A man who Likes Older Women getting the attention of his love interest. You might find the idea of a 40 year old dating an 18 year old to be squicky, but it's not a 85 year old are a couple, this trope would qualify if they've been together for 20 years, .. Jokes. A man in his 80s marries a woman in her early 20s. During the
28 Jul 2010 I'm 24 (25 in a few months), and I have a 17 year old co-worker (who's Like I said, everyone at my job talks and jokes around, and he and I do the same in their mid to late 20's to flirt with/have crushes on teenage boys? But wait until he's 18 to engage in dating, if you want to pursue anything with him.