Small -t

He wore an 8 & ½ in a woman’s shoe. Very few men know their size in a woman’s
shoe but he did. To make matters worse his wife knew, his mother in law knew,
his sister in law knew his mother and his sister all knew.
The day he learned his woman’s shoe size is a day he shan’t forget. One day in
his life that changed so much. The simple act of having his foot measured,
just a bit of fun for the ladies, just a joke really, the next thing you know
your life is completely different.
His mother, mother in law, sister in law and wife were playing cards one sunny
Sunday afternoon. His sister would join them later but for now he was pressed
into service as the forth hand. There was more girl talk than card play and he
was often brought into the conversation, for a "man’s perspective". The ladies
talked about clothes, shoes, hair and makeup. They also talked about who wore
what, how they looked and how the various men in their lives reacted to it. He
had been in these conversations many times and knew from the way the ladies
talked to him he was considered just a bit less than the men they chatted
about. He was often referred to as the extra girl.
He usually served them their tea and made the little sandwiches they dined on.
Today was no exception and he wore the dainty tea apron his mother in law had
given him on his birthday. "I know you hate the apron." His wife said, "But
mummy loves to see you in it." " And I love you for being man enough to be a
little feminine." He was afraid the apron made him a little more than a little
feminine in appearance.
His sister didn’t bother with the doorbell, the card players all heard her
cheerful "I’m here girls" shouted from the hallway. He blushed as she kissed
his cheek girl style and asked, "How are you gals today?" He noticed his
mother in law smile at the girl and gal reference that included him. His
sister was carrying three shoeboxes from one of the more up scale stores in
town. "Missy’s is having the best sale ever, I bought the cutest shoes." She
said. His wife wanted to have a look right now and his sister wanted to show
off her new shoes. Soon the women were voicing their approval and were looking
at the shoes as only a woman can look at a shoe. When it happened. His sister
said to everyone, "Jimmy and I wore the same size shoe for years." His wife
smiled and said, "and did he wear yours?" Never breaking stride his sister
said, "Oh yes I used to make him dress up for me all the time. Mommy and I
thought for a while I would wind up with a little sister instead of a little
brother." The women looked at him and his mother in law said, "Jimmy why don’t
you try on a pair?" Then they all were urging him to "try on a pair". His
sister said "there are some knee highs in one of the shoe boxes, go on Jimmy
you always liked to wear my clothes." Both his wife and mother in law were
looking at him as though they were both cats and he was a trapped mouse. His
sister was holding a pair of chunky heeled loafers out to him. He managed to
say, "I am sure my feet have grown sis." His wife said, "Try anyway". He
slipped of his own shoes as his sister gave him the stockings. "I know you
know how to put them on" and he knew it too. With one stocking on His sister
in law said "His feet are so pretty." "Look at how tiny his feet are, with a
coat of polish on his toes he could wear open toes." The women had moved in to
take a look at these pretty feet. His sister said, "I know he will look smart
in some nice pumps." His mother in law said, "his feet are really petite."
Then his wife said, "I just wish I had paid more attention to how small his
feet were before we were married." His mother in law nodded and said "oh dear
is he small in that area too?" His mother didn’t help things by saying "he was
always little down there" "I always felt sorry for him and thought it was
probably best that he was girlish." "Shit" he thought what the hell are these
women trying to do to him. He knew he was OK in "that area" he got no
complaints from his wife Cathy. His sister had slipped the loafers on his feet
and had him standing. She rolled up his pant legs a couple of turns and the
women were gushing about how nice he looked in "those shoes". "See 8 & 1/2
just like your sister and me" his mother said. Before the afternoon was over
he had modeled all three pairs of shoes and was unceremoniously dismissed by
his wife with the instructions to "pick a nice color and do those toes, Miss
pretty foot!"
The gals finished their card game while he sat dejectedly in the corner and
gave himself his first pedicure. His wife instructed him to go upstairs and
fetch her red canvas sandals, "they are a nine but they tie at the ankle and
should fit you alright." Before he could protest his ever-cheerful sister was
dragging him up to the Mistresses shoe closet for his next humiliation. The
sandals were in the words of the women "absolutely adorable". He never thought
he would hear his shoes described as adorable. They were red canvass; a wide
band went across the vamp of his foot. There were two straps that wrapped
around his ankle and tied in the back with a bow. The shoes had a jute covered
high wedge sole. Because the shoes and his feet were "so pretty" his sister
thought he should be wearing a skirt or Capri’s. She yelled down to his wife
who answered back with a disinterested "whatever".
An embarrassed young husband descended the stairway to the applause of the
assembled ladies. His red print skirt swirled prettily as he walked. His wife
and mother in law stood a little bit off to one side and didn’t seem to be
enjoying the scene as much as the other girls. He finished the day still in
the skirt. When the girls left he was hugged and air kissed just like all the
"other girls", he fixed a light supper for his wife and himself, they watched
a little television and went up to bed early. He was still in the skirt and
sandals when his wife said; "I have never been so embarrassed in my life." "I
thought I was marrying a man, but look at you traipsing around in a skirt and
sandals, with your toenails painted yet!" "And now I find out you have been
playing dress up with your mother and sister for your whole childhood." "To
embarrass me further your small penis size is open for discussion." "Your
mother seems to be willing to talk about it in front of all our friends."
"Maybe we should have all had a look at the little darling." "I’ll bet the
girls would have thought it was pretty and petite just like your feet!" "It’s
bad enough I have to pretend that you are big enough to satisfy me now the
whole world knows that your mother and big sister though it best that you are
girlish!" He was crushed, he was humiliated, he couldn’t look at her and when
he looked down past the hem of his red skirt he saw the painted toenails
peeking prettily from the sandals on his girly feet. "Honey" he said, "It was
all in fun, you and the girls were urging me to try on sis’s shoes and one
thing led to another." "How could I have stopped it?" she asked. "You were
into it and, and you were a girl!!" "Lift that skirt I want to see your
disgusting little penis." Blushing with shame he complied. She slid his shorts
down and said, "These won’t do, its panties for you from now on girl." "Oh God
it is little," she said. "I never really looked at it." "It is tiny, almost
like a model of a real man’s penis."
As disgusted with him as she was she used him that night as though he was her
bride. When he tried to enter her she guided his head to where she wanted it,
placed his pillow beneath her buttocks and kept him at it for hours. He
brought her to several powerful shuddering orgasms and even more softer ones.
As she was about to peak once more he would move to mount her only to have his
head slapped by her or his ears grabbed and his mouth placed right back where
she wanted it. When she was finally through she said, "oh that was good, here
I have a treat for you" And she took his penis in her hand and quickly brought
him off. "Well that was quick, it’s a good thing I didn’t count on that for
satisfaction." "Now clean your self off and go to sleep. Big day tomorrow
missy." "Missy indeed," he thought as he drifted off to sleep. "I will get
this whole thing straightened out in the morning".
He felt pretty good when sleep finally overtook him. She was already up when
he awoke. He heard voices in the kitchen. He recognized his wife’s voice and
his sisters. Slipping on his robe over the panties he was placed in the night
before he went down for coffee. His wife and sister were looking through a
pile of clothing and shoes, his sister was saying, "I don’t wear these
anymore, and I know they will fit him, so rather than just give them to the
Good Will I thought he could use them." " Oh thank you so much, I think he
will be so cute in them." His wife was saying. He asked, "What’s going on
girls?" Cathy said, "Cheryl has brought over some things that she says will
fit you" "Yeah thanks sis, this is all ladies stuff" he said. His ever-helpful
wife replied; "after yesterday I think this stuff as you call it suits you
just fine." Cheryl said, "I have to run girls, have fun".
After he had fixed a light breakfast for Cathy and himself she ordered him
upstairs for a bath and some serious hair removal. "If you plan on wearing
this stuff I am going to make sure you look your best." The fact that he
hadn’t planned on wearing it seemed to be lost on her. In the bath his wife
assisted him with his shaving she even took the razor and trimmed his sparse
pubic hair to a neat feminine triangle then with a slightly wicked smile she
took the razor and sculpted the top of the triangle and turned it into a
pretty heart. He saw what she had done and watched as his manhood shriveled in
his embarrassment. She had him get out and dry off and powder himself with
sweet smelling powder. Then she took a small pink box and said, "I’ll bet you
haven’t seen one of these" and he hadn’t. It looked like a small piece of lace
with strings attached "Watch" she said. She took his penis between her fingers
and shook her head, and then she laid it on the cloth. When he started to
erect she flipped the small head with her fingernail and it softened right up,
"that’s better," she said to herself. Then she folded the cloth up and began
to tighten up the laces. She tightened the little device just as she would
tighten a small corset. Soon she had his already not too large penis reduced
to about the diameter of his index finger. A small silver lock went through
the laces and his small but once proud vestige of manhood was now quite
feminine and in her control. She bent down and took the only exposed portion,
the head between her lips and sucked. His body tried to respond, blood rushed
to the penis, it tried with all it’s little mite but alas no erection was
forth coming, he was as soft as a baby, "soft like a girl" she said. With his
shaved legs, heart shaped pubic hair and delicately dressed penis he certainly
didn’t resemble a man. She patted the sheathed penis and said, "don’t get any
ideas about removing it, you’re my girl now little one, and I do mean little."
Jimmy wore white jeans a pink tee and white flat sandals his still painted toe
nails were like little sissy calling cards the latest indignity was the B cup
bra that clearly showed through the tee top. The small white clutch bag tucked
up beneath his arm reduced any chance of masculine identity to just about
nothing. He lifted his head as his wife applied a touch of color to his lips
she clipped a pair of silver earrings to his ear lobes and clapped her hands
with unconcealed happiness. His misery was obvious he had never been so
humiliated in his life. His wife had dressed him in this horrid manner and his
mother and mother in law were about to arrive at any minute for a "fun day of
lunch and shopping with the girls". It would be fun for them but he had a
feeling that any laughter would be pointed at him.
"The girls" arrived with shouts of "Oh my God, he is adorable" and from his
own mother "that little purse is just divine". In a few minutes they had
reduced him to near tears then turned their conversation to where they would
go, what they would, where they would eat he was drawn into the conversation
with questions like; "do you have lipstick in your bag sweetie?" "Those
sandals are really cute and they look comfortable, you made a smart choice
hon". He hadn’t chosen anything is beaming wife had set him up and his sister
was playing her hand in the whole thing to perfection. His mother in law
noticed how well his white jeans fit him in the crotch area and commented on
it. She said, "why it’s as if he has no, male package at all." "Isn’t that
sweet, I guess being tiny down there has its rewards." Then she turned to his
wife and said "Oh dear I am sorry I can only imagine how difficult it is for
you." "You poor thing you must be starving for real size." "Oh well maybe
someday soon you will.
The girls were relatively kind to him there were surprisingly few insults
directed at him. It was as though he had become one of them, they were
treating him as if he was another woman. Somehow this was even more
humiliating than the teasing had been. And his ability to resist this journey
into femininity had become impossible for him to resist. Much to his utter
humiliation he was becoming a girl of his own free will.
It was decided that some shopping was in order as the new girl was woefully
low on lingerie. The Feminine Underworld was a very upscale intimate apparel
store. It was not the place any man would feel comfortable in. This store
exuded femininity and sex appeal, he was out of his league for sure. The staff
turned to greet the new arrivals with warm feminine greetings. He was not
spared the humiliation air kissing, shoe compliments and being included in
everything by the use of feminine pronouns. Right off the bat he was "just a
girl" and it was soon noted that he was the designated customer. As a customer
he was quickly assigned a changing room, given a cup of tea in a dainty cup
and introduced to a young girl who would assist him in his intimate fitting.
This was all done with undisguised joy at his descent into the world of
feminine underwear.
Claudia was his assistant and she lost no time in figuring out the order of
control here, even though he was the customer, these women would call the
shots and the sissy was here for their amusement. Well that worked for her and
she would make sure this little sissy was properly pantied and padded before
he walked out of here with a dented credit card. Claudia had Jim strip "Oh my
God, that’s adorable" she said when she saw the delicate little sheath that
effectively feminized his penis. She held it in her hand and felt it attempt
to erect. She knew the tight lacing restricted it but she was smart enough to
play her hand farther "Oh my it is so tiny and it doesn’t work." "Well it’s
good you’re more girl than boy, isn’t it?" she asked with a smile. So after a
few hundred of his dollars were spent and he was humiliated further the girls
and Claudia sat down for tea Jim was asked about boyfriends, makeup, shoes and
if he was comfortable in his new bra and tummy slimmer. All he could do was
mumble in the affirmative. Jim noticed his mother in-law slip Claudia a one
hundred-dollar bill and whisper "thank you" as the ladies left the shop. Jim’s
new bra held a size larger form; he was now a proud C cup girl there was no
way his bust could be concealed. And he reasoned "so what" with his sandals,
painted toe nails, feminine pants and tee top the tits didn’t really matter
much now he was totally debased and just wanted out.
Jim seemed to come to when he felt the waiter hold his hand as he slid into
his seat at the restaurant. It was as though he just now noticed the yellow
sundress and white high-heeled strappy sandals he wore. He touched his styled
hair noticed his "done" nails and realized he had crossed a line he hadn’t
known existed.
Two weeks later the girls had gathered for cards Jim wore a simple white skirt
rose sweater and tan pumps with nude hose. His jewelry was simple, his makeup
minimal he took their wraps and handbags and put them on a spare bed. He went
into his wife’s bedroom after a discreet knock and announced the arrival of
the guests. She smiled sweetly at him and said, "you look very nice today
dear" he murmured a small thank you. He tried not to look at the man next to
her. She was aware of his embarrassment and his discomfort. She said "Did you
press Dan’s trousers and polish his shoes like you were asked?" "Yes dear" he
replied. "Good, after you assist him with his toilet you can help him dress."
Jim heard the girl’s laughter and heard the occasional comment. He heard his
wife say "Oh my God Dan is huge I can hardly walk after he stays over." Jim’s
cheeks burned with embarrassment as he knelt to tie Dan’s black wing tip
shoes. Jim had looked inside when he polished them, Dan wore a size 13 wide in
a man’ shoe.