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Asking Eric: Single mom wants to start dating her handyman

A 40-year-old single mom with twin 5-year-olds considers starting a romantic relationship with her handyman who has helped her over the last year in her home.
Her cousin Jen, who referred the handyman, had a past non-serious sexual relationship with him but is currently in a committed new relationship, causing the author to worry about betraying her cousin.
The author faces complex interpersonal dynamics with a narcissistic sister who visits at least once a year and presumes to stay at her home, disrupting established patterns.
Experts advise the author and handyman to have an adult conversation about boundaries, needs, and concerns before pursuing anything, emphasizing that life is not a Hallmark movie and to tread carefully given intertwined relationships.
Setting clear boundaries with her sister and making her home unavailable for visits can protect relationships and mental health, though some conflict and difficult conversations may be unavoidable.

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11 Articles

Syracuse NY

Center

Asking Eric: Cousin recommended her ex as a handyman; things are heating up in an unexpected way

2 days ago·Syracuse, United States

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Penn Live

Center

Asking Eric: I’m a mom and businesswoman with no time to date, but my handyman is looking good

Dear Eric: I’m a 40-year-old single mom of twin 5-year-olds. I’m a professional woman, but due to my commitments to my children and the overall daily grind, I have little to no time for socialization and dating.However, I need occasional help around the house, and my cousin (let’s call her Jen) was kind enough to refer me to her handyman. He’s helped me with several projects over the last year, and I sense a mutual physical attraction.

2 days ago·Harrisburg, United States

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