Kissing-cousin to the much-overused "missed opportunity" ditty, and refers to where a hot stud palpitatingly wonders if it would be both possible and advisable to ask for intimacy from a particular girl whom he greatly admires/desires, and then gets a major hard-on as a result of said thought process.
Some people think I'm nuts to wear ultra-baggy clothing whenever I go out looking for some nice sweet a**, but I feel like it's worth it and then some, knowing that I won't get the acute embarrassment of being too "obvious" in public if I get an involuntary "could he, should he, woody" reaction at any times during said endeavor. And besides, da ladies don't seem to mind or even particularly notice --- none of them have ever commented about an overly-visible "glad to see you", nor has any gal even asked me why I was wearing such an oversize outfit.
by QuacksO November 17, 2018
Get the could he, should he, woody mug.
girl: i love you
boy: huh what did u say?
girl: ugh... he he des
by outrizzer November 24, 2022
Get the he he des mug.