When a fellatious woman is providing glorious oral sex by engulfing the balls and scrotum (simultaneously) and gently tugging them in a side-to-side or zig-zag manor; thus, causing said "pickle" to swing.
Dude, last night some chick gave me a Chilean Pickle Swing so hard, I chaffed her forehead from sliding across it so much!
When a male (in full erect status) lies prone on his back, pulls his erect penis down to touch his belly, then releases it thus slappingthe female in the forehead whilst she licks the man's taint.
Shit homes, I totally gave that twat the Pensacola Pickle Swing last night and got my junk tangled in her hair. Damn that shit hurts.