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

Transgender Heaven - Gender Journey

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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On-and-off CDing since early teens. Long stretches without any urges but here in my advanced middle age Mona has emerged in force. She's a high-spirited gal who shall no longer be denied. It's both thrilling and I must admit a bit frightening because I don't know where she's planning to take me. Although I only get to dress every now and then, I'm having great fun and just enjoying the ride. I'm happy to have found this welcoming and supportive community and hope to get more involved as time allows.

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Chloë CameronMonaKendra WoodsKhloe KoutureT.J. Byron Recent comment authors
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Trusted Member

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

Michelle Liefde
Active Member

Love it Mona!

Trusted Member

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… Read more »
Gabriela Romani

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. 🙂


Trusted Member

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

skippy1965 Cynthia
Trusted Member

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

Trusted Member

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

Amelia walker

Been there, done that,got the camisole.

Kathryn Lynn
Active Member

Just. Freaking. Hysterical! Love you, Mona!

Stephanie Aston

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… Read more »

Active Member

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

Donna James
Active Member

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.

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