Yes (: easy money!

Yeah, I probably would. I'd either simultaneously trade money and undies, or get the money first. No way am I being scammed out of my pants. Also I wouldn't for anyone who seems creepy!

It is one thing to theorize about it at home in front of your computer. To be honest I probably wouldn't do it. Money is not a big motivating factor anyways and it a little weird and pervy and that doesnt st well with me with strangers.

The problem is it is a little creepy to go up to a complete stranger and ask that.

I don't see why not. Fifty bucks for a pair of underwear is too good of a profit to pass up.

If its on a hidden spot....exchange i mean $/thongs , i would do it without even thinking about it, who cares, one thongs for 50$ lol, who wouldn't :-D

Isn't going up to a random stranger and offering to pay them for their panties a little creepy in the first place? I mean, where do you draw the line, how do you tell if someones creepy as opposed to someone who's not in this situation?

I've seen a lot of webcam models and porn stars sell their used panties and always wondered who bought them. I enjoy the smell of them and think they are sexy and really comfortable. I mean, I'd sell mine in a heartbeat. I just don't see who would buy them.

I would sell my underwear to almost anyone for $50. Knowing they want my boxer briefs that much is definitely a turn on for me. Plus, for that price I could buy a bunch of new underwear.

Yes! Walking with her to the bathroom to remove it and trying to figure out what she plans on doing with it is a turn on... Probably would do it for no money.

Tone of voice and choice of words makes a big difference, as does age difference. There's no way to draw a line, I would just make the decision at the time. Bumbly awkwardness tends to endear me to people though. Something like "Hey, um, sorry to intrude, but I kind of have a fetish for worn underwear and I was wondering if I could actually buy yours." would be better than "Hey, I'll give you $50 for your knickers."

Ultimately yes, it is creepy to offer to pay for someone's underwear in the street, but you can compensate for it by being personable and offering help, e.g. offering to pay for coffee as a cover for my use of the coffee shop bathroom to remove them.

Definitely, I would see no reason to say no! Hell, pick a pair from my collection!

I'd actually offer for a swap instead! - You can get my undies if I can get yours ;)

I'd do it, but only if I got the cash up front.