Jughead Jones and the Curse of the Bauble
- 1 year ago
- 16
- 0
Head Dressing free porn video
"Head Dressing"
The title of this short story is a bit strange but it's a punishment
the neighbor lady made up and later I was to suffer. But before I get
ahead of myself I will start at the beginning.
I was a typical teenage boy living with my step mom in a modest duplex
apartment. We had a neighbor lady named Madge who lived in the
apartment next door. I was just learning about women and would always
notice Madge when ever she would come over to have coffee with Ruth. I
always loved the way her perfume smelled, how her hair and makeup were
done and the feminine clothes she always wore. I loved the sound her
shiny nylons made when ever she crossed her legs and it was a real
treat to hear her walk by on the sidewalk in the back yard because I
could hear her thighs zip and the lining of her tight wool skirts swish
with every step she took as she clicked along on her high heels! I
loved the satin blouses she wore too, and how her ample bust would sway
and jiggle when she'd walk and especially when she'd climb the back
stairs! I always watched from the kitchen window when she came home
from work every evening and she'd always wave at me looking, little
knowing I was waiting just to see her! Then one day I got the idea of
hiding under the stairs that led out the back door. Sometimes it was
quite a wait but worth it when I could hear Madge clicking up the
sidewalk to the back door. Then I would watch quietly as she'd climb
the stairs and get a full view up her skirt! On the day she wore
dresses it was even more fun because they were usually a bit looser
around the knees and once she started up the stairs I could really get
a good view!
It became almost a hobby looking up Madge's skirts and dresses. I loved
the way her garters held her nylons tight way up on her thighs and
marveled at the shiny satin panties she often wore, the tight panty
girdles and the different colored lace trimmed slips too! Then one
evening she caught me!
It was embarrassing, especially after she told Ruth! I was grounded for
a week and then forced to apologize for what I had done. That was the
most embarrassing to me but soon it was all over. But, after a few more
weeks I was back at it once again. I couldn't help myself because it
was so exciting looking at something that was forbidden, especially to
a teenage boy! A Saturday morning a couple weeks later I got a treat
watching Madge leave to go shopping then was there to see her come back
a couple hours later. But, my luck ran out because when I was leaving
from under the stairs Ruth saw me from the kitchen window and knew
exactly what I was doing! Madge was just entering her apartment when
she heard Ruth rap on the kitchen window scaring me. Ruth then came out
the door and headed right for me! Madge asked her what was going on and
Ruth answered angrily "The little pervert is at it again!"
Madge didn't like being spied on and felt violated at what I had done.
Ruth gave me a slap and sent me to my room once again. I then heard the
ladies talking about what to do with me. Their conversation continued
and I then heard a bit of laughter. Ten minutes later Ruth came to the
bedroom door and opened it. "You know what you did was wrong Tim, then
you did it again! This time you will have to have a stricter punishment
than just being grounded" she said.
"Come along, come with me this instant" she said as she grabbed my arm
and led me away. "Where are we going?" I asked as Ruth pulled me along.
"We're going over to Madge's. And I thought that since she was the one
you embarrassed she could pick the punishment, and I agreed with her
idea. Once we're done with you, you'll be cured of peeking up skirts
for good" she finished as we entered Madge's apartment.
Ruth led me into Madge's bedroom, Madge was already there. They had me
sit on a long, padded chaise lounge. Madge took several pairs of nylon
stockings and then both ladies started tying me. It didn't take long
until I was tied tightly to the chair and could hardly move. I pleaded
for them not to punish me and said I was sorry but Madge shut me up by
coming over with a pair of her blue satin panties then wadded them up
and pushed them into my mouth! Another pair was pushed in and soon my
cheeks were bulging, my mouth was brimming with lace trimmed nylon. I
became scared to look on seeing Ruth smiling and giggling at me. Madge
returned to her dresser drawer and came back with a pile of lingerie. I
couldn't figure out what was going on but soon learned as Madge laid
out the lingerie on the bed. "Punish him good Madge" Ruth said as she
looked on "teach him a lesson so he will learn it's not nice to look up
ladies skirts" she finished. Then strangely enough, Madge seemed to
take my side!
"Now Ruth" she said, "little Timmy here did do something wrong but all
growing boys can be curious you know" she continued as she picked up a
pair of lace trimmed, pink satin panties and held them up. I could
smell the perfume in the air as I noticed the panties shine and noticed
at the lace trim around the leg openings and the little blue satin bows
at the front of each leg. "If little Timmy wants to learn what a lady
wears under her skirt, we'll have to give him a first hand lesson so he
will know and won't soon forget" Madge continued as she approached me.
I looked up and saw her gather the waistband of the panties and stretch
them open. "You see Tim dear, ladies always start with pretty panties"
she said. Then I got a shock when she pulled the panties over my head
with a swish! The perfumed nylon became tight as she worked them down
past my chin, I could see through one of the leg openings and heard
Ruth begin to laugh as she looked at my predicament. Madge then went to
the bed and gathered one of her sheer nylon stockings. She started
gathering the stocking then returned to me and started pulling it over
my head too!
The stocking was tight, I began to struggle but couldn't get loose! The
nylon pulled over my forehead then down over my nose. Madge then made
sure I was still gagged by pushing the panties deeply in my mouth
before quickly pulling the nylon down as far past my chin and as tight
as she could! "There" She said with a smile as she stood back to look.
Both ladies giggled as I struggled and twitched on the chaise lounge
only able to "glub" and whimper at what was happening. She then took a
garter belt from the bed and after Ruth held me up Madge was able to
get it around my waist and clip it tightly into place. She then took
another of the nylons and continued with me.
"A proper lady always wears nylon hose, the sheer, shiny kind that just
feel delicious, don't you agree Tim dear" she said with a giggle as she
gathered the second stocking and began working it over my head just
like the first one!
This nylon felt even tighter than the first one but seemed to slide
over the fabric of the first stocking easily. As Madge pulled and
smoothed it over my head I could hear it zip and swish! She soon had
the nylon stocking pulled down tight! Ruth helped once more so Madge
could hook the nylon to the garters of the garter belt. Then I realized
she had put the garter belt on me upside down to hold the nylon in
place! I could feel her hooking up the garters as I struggled and the
nylon getting tighter! Madge then tugged at the straps until the nylon
was tight, straining at the garters in the front then over my shoulders
at my back. She then took the foot end at the top of my head and gave a
sharp pull causing me to gasp and then grunt. Both ladies started
laughing as the nylon swished then pulled my face up tight. Madge
quickly tied the stocking in a knot at the top and now my head looked
like a beige knob! My eyes were pulled into slits, my nose pulled up
into a pug as the nylon whistled tight. I could only see blurred images
through the taught and shiny nylon now. I struggled further, Ruth then
said with authority "you better stop struggling young man and take your
punishment because it could go far worse for you."
I could see Madge at the bed looking over more lingerie. She then
returned to me. "After the pretty panties and proper hosiery a lady
simply must wear a girdle" she said. I watched in horror as she took a
sturdy panty girdle and stretched it open. She came over to me holding
the girdle open! I swung and turned my head trying to get away but
Madge simply flipped the garment over my head and shoulders, then
holding the girdle open pulled it over my face from behind so it would
be tight, then smoothed it out so the lace trimmed front panel was
centered on my face! The perfumed smelling spandex of the white girdle
was tight but slid easily over the slippery nylons already in place. I
could make out the room light now but couldn't see anymore and could
only hear the ladies giggle as they looked me over.
My gagged cries became more muffled as the layers of lingerie were
pulled over my head. They seemed excited to watch me struggle. Then I
felt a cool slipperiness and heard a nylon swish as Madge continued.
"Then Timmy dear, all proper ladies must wear a pretty nylon slip!
Since you can't see I will have to tell you how pretty it is" she
giggled "it's a white nylon full slip all trimmed in pretty lace.
Doesn't it just feel wonderful sweetie" she continued. Then cradling my
head, she rubbed the perfumed nylon over my head and face causing the
slippery material to swish and zip over my girdled face! "Doesn't that
just feel delicious Tim sweetie" she cooed.
I tried to hold my panic but Madge wasn't done. I felt another swish as
more material was put over my head and then I was in total darkness! I
could feel her tie something around my neck, not too tight, but just to
hold what was now over my head in place. Then I felt her pull the
material tight and gather it at the top of my head. "To finish sweetie
you simply must experience my black wool skirt with the satin lining,"
Madge said. "I just know you like this skirt, and it looks so pretty
with a pink satin bow to show it off!" She giggled.
She had tied another nylon around my neck to hold the skirt down and
was now tying the top tight with the pink satin sash. I could feel it
go tight and heard her tie it in a tight bow. Once she was finished
fussing with it she stood back. "There," she giggled. "Now you know
what a lady wears under her skirt, understand Timmy?" She said. Both
ladies giggled as I nodded my now bulbous, skirted head and issued a
muffled gasp. Then I heard Ruth say that they were going into the
kitchen for coffee and that I would be staying tied up in Madge's
bedroom for the rest of the afternoon. "Since you like looking up
skirts, you are now in the perfect position!" Ruth said. "You can just
enjoy the afternoon and look all you want now! And if you ever do this
again, maybe we'll be looking up your skirt Timmy! Isn't that right
Madge?" She giggled. Madge agreed and then, I heard the laughter fade
as they both left the room.
Madge hadn't tied things too tight but there was no way I could get
lose! I could smell the perfume in the darkness of the lingerie and
skirt hood but could only manage to twitch causing the material to
slip, swish and slide over my head and face when I tried to shake
everything off. It was no use. So, I guess my head was now "properly"
dressed just like Madge said. I was totally dressed in everything a
woman would wear under her skirt, and was now instead of looking under
Madge's skirt, was myself, under her skirt! This was my punishment, and
I would have to wait the rest of the afternoon until it was over and
they decided to let me go!
Cheryl
- 16.07.2021
- 12
- 0
