Of all the "poor youthful choices" there are to regret, what number would you assign to "meaningless tryst[s]"? I mean you've got murder, stealing, fighting with the Taliban in Afghanistan, becoming a communist, burning down a house, having an abortion, poor eating habits, not exercising, taking up smoking, getting hooked on a daytime soap, flunking out of college, speeding, wearing stripes with plaids, etc., etc.
Tut-tutters and tsk-tskers wear people out with their endless preaching about nits.
You sound like someone rationalizing past sins.
Anyone who's been in a relationship knows that there's no such thing as "meaningless trysts."