
Philandering
Negative connotation
The word 'philandering' often suggests disapproval and moral judgment of the behavior.

The community looked down on him for his philandering ways.
Gender-specific
'Philandering' is traditionally used to describe a man's behavior, not a woman's.

He was known as a notorious philanderer.
Implies deceit
The word often implies that the man is deceitful, especially if he's in a committed relationship.

His philandering was discovered when texts to another woman were found.
Compare with
CheatFlirtLotharioPlayerPromiscuousRake
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