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View Full Version : Have you ever felt good about looking and dressing sharply as a Male



Megan70
01-15-2008, 09:33 PM
Curious question here for my sister genetic male CD's TV's. Is there times when in drab , that your mind is totally of crossdressing and you really feel good about how you look in that snappy three pc. suit, with dress shirt and cufflinks, or casual western wear with jean,s denim shirt, leather vest. for example. Can be any male dress up occasion.

One time in college I had the lead role in the play Glass Menagerie and the costume called for a 1930ish gangster like black pinstripe suit, with wide colorful tie with stick pin. My room mates girl friend thought I looked sexy; so
I felt that way.

Any of you ladies ,while in drab ever feel like a million bucks dressed as a fashionable male.
I do, but rarely.
Discuss:rolleyes:
Megan

Chiana
01-15-2008, 09:52 PM
There are times when I feel that I look better than others while in drab mode but I have always thought that male clothes, no matter how nice, just look really boring, plain, un-exciting,,,,, uh, drab. They just don't do anything for me other than allowing me to live in society without attracting undo attention.

Julogden
01-15-2008, 09:57 PM
Nope. I've never enjoyed looking masculine. There have been times when I felt a bit better than at other times, but I've never totally gotten into looking male, the feminine was always there, undercover.

Carol

Jennifer Lynndon
01-15-2008, 10:05 PM
I'm not attractive in guy-mode at all ... but I have kinda liked the way I looked when wearing a tux. That's typically the universal best-outfit-on-a-guy piece of clothing.

RachR
01-15-2008, 10:40 PM
Absolutely, my sister's wedding was last year and I bought a new suit just for that occasion. I looked great and it felt good. Not only that, but on a daily basis I like to look "nice" because it makes me feel good. Enfemme or in "drab" I try to dress in a manner that makes me feel good about myself.

Jodie Wexler
01-15-2008, 11:28 PM
I actually enjoy wearing a suit and tie. I take as much care in choosing my male attire as my female. It is still me, whatever I am wearing. Anyway I still like to look good for my wife when we go out.
Jodie

Joy Carter
01-15-2008, 11:38 PM
I used to love dressing up in a suit and tie. In fact I still have a nice double breasted suit with elephant bell pants, I wore in the seventies. Obviously that was a few pounds ago. :rolleyes: But to tell the truth Joy has nicer clothes than --- has. :D

Joni T
01-16-2008, 12:33 AM
The only time I feel really good in male attire is when I'm wearing my kilts and Charlie jacket.

docrobbysherry
01-16-2008, 12:47 AM
Even when I was young, the best I ever looked in a mirror was, OK. Now that I'm ancient, a glance of Robert in the mirror is frightening sight!
It is exactly the opposite with Sherry in the mirror. Seeing her is also a shocking sight! Shockingly good! How I can look so good as Sherry, still blows my mind! Among other things!
RS

LilSissyStevie
01-16-2008, 02:49 AM
I used to be a real dandy. But, I didn't crossdress as much in those days. Now I'm a total slob in male mode. I put all my dressing up energy into getting girly.

Sonia_cd
01-16-2008, 03:32 AM
Certainly! There are a million times I look in the mirror before heading out and think I look really sharp. That my opinion is backed up by at least a couple of people through the course of the event/day is an ego-boost as well.

staxscd
01-16-2008, 03:35 AM
never i dont even owna suit ,when at flash events im always jeolous and get a bit down looking at all the nice dresses around

Kate Simmons
01-16-2008, 04:19 AM
Sure. In fact I not only look good as Rich in a suit and tie, I look good as Sal as well.:happy:

Dee Jay
01-16-2008, 04:25 AM
I own one very cheap suit. Used only for weddings and funerals.
I own two ties. One is a deep red, used for the weddings, and the other is black, used for funerals.
I hate wearing a suit. I have never worn a DJ. I refuse to.

I'm srtictly a jeans and T-shirt man. Maybe a plain jumper when it gets cold.

When I was about 15/16 I used to be a mod, so I was quite snappy then. I even had a suit made for me. Typically 60's (this was in the 80's) 3 button, narrow lapels, 5" side vents etc.
Then my love of The Who got me into rock music and all the mod style went out the window.
If I were slim again, and could afford it, I'd have another suit made in a similar style, but then I'd still only wear it for weddings and funerals :)

Strange thing is... In male clothes, I don't follow fasion, I like plain boring clothes.
In girl clothes mode... I follow fasion (even though I'm too old for it) and love brighter colours and varying styles. I could shop all day for girl's stuff, but men clothes I buy as little as I have to for as little as I can :)

DJ

Suzie S.
01-16-2008, 05:21 AM
Absolutely Megan! I actually polish up quite nicely when the occasion arises. Since I work in construction I quite grubby most of the time. :heehee: But, there is definitely something nice about putting on the Ritz once in a while! Especially when I see that look in my wife's eyes when she sees her sharp dressed man, that's worth a million bucks! :happy:

Katrina
01-16-2008, 06:16 AM
My SO says I look good all decked out in male garb, but I sure don't feel it myself. So, no.

Slip Affinity
01-16-2008, 07:20 AM
Any of you ladies ,while in drab ever feel like a million bucks dressed as a fashionable male.
Megan

No, I can't say as I have ever felt that way.

Kelsy
01-16-2008, 07:23 AM
I love to look good in drab. The thing is the more stylish i get the more feminine the men's clothes become. Fabric cut and fit start to move towards the feminine. Of course my favorite dress pants are womens cords and jeans:happy:

Kelsy

DonnaT
01-16-2008, 08:50 AM
I've never liked wearing a tie, so don't feel particularly good when wearing a suit. But I don't feel bad either. Indifferent, I guess.

In my younger days, when I wasn't overweight, I liked dressing to show off how fit I looked.

il.dso
01-16-2008, 08:53 AM
Interesting question. Thanks for asking.
No, I never feel great about what I'm wearing when dressed as a man. I don't care about being a stylish or sharp dresser.
Now, dressing as a woman, that's something to get excited about!

chrissietoo
01-16-2008, 08:59 AM
Sure, when I need to I'll dress up in a suit and look great.

Curiously, I feel like Chrissie just as strongly, or more so. My first times in a suit, around age ten, were also the times when I felt strong desires to be a girl. I had a crush on the girl with the desk next to me, Gail, and I imitated and envied her. I wanted to write like her, and brush my hair back like her, and I held my legs under the desk like her....smile like her.

We had a graduation dance, and we danced almost every dance together, slow and glued to one another. I was in a suit, and she was in a dress, but it didn't feel that way to me...I very strongly felt all night like a girl. So perhaps that's why I enjoy wearing a suit, and people remark on how 'lovely' I look. :happy:

Amy Lynn3
01-16-2008, 09:05 AM
Like some of the others I own as many suits, ties and shoes as I have dresses and skirts. I love to look like a million bucks in drab and a dress too. I dress in a suit more than I do a dress, which is every week.

MJ
01-16-2008, 09:13 AM
I'm not attractive in guy-mode at all.. and now i can't pass for a guy .. why am i complaining ?

Angela Burke
01-16-2008, 09:21 AM
No, I never liked wearing boys clothes when I was a child and nothing has changed. They were/are just something I have to occasionally put up with.

SiobhanW
01-16-2008, 09:30 AM
I'm not what you'd consider a hansome man, but I do look pretty good in a suit and tie. However, IT work is not very demanding when it comes to style, so I only have the one.

My favourite GM outfit has to be my Tux. It was one of those purchases that, if you buy carefully and choose a classic design (and stay the same size), you only have to buy once in a lifetime. It's beautiful, and I look great in it.

dianarg
01-16-2008, 09:43 AM
I don't feel attractive in drab at all. As a matter of fact, I'm usually shy as a guy, so that doesn't help

Odalisque23
01-16-2008, 03:17 PM
... but I have kinda liked the way I looked when wearing a tux. That's typically the universal best-outfit-on-a-guy piece of clothing.

I dunno, when I wear a tux I look like a 5-year-old in his Dad's clothes, even if it fits... can't really pinpoint why. I wore a three-piece suit to my wedding, which I prefer.

I think there's a lot of versatility to men's clothing, but I'm also very, very picky, and prefer thrift shops to chain stores anyday. I just like unique clothing. I also try to incorporate feminine attire into my "drab." I definitely take great care in how I present myself, although I dunno if "sharp" is a good adjective for how I appear as a man.

jennifer41356
01-16-2008, 03:42 PM
Maybe in high school during the late 60s and early 70s when bell bottoms were in a platform shoes:D

Nicole Erin
01-16-2008, 03:54 PM
I have been told many times I look great when sharply dressed in nice men's clothes like a suit or tux.
However, I feel silly in it. Imagine how a non-CD would feel dressed in "camp" drag. That is how ridiculous I feel. Men's clothes, especially suit and tie, just feel icky to me.
Seeing other men dressed that way, I am indifferent, but on me, bleh!

Even before I knew I was CD, I never felt comfy looking "nice" as they say of a well-dressd man.

Stargirl
01-16-2008, 04:02 PM
During my flower child days, I wore a tailored pin stripe suit with a white shirt, tie, and suspenders.I often added a little black fedora. I had a garter belt, bra, and nylons underneath and felt both sides of my persona getting around town in one body. I wore a pair of cute high button shoes, or black boots. We could get away with anything back then. Of course, the next day, I would wander around in a long dress, flats, and femme velvet 1940's clutch coat. We had a local thrift shop (in New Jersey) that literally sold mint condition vintage clothing for a dollar or two. I find that our modern times are leaning toward a "too casual" look. Downright sloppy, in many cases. I don't like to go out in public without getting bit fixed up. For my own benefit. It takes the edge away from the harshness of winter's bite.

Krystyn
01-16-2008, 05:16 PM
Yes...there are many times that I feel good when dressed as a man.

While mens' clothing is not as colorfull or sexy as female clothing,I do take pride in what I wear and what I buy.I dress both ways to feel good.Mens clothing can be complimenting to oneself if done right and with a little help from the underside.

The one thing I won't do is buy cotton boxers....hate em'...even while dressed in drab I got to have good underware on...it has to feel sensual...it has to have color...it has to fit snug...that's half the battle of feeling good in mans clothes.I know it's there.

If the panty fits.....wear it!

Krystyn

Alex!
01-16-2008, 08:55 PM
I always dress and groom to look good, male or female mode. Since I am 99% in male mode, I take great care in my male wardrobe. My female wardrobe is more of an escape.

Stormgirl
01-16-2008, 09:06 PM
When I am in uniform.

Cristi
01-16-2008, 09:09 PM
I think I can do pretty well in drab.

An expensive shirt, perhaps a tie, dark glasses, nice watch... all that together with my almost white hair and long ponytail is quite a look. :) Whenever I put the effort into it in drab mode I get comments, which really go straight to my head since I'd never considered myself particularly good looking when I was younger. I think I'm 'ageing well' though and am now working on that 'distinguished gentleman' look.

Babette
01-16-2008, 09:14 PM
Never, no how, and no way might subtly describe how I feel. It might help if I could find male clothes that I liked. I've been looking for a long time though.

Babette

KateSpade83
01-16-2008, 10:27 PM
When as a guy, I dig a cool looking shirts with good slacks. Only have 1 pair of jeans. I found it very hard to find a good man's suit. Many men's suits are boring and I'd rather wear my beautiful skirt suits [to interviews, etc] but I can't do that! I just bought my first man's suit ever since college back in '92! A $100 36 short suit from K&G! I don't see too much of a difference between a thrift store suit and many expensive Dept store suits. And I was too small to get those bargain Walmart suits [ smallest size 38 S].

Sally2005
01-17-2008, 12:26 AM
In general, I just go for jeans and polo shirt. I feel uncomfortable dressing up in a suit, but think I look okay.

...The only CD related experience I remember, is after a liberating dressing experience, I felt really energized and was thinking girls get to wear bright colors if they want. I was due for some new polo shirts and although hesitant at first I replaced my old grey, blue, etc. with bright green, white. I felt great wearing them and my wife noticed, she said the colors suit me and made me look more cheerful. I still stick to neutral/darker pants, but I'm sold on the bright shirts.

Bethany_Anne_Fae
01-17-2008, 07:30 AM
I feel gopod in whatever I decide to wear. Mainly because I am happy with my male side. There is an equal balance there that I do not think many CDers have. Many I have talked to really despise being a male when they have to be, and do everything they can to repress it.

I like wearing really nice business suits, casual wear and my spouse appreciates it when I do even more.

This might be why my S/o and I have an awesome relationship... because she gets her man when she needs him ;)

Its a match made in heaven

*hugs*
Zara

CalvinKlein
01-19-2008, 03:24 PM
I love to look good in male mode and have a shopping addiction...Being a golfer allows me to wear a lot of bright colors - I even have slits at the bottom of some of my pants (the tailor told me tha he only does this to women's slacks, I told him that golfers do it as well). I have pink pants, lime green pants, kelly green pants, light blue pants, white pants, red pinstriped khakis, every color imaginable searsucker, plaid shorts, searsucker shorts...I have some great polos and dress shirts including purples and pinks and I even try to match my undershirt to the Polo or J Crew logo on my shirt. I have a men's belt collectio of about 15, lots of shoes and flip flops... come to think of it, it looks like I have a problem!

curiously_c
01-19-2008, 03:33 PM
I'm actually a lot more comfortable with how I look in drab. Despite being balding & skinny :) But then again I've been dressing that way (t-shirts, baggy jeans) for almost 25 years now.

Then again, I'm VERY new to dressing, and so far the only time I really feel ugly is when dressed as a girl. But I have a feeling better clothes, learning to put on makeup, a wig, etc will change that. I've learned to just dress up, don't look in the mirror, or take pics and the feelings wonderful. :D

Then again, maybe the feminine side in me is starting to emerge, hence why I can't look good enough in female clothes!

Deborah Jane
01-19-2008, 03:39 PM
Straight answer, i only ever wear jeans and T shirts in drab. On the rare occasions i wear a suit and tie i feel stupid:(

AmandaM
01-19-2008, 11:20 PM
Eeeewwww!

Dalece
01-19-2008, 11:44 PM
I don't like wearing ties and suit did that for 22 yrs in USN, but have dressed nice in drab, have shown pictures of me in drad and in femme and they all say you look better as a woman than I man.

Pamela Julie
01-20-2008, 12:10 AM
The short answer to the question is no. The only male clothing I feel comfortable in are jeans, a tee shirt, and athletic shoes. I prefer femme versions of those when possible. I can't stand a suit and tie, or the femme equivalents. I love formal evening gowns, wish I owned one that fit properly. My choice for everyday wear would be a knee length skirt, feminine tee shirt with embroidery, and two inch wedge.

Rachel Morley
01-20-2008, 12:15 AM
I gotta be honest and say I've only ever felt this way when I was about 18 or 20. After about 25, I never even felt "good" I always felt "adequate" and never particularly attractive. OTOH .. I've always felt (and still do feel) that I looked more attractive (and younger) dressed as a girl or woman. :happy:

mykhelee
01-20-2008, 01:29 AM
Crossing is just one side of me. I have my strong male side as well. I look damn fine in my Levi's, Turtle Creek and Dan Post's.
Whatever I wear and whether it's Mike or Michelle, I good with it, and looking good. Always be free to be who you are. As far as dressing sharply, I detect a bit of snob appeal with all of the suit and tie malarky. Suits are a prime example of society forcing the male to conform to a standard of rigidity in order to be accepted by those who feel that they are higher up the food chain.:devil:

Sorry bout the rant, I just really hate wearing suits. Give me denim below, and cotton above, and something tight and soft underneath.:heehee:

Tina Francia
01-20-2008, 01:48 AM
Me, I always try to look my best in either mode. Looking good is part of feeling good about who and what you are, so, I like to look my best at all times. Even lazy days at home when I have no plans to leave the house I try to look my best. Who knows who may drop by the house at any given time, why not be prepaired?
:2c:

azalea
01-20-2008, 03:44 AM
Sometimes I think I look okay when I'm dressed casually, but I absolutely HATE men's formalwear. Especially ties. I try to buy expressive ties so I don't look like one of the crowd, though. The one I wear most often is a gold paisley tie.

But I still feel ridiculously uncomfortable whenever I'm dressed up, which is made even worse by the fact that my girlfriend loves the way I look in a nice shirt and tie. The only pictures she has of me are from when my hair was really short, and I'm in formal clothing. Ugh, why don't you twist the knife some more?

Lanore
01-20-2008, 07:42 AM
Male attire, yuk. It would just feel so not me at all.

Lanore

kellyanne
01-20-2008, 01:07 PM
You bet girl ! ZZ Top said it best :

Clean shirt, new shoes
and I don't know where I am goin' to.
Silk suit, black tie,
I don't need a reason why.
They come runnin' just as fast as they can
cause every girl crazy 'bout a sharp dressed man

kimmy p
01-20-2008, 03:53 PM
Curious question here for my sister genetic male CD's TV's. Is there times when in drab , that your mind is totally of crossdressing and you really feel good about how you look in that snappy three pc. suit, with dress shirt and cufflinks, or casual western wear with jean,s denim shirt, leather vest. for example. Can be any male dress up occasion.

One time in college I had the lead role in the play Glass Menagerie and the costume called for a 1930ish gangster like black pinstripe suit, with wide colorful tie with stick pin. My room mates girl friend thought I looked sexy; so
I felt that way.
Any of you ladies ,while in drab ever feel like a million bucks dressed as a fashionable male.
I do, but rarely.
Discuss:rolleyes:
Megan


Modern male clothing is BORING!:thumbsdn: Now if some of the older mens fashions would come back into style... Nah! still too boring. Give me Doris Day not Bing Crosby.

P.S. Is it weird that I will wear really constrictive, squeezing, hard to get into/out of ladies clothing gladly, but I consider a simple tie to be cruel and unusual punishment?

charlie
01-20-2008, 03:59 PM
Just like when I feel great because of one of my pretty fashions, I feel great when wearing a tuxedo. Usually on a cruise ship, I enjoy the formal nights. My wife and fellow passengers all look great and I feel sharp in my tux!

SandyR
01-20-2008, 04:34 PM
I love wearing a suite and tie, in-fact I get excited when dillards has its yearly sales. I love the feel of a cool suite. But, you can't beat the feel of Nylons against fresh shaved leggggss......

SandyR

NatalieBliss
01-20-2008, 04:37 PM
skinny ties and narrow lapel suits can make me (temporally) forget about wearing dresses. :D

pam867564
01-20-2008, 08:23 PM
i let my wife pick my drab clothes i could care less how i look as a man

stormrider
01-20-2008, 09:54 PM
No, not at all.

baby beluga
01-21-2008, 07:02 AM
Absolutely :)

Deborah Jane
01-21-2008, 01:02 PM
P.S. Is it weird that I will wear really constrictive, squeezing, hard to get into/out of ladies clothing gladly, but I consider a simple tie to be cruel and unusual punishment?

Not at all! Wearing a tie is a cruel punishment, i can,t see the point of them whatsoever!!

Kimmie
01-22-2008, 10:41 PM
I like the way I look as a guy since I spend 99% of the time as one. However since I've stopped supressing Kimberley I have become more confident within myself as a guy. Do others feel this way?