United Kingdom
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Don't feel bad, you were in a vulnerable position and even if it was a genuine request you shouldn't feel pressured to place yourself in danger.
If you really want to help the homeless, or ease your conscience, donate to Shelter. At least there you know the money won't be going towards someone's drug habit.
What makes me feel so bad is feeling like I was singled out and persuaded. It was also really weird that he seemed to try to convince me to go with him - he could have asked for the money itself, right? I didn't think to ask if he'd just accept the sum without having me go with him. If he'd refused, that would have been a clear red flag that he was trying to get me to some shady spot and hurt me.
But then again, if I were in that position, I could imagine asking people to come with me to do the payment for them so they see that I'm not swindling them and taking the money to buy drugs instead.
๐
It felt wrong to you and you backed out. It's good to trust your instincts when they tell you you might be at risk. I think you did the only sensible thing you could.
I wouldn't worry about that too much, if it was a scam, they will likely try it on with dozens of people (you have to throw a lot of hooks into the water to find someone that'll bite), or if it wasn't, then you look kind (possibly rich and generous), which is no bad thing.