In a way, it’s totally unsurprising that I now make my living mostly giving people advice on how to masturbate and what devices to use when they do so – because I’ve been looking at “masturbation techniques” websites since I was quite young. I think they’re a brilliant, invaluable resource, both for people who’ve never touched themselves sexually before and for people who’ve been doing it for years, or even decades. There is always more to learn about your own body and what makes it feel good, even if you’ve got tried-and-true methods you’re hesitant to deviate from.
The site of this kind that I remember most vividly from my youth is MyMasturbation.com (I’ve linked to an archived version, because the current version lacks the early-oughts internet aesthetic and isn’t organized as well). It allowed users to submit their own masturbation technique suggestions, and organized them into categories, which were sometimes straightforwardly named (“anal dildos,” “clit – rubbing,” “slowly”) and sometimes a bit more mysterious or surprising (“food – misc.,” “unusual,” “curling iron”). I was new to the world of jerkin’ it, and had only experimented with classics like my bathtub faucet and teddy bear – so this cornucopia of alternate suggestions felt like an embarrassment of riches.