Cuff Peeker Share definition Flag A really long penis. This phrase implies that the penis is actually "peeking" out from the cuff of one's pants. Hey Adam, you have quite the cuff peeker. Put that thing away before you hurt yourself. Cuff Peeker by chubalot October 8, 2009 0 0 Get merch Get the Cuff Peeker mug. Buy Now — $32.95 See more merch