Crossdressers, What's Dressing Your Style?

Off-Topic Chat
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A Question That I’ve been asked on Some Other Forums I Subscribe to.

Style May Not be the Correct Term, But here goes Anyway.

Are You, Sissy, Slutty, Tarty, Classy, in the way you dress ?.

Do You dress In, Just Stockings, Lingerie (Bra, Basque, Corset, Suspender belt, Knickers) Nightwear, Satin, Silk, lacey Or maybe Rubber, Latex, PVC. or A Combination of The Above.

How far do You Take your dressing, Do You just do Lingerie/Nightwear, Or Do You wear Dresses, Skirts, Blouse’s, Leggings, as well when dressing.

Do You Wear High Heels.

Do You Wear a Wig and Make Up.

And Lastly are You In the “Closet”, Half in the Closet (just about the House) or Fully Out in the street with your dressing ?.

Who Else Knows about Your Dressing.

OK so With Me Its : Smart Tart.

I wear Stockings, Basque with suspenders, Corset some times, Bra, Satin/Lacey Knickers, Nightwear.

Not a fan of Rubber or Latex, Not tried PVC.

i wear dresses, Skirts and Blouse do not suit me because of my body shape, leggings Never.

I Adore High heels, Mostly Platforms with a 1” platform and the Highest heel possible, Court and strappy styles (I’m a Size 8/9)

I’ve tried Make Up (with help from my wife) and Just cannot get the look I like, to Me i still look like a man, Tried a Wig and It was the Same, and My Wife preferred me without it.

I am Half Closet, Just Wear about the House when I have the Time and Our daughter is away (she works from home, so dressing time is limited) , Only ever been out dressed once to a fancy Dress party.

As You probably gathered, My Wife Knows and Encourages Me with My Dressing.

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Are You, Sissy, Slutty, Tarty, Classy, in the way you dress ?.

*Classy older lady.

Do You dress In, Just Stockings, Lingerie (Bra, Basque, Corset, Suspender belt, Knickers) Nightwear, Satin, Silk, lacey Or maybe Rubber, Latex, PVC. or A Combination of The Above.

*Knickers, bra, breast pads, stockings, suspenders, skirt, top, earrings, necklaces, handbags. The whole lot.

Do You Wear High Heels.

*4" around the house, 2" outside. Shoes, boots, sandals etc.

Do You Wear a Wig and Make Up.

*Yes to both.

And Lastly are You In the “Closet”, Half in the Closet (just about the House) or Fully Out in the street with your dressing ?.

In the house regularly and outside when we’re going out socially.

Who Else Knows about Your Dressing.

*My wife (obviously) and 3 other friends.

My wife is totally alongside my crossdressing. She buys lingerie for me and is proud to be out with me when I’m crossdressed.

https://lovehoneyforum.com/t/images-to-share-in-topics/259586/639

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Hi Rockstar, I Thought you would be the First to Answer.

Since Joining this Forum I have Noticed that there are Varying Types of Crossdressers or Male Wearers of Lingerie on Here and That had piqued My Curiosity.

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Are You, Sissy, Slutty, Tarty, Classy, in the way you dress ?.

  • Classy

Do You dress In, Just Stockings, Lingerie (Bra, Basque, Corset, Suspender belt, Knickers) Nightwear, Satin, Silk, lacey Or maybe Rubber, Latex, PVC. or A Combination of The Above.

  • Stockings and suspenders, occasionally a bodysuit

How far do You Take your dressing, Do You just do Lingerie/Nightwear, Or Do You wear Dresses, Skirts, Blouse’s, Leggings, as well when dressing.

  • Only under normal men’s clothes and very occasionally during sex

Do You Wear High Heels.

Do You Wear a Wig and Make Up.

  • No and No

And Lastly are You In the “Closet”, Half in the Closet (just about the House) or Fully Out in the street with your dressing ?.

  • I guess In The Closet is the right answer as there’s nothing visible when I wear out of the house or at home

Who Else Knows about Your Dressing

  • My wife
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Both Classy & Sissy

For the last three plus years only ever worn lingerie,no male undies

Dresses,skirts,ladies jeans,blouses both in the house and more often now when out (albeit more neutral looking during trips out)

High Heels when inside but Mary Janes when out and about sometimes

Wig and makeup always when at home.When out very light makeup but getting a little more pronounced as the months go by

Half in but getting more and more out

Wife,her best friend plus her Sissy husband,a number of friends we have round for “fun weekends” and about half a dozen of my close friends.More and more people will know soon as my breast development is now such my boobs are pretty much in evidence even under loose fitting clothing etc.

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Haven’t seen much about your fun weekends lately. It always brought me pleasure reading them.

To answer the OPs questions. When I was much younger I messed around some with dressing with my GF.

Style was mostly slutty with a little sissy vibe at times. I liked when she would talk slutty to me but at times also enjoyed the little comment that I looked pretty even though it was never about being feminine or girly. It was about a guy that enjoyed the feeling of female clothing.

Mostly panties, bras, stockings, teddies. A few times a dress or skirt. One piece bathing suit. Mostly lace, silk/satin, cotton.

Tried makeup but did nothing for me and actually turned me off. She was the one who wanted to try it and after she put it in I wanted it off. Just felt like it was going in a direction I didn’t want to go.

This was well before the internet so we were limited in what we could get our hands on for me to wear. If we hand access like today I’m sure it would have included lots of leather and some PVC. Also foot wear. Thigh high boots on me would have been fun.

Always in the house though a few times we did go out with me wearing something under my male clothing but never anything anyone could see or tell. I’ll admit that was fun. Also in her very private backyard. This involved sunbathing all day in a one piece swimsuit and numerous time just walking around in various garments. A funny thing happened one time when we were sunbathing. She took her top off to sunbath topless and said to me “you should go topless today too”. Of course I’m a guy so normally I am but of course we were at home and I had the one piece on. Pulled down the straps and went topless that day too. Strangely it felt different and a bit naughty. The mind is a weird thing.

So obviously my GF knew but no one else. I think she may have told her cousin who she was very close with. If she did I wouldn’t have minded. Actually I sort of wanted her to and perhaps even have her see me dressed. She was a pretty cool girl if I recall correctly.

I’ve wondered if we had stayed together where we would have ended up with my dressing as it seems others always keep doing more as time goes on. After here I didn’t do anything like that for decades except for a short period of about 3 months a couple years ago by myself. I know it isn’t my wife’s cup of tea. I also wonder if my old GF ever did anything like it with her other partners or husband. Never saw or heard about her after we split up.

I will add that the dressing would usually include some very mild low level BDSM aspect or perhaps femdom. Do others find that to be true with their dressing?

Edit: A bit more on the bathing suit sunbathing. As I mentioned I had to be careful of tan lines being in the wrong spot for males such as shoulder strap lines. I was a young adult still living with my parents so if I had those kind of lines I would have gotten at least a puzzled look. So one time I over did the sunning and got a very noticeable line on my back that could only be from female swimwear. I was able to conceal it from my parents but a week later when I thought it would be gone my GF and I went to the public beach and I was in my male swimwear and as I was laying facedown on the blanket she started to laugh and tell me everyone could still make out the tan lines from the female swimsuit. This made me both nervous and excited at the same time to the point I couldn’t decide if I should roll over onto my back to hide the tan lines and expose my hard cock in my bathing suit or stay on my stomach to hide the hard cock and expose the tan lines. I stayed on my stomach. She told me she found it so hot that I had those exposed tan lines.

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Yes,i’ll have to post a few more although recently been pretty much same as always with some weekends different.Wife’s total is now 48 guys although she has missed out on her GB which seems to keep falling thru.Hopefully soon she will get to have her 10+ man adventure.

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I’m a lingerie only cross dresser, like to think I come over as a classy tart​:rofl:

I’ll wear any sort of lingerie, mainly lace or silk, but would be willing to try anything.

My lingerie wearing is mainly at home, under male clothes, and always when in bed. I don’t think I’ll ever fully crossdress with skirts, dresses or makeup however.

I’ve started to wear lingerie underneath when we have evenings out, this turns on my OH and she is fully supportive and encourages me all the time :heart_eyes:

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Slutty/tarty for me, I enjoy wearing stockings, suspenders or basques, or lace bras with breast forms, and I like a bit of role play so various outfits too with makeup and wigs, and high, high heels!

Partner isn’t keen on the pvc nurse or mistress, but slutty chauffeur and pirate were hits.

Not really out of the house although I have this pop up candid calendar idea…

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Are You, Sissy, Slutty, Tarty, Classy, in the way you dress ?.

pretty slutty

Do You dress In, Just Stockings, Lingerie (Bra, Basque, Corset, Suspender belt, Knickers) Nightwear, Satin, Silk, lacey Or maybe Rubber, Latex, PVC. or A Combination of The Above.

a combination of them all

How far do You Take your dressing, Do You just do Lingerie/Nightwear, Or Do You wear Dresses, Skirts, Blouse’s, Leggings, as well when dressing.

PVC uniforms nurse / maid as well as the above

And latex

Do You Wear High Heels.

yes

Do You Wear a Wig and Make Up.

no

And Lastly are You In the “Closet”, Half in the Closet (just about the House) or Fully Out in the street with your dressing ?.

In the closet but will wear underwear sets and hold ups under normal clothes

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Really most of the time I wear whatever my partner would be wearing as that’s mainly my kink as its really to do with scent.

But saying that I do like wearing sexy bodystockings/lingerie on my own, I do have some miniskirt.

I have dressed up on a night out as a slutty goth girl I really I injoyed that, that would be my preference, I wasn’t embarrassed because it was new years eve so anything goes on new years eve. I asked a friend to make me as slutty as she could, her and her friends were kind enough to lend me the appropriate clothes and makeup/lipstick.

The joys of having mainly female friends at that time in life…

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Well here goes…

Slutty, a mix between goth baddie, dominatrix and stripper.

I always wear thongs… but when I dress up it can be anything from nice lingerie, to dresses, skirts and leggings. Materials always tend to PVC, wet look etc.

Yes! Have a couple pair of heels and a few more pairs of thigh high boots! Absolutely adore my boots!

A little make up and have worn wigs but don’t wear them that often.

I would say half to 3/4 out of the crossdressing closet. My wife encourages me to dress up and a lot of our friends know. I guess it’s not to hard to work out seen as every time I can dress up for a party I do so! For me one of the highlights was going to Rocky Horror with a few friends, I wore a black PVC maid outfit, with fishnets and thigh high stiletto platform boots. One of the best nights of my life going out dressed like that. Desperate to do it again

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I have never really considered myself to be a full crossdresser so this was an interesting exercise in looking at where I am with it. It’s certainly true to say that I have gone much further than I thought I would when I started exploring my interest, so I guess to some extent I am. In terms of a description I think I would probably go for sissy on the whole, as I love the fantasy of being dominated by a strict mistress who determines what I wear and likes to humiliate me dressed in female clothing. Possibly an element of slutty in there as well.

I’m not into the full dressing up with wigs, shoes make up etc. so it’s mainly lingerie and nightwear for me in all it’s variety. In terms of materials, latex, PVC, rubber do not appeal. I much prefer softer, sensual and more feminine materials such as lacey, mesh, silky, satin.

Although I don’t generally go for full dressing up, I do like very short skirts and dresses, which don’t cover much and expose stocking tops and suspenders, and the tight, clinging feeling of female leggings. I also go for cami type tops, especially padded ones. I guess that this is my slutty aspect!

The main reason for me and what I choose to wear is that I love the sensual and erotic look and feel of lingerie as well as it playing a part in certain fantasies, such as sexy secretary, sissy maid etc.

It’s a solo pleasure for me as I live alone, so I don’t have the concern of whether or not a partner approves and I do so purely at home, apart from occasionally something underneath other clothes when going out.

There is one exception as I like to wear female bikini bottoms which I do on secluded beaches when the opportunity arises.

Finally it’s always worth repeating how fortunate we are to have this space to share our appreciation of the pleasure that female clothing and lingerie provides. :blush:

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With me it’s dresses or casual womens clothes and women’s shoes. Combination of heels and flats…

Don’t do the make up. 100% in the closest as no one who knows me IRL knows I do this. Only do it my room though and only around the house if I know they’re all out.

If I could pull off a convincing female look then I would have gone to a random city away from my own for a fews days regularly so walk around in public

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On Saturday night when we went out to a music venue it was casual.

Blue cotton blouse, denim skirt, no hosiery (it was far too hot), sparkly denim shoes, denim shoulder bag, pale grey full length edge to edge cardigan, wig and full make up.

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Wow 48 guys? If I recall she was not all that open sexually just a few years ago. And even a year ago it was like 10 guys. Seems like there are a lot of happy guys in your area thanks to her.

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Yes that’s right.She really was quite shy although i think deep down there was always something in her waiting to be released.The number of new guys has slowed a little due to us all being very careful/particular etc etc due to health reasons etc but she did bed her 61st conquest a few days ago.I got to sit and watch and seeing and hearing her enjoy herself so much as he did have a really big,fat cock which he knew how to use was a joy.He also had her friend a couple of nights back and hinted to her he got turned on watching me clean up my wife after he had cum inside her to which she told him that i would do the same for him next time if he so wishes.It would be the biggest cock i have ever sucked so i do hope this oppurtunity aries,i am sure it will.

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I know of a sad case. Hubby aunt used to live in a mobile home on a site that was for the elderly. The woman of a coup!e that lived opposite them died. A few weeks later they thought they saw her but realised it was her husband dressed in her clothes wearing a wig. He dressed in her clothes all the time, it was like he had taken over her identity. But I think it was because he missed her.