A coworker once was bragging that she picked up three outfits for her (toddler-aged) daughter for "a little less than $100".
I didn't have the heart to tell her that my wife had just finished completely outfitting our kids for the fall/winter - including winter coats - for less than that.
I dunno if I'd buy 'gently used' onesies or cloth diapers or such. But clothes, shoes, boots, coats, etc? So long as they're clean and look ok, jeez, why not? A fair percentage of what my wife gets at consignment sales still has the tags in it, too.
There is a “homeless” family near here (actually living in a motel) and the mother brings her kids to our local school. As we get close to winter here, these kids had no winter clothing. When the local teachers and community got the word, the family was overwhelmed at the VERY NICE (and in some cases) slightly used clothing they were given. Ask that mother and her kids what it meant to get these gifts.
My favorite event is Half-Off Day at The Salvation Army. I sometimes find items with the tags still on there.
Toddlers’ clothes tend to get worn out, except for special-occasion items, so I usually buy those new at Walmart.
I get a real thrill from paying $2 for a dress I know retailed for at least $100.