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A (possibly wealthy) old woman, particularly one with an osteoporosis-induced hunchback (a "dowager's hump").
The widow next door is a rich old dowager.
An older rich woman who dresses and does her hair and makeup in such a way that she resembles a drag queen.
“Girl, check out that drag dowager in isle three. I half expected to see an Adam’s apple on her.”
An unmarried woman between 40 to 45 years of age
Man, she's held out against the peer pressure of society by not settling for a ball and chain of a man for so long that she's now a Fanged Dowager in her own right.
A perverse sexual act in which during oral sex the male ejaculates into the receiver's mouth and squeezes his or her cheeks to force the cum out followed by smashing it into his or her face, a la a wealthy individual getting hit in the face with a cream pie in an old comedy short like The Three Stooges. This is easier to perform if the receiver is the spitting type.
Yeah bro, it would have, but I totally gave her The Wealthy Dowager last night!