You should see my eclectic collection of cross-stitched cushions Gay, although in mitigation it must be said that they weren't all sewn by own fair hands 
Have your ever increasing years taught you absolutely fuck-all nothing about men, OP?
Drop what, you say innocently. To which the answer is 'not your knickers just yet, honey'.
To dignity and decorum add 'finesse'. Do please look them up in a dictionary, there's a dear.
OK, so here's the scenario you and Mr Kind, Intelligent, blah, blah, Guy are enjoying a beverage or two wherever. When the conversation lapses, play 'do you remember?'.
Remind him of when you first met, the time of year, the friends you had in common, places you went to, what he was wearing (snazzy jeans'll do if you can't come up with anything else), and once you're both walking down memory lane, look seductively up at him from beneath your lengthened (L'Oreal Volume Million 'cos you're worth it) lashes and with a shy smile (practice in a mirror beforehand) say 'of course, I had a humungous crush on you back then, you were one cool dude'.
Note the past tense use of 'were' and the unashamed use of flattery. Pause to give him the opportunity to say whether your crush was reciprocated and follow through with 'shame we change as we get older' should it transpire that you weren't his Miss Teenage wet Dream.
In one fell swoop you've found out what you want to know and given his ego a simultanous boost and a dent. He'll go home wondering why you don't fancy him now and will set about changing your mind back to the future past.