You could be making trouble for the Starlighters, and they’re there against Mr. Strickland’s wishes in the first place.
I’m really the wrong race to do Straight Outta Compton, which is too bad.
Do You Feel Like We Do - “OMG the guitar can talk”
In-A-Gadda-Da-Vida - “What’s he saying”
Riders on the storm - pace setting 70’s music
Like A Rolling Stone - Bob Dylan
It might take a little bit, but the kids may get into it. I can almost guarantee that the authority figures never will.
Blitzkrieg Bop - The Ramones
It’s catchy and should be much easier for them to listen to after “Like A Rolling Stone”. Again, the staff won’t like it, but it shouldn’t scare the kids too badly.
If We Don’t Make It, We’ll Fake It - Death From Above 1979
Now this will scare them. 
Bohemian Rhapsody - Queen
Money - Pink Floyd
Dream On - Aerosmith
These aren’t my favorite songs byba longshot, but I think they would each translate their own musical ideas without getting me kicked out.
My brain is stuck in Chuck Berry. I’d give the entire auditorium a heart attack with “My Ding-a-Ling.”
~VOW
We will Rock You/We are the Champions (they’ll love that)
Spirit of the Radio
Stairway to Heaven
How about “Cowboy” by Kid Rock? I believe he makes the point that he ain’t straight outta Compton, he’s straight out the trailer!!!
Another I thought of is Don’t Fear The Reaper by Blue Oyster Cult. Again, not so extreme as to send them running from the auditorium but challenging to the fifties mindset.
Sally Cinnamon - Stone Roses
Just Like Heaven - The Cure
and then, when they’re good and ready: Beautiful Child - Swans … exactly like Gira does it in that vid :).
I just thought of a great one: Rock Lobster - by the B52s
I’m holding on to the stage for as long as I can!
- All That Will Be Has Become, All That Has Come Isn’t Gone
- Sea Within A Sea
- Starship Trooper
Everyone will hate it.
It’s a fun little fantasy, here goes:
Start with Eurythmics - Sweet Dreams (easy to listen to, should seduce much of the audience into accepting anything that follows)
Rage against the Machine - Killing in the name (I can think of ones I like more for this theme but this one has a good dance tempo and why not incept mosh pits earlier sooner than later?
Hedwig and the angry inch - Angry Inch (because screw the chaperons and anyone else living in the 50’s lol)
Maybe I should sing Country and Joe and Fish’s “What are we fighting for” (is that the correct title?)
(So when the Viet Nam war really starts to take off maybe, just maybe they’ll remember the song.)
Then “Baby Got Back”.
Then I’d Rick Roll the bastards so I can claim credit for doing that first.
You can get anything you want, at Alice’s Restaurant.
I was thinking along the same lines, except instead of Peaches (who I’m not familiar with) I would go with Beastie Boys “Sabotage”.
Feh. I’ll take the easier route and invent Lougle.
You can’t go wrong with Beatles, Springsteen, The Who, Zeppelin, etc., but how about really screwing with their minds and doing some Gangsta Rap? I don’t know much about that genre, but definitely something with Bitch and Ho in it, and maybe something about killing cops.
Then end it with Dylan: The Times They Are A-Changin’.
Oh good grief yes!
That plus Led Zepplin’s version of “Travelling Riveside Blues” and “the Sweater Song” by Weezer.
Blow their tiny little minds!
Jackson Browne - Running on Empty
Eagles - either Hotel California or Peaceful Easy Feeling
And I’d close the show by dimming the lights, going acoustic, bringing Jenny up on stage and singing John Denver’s Lady to her as everyone else slow dances and plays grabass in the dark.
And for my encore: I’m Too Sexy by Right Said Fred.