Wiktionary
freak flag
n. (context idiomatic English) unconventional or unrestrained behavior; extreme, nonconformist views; the side of one's personality which harbors a tendency toward such behavior or such views.
Wikipedia
Freak Flag
Freak Flag is an album by American folk singer/guitarist Greg Brown, released in 2011. The album peaked at number 34 on Billboard's Top Heatseekers chart.
The original Minneapolis sessions for Freak Flag were ended by a disastrous lightning strike to the recording studio that destroyed all the tracks recorded. Brown went to Memphis and replaced all the songs save the title track in re-recording the album.