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             He Shouldn't Have Borrowed Her Lipstick          

 

 

     It was late Tuesday evening and Tim had stayed at work after everyone

had left to get a few things done.  Since it was quiet and deserted, Tim

thought he could work in peace.  Tim was taking a break, walking around

a little, when he passed Cheryl's cubicle.  Cheryl had left the latest

issue of Cosmopolitan on her desk, so Tim started thumbing through it.

Of course, Cosmo always has some pictures of great looking women, and this

issue was no exception.  Tim found a photo of a young, gorgeous blonde

with a defiant attitude, wearing a low cut blouse, a black miniskirt, and

heels.  This picture was making him hot, and Tim had to do something about

that.

 

     Cheryl also had a bottle of hand lotion on her desk and her makeup

bag.  Tim thought she must find it convenient to keep one makeup kit in

the office and one at home.  Tim decided to borrow both the lotion and the

kit and go into a stall in the men's room.  Late at night and alone at

work in the men's room seemed as private as a fantasy crossdresser like

him could ever ask.

 

     So Tim entered a stall, opened the Cosmo to the picture of the

beautiful blonde, and opened Cheryl's bag until he found one of her

lipsticks.  Pink Champagne said the label.  Tim applied some to his lips

and then started stroking himself with the hand lotion.  The photo, the

lipstick and the hand lotion were all having their effect on him, and Tim

was close to cumming.

 

     Suddenly Tim heard someone enter the men's room.  Tim assumed he was

still safe, since he was seated on the commode.  However, whoever it was

headed right for his stall and quickly opened the stall door.  Damn, Tim

hadn't locked it.  And there he was, looking up at the face of a very

amused Cheryl.

 

     "So it WAS you!," Cheryl said.  "I came back to get my copy of Cosmo.

I noticed it was gone, and then I noticed my hand lotion was missing and

so was my makeup case.  I glanced around and saw your computer was on.

So I looked for you in here."

 

     Cheryl was still in her work clothes.  A tight clinging knit dress

and heels.  Cheryl has medium length curly black hair, brown eyes and long

dark lashes that don't need mascara or eyeliner, a nice face, sensuous

lips, and a great body.  She is short, about 5'2", but she has a cocky

attitude that makes her seem much taller.  She put her hands on her sexy

hips, and they both knew that she had caught him red-handed - and red-

faced!

 

     "You certainly look cute with your cock big and shiny like that.  And

those lips are SO precious.  But they got that way from MY lipstick!

You've got a hell of a nerve taking it, you sissy!," she screamed at poor

Tim.

 

     And with that Cheryl slapped him hard across the face.  She liked the

feel of that, so she did it again.  Then a third time.  She pulled his

pants and underpants, which were down around his ankles anyway, off him.

She grabbed him by the penis to pull him out of the stall, but she had

forgotten Tim was all lotioned up.  She disgustedly wiped her hand off on

his face.  Then she grabbed him by the balls, which Tim had not used

lotion on, and pulled him out.  That hurt like hell!  Then she took his

pants and underpants and with a very satisfied look on her face, she threw

them in the toilet.  Tim watched with horror as they got soaked. 

 

     "Well Sissy, now I know you can't run away, can you?  So you like to

jerk off wearing lipstick, huh?"  Tim's cheeks burned in shame as he

looked at the floor.  "ANSWER ME!"  She squeezed his balls again.

 

     Partly because of the pain in his balls, and partly because she knew

the truth as well as he, Tim told her yes, he liked the idea of jerking

off while wearing lipstick, although he had never had a chance to do that

until now.

 

     Cheryl thought about this for a moment, and suddenly her eyes

gleamed.  "If you like to jerk off wearing lipstick, maybe you'd like a

few other feminine things too.   Would you like to jerk off wearing a bra

and heels too?"  Tim couldn't imagine that she kept an extra bra and heels

in the office, but Tim said yes, he would.  And with that she yanked him

by the balls, pulled him out of the men's room, and led him towards the

women's room.

 

     "What's the matter, you little sissy?  Afraid someone will see you?,"

Cheryl teased him.  "But there's no one else here, is there?"  Tim

certainly hoped there wasn't, as she led him half naked across the floor.

 

     They entered the women's room.  Fortunately for Tim it was empty.

She told him to take off the rest of his clothes - shirt, socks and shoes.

Cheryl went into one of the stalls to remove her bra in privacy.

Obviously she wasn't afraid of him running away - where would Tim go with

his pants soaking in the toilet?  She came back to him twirling her bra

in his face.  Her nipples, free from her bra, pressed against her tight

dress.  She looked so sexy!

 

     Without a word she put the bra on him.  It was too small, of course,

around his chest, and it pinched.  She stuffed the cups with paper towels

and had him look at himself in the mirror.  "Oh, you look so cute with

breasts," she taunted him.

     She kicked off her heels and had him step in them.  She knew he

couldn't get his feet into them at all, but she wanted him to just step

on them for their height.  His calf muscles strained in their unfamiliar

position.

 

 

     "I know you want my panties too, but you can't have them, dear.  I

don't want your messy cum all over them.  Besides, I want an unobstructed

view of that cock of yours when it jerks off," Cheryl teased him.

 

     Then she sat him down by the mirror.  She looked critically at his

face for a long moment.  "I bet you'd love a full makeup job, wouldn't

you, sissy?  But I'm really not in the mood for that.  I think I'll just

redo your pretty lips, though." 

 

     She wiped off her pink lipstick from him.  "A pretty sissy girl like

you ought to have a hotter shade than pink, don't you think?"  She reached

in her makeup kit and took out a lip pencil with a felt tip.  Cheryl

slowly outlined his lips in what she called a red berry color.  As Tim saw

his image in the mirror, he could have cum from just that alone.  But then

she pulled out a tube of matching berry lipstick and filled in his lips

with the rich color.  She put on a full coat, made him blot his lips, and

then put on another coat.  She seemed satisfied with the deep red color.

Then she went into her case and pulled out a thin tube of something.  She

unscrewed it and out came a little wand of a wet red liquid.  Lip gloss,

she explained.  She rubbed it all over his lips, especially in the middle

of the bottom lip, until his lips glistened with wet shine.

 

     "Oooh, your lips are so sexy, sissy" she cooed at him with sarcasm.

"But you're not done yet."  She reached into her bag again, pulled out a

bottle, and made him extend his hands out onto a table.  "Oh no," Tim

cried, "not nail polish!"

 

     She explained that she was doing his nails in a matching berry color

to his lips.  They both knew the meaning of this:  lipstick washes off,

but nail polish is not so simple to remove.

 

     "I think it will be interesting to see nice red nails running up and

down that cock, don't you sissy?," Cheryl said teasingly.

 

     Tim's cock was hard from all this, and waiting for the nail polish

to dry did not diminish it all.  Here Tim was naked in front of sexy

Cheryl (except for a bra, anyway), his lips red and wet with color.  He

felt so silly blowing on his nails so they would dry quicker.

     Finally Cheryl decided that his nails were dry.  She gave him the

hand lotion and told him to stand up.  She stepped back to a chair at the

other end of the room for a full view of the show.

     "Go to it, sissy.  You know what to do.  Make that cock nice and

slippery and show me how much you love your lipstick and nail polish.

Look at yourself in the mirror while you jerk off.  Why don't you

fantasize you are making love to that pretty girl in the mirror?"  Cheryl

was certainly going to make the most of Tim's humiliating situation.

 

     Tim was desperate for relief.  He poured some hand lotion into his

hand.  He was entranced by the shiny red nail polish on his fingers.  He

teetered on Cheryl's high heels.  He looked in the mirror and saw a

ridiculous image of a masculine face, but with very hot, red, wet lips.

And Tim started stroking himself.

 

 

     This went on for a short time and Tim was close to cumming.  Suddenly

Cheryl shouted "Stop!"  She decided his image wasn't quite right for her

tastes.  She took out a big fluffy brush and applied rose blusher to his

cheeks.  Like they weren't red enough without the blush.  She reached into

his bra and ran the brush lightly over his nipples too.  Obviously she was

doing this to humiliate him one tiny bit more by delaying his orgasm.

"Ummm, your cheeks and nipples look so yummy now," she teased.  "OK, now

go ahead."

 

     Tim had to regain a little of where he had been before in his

masturbating.  He stroked and stroked and again was close to cumming.

Again Cheryl shouted "Stop!"  She still wasn't happy.  "No, you need more

lipstick, sissy.  You put it on yourself, this time."

 

     So Tim took the tube of berry lipstick and applied it to his already

richly colored red lips.  Tim was beginning to shake - the image in the

mirror was so erotic.  Tim looked at Cheryl and she nodded her approval.

Tim resumed stroking himself once more.  He stroked and stroked.  He was

about to cum, and this time Tim was beyond the point of no return.  Tim

erupted like a gusher.  He was still shaking.  Cheryl was watching with

great enjoyment at the spectacle Tim had made, and in fact she had reached

under her dress and was stroking herself the whole time.  There Tim was,

in hot red lips and cheeks, a bra, heels, and his cock glistening with

hand lotion and cum.

 

     If Tim had not been embarrassed enough at everything that had

happened so far, suddenly a new fear took hold.  Someone else was opening

the women's room door!

 

 

 

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