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Author's Note: It has been a while since I have posted a story. Frankly,
I've run out of ideas. I don't want to just keep rewriting the same thing
by changing names and making the bartender into a shoe salesman. This
suddenly came to me. I hope you enjoy.
Vince stood nervously in front of the full-length bathroom mirror. He
tugged at the dress he had put on trying to decide if this were really
the thing he wanted to wear. It was short, almost reaching the middle of
his thigh. Blue, teal, white and black rectangular shaped slanted down
and around his body. The collar was asymmetric, reaching a bit lower on
the left side than the right. It was his favorite summer dress and he was
definitely feeling warm.
Vince didn't do a lot to try and pass, didn't really care to most of the
time. He wasn't particularly hairy, so he didn't shave his legs, though
he had enough hair that he thought about it on occasion. Especially in
the winter when it would be improbable that anyone would notice, well,
except for his wife who would definitely notice. He wondered if he would
ever actually shave his legs if he got the chance.
Things had changed over the last year. Prior to getting married he had
told his fianc? that he enjoyed wearing dresses and skirts and such. She
didn't really like the idea of her man running around in a dress. Her
idea of a man as much more refined to the manly man like James Bond. It
didn't stop them from getting married though; Vince just continued to
live as he had lived his life before: sneaking into a dress on occasion
when nobody else was around.
Over the years they were married he would occasionally find himself at
home alone and fortunately found that several of Emily's dresses would
fit him. He would put on some of her panties and a dress and wander about
the house for a few hours.
One night last summer Emily complained that several of the dresses in the
closet appeared to be wrinkled and that she hadn't worn then. Vince felt
he passed it off fairly well in that her closet was so crowded that he
was shocked everything wasn't wrinkled badly.
But it was a wake-up call to him. He was going to need to figure out
something and stop raiding her closet.
While out shopping for some things for the house one day he noticed some
dresses on sale. After a peek around, nobody seemed too interested in him
so he started flipping through the sale rack. He knew what size he could
wear because of the dresses from the closet but he still needed to check
out.
He found a dress he liked, a green, black and white stripe with a high-
low hem. It even came with an elastic wide black belt. He took the dress
and tried to casually approach the cashier. There was no one else in line
so he walked right up and dropped it on the counter.
"Good afternoon." The girl smiled up at him as she punched the security
code into the register to unlock it. "Doing some gift shopping?"
"Yes," he tried to pretend he wasn't nervous. He played with the wedding
ring on his finger hoping the cashier would notice and assume the dress
was for his wife.
"OK, that'll be $17.47." She removed the dress from the hanger and
carefully folded it into a bag.
Vince handed over a $20 bill, couldn't have a credit charge showing up he
couldn't explain. He accepted his change, picked up the bag, wished her a
good day and walked straight to the door and back to his car.
He tossed the bag into the trunk, then got in and started the engine. He
waited before he drove off letting his heartbeat slow back down to
regular before driving. A smile started to creep back onto his face. He'd
done it! He bought himself his first dress!
He backed carefully out of the space and proceeded to head home. Now he
was nervous about the possibility of an accident. What if something
happened and his wife ended up getting into the trunk before he got the
dress put away. And where was he going to put the dress at home?
"What have I done?" Vince started chastising himself. "I can't return it.
That would be humiliating. Did I just throw $20 away?" The elation of
just a few moments before quickly leaked away.
He didn't throw the dress out. He waited until one day when his wife was
out and found a box in a closet in a different bedroom up on a closet
shelf. It was half empty and left plenty of room to hide his new dress.
There wouldn't be any reason for Emily to look in there.
Of course it didn't stop there. Over the next several months he
discovered the local Wal-Mart had self-check-out. He could do a little
shopping and not deal with the cashier. No explaining needed. The down
side was that the store was almost always crowded and he still felt
subconscious about shopping, but he pressed on. A few more dresses, some
panties, pantyhose, and even a couple bras were added to the box.
Everything was going great! He no longer needed to raid Emily's closet or
drawers. Over the last few months he happily spent his alone time wearing
his own dresses and underwear.
Sometimes, though, he wanted something a little different. He found
himself looking back at Emily's things and putting on a favorite of his.
Or something new that he wondered about how it would fit and feel. That
turned out to be his undoing.
"I know you told me you liked wearing dresses back before we got
married," Emily told him that morning, "but I thought you had gotten over
it. The dress I bought for the party last month? You know, the one I
ended up not wearing because we didn't go? Well, I never took the tags
off it and they are all bent and dirty like it was worn.
"Have you been wearing that dress?"
Vince felt a fire light in his belly and a sweat broke out over his
entire body. He knew he could try lying about it and also new that she
wouldn't believe the lie no matter what he came up with. He was caught.
But he had already confessed to her long ago so why not just admit it.
He had been sitting there with his head hanging down, now he straightened
up and looked her directly in the eye. "Yes, I liked the style of it and
wondered what it would feel like to wear it. I've always liked the style
of a sheer dress over a sheath but I've never tried one. So now I know. I
didn't realize I had it on long enough to make it noticeable."
"If I hadn't noticed the tag was creased you may have gotten away with
it," she shook her head. "Vince, I really don't understand this. Why do
you feel like you have to wear a dress? I mean, what is it? Are you
wishing you were with a man? You aren't with a man are you? Nobody's
coming to the house while I am out, right?"
"What, no," Vince reached for her hands trying to reassure her. She let
him hold them but didn't hold his. "I like the feeling. I feel, um, I
don't know, relaxed, sort of. Dresses feel great to me. I like them.
Don't you?"
"Yes, sometimes," Emily agreed uncertain. "But I'm a woman. I'm supposed
to like them. It's normal for me."
"Not all women like wearing them though, do they? And although today
society says that only women in our culture are supposed to wear them
doesn't mean that only women can like them. There have been times men
wore high heels, lace, and other things. I just happen to like wearing
dresses. I don't go out, I don't wear make-up, and I don't have an
interest in being with a man."
Emily sat without saying a word for several minutes. Vince let her work
through it hoping she would just let the whole thing drop. It didn't go
the way he had hoped.
"You haven't been wearing the things in my closet lately, except for that
dress. How long has it been since you last dressed up besides that time?"
"About a week." Vince started to pull his hands back but this time Emily
clamped down and didn't let go.
"So, I'm guessing you've stashed a dress somewhere in the house?"
Vince nodded.
"I think it's time I see this. Could you go put it on for me?"
Vince hesitated and thought. Could he actually go through with this? He
looked Emily in the eye and decided he had to. He nodded to her and she
released his hands.
"I'll wait here," she told him and settled back into her chair.
Vince got up and wandered to the bedroom where his stash was hidden. It
was obvious from her statement that she believed he had a dress hidden
away. He thought briefly about taking one dress and moving the rest to
somewhere else in case she decided to look now that she had an idea of
where his things might be hidden. After a moment, he rejected the idea
and decided he was going full forward. Whatever happened now, it would
likely be best for the future if she found out everything.
He pulled out a pair of black panties; they had a lace front that scooped
down and a full rear. The nylon, though warm, felt nice against his skin.
He had one black bra and it was all lace but it went well under the
summer dress he decided on.
Shaking himself from his reverie he stood looking at himself in the
mirror feeling the tightness of the bra around his chest and the panties
on his hips. The dress hung lightly down his body tickling the middle of
his thighs. The thought of walking out to his wife kept him from getting
too excited. It was dread he felt.
At last he took a breath and left the bathroom. The trip to the dining
room where Emily waited seemed twice as long as it normally did. By the
time he got to the dining room doorway he felt a trickle of sweat run
down the inside of his thigh. He was certain his bra was probably
absorbing its share as well. With a deep breath he entered the room.
Emily was still sitting there, only now there were two glasses of red
wine on the table as well. The glass in front of her was already half
empty. She visibly stifled a laugh when she saw Vince walk in and Vince
felt himself getting even warmer as he was certain he was turning ten
shades of red. He was glad he chose this dress over his red one.
Emily said nothing as Vince crossed the room and took the seat by the
second glass of wine. He picked it up and sipped it waiting for whatever
came next.
"Nice dress, looks comfortable. Pretty short even for summer," she
observed.
"Well, it is just for around the house, probably wouldn't be appropriate
for an office." Vince tried to act like it was normal conversation.
"Oh, I think I could wear something like that to the office ok. It's just
that your legs are a bit hairier at the top. Something a bit longer would
hide more."
"Oh," was all Vince could think to say.
They sat there for a few minutes not saying much. Vince fidgeted about a
little and adjusted his bra strap without thinking about it.
"Wait," Emily suddenly perked up, "are you wearing a bra?"
Vince nodded.
"Why? You didn't stuff the cups, and you don't have that much of a man
boob that you need one?" she was now staring at his chest.
"I don't always wear one," he admitted feeling a little self-conscious,
"but I figured I'd do it all so there wouldn't be any new surprises
later."
"OK, so I guess you are probably wearing panties as well then," she
smirked.
Vince nodded again squeezing his legs a bit tighter together.
Emily leaned back smiling and took finished the glass of wine. She
refilled it and looked at Vince with a smile.
"I have to admit," she told him, "this has interested me a lot more than
I expected it to. I thought I would be disgusted by seeing you in a dress
but I'm now more curious than anything."
Vince let out a breath that he didn't know he had been holding. He wasn't
certain where things were going from here but he felt the worst was
behind him.
"Please, stand up again," Emily asked as she sipped at the refilled
glass.
Vince stood up and pulled the dress away from the stickiness of his legs
and smoothed it out.
"Well, you've got the moves down don't you," she shook her head. "You
tuck it when you sit, smooth it when you stand. Are you sure you aren't
looking for a man?"
"Yeah, I'm positive," Vince told her shifting back and forth on his feet,
once again the nervousness building up.
Emily stood up and placed her hand on his chest. She traced her
fingernails over the front of the dress finding the edges of his bra.
Then she tracked across to his nipple and teased at it. She raised her
other hand to explore the other nipple as well.
Vince was surprised to see the fabric of the blouse she was wearing start
to move as her nipples stiffened and pressed outward. "Is she really
starting to get excited by this?" he thought to himself.
The idea began to bring on his excitement as his cock began expanding
within its nylon and lace enclosure. Fortunately the dress hung loose
enough that it wasn't evident yet.
"Lace," she told him.
"Yes, I like the feel. I like it even more now." Vince reached up and let
his thumbs slide over her nipples. He felt nothing but smoothness aside
from the prominent nipple itself. No lace here.
"Mmmm," Emily's eyes closed. One hand left Vince's breast and slipped
around his back. He felt her hand slide over the bra and down his spine
to the waistband of the panty. She explored his ass finding the edges of
the panty. "Oh, I thought it might be a thong, or more lace."
Vince chose not to answer. He was certain she would find out for herself
soon enough. Instead he dropped his hands down and back up under Emily's
blouse. He went back to playing with her nipples over the slick cups of
her bra. It was thin enough he could feel every bump on her breast. Her
sudden intake of breath as his fingers touched her again told him she was
very excited. He started playing with the idea of undoing the jeans she
was wearing but decided to let things keep at this slow pace.
He felt Emily's hand disappeared from his ass, her other hand still
teasing at his nipple through the fabric of his dress and the lace bra
beneath. He began to wonder if he would explode if she decided to touch
the now raging hard-on in his panties.
He found out a second later as he realized she had reached up under his
dress and ran her fingers slowly across his balls encased in nylon.
It was his turn to gasp. He leaned in and kissed her driving his tongue
deep into her mouth. Now he wanted to tear the pants off her, but she
didn't seem to be in a hurry. He struggled to contain his passion.
Instead he slid his hands around her and undid her bra. He returned to
caressing her bare breasts in his hands as she continues flicking at one
nipple and gently massaging his balls.
Slowly, painfully slowly to Vince, her fingers ventured up from his balls
to the solid shaft that awaited her attention. Her finger found the shaft
bent to the side held in by the panty. As she moved slightly more she
discovered the seam that joined the nylon and lace. She moaned around
Vince's tongue still dueling with her own as she ran her fingers along
its length feeling it through both materials.
Vince couldn't wait any longer. He dropped his hands to the waistband of
her jeans and quickly undid them. The zipper dropped and split the front
open. He found the lace band at the top of her panties and started
sliding his fingers inside but her jeans were too tight and not undone
enough. He grabbed them at the hips and started to push them out of his
way.
"Wait," Emily commanded and stepped back. Vince felt his dress drop back
down as her hand came back out from under it. "Just wait a minute,
please." She softened her voice.
Vince stood there uncertain of what to do next. It wasn't long before
Emily started again. She ran her hands down Vince's ribs, past his hips,
down his thighs until they were on the bare skin of his legs below the
hem of his dress. She slowly sank to her knees. She pulled off her blouse
and let her bra fall off her arms. She tossed them both to the side.
She looked up into Vince's eyes as she reached back up under his dress.
He couldn't maintain eye contact as his eyes needed to close as she once
again squeezed him through the panties.
She raised his dress up. "I really like your panties," she whispered just
loud enough for him to hear. "If I knew you had these on I would spend
all evening trying to look up your dress. Seeing your prick through the
lace is driving me crazy. I can't believe how sexy it looks. I want to
pull it out but at the same time I'm enjoying teasing myself. And you."
She continued stroking it.
Vince chewed on his lip trying to maintain his composure and concentrated
on keeping his knees from buckling. He was certain he wouldn't last much
longer. At least it wouldn't be a problem adding his dress and panties to
the laundry.
He felt her fingers sliding around behind him and into the top of his
panties. The front of his dress had dropped back down hiding him from his
wife. She began slowly pulling his panties down until they freely dropped
to his ankles. His dress also suddenly bulged out in front as his
erection was now free.
Emily grasped it through the dress and stroked it.
"I like this," she stated in a matter of fact voice, "I like the feel of
your dress, and the feel of your cock. I'm surprised. But I can see you
like it too. You've got a bit of a wet spot on your dress now."
"I'm surprised it isn't more," Vince gasped. "I thought I would come as
soon as you touched me you've gotten me so excited."
"Oh, don't you mean wearing the dress has gotten you excited?" she asked
just holding his cock not moving.
"No," Vince swallowed, teetering on the edge of orgasm. "This is your
doing, I stopped getting excited putting on a dress years ago."
"Really," she purred and started moving her hand again.
"Oh, God," Vince moaned.
"Not yet, dear," she squeezed tight at the base and waited.
She stood back up and slowly raised his dress up above his bra. She once
again traced one of his nipples through the lace of the bra. Then she
pulled the edge of the cup down and gave it a good suck.
Vince moaned loudly as the combination of pleasure and pain shot through
him.
Emily smiled against his chest then leaned back and pulled the dress the
rest of the way off him tossing it over with her own blouse and bra.
"Leave the bra on, though," she instructed him.
Vince nodded to her and with a smile she went back to her knees and took
his oozing member into her mouth. She sucked hungrily at it while she
reached down and started pulling his panties back up his legs. She got
them all the way up to where they were just touching his balls when he
erupted. She didn't release him until she was certain he was done. Then
she pulled his panties the rest of the way up and arranged him the way he
was before.
"Are you ok?" she asked. "You aren't going to fall down?"
Vince wobbled a bit, "No, I'm ok. I'm so ok. I had no idea this was going
to turn out this way."
"Neither did I, believe me," Emily smiled. She handed Vince his wine and
picked up her own. She clicked her glass against his and winked as she
took a sip.
"Ready?" she asked.
"For what?" Vince responded confused.
"For your turn." She put her glass on the table and then pushed her pants
and panties to the floor. She kicked them aside adding to the growing
pile of clothes and then laid back on the dining table. "You don't mind
if I pull a bit on your bra straps while you go down on me do you?"
"Oh, not at all," Vince answered.
He set his glass down and lowered his mouth to her waiting pussy. He was
only a little surprised to find that she was practically dripping wet.
Their normal sex usually had him taking time getting her ready. Not this
time. If it hadn't been for her just draining him he would be able to
enter her easily. Perhaps that was why she did it. She wanted to be sure
he performed this service on her.
He worked his way around sucking and licking her clit, slipping his
tongue inside her. He reached up and kneaded her breast with one hand. He
became aware she was using her heels against his back around his bra,
rubbing back and forth across it. It actually didn't take long before he
could feel himself coming back to life. But before he could think about
changing positions he felt her thighs clamp tightly against the sides of
his head. One hand clamped down fingers wrapped in his hair holding him
tight against her, the fingers of her other hand looped through one of
his bra straps. In a moment she was quivering against him, the vice grip
loosened.
"Oh my God," she moaned. "Those were the best orgasms I have ever had.
What have I been missing?"
Vince slowly got back to his feet and readjusted his bra that had been
pulled slightly askew. "I guess it's my turn to ask, do you want to be
with a woman?"
"What, oh no," she giggled. "There was just something about you in those
bra and panties that just struck a chord in me. Believe me, it was all
you.
"And from the looks of things, it looks like you are ready to go again."
Vince looked down at the erection once again barely contained within
panty. "Yeah, but you probably need a minute."
"Oh, trust me, I am so wet right now that you will slide right in. Can
you lower your panties just enough so that you can still have them on
while we do it?"
"Let's see," Vince grinned. He pushed the sides of the panty down his
hips a bit and released the cock from the lace. The panty still held his
balls snuggly and he moved forward. Emily was right; he easily slid all
the way into her.
"Oo," she smiled, "that feels really good, and I can actually feel your
panty touching me." She reached out and again started tickling his nipple
thought the lace bra.
They coupled like that for several minutes. Both spent and excited at the
same time. It was quite some time before they reached another climax.
Vince slowly withdrew from Emily. He fixed his panties and waited to see
what would come next. He hoped it involved sitting because almost all the
strength was gone from his legs.
"Hand me one of those towels, please, dear," Emily asked. "And if you
wouldn't mind, hand me my blouse and panties. And why don't you put your
dress back on."
Vince did as she asked. He held her clothes while she finished cleaning
herself and then waited while she dressed. Her blouse was barely long
enough to cover her butt, and it was a nice view all the same.
They sat back down and sipped at their wine. Vince waited to see what
came next.
"OK," Emily finally broke the silence. "First, I'm not going to pretend
that I really understand this. And despite what just happened here I'm
not sure I want to see you like this all that often.
"Second, I am pretty certain that this isn't the only outfit you have, is
it?"
Vince shook his head. "I have four more dresses and some other things
stashed away. You wouldn't like to wear the same dress every time, why
would I?"
"Oh, I'm not saying you would. I'm just trying to wrap my mind around
this situation that I was totally oblivious to until very recently. I'm
curious about your other outfits, but I don't want to see them right now.
"So, ground rules," she continued. "You can store your things openly in
the other bedroom. If we have guests that need to stay with us you can
pack them away while they are here. Is that OK with you?"
"It will sure beat pulling the box down each time," Vince answered.
"Other than that, I want to think on this for a while before I see this
again. I got excited and let it take me away for a while but soon I know
I'm going to start questioning everything again. I don't want to tell you
something now that I will change my mind about later."
"Are you sure about leaving my clothes in hanging in that closet then?"
Vince wasn't worrying this time.
"Better than knowing you are hiding things from me still. I may know they
are there but that doesn't mean I'll see them unless I go looking for
them," Emily assured him.
"OK," Vince refilled his glass, "so what do we do for the rest of today?"
"We have some cleaning to do around the house. I think we get that done,
dressed just as we are. Then we'll see what comes next."
They went to work about the house doing the regular vacuuming, dusting,
etc. Vince couldn't help but watch the yellow, orange and white stripe
panties that peeked out below Emily's blouse on occasion. And several
times he noticed Emily trying to take a peek up his dress.
They made love again that night and after neither of them could remember
a day in their relationship that involved that much sex. They quickly
drifted off to sleep.
* - * - *
A week later Emily told Vince that she had thought long and hard about
the previous weekend.
"I'm still not ready to just say do whatever you want whenever," she
informed him. "I still need to have a husband, a man. It's the way I was
raised; it's the way I think. And even though you proved yourself a man
several times that day, I need the visual as well.
"That being said, I also know now that you have a need to express
yourself in other ways. When I'm not here, I suspect you will continue to
do that. And, I am surprised to say, I totally support that. I want you
to feel free to add to your collection. Think about shopping for some
things online, you'll have better choices. I trust you to keep the
finances under control.
"With this freedom, do you expect to go further?"
Vince thought for a moment. He was thrilled with the thought of being
able to do this, even if it was still private. But what would he do with
it. Emily waited patiently while Vince absorbed her decision.
"I've wondered what it would be like to wear the proper shoes with my
dresses. I've had trouble finding my size. Also, I've wondered about
shaving my whole body. Would the lack of body hair on me bother you too
much? I mean that was one of the first things you commented on when you
saw me in my dress."
"Could you wait until the weather turns again? I'll feel better about it
if I know that others won't know and if I like it we can always say
something about it next summer if someone asks. Maybe you can take up
biking?" she laughed.
"What about makeup?" she went on. "And wigs, and I don't know what else.
Am I going to come home one day and find you looking like a woman and
nothing like my husband?"
"I'm not sure," Vince admitted. "I've never had the kind of freedom that
you are allowing me. I may decide I want to try some things. Some of it I
may like; some of it I may not. I won't know until I get there. For right
now, I am thrilled to just be able to do what I have done all my life
only not worry about hiding it from you."
"I would like another day like we had last weekend. Perhaps I'll dress up
for you that day as well. Perhaps a monthly thing we could do. We'll make
a day at home with nice meals and planned activities: games, cleaning,
whatever. And we'll take it a little at a time. Is that OK?"
"That is so OK with me," Vince took her in his arms. "I know this has
been a real challenge to you and I appreciate what you are doing. I love
you very much."
"I love you, too." Emily leaned to kiss him.
They kissed and held each other for a long time.
Marisol
- 12.08.2020
- 20
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