When a woman prepares to attend an important social function, she puts a lot of thought into her appearance. Fashion, for women, can get complicated. What dress to wear? How to accessorize? Are these heels too high? Not high enough? Even women who describe themselves as “low maintenance” can be susceptible to this anxiety.
I would guess that most of the time when were asked it's not just because she wants to know how the outfit looks. Unless it was a gift, she bought it, she's seen it. She knows what it looks like. It's more about how she looks wearing it. There is a ton of pressure put on women by society (other women mostly) to look a certain way. This creates a lot of anxiety and worry about how other women (and men) will look at her. My wife is stunning. I know that. She's told that many times, and many men and women have commented on how gorgeous she is. She is also very confident and comfortable with herself. But don't think for a second she doesn't have insecurity and anxiety at times. We all do!
So, when she asks, what I always try to get at is "What do you think, honey?" This allows her to tell me what she's feeling insecure about.
Mrs. Vox: "I don't know, I think this makes my hips look too big."
Me: " Hmmm... (honest opinion).
If I agree, I'll suggest another of her outfits. If not, I'll tell her she's stunning and we move on.
Many times, I'll tell her I think she looks great, but she knows I think she looks great. So I'll always tell her,
"Wear whatever makes you feel the most comfortable. You don't have to impress anyone. Everyone loves you for you, and if they don't who cares?!"
This is usually the perfect statement to make to allleviate her fear and insecurity.
And when she's been stressed about an outfit. Later I'll bring it up. "You are so rocking that dress tonight!"
I love my wife. I tell her everyday. She's creative, brilliantly intelligent, compassionate, strong, empowered, and hot! I most assuredly "out-kicked my coverage." But we're also a team. And I have her back no matter what.
So, I'm always honest, but never cruel. And Hell, I ask her all of the time too! In part because I'm color blind and sometimes my ties don't match ANYTHING in my wardrobe.