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12 tips for older women dating younger men july 29, 2013 have you considered dating a younger man, but are afraid of getting your heart broken, being humiliated. From no-strings sex to feeling judged, cougars reveal what it's really like to date younger men whisper app asked users about their experiences of age-gap dating. Snare a sexy cougar meet a fit young intellectual join the cougar & cub dating community in rouses point, new york and find singles who. Home » dating advice blog » the dating with dignity point of view » older women dating younger men: doomed from the start or happily ever after in cougarville.