I never ask, unless we're phone/sex texting, because I don't want her to think I'm judging her.
Too many times, when I use to ask, I'd get from her, "What you don't like XXX?" or "You know, you're right," and then when I'd arrive they're changing.
If we're already living together I'll buy her clothes and shoes (based upon her taste, as well as what I like on her - usually jeans and a T).
I also don't ask because when I arrive I'll know what she's in the mood for, and I like surprises - well, good ones.
There are lots of reasons to your question. I think men in general are just mostly responsive to visual cues. How a woman dresses also acts as indicators of her personality, and while at home, where she's without the need to make an impression, indicative of her state of mind at that given time. How a woman dresses expresses a lot. And I guess a lot of men want to know because it will let them know you better as well as act as a visual picture that serves as a sexual stimulant for their own gratification. It's just how they are, in the same way so many women while on line ask men, "How tall are you?" It's one of those things that are important for their own gratification.
I do feel judged sometimes.
Or because I don't wear X Y or Z why should I feel less than if I don't?
One can see my state of mind through my posts here.....lol..
Old and somewhat clichéd truism of online communication: "On the Internet, no one know you're a dog."
Corollary to the above: "On the Internet, no one knows you're wearing flannel pjs."
Why feel judged when, if all you're doing is chatting, you can literally say anything (obviously, camming creates some new issues here since they can actually see you)? If it feels like they are fishing for "I'm wearing lacy knickers and a bra" then give that to them. If it feels like they want leather bustier and thigh-high latex boots, give them that (give them a whack with a riding crop, too, while you're at it).
Now, if it is an online friend and you really feel you want a true connection with them, then it's worth being more honest. But in a chat room or one-to-one with some guy/gal you just met on the forums? Just play up the fantasy.
It is to form that mental image in our heads I dont care what the response is it just forms a picture the chat between us is what really matters
Hard to get work done with you on my lap, but with you on my lap, that's not the only thing that's hard...
A woman can wear what she wants.
But if she wears what I want, then it says a lot to me.
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To quote you quoting - "It's not what you're looking at that matters. It's what you see...." Henry David Thoreau
That statement is much more true on the internet.
Through your postings and chats I see you as a ravishing dark mysterious beauty, with so much promise of things that could be.
It's just about setting the picture in my mind... do you want me to strip you? And if so, shall I do it slowly, or just rip them off?
You can answer anything you want, but chances are that I'll use whatever you tell me as part of our encounter.
I love the trench coat idea though.
Clothes can tell you a lot about someone's personality.
Women are the ultimate present.. At the end of the day we are all kids at heart and love unwrapping the present or wondering just what is inside.
i have honestly never asked what a woman was wearing. (not seriously at least.)
and i'm as visual as they get. :P