Yes, I have, and it is pretty easy overall. The main thing you want to do is read the whole listing thoroughly! I myself prefer to buy LOTS of clothes (By that I mean there are several pieces in one listing, sold as a "lot")People usually are very good about describing the condition of clothes. Ask questions before you bid. Request additional photos if you need them.
Also, the other big thing is to keep in mind the shipping costs. If you are getting a deal on the item, and then the shipping costs are high, then you might as well buy it new from the store. Some sellers really jack up their shipping costs, so watch for that. When I bid, I always think "I want to pay $XX TOTAL with shipping". Then, I look on the listing and subtract the listed shipping costs from my total and that is my maximum bid.
They have it set up for "Proxy bidding". THat means that if an auction starts at say $3.00, and you are willing to pay as much as $10.00, you can put in a bid for $10.00. Now, if no one else bids, you will still get it for $3.00. But if someone else bids $3.50, then your proxy bid will kick you up to the next bidding increment of $4.00. If they stop bidding against you, you'd get it for $4.00. It will keep you as the high bidder until your maximum proxy bid is met ($10) Keep a watchful eye on your auction as it closes if you can. A lot of times if it's a hot item, other bidders will try to snipe you at the last minute.
I hope that is helpful and makes sense. I assumed that you had not bid on ebay before at all, I hope that wasn't all overkill. I find shopping on ebay can be really exciting, esp as a hot item closes. Winning out over someone else is a rush for me, heh.