Two answers, I suppose... for "new-new" as in, came from a factory to a store and no one's ever worn it before... me and my girls, the answer is "very little." The only way I will buy that is if I am looking for something specific and I can't find it secondhand OR we're in a hurry to have it and I don't have time to hunt for it OR we're out in public and one of them vomits, spills, or has an accident... they are both old enough that I don't carry spares anymore, but things do still happen once in a while. In those cases, we're talking about
Walmart, Target, or JCP.
We try to avoid malls and places where they will "fall in love" with overpriced junk.
So that leaves thrift shops and yard sales. My general rule at those places is, if they love it, and the price is reasonable, AND we don't already have something similar, they can have it.. As a result, we have plenty of everything, and they are able to express their own tiny "styles" with minimal pocket-pain for me. As for me... the only "new" clothes I've bought in the last few years fall into the categories above, except for jeans. I buy NWT jeans as needed, but they are the Walmart store brand, so less than $20 per pair... I occasionally splurge on a new funny t-shirt, but even then I shoot for "on sale" and never more than $20, usually less than $10. (I got a "Where's Perry?" shirt at
Disney store the other day for $4.99 because it was a boys XL... so happy) And before than was a "Where's Waldo" shirt at Target that I love, and I think that was $14.99...
Most everything else comes from thrift stores...
Now, DH is another story. A whole other story. In another book, in another language, in another library.... wait, strike the library... in a book store, a pricey one!
DH doesn't do secondhand, when he's just dressing to have clothes on, he'll head straight to JCP... though I've slipped him plenty of "clearance at KMart" and he's worn it without knowing the difference. For work, he has to wear a suit, and gets a clothing allowance for that, so he heads to "Men's Wearhouse" and very sweetly buys anything the young ladies there tell him to. He can't tell the difference between the $50 shirts they sell him and the ones I give him at Christmas that were $20 boxed with a free tie included... (because they're the same brands, I just shop on Black Friday... duh!) We simply don't talk about his clothes shopping-- it's his money, he can spend it... but I AM confiscating the $150 in "rewards" they just sent him (yeah, think how much he'd need to spend before they kick back that much!) and I'm going to use it to buy gifts for male family members for christmas)
So to answer your question... very little, and the only remorse I get is how much he spends that I can't convince him otherwise... the suits are a necessity, the shirts could be gotten for less...
The only thing I've ever bought to wear that I had remorse over was when I bought a BEAUTIFUL set of champagne topaz for a christmas party from JCP... they were lovely, on sale, and I figured it was an acceptable purchase that would hold value in the long run. Imagine my chagrin when I got home and noticed the tags said "CZ" as in "cubic zirconia." I was SOOOOoo angry, at myself for not looking more closely, at the sales assistant for not knowing her product... at JCPfor selling cubic zirconia for that high a price!!! I took it back the same day, which was a big step for me, because I'd always been shy, hated to return things, hated to point out when something was wrong... I'd been raised to turn the other cheek... but this was a LOT of money... as much as I felt bad that the sales assistant would lose out on that commission, she was the one who had sold me CZ instead of topaz... If I'd kept them, I would have regretted it, but in returning them, I grew. It was one of those "defining" moments like in a movie. Funny, huh?