Lady of the evening
A woman who charges you to feel better about yourself. Usually smells like old wine and regret.
My dad said his ex was a Lady of the evening because she charged him $20 for a hug and a bad time.
The guy at the bar said, 'She’s a Lady of the evening, and I’m the fool who paid for it.'
She called herself a Lady of the evening, but I called her a waste of money.