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Updates: “Her Older Man” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from "Her Older Man," a 60-year-old man who had been dating a 34-year-old woman for nine years. The woman kept him [...]

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Updates: “Not Really a Wicked Stepmother” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today, we hear from "Not Really a Wicked Stepmother," whose new husband's 12-year-old daughter was acting out toward her. The girl's mother was reinforcing [...]

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Updates: “Mommy Issues’ Girlfriend” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from "Mommy Issues’ Girlfriend," the woman whose boyfriend of a few months had expressed fantasies of killing his mother and was [...]

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Updates: “Infatuated with Married Boss” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today, we hear from "Infatuated with Married Boss," the young woman who had developed a crush on her married boss after he'd been making [...]

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It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from "Tired of Being in the Closet in my Own Home," the woman whose live-in girlfriend hadn't told her 11-year-old son [...]

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Updates: “Pregnant and Worried About Work” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from "Pregnant and Worried About Work" who was worried about how her boss would react to her pregnancy news since he [...]

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Updates: “Money Matters in Love”

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from "Money Matters in Love" who started a big discussion when she asked: "In your relationship, who pays for what when [...]

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It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from 20-year-old "In Love with a Recovering Addict" who wrote in in July after she found the site "while Googling if [...]

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Updates: “Late-Bloomer?” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from Late-Bloomer? who wasn't particularly interested in dating men OR women and wasn't worried about that until her friends started making [...]

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Updates: “Just My Name” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from "Just My Name," the woman who was in an open relationship with an older man who refused to call her [...]

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Updates: “Subsidized and Confused” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today, we hear from "Subsidized and Confused" who didn't tell her live-in boyfriend that she used her parents' credit card to book their flights [...]

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Updates: “Gigi Responds”

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from Gigi, the swinger in an open relationship who was considering sleeping with a man whose wife was unable to have [...]

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Updates: “Jilted” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today, we hear from "Jilted" whose live-in boyfriend called off their June wedding and immediately found a new girlfriend. Jilted wrote: "We still live [...]

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Updates: “Plus 1 OK?” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from "Plus 1 OK?" who lives abroad and was planning a trip back to the states with her boyfriend that coincided [...]

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Updates: “Engaged in a Gender Bender”

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today, we hear from "Engaged in a Gender Bender" whose fiancé confessed to her that he was "really considering a sex change." "She wrote [...]

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