Is it possible to be 20 and use the phrase- and I quote: “wine em, dine em, and 69 em😜”?
Sure. And there's no "and" before "69." It comes from an old song that sings, "Wine me. Dine me. 69 me." See, no "and."
They are just paraphrasing an old song
It would make a 20-year-old sound incredibly old-fashioned.
It would help to wear a shiny party hat with a confetti tassle.
Anything is "possible". Create your OWN culture, regardless of age. That's what leaders do, and people respond to leaders.
If you're 20 and doing that phrase then you're too young to have wasted your life already.