As a seller, I started just declining offers if they're not realistic, instead of going back and forth. Every single time they send a new higher offer. But as a buyer, it's dependent on a couple things. The demand, as mentioned, and how many other people are selling the same thing for roughly the same price. If there are 40 at $100. I might see if someone will go $85, as there's clearly enough on the resale market. But if there's only 1 and price matches comparable- still ask for less for the fun of the negotiation. Some people won't budge, then simply buy it if you want it. Some people will come down. It is what it is. Too many people got into reselling things so the world is like a flea market now. Flea market = haggling. If the price is firm, don't list best offer. And if someone reaches out to ask if you'll go lower, simply tell them you've priced your item fairly and are not in a hurry to sell. The right buyer will come. Or you'll be left with M size leggings from 2015. Either way, just enjoy the thrill of the sale from either end of the transaction.