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Red Eye Flight 

When you bend over bare ass and falp your cheeks open and closed. The red eye is the bumb hole and the flight refers to the cheeks flapping like wings.
"Hold Mystic down I'm gonna send him on a red eye flight."
Red Eye Flight by Jslawsss October 24, 2012

Red Eye Boston Flight 

A late night booty call. Resulting in the male receiving a blow job.
"Last Night this chick at the bar took me on a flight to Boston, red eye"

"Last night Jenn came over and gave me a Red Eye Boston Flight"
Red Eye Boston Flight by JJD415 January 14, 2009

boston flight on the redeye 

She gave me a boston flight on the redeye