"Bend over and grab your ankles" is a phrase that indicates that someone should bend over and prepare to be penetrated from behind. It originated from a phrase used on airplanes, during the "brace position" in which passengers who cannot reach the seat in front of them are told to bend over and grab their ankles to prepare for impact.
The phrase is sometimes shortened to "grab your ankles." Similarly, a person who bends over and grabs their ankles is sometimes called an ankle grabber.
More About Bend Over and Grab Your Ankles
Bend over and grab your ankles is a phrase that can be used literally, such as when someone asks a person to brace themselves for sexual activity. It can also be used figuratively, such as when a workplace requires its staff to put in a lot of overtime to meet a deadline.
When used in a literal sense, the phrase can act as dirty talk and be arousing, but it also ensures that the receiving partner is adequately prepared for rear entry sexual activity. This most commonly involves anal sex, but may also include rear-entry vaginal sex, rimming, or digital penetration. For this reason, the phrase may also be used when a man requires digital penetration for medical reasons, such as during a prostate examination or a colonoscopy.
An alternative interpretation suggests that the person being told to bend over and grab their ankles is in a passive and powerless situation. In this sense, the phrase may help the giver assert dominance, as it commands the receiver to accept penetration, willingly or unwillingly.