Results for Aging Playboys
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Listing 284 stories.
On his sixty-sixth birthday, a cranky hypochondriac widower orders a pizza to his Florida condo. Instead, he gets a prostitute — and a heart attack.
When a washed-up, middle-aged actor famous for portraying a vampire travels to Florida to proclaim his love to his co-star and best friend, he tells a story about a haunted bungalow that causes the horrible secrets of their past to resurface.
An aging ad executive reflects through the years in snapshot scenes about his ex-wives, a troubled friend, an awards ceremony, and an unlikely love story.
When a friendly resident at a retirement home starts to decline in health and popularity, a woman reflects on what it means to grow old when there’s no one to look out for you.
A retired couple live a comfortable life in the suburbs of Maryland, but they cannot escape thoughts of death and mourning, even as the husband and wife attend an extravagant toga-themed house warming party in their neighborhood.
A man has sex with an older woman while trying to get back in the game after leaving his wife.
An advertising model befriends an older man. After she returns from Algeria, her new boyfriend reveals an unsettling hobby to the man that continues to haunt him long after the model’s mysterious disappearance.
An independent elderly woman becomes involved with a much younger man and reflects on life, love, and relationships.
A lonely old man comes to visit a married woman's apartment, which she and her husband are renting out for the summer while they travel to Europe—however, the woman becomes suspicious that the old man is not actually interested in renting at all.
A middle-aged woman looks forward to growing old because she believes older people are less beholden to other's expectations, but her friend disagrees.
