You’ve gotta believe that most Awkward Photobombs are intentional, but that doesn’t make them funny. No, the best Awkward Photobombs tend to be so utterly ridiculous or overt that you can’t help but laugh. That’s how you know you’ve made a decent photo good.
Want to successfully photobomb someone? Show some skin and lie down in a provocative position. Obviously the police or parents aren’t going to appreciate this, but the truth of the matter is that the most legendary photobombs are ones that are both sexual and awkward. If it works for advertising and brands, it’ll work for personal photos.