Help: Transvestite husband

PrettyPosie

Really Really Experienced
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Apr 12, 2010
Posts
388
Okay, my husband likes the idea of dressing up as a woman and I'm totally game and support him in this practice. However, I'm having trouble helping him reach his goals. He's not a fat man but he's big around the middle and so far we're having trouble finding clothes and things. I'm still fairly young(21) and still look to my mother and aunts to help me buy the right bras and makeup and stuff and so far this cross-dressing has been a complete secret from our family and friends. So, not being that experienced in the art of beauty myself, I find my hands full with a burly, hairy man to guide in the ways of womanhood.

We have several stores and shops in our area that sell clothes for bigger women, but they're exclusively for women and I'm struggling with how to go about and pick out clothes for him, when we don't know what size will fit(and these places are generally not cheap either). So far, I'm apprehensive about taking him to one of these stores and testing whether they'll allow him to go into a dressing room and try things on(and plus, I think it'd be rather embarrassing for him if the store people refused). I suppose we could just buy and then return, if that is the way you do it, but it seems like it'll be an awful lot of work to find the right size that way so it wasn't my first thought.

What sort of underwear should he buy? I mean, I know it'll need to be bigger for his size, but I want to be sure everything else is comfortable down there. Is there anything I should worry about when helping him pick out girly underwear? Or do I just worry about size and whether it fits?

Also, there is the hair. He can shave close fairly well on his own but his eyebrows need tweezing/waxing. I have someone else help me remove my hair with wax because I'm too skittish to do it by myself. Is...it an acceptable thing to walk into a hair cut place and request they wax his eyebrows for him? For a price of course, but, I mean, we're fairly shy people and we've NEVER done anything like this.

And applying makeup on another person is something I've never done before and I'm finding difficulty explaining how best to do it(his eyes are not use to having eyeliner on them, so even when he puts it on himself, he squints a lot and the line ends up way too low).

I need advice from either men who are use to this sort of thing; how did you get started and how do you buy clothes that fit your form and make you look and feel pretty? Or women who have helped their men in a similar situation as mine.
 
Ummmm, well wow is the first thingy that comes to mind. Sorry but dang. :eek:

OK, now as for what size he is, there are online shops that explain this better than I will, I am also going to suggest you go to a crossdresser online store, they will carry his size. Anyway, to get his size, you need to measure his wasit, then his hips, I am sure you know where his waist is, his hips are the thickest part of him below the waist, now that you have that, you want to go up and measure him at the chest, across the nipples and below the breasts. I don't know the actual exchange for it, but the difference between his breasts and chest are his cup size, I am guessing A or smaller on that unless you pad, which is easy.

OK, as for what to get him in underwear, really I just sorta pointed you where to go to find it, crossdresser online shops, they know men buy their clothes and they are happy to take the money. If your area is that conservative you will want to take the online route, I do not know any but a simple google search for crossdresser clothes will get you the sites that cater to that. I think any search engine works, I've never looked. :eek:

Makeup is hard to apply to others, and it is hard to apply to yourself without practice. I have talked about this in a different thread so I am simply going to paraphrase. Avoid eyeliner, do not use foundation, base whatever. Simply find him a nice powder rouge, eyeshadow and lipstick, he does not have to go about all dolled up, he just wants to dress and look like a woman, you only need three makeups for that unless he has blemishes zits whatever foundation doesn't do anything you need. Less is more, even the models do not wear that much makeup until they are getting pictures taken or walking on a runway. The only people who wear that much makeup all the time, are hookers, unless you want to look like one you generally are better off with less is more. ;)
 
Thank you very, very much. Your advice presents new avenues I did not consider and will make things easier for me to help him achieve his goal.
 
First of all,let me say how good it is to hear of your support.I can tell that you are going to have a lot of fun together.

I trannied for years.Out and about in all the trans friendly clubs and bars in the UK.But I rarely bought anything online.Here in the UK all the big stores have a trans friendly policy.Trying ladies clothes on in the male dressing rooms should not be a problem.Full time ts girls should be able to use the female dressing room.

Shops want your money and are surprisingly used to men buying ladies clothes and helping out size wise.Check out sites such as tvchix and Rosie`s .Read the forums,there are so many threads on this subject.

One good online site for quality lingerie in mens sizes was Apres Noir.Luckily I`m only girl sized ,so buying clothes was never a problem for me.Makeup,like trannying is a learning curve.Having you there to help is a massive bonus for him.There are a number of online sites that take you through the process of putting makeup on.

The main thing is to get laser treatment to remove the beard shadow.Otherwise you`ll just end up using more and more foundation and concealer and looking more and more like a tranny.If you don`t want laser treatment then pluck every single hair.From your top lip ,chin and jawline.Sounds painful,I know.And it`s a long process but well worth it.After the first couple of times it becomes easier as the hair follicles become less deep rooted.

Another top tranny tip.When you out dancing and drinking and having fun ,don`t wear stockings.Pantyhose only.You`ll spend all night running to the ladies to hitch your stockings up !Keep stockings for the bedroom only or for a sexy dinner date lol
 
my two cents

it's much better to buy in person rather than on line. try the easy stores like wal-mart to start off with...they do have plus sizes...eyebrows...most malls now have these places where they tweeze brows using thread. it's quick and cheap...most places around $12 plus tip. i'd go that direction to start, but be sure to explain just the look you are going for, other-wise, they tend to be afraid to shape and do guys eyes to thin...most importantly, let him get used to going in the stores...at first it's pretty intimidating, but gets easier with each trip...if i may...how big is he (as in hieght/weight and waist)?
good luck!

-sandra
 
eyebrows...most malls now have these places where they tweeze brows using thread. it's quick and cheap...most places around $12 plus tip.
I would be more inclined to recommend a beauty salon - any nail place will do eyebrow waxing, and most hair places will too. If he is nervous about doing it in public, those threading kiosks in the malls are awfully exposed. I would never get anything done there! I'd much rather go to a salon.
 
I would be more inclined to recommend a beauty salon - any nail place will do eyebrow waxing, and most hair places will too. If he is nervous about doing it in public, those threading kiosks in the malls are awfully exposed. I would never get anything done there! I'd much rather go to a salon.

it took me a couple of trips to get them done right....one mall here does the threading in a kiosk....but two others have their own store...personally, i'd go to either type...i no longer care how others view me....only how i view myself.
-sanra
 
OMG PrettyPosie If my GF was like you I'd marry her tomorrow! I'm so jello of your hubby... It's so awesome that you help him out.
 
it's much better to buy in person rather than on line. try the easy stores like wal-mart to start off with...they do have plus sizes...eyebrows...most malls now have these places where they tweeze brows using thread. it's quick and cheap...most places around $12 plus tip. i'd go that direction to start, but be sure to explain just the look you are going for, other-wise, they tend to be afraid to shape and do guys eyes to thin...most importantly, let him get used to going in the stores...at first it's pretty intimidating, but gets easier with each trip...if i may...how big is he (as in hieght/weight and waist)?
good luck!

-sandra

Thank you all again for your suggestions! I'm so excited to go out with him and get this stuff, and it's all a lot easier than I had originally thought it to be. I just love him so much and want him to be happy, and it's fun and exciting to explore his feminine side together.

He is 5'11", 300 lbs, and waist is 40x30.
 
Okay, my husband likes the idea of dressing up as a woman and I'm totally game and support him in this practice. However, I'm having trouble helping him reach his goals. He's not a fat man but he's big around the middle and so far we're having trouble finding clothes and things. I'm still fairly young(21) and still look to my mother and aunts to help me buy the right bras and makeup and stuff and so far this cross-dressing has been a complete secret from our family and friends. So, not being that experienced in the art of beauty myself, I find my hands full with a burly, hairy man to guide in the ways of womanhood.

We have several stores and shops in our area that sell clothes for bigger women, but they're exclusively for women and I'm struggling with how to go about and pick out clothes for him, when we don't know what size will fit(and these places are generally not cheap either). So far, I'm apprehensive about taking him to one of these stores and testing whether they'll allow him to go into a dressing room and try things on(and plus, I think it'd be rather embarrassing for him if the store people refused). I suppose we could just buy and then return, if that is the way you do it, but it seems like it'll be an awful lot of work to find the right size that way so it wasn't my first thought.

What sort of underwear should he buy? I mean, I know it'll need to be bigger for his size, but I want to be sure everything else is comfortable down there. Is there anything I should worry about when helping him pick out girly underwear? Or do I just worry about size and whether it fits?

Also, there is the hair. He can shave close fairly well on his own but his eyebrows need tweezing/waxing. I have someone else help me remove my hair with wax because I'm too skittish to do it by myself. Is...it an acceptable thing to walk into a hair cut place and request they wax his eyebrows for him? For a price of course, but, I mean, we're fairly shy people and we've NEVER done anything like this.

And applying makeup on another person is something I've never done before and I'm finding difficulty explaining how best to do it(his eyes are not use to having eyeliner on them, so even when he puts it on himself, he squints a lot and the line ends up way too low).

I need advice from either men who are use to this sort of thing; how did you get started and how do you buy clothes that fit your form and make you look and feel pretty? Or women who have helped their men in a similar situation as mine.

men having their eyebrows done is fairly common these days so no-one will take much notice and for clothes measure your husband with the tape measure and go on-line to check the relevant womens sizes then you can either buy on-line or shop knowing what sizes you need , however you will find most ladies shops dont encourage gentlemen to try on things in store and there are lots of specialist shops for cross dressers so find one in your area and shop there , i am sure you will find the staff very friendly and helpful and discreet .
make -up will improve with practice ,perhaps you could practice on each other even but whatever you do have fun and love each other ,x
 
men having their eyebrows done is fairly common these days so no-one will take much notice and for clothes measure your husband with the tape measure and go on-line to check the relevant womens sizes then you can either buy on-line or shop knowing what sizes you need , however you will find most ladies shops dont encourage gentlemen to try on things in store and there are lots of specialist shops for cross dressers so find one in your area and shop there , i am sure you will find the staff very friendly and helpful and discreet .
make -up will improve with practice ,perhaps you could practice on each other even but whatever you do have fun and love each other ,x

bluesky, sorry I have to disagree with you, maybe its because I have been luckier, or I am just more open and brazen.

I have never in any of the chain clothing stores, New Look, Primark, Debenhams, M&S, Peacocks, Top Shop, ever been refused from trying on ladies clothes with the exception of underwear which they don't let women try on either.
If the changing room is communal, I have had to wait till the room is empty of women, or use another place such as a staff loo. But have always if they are individual cubicles been allowed to change in there, and in general have found the staff to be very helpful and non judgemental.
The nearest large New Look to me, I have been using a number of years and frequently, and only once a couple of years ago did I have a problem there, when I walked up to the changing room, a new young Saturday assistant refused me entry with half a dozen frocks, the manageress saw this from behind the tills and came over, she apologised to me, let me through, and explained to the new member of staff, that anyone male or female was entitled to try anything on in store.
The manageress who knew me from my frequent visits. when I got to the till to pay told me that any shop refusing to let a male try on female clothing solely because they were male would risk prosecution under sex discrimination laws covering goods and services, and advised me to report any shop that refused me.

For makeup, basic and advance I always recommend this youtube channel for both male and female, presented in an uncomplicated way and covering everything from faking boobs, hiding facial hair shadow with makeup to full on looks:
http://www.youtube.com/channel/UCweP4QK9KQRt6r-Jo6fY09Q
 
bluesky, sorry I have to disagree with you, maybe its because I have been luckier, or I am just more open and brazen.

I have never in any of the chain clothing stores, New Look, Primark, Debenhams, M&S, Peacocks, Top Shop, ever been refused from trying on ladies clothes with the exception of underwear which they don't let women try on either.
If the changing room is communal, I have had to wait till the room is empty of women, or use another place such as a staff loo. But have always if they are individual cubicles been allowed to change in there, and in general have found the staff to be very helpful and non judgemental.
The nearest large New Look to me, I have been using a number of years and frequently, and only once a couple of years ago did I have a problem there, when I walked up to the changing room, a new young Saturday assistant refused me entry with half a dozen frocks, the manageress saw this from behind the tills and came over, she apologised to me, let me through, and explained to the new member of staff, that anyone male or female was entitled to try anything on in store.
The manageress who knew me from my frequent visits. when I got to the till to pay told me that any shop refusing to let a male try on female clothing solely because they were male would risk prosecution under sex discrimination laws covering goods and services, and advised me to report any shop that refused me.

For makeup, basic and advance I always recommend this youtube channel for both male and female, presented in an uncomplicated way and covering everything from faking boobs, hiding facial hair shadow with makeup to full on looks:
http://www.youtube.com/channel/UCweP4QK9KQRt6r-Jo6fY09Q

yes you have been luckier than me honey ,i find the most welcoming store is Evans and i have been made welcome in other places but as a general rule i find they dont encourage us to try and your recommendations are spot on honey and you are quite right about the sex discrimination thing but sometimes it easier for new girls to just walk away until they gain confidence ,xxxx Lucy
 
If you're in the US, Lane Bryant is supposed to be trams-friendly. I started buying my clothes at second-hand thrift shops. Just by looking I could get close to my size and if it didn't fit it was no big loss. You might also do a google search for CD specialty shops in your area. Many offer makeovers and you can learn quite a lot from them.
 
There are also plenty of good u-tube videos on everything from voice lessons to makeup.
 
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