Orange dilemma Share definition Flag When your sister brings home her first boyfriend, and you have to contemplate whether or not you fuck her. Was telling the lads the other night, I had an orange dilemma last week...no fingernails left. Orange dilemma by Dutchy247 January 31, 2020 0 0 Get merch Get the Orange dilemma mug. Buy Now — $32.95 See more merch