I seem to get in that position almost every time. I can't remember the last auction I won where it was a REALLY good deal.
Then you're overbidding.
If you regret the bid, then it was too much.
I had a few 'bidder's remorse' incidents on eBay (way back when PayPal was still a separate company), and learned my lesson a long time ago:
Set a price. Don't blow it. If there aren't a bunch of different auctions that you'll be watching, just set your max bid and wait for the email ("You won!" or "Sorry...").
But....
I got myself into a little bit of trouble a couple of weeks ago. I tried to "stick it to" a jerk bidder that was running everyone up on their auctions (online local community/estate auctions), particularly some old Winchester and Colt rifles, and some tools that I was hoping to snag. He was bidding on an ATV, had been the very first bidder, kept bidding to win as soon as he was out-bid, and it looked as though the sky was the limit, based on the ferocity with which the bids were being placed.
So, I placed a bid for the minimum increment, with 12 minutes left.
And no more bids came.
No more bids.
NO MORE BIDS!!!
I was counting down the milliseconds - my blood pressure increasing, palms getting sweaty, and the heart racing....
10
9
8
7
6
5
4
3
2
1
!
And I was the unfortunate owner of a used, $1,600 ATV that I had never seen in person and was listed as, "has been sitting for a few years".
It turned out to be half decent, and I'm planning to keep it. ...But it was a very expensive reminder that it's best to walk away when an idiot tries to ruin the fun for everyone else.
Don't play their games. Just let them get stuck with the item. It seems like they don't even want it, 90% of the time, anyway... At least for the guy that causes all of the trouble for these local auctions.
(I wasn't going to try to talk my way out of paying. I've done enough business with that particular auction house that the owner throws in freebies for me when I pick up my lots. And it was my fault... I figured I'd take my licks and deal with it. It wasn't the auction house's fault.)