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Results for Men Dating Older Women

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Listing 84 stories.

An independent elderly woman becomes involved with a much younger man and reflects on life, love, and relationships.

A man in LA meets a younger man online who reminds him of his ex. After a wild night, the two go home together and the man discovers a love for dominating his submissive partner.

A recently married couple quarrels about their aspirations and fears for the future while walking through the park.

A man has sex with an older woman while trying to get back in the game after leaving his wife.

An old man reflects on his past actions after he puts his wife with Alzheimer’s in a nursing home.

A young woman's boyfriend must continually see an older woman because she pays him and he needs the money. However, the girlfriend is suspicious of the arrangement and fears that he will leave her for the older woman.

A 36-year-old woman falls in love with her friend's 21-year-old brother, and she must choose between doing what she desires and doing what she thinks would be best for him.

A woman in an uninspired marriage to an older man prepares to leave him. After he slips in the tub and injures himself, she must decide if she should still go.

A young married couple finds themselves drawn to their next-door neighbors after moving to a small town with a predominantly elderly population.

An older woman has her seductive routine down to a t, but when her usual methods fail, she is surprised by her suitor's own methods.