LIPSTICK SLAVE
Two pretty office workers convince their boss that it is in his best
career interest to let them dress him as a girl and be their femininzed
sex slave. They train him to get erect at the sight of a girl putting
on lipstick, and they make him beg to wear lipstick too. Forced dildo
sucking, penis bondage, and a trip to the mall dressed as a girl where
he meets some more pretty office workers are part of his ordeal.
Chapter 1: I Begged Them to Put Lipstick on Me
"Please, Sharon. I really need you to enter those numbers into the
computer by two o'clock."
As usual she was taking her own sweet time. I'm a senior accountant in
a large company. Sharon is one of the clerks. Her job is to input data
and do little calculations which are too tedious for me or for one of my
junior accountants.
"Ken, don't get on my case," she sneered back at me. Sharon was bossy
but cute. Long dark hair that she somehow got to stand straight up. A
little heavy on the make-up for office wear, but not uncommon for
someone who I guessed was about 25. Tight short dresses. It was hard
not to admire her body, especially her ass which was a little too big.
Too bad she had such small breasts.
"Come on, Sharon. I need those numbers for my meeting this afternoon."
Sharon looked over at Debbie, the secretary. While Sharon was cute,
Debbie was definitely sexy. Debbie had long straight blonde hair. She
was not particularly curvy, but she knew how to dress to accentuate
herself. She wore dresses that made her waist seem smaller and her hips
seem bigger. She showed a tiny bit of cleavage, just enough to make you
curious. Debbie would purposely lean over a tiny bit when she put your
mail on your desk, just to see your eyes glance at her breasts. Then as
she turned around and walked back to her desk with that wiggle of hers,
she knew you were ogling her. Other than flaunting her sexuality at me,
Debbie was quiet and almost shy.
Debbie replied back to Sharon, "Ken's always hassling me to type his
reports, too. He thinks we have nothing to do all day but do his work."
The two of them drove me nuts. They were two low paid workers, a clerk
and a secretary, with no respect for me and my position. But I really
needed some extra effort out of them at times, and it was always like
pulling teeth.
I walked over to Sharon's desk. "O.K. Sharon. What do I have to say to
get you to please hurry up with my work?"
Sharon looked at me for a good long time. Her elaborately made-up eyes
seemed to look right through me. She boldly looked me up and down as if
she was surveying a potential boyfriend. Finally a small smile appeared
on her glossy lips. She glanced over at Debbie and gave her a wink.
"Well, Ken, I don't care what you SAY. But if you really want me to
bust my ass for you, what will you DO for me?"
"Sharon, I'll do anything," I quickly replied. I assumed she wanted to
be taken to an expensive restaurant for lunch, something I could easily
do at the company's expense.
Sharon gave me a wide-eyed look, not believing what I had just promised
her. "Ken, here's the deal. I'll finish your numbers by two o'clock.
But then you owe me. Be at my place at eight tonight. Then I'll decide
what I want from you in return. Oh, by the way - shave real close."
Then she laughed, an arrogant laugh that made me wonder what I had
gotten myself into. "Debbie, you're invited too."
"Thanks, Sharon, I'll be there," I replied.
That evening I wore an old shirt and jeans. I figured she had some sort
of work around the house for me to do. Maybe a room she wanted me to
paint. I couldn't understand why I was supposed to shave closely, but
there were a lot of things about Sharon that I didn't understand. Such
as why someone as cute and perky as she is never had a steady boyfriend.
I knocked on her door exactly at eight.
"Come on in, Ken," she greeted me. Then she kissed me fully on the
lips, which took me by surprise. "Debbie, come over and give Ken a
kiss." Debbie gave me a quick kiss on the lips. Whatever was going on,
Sharon seemed to be running the show while Debbie was sort of the
observer.
The girls were dressed to kill. Sharon had a print minidress that as
usual was a little too tight around her ass. Debbie had a lacy blouse
with a plunging neckline. I could see the faint outline of her nipples,
so apparently she was not wearing a bra. Debbie also wore a tight
leather miniskirt. For some reason neither one wore stockings or shoes.
Also, this was the first time I had seen either of them without make-up.
There were all sorts of make-up on the coffee table. Sharon saw me
looking at them so she said, "Debbie and I were about to make each other
up. It is very sensuous to have someone put make-up on you." Then both
girls giggled knowingly. I nervously said nothing. The girls looked at
me quietly for a long time.
Sharon broke the silence. "Ken, at work today you said you would do
anything if I finished your numbers by two. Now it's time for you to
keep your promise. Remember, you initiated this promise, not me. It's
very simple. Tonight you will do exactly what Debbie or I tell you to
do. If you don't, then don't expect us to ever rush to get your work
done again."
Before I had a chance for these words to sink in, Sharon followed with,
"Take off all your clothes, right now." She said this in a way that
meant business. This was getting exciting. Besides, having a way for
them to do some work for me when I needed it would really help my
career. So I took my clothes off.
I stood there shamelessly naked in front of these two sexy girls.
Sharon said, "Don't move," and she started exploring my body. She ran
her hands over my chest and stomach to see how hard they were. She felt
my thighs and legs. She gently touched my nipples, as I winced at her
intimateness. "Debbie, check out his nipples." Now both of them were
feeling me up. They patted my ass. They gently examined my balls and
penis for an instant, but they did not try to excite me. I was
breathless, waiting for what would happen next.
Sharon then stood inches away from me and looked me right in the eye. I
thought she was waiting to be kissed, so I grabbed her and kissed her
hard, thrusting my tongue in her mouth. She quickly pulled away and had
a fiery look about her. She slapped me hard in the face.
"Who told you to do that?" she screamed at me. She slapped me again.
"You are here to do what we tell you to, nothing more. You will
punished for this."
Debbie had not said anything yet. She spoke up. "Wait, Sharon. Let's
see what he's got. Ken, start jerking yourself off, but don't come."
When I hesitated, Debbie, in some new found courage, sharply said,
"Now!"
The girls backed up and sat down on the couch to watch me. I was
entranced with how sexy they had become as they took control of me. I
took my right hand and started stroking my penis. Sharon pressed what
looked like a remote control button, but I didn't see a television go
on.
Debbie was really getting into taking charge. "While you're at it Ken,
play with your nipples with the other hand. That's it. Look Sharon, he
really gets off having women dominate him."
The girls were licking their lips suggestively, turning me on even more.
I was humiliated letting these two girls do this to me, but I couldn't
stop. I wasn't too far away from coming, when suddenly Sharon yelled at
me "Stop." Then to Debbie she said, "I've seen enough now, haven't you?
Let's try something else."
My face had been red from being slapped, and now it was red from the
embarrassment of it all and from pumping away without coming. Sharon
got up off the couch, pulled my right hand off my penis, and started
tying a nylon stocking around my wrist. She pulled me over to a big
bookcase, and she tied the other end of the stocking to the bookcase.
Then Debbie tied my other wrist with a stocking to the doorknob on a
door. I pulled but I could not get loose.
"I want to see how big his cock is before it gets soft," Sharon said.
She went over to the bookcase and found a wooden ruler and a tape
measure. She calmly picked up my penis and laid it down on the ruler.
I could not see what she was doing, but she announced to Debbie, "Six
inches." With unmistaken sarcasm she looked at me and asked, "Is that
the best you can do?" I had never measured myself, but I had always
thought I was bigger than that. However, I said nothing.
Sharon gave Debbie a pen and some paper and told her to copy down some
numbers. Sharon then measured my chest, my waist, my hips, the length
from my waist to halfway down my thigh, my legs, and my foot. I had no
idea what she was up to. Debbie was busy copying down the measurements.
Sharon reported to me, "You're a little big in some places, but we can
work on that. You'll do, though." Sharon and Debbie giggled, being
very pleased with themselves.
Then the girls went back to the couch, ignoring me and the fact that I
was all tied up. They started applying make-up to each other. I had
never really watched a full make-up job before, and although I was stuck
with nothing else to do, I must admit there is something fascinating
about it. Sharon spent a lot of time on Debbie's eyes, lenghtening her
eyelashes with several coats of mascara, carefully drawing a line under
her eyes, and blending three different colors of blue eyeshadow. She
did Debbie's cheeks with a big brush, and finished her off with a deep
red lipstick. Debbie, who did not wear such colorful and dramatic make-
up in the office, looked sexier than ever.
"Doesn't this look like fun, Ken?" Sharon asked me in a teasing tone.
Debbie then turned her attentions on Sharon. Although Debbie was not
quite as heavy-handed with making up Sharon, Debbie was quite an artist
herself, using more subdued shades of brown and green on Sharon's dark
coloring. The final touch was lipstick in a hot pink. Sharon looked
devastating.
The girls whispered something to each other and then came towards me.
Debbie held something in her hand behind her back, but I couldn't see
what. The girls decided to tease me. They gently brushed their
beautifully painted lips just barely to mine, but they would withdraw
before I could kiss them. Debbie stuck out her chest and brushed her
breasts past my cheek. I strained at my stockinged bonds as they
lightly touched my sensitive nipples. They were turning me on, and my
face started to get red.
Debbie looked at my erect nipples and said, "Sharon, look how big and
hard his nipples are getting. I think he needs a bra!" And with that
as I looked on helplessly she took a black lace bra that she was holding
behind her back, and she put it on me. The straps were tight, pinching
my chest. The bra must have been padded, because the cups stood way out.
I looked at them with red-faced embarrassment.
The girls were hysterical with laughter. "I think a black bra looks
good on you, Ken," teased Sharon. "Debbie, how about the rest of his
outfit?"
Debbie pulled out several more black lacy items. A black garter belt
and black lace panties. They took turns rolling black nylon stockings
up my legs. Oh, that felt good! They attached the stockings to the
garter belt. Finally a pair of high heeled shoes. I felt ridiculous,
but everything was happening so quickly, it seemed pointless to object.
"Ken, this outfit is really you," Sharon teased me. "You look so cute!"
Turning to Debbie, she asked, "Should we make him up now?"
Debbie replied, "No, I have a better idea. Let's untie him and let him
practice walking in his new outfit." So the girls untied me, sat back
down on the couch, and commanded me to walk for them. At first I could
not walk at all in the high heels, but eventually I got the hang of it.
The high heels seemed huge, and they created a strange pressure on my
calf muscles. The girls whistled and jeered me. Sharon yelled, "Wiggle
your hips, honey, the way you like Debbie to do."
The high heels forced me to take tiny steps and to wiggle my hips
shamelessly, but I could not wiggle to their liking. Sharon had an idea.
"Ken, come here. Lay across my lap. Do you remember I promised that I
would punish you for trying to kiss me without permission? I think I
have a punishment for you."
By now I was so far under their command, it never occurred to me to
resist. So I laid across Sharon's lap. Sharon pulled down my panties,
picked up the wooden ruler that she had used to measure my penis, and
started whacking my bare ass with the ruler. The ruler stung and I
screamed, but she kept at it, first my left ass cheek and then the
right. Although it hurt like hell, I did discover that I had a view
right up Sharon's dress.
This last fact did not escape Debbie. "Sharon, the little pervert is
looking right up your dress," she warned. Upon hearing this, Sharon
started spanking me with renewed vigor. After a few minutes of this,
with the girls ignoring my screams and pleas to stop, Sharon made an
observation on the condition of my poor ass. "Deb, come here and see
how red is ass cheeks are. Would you like to take over for me for a
while?"
Debbie declined, thank goodness. However, she said, "I think he's had
enough spanking. Ken, pull your panties back up, and let's see if your
spanking has given you a more feminine walk." At this point my ass was
on fire, but I pulled the panties back up as she said. I then noticed
that the spanking had aroused me, and I had another erection. This made
it harder to put the panties back on, a fact that sent the girls into
another fit of howling laughter. I tried walking again in the high
heels, and the burning sensation of the spanking did help give me more
of an exaggerated wiggle to my hips. The girls were quite pleased with
the effects of the spanking.
"Time for a change," announced Sharon suddenly. "Ken, kneel down in
front of me. I want my toes sucked," she said in her usual commanding
manner. I obeyed, much to their amusement. I sucked every toe on both
of Sharon's feet, something I found quite humiliating. Naturally, I had
to do Debbie's toes next. Now I realized why they were both barefoot;
they had planned this for me all along. There I was, in a house with
two gorgeous girls, me wearing black women's underwear sporting a
terrific hard-on, reduced to sucking their toes! What would they do to
me next?
The girls quickly tired of this. "Ken, have you ever eaten pussy? Show
me what a good pussy eater you are," commanded Sharon. She slipped out
of her panties, grabbed me by the hair, and stuffed my face in her
pussy. This was not my idea of fun sex, but I knew what I was doing. I
licked and sucked for a long time, until finally Sharon's sensuous
moaning told me she was having an orgasm. She let me stop, and before
they said anything I decided to volunteer, "Debbie, should I do you
too?" Of course the answer was yes, so I ate her to an orgasm too.
Then they told me to go to the bathroom to wash my face. When I got
back they were whispering to each other excitedly.
"Ken, you've been a pretty good slave for your first time, and I must
admit you are a good pussy licker." These were Sharon's first kind
words of the evening. "I think you deserve a little fun too. Would you
like us to jerk you off?" I could see this was as much as I was going
to get, so I agreed.
"Deb, let's freshen up each other's lipstick and then give Ken a good
long kiss to show how much we appreciate him." Sharon took out the same
red lipstick that she had used on Debbie before, and carefully applied
it to Debbie's lips. Then Debbie took out the same hot pink lipstick
that she had used on Sharon before, and she applied it to Sharon's lips.
I watched with fascination. This did not escape their notice.
"You love watching us put on lipstick, don't you?" asked Debbie
teasingly. "Look at my lips, Ken. Don't you love the beautiful red
color, and the way they shine?" I had to admit I did. Debbie gave me a
deep, long kiss, twirling her tongue with mine. This made up for the
little peck she gave me when I first came in tonight.
Sharon's turn was next. "Look at my lips, Ken. I think lipstick makes
my lips look rich and full. Do you think this color makes me look
sexy?" Not waiting for an answer, Sharon also kissed me, not a wet one,
but long and hard. Boy, these girls could kiss!
Sharon then knelt down and started to gently stroke my cock. Debbie
picked up the red lipstick. She looked into my eyes as if she could
look right through me. "Ken, you want to wear this lipstick, don't
you?" I don't know why, but I said yes.
This was not good enough for Debbie. "Ken, how badly do you want to
wear this lipstick?" With that, Sharon quickened her stroking of my
cock. "Yes, I really want to wear the lipstick," I responded not too
enthusiastically.
Debbie slowly unscrewed the lipstick and waved it under my nose. "Smell
it, Ken. Don't you love the way it smells? Look it at. Don't you just
love how red it is? Do you know what color it is, Ken?" She turned it
over so I could see the label. "It's called 'Love That Red'. Beg me to
put it on you, Ken." Suddenly Sharon stopped stroking me with her hand,
and she put my cock in her mouth.
My desire was reaching a fever peak. All of a sudden I thought of the
song "Paradise by the Dashboard Light" by Meat Loaf, where she makes him
make a promise to her so that she will let him come. Now I understood;
they were trading my humiliation for my orgasm. So I started to beg
Debbie. "Please, please put lipstick on me."
Debbie was going to drag this out for all it was worth. "What color is
it, Ken?" she asked me.
"Please put 'Love That Red' lipstick on me," I begged, as Sharon sucked
away furiously.
Debbie continued to toy with me. "Say, 'Please put hot, glossy 'Love
That Red' red lipstick on me to make me look pretty.'"
All of a sudden things were happening very fast. Ridiculous as it
sounds, I said it. I was just about to explode in Sharon's mouth.
Sharon knew this and grunted as a signal to Debbie. Debbie happily
said, "O.K., Ken if that's what you really want." She started gliding
the lipstick over my lips. Back and forth, upper and lower lips. Just
then I came in Sharon's mouth. I had been saving it up all night, and
it was a gusher.
Debbie stood back to admire her work. "Ken, you were right. This
lipstick is you. You look so pretty," she said sarcastically.
I felt humiliated, but they weren't done with me. Sharon got off my
cock and kissed me. I felt her lipstick mingle with mine, and the
slippery sensation felt great. She had a different motive, however, as
she transferred my semen to my own mouth. I had never tasted it before,
and it had an odd salty taste. "Swallow it, honey," she commanded, and
so I did.
The girls sat back down on the couch and started laughing at my
predicament. They teased me mercilessly about how I had begged to have
lipstick put on me, and how it turned me on so much that I shot my load
over it. I blushed profusely.
Sharon ran into another room and came back with a Polaroid camera. "We
need a souvenir of this evening," she announced, and she snapped my
picture. I was wearing the black lacy underwear, except for the panties
which were somewhere around my knees. My penis was still hard, and it
was glistening from Sharon's pink lipstick. Of course, my lips had
bright red lipstick. I could not imagine a more humiliating picture.
The girls couldn't wait for the picture to develop. They gave me the
picture and kept the negative for themselves.
I could not imagine being any more embarrassed than I was, but sure
enough Sharon had one more thing up her sleeve. She clicked a remote
control button and said to Debbie, "I can't wait to see how the video
comes out." My cheeks went scarlet. This was another one of her
teases, wasn't it? She couldn't have recorded this on videotape, could
she? I dared not ask.
Finally, the girls decided that they had had enough for one night. They
told me I could take the underwear off and put my clothes back on. They
each gave me a sweet kiss good-bye. I was glad to be back in my own
clothes.
I was just about to leave when I remembered something. "Wait a minute.
I can't go out there wearing lipstick."
"A moment ago you begged me to put lipstick on you, honey," Debbie
reminded me. "You can wear it home as your reward." Sharon shoved me
out and slammed the door.
Chapter 2: I Begged Them to Let Me Suck A Dildo
The next morning at work the girls said hello to me as if nothing had
happened. I went into my office, but I couldn't concentrate on work.
After a while I stepped out of my office and I passed Debbie's desk.
She chose that particular moment to reapply her lipstick. My penis
stiffened as I remembered last night, and Debbie saw this out of the
corner of her eye. Neither of us said anything.
Later I passed Sharon's desk. Although she was busy on the computer,
she also took that moment to freshen up her lipstick. My penis grew
hard at the memory of Sharon's gorgeous lips sucking my cock. I
returned to my office.
Several times that day the girls put their lipstick on just as I passed
their desks. Each time I could see them looking out of the corner of
their eye to see if they were having an effect on me, and they were
pleased that they were. Finally at the end of the day, both of them
knocked at my office door and came in. Sharon spoke first.
"Ken, you must be scared shitless that we're going to embarrass you in
front of your friends and tell them what happened last night. But don't
worry, we won't."
I breathed a sigh of relief. Then Debbie lowered the boom. "But don't
think last night is the end. We talked it over, and we decided you
should come over once a week, every Wednesday night, for more training."
I was about to tell them, "No way," when Sharon quickly spoke up.
"Wait a minute, Ken. This is a good deal for all of us. Deb and I get
what we want. We'll do your dumb work when you need it, so you get what
you want. Besides, you can't tell us you didn't enjoy last night."
Before I had a chance to even think about it, Debbie reminded me that
they had another bargaining tool. "Don't forget the Polaroid picture we
have, Ken. We could bring it to work."
"The picture?" asked Sharon. "Are you kidding? We have a whole video
of his performance!"
Now I hadn't seen any evidence of this video. Maybe they were bluffing.
And as for the Polaroid negative, maybe I could find it next time and
tear it up. "O.K.," I said reluctantly. "I'll be there next
Wednesday."
Wednesday came, and this time they took me home right from work. Off
went my clothes. They gave me a bottle of hair remover and told me to
apply it all over my body. They told me to let it stand for a while,
and then to go and take a shower. As I rinsed off at the end of the
shower, I realized all my body hair went too. Only my genital hair
remained.
But not for long. The girls went to work on that with scissors first,
then with a razor and shaving cream. They also shaved me in a few
places in the back that I had missed.
"Oh he's so nice and smooth," said Sharon as she and Debbie ran their
hands all over my hairless body. This started to excite me, which the
girls noticed. Sharon playfully slapped my ass. "Not yet, Sweetie.
You've got some chores first."
Sharon powdered me all over with a fragrant after-bath powder. Then
Debbie produced a white object that I had never seen up close - a
corset. It went from just below my nipples, past my stomach, down to my
waist. It had laces in the back, and the girls tightly laced me into
it. It took off a few inches in the waist, and created a cleavage
effect on top. It was very snug around my waist and chest, but it felt
strangely erotic too. The girls were very pleased. We then went to the
living room.
"Ken, now you have a much more feminine figure!" Debbie exclaimed. A
matching white bra, garter belt, and panties came next, followed by
stockings and high heels. The panties and the stockings felt so
delicious against my hairless body. The heels put pressure on my calves
muscles, a little uncomfortable, but not too bad. Sharon and Debbie
squealed with delight at my appearance. Sharon took something and made
a clicking noise.
"Let's see if you remember how to walk like a girl," Sharon commanded,
as she and Debbie sat down on the couch to watch me. The combination of
the corset with the high heels felt very strange, but I walked a very
feminine walk for the girls. "Very good, Ken," reported Sharon. "I
don't think we need to spank you tonight to get you to swing your hips
in a feminine way."
"Take down your panties and play with your cock for us," Debbie
commanded. I started stroking my penis. "How does it feel jerking off
dressed in such pretty underwear?" I didn't answer, but concentrated on
the task at hand.
"I'm ready for some action, how about you Deb?" asked Sharon. The girls
told me to stop and lay down on the floor, face up. Each girl took a
stocking and tied my wrists to the living room furniture. They did the
same to my ankles. I was stretched out, completely helpless, my erect
penis waving in the air.
The girls teasingly stripped down to bras and panties. Sharon kneeled on
my left and Debbie on my right. Sharon said, "I'll flip you for who
gets him first." And she gave my penis a snap with her thumb. That
hurt! My penis bounced around from side to side and settled on my left.
"I'm first," said Sharon.
Sharon sat down on my chest, then transferred her weight to her knees so
as not to hurt me. She leaned forward and gave me a long, wet kiss.
Our tongues twirled for a long time until we both needed a breath. Then
she slid closer to my face until her panties were covering my mouth.
"Eat my pussy, slave," she commanded.
I started sucking her right through her panties. I didn't think this
would work, but I was wrong. Her panties were thin, and my tongue
pushed those panties right into her hole. Before long I had her moaning
pretty good.
"Wait a minute, Ken," Sharon said. She shifted her weight and slipped
off her sopping wet panties. Then she tossed them, right on my erect
penis.
Debbie was watching me suck off Sharon, and slipped her own panties off.
"Hey, I want to play ring toss too." She tossed her panties around my
cock too. Then she started fingering herself while she watched Sharon
and me.
Sharon climbed back on over my face. I resumed licking and sucking
until she was satisfied. She got off to give Debbie a turn. Now Sharon
was looking through some drawers for something. Debbie pushed her
middle finger into my mouth for me to lick clean; the unmistakable taste
of pussy. Then she climbed aboard for me to lick her off. Meanwhile
Sharon returned and removed the two pairs of panties from my penis. Then
she started examining my penis, but with Debbie on my face I couldn't
see what was going on.
"Deb, turn around and sit on him facing me," Sharon said. While Deb got
up for a minute, I saw what Sharon was up to. Sharon had a thick rubber
band and she wrapped it tight just under the head of my penis. Then she
expertly unwrapped a condom and rolled it over my penis. She admired
her handiwork as both Debbie and I looked on.
"This will keep him hard for as long as we want, without letting him
come," Sharon explained to Debbie. Debbie sat back down on my face,
with her back to my face, and I started licking her cunt again. Then
Sharon lowered her cunt on my penis. Since she was still quite wet from
before, my penis slipped in easily. Now Sharon started pumping away.
I tried to meet her thrusts, but I had forgotten I was tied hand and
foot. I strained at my bonds, but with no luck. Besides, the rubber
band on my penis had cut off the flow of blood; despite Sharon's
considerable friction, I could get no relief. The girls removed each
other's bras and joined tongues for a deep kiss. They were fondling
each other's breasts. They were getting more and more aroused from
every direction. All I could do was keep licking away at Debbie's
sopping wet cunt.
Sharon's moaning got louder and louder, and finally she was done. She
slipped right off my cock, quite satisfied with herself, and waited for
me to finish off Debbie. When Debbie was done with me licking her, she
moved down and climbed aboard my penis for a ride. Sharon was once
again rummaging through a drawer for something. Debbie came for her
second time of the evening. I was out of breath. The girls had had
plenty of sex.
"What about me?" I asked, as Debbie removed herself from me. Both girls
looked surprised that I expected a little pleasure for myself.
"I don't know. It's still pretty early. I don't think so," said
Sharon. As always, the girls were in control.
My cock felt like it was about to burst after being ridden by both
girls, but the rubber band was tight and prevented any relief. The
girls were standing over me, totally naked. They were so sexy! I was so
starved for some relief that at that moment if I could have raped one of
them, I would have. Of course, among other things I was still tied up.
Before I knew what I was saying, the words slipped out. "Please,
please," I whined. "I'll do anything."
They had me and they knew it. Debbie kneeled down to my face and
tauntingly rubbed her breast past my cheek. Sharon had a more practical
plan.
"Anything, Ken? she asked me. "Would you suck a dildo?" And with that
she produced one!
It was flesh-colored, long, and very realistic looking. It came with a
set of balls, and some sort of belt. I was a little disgusted with the
thought of sucking it, but hey, how bad could it be. Especially if the
girls would let me shoot my load.
"O.K., I'll suck a dildo," I heard myself say. With that humiliation
said, Sharon belted the dildo around her hips. It protruded from her
genital area just like a real penis. Of course, there was no mistaking
Sharon's femininty - that cute face, those breasts, and of course the
smell of her pussy.
Meanwhile Debbie, also naked, laid down beside me for a view of my face.
She had something in her hand, but I couldn't see what. She removed the
condom from my penis, and then she removed the rubber band. Free at
last from that awful rubber band.
"I think I'll let him get flat first, and then jerk him off," Debbie
decided. "Otherwise I think he'll come too soon."
"Good idea," agreed Sharon. Sharon sat down on my chest, facing me,
waving her dildo in my face. She adjusted her weight on her knees.
"One dildo, coming up Sweetie," she announced to me. And with that she
spread my lips with her fingers and inserted the tip of the dildo in my
mouth. At the same time Debbie, who was eagerly watching my ordeal,
gently caressed my now flat penis.
"Lick it, Ken. Lick it all over real good," Sharon ordered me. So I
did. It was rubber, I guess, and it did not taste unpleasant at all. I
licked it, but not with great enthusiasm.
"Ken, you said you'd do anything for some sex, but you're not licking
this dildo like you mean it," Sharon said to me with an angry tone.
"Maybe you really don't want to come." Debbie increased her pressure and
quickened her stroke on my penis, and I was reminded how horny I was.
I started licking the dildo faster. This pleased Sharon, and she
started inserting it a little deeper in my mouth, and then withdrawing
it. She continued this. She was going to simulate fucking me in the
mouth.
"That's better, but now I want you to suck instead of lick," she
commanded me. And I did, moving my head, the only part of me that
wasn't tied down, to meet her thrusts. I thought we were working
together pretty well, but it wasn't good enough for Sharon.
"Something's not right," she decided, and she removed the penis, now
covered with my saliva, from my mouth. She thought about it for a
moment, and that announced, "I've got it." I didn't know what she was
talking about, but obviously she had some plan to further humiliate me,
if that was possible.
"Debbie, do you have a lipstick?" Sharon asked. And sure enough Debbie
had one in her other hand. They had planned this scene out in advance.
Sharon took it, unscrewed it, and applied it to her lips. It was a very
colorful red, with a beautiful shine. Sharon's mouth never looked more
sexy.
"What do you think of this lipstick, Ken? Isn't this the creamiest,
shiniest red lipstick you've ever seen?" And Sharon gave a little wink
to Debbie, who started pumping her hand up and down the whole length of
my penis.
I said nothing. Sharon showed me the lipstick, put it under my nose to
smell it, and put it ever so close to my lips without touching them.
She turned it over so we could read the color. "'Super lustrous in wild
berries'," she told me. Then in her commanding voice she said, "Beg me
to put some on you."
I had been down this road before, and I thought I knew what they wanted
to hear. "Please put lipstick on me, in 'Super lustrous wild berries',
so I'll be pretty," I begged.
But this was not what they wanted to hear. "So you'll be pretty?"
Sharon mimicked me. "No, not so you'll be pretty. Tell us you want it
so you can suck this dildo and get your lipstick all over it, you slut!"
Debbie was working my penis over with her hand pretty good, and I wasn't
far from coming. But I was sure she would just stop stroking me if I
didn't say it. They had such complete control over me. I was tied up,
dressed in women's underwear, in the company of two sexy, naked girls,
but reduced to begging to be painted with lipstick that I could get on a
dildo that I was going to suck. Could it get any more humiliating than
this? I didn't think so, so I said it.
"Please, please put 'Super lustrous wild berries' lipstick on me so I
can suck this dildo and get lipstick all over it."
"Why sure, Ken," Sharon said ever so sweetly. "Whatever makes you
happy."
Sharon took one hand to steady my chin and then put the lipstick on me
with her other hand. Very slowly and deliberately she painted my upper
lip, then my lower, and then for good measure she repeated it with
another coat. Debbie was watching and had to give me a report. "Ken,
your lips look so delicious. You should see how creamy and shiny they
are."
But I was not going to get a look right now. Sharon put the lipstick
down and forced the dildo back between my lipsticked lips. She pumped
in and out furiously. I sucked away like crazy, and I imagined that the
dildo was growing bigger in my mouth. Debbie stroked me for all she was
worth. My penis couldn't take any more, and I came. "Here he comes,"
Debbie announced.
Upon hearing this, Sharon squeezed the balls on the penis. To my
surprise, a milky liquid erupted from the head of the dildo into my
mouth. "Swallow, Sweetie." Sharon smiled at me with her brilliant
lips. So I did.
Debbie released her hand from my penis, as my come trickled down onto my
stomach. Sharon undid her dildo belt, but left the now beltless dildo
in my mouth. Sharon got up and got -oh no, her Polaroid camera.
"I think this is another moment we all want to remember," she said. And
she took my picture. Of course, we had to wait until the picture
developed. And there I was, tied up, in women's underwear, my penis
dripping with come, a very red shining mouth with some sort of liquid
dripping out, sucking a dildo all smeared with lipstick. My lipstick!
Chapter 3: I Meet Some Friends at the Mall
I was breathless from my episode with the dildo. Sharon and Debbie
untied me and told me to wash the smeared lipstick off my face and also
to wash my penis. I did, and I returned to the living room, still
wearing a bra, corset, garter belt, panties, stockings, and high heels,
thinking we were done for the night.
Sharon had a bright idea. "Let's all go over to the shopping mall." I
didn't like the sound of this.
"O.K., but can I have my clothes back now, please?" I asked.
"No Ken, you don't get it. The three of us girls are going to the
mall," explained Sharon. Sharon and Debbie giggled hysterically at the
prospect of me going out in public dressed as a girl.
I began to panic. "I can't go outside dressed in underwear. I'll get
arrested." They wouldn't make me do that, would they?
"No, silly. We have some clothes for you." Sharon went into another
room. She came back with a white half slip and a red minidress. Before
I could protest, the two of them had me step into the slip. Then they
quickly put the dress over my head. The dress ended a few inches above
my knees. I kept trying to pull the hemline down to my knees, but it
wouldn't go.
The girls laughed uncontrollably at me in my new outfit. I was so
embarrassed about the prospect at going out in public in a dress. The
girls sensed this and taunted me some more.
"Oh Ken, you look so cute in that dress," Debbie complemented me
sarcastically. "Red is such a good color on you. And you're lucky you
have nice shapely legs that you can get away with a dress so short."
Sharon added, "You really do look like a sexy young girl. If you're
wondering why the dress fits so well, it's because we took all those
measurements of you the first night you were here. We went out today at
lunch to buy it for you. You'll have to pay us back of course."
Sharon looked me over. "We need to do something about your hair. It's
too short to work with." She went into another room, and came out with
a wig. It was dark brown with tight curls. She put it on me, and then
made a few adjustments with her comb. "There, that makes a big
difference. What about make-up, Deb? Shall we make him up real
pretty?"
"I've got a better idea," replied Debbie. "Let's make him buy his own
make-up. I'm tired of him always borrowing our lipstick." They thought
'borrowing' was very funny.
With this settled, the three of us left Sharon's apartment and got into
her car. The whole scene felt outrageous. The wig was shoulder length,
much longer than my own hair, and I was constantly aware of it on my
shoulders each time I moved my head. While walking to the car I
realized the bra they had dressed me in was padded with a small weight
in each bra cup; this had a tingling effect on my nipples, alternating
left and right with each step. The minidress forced me to take small
steps. Also I felt the cool air on my thighs and between my legs,
something I would never feel in my own clothes. Finally the stockings
and the high heels put pressure on my calves and toes in ways I was
unused to. So many sensations, but all of them somewhat erotic.
We arrived at the mall and went in. I was waiting for someone to look
at me and say, "Look, it's a man dressed up as a girl," but as dozens of
people passed, that never happened. On the other hand, a number of
teenage boys looked me up and down with obvious approval. I had
forgotten that the mall was a teenage singles hangout, and the teenage
girls all dressed up in their sexiest clothes to attract boys. I knew I
didn't look like a teenager, but I was surprised to discover that
teenage boys were finding me worth looking at.
Debbie noticed and made believe she was insulted. "The boys here seem
to think you're the prettiest of the three of us, Ken. But then again,
maybe you are. Just remember not to lead them on."
Sharon said, "O.K., Ken, here's what you have to do. We're at one end
of the mall. Deb and I are going to do some shopping here. You walk
down to the other end to the big department store. Remember to swing
your hips and walk femininely; you don't want to get discovered. Here
is some money. Actually it's your money that I took out of your pants
pocket. I want you to go over to one of the make-up counters and buy
yourself a lipstick. You can pick the color, but make it something
sexy. Then put some on. We'll meet you back here in an hour. And
you'd better be wearing your lipstick." With that they were gone.
Well, this was a surprising development! It had never occurred to me
that they'd leave me all alone. Could I escape? No, where would I go;
they had my clothes back in Sharon's apartment, and besides I'm sure
there would be a fate worse than ever for running off. I might just as
well do as they told me.
So I walked the long walk to the department store. It takes a lot
longer in a dress and high heels than in men's clothes. I was careful
to wiggle my hips the way I was taught. Getting caught would be awful.
A couple of boys whistled at me and made crude remarks, but I just
looked ahead and kept walking. Finally I made it to the department
store.
There were a number of different make-up counters. I didn't care which
one I went to, so I picked one. I went to the area where the lipsticks
were, and I started examining them. There were dozens of different
shades. How was I going to choose one quickly?
The salesgirl saw me in need of help and came over. She was about
eighteen, very pretty, kind of elaborately made-up, but made-up rather
nicely. "Can I help you miss?"
In a high-pitched voice I answered, "I'm looking for a lipstick.
Something sexy." Really what I wanted to do is to get this over with as
fast as possible.
There were two girls in sunglasses nearby at the other end of the
counter. I hadn't paid any attention to them, until one of them decided
she would help too. "I couldn't help but overhearing, but if you're
looking for a sexy shade of lipstick I can suggest ..." Then she looked
at me closely. "Ken, is that you?"
Fear shot through my body. Who was this? Was this another of Sharon
and Debbie's well thought out plans?
The girls removed their sunglasses. It was Jill and Tina, two
accounting assistants from another department at work. They were both in
their early twenties. Jill had short black hair, perfect creamy skin,
and big beautiful lips. Tina, who was married, was your typical nice
girl. Pretty without being flashy. She wore hardly any make-up.
There was no point in denying it. She had recognized me. "Uh, yes
Tina, it's me. Hi Jill."
"You look very pretty, Ken," Tina complemented me as she looked me up
and down. The funny thing is that when Tina says it, she's being
sincere.
"Yeah, you look simply gorgeous, Ken", said Jill. She was enjoying my
plight and was not being sincere. "Why are you dressed like a girl?
Who is making you do this?" Jill had to know.
I tried to think of a good lie quickly, but there wasn't any. I could
probably trust Tina. Jill I wasn't so sure. I decided to tell as little
as I could get away with. "Well, I'm doing this as a favor for Sharon
and Debbie."
"Jill, why don't we help him?" volunteered Tina. "In fact rather than
just help him pick a lipstick, why don't we help him pick a full set of
make-up?"
"No thanks, girls," I stammered. "Besides, they're waiting for me at
the other end of the mall, and they told me to hurry back."
Jill started to get interested in this. "Ken, we insist." Jill pushed
me down into a chair. "This shouldn't take too long, and it will be
fun. Besides, you can test all the cosmetics you want here for free."
Jill lifted my chin up as she carefully examined my face. "His natural
skin tone is so dark. He needs a good foundation to smooth out his
complexion and cover up his slight traces of beard." Then to the
salesgirl, who was in shock over this turn of events, Jill said, "Show
us some dark shades of foundation in beige."
The salesgirl produced a few different bottles. Jill picked one she
liked and began smoothing a liquid makeup all over my face and neck
until she rubbed it in to her satisfaction. "That's much better. Now
what about your eyes? Your eyebrows are way too thick, but we can't
tweeze them here. I think a little understated brown color would be good
for you." She took a tiny brush and stroked some brown eyeshadow on my
eyelids. Then, warning me to be very still, she carefully applied a
coat of brown mascara to my eyelashes. She took a brown pencil and drew
a line under each eye, then smudged it with her fingertip. She stood
back and surveyed her work, and she was clearly pleased with the
results. Then she invited Tina to finish the job.
Tina was delighted to help. She looked over the collection of powder
blushers and chose one in a rose color. She took a big brush and dusted
the color on my cheeks. Then she looked over the vast array of
lipsticks. "How about this one called 'Baby Pink'?" asking the approval
of Jill and the salesgirl. Everyone agreed, so Tina went to work on my
lips. She slowly outlined my lips first with a brush, filling the brush
with color from the lipstick tube. Then she filled in the rest of my
lips straight from the lipstick tube.
After all this so-called help, Tina and Jill were finished. They both
thought I was simply beautiful and had to let me see the results in a
mirror. I looked in the mirror, and I was astounded. The face was of a
pretty girl, but the face was mine. The lips were particularly
fascinating. They were a light, bright pink, with a shimmer depending
on how the light hit them.
"Tina, do you see a bulge in the front of his dress?" Jill asked. It
was impossible to hide. This whole experience really turned me on. How
humiliating! To be dressed as a girl in public, to be recognized by two
people at work, to be fully made-up, and then to have an erection that
even the salesgirl could see.
"I'll take the lipstick," I stammered to the salesgirl, anxious to get
out of the store. I paid for it and got up to leave. "Uh, thanks girls
for all your help."
"Not so fast, Ken," Jill stopped me. "Debbie and Sharon are here at the
mall? Take us to them. We have a few questions for them about how they
got you into this."
There didn't seem much point in arguing, so I agreed. I led Jill and
Tina back through the mall to where I was supposed to meet Sharon and
Debbie. There were more whistles and comments from the teenaged boys at
me, which made me blush profusely. Finally we got to the other end of
the mall and found Sharon and Debbie.
"Well, Ken you did buy and are wearing a lipstick, so you did what we
told you to do," said Debbie. She looked closely at my lips. "A
frosted shade. Nice choice." Then looking at the rest of my made-up
face, she said, "Now I see what took you so long. I didn't realize
you'd want an entire make-up job. Very nice. You look terrific." Then
looking at Jill and Tina, she said, "You must be wondering what all this
is about."
"Not only that, but I'm wondering if I can get my boyfriend into dresses
and make-up," replied Jill.
"Well, let's all have a soda and we'll talk about it," said Sharon. The
five of us went for a soda. Sharon and Debbie told Jill and Tina the
whole story, everything they did to me and everything I did to them. It
was particularly embarrassing to have to relive it all again.
Tina was incredulous. "I can see what Ken looks like, but I really
don't believe he's your sex slave."
Jill had a different angle. "Let's say we do believe everything you've
told us. How about letting us in on it?"
Sharon did not like this idea. "He's our sex slave. Why should we
share him with you? What's in it for us?"
Jill did not have an answer for this. She thought this over for a long
time. Then she excused herself and walked a few feet away to whisper
something to Tina. The two whispered back and forth for a while, and
then they came back all smiles.
"O.K., how about this?" Jill bargained. "What if I donate my boyfriend
and Tina donates her husband. You help us get them into dresses. Then
we can all swap feminized sex slaves."
LIPSTICK SLAVE: PART TWO
Chapter One:
Well, now I was really in trouble. It was bad enough that Debbie and
Sharon, whom I worked with, had turned me into their feminized sex
slave. I would dress up when they ordered me to, get an erection as
they put make-up on me, and service them sexually. Debbie and Sharon
would humiliate me, but at least it had just been the two of them.
But they made me go to the mall in a sexy girl's outfit, and I ran into
two more girls from work, Tina and Jill. Tina and Jill were fascinated
by my predicament, and they convinced Debbie and Sharon to let them in
on how they did it. So here we were, four sexy girls and me, dressed as
another sexy girl, in Debbie's house.
"Let's all sit down and get comfortable," suggested Debbie. "Uh, not so
fast Ken." Debbie sat me down in a straight backed wooden chair.
"Jill, why don't you help me tie Ken's hands behind him to the chair.
We don't want him to get so hot that he starts playing with himself."
Debbie got out some rope, and she and Jill tied me to the chair.
Debbie spoke to Jill and Tina. "You want to see how we got Ken to be
our slave? Sharon and I will show you. But. You have to promise to
let us help train your men, and you have to promise to share them with
us. Promise?"
Tina and Jill nodded in agreement. Then they and I opened our mouths in
amazement as Debbie opened up the VCR and popped on a tape. I couldn't
believe it; Debbie and Sharon had videotaped my sessions with them!
Everything, from the first night up to that evening when they dressed me
to go to the mall. Not only did I have to watch it all over again, but
I had to watch it in front of Jill and Tina.
There were several tapes. All five of us were getting hot watching
them. The girls were all fingering themselves between their legs. I
would have liked to do the same, but my hands were bound behind me.
There was a noticeable bulge in the front of my miniskirt, and Tina
jeered me.
"Wow, look how turned on Ken is. You really dig being humiliated by
girls, don't you? Don't you?"
She said it with authority, and she expected an answer. Sweet little
Tina was no longer so sweet; she was digging this domination trip. This
was a side of her I had never seen. Maybe she had never seen it either.
"Yes," I replied meekly.
"How about a little action right now?" ordered Tina. And she climbed
onto my chair, thrusting her groin into my face.
"No, not tonight," said Sharon. "Ken's had enough for one night.
Besides, I think the four of us have some plans to make." Looking at
Debbie, Sharon said, "Let's untie him and let him leave for the night."
Sharon untied me and said, "Take these clothes off and put yours back
on."
I started to retreat to the bedroom where my clothes were, when Jill
spoke up. "Can't we at least watch him strip?"
That seemed reasonable to Sharon, so she commanded me to strip in the
living room in front of everybody. I took off the high heels, the
blouse and miniskirt, the slip, the bra and panties, the garter belt,
and the pantyhose. The four girls were cheering me on like I was a
burlesque stripper. Then I was completely naked for them. Tina and Jill
inspected my penis by hand to see how long and thick it was. Finally
Debbie to some pity on me.
"He's had a long night. Let's let him go." Then to me, "Ken, you can
go into the bedroom and put your own clothes back on. And don't forget
to wash your make-up off."
Another reason I had been humiliated. If it hadn't been for Debbie and
Sharon forcing me to go to the mall to buy make-up, I wouldn't have run
into my two new tormentors.
As I retreated to the bedroom to change back into my own clothes, the
four girls started jabbering in very loud and excited voices. They were
discussing Tina's husband Bob. Evidently he would be their next target.
I couldn't make out the details, but it sounded like the four of them
were working out the plot of a play. I got dressed and washed up and
went back in the living room. All of a sudden the room got quiet, and
all eyes were on me. Tina spoke up.
"Maybe we can get Ken to help us," she asked Sharon and Debbie.
"Count on it," replied Sharon. And then to me, "Ken, dear. Don't forget
to take your lipstick home." She threw me the paper bag. "See you at
work!"
The next few days at work were awkward, as I now had four girls that I
tried to avoid. When I did run into Jill or Tina, they would grin
knowingly or apply their make-up within my eyesight, but otherwise they
did not embarrass me verbally. Debbie and Sharon had obviously gotten
them to promise not to embarrass me verbally in front of anyone else.
Wednesday night came, and I was ordered to Debbie's house with the usual
"Shave nice and close." I rang the bell, and this time Debbie and Tina
answered. They were rather simply dressed, in sweaters and tight jeans,
with no make-up. I had been through this scene before, so I thought I
knew what to expect. But I was wrong.
Tina was all excited and kissed me long and deep. "Strip," she
commanded, before Debbie had a chance to say anything.
I looked over at Debbie, unsure of what to do. Debbie understood my
confusion. She smiled at me and said, "It's OK Ken. You do whatever
either of us tells you to tonight.
I stripped, and the girls began to work on me. They shaved my legs,
thighs and chest, and trimmed my pubic hair. They tweezed my eyebrows;
this hurt, but more importantly this seemed like a permanent thing that
wouldn't just wash off later tonight. I could imagine how I would
explain tweezed eyebrows tomorrow at work.
There was no time to worry about that, as Debbie produced some sort of a
corset. She and Tina quickly laced me into it. At once it cut off my
ability to take a deep breath, it narrowed my waist, and it squeezed my
chest, creating the illusion of cleavage. Next came foam rubber false
breasts, complete with a nipple, which they attached to me with some
sort of adhesive. A lacy bra and a garter belt followed, and then they
each rolled a nylon stocking up my legs. They put a pair of very high
heels on me, and then they marched me over to a coffee table full of
make-up.
They had worked quickly and almost silently. I stood before them in
high heels and some very sexy lingerie, trying to comprehend the various
sensations. The corset was tight and confining. The falsies jiggled and
felt delicious against my own nipples. The stockings felt cool and
smooth against my legs. The heels were uncomfortable, stretching my leg
muscles.
Debbie broke the silence. "Tina, this is your party. I'll do Ken's
nails. You make him up the way you think Bob will like him."
This was the first mention of Bob this evening. I got very nervous.
"Wait a minute. What's going on? I thought this was just going to be
between us. I don't want a guy to see me dressed like this."
Tina slapped me hard across the ass. I had forgotten, or maybe they had
forgotten; they hadn't dressed me in panties. Tina scowled at me.
"You'll do what we tell you, when we tell you, or there'll be hell to
pay." She meant it. I bet she had a lot of ideas, too. I decided not
to complain.
The girls sat me down. Debbie started gluing fake nails over mine.
Then she applied nail polish over both my real nails and the fake nails
in a deep pink. This was my first experience with nail polish, and it
smelled awful. But the girls were certainly going all out with my
appearance tonight.
Tina put my chin in her hand and examined my face critically. Then she
reached for a bottle of liquid make-up and she smoothed it over my face
slowly until my face had the color and texture she wanted. I must say
it is very sexy to have a pretty girl slowly running her hand over your
face. I started getting the usual stirrings in my penis. Tina was busy
with my face, but Debbie, who was waiting for my nail polish to dry, saw
the rise in my penis.
"Tina, do you realize he's starting to get hot? Wearing make-up does
that to him, you know. Do you want him this hot when Bob arrives?"
Tina replied, "No, that will spoil the effect. After I finish his face,
I have an interesting idea to take care of his hard-on."
I couldn't imagine what she had in mind, although I was sure it wouldn't
be good.
Tina took a brown pencil and filled in some of my eyebrow hair that had
been tweezed away a few minutes before. Then she examined her various
eyeshadow colors and chose one in a light brown. She gently stroked the
color on my eyelids with a small brush. Mascara was next. She took a
black mascara with some sort of adjustable dial, turned the dial up as
high as it would go, and gently brushed the liquid onto my eyelashes.
"I'm giving you extra thick lashes," she explained. "In fact, after
this first coat dries, I'm going to give you a second coat of mascara.
This ought to make you look especially flirty." A soft black pencil was
next, and Tina carefully drew a line at the edge of both my upper and
lower eyelids, and then smudged the lines with her fingertips. By now
the first coat of mascara had dried, and she applied a second coat.
Debbie wanted to see the eye make-up job. She lifted up my chin and
looked at me critically. "Very pretty job, Tina. Very understated eye
shadow and eye liner, but then those long dark lashes look so sexy." I
cringed hearing this description of me.
Meanwhile Tina was going through her blusher collection. She chose a
shade she called Soft Pink, and she stroked it on my cheeks in wide
circular strokes with a big brush. "Ken, this is such a pretty color
for you."
Tina's gentle touch as she made me up, her and Debbie's comments on how
sexy I looked, and the whole scene of them ordering me around dressed
the way I was had really turned me on. But of course, they had saved
the best for last.
Tina made a big production hunting through her lipsticks. She and Debbie
knew what effect lipstick had on me. Finally Tina chose the one she
wanted. But she looked down at my throbbing penis. "Ken, before I apply
your lipstick, I think you had better control yourself. Take your thumb
and your forefinger and squueze your penis hard, right under the head,
so you won't come." I did as she instructed. The girls looked on
approvingly.
Tina took the lipstick, unscrewed it, and whipped it under my nose for
me to smell it as she had seen Debbie and Sharon do in the video. They
knew what they were doing; I love that smell. Then Tina turned it over
and made me read the color out load. Plum Velvet. "Plum?" I asked.
"Purple? That's an ugly color for lipstick. Why are you doing this to
me?"
"No, you're wrong Ken," Tina answered. She took the lipstick and
brushed a little amount on a fine brush. She slowly painted the outline
of my lips with it. Then she took the lipstick tube and applied it
directly to my lips. She went back and forth over them several times. I
kept squeezing my cock harder and harder. Finally she was done with the
lipstick.
Debbie and Tina looked at me for a long time, then they looked at each
other, and they smiled. Debbie said, "Ken, Tina was right. It's not
really a purple lip color. When you see it, you'll simply adore it."
Tina and Debbie were not yet done. They picked out some clip-on earings
and put them on me. A hoop dangling on the end of a chain. The hoop
brushed against my face every time I turned my head slightly. Next,
Tina brought over a long brown wig and put it on me. Long, perfectly
straight medium color brown, hanging way down my back. And finally she
sprayed me with some delicately scented perfume. The girls squealed
with delight when they saw the finished product.
"Ken, you're simply gorgeous! exclaimed Tina. "You must take a look.
Go over there by the mirror and study yourself."
There was a full-length mirror on a closet door, so I went over for a
look. I was fascinated! There I was. Long, flowing brown hair. Very
thin tweezed eyebrows, with a little brow color pencilled back in. Soft
looking eyes, except for my eyelashes: they were black and curled and
they were enormous. A very smooth looking complexion, with some light
pink color highlighting my cheekbones. And those lips. Sensuous lips,
perfectly shaped, in a color much darker than a pink but not as dark as
a red. They were moist and shiny. I continued examining the image in
the mirror, which bore some resemblance to me, but not much. Full
breasts in a lacy bra, a corset which narrowed my waist to feminine
proportions, a sexy garter belt, stockings and high heels. I was
hypnotized at the erotic sight. And an exposed penis, that had lost its
erection from my squeezing it so hard at Tina's command.
"She's beautiful, isn't she Ken?" Tina asked me. "She's sexy and
desirable, and you want to make love to her, don't you?" I was
breathing heavily and I couldn't speak up to answer. The perfume Tina
had sprayed on me was starting to work, and it was intoxicating. I was
almost dizzy.
Somehow Tina understood precisely the effect my image was having on me.
She and Debbie had planned this, and they knew how to get the most out
of it.
"Look at those lips, Ken. Aren't they the sexiest, most feminine lips
you've ever seen? Wouldn't you like to kiss them? Go ahead, kiss
them."
And like many other things I've done at Debbie and Sharon's command for
reasons I can't explain, I did this thing that Tina ordered me to do. I
kissed my image in the mirror. First a light kiss. Then a little
harder. Then I was really mashing my lips against the image of the lips
in the mirror, smearing lipstick all over the mirror, but I didn't care.
The girls thought this was hysterical, but I kept kissing the image,
licking its tongue with mine, and getting incredibly worked up.
Although the girls had been watching and laughing from the sofa, Tina
quietly came up behind me and put one of my hands on my penis. She
moved my hand up and down the length one time. Then she whispered ever
so quietly in my ear, "Go ahead, Ken. Fuck her."
This made just as much sense at the time as everything else that was
going on, so I started pumping way, jerking myself off, pretending I was
inserting my penis in the vagina of the girl in the mirror. Meanwhile I
was kissing her hard, licking her tongue, pressing my breasts to hers.
I came. Boy did I come! I squirted all over the mirror. Tina and
Debbie were literally rolling on the floor in laughter, they thought the
sight was so funny. I calmed down, and they also calmed down.
They told me to clean up the mirror of lipstick and come, and to clean
up myself. Then they took my now flat penis, and pulled it between my
legs. Next they undid my stocking garters, slipped a special pair of
panties on me that really held my penis snugly, and refastened the
garters. Then came a pink polka dot minidress that ended well above my
knees. Tina looked at me and said, "Ken, you look dynamite, except for
one thing. I think I'd better freshen up your lipstick." And she did.
My penis stirred, but the panties were controlling it, and they were not
going to let me have a full erection.
Tina and Debbie circled around me, slowly looking me over from head to
toe. They smiled and nodded. Tina said to me, "Ken, you need a new
name. Until we tell you otherwise, you are now Karen." I could feel my
cheeks redden as they named me with a girl's name.
But, as humiliating as all this was, Tina had one more embarrassment for
me. She asked Debbie, "What do you think Deb? I think Karen's ready to
meet Bob."
Chapter Two:
Tina and Debbie wanted to enslave Tina's husband Bob. I was supposed to
be the bait. I was supposed to entice Bob into making a pass at me, and
then the girls would walk in and catch him in the act. Then the girls,
especially Tina, would have the ammunition they needed to start Bob down
the road to femininity.
"And you'd better be convincing," commanded Tina. "If Bob figures out
that you're not really Karen, we'll let him decide what to do to a
pretty boy in a miniskirt and make-up. Maybe we'll make you bend over
at the waist, tie your wrists to your ankles, slip off your dainty
panties, and see what Bob can think of to do to you. Get the picture?"
I gulped. I certainly got the message.
The girls left me alone in the house and waited outside by a side window
where the could observe without being noticed. I thought about what I
could possibly do to entice Bob. I decided some liquor would help, so I
found Debbie's liquor cabinet and took out a bottle of scotch and two
glasses. I decided I could use a drink myself before Bob showed up, so
I had one.
I was on my second glass, or maybe my third, when the doorbell rang. I
opened the door to see a pleasant looking man of average build who
introduced himself as Bob. I introduced myself as Karen, remembering to
speak in a feminine voice. I invited him in, telling him Tina and
Debbie had to go out and probably wouldn't be back for an hour. I
pretended not to notice as Bob looked me up and down lecherously.
"Bob, why don't you sit down with me on the sofa so we can get to know
each other a little while the girls are out," I heard myself say.
"Would you like a drink while we wait?" Bob agreed, and I realized this
was not going to be as difficult as I had thought.
We made some small talk. Bob started off as being shy, but the scotch
started relaxing him. I moved a little closer and let my hand brush his
knee as I made a point. I heard him sniff and I knew my perfume was
having an effect on him. I smiled at him suggestively, as I moved
slightly closer. The sexual tension was there, and I could see that he
was trying to decide whether to act on it. I had been the male in this
situation dozens of times before, waiting if the girl would give me a
clear signal to proceed. I decided I had better give him that signal
before I made some mistake that might give me away.
"Bob, I'm wearing a new shade of lipstick. Do you think it looks good
on me?", I asked coquettishly. Bob seemed entranced with my lipstick,
as I was, and nodded sheepishly. I moved even closer, put my face very
close to his, and waited for his reaction. What else could he do? He
kissed me. Slowly and tentatively at first. Then stronger and with
more feeling. I reached my hand between his legs, and I could tell he
was getting aroused.
Well, I thought I had done my job, but where were the girls? Surely
they had been watching all this. They were supposed to come barging in
and catch him in the act, right? But I had forgotten how cunning they
are. They were going to see how far Bob and I would go. How far? Wait
a minute. What I am doing here? This was starting to get out of hand.
Bob kept me clenched for a deep kiss, while smoothly unbuckling his belt
and dropping his pants. Then suddenly his shorts were down near his
ankles, and there was his penis, standing there waiting for relief. I
was getting more and more frightened at my predicament, and I was
thinking like crazy if there was some way to get out of it, when he
broke the kiss and looked me in the eye.
"Well, Karen, you seem to be as hot for me as I am for you. So which
will it be, straight sex or a blow job?"
By now I was in a panic. Straight sex? If Bob found out I was a guy,
I was liable to be anally raped - hadn't the girls threatened me with
that. But a blow job? Well, it did seem to be the lesser of two evils.
And I did have some practice on a dildo.
Reluctantly I knelt down before him as my answer. I touched his erect
penis. Hard, but smooth at the same time. Did I want to go through
with this? No. But the alternative seemed much worse.
I opened my mouth. I gently licked his penis head. Hmm, that wasn't so
bad. I took a little into my mouth. Thank goodness Bob was letting me
set the pace. I licked up and down a little of his penis and then
withdrew it. There was my lipstick print! I have to admit I was a
little turned on by seeing it. I put his penis back in my mouth and
licked a little further down. We started getting into a rhythm. Bob
was moaning. His penis was growing bigger and bigger. Could I take it
all? I sensed he was close to cumming. And then ...
The front door opened and there were Tina and Debbie!
Bob and I both stopped what we were doing. Bob was in shock for being
caught with another woman by his wife. I was also in shock -I had
forgotten all about them, and I had been totally absorbed in what I had
been doing.
Tina was screaming at Bob and started slapping his face. Debbie was
yelling at me for doing such a thing to her good friend Tina, so she
started slapping me for good measure too. Bob and I looked at each
other in shame.
"I ought to beat the shit out of you and then divorce you," Tina
screamed at her husband in between slaps of his face. Bob grabbed her
hands to stop the slaps. "Yes. No. Wait a minute. Karen doesn't mean
anything to me. This was a mistake. Don't divorce me, please. I'll do
anything."
Bob had said the magic words. Tina, Debbie, and even I knew right away:
The girls had him exactly where they wanted him. Bob had no idea what
he just promised. I decided to say nothing. I knew they were not done
with me either.
Tina and Debbie went to the side to chat. Bob and I could not make out
what they were saying, but the girls spoke animatedly and their eyes
gleamed.
Then Tina spoke to Bob. "You cheated on me and you need to be punished.
I also want to make sure you never do such a thing again. I think I
know just the punishment. Will you do exactly what Debbie and I say,
without questioning it?" Of course, Bob agreed.
Tina and Debbie quickly went to work on Bob. First they clicked on the
video camera. They stripped him of his remaining clothes, tied his
hands behind his back, and stuffed a dildo in his mouth that they tied
to his head. Then they started dressing him in a sexy black corset and
garter belt. I was told to make myself useful by polishing his toenails
in bright red nail polish. I had to kneel down to do this, and there
was Bob's now limp penis, right in my face.
As Tina and Debbie taunted Bob with how silly he looked, they also
noticed Bob's hardening penis next to my face. This gave Debbie an idea.
"Your lipstick is a mess, Dear," she said to me, as she freshened it for
me in that sexy plum shade. "You really want to suck his cock, don't
you?" she asked me. I shook my head No, but she slapped me. "Don't
you?" she repeated with a menacing look this time. I knew what was
expected of me, and I shook Yes.
Debbie turned to Tina. "You want Bob to enjoy being made up, don't you?
Why not have Karen suck him off while you make him up!"
Bob was groaning through the dildo in his mouth. I could tell that he
both liked the idea and didn't like it at the same time. Tina got her
makeup bag and started working on Bob's face. She left the dildo in
his mouth as she worked, telling him to keep on sucking. Bob was
blushing profusively without any makeup at this humiliation. I was told
to suck his cock slowly and not to let him cum until I was told. Tina
worked on his eyes, making his eyelids a vivid blue with eyeshadow,
darkening and thickening his lashes with mascara, and drawing a thick
line on his lids in a liquid eye liner. Karen kept an eye on all three
of us, jeering Bob, shouting instructions to me, and making makeup
suggestions to Tina.
I could tell Bob was close to cumming, as Tina applied a bright pink
blush to his already embarrassed cheeks. I released his penis from my
mouth to tell the women that. Tina surveyed her makeup job on Bob. She
held his chin up, looked him in the eye and said, "Are you enjoying this
Bob? Would you like Karen to finish sucking you? Is she a good
cocksucker?" Bob nodded and tried to speak through the dildo in his
mouth.
Tina continued, "But you may not cum until you are wearing lipstick."
Would you like me to put lipstick on you?" Bob nodded and groaned. Tina
unstrapped the dildo from his mouth. Debbie suggested to Tina, "Make
him beg."
Bob begged for Tina to put lipstick on him. Tina acted like she wasn't
sure if she wanted to. Bob begged her and begged her. The women smiled
at each other, and nodded to me to return to sucking him off. Tina took
out a lipstick and made Bob read the name of the shade: Wild Berry.
She held his chin in one hand and slowly painted his lips with the
other. She applied two coats of lipstick to his lips, and when she was
done she showed him his reflection in her compact mirror. Bob was
amazed at the sexy woman he saw in the mirror, and upon seeing it, he
came in my mouth.
"Swallow it all, Karen," Debbie commanded to me, and she stroked my
throat to help it along.
Tina and Debbie laughed at Bob, told him how ridiculous he looked all
dressed and made up, and how much he obviously enjoyed it. "Can you
think of anything more humiliating?" Tina asked him. Bob was too
embarrassed to reply, and shook his head No.
"Well, I think we can find one more way to embarrass Bob," Debbie said.
"Did you enjoy being sucked off, Bob? Is Karen really a good
cocksucker?" Bob said I was.
Debbie turned to me. "Are you horny after all that? Do you need a
little relief yourself?" I said that I did. Debbie said to me, "Then
lift up your skirt, pull down your panties, and play with yourself until
you cum, in front of all of us."
And so I did.