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Every time if I find someone attractive lol. But I try to be subtle and not "creepy". I certainly don't want to make her uncomfortable. But if she's attractive, yeah I'm gonna take a peak lol. But it's like anywhere else, I check out women all the time. But I'm single also and looking.
Practically never. The one rare time was when an acquaintance of mine wanted to go with me, and she dressed up in a real sexy way. But usually I'm too concerned with doing my routine to be focusing on what other people are doing around me.
That said, here in Japan the girls don't dress very sexy usually when they go to the gym. If some girl comes to gym dressed like below, then I might have a difficult time keeping my eyes to myself.