Do you dress like a woman your age?

[TamT]

I'm in my fifties, but I like to dress as if I were in my forties. I also have some clothes I bought many years ago, so I can dress like a young lady just for fun.

How many years are between your real age and the one you look (and feel) like?

[JuliaDLS]

I enjoy playing with my look. I have some mature outfits and some with a younger vibe. I guess the only look I don't indulge is casual, college aged girl. Boring.
I feel very young inside. I love a lot of new music. If I feel it I feel it. I like a lot of new things. And there are some new things that I find boring or just an uninteresting rehash.
It's important not to be bitter. I see people complain about new stuff and say it sucks when in reality is they who suck.
Some people get mad because the world changes. I find it interesting.

[Maid_Marion]

I'm in my 50s but usually wear clothes for juniors because they fit so well.

I didn't wear shorts until my late forties so my legs look amazingly young.
I use spf 50 sun screen frequently to avoid sun damage.

I was underweight in my 20s. I exercise enough to still have the same waistline I had in my 20s!

Marion

[docrobbysherry]

I really don't know, Tam? I'm 78 but am not sure what age I dress. What do u, (or anyone), think?:daydreaming:

Then, I'll know how to answer in the future!:heehee:

Here I am just back from a club a few weeks ago.
323336

[MarinaTwelve200]

I play with my look all the time (That's what I do is take pictures) I don't go out-

[Ruby62]

I too have various age styles and enjoy a weekend of multiple outfits.

[TexasLegs]

Is there a difference between 40s and 50s?

I'm in my 50s and I dress like I'm in my late 20s. It's what I like and if I have to dress like an old woman (my age), I'd just as soon not dress.

[Natalie5004]

I do not know. I am a beginner in this girl stuff. Clothes confuse me.

But I just bought a knee length jean skirt that is a good look for me. Casual is a look I am going for sometimes.

Natalie

[joann07]

I'm 52, but I look a lot younger so I dress in the range of my late 20's and early 30's.
I love to wear off shoulder type dresses, rompers, and tops which I get from stores such as Forever 21, Papaya, and Dillards (Juniors).

[Sandi Beech]

I dress WAY younger than I should, but then I am mostly into the clubbing scene. I have yet to have anyone say I should dress my age. One women said ? it?s not fair? when I tell her my real age so I say wear what you like if it does not cause you any problems.

Sandi

[Karren H]

I dress 50 years younger that the average women in a assisted living facilities.

[Geena75]

I suppose I dress about 25 years younger than I am. But then, I dress probably about 20 years younger than I am the rest of the time. I've never really figured out what I should dress like. I have thought about getting a long silvery grey wig, just to see (but I'm not actually anywhere close to that grey on my head).

[Frannie7]

I am 62 and will dress to blend when out to the mall and other shopping. So probably late 40s to 50s look. at home it's fun to indulge in younger clothes.

[Suzih]

I don't want to dress My age, So I dress young. It's a better look.
SuziH

[franlee]

I think so. I dress like my wife and sister and they are just a little younger than me. And at the upper 60's I think it is a good blending and neat look/style.

[sara66]

At home anywhere from 20's to 50's. When i go out I shoot for 40's . Just slightly younger than I really am.
Sara

[countrygirl]

No, I may be in the minority but I am 40 but find myself dressing as a mature grandmother type.

[mbmeen12]

How many years are between your real age and the one you look (and feel) like?
Younger than 10 years dressed...i.e. 45ish

[Kris Burton]

I dress the age I am in my mind, which is 40 at oldest. When I venture outside, I'll need to be more age appropriate so as to blend in better.

[Stephanie47]

Age 74, hoping I dress like I am in my 40's-50's. Actually, I think a knee length dress probably covers 30's to 60's. Heck, Vanna White is 64.

[JessFargo]

Im a sissy **** that s attracted to other femme sissies. I enjoy wearing a short tight fitting skirt when I'm playing at home. I've never had the opportunity to go to a club or out in public, but I would maybe tone it down a notch. Dressing young and sexy is fun. Turns me on too.

[Jolene Robertson]

Good question. I do dress more appropriate for my age sometimes but most of the time I dress about 30 years younger than I am (66). I didn't start dressing fully till I was in my mid 50's so have had to try things out to see what I think looks best on me and is comfortable. As my wife told me, she had here whole life growing up to wear everything so I should experience it all if I want to.

[Angela Marie]

I'm 67 but people tell me I look younger, and I keep myself in good shape so I tend to dress a few decades younger than my chronological age.

[Krisi]

Not all women of the same age dress the same. So do I dress my age? As a "senior", I know better than to dress as a teenaged girl. I know better than to try and look like a "hot" twenty something woman.

That doesn't mean I dress like a woman in an assisted living facility either. My dresses and skirts are a bit longer than what a younger woman might wear and my shoes are mostly flats.

[kimdl93]

In short, yes, whenever possible.

My style, such as it is, is to dress casually but hopefully in a neat, presentable manner.

[BLUE ORCHID]

Hi TamT :hugs:, I am almost 79 and I don't dress my Age, >Orchid**O:daydreaming:O**

[rachaelsloane]

I don't need a LifeAlert yet, but of that age. I never have dressed to my age and do not plan on it as long as I'm able to dress with fashions that I like.
Life is good, go out and enjoy and remember age is only a number.

[MonicaPVD]

I'm in my 40s and I dress depending on the circumstances and mood I'm in. If I am just going about my business during the day and want to blend in, I absolutely dress like any average 40-something woman. Mostly skinny jeans or leggings with a nice top.

If I want to look or feel sexy or attract more attention, then I wear things that most women my age do not wear. This usually means tighter, more revealing clothes purchased at stores whose target customers are half my age.

[Ilsa]

I'm pretty much conservative and dress my age, not flamboyant at all and I sometimes find myself dawning the appearance of June Cleaver. What would the Beaver say to that?

[April Rose]

I try to dress the way fashionable women my age dress, which is somewhat younger than our age. But not too much younger.

[DianeT]

I am in my fifties and dress more like a woman in her thirties or forties (but from the seventies or eighties :) ). I don't go out hence can do as I please.

[Sandra_Dodds]

I often explain myself as having a 23 year old brain locked inside a 55 year old body. Sometimes that brain wants to do active things and my body is like, 'you're gonna regret this later' and sure enough, I do. For a long time I put that down to the cause of my Peter Pan Syndrome - I'm just a little boy who refuses to grow up. But then a few years ago I realised that the 23 year old inside of me is actually Sandra. My dress sense is somewhere in the 20s. I like skirts that are above the knee, yet still modest; and I like heels that most women my actually age would pass on (although, again, my body wants to challenge the wisdom of this).

[AllieSF]

I don't need a LifeAlert yet, but of that age. I never have dressed to my age and do not plan on it as long as I'm able to dress with fashions that I like.
Life is good, go out and enjoy and remember age is only a number.

This. At 74, I wear my strappy short sundresses with with sandals or flip flops. I don't really wear heels anymore and my only make up for the few years is lipstick!

Allie

PS: I do not act my age either, and have always preferred to associate with younger people.

[azncd]

Definitely not. I'm in my... yikes, 40s, and dress like a recent college grad coed haha

[DeniseAllen]

Right on

- - - Updated - - -

323364 It depends I guess I do.

[Richelle423]

To all you girls out there! Act your shoe size and not your age! Life is too short. Just be who you feel like who you are. I?m 49 going on 25 years lol

[Missyathome]

In my 60's and dressing like 30's..I like to be sexy in my head and not trashy..

[KymG]

I always said age is in the mind.
Perhaps though its a bit different when dressing..
That said i dress about 10 years younger i guess?
Who knows.

[Molly Wells]

I dress for what is comfortable and appropriate for where I am going. For me its not as much as "the age" as it is the look and the fit. In my view the younger styles don't fit my body. My 70yr old male gut is much to big to look good in a figure hugging sheath dress of the younger set.
So, if it looks good, wear it. If it doesn't, then don't.
Molly

[Ressie]

I didn't know there was a difference between fifties and forties as far as women's fashions go. All I know is that I don't go for the frumpy look. Put me down for 30 years younger than I am.

[OrdinaryAverageGuy]

I go through phases, currently I'm rocking the "trailer trash" look (short shorts, fishnets, etc), which is probably at least 30 years off from my age. But it's fun and my wife and I are the only ones who see me, so who cares? :tongueout

[josie_S]

I try to look like a woman my age would look, but a really hot one LOL

[Cheryl T]

Why on earth would I want to dress my age??
Well, I'm close to 70 and I refuse to dress like it. I would say my look and style are about that of a woman of her late 40's or early 50's, Maybe?? I don't feel I look my age and I'm not going to wear clothes that make me feel my age.

[CarlaWestin]

I quit thinking about my age a long time ago.
Can you wear a gray wig with a pink snap crotch pink onesie?

[Sometimes Steffi]

I'm 68 and i dress about half my age. No reason to look like a grandma.

[Kimberly A.]

Hi Tam. :) I'm 37, almost 38..... I dress conservatively, maybe a little younger than my age sometimes, but I sure don't wear skin-tight or skimpy outfits, with my butt hanging half out and acting like I'm the hottest thing that ever walked the face of the Earth! LOL (Not saying you or anyone else here does), but I certainly don't dress like I'm in my 20s. LOL

[Vickie_CDTV]

I have always dressed like a conservative middle aged woman, even when I was in my late teens. Never really cared for what the young women were/are into. I miss the ladylike fashions of the 80s...

[lingerieLiz]

At my age that is not a problem. Most of the women around me don't wear dresses. We all wear jeans, tops and golf shorts.

[LydiaL]

No intentions of going after the "Beverly Hillbillies" Granny look.

[Britney Summers]

Dress my age!? Ugh! As if! I'm 39 and dress like I am in my early 20s, maybe late teens with some of the skirts I have. :heehee:

[Ceera]

Not in the slightest! But if you were to meet me, you’d swear I could be no older than my early 40’s, and on a good day, I can pass for being in my 20’s. (I seriously got carded for buying booze with a meal, just last month!) So my clothing choices are suitable for a much younger woman - someone in her 20’s to early 40’s.

[Naima]

Very much so. I'm 40 and I dress like I'm in my 30s-40s.

[Marissa Q]

Since I'm still an only-at-home CD, a good percentage of time is spent over-the-top in terms of skin shown, tightness, et. al.; so I'd say I'm definitely dressing outside my age bracket. I'm refining, though.

[Judy-Somthing]

No, but I've seen some pull it off great and look classy!

[Dannigirl]

I dress more to my body type than to my age I guess. I love legging and skirts as well as long sweaters and tunics. Always try to cover my arms as I have a great farmer's tan and I think my arms are a dead give away and don't make it possible to blend and fly under the radar. With my wig and makeup I think I look younger than I am as a male with my shaved head. So to answer your question no, I guess I dress about 10-15 years younger. Having said that, my wife is only 2 years younger than I am and she can dress like a girl in her 20's because she is smokin hot !!!

[Leslie Mary S]

I do NOT dress my age. I don't own a wheel chair, nor do I wish to dress my age, what ever age it is.

I like to wear colors and clothes some of my younger grand daughters might wear. :)

Guess that is the artist blood in me.

[suchacutie]

It is complicated. My wife qants Tina to show off her legs, so when she buys Tina a skirt that barely covers her butt, that's what she wears. It's a deportment challenge, but a fun one!

[Leslie Mary S]

Not in the slightest! But if you were to meet me, you’d swear I could be no older than my early 40’s, and on a good day, I can pass for being in my 20’s. (I seriously got carded for buying booze with a meal, just last month!) So my clothing choices are suitable for a much younger woman - someone in her 20’s to early 40’s.

Around here, EVERYONE gets carded, no matter what age you look like. Look at my picture and you will know I am no spring chicken. I even make the local Cougars look young. but I still get carded. I once asked why and they replied, "its the law and the law is strongly enforced,"

[CamillaH]

I'm 48 and dress like 30s

[Leslie Mary S]

I like to dress like the 30s too, 1930s that is! grin

[Daryl]

More or less yes. All of my out and about clothes are age appropiate for a senior.

[Pumped]

I dress all ages. I have 3-4 nice, "normal" dresses, something a middle aged woman might wear out to church or a upscale but no formal function. I do have one formal gown, of course with the slit up the leg to show off my stockings and garters. But then I have a few poly, faux leather skirts plus some bodycon dresses, that I would expect college age women to wear out to a party or dance club.

[GracieRose]

Since I intend to blend, I dress similarly to other women my age. Even at 67, that doesn't mean that I dress like granny (even though I have grandchildren), and neither do the other women my age.

[char GG]

I'm wondering how everyone determines the "age" they dress? What is the difference between 30's, 40's, 50's, 60's.... in your opinions?

My grandmother used to wear shapeless "house dresses" but I don't think those are even made any longer.

[April Rose]

Actually , Char, if you look on the internet, because of Covid, the voluminous, modest house dress is sort of a thing right now, even among younger women.

[Pumped]

I'm wondering how everyone determines the "age" they dress? What is the difference between 30's, 40's, 50's, 60's.... in your opinions?

My grandmother used to wear shapeless "house dresses" but I don't think those are even made any longer.

Probably that most older women don't wear tight, short dresses, and most younger women don't where knee length, up to the neck dresses. As women get older the tend to dress more conservatively. Sure there are exceptions, but not many 60 year old women can wear a tight bodycon dress and look good in it. Gravity tends to take over. On the other hand some 20 year olds can't do it either.

My wife had some very hot bodycon dresses she would wear when we were dating and the first few years of our marriage. She still has a collection of sexy dresses, but they are for my eyes only and will not wear them out of the home, even though most of them look really good on her. Her nice dresses now are a bit looser and a bit longer than she would wear a few years back. She is 5'2" and 100 pounds and will not wear a bikini swimsuit either, but she did a few years back.

[DianeT]

@Char Now, now, are you subtly questioning the pertinence of crossdressers' tastes in all things female attire?
Seriously, I look at me in a mirror or photo and try to imagine if women my age could be seen in the street, at work, or at an event wearing a similar outfit. Some outfits say "fifty ok, as a mundane attire", others "thirty or fourty, work place". So far none say "whatever age, couch, watching tv with a Ben & Jerry's ice cream pot", too bad since I'm sure this would be my wife's pick for me.

[MonicaPVD]

Darling, you were carded because some people card anyone who looks under 70. It's one less thing for the employee to have to think about.


I can pass for being in my 20?s. (I seriously got carded for buying booze with a meal, just last month!) So my clothing choices are suitable for a much younger woman - someone in her 20?s to early 40?s.

[Rachelakld]

I mostly wear clothes given to me by my daughters (they have good modern style choices), sometimes I borrow wifes clothes.
I never wear clothes older than what my wife wears.

If I'm pretending my body is female, I might as well pretend it's a young females body.

[Aunt Kelly]

I do, but then I'm a little eccentric "for a woman my age".

[Misty_cder]

I use to dress below my age. It was sexy dresses and a horrible attempt at doing makeup. Now I'm 50 and I've started building a wardrobe that matches my age. Still working on the makeup, but it is more of a natural look than the "over the top drag queen" look I use to do.

[sometimes_miss]

No. I have no desire to be a fat, homely old lady.
Part of my mind still harbors the idea that I am awaiting for the 'great fix', that I will eventually be transformed into the cute 14 y/o girl that I thought I would become all through childhood. So that's how I dress; I shop in the junior's section. Looks weird, but feels quite normal.

[alwayshave]

Tam, Yes, I tend to dress my age.

[Glenda58]

No I don't dress my gender. I'm 74 why would I want to look like a old lady.

[Robin777]

I'm 64 and a at home dresser and I don't dress my age. I don't care for old lady clothes.

[TheHiddenMe]

No, because women my age tend not to wear dresses. :)

I went out today and wore the strappy backless dress I wore I bought at Windsor, which caters to much younger women. Yesterday I went to Pride and wore a crop top and overall shorts, and a woman bartender said she loved my outfit.

I tend to wear what I want to wear regardless of age, because I wasn’t dressing when I was younger, so I have to make up for lost time.

[XemmaX]

sure i try to dress like a hip lady in her 30's..

[Linda K.]

I don't know if I would say I dress like a woman my age or like a woman in her 30's. I find myself looking for outfits that I think would look nice on a woman of any age.

[Staci]

All of my clothes are younger than my age. Probably clothing for someone in their 20s.

[Snide_lobster]

Being in my 20s, I'd say I dress about my age. Although I'm still expanding my wardrobe, but it would fit in pretty well with what girls my age wear.

[Lux]

This is one of the aspects of crossdressing that I love. It’s all about theater, make up and imagination. I enjoy the fact that I’m an older dude in real life but on the weekends I can completely be someone else. Like a younger sexy Lolita perhaps!

[ellbee]

Over the decades, I feel I've done a pretty good job with this.

Maybe because I've done it for so long & so often, that it's simply second nature? :strugglin


What helps, of course, is that I'm reasonably fit... And also that I look younger than I am, as a guy.

Then when I slap on some make-up & a wig? Even younger than that! :eek:


In which case? I feel like I can go up to about 15 years younger, should I choose -- and still be able to pull it off. :D

Though I also recognize the fact that I'm not getting any younger. Do I really want to be one of those who are still desperately trying to cling onto their youth? Grow old gracefully, people!

Besides, one can still dress their age & be quite stylish. :battingeyelashes:



It really is an odd question, on some level -- even as it pertains to GG's, for that matter.

I mean, what might look appropriate on one, say, 50-year-old... Might be the total opposite on another.



Anyway, what's more important, is that can you make it work?

Dressing for your age is one thing. But what about for your body type? Your personality? The occasion/setting/environment?


I feel the bottom line is, if you can pull it off & look well-put-together, then that can really help with both the "passability" -- as well as the social acceptance. :)

[RebeccaS]

I guess it depends on the woman really lol, there are some very sexy woman in their 50s, 60s, 70's that dress younger. In general when i dress I like tight fitting short dresses or skirts and thigh high stockings are an absolute must.

[Janine cd]

I try to find clothes that are appropriate to my age but I love wearing short skirts and dresses that allow me to expose my legs.

[Vintage4sarah]

Having recently crossed the threshold of now being in my 70s, I certainly strive to NOT dress my age. What I enjoy is dressing as mature classy lady of 10 to 15 years younger which more matches my activity level and attitude towards life. Besides, what classy mature woman are wearing today is more to my taste.

[NaughtyMichelle]

I do not dress my age, mainly because of where I go. If I was out and about during the day at the grocery store, etc., then I would tend to dress closer to my age.

As it is, I mostly go to a casino with my BF these days. I usually wear denim skirts, casual tops and flats/sandals. I some time tone down the shorter skirts with leggings or tights. I usually don't get any second looks (unless the high beams are on) and get "ma'am"d a lot.

I've got some cute sugar skull tights that I'll wear in honor of Halloween when we hit the casino later this month.

I've seen taller (and heavier) GGs there that don't look as good in a skirt as I do. :heehee:

[Leslie Mary S]

Michelle You look gorgeous in your avatar. Hope you hit a slot machine and wn a good pay-out. Like enough to pay for your sojourne.

[fun4metoo2004]

I tend to dress my age and current styles. My GG friends are very complimentary.

[Misty_cder]

This is a new out fit that I recently put together in an effort to dress my age.
323761

[JustJennifer]

Since I rarely leave the house en femme, I can't say that I pay much attention to age appropriateness. The bigger issue is that a lot of those more youthful styles, like really short dresses, don't scale up to my tall frame very well regardless of size. The midi that becomes a mini is not a good look.

[Leslie Mary S]

Misty I like your outfit. it is good for the whole age spectrum.

[Raychel]

I guess I dress my age, for an older woman, that was going out to a fancy dinner.
I prefer the longer dresses in the winter, and more knee length in the summer.

So for a 62 year old woman, I guess I am just about inline with that.
I certainly have the grey hair to go with it. :heehee:

[Veronica1941]

Mostly, no. I wear mostly dresses, but they range from the early 20's, to the 60's. I don't go out that much, but when I do, I dress for me. I'm not trying to impress anyone.

[AnelineM]

I dress like a woman that has hair. Soo, I guess I'm not dressing my age.

[Michelle123]

i do dress as a woman my age.....If the year was 1950

[DanielleDubois]

My male self is 68 but Danielle is in her 40's and attempts a "Housewives of wherever" look. I kind of consider crossdressing is like dog years... a crossdressing year is worth 2 male years.:)

[Suranne]

Me, I dress like a woman of my age, bearing in mind women have clothing freedom to wear what they want. I find that if I dress like this, and also appropriately to wherever I am and what I doing, then I'm able to blend and pass as people see what they expect and so don't have that second glance. If you want people to look and stare and there's nothing wrong with that, then don't be surprised when they do. Like everything, it's horses for courses.