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I have tried this twice and both times I have got negative reactions.
This is when a girl is walking in front of me, I check her out, and I outwalk her (run faster so I end up in front of her) then tell her something about how I was checking her out.
If you are checking someone out that means you are into them and if you tell her, that means you are proud of your sexuality. so what's the problem?
update: I dont literally say "I was checking you out" I say something like "your hair looks so pretty, I was looking at it from behind, man, it's so sexy"
All of that sounds creepy or incredibly lame. That's why it doesn't work.