In these days, Megatokyo was still popular (I would like to apologise on behalf of all 00s kids for that)
So the very first command in Jailbreak was to pry open the window. The second command would be to graft the pumpkin to the main character to give the protagonist arms.
Essentially; it'd be an actual story rather than a series of random events.
All fertile ground for Hussie to quickly garner a large following, large enough to achieve that dream of all webcomic makers; the ability to go full time thanks to ad money clicks and donations.
Their sense of humor was also rooted into the sensibilities of the time as meme humor was starting to creak into the mainstream with demotivational posters, lolcats,
Like weapon/object duality was rooted entirely in weird glitches making for funny if immersion breaking experiences.
This wasn't bad by any means, it was hilarious actually
Of course, all things must come to an end; and Problem Sleuth did something none of Hussie's prior comics had managed.
This would be Homestuck, and at first he was going to do something really
This did very little to halt the fandom's growth as the scale
Shipping.
Homestuck bridged 00s and 10s fandom culture by mixing 00s hostility and flame wars to 10s fan content culture.
It also produced some moments that actually influenced the comic itself like the time a particularly dedicated John/Rose shipper crafted a 15 page long doctoral fucking thesis by a user titled Lotus
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While there was a strong Homestuck deviantart community, the fanart community preferred
The fandom was now also an increasing force at conventions and meet ups, which was virtually
Homestuck was as mentioned earlier; one of the first large fandoms to largely reject Fanfiction.net in favour of AO3.
Back on fanart of course, in this golden age of fanart you of course had an incredibly wild array of styles. From those anime template bodies you often see on DA to semi-realism.
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I digress anyway, the Homestuck fandom loves to meet new characters and Jane was no exception. People wanted to know everything about her and her life and the details revealed about her