Hmm, sex was always weird for me. I think I knew of the 'concept' of sex toys pretty early on. One of my 'core memories' is a friend hitting the play button on a porno of three women, one laying down prone while the other two played with her. My friend kept pointing to the toy they were using on her ass and excitedly describing how her vagina was spreading open because she wanted to have sex. I can't remember much about the toy, except that it seems hilariously small compared to all the stuff you see nowadays. I think it was off white plastic or something, with a base that reminds me a little (in my memories) of a traffic cone's base.
'preteen hormones' took care of the rest of wanting to know about sex. I stole my friend's cds that had the porn and tried to watch them when no one was home.
I think the first time I every tried to use a sex toy was the most awkward, lol. I had found a book of my dad's that I really wasn't supposed to find (dirty white boys, if I remember it right), and there were some comments about assholes and sex and such that led me to finally look at that area. I had just never actually looked using a mirror or anything, just took the advice about wiping and sort of did my best in the toilet. So after reading this book I found myself crouched on the sink counter in my bathroom, while holding a shaving mirror I had nabbed, all trying to get a look at my asshole.... and then I took a pencil I had and pushed it in. Weeeeeeeeell, that led to all sorts of horrors. I discovered enemas accidentally when I used the fancy tub with the jets (and that was not a fun experience the first time when I wasn't expecting it). I eventually took to using all sorts of random shit: The handles of shower loofahs (thin but wide with ridges for grip), a toilet paper holder than can only be described as serpentine with back and forth S curves (that one was a bad idea), the handle for a massager (it had these wicked spiked balls that connected by a dowel rod through a hold at the end so they could rotate... you remove the balls, and you had a reasonable dildo)....
Damn, looking back at it all now, I was a really 'wicked' kid.
I think I discovered my interest in furry porn by the time I was 16 or so, and I dreamed of the bad dragon dildoes for years. I finally was able to afford one, and finally able to buy and keep it hidden, only years later when I had a 'career' type job. Picking out the colors and sending the emails to the staff felt like it was so taboo and I had to be a super secret agent about when I got on my computer.
I still have that first bad dragon dildo, a medium unflared chance. It's a really good dildo. I've added some other stuff now that I enjoy, like nipple clamps, a butt plug with a rainbow horse tail, and several other random things. Humorously enough, I only really grabbed onto my current oral fixation in the last two years, so chance and my new dildo, the tentacock (it's 11 inches, ya'll, holy shit), get a lot of use in tickling my esophagus.
small addition: anyone who is interested in sex toys (and even those who just are interested in adult stuff in general) should check out the comic Oh, Joy! Sex toys!