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A Hilarious Look at the Challenges Most Crossdressers Will Face

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Posts: 376
 Mona
Duchess
Topic starter
(@yestothedress)
Reputable Member     Florida, United States of America
Joined: 6 years ago
wpf-cross-image

By Mona

A light-hearted look at the trials and tribulations of learning to cross dress based in large part on my first-hand experiences (and maybe yours too?)

Just sit right back and enjoy this tale

of men who love to dress

Most started at a tender age

but why is anyone’s guess

 

For many it’s a troubled route

spent battling the urge

The lovely clothes we’ve all thrown out

in cycles of binge and purge

 

Panties, bras and silky slips

how we love the feel of them

Even under drab men’s clothes,

a girl can still feel femme

 

But lacey satin lingerie

is not made to fit most guys

At online stores we agonize

did we order the right size?

 

Our butts and hips we must enhance

with pads made of soft gel

We wear enough damn padding

to play in the NFL

 

When nature calls you will recall

there’s a man bit you must free

But when you’re wearing pantyhose

do you stand or sit to pee?

 

Cross dressing is laborious

so many things to learn

The work is not so easy

girl’s passing must be earned

 

Necklaces are nice to wear

but we cuss to beat the band

While grappling with those tiny clasps

made for so much smaller hands

 

Garter straps that don’t stay tight

and zippers that won’t slide

And blouses with small buttons

that fasten on the wrong side

 

With lipstick and eyeliner

every girl must find her own way

We aspire to be Beyoncé

but will settle for Doris Day

 

Overdo your lips or eyes

and you’ll come to see real soon

That you look much like The Joker

or a very ill racoon

 

Most girls brush on mascara

to emphasize each lash

But touch that black goo to your face

and your look goes in the trash

 

False lashes are the devil’s work

and you will scream and cry

When you glue the third one in a row

to the middle of your eye

 

Once your makeup is perfected

‘cause you haven’t used too much

You’ll want to don a pretty wig

as the final crowning touch

 

Just be sure that rug is good and snug

or in horror you will shout

When it takes flight in a gust of wind

As you’re strolling out and about

 

In stockings, tights or pantyhose

how we love to show some thigh

Sliding up our just shaved legs

we shiver and feel high

 

But jagged nails on hands or feet

will quickly spoil the fun

When that pricey pair of sheer thigh highs

is ruined by a run

 

Let’s flaunt our legs in a tight miniskirt

the girl inside will cry

Like a pricey runway model

she wants to catch your eye

 

Yes, those models in their lingerie

are so proud to strut their stuff

But a hairy back in a bustier

is a sight that’s pretty rough

 

Then there’s very pretty dresses

how we love to wear them all

From simple frocks to evening gowns

for wearing to the ball

 

But be sure a dress can stretch enough

to accommodate your frame

‘Cause twisted limbs and cries of pain

are best left to a rugby game

 

Once you’ve finally squeezed into that dress

you’ve lost more than an hour

And you’re sweating so profusely

That it’s time for another shower

 

Yes, it takes many hours to perfect your look

then of course it never fails

You look down at your hands and see

that you’ve lost three press on nails

 

Lady’s shoes are not like men’s

there’s such a vast array

From platform pumps to Mary Jane’s

it’s hard to find your way

 

But every girl soon comes to know

when shopping at the mall

Why worry about the choosing

go ahead and buy them all!

 

There’s thigh-high boots and strappy heels

and stilettos to the sky

To walk in them is quite a feat

for the average stocky guy

 

You’ve got to learn to take small steps

and be careful not to sway

If you hit the ground you may hear the sound

of an ambulance on its way

 

A corset is great for achieving the shape

of a woman instead of an ape

Just take a deep breath and suck in your gut

‘til your mouth goes all agape

 

It will deliver an hourglass figure

some curves that will help you sashay

But lace it too tight and for breath you’ll fight

and your face turns blue by the ending of the day

 

Who knew brassieres were so complex

they mystify most newbies

Seems you’ve got to have a PhD

to choose the right pair of boobies

 

A really nice set of voluptuous breasts

is surely the ultimate prize

But too many girls think that bigger is better

and choose an outlandish cup size

 

Oh the rolls of tape that have been used

for some cleavage to create

But after ripping off that sticky stuff

the pain will take days to abate

 

So, let’s hear it for us guys who dress

though so many don’t know why

At least we can relate to the girl on date

who hopes to impress her guy

 

There’s so many ways we can stumble

and I’ve come to see at last

A girl has to strive to come fully alive

so that one day she will pass

 

To end this tale of angst and woe

let me state without a smirk

That becoming the woman of your dreams

takes a lot of damn hard work!

Alright Girls, now it’s your turn! Please use your own creativity and write us a funny stanza that would perfectly fit into this hilarious poem! We are looking forward to your responses!

 Or Girls, pick the one stanza from this poem which directly hit home to you and may have reminded you of a funny short story you would love to share with us!

 Thank you for reading this poem and possibly providing us with a funny response of your own……..Sincerely, Mona

Please go all of the way to the bottom of this page to leave your clever and entertaining responses! Thank you!

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50 Replies
Posts: 1041
(@scarlett398)
    Pensacola, Florida, United States of America
Joined: 7 years ago

Mona, I love this poem and it hits home with so many challenges we face every single time we are in the process of getting our total girl on!

I love you Mona! XOXOXO Scarlett

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2 Replies
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Hey Scarlet my favorite skater sister,
Sorry I’ve been out of touch for a while, sometimes I actually have to spend time at my day job. It’s been hectic the past few weeks. Anyway, thanks for your comments on the poem And all your Help as a fantastic editor. Talk again soon girlfriend you’re the best.
Love and hugs, Mona

Reply
(@scarlett398)
Joined: 7 years ago

    Pensacola, Florida, United States of America
Posts: 1041

Hi Mona, Scarlett here! I've been doing every thing I can to promote your poem in the chat room. I've been asking them not only to read it but to submit a response to it as well.

The responses are starting to finally filter in and I'll be plugging it as long as I can.

My time on here has been limited as well. One reason was our trip to Augusta GA for The Masters and the other is the second week of my wife's vacation and all I'm doing this week is following orders and working on that garage that's as large as anything we've ever lived! We are attempting to get two cars in there and that 56 inch zero turn radius Husqvarna mower in there. The mower when in there several months ago when it first arrived. My new white 2018 Honda CRV has been in there for two to three months now. And now it's time to get my wife's 2015 crotch rocket Honda 2 door coupe. It's a three day project to pull that one off!

I'll stay in touch and if you go on chat, please plug your poem and tell the girls how to get to it!

Thanks BFF and stay in touch! XOXOXO Scarlett

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Posts: 1351
Ambassador
(@elbereth)
Noble Member     Northampton, Massachusetts, United States of America
Joined: 7 years ago

Love it Mona!

Reply
2 Replies
(@scarlett398)
Joined: 7 years ago

    Pensacola, Florida, United States of America
Posts: 1041

Hi Michelle, it's Scarlett. Please let as many girls as possible know that this poem/article is in the Media Review section and tell them how to get here to see it.

I edited it for Mona and picked out the photo that goes with the poem. I'm so glad you loved it. We need more girls to see it and send some responses to it in to Mona!

We were hoping to have it in the Article Section but the bosses thought it would get maximum exposure and immediate exposure here!

Please help to spread the word on this one because it is absolutely hilarious don't ya think?

Thanks a bunch and love ya! XOXOXO Scarlett

Reply
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

So glad you enjoyed it Michelle. It was a lot of fun to write and I’m glad I was able to share it with all the girls here at CDH

Reply
Posts: 33
Guest
(@Gabriela Romani)
Eminent Member
Joined: 6 years ago

Mona, I think you have overwhelmed us with a an all inclusive article. Thank you for the time and dedication! I had some laughs, was nodding in agreement, and just smiling while I was reading.
As you know, I enjoy your humor which can be as silly as mine at times. Life is too short to live it without some joy!
Thank you Mona!

If at some point any of the musses visits me during my sleep, I’ll give it a try to adding up to your work. 🙂

Hugs,
Gaby

Reply
2 Replies
(@scarlett398)
Joined: 7 years ago

    Pensacola, Florida, United States of America
Posts: 1041

Hi Gaby, it's Scarlett and I edited this poem for Mona and we are both trying to get it maximum exposure because it's an instant classic don't you agree?

The boss placed it here in Media Review and I'm not sure girls look in this area very much so please spread the word in the chat room or by PMs to let the girls now where this poem and photo is and what the title of the article/poem is!

Thanks Gaby and see ya in the chat room girl friend!

XOXOXO Scarlett

Reply
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Come on Gaby, I know you’ve got at least a few lines of brilliant poetry in you. Thanks for kind words on the poem - good to hear that you could relate to many of the things that are described. Or should that be sorry to hear...

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Posts: 2176
Ambassador
(@skippy1965)
Famed Member     Richmond, Virginia, United States of America
Joined: 9 years ago

Where did you get a picture of one section of my wardrobe (aka Cyn's boutique)? lol
Cyn

Reply
1 Reply
(@scarlett398)
Joined: 7 years ago

    Pensacola, Florida, United States of America
Posts: 1041

Hi Cyn, it's Scarlett and I picked that photo out from Getty's images on line!
Cyn I know about that wardrobe of yours and I thought mine was a killer wardrobe, but I'm simply a start up rookie when it comes to comparing my skimpy little wardrobe to yours girl friend!

I thought the photo fit this poem I edited for Mona and Brina helped me place it into the photo image spot for this piece of hilarious work!

Love ya and now that I'm back from The Masters Golf Tournament in Augusta GA, I'll see ya in the chat room!

XOXOXO Scarlett

Reply
Posts: 117
Lady
(@constanze)
Estimable Member     chiang mai, Thailand
Joined: 6 years ago

Been there, done that,got the camisole.

Reply
1 Reply
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Thanks Amelia. Would love to see a pic of you in that cami

Reply
Posts: 213
(@lorrie_kaye)
Estimable Member     Melbourne, Florida, United States of America
Joined: 8 years ago

Just. Freaking. Hysterical! Love you, Mona!

Reply
1 Reply
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Thanks so much Lorrie - it was a lot of fun to write and so glad to hear you enjoyed.

Reply
Posts: 192
(@steffaston)
Estimable Member     Near Reading, Berkshire, United Kingdom
Joined: 7 years ago

Dear Mona what a lovely thing
To write in verse on everything
That all of us we hold most dear
Our love of dressing up each year

Your poem was so bright and breezy
It made my laugh! it wasn’t cheesy
O how much of it all rang true
Most of it I’ve been there too

For many years I’ve had this urge
But only once have had to purge
But stealth is still the way I go
Still in my closet and not on show

Although I only managed three
These verses are a gift from me
I do hope others can add more
Oh dear Oh dear now that makes four!

Dear Mona thanks again from me
Lots of love
From Stephanie xx

Reply
1 Reply
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Ah, lovely Stephanie, you have touched my heart and made my day by contributing your wonderful new verses to this epic tale of angst and woe haha. I was hoping that a lot of this would resonate with many girls here at CDH and I think that it has.

My personal favorite line is about the false eyelashes, although the one that mentions playing in the NFL is also pretty good, IMVHO. Ah well, Sometimes it’s just good to step back and have a laugh about this thing that we do and some of the things we put ourselves through.

Hope all is well with you sweetie and you’re able to find some free time to let Stephanie out. It is always wonderful to see her grace the photo pages.

Love and hugs, Mona

Reply
Posts: 376
 Mona
Duchess
Topic starter
(@yestothedress)
Reputable Member     Florida, United States of America
Joined: 6 years ago

Thanks Amelia. Let’s see a pic of you in that sexy cami!

Reply
2 Replies
Lady
(@constanze)
Joined: 6 years ago

Estimable Member     chiang mai, Thailand
Posts: 117

Certainly Mona! Love the poem!

Reply
Lady
(@constanze)
Joined: 6 years ago

Estimable Member     chiang mai, Thailand
Posts: 117

Coming soon!

Reply
Posts: 736
(@paula1)
Prominent Member     Newport, Victoria, Australia
Joined: 9 years ago

Mona what a fantastic read, This has hit me in so many ways, it sounded like you have just told all of our stories, thankyou XX

Reply
1 Reply
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Hi Paula - glad you enjoyed it and thank you for commenting. It was a ton of fun to write this thing.

Reply
Posts: 33
Guest
(@Gabriela Romani)
Eminent Member
Joined: 6 years ago

Dear Mona this poem you composed is class
it explains the problems us girls must pass
so as I finish with words that are true
I enjoyed your words so thank you.

Sorry I had to let out my inner Shakespeare.

Reply
2 Replies
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Hi Donna, that's a great stanza - you should let your inner Shakespeare come out more! Glad you liked the poem and thank you for commenting and adding your contribution. I think I managed to capture a lot of our common experiences, especially those of us (like me) still on the learning curve.
XOXO Mona

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Guest
(@Gabriela Romani)
Joined: 6 years ago

Eminent Member
Posts: 33

Looking at your pictures Mona your learning fast.
Mine was nothing when compared to your epic poem. You have talent.
Donna x

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Posts: 182
Duchess
(@hocpeditor)
Reputable Member     Titusville, United States of America
Joined: 6 years ago

Mona

So much fun!

Working on a stanza so far have

I just finish en femme should shopping
and on my way back home
Stopping by the bank 'cause
I'm gonna need a loan!

Luv
D

Reply
Posts: 182
Duchess
(@hocpeditor)
Reputable Member     Titusville, United States of America
Joined: 6 years ago

Hi girls!
Mona,

This may be a duplicate. I commented earlier but when I tried to edit a mistake my comment vanished.

Clears throat:

Just finished my en femme shopping
And on my way back home
Stopping by my hometown bank
I'm gonna need a loan!

Thnxoxo for the poem it's so fun.

Luv
D

Reply
1 Reply
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Hi Deanna - that is a great little stanza you have composed and unfortunately oh so true. I could never really understand why girls/women love shopping so much until I got into this CDing thing seriously in the past year. Now I know.

Thanks for commenting and for your contribution to the fun, girlfriend. Feel free to add some more if the muse strikes you again. XOXO Mona

Reply
Posts: 33
Guest
(@Gabriela Romani)
Eminent Member
Joined: 6 years ago

Loved this expose...just LOVED it. Name of " BYRON ". Is not lost on me. I have published many articles over the past 50 years. I LOVED how you made such sense of our constant sweatting struggle to make ourselves beautiful. Our frustration was well represented in the cascade of comedic poetry.
And topping it all off with. " ...it's just plain hard work..."
Nicely done Mona...I LOVED it.
Dr. T.J.

Reply
1 Reply
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Hello Dr. T.J. - thanks so much for your comments on the article - I love the fact that you loved it. I enjoy writing of all kinds, but poetry and especially limericks (which this is not, obviously) are particularly fun. And this poem really is based quite a bit on my firsthand experiences - for example, I have literally spent half an hour trying to get a necklace to clasp, and more than an hour trying to put on false eyelashes (and that's just the first damn eye!).
i do enjoy CDing when I have the chance, which is at most twice a month. Like you (I read your profile), I enjoy putting outfits together and trying different looks. Cross dressing has many aspects, but certainly one of them is creative expression, much like writing or painting. I have come to realize that I definitely do not want to be (or dress like) a woman full-time - it really is just too much damn hard work!
I saw in your profile that you're a retired surgeon - like many folks, I have great respect for that and I'm sure your career was rewarding. You mentioned that you've published many articles and perhaps most of those were in scientific realm (e.g., medical journals)? I ask because I am a scientist who has also published articles (but nowhere near 50!), but what's frustrating sometimes is that most of these do not get cited very often. Maybe that says something about the quality of my science but it's also easy for papers to get lost in the general shuffle, I think.
All of this is a VERY long-winded (I told you I enjoy writing) way of saying - I really appreciate getting comments like yours on this article. So thank you again.
Hugs, Mona
P.S. In trying to explain this behavior to my wife, I've pointed out that men who like to cross dress come from all walks of life. So now I can include surgeons among the examples.
P.S.S. I was intrigued by your reference to Byron and so did a quick scan of his biography on Wikipedia. Of course, there's many dimensions to this giant of a man, but this sentence did jump out at me within the context of our conversation here: "Scholars acknowledge a more or less important bisexual component in Byron's very complex sentimental and sexual life." Now this has got me thinking about apples falling from trees, Dr. Byron (joking, of course).

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Posts: 6
Lady
(@khloe_k)
Active Member     Coral Springs, Florida, United States of America
Joined: 6 years ago

Every turn is right on the money. So thoughtful and well composed. Kisses!

Reply
1 Reply
 Mona
Duchess
(@yestothedress)
Joined: 6 years ago

Reputable Member     Florida, United States of America
Posts: 376

Thanks Khloe - very happy to hear that you enjoyed it! Giggles and Huggles, Mona

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