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  • Philip Galanes

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After Coming Out as Gay, I’m on the Outs With My Ex-Wife’s Family. Help!

A reader is dreading his son’s engagement party, where he expects to encounter not only his estranged ex-wife, but a constellation of former in-laws.

Why Is My Mother Obsessed With Buying Me a Status Bag?

A reader who is uncomfortable with expensive gifts doesn’t know how to respond to a $7,000 handbag she had begged her mother not to send.

I Am Dating a Student’s Newly Separated Father. When Do We Spill?

A reader who works with children wonders when she and her boyfriend should reveal their new relationship to his family, including his child who is…

My Wife and I Were Abandoned for the Holidays. Help!

After his mother agreed to host him and his wife for Christmas, a reader is hurt by her decision to spend the holiday itself with…

Who Gets the Cloned Dog in the Breakup?

A thorny question of custody is complicated by the fact that the reader adopted the original dog, but her ex paid a majority of the…

My Daughter’s Ex-Mother-in-Law Won’t Stop Calling. Help!

Fed up, a reader blocked the caller’s phone number. But should she leave room for the woman to forge a relationship with her granddaughter?

My Old Friend Told My Stepbrother That I Used to Hate Him. Now What?

A stray comment on a dating app brought to light some hard feelings a reader once shared with a former friend. Should she confront her…

Why Did My Dermatologist Ask Me for a Tip?

A reader is perturbed to have been presented with a tip screen while groggily paying for a cosmetic procedure performed by a doctor.

My New Boyfriend Is a Dud at Buying Gifts. What Can I Do?

A reader asks whether she should be more blunt about her wish for birthday and anniversary presents from a man who isn’t the gift-giving type.

I Am Estranged From My Toxic Mother. Should I Go on Her Birthday Trip?

A reader doesn’t want to upset his father, who requested his presence, but the idea of taking a vacation to celebrate a woman he has…