Did you ever put on something So Girlie that you got a bit of a laugh out of it

[Robbiegirl]

I have a good sense of humor when it comes to crossdressing so am always curious how I might look and feel in a particular item.

For me it was a pink nylon babydoll nightie from the late 60s with several layers puffy material. It even had silky granny panties with ruffles on the butt. LOL It felt amazing and so girly but was so frilly that I thought it was more comical than real. There is no possible way I could sleep in it !

I still have a square Dance Dress with petticoats on my bucket list but can't bring myself to buy one just for a quick thrill !

[docrobbysherry]

I do quite a few stories involving comical female figures and looks, Robbie.:heehee:

But, from your earlier posts I have feeling you really mean the thrill of wearing such outfits, not how funny u look in them!:o

I get no thrills from dressing funny. I do it just to for the heck of it!:straightface:

What blows my hair back is seeing a sexy woman in y mirror!:)

[Natalie5004]

I have not. I do not tend to purchase clothes that I cannot wear outside the home. That being said, I do have a silky nightgown that does not get enough use.

Maybe a Square Dance outfit would be fun.

[Stephanie47]

Fortunately, I am not a hairy beast. My genetic profile has left me with no hair follicles on my thighs and calves and underarms and sparse on my chest. The hair I have left is fine and light. Donning a wig any of the fifty plus nightgowns I have would not produce laughter, although I think my wife would roll on the floor and split her gut with laughter. Anyway, the best I can come up with as far as "girlie" is probably more in the realm of "womanly." The best or worst, depending how it may be viewed is a combination of a long line bra and open bottom girdle with traditional stockings attached. That combination really does not slim down that bump at the mid section. It's no wonder women have tossed all those girdles in the garbage.

[Patience]

My biggest, maybe the only real unfulfilled ambition dresswise is to wear a wedding dress.

Other than that, most clothes I buy are generally intended to be worn in public, so it's never for a laugh, just the joy of being dressed.

I do have a fancy frock or three that aren't exacly streetwear, but would work well in the right venue.

[alwayshave]

While an own more than a few girdles, I have never laughed. I really do enjoy them.

[Amelie]

Sometimes other people laugh at the clothes I wear.

The only silly thing I can think of was one time I wore a "Boy George" style hat which at the time I thought was cool. I had a mannequin for my sewing projects and that's where the hat sat for the next few years.

[Tracy Irving]

I have more than a few tutu’s that I wear with 60 denier thigh highs. Looking back at some of those pictures puts a smile on my face. Dang, now I want to go get them out!!

[Karren H]

I have not found anything too girly that I would not wear, yet. Double I ever will. Actually I feels it?s the other end of the spectrum, not girly enough or female clothing that?s too masculine. Aka, womens jeans! Lol.

[Connie D50]

I have like I'm sure a lot of us French maid uniforms. I purchased a over the top pink one that made me and my wife LOL

[Lisa Roberts]

My greatest joy as a CD was being welcomed in a Bridal Salon. The owner was tickled that I wanted to wear a Bridal. She dressed me in several gorgeous gowns. I strolled around in the store and she even escorted me for a walk outside in front for the world to see. It was magical. I stood in front of the huge mirror and actually cried. There is no other feeling in the world. I?d love to be a bride in a huge wedding.
You MUST find a Salon and see if they will accommodate you. Lace and Smiles, Lisa

[Charly52]

One of my favourite purchases was some time ago, it was a ultra frilly pink chiffon hooded long nightie I love wearing it around the house but it?s far to warm to wear it all night in bed.

[Jillcder]

Im guilty of being a girly girl and have worn a few outfits outfits that made me laugh. One of my favorite giggle at myself outings i was wearing a black faux leather pleated bell style mini skirt with a white petticoat black stockings and 3? heel black leather boots with a cute lacy top this outfit also caught the attention of 4 female flight attendants waiting in the hotel lobby for their ride as I walked by they all giggled and smiled at me! All I could do was smile back and keep on walking.

[Erin Lafleur]

I have yet to come across anything that is too girlie for this gal! Can't recall ever seeing anything that I felt was too feminine for me...
I have baby dolls, petticoats, tutus, corsets, thigh highs, heels, opera gloves, you name it. And I love having the freedom to wear what I want, when I want. If it's silk, satin, lace, chiffon... it appeals to me.
Obviously I don't venture into the wild as I have no interest in scaring the general populace.
A local thrift store recently advertised wedding dresses for $10 a pop and I was there like a dirty shirt. Unfortunately there was nothing in my size as I anticipated but there were some very pretty dresses nonetheless. My thinking was that even if I was to buy one, I could have a talented seamstress add something of a panel to the back of the dress as it wouldn't have to be an exact match in either material or colour since it's only for my appreciation.
In the end, I felt that the boobs would be too close together and look a bit unbalanced, for lack of a better word...
But, I will one day own a wedding dress or ball gown. They are simply too beautiful not to...

[Janine cd]

I've been dreaming of wearing a wedding dress for as long as I have worn women's clothes. Even if I look ridiculous in it.

[Christie ann]

The girliest item I gave ever worn was a wedding dress. The women at a local David?s Bridal did me up very nicely, it was not a silly of funny thing but very much fun for all. The only ridiculous part is that our society has all these unwritten rules about who can wear what.

The item I wore that got me to laugh the hardest was some guy clothes in the 1980?s. Enough said about that.

[Patience]

In the end, I felt that the boobs would be too close together and look a bit unbalanced, for lack of a better word...There's a solution for that - get smaller boobs!

Unless you're going for that "one in the front, one in the back" look. ;)

[CarlaWestin]

.................but can't bring myself to buy one just for a quick thrill !

Tell me about it. Three 60's housewife dresses and four long fluffy petticoats.
One of my latest adventures was uber-buxom, tight star covered leotard, leather skirt with suspenders, afro wig and *ehem* lady of color makeup.

I'm back to the housewife look. At least that doesn't scare the dog.

:straightface:

[Sometimes Steffi]

The girliest item I gave ever worn was a wedding dress. The women at a local David?s Bridal did me up very nicely, it was not a silly of funny thing but very much fun for all. The only ridiculous part is that our society has all these unwritten rules about who can wear what.

A bit off topic, but, I have a CD/TS friend who got divorced from his first unaccepting wife and married an accepting wife. The ceremony was held facing the Potomac River with the happy couple, an officiant, and a Best Man and Maid of Honor. "He" was the one who wore the wedding dress; she didn't. I wasn't there, but saw pictures.

I also attended a Lesbian wedding where both GGs wore (different) wedding dresses.

[Cheryl T]

While something ultra feminine or very frilly might bring joy to me I've never found anything that makes me laugh about my appearance in it.

[Natalie5004]

Actually I had a mostly black off the shoulder Ball Gown. It was hard to wear. Long and many layers underneath to give the full skirt look. Lots of sequins. Hard to keep up because I do not have a natural set of D breast needed to fill it up. It tended to slide down.

Back then I had my full length of hair and I did it in an updo.

I did not leave the house with it. I had nowhere to go.

[BrendaPDX]

Count me in. I have two wedding dresses, yes two complete wedding dresses with slips and trains and yes they fit. Does anybody here know how hard it is to put on a wedding dress by yourself, well it can be done but it isn't easy. I also have a square dance outfit, that one made me laugh out loud. Wish I had taken pictures.

[jazmine]

I've never laughed to myself about my various clothing items, but I often laugh about how I ended up winning the x-dress gene in the great lottery of life. My wife often laughs at my various Jasmine outfits calling them frou-frou. The latest ["What-The-Actual-@#$% ! Really? LOL!"] from her is when I was wearing this. I bought it from a burlesque performer recently.

336471

[Kris Burton]

Not so much a particular outfit, but if I put on something I think is very pretty, and take a photo posing in a very girly way ( winking, blowing kiss etc.) I feel absolutely ridiculous. I do not find that so when I see others doing it, just me. You'll never see those photos!

[Cheryl T]

I was thinking about this and do remember one thing that made me giggle a bit.
Years ago, I won't say how many, there was a bit of a fad where girls were wearing stockings and heels with lace trimmed ankle socks. It seemed a bit strange, but for some reason it attracted me. I bought a pair of pink, lace top ankle socks. Of course I was in a garter belt, panties, seamed stockings before I slipped on the socks. Then I put on my sexiest stiletto pumps. I wasn't laughing but I do remember giggling and feeling strangely girlish. It wasn't a sexy feeling, more of a teen girl feeling almost like I was doing something forbidden by my parents.
I never wore them outside, but I did for my private enjoyment for quite a while. Funny, but that memory is making me giggle all over again.

[kimdl93]

I have purchased some dresses and tops that looked really good on the models, but in the mirror they were kinda cringe-worthy. I am not sure if I laughed?mostly just shook my head.

[Sylvia88]

I usually try to dress as a woman my age would but once ordered a cute little white onesy with a pink heart 🩷 to show off my cleavage and a little pink skirt!! I felt kinda silly the first few times a wore it but it makes me feel good when I wear it now!!??pink ❤️..Sylvia

[Robbiegirl]

I think you hit the nail on the head Sylvia when you used the word Silly ! Anybody that watches the amazing Ms Maziel will get an idea of how frilly the items women and girls wore in that era and understand why a guy might get a giggle out of the dressup experience.

[Nicci]

I'm very slender. Meaning much of my attire comes from the lil girls section. Like I'm pretty sure my yoga short size is the same as most eight year old lil girls. So some of the dresses I've tried are overly princesslike lol

[GraceH]

I occasionally buy something I'd never wear out in public, because it tickles me. Examples include a dirndl (a Bavarian dress worn during Oktoberfest), a square dance skirt with a full petticoat, and a few cute skirts that just cry out "flirty." I also have some very formal dresses that would be appropriate for a night out to the opera, but I've never had the nerve to do that. Those make me smile a lot, but I wouldn't categorize them as funny. I have a hotel maid outfit that I often wear when I'm doing laundry and house-cleaning. I've never owned a French Maid's outfit, though that would be fun. I've had a couple of Prom dresses, and a couple of wedding dresses, that I'd never wear in public, but they are fun, if not funny.

[Lacy PJs]

Robbiegirl,

I like the sound of that outfit you wore... the babydoll PJs and wish I could find something like that that would fit me. :)

I have tried a few combinations that just didn't work for me and in some cases, made me chuckle. It's not that they were over-girlie but it was just the way they fit. In particular, I have a pretty low waist so a nice skirt & blouse outfit just doesn't look good on me at all.

Lacy PJs

[Judy-Somthing]

Getting dressed up as a woman just about always put a smile on my face which always helped me get some nice photos.
If I was feeling bad about sneaking behind my wife's back I had trouble smiling.

[CeCe]

My girlfriend bought me a French maid's outfit, complete with a feather duster. I tried it on and we laughed and laughed and laughed!