Charley Into Cheryl
by Cheryl Grey
Chapter 1: The Beginning
One year ago, my name was Charles Schmidt; I was a lawyer, just
out of law school, working for a large firm in Los Angeles. This
is the story of how all of that, plus many more things, changed.
It began when I met Karen in June of last year.
It was at a singles bar I had gone to a few times. I was sitting
alone at the bar when in came a breathtaking woman: tall, about
my height of 5 Feet 8, long brown hair, big breasts, slim rounded
hips, and a beautiful face. She looked about 23; I found out
later she was 24. She sat at the bar nearby.
I moved over and without thinking said, "You're by far the most
beautiful woman I've ever seen. Can I by you a drink?"
She coolly surveyed me up and down, then answered, "All right." I
sat with her as we began talking. We quickly discovered a sort of
affinity. I found out she was Karen Burke, a graduate student at
UCLA in molecular biology. I deduced that she was smart; only
later did I learn just how brilliant she was.
We seemed to like many of the same things, so after a couple of
drinks, I begged her: "Please have dinner with me." She smiled
then said, "Sounds good, but let's go to your place first." I got
an instant hard-on. Here was the girl I wanted.
Inside my apartment, she stood expectantly in the center of the
living room. I moved over to her, put my right hand on her ass,
pulled her to me and kissed her. She kissed me back and opened
her mouth for my exploring tongue. I ground my hard-on into her
abdomen while my left hand cupped her right breast through her
dress. We released the kiss and she moaned softly as my right
hand slid her dress up and then slid into her panties to cup her
ass. Releasing her breast, I used my left hand to unzip her dress
at the back. She helped me pull the dress away from her chest and
pull up her bra. I bent and took her right nipple in my mouth,
lightly tonguing the taut tip at first, then strongly sucking it
as she moaned a little and cradled my head with her hand. My
prick felt like it was bursting from my pants. Letting go of my
head, she undid my belt, unzipped my pants, and reached into my
jockey shorts to grab my hard throbbing cock. I reached behind
her, undid her bra, then pushed my left hand up under her dress
to pull down her panties. Karen let go of me and stepped back.
"Wait Charley, let me take off my clothes, you take yours off."
As I took my jacket, tie, shirt, shoes, socks, pants, and
underpants off, I watched Karen undress. She made a production of
pulling her dress over her head, then tantalizingly lowering the
loosened bra, coyly hiding her breasts, then suddenly dropping
the bra to stand straight up with those magnificent tits proudly
displayed. Then swiveling her hips she pushed her panties down
and stepped out of them.
Coming over to me, she grabbed my throbbing cock and led me to
the couch where she leaned back, then reached up and pulled my
face to her breasts.
I wasn't slow to begin nuzzling and licking those firm
breasts. Her nipples seemed to grow even harder and bigger in my
mouth. My right hand drifted down to begin stroking her
groin. When my fingers touched her labia, she began wiggling
those smooth hips and she gasped when my finger slipped into her
hot cunt.
Then she tugged at my head; I lifted it and followed her hands to
kiss her on the mouth as I lowered my body to hers. With my left
hand, I grabbed my cock and rubbed its head against her vulva,
eliciting sighs. Karen's hand drifted down, took my cock and
guided it into her wet tunnel. As it entered, she lifted her
hips. Moans of satisfaction arose involuntarily from her
lips. Groans came from mine as I fucked my cock in and out of her
tight cunt. My hips pounded harder and harder as she started
shuddering; then as her internal muscles suddenly gripped me,
with a yell, I came; my cock seemed to spurt forever.
"Wow!" Karen whispered as soon as her breathing began to slow.
"Wow!" I echoed. "That was fabulous."
"I thought you might be good," Karen gasped, "but I had no idea
how good."
I was on top of the world. Here was the most beautiful girl I had
ever known telling me how wonderful I was. It seemed like all
things were possible and only good things would be happening from
now on. Little did I know where this would lead.
Karen and I began seeing a lot of each other. The sex was
fabulous; we couldn't keep our hands off each other. As we went
along we began searching for more variety. Not only in positions
but also in places. First, it was all over my apartment and her
apartment, at any time of the day. Then in my office, in her
office, in her lab, in the broom closet at my office, in the
men's room in my office, and others. Many of these were late at
night when the chances of being surprised were small. It was all
fun.
One day, however, about the end of June, we went shopping at a
local mall. It was a Saturday and the mall was moderately
busy. As we entered the mall, Karen said, "I've go to go to the
bathroom." Then she whispered, "Let's do it in the ladies' room."
I was game. The ladies' room was down a hall. No one was
visible. We walked to the door and Karen walked in. A moment
later, she stuck her head out and waved me in. Inside, we went
into a stall. I pulled my pants and jockey shorts down and sat
down on the toilet. Karen pulled up her skirt, and pulled her
pink panties off. The sight of her mound made my semierect prick
point straight up. Karen straddled me, grabbed my cock in her
hand, then lowered herself. My rockhard cock slipped right into
her warm and already wet cunt. We both gasped even as we
continued to listen for the sounds of anyone coming in. Then
Karen began slowly posting herself up and down on me while I
rocked my hips to push in and out. It began to feel better and
better and soon we were gasping loudly, totally oblivious to the
sounds around us. Harder and harder we moved while I felt like my
cock just kept growing bigger and harder in her warm
tunnel. Finally, I gasped, "I'm coming." Just as my cock spurted,
I could feel Karen's cunt clasp me tightly as she shuddered with
her own orgasm.
While recovering, we heard high heeled footsteps coming along the
hall and into the ladies room. Karen put her finger to her lips
to shush me. We did not move or make a sound. The footsteps went
into another stall, we heard the woman piss, then she walked out
after running the water in the sink for a few moments.
We quickly pulled up our clothes. Then Karen stuck her head out
of the stall and said "All clear." We walked quickly out the
door.
"There you are!" a loud voice screamed. A fat woman with a name
tag on her blouse walked rapidly over. Another woman was with
her. "I had a complaint about indecent goings on in my rest
room. I've already called the cops!"
"I knew there was a Peeping Tom in there, I could see his shoes
under the side of the stall," the other woman said, adding to
Karen, "but what were you doing with him?"
I grabbed Karen's hand and dragged her the other way, away from
the main areas of the mall. We ran down the hall and out a side
door into the parking lot and away from the mall.
"That was embarrassing," I commented. "We've got to be more
careful!"
Karen bit her lip for a minute, then said, "We were caught only
because that lady saw your shoes. We should have found a way to
lift your feet from the floor. Better yet, we could make it look
like you belonged. If you looked like a girl, no one would have
said a thing."
She stopped, looked appraisingly at my face, then stepped away
and looked at me carefully. "You know, I'll bet we could make you
look like a girl."
"Oh, come on. I couldn't look like a girl! Even if I could, why?
I'd be embarrassed."
"If you looked like a woman, we could go everywhere together. We
could do it almost anywhere." Karen's eyes were beginning to glow
with excitement. "We could screw under everybody's noses and no
one would know!" she exulted.
I was a bit offended. I had long desired to consider myself a
ladies' man. True I was not as tall as I would have liked; nor as
husky; indeed, I could be said to be quite slim. While I did not
have particularly broad shoulders or slim hips, my shoulders and
hips were masculine enough. I had to shave every day, even though
my blonde beard was not as noticeable as dark hair would have
been. I had noticeable hair on my arms and legs. My only
peculiarity was small hands and feet, and even those were not
abnormally small for a man my size: 5 feet 8 and 145 pounds.
"Let's go to my place and try," Karen continued. "Maybe it won't
work, but it'll be fun to try."
I hadn't wanted to go shopping anyway and by now I knew that
Karen was relentless when she got an idea. I would not have peace
until she went through with this. So I agreed, figuring that it
couldn't work.
We reached her apartment about a half hour later. Karen
immediately tore into her bedroom. "Charley, take off those
clothes and come into the bedroom."
By the time I got my clothes off, she had pulled out some dresses
and other things. Then Karen went to her dresser and took out a
pair of blue nylon panties and tossed them to me. "Start with
those."
"I don't need these, do I? I mean, I only need outer clothes, not
the underwear too, right?"
"You know how often men look up women's skirts. We'll do it
right."
The thought of a man looking up my skirts was revolting but I
wasn't about to stop her now. After all, we were in private and
this wouldn't go very far.
I slipped the panties on. Surprisingly they fitted well, although
the bulge in front looked a little bit odd. They felt rather
smooth and cool.
Karen handed me a bra.
"I can't wear your bra!" I protested.
"That's just an old one. It's rather loose on me; I think it'll
stretch. Just slip your arms through...like that...let me adjust
the straps..... Now I'll fasten it."
I felt foolish.
"Hmm. Let's use your socks for falsies." Karen balled up a sock,
stuck it in one cup, then put the other sock in the other
cup. "That's not enough, is it?" she commented. Karen pulled some
of her socks out of a drawer and proceeded to comfortably fill
the bra cups.
"Now for a dress...try this one," Karen muttered as she handed me
a yellow dress.
I pulled it over my head. It was an A-line dress, somewhat tight
at the shoulders but very loose everywhere else. Karen walked
behind me and zipped it up.
"Shoes," Karen muttered as she rummaged in a closet. She finally
pulled out a pair of medium-heeled brown shoes. "Charley, you
have small feet, and these have always been too wide for me. Try
them"
To my amazement, I could get my feet in them. My toes felt
crushed and I felt unbalanced, but I definitely I could put the
shoes on.
"Now for your hair." Karen pulled a long blonde wig out of a
drawer and fitted it to my head. She brushed it into place with
her fingers, then stood back to look at me.
"You know," she said, "I think it will work. Look in the mirror."
To this point, I had avoided looking at myself in a mirror,
expecting to see a ridiculous figure. But when I followed Karen
to the full length mirror behind her bedroom door and actually
looked, I was amazed. The person in the mirror looked like a
girl! A rather plain girl, true, but definitely female. The dress
hid my slim hips while my falsies looked like the real thing. My
legs were slimmer than I thought, particularly in feminine shoes.
"Okay," Karen said, "Now we go out to dinner at Bagoni's as
planned." Bagoni's was one of our favorite places; we had
planned to go there that evening.
"No!" I shouted. "I can't go out like this!" I was still looking
in the mirror in fascination. I couldn't believe it.
Karen laughed, "Of course not."
I sighed in relief.
"Your arms and legs are too hairy and I'm not sure that that is
the best dress for you," Karen continued. "Besides you need some
makeup. Come, let's start again. Take the wig and the clothes
off."
While I undressed, struggling with the zipper on the dress, Karen
also undressed. She was done in plenty of time to help me undo
the bra and pull down the panties. By this time, with Karen naked
in front of me, I was big and hard again.
Karen gave my cock a kiss. "What a lovely thing. But it'll have
to wait a little. Now, Charley, into the shower, I'm going to
make you smooth, like a girl."
By now I was intrigued with the thought of successfully passing
as a girl. Could I do it? How would people treat me? I could
learn how the world treated women. It could be viewed as an
experiment.
So although I protested, I followed Karen into the bathroom,
where she proceeded to use my razor (left there for emergencies,
of course) and my shaving cream to shave my face with great
care. When she was done, she put the razor down and came back
with a tweezers which she pushed toward my left eyebrow.
"What are you doing?" I protested.
"Just pulling out a few extra hairs. You'll never miss them."
"No way. Shaving is one thing. The hair will grow back. But no
pulling hairs out."
"Oh well, then, I'll have to cut them."
She came back with a pair of hair scissors and trimmed my
eyebrows, then cut small hairs out of my ears.
Karen then looked at my arms and suggested, "Instead of shaving,
let's use Nair." She proceeded to spread Nair all over both arms,
then made me rinse them off in the sink.
"Sit on the toilet. I'll have to use the razor on your legs, I
guess, since we don't have enough Nair," Karen said as she wiped
shaving cream on my right leg.
As she shaved, Karen constantly touched me with her body, hips,
tits, ass. My cock came in for a large amount of fondling and
contact. I was as hard as a rock. When she finished my left leg,
Karen knelt between my legs and slid her fingers up and down.
"Feel how smooth they are."
It felt good. It felt better when she took the tip of my cock in
her mouth and began licking and sucking. First, she sucked the
tip, then licked up along the underside, flicking her tongue,
then licked my balls, before going back to the head. It was
maddening. I reached down and grabbed her right breast with my
left hand and put my right hand in her hair. My hips began
swiveling involuntarily as her hot mouth teased my cock. I began
to feel like it would burst. When I came I grabbed her head with
both hands and held her still while I fucked her mouth and pumped
my come into her.
When I let go, Karen looked up at me with a smile and said, "That
tastes good."
We both got into the shower. My arms and legs felt tingly and
amazingly sensitive. The water showering on them was an
exquisite, almost painful, sensation.
As we washed, I soaped Karen's back and front, then slipped a
finger into her cunt. When the water rinsed the soap away, I took
her left breast in my mouth and sucked the nipple to hardness,
even while my probing finger was moving up and down in her
loosening hole. When I moved to the right breast, I slipped
another, then two more fingers into her and began moving them
faster and faster. By this time, she was gasping and her hips
were moving in circles. I kept it up until suddenly her body
tensed all over, she gave a small cry and, with a sigh, relaxed.
Once out of the shower, both pleasantly sated, we dried each
other slowly, then moved into the bedroom.
"You'll have to wear pantyhose and a slip for the restaurant, but
I think it will be better if we restrain that cock with panties
too," Karen said. "Put your panties and bra back on."
By this time, I had accepted the challenge and was willing to try
to pass as a girl. Without a protest, I slipped on the blue
panties. The smooth material felt exquisite as it slipped up my
sensitive legs. Karen didn't offer to help me hook the bra; she
put on her own bra while smiling at my contortions. Eventually, I
succeeded in hooking it myself.
"Those socks were not very good as falsies," I said. "Let's use
something else."
"How about some pantyhose," Karen said as she handed over four
pairs.
I put them in, then Karen came over and rearranged them, then
finally said, "That should do."
"Now," she said. "Try this slip. It's loose on top for me and
should be the right length since we're almost the same height."
With her help, I slid the white slip over my head and down into
place. The top was tight, the hips were loose, and the shoulder
straps needed to be lengthened, but I could wear it. The smooth
nylon felt exquisite against my sensitive skin and I could feel
the slip slide against my panties.
"Now for pantyhose," Karen announced. She handed me a tan
pair. "To put them on, you first roll them like this...then slip
one foot in...pull it part way up the leg....roll the other
leg...that's right....slip the foot in...then pull them all the
way up. Now adjust them by pulling, like this."
I had never felt anything like the pantyhose. They hugged my
sensitive legs all over. With them on, I walked around the
room. I was constantly aware of them, and of the slip sliding
across them, and of my legs rubbing together.
"Now for your hair and makeup," Karen announced.
Karen took the wig, fastened a small glue strip to the front of
it, then carefully placed it on my head.
"It's good your hair is so short now," she said. This wig covers
it beautifully. I want to brush it carefully. This won't take
long."
The wig was long and wavy. In a few moments, she had finished.
"Now, let's see, sit on that chair. The light's good there,"
Karen ordered.
I sat and she began to work on my face.
"First, you need some eyebrow pencil to shape those eyebrows. I
wish you'd let me pull a few hairs."
"No!"
"All right....That's good. Now for some eyeshadow. Close your
eyes and hold still....Still!" I had moved. "Okay, keep your eyes
closed while I put on eyeliner...Not perfect, but no one will
notice. If we do this again, you put on your own eyeliner. Now
for mascara...hold your eyes open...that's one...there. Now for
some makeup to cover that stubble...good...a tiny bit of rouge
here....and here...and finally, a demure lipstick. Open your
mouth... right." Karen stood back and said, "God, Charley, you've
got to look at yourself now."
I looked at the mirror at her dressing table. I was
dumbfounded. The girl looking back at me wasn't a knockout, but
she was definitely pretty. She had soft blonde wavy hair
circling an oval face with almost luminescent eyes. The cheeks
looked smooth and healthy and the lips looked very kissable.
"You'll knock them dead, Charley. I'm not sure I want to be seen
with you," Karen said.
I was both excited and dismayed. Based on my face, I could
certainly pass as a girl. But was this the true me? I had been
called a pretty boy before, but I had never thought of myself as
girlish. There was nothing to do but go on.
Karen quickly put her own slip on over her bra and pantyhose,
then sat at the mirror to brush her hair and put on her own
makeup.
Then she said, "I'm going to wear this blue dress. Based on the
way the yellow dress fit you, I think you can wear this skirt and
top."
The skirt was a tan A-line with an elasticized waist. The top was
a white knit that hung over the skirt. I stepped into the skirt,
pulled it to my waist, then on Karen's instructions, pulled it up
so I could pull the slip down and smooth around my waist. I
slipped the top over my head and pulled it down. It stretched
over my falsies. When I looked at myself in the mirror, I
realized that I was not only pretty but rather sexy also.
"I'm afraid you'll have to wear the same shoes you tried on
before," Karen said as she pulled her own dress on and slipped
into her shoes. "You can use this purse."
I slipped on the shoes while watching her put on a bracelet,
earrings, and her watch.
"What about jewelry?" I asked, "and something in my purse?"
"Your ears aren't pierced so you can't wear any of my
earrings.... hmm...try this bracelet on your left hand. I don't
have an extra watch. As for something in your purse, put this
comb and this lipstick in, put some of those tissues in, and
throw your wallet in, we may need money you know."
I did all that, then walked over to the full length mirror. It
was not Charley Schmidt there but an unknown, good-looking
girl. I felt my cock begin to rise.
"Uh, oh. My cock's visible," I said.
"Is it? So it is, you naughty girl. If you can't control
yourself, maybe you can tuck it under."
I pulled up my skirt and slip, slid my hand into my pantyhose and
panties, and tucked my stiffening cock underneath. It was
difficult and a little painful, but when I smoothed my skirt into
place, no disfiguring lumps were visible.
We were ready.
Karen drove to the restaurant in her car, just in case we were
stopped. On the way, she commented, "Remember, don't talk
much. Your voice is too low. Maybe you can raise it?"
"I don't know, how's this?"
"You squeak. You're forcing it too much."
"How about this?"
"That's better. You could almost get away with that. Can you keep
it up?"
"I'll try, but you better signal me if I slip."
"I'll talk to the waiters for us, just in case."
Many eyes, mostly male, turned to look at us when we walked into
Bagoni's. It was embarrassing to have so many people look at me.
Following Karen's example, I tried to appear to pay no
attention. As the hostess led us to our table, I could feel the
eyes of all the waiters and half the diners follow us. I could
feel my skirt swishing about my pantyhose clad legs, I could feel
the long hair moving on my ears, head, and shoulders, and I was
conscious of the two bumps on my chest, particularly when I
realized that at least half the men staring at me were looking at
my chest. I was also concerned that I would fall over. Even
though these were not high heels, I felt a bit unsteady.
We sat; Karen ordered glasses of wine and then our dinners. Then
Karen winked at me and said, "Now's the time. Let's go to the
ladies' room. Take your purse with you."
Obediently, I rose, took my purse, and followed Karen. Two women
were in the ladies' room so I went into a stall while Karen
looked at herself in the mirror. I pulled up my skirt and slip,
pulled down my pantyhose and panties, then sat on the
toilet. While waiting, I peed. In a few moments, I heard both
women leave, then Karen knocked. I opened the stall door and sat
down again. She hurried in and closed the door. Then she quickly
stripped off her pantyhose, hung it from the hook, and climbed
onto my lap. My cock was hard again. Her face was shining as she
lowered her already sopping cunt onto my hard cock and began
posting up and down. I was beginning to thrust harder and harder
when we heard the door opening. We stopped and Karen lifted her
legs so that they would not be visible. In a few moments, we
heard the toilet flush and then the footsteps left. We started
moving again, faster and faster, until Karen grew rigid, her cunt
squeezed my cock and I squirted a gallon into her.
When we quit shuddering, Karen got off, wiped herself, put on her
pantyhose and shoes and went out. I wiped myself, pulled up my
panties and tucked myself in, pulled up and smoothed my
pantyhose, then pulled down and smoothed my slip, skirt, and
blouse.
When we came out, Karen looked at my face carefully and said,
"You must have tried to kiss me, your lipstick is mussed. You'd
better fix it."
While I fixed my lipstick, ever so carefully, Karen looked over
her own makeup. Another lady came in and, without a glance at us,
went into a stall.
Going back to the table, Karen whispered to me, "See, we did it."
Our wine was there when we came back and our dinners followed
shortly. I didn't pay much attention to what I ate. It was both
exhilarating and strange. I kept worrying that someone would
guess that I wasn't a girl. Why didn't they see through my
disguise? Yet, at the same time, I felt wonderful, thinking that
I'm fooling all of these people.
Karen kept teasing me with statements like, "That man over there,
the goodlooking one. No, don't turn. He keeps staring at you with
lust in his eyes." She was terribly excited to think that we were
fooling everybody.
I hardly answered; not only was I afraid that I would be
overheard and that my voice would give me away, but also I kept
concentrating on doing things right. To keep from begin
discovered, I tried to move the way Karen did. I kept my knees
primly together under the table, even when Karen tried to push
her foot under my skirt.
To Karen's amusement and my embarrassment, our waiter kept trying
to get me to look at him. Karen said, "You really must say
something to him and smile at him. You can't act like a shy baby
all the time."
So, when he cleared our dessert plates away and asked me,
"Everything all right, miss?", I plucked up my courage and tried
my feminine voice, "Just fine," and smiled.
I watched him anxiously to see whether he noticed anything
wrong. He just smiled happily back as if my approval made his
evening. Apparently, my voice and my smile had passed.
We paid and walked out. I felt only slightly more confident
wobbling to the door on the way out than on the way in. So many
men, and some women, watching me. Still, we made it out, got the
car, and drove to Karen's.
Karen was ecstatic. "We did it! You were perfect, Charley! No, we
can't call you Charley, you need a girl's name. How about
Cheryl?"
"I like the name Cheryl, but I won't need it. I don't think I
want to do that again. I was petrified the whole time. All those
men staring at us!"
"They do it to me every day. Besides, it's nice. It gives a girl
confidence."
"It didn't give me confidence. You really think that everyone
thought I was a girl?"
"Yup, and a beautiful one at that. You were marvelous. I love
you; you're so pretty as Cheryl, and that big cock of yours does
wonderful things to me."
As soon as we closed Karen's apartment door, she grabbed me and
kissed me hard on the mouth, driving her tongue in. My cock
immediately tried to stand at attention, but twisted under as it
was, it was very uncomfortable. I pulled up my skirt, pushed my
hand in my pantyhose and panties and pulled it up in relief.
Karen let go of me and smiled, then led me by the hand to the
bedroom and said, "Lie down on the bed, Cheryl. I'm going to make
love to you."
I lay down as directed. Karen kicked off her shoes and quickly
pulled off her dress, slip, pantyhose and bra. She gently took my
shoes off, pushed up my skirt, and pulled my pantyhose down far
enough to expose my crotch. Then she pulled my hard cock out
through the left leg hole of my panties and took it gently in her
mouth.
"What a strange thing for a pretty girl to have, Cheryl," she
said, "I'm going to have to do something with it."
Keeping her hand on my cock, she straddled me, and lowered her
breasts to my mouth. Her nipples were already hard. I began
sucking the right nipple, as she gently rubbed my cock with one
hand and felt my curls with her other.
"That looks strange, a girl sucking my tit," Karen said.
The she lifted her hips and lowered herself onto me, guiding my
cock into her hot cunt. It slid right in, she was sopping wet. I
started to thrust, but Karen said, "Wait, Cheryl, I'm making love
to you. Let me take the lead, like girls let guys do."
She started rotating her hips on my cock, then began posting up
and down. I slipped my hand between us to touch her clit. She
immediately pushed down and ground herself against me and
shuddered in orgasm. It felt strange, the smooth cloth of the
panties, the bra and falsies on my chest, and the hot cunt
devouring me. I was more excited than I can remember being. Karen
began to gasp and moan. So did I. She began posting up and down
again, faster and faster. My cock grew harder and harder and I
couldn't stop myself from thrusting in time with her
movements. My cock swelled and with a yell, I came. My spasm went
on and on. Karen sensed me coming, began moving frantically, then
with a loud gasp stiffened and moaned as her own orgasm overtook
her.
As we relaxed, she nipped my shrinking cock with her cunt a few
times, then said, "That was fantastic! I seemed to come and
come. The last was the best. Cheryl, you're great."
"You mean Charley, don't you? I did this once to please you and
see what it was like, but I'm a man, remember. In fact, I'm going
to get this outfit off right now."
Karen didn't say anything, only smiled, as she watched me pull
off my pantyhose and panties, take off the wig, pull off the
skirt, pull the top and slip over my head, and struggle to get
the bra unhooked.
When I was naked, I went into the bathroom and washed the makeup
off my face. It was a relief to see Charley's face staring at me
from the mirror.
Karen snuggled contently against me when I got into bed and we
both fell asleep.
Chapter 2 - Attending a Wedding
Over the next two weeks, things seemed to return to normal. The
hair on my arms and legs grew back; my work continued as before
and Karen and I saw each other constantly.
That Saturday had been quite a day. During the next two weeks,
the thoughts and sensations of that day kept returning to
me. Obviously, Karen remembered it too. She would teasingly call
me Cheryl when we were alone.
Then one evening, at dinner at my place, Karen said, "Diane
Montgomery is getting married. I've been asked to be her maid of
honor."
"Who's Diane Montgomery?" I asked.
"She was my best friend in college. She's getting married in
Phoenix, where her parents live, two weeks from Saturday, I'll
have to go there on Friday and come back on Sunday. Why don't you
come along, so I can get my loving?"
I thought for a moment, then said, "But what will I do there? I
don't know anybody. Where will you stay?"
"Diane has invited me to stay at her house."
"But then we can't be together, can we? You won't get much loving
if you're tied up with the wedding and we have to sleep apart."
Karen frowned for a second, then grinned and said slyly, "You
could go as Cheryl."
"What!" I spluttered.
Karen quickly added, "Then we could be together through the whole
weekend. You could sleep with me at Diane's and you could spend
Saturday with me and the other girls in the wedding."
I searched for an excuse. "I couldn't pull it off; I'd be
afraid. I don't want to try. It's undignified."
"You? Dignified?" Karen said. "Besides if everyone thinks you're
my girlfriend, there won't be any trouble. None of these people
know you and you were perfect the other night."
"No," I started, but Karen cut me off, "Come on. It'll be fun for
both of us. You know you liked fooling everybody. It'll be an
adventure."
When she said that, I suddenly realized that I probably would
enjoy the adventure. I had been more scared and befuddled that
first time than at any other time in my life. But it had worked
and I had enjoyed the intense emotions, including the intense sex
with Karen.
"How can it work?" I quibbled. "Last time, it was just one
dinner. I didn't have to talk. I was barely able to march through
the restaurant on those heels. You don't have enough clothes for
me for a whole weekend."
"We can take care of all that," Karen answered. "We'll have to
get you some clothes and you'll have to practice walking and
talking. We've got enough time and you have me to teach
you. It'll be fun."
She certainly seemed excited at the idea. I realized that she
really liked the idea of transforming me, of creating a new
person.
"All right, I'll try," I sighed. "I expect I'll regret this."
"You won't," said Karen. Little did either of us know where this
whole thing was leading.
We decided to shop for clothes for me that Saturday. On Saturday,
I came to pick up Karen. She insisted that I come in to get
dressed.
"After all," she said, "you can't try on women's clothes as a
man."
I had expected that she would buy all the things, then have me
try them on at home. Since I had agreed to the affair, I realized
that I had little choice.
Karen said, "Yesterday, I bought some Nair so that we can de-hair
your arms and legs. Get undressed and come into the bathroom."
We went through the full operation again, including shower and
lovemaking. At least the transformation process itself was a lot
of fun.
Then Karen handed me a pair of white nylon hi-cut panties with
lace portions and the same bra I had worn before. "The panties
are yours now, a little gift from me." Karen grinned.
I pulled the smooth panties up, tucked my cock under, then
struggled to hook the bra. When I asked Karen to help, she just
grinned and said, "No way. You have to be able to do it
yourself."
When I got the bra on, Karen handed me two pieces of foam
rubber. "These are falsies women put in their cups to make their
boobs bigger. We'll put socks or something behind them, but they
should give your breasts better shape."
I put the falsies in, then wadded some rags Karen handed me
behind them. I must admit they did give a better shape to my
breasts.
Then Karen fitted the wig I'd used before on me, showing me how
it fitted and how the adhesive was to be used. Then she sat me
down in the same chair to make me up. This time, however, she
instructed me in everything.
"First, you must shape your eyebrows with eyebrow pencil. Can't I
pull some of these hairs out?" she said frowning at my eyebrows.
"No!" I said. "I want to be able to return to being a man."
"All right. Hold still while I cut the worst of them. ... Now,
look in the mirror, watch how I use the eyebrow
pencil. ... There. Now for your eyes. During the day, you don't
need eyeshadow, but a little mascara will be good. Let me do your
eyes, then you watch while I do mine. Close your eyes and keep
them closed. ... Now open them and let me put mascara on. No,
keep the eyes open. ... There. ... Now watch me. ... First, I'll
do my eyebrows. See the delicate arch. ... You have to be
careful. It takes practice. Now, mascara. This is easier. See!"
"You make it look awful easy," I said. I doubted that I would
ever be able to do it as easily. "I'll have to have you do it for
me."
"No way!" Karen answered. "When we're at Diane's, I won't have
time to do both of us. You'll have to learn. Now watch me put on
my face makeup. You can put on yours too with me. It's easier
than the eyes and you might as well practice."
"All right," I sighed. "What first?"
"Take a small amount of this liquid on your fingers and gently
spread it over your cheek, like this." Karen put makeup on her
right cheek then her left.
I poured a little out, and began spreading it, it wasn't enough.
"That's right," Karen said. "Use a little more and blend
it. Good! Now for the other cheek."
I seemed to get it smooth; Karen approved.
"Now a little blusher like this," she said as she rubbed a small
amount of rouge over her cheeks.
"That's too much. Let me wipe some off. ... There. Try it
again. ... That's good. Now the other. ... That's right. Very
good, Cheryl. I had better use that name to get both of us used
to it."
"Now for some pale lipstick. This'll do. Watch me. Over the lips
carefully like this. Here you try it." Karen handed me the
lipstick.
Trying to imitate her, I put it on.
Karen looked. "No, that's not straight. Let me wipe off this
corner. ... There. Now a little right there. ... Good. Now we're
done."
Karen went to the closet and took out the yellow shift she had
given me the very first time. "This will be all right, I
think. You put it on while I get dressed."
I slipped the dress over my head and went through terrible
contortions to get it zipped in back. The dress still felt tight
around my chest and loose in the hips. It came to the middle of
my knees.
By the time I got the dress on and zipped, Karen had lowered her
big breasts into a bra and deftly hooked it in back. Then she
pulled on a pair of pink panties, pulled a red T shirt over her
head, then pulled on and buttoned a white skirt.
She went to the closet and pulled out two pairs of shoes. "You'll
have to wear the same ones as last time, even though they are not
quite right with that dress. They're the only pair wide enough
for your feet."
We slipped on our shoes. Then Karen looked me over critically and
said, "You'll do, Cheryl. Look at yourself."
We both stood in front of her full length mirror. I was as
astounded at myself as I was the first time. The person standing
next to Karen was a girl. True she had slim hips and slightly
broad shoulders, but she was undeniably feminine. And pretty too!
"You know, Charley, uh, I mean Cheryl, you look better in that
dress than I do. It's yours."
"Here's your purse," Karen said as she handed me one. "Put your
wallet in so we have money. You did bring cash, didn't you? It
would look odd to pay with a credit card with a man's name on
it."
"I have a bunch of cash," I answered. "But remember I had not
planned to shop as Cheryl."
"Well, if we don't have enough, I'll put it on my credit cards
and you can pay me back."
As we walked out of the apartment and down to my car, I realized
that I felt no more confident walking on heels than I had the
first time. I said, "You had better drive. Not only is your
license valid but I'm not sure I can do it in these shoes."
Karen laughed. "Okay. But you'll get used to heels soon. Probably
by the end of the day. Also, remember to use your feminine
voice. Be Cheryl!"
When I got out of the car at the mall, those fierce doubts
returned. When we walked in, I was terribly conscious of the
skirt of my dress swishing around my legs, of my unsteadiness as
I took unaccustomed short steps on my heels, of the hair swishing
around my head and shoulders, of the purse on my arm, and of the
large bumps on my chest. As soon as we entered, I again noticed
that many people looked at us; most of the men looked at my
chest. Many smiled at me. I ignored them, not knowing how else to
deal with the unwanted attention.
We went first to a large department store.
"We'll start with basics," Karen said. "First, underwear. You'll
need three pairs of panties and three pairs of pantyhose to be
sure of having enough. We already know your size, since mine fit
you perfectly. We'll get the panties here and get the pantyhose
at another store."
We bought some simple nylon hi-cut panties in pink, blue, and
white, size six. Then we walked over to the bras. There were so
many, I didn't know where to start.
Karen said, "You need plain ones which cover the whole breast. A
little bit of padding would help also. Something like this should
do. What do you think?"
She picked out three styles. "You'll have to try one on, of
course. Bras are all different. Once you find a flattering
style, stick to it. Many just won't look good on you. Let's
see. I wear a 36C. I think you should try a 38B. It should fit
you better and you won't get quite as many stares. Here are
three. Let's go try them on."
I felt some trepidation as we walked past the woman collecting
garments into the try on room. But she only looked at us absently
and didn't seem to notice anything amiss.
Inside, Karen helped me unzip my dress and pull it down. Then I
unhooked my bra, slid it down my arms, and put on one of the new
ones. It seemed to hook almost easily. It was a lot more
comfortable. Karen took one look and said, "That's much
better. It must feel better than my old one does. Try the others,
now."
We finally decided on the first bra. It had fiberfill and flowers
patterned in it. I pulled Karen's old bra back onto my arms and
hooked it in back, readjusted the filling, pulled my dress on,
and let Karen zip me up.
We walked out and picked out two more bras of the kind we had
chosen. Then we found a full slip and a half slip for me, both
simple and white.
I protested, "How about some colored ones? Say black or flesh
colored?"
Karen put me down. "White is traditional and virginal. It seems
appropriate for a newborn girl, doesn't it? Now, you'll need a
nightgown."
We looked at nightgowns. I finally choose a smooth blue nylon
waltz length gown, size medium. It had some white trim around an
open neck. It was rather pretty.
We paid for the panties, bras, slips, and nightgown, then found a
ladies' room where I took off Karen's bra and put on one of the
new ones. I felt much better.
"Now for some outer clothes," Karen announced. "You'll need a
good dress for the wedding and reception, and some sport clothes
for traveling and other times. Let's look for the good dress
first. Let's try a size 12, I usually wear a 10 or a 12, so that
should be right."
When we found the tall misses dresses, Karen commented, "Cheryl,
I think you want to buy something with a full skirt to disguise
your slim hips."
I picked out two dresses that I thought were pretty. Karen found
another in size 10. We went to the try on room where I tried all
three on. Only one of the size 12's looked good on me; we both
liked it. It had a full skirt and a plain top with a modest scoop
neckline and short sleeves. The length was good too. The
material was a dacron pink floral print on a white background.
"What do you think Cheryl? Do you want some casual dresses,
skirts, or pants for the rest of your wardrobe? I really don't
think pants would be a good idea, though. You have the dress you
have on. I suggest getting a couple of skirts and blouses. Then
you'll be able to mix and match, maybe."
We looked through the skirts, finally picking out three, then
looked through the tops and picked out three that matched. This
time I marched into the try-on room by myself; Karen stayed to
look at things for herself. When I tried the skirts on, I found
that I liked only one, a blue A-line that came to my knees. But I
had real trouble buttoning it. I screwed up my courage, walked
out, and called Karen while leaning around the door.
When she came in, I said, "This looks good but I can't button
it. Maybe I need a larger size."
"It does look good on you. But a larger size wouldn't help. Look
how it's a bit loose in the hips. Let me see. I think if we move
the button a little, it'll be fine. Try the top."
The top we picked out fit fine, it was a white sleeveless knit.
Then Karen said, "Look at this dress I found for me. I'll try it
on and you can tell me what you think."
Karen faced away from me as she took off her top and skirt. I
came up close behind her, slipped my right hand into her panties
and my left hand under around her to cup her left breast through
her bra. She turned her face to me and grinned and wiggled her
ass against my hand. With my left hand, I undid her bra and
reached around again to grasp that left breast. I felt her
nipple hardening against my palm. My right hand was caressing her
slit while she spread her legs to give me better access. I kissed
the back of her neck and as I felt her cunt grow moist, began to
work first one, then two fingers in and out. Karen's breathing
began to grow ragged. My cock was now hard as a rock and pressing
against my panties. It had slipped out from under and was
standing straight up. I could feel that the head of it was
actually above the waistband of the panties. I let go of Karen
for a second to pull her panties to the floor. She stepped out of
them while I pulled my own down to my knees. I pushed her back so
she bent over a little farther, leaning against the wall with her
legs spread. Holding my cock with my right hand, I guided it into
her from behind. We both gasped as it slid in easily. I could see
it going in and out of her cunt when I lifted my skirt. The warm
tightness of Karen's cunt felt so smooth and exciting. I began
moving faster as the pressure grew. Karen let out a low moan then
began wiggling her hips from side to side. My cock swelled and I
shoved it in as far as I could. It felt like it exploded in
her. Karen stiffened, then shuddered, as she came at the same
time.
When it subsided, she turned around and I kissed her breasts. She
smiled contentedly and said, "You've mussed your makeup a
little. Don't worry, I'll fix it."
Karen tried on her dress; it didn't look very good on her, so she
decided not to get it. I picked out some more skirts and tops and
finally chose another set. The skirt was black, much like the
blue one, and I got a white cotton shirt to wear with it.
"We're finished in here," Karen announced. "Let's get lunch."
We decided to take the bags to the car first. Then when we
returned, we went together to the ladies' room. There were five
or six women in there. We had to wait for stalls. When I finally
got my turn, I stepped in, closed the door, and, without
thinking, stepped up to the toilet as I always did. I stopped
only when I couldn't find my fly zipper. I realized that even if
I could pull up my skirt and pull down my panties, it might look
odd if anyone noticed that I peed facing the toilet. So I turned
around, pulled my panties down, hiked up my skirt, and sat down.
I pushed my cock through and let go. It was a relief. I would
have to get used to this. As I sat there, I realized that women
did this every day. When I came out, I checked my makeup and hair
again, just in case Karen's earlier repairs needed more help.
We were soon out. We went to the McDonald's in the mall for
lunch. I found a table, wiped it off, and waited for Karen to get
our food. While waiting, I realized that I didn't feel
particularly uncomfortable. Even though that man over there and
that one over there were staring at me, it didn't bother me as
much. I no longer was so immediately aware of my bare legs or the
hair on my shoulders.
I told Karen this when she sat down.
"Yeah, I noticed," she said. "But you're not being careful enough
with your voice."
"Oops!" I whispered. "How's this?"
"That's better. Try to remember, Cheryl."
"Next we need accessories," Karen announced when we got up to
leave. "You need two pair of shoes, a purse, a wallet and some
other things to go in your purse, and a wig. On second thought,
why don't you use that one, it looks better on you than on me. I
always wanted to be blonde but I'm not cut out for it. That wig
is perfect for your coloring. Okay, off for shoes."
We went into a shoe store, looked at the shoes, I chose a couple
pairs, then sat down.
When the salesman came, I plucked up my courage to say in my
feminine voice, "You'll have to measure my feet. I'm afraid I
have an odd size." I slipped off Karen's shoes.
He pulled out the measuring instrument, put my right foot on it
and asked me to stand.
"You have a wide foot, miss. You take a ten E. We don't have many
styles in that size."
"How about these?" I asked, picking up a pair I had picked out.
"I don't think so," he replied. "Let's see, I can give you these
and those, and I think, those."
I ended up choosing a plain white pump with medium heel for my
good shoes, and a pair of brown loafers for casual shoes. I left
the store wearing the loafers.
"You did very well. Your voice didn't slip once." Karen
congratulated me. "I really think you can do it with a little
more practice."
We then stopped in a drug store where Karen picked out three
pairs of pantyhose for tall women for me, noting, "We don't need
expensive pantyhose. I always buy L'Eggs, they are fine. This is
summer so we don't want anything too dark."
Then she paused, "Wait a minute. Maybe we better get you control
tops. That might take care of your unladylike problem." She
grinned at me and I could feel my cock stir. It was the first
time in hours.
Before the end of the afternoon, we bought me a white leather
purse, a small mirror, a comb and brush for my hair, eyebrow
pencil, eyeliner, a set of eyeshadows, two different lipsticks,
liquid makeup, rouge, mascara, perfume, women's deodorant, and
several cans of Nair. When I complained about the cost of the
purse, Karen noted, "You don't want to look cheap, do you?"
We also bought a simple gold chain for my neck, a matching
bracelet, and a pair of clip-on earrings to go with my shoes,
purse and good dress.
We finally left the mall at about 6 PM. I wanted to go to
Karen's. She insisted we go to my apartment.
"I thought we could keep all of this at your place," I said. "If
someone sees it, I'll be terribly embarrassed."
"These are your clothes, not mine," she answered. "Besides you've
got to practice wearing them, putting on makeup, and doing all
the other things a girl does every day."
"Besides," she said, sliding across the car seat to me, slipping
a hand under my skirt and rubbing my cock, "I like Cheryl, she
has a big prick to satisfy me."
We got home quickly, hung my dress, skirts, and tops in my
bedroom closet, and put my underclothes and other things away in
my drawers and closet.
Then Karen came up to me and kissed me hard driving her tongue
into my mouth. Then she broke off and said, "I want you to model
all your new clothes for me. I get so turned on thinking about
your hard cock in those clothes."
We had idly planned to go out for dinner that evening. We didn't
make it.
The next morning I got up to run a little while Karen was still
in bed. I washed my face first to be sure that whatever makeup
was left after the lovemaking of the night had come off. I
usually would simply wear yesterday's underpants under my shorts
so that I could put on clean clothes when I showered after
running. But yesterday's underpants were still at Karen's. "What
the hell," I said to myself, as I pulled on yesterday's
panties. "No one will notice." I noticed, however, how smooth and
light they felt. When I returned from running and took them off,
I realized that I had hardly felt them. Maybe I'd wear them more
often.
Karen was awake when I returned. She smiled to herself when she
saw me take off the soaked panties. She said, "Let's go somewhere
today."
"Okay. I have to buy groceries, but after that we can go for a
drive up the coast, if you want."
"Let's. But I want you to go as Cheryl," Karen replied.
"What? I'm not buying women's clothes today!" I yelled.
"No, but you need practice. In fact, I've been thinking. I think
you need to get dressed as Cheryl every day."
"Look, honey," I reasoned, "I'm a lawyer. I need to meet clients
as Charley every day."
"Of course. But you leave the office about 5:30 usually, right?
Well, then you can come home and change, then come to my house
for dinner. I'll expect Cheryl every evening at 7:30."
I finally broke down; I agreed to dress up every evening, while
she let me spend the day as Charley. It was the last time I got
to go out with her as Charley for what seemed like a long long
time.
Monday through Friday of that week, I came home, showered, put on
panties, bra, slip, skirt and top, shoes, wig, and makeup. Then I
took my purse and went over to Karen's where we would eat dinner
and make love. Karen would look at me critically when I came in
the door and correct little things she found wrong. She also made
me practice my feminine voice until it seemed easy. In fact, on
Friday morning, I said "Good morning" to my secretary with that
voice, but covered it up by gulping and speaking in my normal
voice. Every night, too, I went home to my own apartment.
Friday was different in other ways as well. I decided to wear a
pair of panties to work since I would only have to change when I
got home and I was beginning to resent doing two sets of
laundry. I also began feeling that if we kept this changing up
much longer, I'd need more women's clothes to avoid excessive
laundry.
I had agreed to go out to a movie and dinner with Karen that
evening as Cheryl. She wanted me to get dressed up, using my good
dress and heels.
That evening, therefore, I came home, showered, put on pantyhose,
bra and falsies, full slip, and wig. Then I brushed out the wig
carefully, put on full makeup with eyeshadow and everything, put
on my dress, bracelet and necklace, and slipped on my white
pumps. Then, after checking that I had everything I needed in my
purse, I left the house.
Wobbling slightly wearing the heels suddenly made me conscious
again of swishing skirts, the tight feel of pantyhose, the swirl
of hair around my face and shoulders, the bumps on my
chest. Without realizing it, the past week had made many of these
things familiar to me and I was no longer so painfully aware of
them.
When I arrived at Karen's, she looked me over critically as
always and said, "You did very well Cheryl with your clothes and
makeup. However, we have a problem. You have a definite five
o'clock shadow. I didn't notice it before because it is blonde
and because I was looking at other things. You'll have to take
off your makeup and shave. Here, I'll help you."
The evening was a success. Once I was put together again, we went
out, saw a show, had dinner, and come back to bed at Karen's. I
hardly felt out of place out now. I was no longer so fearful that
others would identify me as a man in drag and both of us were
pleased that I could fool so many people so well.
I spent the night at Karen's. The next morning I realized, to my
chagrin, that I would have to wear my dress home again to get
other clothes. So I got dressed up again as Cheryl and told Karen
that I had to go. I had work to do at the office so that I could
take the following Friday off for the wedding trip.
To my surprise, Karen wasn't terribly disappointed. She seemed a
little preoccupied and said that she had something to do at her
laboratory at the university. We agreed to meet later for dinner
at my apartment.
I got home from the office at 6. Karen came in at 7. She didn't
seem as disappointed as I had feared that I was still dressed as
Charley.
After she came in, she announced in a businesslike manner, "I've
figured out the solution to your five o'clock shadow. Here it
is!" She held up a bottle of white pills.
"What are those?"
"These are pills that will make your hair grow more slowly. I
estimate that if you take one of these every day. You'll need to
shave only every second or every third day."
"But what else will they do to me?" I asked with some doubt.
"Nothing, I guarantee it," she answered. "Remember that I am an
expert biochemist and that human biochemistry is my special
field."
She spoke with such confidence that, against my better judgment,
I agreed to try the pills. "But only through next weekend at the
wedding," I said.
"Of course! These are just to make sure the next weekend goes off
perfectly."
We ate and made love that night. On Sunday, dressed as Cheryl, I
went shopping with Karen. Karen's dress had been sent by Diane,
the bride, but Karen had to get a few other things as well. We
even got me another good dress, another casual dress, and a few
other things because I seemed to always be doing laundry.
During the remainder of the week, the evening regimen
continued. On Thursday night, Karen said that she felt I was
perfect as Cheryl and that I would have no trouble carrying it
off.
"Just think," she exclaimed, "Everyone at the wedding will accept
you as a pretty girl. I'll bet all the men will dance with you at
the reception."
"What!" I shouted, "I have to dance?"
"Of course you do. Oh, that's right. You've never done it as a
girl have you? Well, I'll show you tonight."
I was committed, so I tried to learn how to hold my arms and how
to follow. I felt like I had two left feet, particularly dancing
in heels.
I also tried the pills. They worked as advertised. I hardly
needed to shave. The only other minor change I noticed was that
the elastics in my clothes left slightly darker marks on my skin
than before. I had been afraid that the pills might diminish my
lovemaking capacity. That didn't happen. Karen and I went at it
as voraciously as ever; more so, if possible. Karen was
constantly turned on, particularly when I was dressed as
Cheryl. It was only later that I realized that she saw Cheryl as
her creation and felt terribly proud of her. In Karen, this
excitement became sexual excitement.
I was as set for this adventure as I could be.
On Friday morning, I got up about 7:00 as usual. I couldn't help
feeling apprehensive. I would be putting my ability to pass as a
girl to the test as never before. Always before it had been with
people who would never know me as a person; and the interactions
had always been rather short and impersonal. This trip would be
different, I would be spending time with people who might want to
know me in a personal way. I realized that I was excited too.
After breakfast, I began to get ready. I put Nair on my legs,
arms, and body and shaved my face. The pills were working; there
was almost no hair.
After a shower, I got dressed. I picked out a pair of new blue
nylon panties and slipped into them. Then I took out a bra,
pulled it up my arms, hooked it in back (hooking a bra was almost
easy now), then slipped in my falsies. I had decided to wear a
new blue cotton shift which would not require a slip. So I put on
my wig and brushed it carefully into shape.
Then I looked over my nails and shaped them with a file. I had
not cut them for more than a week just for this occasion. I put
on some clear nail polish very carefully. My nails alone took
twenty minutes. Then I put on a little eye makeup, eyebrow pencil
and mascara only, spread some liquid makeup on my cheeks, and put
on a pale lipstick.
I began to pack. I had one small suitcase, a train case, and a
cheap hanging bag lent me by Karen. I put a cocktail dress,
another shift and two skirt and top sets into the hanging bag;
then put my heels, accessories for the good dress, my nightgown,
three pair of new panties, two more bras, a slip and a half slip,
and three pairs of pantyhose into the suitcase. Just in case, I
put in a pair of men's underpants, socks, beltless trousers,
shirt, and shoes.
I then put my dress on, put my make up in the train case, and
checked my purse to make sure I had everything I needed. I put
all of my money and credit cards in Cheryl's wallet and slipped
on my shoes. I was ready.
Karen came at 9:30 just as I finished. She insisted on checking
to be sure that I had everything I needed.
"No, no," she said at the sight of men's clothing. "We'll never
be able to hide that stuff. You,d better take it out right now."
I complied with a sigh.
I felt very excited as we walked out to Karen's car, loaded my
bags in, and took off for Arizona.
The trip took over eight hours. Along the way we stopped once for
gasoline and once for lunch at a restaurant. We spent much of the
time talking. Karen told me a lot about Diane and many of the
things they did together in college. They had been very
close. She also told me about some of the other girls that would
be there. We finally pulled up to Diane's parents' house about 6
PM.
We were welcomed warmly. Karen was hugged by Diane, her parents,
and two other girls, Ellen and Marsha. Ellen and Marsha were also
college friends and were to be the bridesmaids. I even got
hugged, making me fearful that my foam rubber falsies would be
discovered and that they would be shifted, but nothing happened.
After putting our bags in the room assigned to Karen and me and
going to the bathroom, we all started out for rehearsal at the
church. The four girls were involved in catching up with all the
news, so I just listened. I even heard my name, that is
Charley's name, mentioned by Diane. She asked Karen where Charley
was. Karen replied that Charley had too much work to do to make
the trip.
The groom's party joined us at the church. We got through the
rehearsal quickly, then all went for an informal rehearsal dinner
at a nearby restaurant. At dinner, one of the ushers attached
himself to me. He was a tall skinny young man of only average
looks.
"My name is Mike," he began. "What's yours?"
Feeling somewhat embarrassed and apprehensive, I answered,
"Cheryl. I'm a friend of Karen's."
As we walked over the the table and sat down, he told me a little
about himself and asked about me. He was a junior salesman at an
automobile agency in Phoenix. He had known the groom, Bob, in
college. My story got a work out. I told him that I worked as an
advertising account executive in Los Angeles.
At the table, he pulled out my chair for me. I accepted his help
and sat as graciously as I could. Throughout the meal, he hovered
over me, constantly trying to get me to talk with him and look
him in the eyes. He had a difficult job, I was too embarrassed
and unnerved to keep up my end of the conversation. I wasn't sure
how to handle this. Several times, I noticed Karen watching me
with an amused look on her face.
At long last, the meal was over. Mike walked me to the door,
managing to touch me on the arm several times and on the hip
once, before letting me go with Karen and the other girls.
His attention had been very flattering, in a sense. He found me
pretty enough to try to get to know; but I didn't want it to
happen again. I felt like I had just barely gotten through. What
followed was almost as bad.
We drove back to Diane's house, where Ellen and Marsha left
us. Marsha lived in town and they were staying at Marsha's place.
Diane was too excited to go to bed so she invited Karen and
myself to her room to talk. Diane got out her wedding dress to
show us and the talk at first was about it. Then Diane showed us
the skimpy teddy she had bought to wear to bed on her wedding
night. Then they changed the subject while Diane undressed and
got ready for bed.
"What's Bob like, Diane?" Karen asked.
"He's wonderful, kind, gentle, and good-looking. You know, you
saw him," Diane answered. She had taken off her skirt and blouse
and was unhooking her bra.
"I know all that," Karen said impatiently, "I want to know, How
is he in bed?"
"That's why I'm marrying him, of course," Diane answered. "He's
got the biggest prick I've felt, and he knows how to use it. When
he's in me it feels like he's into my stomach."
I was shocked. I had never heard girls talk about guys like
this. It continued as Diane dropped her bra on the floor and
stepped out of her panties. She was an average size girl, about 4
inches shorter than me, with small breasts and wide hips. She
also had a red bush at her crotch which showed that the red hair
on her head was natural. It contrasted nicely with her pale skin.
"Bigger than Steve Williams'?" Karen asked.
"Steve who?"
"You remember. You went out with him in the Spring of our junior
year. His was the biggest I knew of, 9 inches at least!"
"Oh yes, I remember. Hmm, I think Bob's may be a little shorter,
but he uses it better. That's right, you dated him too, didn't
you?"
Karen smiled, "Only a couple of times. He had a big cock but he
was a slob and he never tried to please a woman."
This conversation was making me feel inferior. My cock was only a
little over 6 inches long. I also was not pleased to hear about
other guys who had fucked Karen.
Karen looked over at me, grinned naughtily, and said, "You're
blushing Cheryl. I know you've had your own experiences. Tell us
some."
"No thanks," I replied. "I'll just listen to you two worldly
women."
Diane and Karen brought up a couple more names. Steve Williams
was the only one they had had in common. He apparently was a
phenomenon that many of the women on campus had had to try.
As the conversation went on, I realized that it was not only
making me feel embarrassed, it was also turning me on. After all,
because of her period, I had not put my cock inside Karen's cunt
since Tuesday. Looking at the girls, I realized the talk was
turning them on too. Also, Diane had put on a transparent blue
nightgown. I could see her hard nipples very clearly.
Diane commented, "We shouldn't have started talking about
sex. Now I'm horny and I can't do anything about it. Even worse,
I'll bet that Bill has taken Bob off for a night of screwing
those friends of Bill's. Bob told me he couldn't see me because
Bill was arranging a bachelor party. I know both Bill and Bob, I
doubt that it will be only men."
Karen then said quietly, "We could do something about that, you
know."
"No thanks, making it with a girl has never been my thing."
Karen persisted, "You don't understand. Cheryl has more to her
than shows. Ch