What would happen if I plugged my headphone amp to my tablet? Would I mess up my tablet??? And has anyone ever attempted this?
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Define "plug in."
Tablet to amp input so you can hear angry birds but louder and distorted is fine, might mess up the speaker if you turn it up too loud but in general not dangerous.

Amp output to ipad headphone jack = sadness.
Headphones amp like a vox amplug?
Nothing good will happen.
Name's Luca.

Quote by OliOsbourne
I don't know anything about this topic, but I just clicked on this thread because of your username :O
Quote by Cajundaddy
Clue: amplifiers amplify so don't turn it on if you need quiet.
Quote by chrismendiola
I guess spambots are now capable of reading minds.
Does your tablet have a line in / aux / mic INPUT or only a headphone OUTPUT?

Plugging the headphone amp OUTPUT into the tablet headphone OUTPUT will at best just not work and at worst damage your tablet and / or headphone amp.
Jackson Kelly KE3 - MIJ (Distortion/Jazz)
Jackson DKMGT Dinky (EMG 81/85)
ESP E-II Eclipse Custom (JB/'59)
ESP LTD EC-1001FR (EMG 81/60)
Fender MIM Strat

Mesa/Boogie Dual Rectifier Roadster 212
Laney IronHeart IRT-Studio
Peavey Vypyr 30
Peavey ReValver Amp Sims
TOOOO many T.C. Electronic Pedals. . .