I have had zero positive self-image/zero confidence in my looks for as long as I can remember. At this point, I'm still not at all happy with my face but I have two remarkable assets that could get me a lot of oggling. I went out to a bar with a friend last week and I was careful to "swoop and scoop" my breasts into a more flattering position, and I pulled the neckline down on my top to show a little cleavage. If I'm honest, I wanted to be oggled; I wanted that validation.
I also wanted to create that distraction, as it could help me to feel less self-conscious about my non-passing face. I don't have a super-masculine face, but I feel it to be unmistakably male.
So yeah, a little oggling is fine by me. If I go out my often during myself in the warm months, I'll be wearing flattering tops, for sure. That will leave no doubt as to the gender I'm trying to project.