The Red Prom Dress
- 3 years ago
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Ethan's Prom Dress free porn video
Ethan, like a lot of teenagers was subconscious about his body, although
he did have more reasons than most boys as he suffered from a form of
gynecomastia, a condition that gave him perfectly formed, feminine
breasts. He also secretly wishes to wear skirts and dresses, which would
be a perfect combination if he wasn't too embarrassed by both his body
and his desire to follow through with this idea. So instead he bandages
his chest flat each morning and desperately tries to hide all of this
from those around him. His mother and best friend, Stacy, knew about the
gynecomastia but no one else had found out yet.
Coming towards the end of the school year, Ethan and his classmates are
now starting to think about the upcoming prom. Knowing that Stacy had
recently split from her girlfriend, Ethan suggests they go together.
Stacy was bisexual, although up to this point she had only dated girls
but her options were slim. There weren't many lesbian or bisexual girls
in their small town. Stacy was shocked at first by Ethan's idea but
quickly started to seriously consider it. They were good friends and
would likely have spent large parts of the night together with the
respective dates anyway.
"Do I have to wear a dress?" Stacy asked looking down at her baggy jeans,
"Joanna was going to wear the dress and I was going in a suit. I've
already got the suit." "I'd like it if you did. You'd look nice in a
dress," Ethan replied trying to sweeten her up. "I'd feel silly, plus I'm
already taller than you so I couldn't wear heels. It could look weirder
with flats," she told him, "I don't remember the last time I wore a
dress." "Let's just go shopping at the weekend and see how you feel. I'm
sure we can find you something you're comfortable in," Ethan said. Stacy
thought to herself 'trousers would be something I'd be comfortable in',
but it seemed a reasonable enough request just to try so she nodded and
agreed.
Saturday morning came and Ethan met with Stacy before travelling to the
nearby city to go shopping. In the first store, Ethan helped Stacy pick
out a range of dresses. While Stacy was a little standoffish in picking
dresses, Ethan was picking out dresses from multiple racks from all over
the store. "Here, try these," Ethan said, having accumulated 5 or 6
dresses of different style: long, short, fitted, flared, low-cut, halter
neck, off-the-shoulders, asymmetrical, red, blue, pink, black. "See which
style you feel most comfortable in and we'll focus on that," he told her
as he handed her the dresses. Stacy looked at the dresses and reluctantly
took them into the changing room while sighing under her breath. Several
minutes later she returned still wearing her baggy jeans and hoodie, "I
don't think this is a good idea," she meekly told him, "I just don't feel
comfortable in any of them. It just doesn't feel right." Ethan replied by
simply suggesting they go for lunch, talk things over and think about
what to do in the afternoon. Stacy again just nodded in agreement.
"You seem so much more at ease with dresses, like you know what you're
doing. While it's entirely alien to me," she explained to him over lunch,
"If only you could wear a dress instead." Ethan, with a slightly jokey
tone replied, "Yeah, as you said, you already have a suit while I've
still got to buy mine...Unfortunately, I just don't have the figure for a
prom dress." Secretly, deep down, he wanted to go to prom in a dress but
couldn't bring himself to say that to her. "That's it!" Stacy exclaimed
with wide eyes and clear excitement in her voice. "You could wear a
dress! You do have the figure for it," she told him, "just unbind your
chest and the dresses will fit perfectly. Please, it would make me feel
more comfortable trying the dresses on if you was trying some on too."
It was like a switch activated in her head. The shyness from the morning
had gone and Ethan could see just how much this could benefit her if he
tried a dress on too. It's almost a win-win for him, although he couldn't
admit it that easily, "What? No!" Ethan proclaimed. At this point Stacy
had already started to formulate the plan for the afternoon. "Oh come on.
I know you want to," Stacy started, "I've known you for years and I can
tell you're more into dresses than I am." "Everyone's more into dresses
than you are. And that doesn't mean I want to wear them," he argued.
"Please...For me?" Stacy carried on trying to bargain, "It would make me
feel a lot more comfortable." Ethan agreed and they finished up lunch,
Stacy paid and they headed to the next dress store.
Stacy suggested they each pick one dress for the other person to try on.
Ethan picked a purple dress with spaghetti straps and lace detail over
the bodice and knee length skirt. While Stacy found a floor length,
backless, sky blue mermaid dress with a halter neck for Ethan. As they
headed into separate changing rooms, Stacy turned to Ethan and asked him
to remove his chest bandages before putting the dress on. "What?" Ethan
asked in surprise. He'd come so accustomed to wearing it he regularly
forgets it's even on and feels odd without it. "That dress is backless.
You'd see the bandages if you kept them on. Plus that bodice is designed
to offer some support." And with that Stacy disappeared into her changing
room leaving Ethan unsure what to do. Reluctantly, Ethan enters a
changing room cubical, removes the bandages strapping his breasts down
and puts the dress on. It doesn't take too much to wiggle his way in as
he doesn't have the hips that it was designed for.
He then fiddles with the fastening at the back of the halter neck. As he
securing the fastening he hears Stacy excitedly call "Ready?" She
certainly sounded more at ease and happier than she was that morning.
Ethan on the other hand was terribly nervous. "Er, I guess," Ethan
replied and a split second later the curtain to his cubical was swung
open. "Wow," Stacy proclaimed with a real sense of shock, "you look
stunning," she continued with no hint of sarcasm. Ethan, looking Stacy up
and down and trying to distract from himself, "I'm not sure that cut
suits you." Stacy agreed with him, "No, I don't think I have the bone
structure for it." She then suggested they try on some more dresses
together as having him do it with her really helped. After multiple more
dresses each, they call it a day and Stacy suggests he goes off and do
some shopping on his own. "I've got some girl things I need to shop for
and you've spent long enough dress shopping, I don't want to bore you
with the rest." Ethan reads between the lines and agrees to meet her
later before they head home.
Almost two hours later, Ethan meets up with Stacy just before leaving to
head back to their home town. She has a few different bags of shopping
from different stores, including a bag from a dress shop they visited
together. "What's in all the bags?" Ethan asks. "Oh, I decided to buy a
dress and then got some stuff to go with it," she tells him. "Can I see?"
Ethan asks intrigued to know which one she selected. "Not yet, it's a
surprise," Stacy replied.
As they arrived back in their home town and were preparing to part ways,
Stacy hands the bag from the dress store to Ethan, "Here, this is for
you." Ethan looks down at the bag dumbfounded. "I picked you up a dress.
You were more comfortable in every dress you wore than I was in any that
I tried on," she says before whispering "plus I could tell from the bulge
you had, that you enjoyed it." Ethan went bright red but before he could
come up with an excuse, Stacy chimed in with "you can either find someone
else to go to the prom with or wear what I got you. And if you do wear
it, I'll make it worth your while." She paused briefly to give him a
wink. "I know you'd enjoy it even if I didn't do anything special on the
night," she said in a husky whisper before turning to walk away. After a
couple of steps she turns and with a gleeful smile says "oh and I've
already messaged your mom to tell her what you've decided to wear to
prom."
Ethan arrives home and, with a heavy sigh, takes the dress out of the
bag. It's a dark red satin, off-the-shoulder dress, with a fitted bodice,
and a tight, floor length skirt. It's not one he tried on in the store so
he decides he better try it on now. Sliding into the silky dress felt
amazing and he instantly adored the sensation, however, he was unable to
get the zip past his waist. He removed the dress, hung it in his wardrobe
before messaging Stacy that the dress doesn't fit. "Don't worry, I've got
a plan," is all she would tell him.
Ethan and Stacy then left the conversation there for a few weeks until
prom started to approach. Ethan's mum asked him about the dress but he
managed to delay showing her. Stacy helped by explaining to her that he
was, for obvious reasons, a little shy about wearing it. Any attempts by
Ethan to find out what Stacy was going to do about getting a larger size
dress or how she might get the current one to fit didn't provide Ethan
with any answers. Stacy managed to put off giving an explanation to that
too. That was until the day of prom.
Ethan arrived home to find a package on the door step with a tag reading
"To Ethan, Love Stacy." As he opened it, he found several items wrapped
up and a message providing instructions. First there was hair removal
cream and instructions for using them. Once he'd removed all hair from
his body and showered, the note instructed him to open the next item in
the box. A pair of spandex underwear designed to smooth out his 'bulge'
(as she put it in her instructions) and produce a more feminine
silhouette. Getting the underwear on wasn't too much of a struggle, but
getting comfortable took a little work. Next was a bright red corset with
rigid boning and 8 garter straps plus a pair of shear, gloss stocking.
After putting the corset on, he laced the back as tight as he could
before turning his attention to the stockings. The corset made this
particularly difficult as he struggled to breathe or bend over.
Eventually, he was able to get the stocking on his feet and gently move
them up his legs. As he did, he couldn't help but become aroused at the
sensation it caused as they encased and slide over his smooth legs.
Attaching the suspender straps was a struggle too, having never done it
before. Getting all 8 secured took 10-15 mins and would have ruined his
arousal if he hadn't got a glimpse of himself from the neck down in the
mirror. He now had a very succulent, ladylike figure.
Reading the provided set of instructions he noticed the back of the
corset "MUST be entirely closed or the dress won't fit." Turning to check
using his mirror, he noticed there were more than 2-inches left to go. By
this time his body had started to adjust to the corset and with some
work, he was able to tighten it some more. "There," he thought, "that
must be it." I can hardly take a breath and any attempts to inhale were
abruptly cut off. Looking down he notices for the first time his
cleavage. He! He had a cleavage! The corset had padding built in to
emphasize the already exaggerated cleavage that the tight corset was
pushing out the top. His heart sank, "I can't go through with this."
Looking over his shoulder, he noticed the corset still needed to be
tightened a further inch. *Knock knock* "Are you ok in there dear? Can I
see how you look in your dress?" his mum called from the hallway, clearly
expecting him to have been finished dressing in this time. "Erm, I'm
having a little difficulty," he replied. "Oh, that's natural," she
quickly reassured "it's tough to maneuver the zip behind your back." And
with that she proceeded to enter before he could stop her. "Oh. A
corset," she says hesitating only momentarily.
She then notices the letter from Stacy and begins to read it. "Well we
better finish lacing you into that corset or you won't make it to prom,"
she informs him as she, without warning, moves into position to give him
a hand. Unsure how to react, he simply stands there stunned as he feels
her starting to untie the knot before he'd even been able to contemplate
his options. Soon she's pulling hard on the cords to tighten the corset
to where it needed to be. "Done!" she proudly exclaims. Ethan is barely
able to inhale and has to use all of his focus to control his breathing
and keep it shallow. "So what's next," his mum asks looking at the note.
"Mum...Do you...mind?! ...I'm ...not ...dressed ...yet," Ethan says
deeply embarrassed about being dressed in only a corset, stocking and a
pair of spandex knickers, whilst also struggling to have enough breath to
say more than a single syllable. "Oh, sorry dear," she replies, while
turning to avert her gaze. He'd meant for her to leave but this is at
least an improvement and trying to speak any more seemed too difficult
right now.
Ethan walked over to his wardrobe, took out his dress and took it off of
its hanger. Sliding the satin material over his shear stocking felt
incredible. If it wasn't for the tight underwear he'd be rock hard, but
it did a good job of keeping everything hidden away. He pulled the dress
up over his body and then sets to work on getting the dress zipped up.
After a minute or so of struggling, Ethan let out a slight sigh and said
"Mum, could you, give me a hand?" "Of course Ethan," she said, pausing
briefly in thought, "Is it Ethan tonight or is there something else you'd
prefer." Ethan was shocked. He found it awkward enough having to ask his
mum for help with 'his' dress but this took him by surprise and escalated
his embarrassment to another level. "I...er..." is all Ethan could
muster. The shock and the tight corset made his breathing very erratic
and even if he had an answer, he might not have been able to say it. "How
about Ellie?" she suggested. Still struggling to speak, Ethan simply
nodded. *zzzzip* "Done!" his mum proclaimed. "Now for your makeup," she
tells him putting down the note from Stacy and picking the next set of
items from the box. Clearly she'd been reading ahead. "Take a seat," she
instructed him.
Several minutes pass as Ethan's mum applies his makeup, styled what hair
he had and clipped on a couple of earrings that Stacy had put in the box.
He's unsure what makeup he's wearing as he's not able to see a mirror
from where he's sat. The only thing he knows for certain is the bright
red nail polish. Ethan by this point is in a constant state of shock,
unable to comprehend each step before the next one has started. Maybe
it's the lack of oxygen but he's unable to think more than a few seconds
ahead and is just following his mothers' instructions. She hands him a
couple of deep red high heels that match the color of the dress, while
she begins to put a few items into a small handbag.
"That should be everything," she says as she zips up the handbag and
hands it to him. "Now, would you like to see how you look?" she asks him
as she takes his hand and helps him to his feet. Again, Ethan
automatically follows her lead. He's brains trying to decipher whether he
does want to see himself. Could he just get undressed and not go to prom?
Is it too late to turn back or is he past that point? Should he just see
how he looks before making any rash decisions? Before he's able to answer
any of those questions he's pulled to his feet (with some help to steady
himself in his heels) and he's brought in front of a mirror where his
eyes make their way up his feminine reflection.
He's stood there in 3-inch dark red heels which were almost unnoticeable
below the long, floor length dark red satin gown. The skirt was tight
around his legs and would become stretched across his thighs as he
walked, forcing more lady-like steps. Being made for a woman a size
smaller than him, the dress fit nicely around his hips, but even a meter
or two away from the mirror, he could make out the defined bumps of the
corsets' suspender straps that were attached to his stockings. The bodice
was lace covered, meaning that although it clung tightly to his corset,
the boning was not visible. And the top of the dress had a slight
sweetheart cut that did nothing to hide his overly exaggerated cleavage.
Ethan felt very exposed. Not that he looked like Ethan any more. His face
was adorned with a smooth foundation, subtle rouge blush, matching eye
shadow, black eye liner and mascara, and red lipstick that matched the
color of his nails. His mom had styled his short-medium length hair into
an elegant bob and he wore a set of silver dangly clip-on earrings that
looks rather sophisticated and mature. In his hands, Ethan held tightly
onto a black satin, clutch handbag his mum had passed him with his phone,
keys and money.
"Come on Ellie," his mum called as she headed out of his bedroom door,
"Stacy will be waiting." Mortified at not only being called Ellie but
also the now real prospect of having to go out like this, Ethan then
started to question it again. He stared at his reflection. He couldn't
help but admire how beautiful and elegant he looked. Any girl at prom
would have been happy to look this way. Not to mention the feeling of
everything was divine to him: the satin dress, the smoothness of the
stockings, the tightness of the corset and high heels. He did enjoy it.
"Maybe no one will recognize me," he thought, "I look too girly to be a
boy and definitely don't look like myself. How could they recognize me?"
And with that rationalization, he slowly started to follow his mother.
The first couple of steps were hard but then he had to walk down stairs
in 3-inch heels and a tight dress.
As he walked passed the living room door he heard his sister cry out "No
f***ing way." He turned to her having suddenly lost all confidence but
the look on her face quickly turned from 'this is hilarious to see my
brother in a dress' to 'holy cow, he looks incredible'. "How the hell?
What? You look amazing?" she involuntarily stumbles through. It's not
like her to complement her brother but being so taken back by his
appearance, she didn't think through what she was saying. "Hurry up
Ellie" his mum called from outside. Ethan keeps walking, leaving his
sister gob smacked. She'd surely have mocked him for having been called
Ellie if she wasn't so speechless. Knowing that brought a smile to
Ellie's face and he'd started to feel reassured with what he was about to
do.
Ethan approaches the front door, looks out into the big wide world, which
suddenly felt a whole lot scarier, and took his first monumental step
outside. The air had a slight chill to it in the early-evening sun. He
only had to take a few steps to the car. "You're going to have to get in
very lady-like in that tight dress, Ellie," his mum informed him,
"Remember, bum first and then swing your legs in with your knees
together. Then do the same in reverse to get out."
Ethan's mum drove him to Stacy's house. They stopped on the road, meaning
Ellie had to walk up the full length of the driveway. Ethan paused for a
moment. "It's ok Ellie," his mum reassured him. Although all he could
think was 'does she have to call me that'. "Stacy's clearly put a lot of
effort into this. You look beautiful. Nothing bad is going to happy," she
continued, "now, off you go. We're a bit late. Stacy will be waiting."
Ellie gets out of the car (the way his mum had told him to, with his
knees together), makes his way to Stacy's door, and rings the bell. It
all kind of passed with Ethan in a bit of a daze. He's not fully aware of
what he's doing until she opens the door in a smart, well-tailored black
suit and white blouse. "Oh wow, you look amazing. Come on in," she says
beckoning him inside. Happy to get inside and away from potential prying
eyes, Ellie complies. "And the heels aren't too tall," she says gleefully
impressed with her purchases and his appearance. With Stacy being quite
tall for a girl and Ethan being rather short, they are now almost eye-to-
eye with Stacy still having a slight height advantage. "Come on through,
Ethan," she jesters to him as she makes her way through her house to the
kitchen. He replies softly with "It's...er...Ellie tonight." She just
turns to him with a contempt smile and says "Ok."
As they reach the kitchen, Stacy announces "Hey everyone, this is Ellie."
Ethan was mortified. There stood their closest friends. He had no idea
they were going to be there. He didn't think a lot of them would even be
at their prom at all. The room is silent for a brief moment before one of
the girls cries out "Ethan, oh my god, I love that dress, you look
stunning in it. And I love what you've down with your hair." "It's Ellie
for tonight," one of the guys chips in. "Right?," he says turning to
Ellie as he passes her a drink. Ellie nods and takes a sip. She can't
help but notice the lipstick mark she's leaves on the glass.
A little while later, a limo arrives to take them all to prom. The group
of friends gather their stuff and head out the front door. Ellie, tip-
toeing in her tight dress and high heels, felt safe surrounded by friends
that accepted her so quickly. The feel of the satin sliding against her
shear stockings was the best sensation she'd experienced in a long time.
She'd even started to get used to the corset.
Stacy and Ellie had a lovely time at prom together. Ellie was surprised
at how content and at ease she felt in a dress, and his friends had
proceeded as if nothing was out of the ordinary. As the night was coming
to the end, Stacy and Ellie were slow dancing and casually chatting about
plans for the following week.
Stacy: "Would you like to go to the movies?"
Ellie: "Sure, who else is going?"
Stacy: "I'd thought it could be just us two"
Ellie: "You, mean like a, date?"
Stacy: "Yeah...that is if you want?"
Ellie smiles before responding with "Yes." She then looks down at her
dress and the bust that's bursting out of the top of it, "would you like
me to wear a dress again?"
Stacy: "Only if you want to"
Ellie contemplates for a moment. She glances around at her friends and
then back at Stacy whose arms are wrapped tightly around her waist. Ellie
felt safe with Stacy, she'd certainly helped pull off tonight
beautifully. She also didn't want to go back to being Ethan and never
wear a dress again.
Ellie: "How about I get a dress that doesn't require a corset this time?"
Stacy holds Ellie tight as they continue swaying to the music until the
song finishes and the night comes to an end.
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