Long story:
I witnessed a purse snatching when my boyfriend and I were walking the dog late one evening. We returned home from a kareoke bar, got the dog, went out and saw two girls walking home from the same bar. They were on the other side of this small neighborhood park when we saw what I thought was just drunken fun happening... I assumed that the guy who got out of the car driving passed was a friend who was hugging one of them (it was far away enough that I couldn't make out what was happening, exactly). Then I heard the girl cry out, saw her bag being pryed from her arms, and realized what was happening. I told my boyfriend to call the police. The dog started barking because she hates violence and I wanted to yell out but was scared the snatcher had a gun or something. We saw them drive off and waited with the girls for the police to show up. We also helped one of them find her heels which she had lost when she was fighting back. I tried to remind them that they were lucky no one was hurt and all that stuff is replaceable but I was really freaked out and scared since the park is so close to my house.
I can see this little grassy area from my home so it really is in a way my front yard. I also thought my neighborhood was safe and never thought about people jumping out of a car to rob someone (I guess I'm naive). Although I never walk it alone at night, I have walked with another female (like these girls were) and thought that was safe enough.
Apparently not. So now I don't bring bags with me to the bar. I just put things in coat pockets so that I'm not as easily targeted. Plus, if I'm walking I'm usually doing so with a man or a big group that includes men which makes me feel somewhat safer.
So I really don't carry much with me when I am walking to go out unless I'm wearing a dress and don't have a coat with pockets in which case I'll bring along a vintage clutch or some type of inexpensive bag. If I'm driving unless I have to walk from my car alone I don't worry about what bag I bring.
But yeah, witnessing a purse snatching made me so much more precautious and nervous about having expensive bags. While no robberies are "better" than others... they're all violations and all really scary, I'd like to think if it ever happens to me I wouldn't also have to mourn the loss of an expensive bag. Especially since I lack the funds to replace my fanciest pieces because I'm a grad student. It's one thing to lose the contents of a bag but to lose a bag I spent more than a month's rent on would make it that much more upsetting.
In the winter when it gets darker earlier, I often have nicer bags with me that I brought to work/school as I'm walking home from the bus. I take public transportation daily, to campus and/or to my gym. I live adjacent to a hospital and in a crowded neighborhood where lots of people are out and about at reasonable hours (jogging, walking their dogs, etc.). So usually I do feel fairly safe. But just try to be aware of my surroundings now.