Jennifer Nova

In my case, I hadn't found any conversion tables at first, so it was kind of trial and error. The conversion charts are out there though. Generally it's about 2 sizes up from your men's size, at least in US sizes, but it can be different than that.

Jen

highheellover

it will be ok jen.

__________________
Girls and heels rock.

Dawn HH

Silver:-)

It sounds like you are just starting to get into your Crossdressing activities. The fellows here have all given you some excellent advise. If you give us all enough information to start with, the answers to any questions you may have will be coming from some very knowledgeable persons. So don't hesitate to ask. I needed to know where you were coming from and where you were going to be able to start giving you any background information in answer to your PM to me. I, as well as many others, will try to help you as much as we can. Cheers---

Dawn HH

__________________
High Heeled Boots Forever!

highheellover

i agree with dawn.

__________________
Girls and heels rock.

silver

Okey, I will try give you more info, but just let me know if it's not exactly what your looking for.

I have always wanted to dress in womans clothes, and have on and off, but I havn't ever gone so far to really start a collection. I got lucky when I was able to wear my girlfriends ankle high boots, with a +-3.5" heel. So that was just after I started posting here. Then I bought a wig and tommorow I'm planning on buying lipstick and maybe other make-up. My ''goal'' is to get an outfit that matches and that everything fits together, because it will look stupid otherwise.

I hope that helps. Im looking forward to your advice.

Silver

__________________
Kills werewolves, dead!

Dawn HH

Silver:-)

You said that you borrowed your girlfriend's ankle high boots to wear. If they fitted your feet well and were comfortable for a period of time, then that should give you a good idea of what size boot to buy for yourself. If you can walk O.K. in her 3½" heels, then you could probably look for boots in any height with a heel between 3" to 4" in height. It's really great that your girlfiend is open-minded enough to go along with your crossdressing. Welcome to the world of crossdressing. Enjoy!!! Cheers---

Dawn HH

__________________
High Heeled Boots Forever!

Nicole

Well, looking 'stupid' is a rather subjective thing. However, if you want matching outfits: it's hard to go wrong with black. Black skirt, black turtleneck, black hose, black ankle boots- I think that's a pretty good look. A lot of folks like leather, but I am not a big fan of the material. I prefer velvet and cotton. If you order online, you should try and get stuff that stretches well, since you're going to find it hard to get a really good fit for 'off-the-shelf' stuff.
If you want something a bit more elegant, then a skirt suit can work pretty well. The problem with that is you are risking a lot of money for something that may not fit if you order online. The nice thing about suits is that you automatically get colour coordination. To complete the look, you will want some kind of dress shirt- I have a nice white lady's blouse which goes quite well with my navy suit; but a man's dress shirt could also work. I think pumps go better with suits then boots; I think the pumps should be about the same colour as the suit, but black pumps will go with pretty much anything; and leather is probably better than patent.
If you're not really used to heels, I would suggest that you don't go over 4" until you get used to them.
I don't usually wear makeup. I guess that means I look pretty silly to some, but I think that I pull it off as well as any one. Ultimately, it's about how you feel that you look rather than how others (especially strangers) feel about it. The reason that I don't wear makeup is basically because I've never taken the trouble to learn how to apply it properly. If you do go for makeup, make sure you do a good job. Poorly applied makeup is far worse than no makeup.
I wore red lipstick recently. I'm not sure how succesful that was- as it turned out, I was rather ill at the time. I was wearing a blue velvet minidress that day. While fun to wear it was probably a bit too extreme; and constantly pulling it down was annoying.
For finger nails, I usually get them professionally done. It's quite relaxing, and they do a much better job than I am able to do (and probably better than you can do for yourself). Good colours to start with are blue, black and clear. Toenails are less crucial unless you plan on wearing sandles. If you wear sandles, get a pedicure unless you are good at painting your nails. I recommend the same colours as for the manicure until you get more confident. When you get more confident, you'll find red is good.
I recommend starting out conservatively in any case, at least for public looks. Knee length skirts or lower; dark colours; trousers with discrete side and back zips; trousers with front zips; relatively low heels; minimal makeup which looks 'natural'.

For stockings, I have issues with suspender/garter belts. Basically, they don't do the job. I really like teddiettes but bear in mind that your body is likely to be longer than the average woman's so you'll need to get a larger teddiette than you might think.

If you have a hairy chest, make sure that you have plenty of tops with high necklines. I strongly recommend you shave your chest and legs. I wish I could. Shaved underarms are good also; I can get away with that, and do. You will have a lot more options about what to wear.
Likely you will not have pockets. For your more casual looks, a backpack is fine, but most of the time, I would recommend a purse to carry your wallet in. I'm not in fact a big fan of purses, and it took me a long time to find one I liked. It's simple and cheap- I got it from Payless- but it works quite well.

Jewelery is optional. A nice necklace can go a long way, as can elegant earrings. A simple diamond stud works well for me. Some folks like toe rings, and I of course have my wedding band which I wear anyway.
Let me describe my best current looks:

navy skirt suit; black tank with rhinestone studs; white blouse; black patent pumps. (I have a pair of black velvet 5" ankle strap pumps which would be better, but they're virtually dead- you can find them at Pierre Silber's shop although I picked up mine at Frederick's of Hollywood)
blue velvet long sleeve top and blue velvet knee length skirt; not a deliberate suit, but they match quite well; low navy pumps or black 5" patent granny boots. I have a similar look with red velvet (the skirt is ankle length) and 5" red patent ankle boots.
Black velvet trousers, no zip, elastic waist; black tank with black velvet sweater over it; black suede 4" ankle boots.
All looks come with dark opaque pantyhose or stockings.
As you may guess, I really love velvet. I have plenty of other clothes, but those are my favourite looks.

Ordering online or by mail order is really not the way to go unless it is incredibly inconvenient to go shopping outside. You will get a better fit in shops, your confidence will go up, and it's a more rewarding experience. You will get stared at; you will get patronised and insulted. Unless you have an incredibly thick skin, it will bug you a little bit. The shop attendants are usually pretty cool with guys trying on their stuff. It happens a lot more than you might think, and in any case you're a customer.
The first key is to realise that the majority of people do not especially care- and even if they do, they'll keep their opinion to themselves. The second key is to realise that the opinion of strangers is not relevant- if they don't like it, oh well- if they do, it's a bonus. I will be the first to admit that I do not consistently follow this advice- it's hard, especially if you don't live in a big city, and hence have a good chance of running into some one who you don't especially want to know about your dress sense for whatever reason. But I'll say this- I've never really regretted going out, even when I have run into people I didn't want to meet.
Before you go out make sure you can wear your heels for some time. Walking on sidewalks in 4" heels is not easy the first time you do it. I practice a lot at night. Depending on your neighbourhood, this may or may not be a good idea. Being in the sights of an automobile headlight, while being self-conscious about what you wear is a nerve-wracking experience.
Hope that helps.

__________________
the truth shall make you fret

Dawn HH

Nicole:-)

You really spent some time on gathering some great advise for our young friend Silver to try out. Let's hope that he follows your advise to the "T" and has a lot of fun trying everything on. I'm sure that his girlfriend can be of a tremendous help in getting him to be able to co-ordinate his out-fits and make-up. Maybe Silver could post his progress back to us all so that we may hear and read of his new experiences. It would also be nice if he would post his trials and tribulations of practicing and learning to walk properly in high heels. At one time, we all had to start somewhere and progress from that point onward. Cheers to Silver---

Dawn HH

__________________
High Heeled Boots Forever!

highheellover

yea updates would be nice.

__________________
Girls and heels rock.

silver

Yeah, sorry I have been away so long. I had a ton of things to do. Thanks for the advice, Nicole. I had been thinking black leather but now I know to avoid that.

Just so everyone knows, I have dressed before, but never as seriously (seriously?) as this (it shouldn't be serious :D ). This is the first time I really started collecting. The other thing is that I said I wore my girlfriends shoes, I didn't say that she knows. She knows I want to dress up, but won't let me. It's probably going against alot of things that I stand for to not tell her.

As far as progress, I bought makup, which was easy, because the lady at the counter probably thought I was buying it as a present. I know clothes will be a challenge, but I will go out of town if I buy at a shop.

As far as walking, I'm finding it difficult. I have been watching alot of women walking in heels to try and figure it out (People watching is a great hobby). The shoes get really uncomfortable really quickly and I think this is because they are abit small.

Makup is also difficult, but I'm practicing. I love the look of lipstick, even when I'm dressed in my guy clothes. It's especially nice when you use a makup pencil to outline it, but my hand's not steady enough yet.

I will keep you updated, but I will probably not post every day because the next week is going to be really busy. Got to get money to wear the clothes, honey.

Thank you again for all the replies.

Silver

__________________
Kills werewolves, dead!