A wandering sailor; always searching for calm; struggles in and with conforming society; enjoys being alone, craves company but then leaves abruptly for the comfort of their wandering nature alone
The wayward sailor enjoyed having drinks with friends from long ago, but quickly retired to his boat and felt the comfort of knowing what he wouldn’t know until morning.
by T4me11 March 20, 2022

a song by American rock band Kansas, released from the band's fourth studio album Leftoverture (1976).
Carry On Wayward Son
There'll be peace when you are done
Lay your weary head to rest
Don't you cry no more
There'll be peace when you are done
Lay your weary head to rest
Don't you cry no more
by SPrice1980 May 8, 2023

A Wayward Scallwag is a Female @ The Bottom of her game.., Wayward Scallywags often posess unreal "chop" skills. Don't get it twisted.., (CSC Certified)/ Wayward Scallywags have an important role in this world.
Check out this Wayward Scallywag over here..., she's ready to go..., and I Bet she's (CSC) Certified..... Chop Anyone...?
by Steve&MikeyC.R December 8, 2012
