Nasty Boy Lovely Girl Part 6
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Nasty Boy / Lovely Girl Part 3 free porn video
I had awakened around six the next morning. I had not gotten much sleep,
The rollers will take a lot of getting used to when it comes to
sleeping. Every time I would move my head a new part of my scalp would
get it's share of the prickly curlers. Women do really suffer for their
beauty, just as Mother had always said. I have to say that even though
the neglig?e's bra clung tightly to my boy chest, the filmy material was
quite comfortable to sleep in.
I laid there, afraid to move my ensnared head, looking down at the two
mounds which raised the satin sheets across my chest. The bra of the
nightie was quite resolute in it's desire to complete it's task of
molding my boy flesh into the pride of a post pubescent young lady. I
shoved the sheet aside and allowed my hands (My God, my nail polish
seemed to glow in the early morning light) to cup my breasts. The small
mounds were still sore from my punishment lesson of the last evening.
But the softness of the brassiere was pleasing to my sore nipples and to
my hand. As I was fondling my cups, my Mother opened the door and
smiled.
"Wendy, sweetie, don't you look just so cute. I bet there isn't another
16 year old boy in the city right now who is feeling up his own bra
encased titties. Lucky you, dear boy!
"Now, Dear, time to get going on your punishment today. Are you ready to
blush a lot?
You better be. Today will be girly heaven, if you were a girl. But you
are a sissy boy who deserves his punishment. So, get out of bed, stop
fondling yourself, and go to the bathroom and do whatever sissy boys do
in the morning. You will, of course, have to take out your tampon.
Remember to save it for your sachet. Finish your toilette and put a new
tampon in position.
"When you are ready, put on your, MY, panties and bra. Then put on these
thigh-high sheer stockings. Your will love the feel. Then put on your
own khaki shorts and a white dress shirt. Leave your hair in rollers for
the time being and do your lips like you have been shown with this
lipstick. Slip on my flats once again. Don't worry your sweet girlish
head about my shoes. Today you will begetting your first pair of heels.
And, as a matter of fact, several pair of heels. As a boy being
punished, you know that you will have to wear heels, 3 inches or higher,
every minute of the day and evening. No matter where you go or what you
do, you will be in heels.
I dressed as instructed. What choice did I have? I looked foolish in my
male shorts and white dress shirt with my hair in rollers and my
mother's bra showing fetchingly under my shirt. My legs glistened in the
clinging hose and my lips gleamed baby doll pink on my makeup less face.
I slipped on the flats and wondered what a pair of 4 inch pumps would
feel like. And how could I ever walk in them.
I came to the breakfast table sheepishly with my eyes downcast so as not
to meet the faze of my sister and my father. Marie grinned and blew me a
kiss. I noticed she had on the same lipstick shade as I did.
"Hi, Sis! Ready for some shopping? Where is Mom taking you first? Maybe
some shoe shopping? Oh, you're going to love prancing around in pumps!
How about getting you fixed up with your own bras and girdles? You're
going to just love that. A panty girdle will make you feel like a woman
for sure. Talbots had some cute skirt and blouse combos the other day. A
lot of the blouses had scads of ruffles. Happy shopping. Maybe some big
strong boy can help dainty little you carry your purchases."
Dad put his paper down and said to mom: "Macy's has a sale on dresses
this morning. Make sure he has what he needs. Better get his foundations
garments first. He can't have any unsightly bulges showing under all
that satin and chiffon. My mother used her own corsetierre for my female
shape control. I will never forget Madame tightening my first corset.
They were called "training corsets" in those days, because they did,
indeed, train you. Too bad times have changed. I guess Victoria's Secret
and such will have to do for this prissy little sissy."
"Thanks, dear, I saw the ad for Macy's and had planned on going there
just as soon as Wendy got fixed up with some shoes and lingerie. After
all he can't try on pretty dresses without the proper height in heels
and the proper bust line, now can you Wendy?"
Mom did not wait for an answer from me.
"Wendy, are you done yet with your breakfast? Time to get going. You
know, honey, I had thought that I would leave your hair in rollers for
this shopping expedition. With you male shorts and shirt, you would have
been so precious in rollers. But the more I thought about it, the more I
realized it would be a lot easier for you to try on dresses and
everything else without your head in curlers. So go sit at the vanity
and I will brush your hair into a cute little girlish style. The bangs
over your eyes and a couple of barrettes to hold your hair in place
behind your ears will give you just the proper sissy look for trying on
heels and bras. Or if you prefer, we could stop at Miss Vicky's and have
her comb you out?"
"Mother, please do it yourself, I can't stand the thought of going
shopping in rollers or to go back to the Salon so soon."
"Oh, all right, son, I will do it myself. You will have plenty of time
in the next two weeks to let everyone see you in rollers and, besides, I
have always wanted to backcomb and tease my son's hair. Marie, please
start taking Wendy's rollers out and be sure the curls stay in as much a
barrel shape as you can. I want to get as much bouffant shape and height
into his hair as I can. I have always thought that a bouffant and bangs
and heels would look fabulous on my son. Especially on a shopping trip
to Victoria's Secret."
------------------------------------------------------------------------
Mom drove us to the mall where we usually did most of our shopping. The
mall where there was the greatest chance of me running into my friends
and other people who would know me or my mother. Before we got into the
car, mom handed me a small clutch purse. The purse was made of the same
silver lame material as was the my mother's flats which I was currently
wearing. After all, a girl's shoes and purse really should match.
"Wendy, son, I have put a few necessities in your purse for you. There
is a compact which has a mirror and a lovely shade of powder to take the
shine off your nose. And you have your lipstick and tampons and a few
tissues to blot your lips. So you have all that you need for today. If
we come to a stop light, please use your compact and lipstick and for
sure freshen up your lips before we go into the mall. I am sure that
sometime this morning you will need to change your tampon. Don't be shy.
Just say: Mother, I have to take care of a problem with my period. I am
sure there will be a lady's room very close for you to use. And if I
don't hear that request, LOUD AND CLEAR, with people around, sometime
this morning, you will be punished severely when we get home. Do I make
myself clear, my little sissy son?"
I got out of the car at the mall, with my lips refreshed, and putting my
compact and lipstick back in my purse, I patted my hair to be sure it
was in place, and walked with my mother into Macy's and directly to the
Woman"s Shoe dept. Mom's bra was doing it's job, peeking out from under
my man's white shirt and my male shorts only accentuated my nylon hose
clad legs in my mother's silver slippers. I was as sissified as I could
get. Or so I thought.
Mom took my arm in her's like two women enjoying shopping with each
other. She led me from table to table, looking at a hundred different
styles of shoe with the highest heels I had ever seen. From time to time
she would whisper things to me, like: You could break your ankle falling
off that pair, couldn't you, Wendy; or, Miss Vicky has a pair just like
those. Wouldn't she love to see you wearing the same shoes in her salon?
"Wendy, son, are you getting an idea of what types of heels you would
like to try on?
You must have a pair of classic pumps, both a black pair and a white
pair. And for sure, you will have some open-toed strappy heels to show
off your pedicure. You're going to have pedicure soon, you know that,
don't you? And every young lady needs a pair of "Fuck Me" heels. Don't
blush, honey, you know what I mean, don't you? A mere slip of a shoe
with a four or even a five inch heel. Only for very special occasions.
And as part of your punishment, I think we can arrange a very special
occasion sometime soon.
And just for kicks, did you see that pair of three inch pumps in the
Candy Apple Red color over there? I do believe my little sissy son is
the candy apple red pump type.
A male salesclerk came over to meet us next to the candy apple red
pumps.
"May a help you folks?"
"Why, yes, you can. My SON here needs some shoes, a lot of shoes and
nothing less than a three inch heel. He is being punished and would like
to start with trying on a pair of these gorgeous red pumps."
The salesman looked at mother and then really looked at me. A big smile
came over his face as he took in my hairdo and lipstick and purse. I
tried to keep my eyes down and that only gave him a better view of my
bangs and the teased volume of my hair.
"Yes, mam, I can see that he does. Now if you and your daughter would
like to sit down I will find out his correct shoe size. He does seem to
have small feet for a boy his age. There should be no problem fitting
him in anything we have in stock."
My size was a woman's 8.5. After being made to try on 15 pairs of heels,
walking all around the shoe dept. to be sure there was no slippage and
to be sure that every woman or man in the dept. saw me, mom bought six
pair of heels and had five put into a shopping bag. I wore the classic
black 3 inch pump in place of mom's silver flats.
"Well, son, those heels look just lovely on you. They will look even
better when you get into dresses or skirts but they look quite swish
with your man shorts and man's dress shirt. I hope all the trying on and
walking around in heels has given you the experience you need to avoid
falling on your pretty little face. Because from this minute on you will
be wearing nothing but heels everyday as long as you are awake.
"Now, we have a lot of shopping to do. Let's get going."
As m Mother led the way out of the store and to Victoria's Secret, a lot
of heads turned our way as my new heels clicked loudly on the waxed
hardwood floors of the mall. I heard one woman, who had looked in my
direction as I clicked by, say: What was that?
To Be Continued...
Kaidence
- 23.03.2022
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