Inspired by a current thread on found money.
$20 bucks that fell out of my boot one night at a club. I learned to give it to one of the guys after that.
Does losing tens of thousands of dollars in shares of common stock in an Internet dot-com (ATHM) count? 
$70 back in the 70’s, when it was my weekly paycheck. The office took up a collection and gave me $35.
My purse was stolen at the bank minutes after I’d cashed my bi-weekly paycheck. I was going to use the money to buy a wedding gift for friends being married the next day. When I had bank security go over the tapes they told me that the cameras only show the tellers, not the customers. :smack:
Once lost a $320 money order that I was going to use to pay my rent. Had to borrow money from my father to pay my rent. I found the money order about 3 years later in a Sammy Hagar album I had bought the same day as the money order. Of course it had expired and the store would not honor it.
I used to save my birthday and Christmas money in a small box on my dresser. If I recall correctly, I had almost $400 in there at one point. One day I was counting it and only came up with a little less than $200. I don’t know what happened to the rest of the money and it’s possible that I just counted wrong at one point or didn’t remember the total correctly, but my sister had a gross boyfriend at the time and sometimes she’d let him stay in the house while no one was there. I wouldn’t be surprised if he took it. Anyway, that sucked, and after that I started asking my mom to take me to the bank to deposit money I’d saved.
I have a bad habit of stuffing wads of (small) bills in my pockets so it wouldn’t surprise me if I’d lost some along the way but i don’t remember a specific time I lost any. There were times after a drunken night out that I’ve thought “SURELY I COULDN’T HAVE SPENT THAT MUCH !!”
But I probably did.
Once I lost $250 because I was a complete idiot. I was going to a BBQ with a guy and we were rollerblading/using the train as transportation. It wasn’t even my money – I had to give it to someone else as part of my job. But I wasn’t bringing it to the person right then, so I have no idea why I was carrying it. It was stuffed into my checkbook, which I guess I was using as a wallet. We were at the BART (train) station in SF and I put it on top of a pay phone while I made a call. Then the train came and we got on real quick and I left the stupid thing there. We got across the bay to Oakland and I realized I had left the $250 at the Powell St. station. We hopped the train and got back there as quick as we could. No checkbook, of course. I was a poor law student as it was, sometimes using a credit card for groceries and just paying the minimum payment…or not…and where I was going to get $250 extra dollars to replace somebody’s else’s money, I didn’t know.
At 6 the next morning, I got a call from some man. He — incredibly — asked me if I had lost some money the day before. I could NOT believe it. I woke up very quickly and told him yes. I asked him how much was there. He said, “Well I don’t feel right counting it…” I told him that by all means he could go ahead and count it. Sure enough, there was $250. He got my name and number from my checks. I met him later that day and he gave me the money. I tried to give him a reward, but he wouldn’t take it. He said to just give to some Native American charity instead. I love happy endings.
I spent about $20 on a couple of out-of-print “Omaha” graphic novel hardbacks, a couple of months before they started printing them again.
I sure hope my grandkids like inheriting some smutty comics about anthropomorpihc catgirls, 'cause eBay sure as hell wasn’t buying them. :smack:
I once lost a wallet with 250 dollars in it. That was a year’s savings for vacation at the time.
Five or six thousand dollars in a Vegas casino. To a pickpocket. I had intend it to lose it more slowly.