More of a Shareaza man myself (which looks like it’s still going!)…
I used to moderate a site called LiveWire, we’d often get people posting asking advice about Limewire. 
Yes the old school Macromedia Dreamweaver! Before Adobe brought them out… Taught me all I know about coding 
Oh! I have spend many an hour on Habbo!! Not only that but old school RuneScape! Hours and Hours of game play!
Plus 1 for Limewire 
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Adobe Fireworks, always preferred that to Photoshop
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Badaboom, video transcoding software that used your GPU to transcode.
Was a little buggy tbh, but when it worked it was LIGHTNING quick.
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Oh, so many apps I loved
SoundJam (became iTunes)
Netscape Navigator (might still be around)
Napster (the fire hose of music discovery)
Paradox (database app like dbase)
Borland Turbo C (fantastic development language)
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They’re about to release ‘old school RuneScape’ for mobile. My bro works for Jagex so I’m always hearing about RuneScape. They’ve just had ‘RuneFest’ too 
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When’s it out?
Should be the end of this month if I remember rightly for Android and iOS