Cold approaching women at my neighborhood Trader Joes every week and in my neighborhood in general, am I seriously fucking myself over by doing this?

I have a Trader Joes in my neighborhood that every weekend draws a large amount of hot girls in. At times I cold approach them and I also cold approach girls while going on walks around my neighborhood. For those of you curious, I am in Colorado and in a young and lively part of a big city loaded with hot girls.

Usually I ask them random questions and say hi whats up but I wonder, if I do this every week as I get the chance, am I going to fuck myself over by being known as "that guy" or "that creepy dude in the neighborhood"?

Any thoughts on this?

I live in a young part of a bigger city but I have seen some familiar faces around.