I got my first Transformer when they debuted in 1984, then took a break from about 1990-1996, then got right back in again. Like getting reacquainted with old friends.
I have about 800 now, conservatively, including a lot of "Greatest Hits" figures like Jetfire, Fortress Maximus, Overlord, Deathsaurus, and many years' worth of collector-convention exclusives. Also some Macross Valkyries and Brave Of Legend pieces that fit the aesthetic and round out the ranks. Though the number that is "mine" is slowly decreasing, as rather than buy new ones for my son, I just give him mine! Not the treasured specimens obviously.
So as far as happy memories go - when the time came, I had the Transformers animated movie on in the background as I lost my virginity. Nerdy girls are awesome