tiffany asked, "What are you doing? Did I
till you to do that." Flustered, I explained that I couldn't stand up
like this. "Ask nicely," she said. "Please, please let me zip up my
pants." I asked.

"Please...Mistress" she instructed.

"Please, Mistress, Please let me zip up my pants" With a nod, she gave
me permission and I promptly stowed my erection and followed her out
the door.

I thought we would say good bye and I could return to work, but that
was not to be, yet. Follow me she said, and she took off at a brisk
walk across the street to a shopping center. I followed, getting a bit
nervous as she moved toward the door of "Victoria's Secret."
Thankfully, my hard on had subsided as I followed her into the store.
She finally turned and looked at me. I thought you could buy some more
underwear. Then, before I knew what was happening, she had me standing
in front of a display of panties. A saleswoman approached us and asked
if we needed any help. Much to my continued embarrassment, Tiffany
told her "no thank you, I think we can manage," as she held a pair of
pink, silk, panties up to my waist. "These will do nicely. Go buy them
and meet me outside," Tiffany instructed. She then turned and walked
out the door.

At the register, I struggled to maintain my composure as I handed to
the panties to the same saleswoman who had offered to help us. It was
clear that she knew the panties were for me, and after she rung up the
panties and placed them in the cute little "Victoria Secret" bag, told
me that she "hoped I enjoyed my purchase." I must have turned seven
shades of red as my embarrassment grew.

Outside, I met Tiffany. I tried to hand her the bag, but she refused
saying "It's your purchase, your panties, you carry." She walked with
me back to my office building. I was attempting to come up with some
excuse for the "Victoria Secret" bag to tell my coworkers, when she
stopped me outside the First Floor Men's' Room. Go in there and put
your panties on. I went in and fortunately found the handicapped stall
vacant. Grateful for the extra room, not to mention that it was the
last stall in the room, I again took off my shoes and pants,
humiliated again as I stood in the bathroom stall, socked feet, this
time pulling up my panties over my again erect penis.

Once outside the restroom, Tiffany escorted me down the hall to an
unpopulated corner of the building. "Show me" was all she said. I
unzipped my fly and spread it so she could see the pink panties
covering my erection. "You will wear panties the rest of the week.
Have a good rest of the day – Cum Licker." She gave me a peck on the
cheek, spun around and disappeared down the hall and out the front
door.

The rest of the day was interesting to say the least. I never knew
underwear could be so erotic and frustrating. Throughout the day I was
left with a perpetual erection that rubbed against the silk
undergarment every time I moved. I eventually determined that I was
not going to be able to get any more work done and decided to take off
a little early. The problem then became the panties. I could not take
them home. If Kate found them, I would be in real trouble. I decided
leave them at the office. I went to the bathroom, took them off,
locked them in my desk and headed home.

When I got home, no one was home. I changed into some shorts and a
polo shirt and went out to do some work in the garage. I was cleaning
some tools when I heard Kate's car drive up and park in the driveway.
I didn't turn around, but I heard them all walk towards the house and
go inside. However, a chill went down my spine when I heard Tiffany's
voice behind me say "Hello cum licker, lets take a quick peak at those
panties."

I turned around to face Tiffany. She had changed cloths, now wearing
gym type shorts and a tee-shirt. She had a stern look on her face as I
explained "I'm not wearing them."

"I'm not wearing them, Mistress." scolded Tiffany.

"I'm not wearing them, Mistress," I replied.

"Where are they?" Tiffany questioned. I explained that I had locked
them in my desk, promising to put them on first thing when I went back
to work.

"I take my time to help you pick your cute little panties out, I
instruct you to wear them, you DAMN WILL WEAR THEM, SLAVE!" Tiffany
said, her voice rising.

"You will have to be punished. Go get in the car, while I go tell Mrs.
G, that you are coming with me on an errand and taking me home."

I sat in the car while Tiffany told my wife God knows what. She got in
the car and instructed me to drive the nearest grocery store. When we
got there, Tiffany demanded $50, which I gave her. Then, without
another word she disappeared into the store. She returned fifteen
minutes later with a large bag, no change, and instructed me to drive
to my office.

Once in my office she asked about the cleaning people. I told her we
have a cleaning crew of two ladies. Since it was Friday, I explained
that they would not come through the offices until Sunday. "Good," she
said. "Pull down your pants!" she ordered as she turned and locked my
office door. I stood, shorts around my ankles, boxers still covering
my groin. "Those disgusting underwear too!" Tiffany firmly instructed
through clenched teeth. I pulled them down. "Go sit on the desk,"
Tiffany continued.

I waddled over to the desk, trying not to trip as shorts and underwear
were still around my ankle. What a sight I must have made. I finally
made it to the desk, moved some papers and got onto the desk, sitting,
facing Tiffany. Tiffany approached, pulled a chair in front of me and
sat down. She pulled my shoes, shorts and underwear all the way off
and spread my legs. She then opened her bag. She took out a large bowl
and large bottle of water. She poured the water in the bowl and sat it
on the floor between my legs. Next, she took out a big pair of
scissors. She said "Be very still," and she reached up, moved my
terrified penis to the side and began trimming my pubic hair. Once she
had cut it short, she reached into the bag and pulled out shaving
cream and a package of disposable razors.

Tiffany lathered me up and proceeded to shave my pubic area and penis.
I grew hard as she touched me to shave me. The shaving cream felt good
as she applied it and methodically removed it with a razor. When she
was done, she handed me a bottle of lotion and told me to put it on,
but not get carried away. I put the lotion on my now hairless pubic
area, cock and balls. Tiffany watched as I resisted the urge to play
with my now hairless member.

She then told me to clean up the mess, instructing me to put all the
hair clippings, used razors, shaving cream and underwear in my office
waste basket --- a "surprise" for the cleaning ladies as she put it. I
straightened up my desk. I was still wearing nothing but my polo
shirt, bald penis poking out, when Tiffany told me to stop. She
ordered me to turn around and face the desk. She told me to take my
shirt off. Now, naked, I bent over and rested my hands on the desk as
she continued her instructions.

"Spread you legs!" she almost shouted as she kicked my ankles out,
forcing me to spread my legs until I was truly uncomfortable.

"Time for your spanking" she said. "Keep your eyes straight ahead."

Now, I had not been spanked since I was a child. I had no idea what it
would be like to be spanked, but when Tiffany said she was going to
spank me I thought there would be a few little swats and it would be
over. Boy was I wrong.

Tiffany hit me with a ruler, so hard I could feel it up my spine. I
struggled not to yell as she hit me again. Then she hit me again and
again. First she concentrated on the left cheek, until I could hardly
stand it. Then she paused.

"Wow, look how red your left cheek is and how pale your right cheek
looks." She observed. It was true. My left cheek not only stung, but
felt hot, while the right cheek felt cool.

"Lets see if we can fix that," she said, as she took the ruler and
started in on the right cheek. After a while of spanking the right
cheek, she started back on the left check. Then alternated between
them. Tears began to flow from my eyes.

When she was done, she stepped back to admire her work. "Keep looking
straight ahead," she ordered as she touched my ass. I could feel that
there were welts as she ran her fingernails over them.

"You should see your ass, slave." She said. Then she got close behind
me. "But someone liked it," she said. "Look at your cock." I looked
down and realized that I had a massive erection. I felt Mistress
Tiffany (I had begun thinking of her as Mistress now, without any
prodding) lean against my back. Then I felt her sex up against my ass.
I could feel her soft pubic hair. Her flesh, her wetness She began
rubbing herself on my ass.

"Stroke your cock for me, slave" she whispered in my ear as she ground
herself against me. I could feel her wetness coat my ass and it good.
"Look at your naked cock as you stroke it – watch it." She continued
to whisper hotly in my ear.

Next, she put her panties over my head, with the crotch over my nose
and mouth. "Smell me. Smell the pussy that you can't see, that I'm
rubbing against your red ass," She said and I inhaled. I could smell
her, the crotch of her panties were moist and musty and my cock
throbbed. I felt her reach her hand down to play with herself as she
rubbed against my ass...fucking herself against my ass.

"I played with myself last night thinking of the things I'm going to
do to you. Does that turn you on slave. I came all over myself
thinking how I can use you, humiliate you, punish you."

I felt her pace pick up and her breathing quicken. She started humping
against her hand and my ass as I heard her softly moan as she began to
come, thrusting against me. As she came, I couldn't take it and I
came, spewing cum all over my desk and papers on my desk.

I felt Mistress stagger back and sit in a chair. "Keep looking
straight ahead and don't move," she said. I heard her light a
cigarette and inhale. A moment later she said, "Mmmmm.... that was
nice slave." Then, in a more serious voice "But I didn't say you could
cum. You're going to have to be punished for that." (to be continued?)



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