In dating apps, the people who join show the intent of flirt, find a partner or sex. In day to day, chances are that people just want to go from one place to another and chances are that they have a busy schedule so an extranger taking their time means they being late hence, they being angry if it is something that should be optional.

Since you don’t know who is interested and who isn’t, you risk annoying the person and willingly take that chance. So yes, they might consider you inconsiderate (best case).

On tinder or other dating apps, the person annoyed that you swipe right, well, let’s say that would be rare. And it has de advantage that women also swipe right, so you would see people who have at least some degree of interest.

Also situations where people socialize, like parties or concerts would be more appropriate. So if you want “daygame” look for situations where people would be happy to meet other people, not the streets. You would also have better chances.