Results for Forty Year Old Virgin-type Stories About Middle-aged Men Making Their First Foray Into Romance
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Listing 2561 stories.
A forty-year-old British man endeavors into his first relationship with a widowed woman.
When a depressed middle aged man strikes up a romance with his neighbor in a modern suburban American town, he consults women's magazines to make himself into the perfect lover.
A middle-aged writer turns back the clock by twenty years and narrates his ill-fated romance with the beautiful but unattainable girl from his memories.
A lonely man in his forties imagines a domestic life with a woman he briefly met who is interested in his furniture, but not his marriage proposal.
When her parents' older male friend propositions her, a young teenage girl enters into an affair with a man nearly thirty years her senior. She's forced to confront the fallout of their relationship, all while she navigates her own adolescence.
When a middle-aged widower rediscovers his sexual prowess through happy ending massages, he must reconcile his new pastime with his former identity of a loyal husband and father.
A sixteen-year-old Catholic schoolboy and his crew plot to save up for a night at a local whorehouse. He wrestles between parching lust for the nameless female essence and soft, wavering love for his sweetheart, finally feeling the two sensations meld into one when the experience is through.
An old man recounts the story of how he met his wife while traveling to Birmingham to look for work. Though they are initially strangers, the man is determined to win over his future-wife, despite her parents' hesitations.
A young man invites a tourist to his favorite London café and recounts the strangest affair he’d ever had with a woman he picked up there; a woman who challenged and changed him. A young, beguiling man picks a tourist out of a group and invites him to see the real sites of London, not the tired and disappointing spectacles. He takes the tourist to the Café de Paris, an old but grand establishment with the promise of dancing and young ladies. The man admonishes his companion to loosen up, stay and drink, and while they wait for the evening to unfold the man begins a story.
A college sophomore meets a thirty-something-year-old guy while working. Despite being exciting initially, the relationship heads towards uncomfortable territory.
