1. Making a career of owning multiple properties for passive income.

2. A genre of porn where someone receives sexual favors in lieu of rent.

3. Performing a sexual act in which you show you own that ass.
"Conrad was landlording his way through life"
by Dir's Wood January 7, 2023
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A person that has custody over popping someone’s cherry.
This does, however, have to be consensual, or else the person
has Absolutely No right of passage.
“I think I might get down on Kimber tonight.”
“Woah, dude. Clark is her Cherry Landlord, not cool.”
by I’m me, not me April 21, 2023
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