And yet again, another lack of understanding about approaching women/people in a public setting...

Get yourself some mace.

Most "normal" people understand how cautious a lone female would be when being approached by any stranger. Those who have been on the streets for an extended period of time have developed a different view. Some even count on lone females to feel intimidated and who might give them money just to get rid of them. That is part of their plan. He counted on you feeling uncomfortable and intimidated. It often works in his favor.

Ugh not the parking lot hasslers. Reminds me of the time I got yelled at by some random guy at a gas station for no real reason.

many begging for money live on those streets ,
your view of your surroundings and theirs are not even close to the same
You want to get to the safety of your car or home
To them that is their home ,and as safe as it gets

On his behalf I will say I am sorry he startled you
But his mind set and yours are on 2 different planets
he just wanted the two's and few's to make his life their a little more bearable .
He has had to get bold to do that ,and also deal with the rejection when most people say "Sorry I can't help you "
maybe he thought the "Stink face thing was an ice breaker "
But I am sure he did not mean to scare you ,he was only hustling change

If you're wanting that type of male to understand...ain't gonna happen

He is most likely mentally Ill. That's why when I hear " excuse me miss, can I ask you a que..." I speed walk away like " no no no no no..."

Was that fool on drugs, asking you for money...tut tut.

A little more info please. Why on earth was he asking for money?

We’re you approached or mugged?

That's when you call the cops or bring your pocket knife or stun gun if you don't own a gun