Late Life Crossdresser

[Martha G]

I did not start cross dressing until age 59.

At this time I thoroughly enjoy it. Love to dress as a woman from head to toe.

Are any of you late life cross dressers?

I am now 73 years old and a mature lady when dressed.

Just curious

[Scarlett Viktoria]

I'm 36 and started in my late 20's. Viva late lifers!

[Vikky]

Hi Martha

Started a couple of years ago aged 67 having kept it suppressed since puberty. I love it and even if I only have an hour to myself will put on bra and forms under drab. I don’t have too many fem clothes, and am stuck in a DADT situation but make the most of it.

Vikky

[sabrinaedwards]

Hi Martha G, was there any life issue that precipitated your crossdressing? I hate to answer a question by asking a question. I will just say for me personally, that I was diagnosed with prostate cancer of an aggressive type about 10 years ago. I have had the crossdressing urges since I was young, but since my surgery my crossdressing has become logrithmic. As I respond I am totally dressed with makeup, nails done, etc and wondering if I am more than just a crossdresser. For me a life issue has changed me.
Love,Sabrina

[Alice Torn]

I first did it around age 13, but quit, and only drew pictures of women dressed the way i like, and only bought my own clothes at age 51, in 2005 been doing it part time ever since. 62 now.

[CassandraRae]

I'm really just starting now at 60. Tried on some stuff in my preteen years, then the interest slow simmered over the years. I never had a strong need combined with a good opportunity. It wasn't until about 55 that I made the leap and bought something, a bra and some pantyhose. That's only cracking the door I see now. A fellow could spend his whole life trying on pretty things and never reach the end.

[flatlander_48]

Odd chronology for for me. The first time that I went out dressed (no makeup or jewelry) was Halloween, 2003. I was almost 55. The next time was January, 2014 with makeup and jewelry. The third time was December, 2014 a couple of weeks after my 66th birthday. After that, it was 2-4 times per month. In between was a lot of underdressing during the day and neck down at home.

What I've come to understand is that there is a part of my persona that has a distinct female sense. Intuition plays strongly in how I approach the world. I am sensitive to others around me. I can tell pretty accurately when something is not right for someone that I know. I usually don't know what it is specifically, but I can tell when something is "off", which is that only way that I can describe it. It could be what someone says, it could be their tones and inflections, it could be body movements, it could be facial expressions, it could be what we humans do when we think no one is looking or perhaps any of a dozen other things. But, the result is always the same: Something is happening such that 2 + 2 does not equal 4.

It is also useful to note that these sensibilities are imbedded in Don's personality as well as DeeAnn's. They are not mutually exclusive. When I thought about this, I realized that it wasn't 2 personalities in play; it was one personality with a few subtle shifts.

DeeAnn

[Alice Torn]

It does seem like a lot of us really get into this, in their 50's.

[RADER]

Well I am 69, and love to dress; However, I am still a closet dresser.
About 14 years ago, I build a large addition to my House-Closet.
Now I have more room to roam around while dressed.
Rader

[ChristaB]

I'm 53, and have been dressing off and on for about ten years, but still a closet dresser. I can imagine that as my "don't give a ... " attitude continues to develop with age I will more and more consider venturing outside later in life. But not this week and not this year :)

[~Darla~]

I was 50 when I started, only four years ago. I have little by little added to my wardrobe but it's still mainly comfy cloths that I wear around the house. I ways thought it might be part of just turning 50 and not wanting to be old but I see now that it is more than that. Learned a lot from this site.

[AmyVanessa]

I'm kind of a late bloomer in cross dressing. I'd always wanted to dress, but I didn't seriously start until I turned 50.
I have a lot of catching up to do.

[iGenny]

Me! Me! Not a thought, not a hint until I was 55 and I'm now closing in on 60. Not that I was ever a macho, macho man but holy eye shadow, Batgirl, I had never thought about wearing a dress!

If crossdressing is indeed something we're born with, I wonder why the switch was thrown so late for some of us?

[josrphine]

Hi Martha, Not a late lifer, but am out more now at 75 I am getting a lot of looks an come on's . Like you a mature women. Jo

[Jaymees22]

Hi, Dressed a little as a teenager, took a 50 year break and started again at 67 and now I'm 71. I'm afraid I'm still immature dressed or not.

[StephiSpring]

I have been dressing more often, and purging less, in my late 50s & early 60s than when younger. I think this may be from some desire for stimulation following my SOs post menopause sex interest decline. I admit the don't care what others think has influenced me some. For the first time ever, I asked for a lighter than natural, cream color, on my toes at my pedicure. So far, the SO has not commented. I now know how she feels when I don't notice something in her appearance has changed. For the first time, I met a friend for sex, wearing panties, bra and thigh highs. He removed the bra and panties, but not the stockings. I feel so good when I wear them, I'm glad he didn't. Why doesn't he call? 😅

[immike]

I started at 14 years old,secretly wearing mothers cl;othes:D

[bridget thronton]

Experimented with dressing since age 13 - began dressing in my own clothes several times a week around age 50

[MissVirginia-Mae]

I have been dressing since I was 5 or so....and look forward to becoming an old woman, in every sense of the word.

[Vintage4sarah]

Wow, there is so much that I can relate to here. I started in my early teens and then went into a long hibernation for several decades. Just about 50, the urge overwhelmed me once more until today (18 years later) I am chomping at the bit to have Sarah time. Along with the dressing, I have reconciled myself that I am truly transgendered with a very strong girly side deep with-in me.

[Deliah]

I'm 62 and started dressing when I was 5. I spent all of my life trying to suppress the urge until about a year ago. Now I have a closet full of everything girly. Wish I had embraced my feminine side a long time ago. Dressing is just wonderful.

[docrobbysherry]

I'm 73 and started dressing in my 50's. Completely out of left field!
(So, if u wonder why I dress the way I do? Remember, Sherry's only 20!:heehee:)

I never even thot about trying on women's things before then!:brolleyes:

I blame the prostate meds they put me on at about the same time.

[ClosetED]

While medications for prostate cancer will affect the hormone levels, so many men are put on it and do not start to crossdress, so there has to be something else needed to trigger this.
Genetics or some other factor as yet unknown.
Hugs, Ellen

[rachel-h]

[ATTACH=CONFIG]262749
I have dressed occasionally from 5 yrs old, at 51 now I have accepted my own identity, but it has been hard

[Jennifer W]

I originally started around 10. My mom forced me to stop at 16. I started again around 18 and stopped for the longest time at 22. I'm married and started again a couple of years ago. I'm 55 now and like to dress as if I was in my 20s. My therapist helped me decipher a lot of memories. It's pretty clear now as to the time frame of past events.

[Andrea2656]

Very similar story to others. Dressed in clothes I could get when I was a child then some very intermittent dressing over the years. However, when I was about 55 or so I acquired more of my own clothes. Still on the journey. Have not gone out and still only dress without hair and makeup. That will likely be next...

[Ceera]

I started when I was 54 with some experimental underdressing, but didn't try for a fully dressed and made up look until I was 56. I am now 58, going on 59 this August, and living close to half time as a woman. I love the freedom of going out whenever and wherever I please as a woman, and making new friends in my girly persona. When dressed, I usually pass for being in my late 30's to mid 40's, and choose to dress myself as if in my early 30's.

I've felt I was bisexual since high school, but repressed that until my 50's, after both of my parents had died. When I was in my late 40's I began to wonder if there was more to my repressed side than being bisexual, because I really liked portraying female characters in on-line roleplaying venues, and I was very good at it. About that time I also realized I was looking longingly at women's shoes and clothes, and wishing I could wear them. I started writing stories that included cross dressing and transgender males, though I didn't yet think the transgender label applied to me.

That first two years of underdressing, I limited my activity because I was married. Wife knew and accepted that I wore panties under my male clothes every day, but she was clearly uncomfortable with me taking it further than that. When she died, the dam burst and I just went with the flow. I accepted that I was to some degree transgender, though I feel no urgent need to fully transition to female.

Right now I am comfortable living in both worlds, and spending close to half my time presenting female and being accepted as a woman, or at least as a transitioned transwoman. Dressing is enough for me at this point, without going through HRT or surgeries.

[Ineke Vashon]

You youngsters got it made. I wished I could have dressed when I was young; I'd have made a pretty girl :c9: Suppressed it most of my life until four years ago. Now I am an Octogenarian (it's in your Funk & Wagnal). I stay in the closet so I can dress and feel like a 30 year old:daydreaming:. If I'd dress my age the best I could hope for would be a boy scout offering to help me cross the street.

Ineke

[Emma or Darren]

Im 43 and have recently been hit by the pink fog hard, underware is the best I can do at the best of times as the house is hardly ever empty it has made me look at myself alot deeper and have so many light bulb moments just wish this had happened 30 years ago I feel my life would of taken a better direction

[Veronica27]

I began secretly trying on some of my sister's things when I was about 12. It was pure curiosity, and I was always overcome with feelings of guilt and shame afterward. I spent a lot of time alone in my mid teens, due to circumstances, and could not resist the opportunities this presented to wear my sister's and sometimes my mother's bras, stockings, slips etc. around the house, but those darn feelings of guilt would eventually bring an end to my forays. For the next thirty years after I was about 20, I managed to suppress these desires except for a few times when I was under a lot of stress. My first wife was aware of my desires, but had no idea of the extent of them. I sadly lost her to cancer in our early forties, and for a brief few months would sleep while partly dressed as it helped with the grieving, but I had young children to tend to and soon discarded everything and was determined to put crossdressing behind me. I no longer felt guilty or ashamed, but just felt it was best for my situation if I resisted those urges.

After remarrying, the subject came up with my new wife quite unexpectedly, and when I told her my story she encouraged me to dress when the opportunities and the mood enabled me to, and helped me to acquire some clothing. I was about 50 at the time. She wanted me to keep it between ourselves, and not let the children know. I am now 77, and there are periods of time when I dress quite frequently, and other times when I go about 5 or 6 months without even thinking about it. I remain closeted, although I have attended a number of crossdressing events and gone for hikes in the woods whenever it seemed safe to do so. I am a late bloomer as far as full dressing for hours on end, but have had the urges for well over 60 years now.

Veronica

[BrendaJane]

Hi Martha, I consider myself to be a "Later in Life Realizer". I started dressing at 34 and I realized a couple of years later, with help from this site, that I am TG.

[Lana Mae]

Wore some "borrowed" clothes at young age. No idea why. Thought before married was need to crossdress not sure . shared with future spouse before marriage, but did not want another female in relationship! We were married 34+ years and very happy years!! She died last year. It was like a dam burst! The pink fog moved in with a vengence. At one point I bought 5 pairs of shoes in one purchase!! Note that I started when I was 64! You have been wonderful and I have learned a lot!! Lana Mae

[Philipa Jane]

I have been doing this on and off all my life. Now at 63 I am of the opinion that there is not that much time left and to make every day count.
Yes I know I could get to be older that 90 but in my mind I cannot imagine what I might look like dressed at that age.
So I live in the moment.

[Ineke Vashon]

Philipa - you can dress at any age in whatever you like, especially if you don't plan to go out. I am 19 years ahead of you. At home I nearly always wear a skort or a skirt (I like wrinkle skirts for one) and a blouse. Makes me feel younger and content. Being divorced for non CD reasons makes it that much easier. I do not plan make-up or wig and don't care to look into a mirror unless I shave. Let's face it, crossdressing is mostly in the mind anyway - and if you don't mind it don't matter. So enjoy the next 19 years or so.

Ineke

[Anita Cosmolover]

I finally gave into my desires and started buying lingerie in my early 40's. I'd worn panty hose occasionally and many years ago when looking after a work mates home for a month, I wore his wife's slip in bed every night. I so wish I had started wearing lingerie earlier in life, but I'm making up for lost time now! It took a long time for me to understand and accept who I am inside.

[Joanne108]

I started early with cross dressing. As time went on and life happened sometimes the was more opportunity for it and sometimes not. No that I'm older and more adept at juggling my time I have days that I can entirely devote to dressing up. I've enjoyed being a cross dresser more now than I did when I was younger.

[CarlaWestin]

It all sort of started with a bra obsession in pre-teens. Then it was an added exciting component of another fantasy sensation. And, for the longest time it was just having breasts in male mode. The actual full crossdressing started in my forties and I only actually started enjoying makeup in my fifties. Now, it's just whatever I feel like being.

[Crissy Kay]

I am in this club too!! I only started cross dressing about fifteen years ago. I was in my middle fifty's then. For some reason I had no interest in it before then. But I was always a late starter in everything!!

[Sascha Marie]

For those that started late, always remember:

The early bird may get the worm but the second mouse gets the cheese :)