Showing posts with label miniskirt. Show all posts
Showing posts with label miniskirt. Show all posts
Thursday, May 14, 2026
Artistic Intelligence: Mod Femboy
When the directive came down for all males to be feminized, Hector chose the 1960s mod style as his image.
Labels:
AI,
cross-dressing,
female domination,
feminization,
miniskirt
Thursday, January 29, 2026
Thursday, February 13, 2025
Tuesday, January 28, 2025
Monday, January 6, 2025
Sunday, July 28, 2024
Wednesday, April 7, 2021
Monday, March 1, 2021
Tuesday, November 10, 2020
Friday, May 22, 2020
Sunday, April 26, 2020
Thursday, April 16, 2020
Tuesday, February 25, 2020
Hypno-Session: Sleep-Over Aftermath
For our second trance on Sunday, Mistress Lola returned me to a previous session, when I became my teenage self, in the thrall of a girl I really did have a huge crush on in high school.
The trance-script is here.
The trance-script is here.
Sunday, January 19, 2020
Tuesday, November 19, 2019
November Dressing 4: Whole Lotta Leg
What else can I call a set of photos in a skirt this short?



The yellow striped t-shirt is from Kmart's Jaclyn Smith line in April 2015; the red mini-skirt is from Kohl's Simply Vera line in April 2013; the shoes are Predictions Comfort Plus "Janine" yellow pumps from Payless in May 2015. Other accessories are silver jewelry, a silver belt, and natural hose.



I think both of these portraits are quite nice:
One more outfit to come for the month



The yellow striped t-shirt is from Kmart's Jaclyn Smith line in April 2015; the red mini-skirt is from Kohl's Simply Vera line in April 2013; the shoes are Predictions Comfort Plus "Janine" yellow pumps from Payless in May 2015. Other accessories are silver jewelry, a silver belt, and natural hose.



I think both of these portraits are quite nice:
One more outfit to come for the month
Labels:
ankle bracelet,
boobs,
corsets,
cross-dressing,
high heels,
jewelry,
legs,
miniskirt,
model,
photography,
portrait,
redhead,
t-shirt
Tuesday, October 29, 2019
Dani: Teen Fantasy, Part Two
Early September 1968
Dani...dressed
as Daniel...took the list Mistress Lola had given him and went to the discount
department store near home. The first thing on the list was matching bra and
panty sets--three of them. He had a rough idea of his sizes, having
surreptitiously tried on his sister's things over the past years. He nervously
moved through the lingerie department, trying not to draw
attention--unsuccessfully, as it turned out. "Hello, young man," an
attractive older woman said as she approached. "Do you need help finding
something?"
Daniel
gulped and said, in a small voice, "Yes, ma'am, I need three sets of
matching bra and panties...in my size..."
"Speak
up, darling," the clerk advised, smiling. "Come with me...bra and
panty sets in your size are right over here." She guided him to a
different section of the department. She picked up a set in pastel pink.
"I think this will go nicely with your coloring, sweetie," she said,
holding them against him. "Oh, and this lovely floral print is nice and
girly, isn't it?" She thrust another set into his hands. Then she picked
up a set in black satin. "And every girl--or sissy--should have a sexy set
of black undies, don't you agree?" Daniel could only nod silently.
"Come to my register and we'll ring you right up. I suppose that will be
cash?" She packaged his purchases and then said, "Now, will there be
anything else?"
"I...I
need some pantyhose..." he whispered.
"Pantyhose?"
the clerk repeated, loudly. "Millie, will you help this young man pick out
some pantyhose?" she called. A
pretty clerk...perhaps only a few years older than Daniel joined them.
"Of
course, Harriet," she said, as she took Daniel by the hand and led him to
her department. "Now, what shade do you want? I suggest suntan, it always
makes a girl's legs look better, I think." She handed him three pair in
that color, having judged his size.
"Yes,
suntan will...will be fine," Daniel stammered, looking at his list.
Millie
grabbed the list from his hands. "Let's see, what else do you have on this
list? Oh, two pretty mini-dresses! I know just the thing--come with me."
She took him by the hand and led him across the store to the juniors
department. "Here, we go...these are what all the high school girls are
wearing now." Daniel knew that...he had admired his feminine classmates in
similar attire. Now it will be mine,
he thought. I want it...but it seems so
strange that I do....
Millie
picked a few dresses from the rack and brought him to the fitting room, coming
in with him. "Now, why don't we get you into one of your pretty undie
sets, so these dresses will fit properly?" She all but tore his shirt and
pants off him, and laughed when she saw how aroused he was. "My, you are
excited to be out shopping for girly clothes, aren't you? Now, don't be
embarrassed--I've seen my little brother naked; you won't be any
different!" She pulled down his
briefs, leaving him naked.
Millie
assisted him in putting on the bra and panties, stuffing the bra (for now) with
his socks. Her first choice was a baby blue minidress with a lacy collar and a
skirt that ended five inches above his knees. "Oh, such nice legs, dear!
You're going to be the envy of every girl in your school!" Daniel blushed.
I always knew I had girlish legs...now
everyone will see them! "Yes, that's a definite keeper!"
She tried on
two more dresses, before finding a second one she thought he should buy.
"This one is a bit tighter than the other...but you have a pretty nice
figure--considering--and you will look so sexy in it!" Daniel looked in
the mirror. Yes, I do look sexy--maybe
too sexy! He felt his cock grow larger in his panties. Millie saw the bulge
appear in the tight skirt. "Oh, dear...can't have that ruining the lines
of this dress!"
She pushed
him onto the bench in the dressing room, reached under the skirt and pulled off
his panties. Then she began stroking his cock. "We used to do this to my
brother all the time...Momma called it 'milking'. She said it helped to keep
him docile and compliant." In a very short time, Daniel's cock spurted its
cream onto Millie's hands. She thrust her sticky fingers into his mouth.
"Lick it all off, dear...that's what Momma always made little brother
do."
His cock now
thoroughly deflated, Millie pulled Daniel's panties back on. "Well, now
that we have your dresses, what else do we need?" She consulted the list.
"Shoes! Of course! Follow me!"
"Like
this?" Daniel exclaimed! "I'm wearing a dress!"
"Of
course you are, sweetie...you're a sissy, aren't you?" Millie laughed.
"Now, don't be silly...come along!" The shoe department was on
another floor, and Daniel had to follow her up the escalator in his tiny, tight
dress. He found, even still in male shoes, it required him to walk in a mincing
motion. When they reached the women's shoe department, Millie took a moment to
confer with the clerk there.
"I have
to go back to my own department," she told Daniel. "But Suzie will
help you find just the right shoes!" Suzie walked up to him and looked him
up and down. "You're cute," she said. "But you'll be even cuter
soon! Have a seat and take off those terrible sneakers!"
She perused
the shoes on display, checked the information on a few of them, then
disappeared into the stock room. Daniel nervously looked around. Is anybody looking at me? Is anyone paying
me any attention at all? It seemed not...but could he really be sure? A
moment later, Suzie returned with four shoe boxes. "I think I got your
size right...but I brought two sizes of each of these, just in case."
She opened
the top box and brought out a pair of black patent mary-janes with a blocky
two-inch heel. They look a lot like ones
my sister wears, Daniel thought. Suzie knelt and slipped them on his feet,
carefully buckling the straps. "Stand up and walk a bit, dear," she
said. Daniel did as instructed and found he wobbled a bit, even on these
comparatively low heels. "First pair of heels, sweetie? That's okay, every
girl totters a bit her first time," Suzie teased. "How do they
feel?"
"A bit
tight," Daniel whispered.
"Speak
up, honey," Suzie said, smiling. "I couldn't hear you."
"They're
a bit tight," Daniel repeated, a little louder, still watching to see if
anyone was looking.
"Those
are 10s," Suzie said. "Let's try the 10-1/2." She sat him back
down, took the shoes off and put him in another pair of the same style.
"There, try those." Daniel stood and walked around a little. He
paused in front of the mirror angled to let him see his feet and ankles. They
looked amazingly feminine. "These are better," he admitted.
"Good...then
10-1/2 is your size. Come back and let's try this other pair." Daniel sat
again and she switched him to a pair of pink pumps. The heel was still only two
inches, but it was narrower. "You may find these a little harder to
balance in," Suzie advised. Daniel stood and carefully took a few steps.
"That's right, honey, just mince in short steps." He already moves like a girl in them,
she noted.
Daniel sat
down and began to remove the shoes. "Oh no, dear. Millie said you wanted
to wear them home!" Suzie laughed
and put his male sneakers in the box instead. She rung up all his purchases and
then walked him to the store's concierge desk. "Will you call Daniel a
cab? I'm afraid he will get in trouble if he walks home." While they
waited for the concierge to make the call, Suzie pulled out her purse.
"Pucker
up, darling," she said as she produced a deep pink lipgloss. She made his
lips look wet and luscious. Then she brought out her mascara. "Just a
little bit, to make those eyes look a bit more girlish," she said. She
turned Daniel to look in a mirror. He gasped. I could be a girl! Then as Mistress Lola's conditioning took
effect. I am a girl!
The cab ride
home was uneventful...and no one else was home when he arrived. He went
directly to his room and picked up the extension phone there. He dialed the
number Mistress Lola had given him: 1-800-555-SISSY.
It was time.
Labels:
cross-dressing,
female domination,
feminization,
high heels,
lingerie,
LolaVenus,
milking,
miniskirt,
shoes,
shopping,
teen-age,
transformation,
writing
Wednesday, October 16, 2019
October Dressing--New Wig 2
I suppose--given the outfit--this could be subtitled "Sexy Grandma"...



The lace v-neck floral t-shirt is from Kmart's Basic Editions line in February 2015; the black faux leather skirt is from Target's Xhilaration line in October 2013; the shoes are Isaac Mizrahi black mary-janes from Target in November 2007. Other accessories are a yellow bow, black-and-white jewelry, skinny belts, and natural hose.



Without the glasses, the look is far prettier:
Next dressing sometime next month.



The lace v-neck floral t-shirt is from Kmart's Basic Editions line in February 2015; the black faux leather skirt is from Target's Xhilaration line in October 2013; the shoes are Isaac Mizrahi black mary-janes from Target in November 2007. Other accessories are a yellow bow, black-and-white jewelry, skinny belts, and natural hose.



Without the glasses, the look is far prettier:
Next dressing sometime next month.
Labels:
ankle bracelet,
bows,
corsets,
cross-dressing,
female domination,
feminization,
gray wig,
high heels,
leather,
legs,
miniskirt,
model,
photography,
t-shirt
Saturday, October 5, 2019
Sunday, September 15, 2019
Wednesday, September 4, 2019
Summer Feminization
Summer's almost over, so I thought I'd better get in this bit of advice from Lady Alexa before it was too late:
Be sure to read the comments as well...they are just as interesting as Lady Alexa's advice.
Summer means pretty colours, flowery patterns, skimpy dresses and very short skirts. Lovely. What’s not to like seeing your girly husband dressed as a pretty girl?
My first summer rule is the length of skirt. I prefer Alice in skirts no longer than 8 inches max. in this weather. This brings the hem of Alice’s skirts, or dresses, to an inch or so below her little clitty bulge in her knickers. If she has no knickers on, then it just covers the end of her little princess.
We recently bought a very pretty summer dress together for her in a clothes shop. The dress is in white with red roses flowing over it. It’s a very fine material with thin shoulder straps. And it’s very short but it flows beautifully around her legs when she walks. Exquisite. I know Alice enjoys that feeling.
We know her size now – 16 UK. We don’t bring the shop workers into our lifestyle as we think that’s unfair, some may not understand. However, we look together for her female clothing and I ask her to tell me which one she prefers.
We queued together to buy it but she has to hold it and pass it to the cashier and pay. I stand by her as she does so. With an enormous grin.
Be sure to read the comments as well...they are just as interesting as Lady Alexa's advice.
Labels:
bare legs,
cross-dressing,
female domination,
feminization,
miniskirt,
philosophy
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