Updates

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 “May-December” who was dating a man 22 years her senior and wondered if he was too old for her, especially since she hoped to have children and worried that he’d either not want them with her (he already has grown kids) or wouldn’t be alive long enough to help her care for them. My response to her sparked a heated discussion and the column turned out to be one of the most popular posts of the year….

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 “Love or Adventure,” who was conflicted about whether to stay with her boyfriend in their small town and put down roots, or to spread her wings and travel the world and perhaps even live outside the country before settling down. She updated us once before saying she decided to stay with her boyfriend in their small town and travel on the weekends and during time off. Now, her situation has changed and she has a new update.

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 “Trying not to be a Bridezilla” who was upset when her recently engaged brother set his wedding for six weeks before hers. Keep reading to see how it all turned out and whether her wedding was, indeed, ruined as she feared it would be.

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 “Ready to Tell,” the grad student who wondered whether she should confess her feelings for a fellow classmate she’d become good friends with despite the fact that he had a girlfriend (and she didn’t want to ruin their friendship). Keep reading to see whether she told him how she felt.

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 “Incredulous in Oregon” who was thinking of buying a house and wondered why her boyfriend was so resistant to the idea of moving in with her as her tenant. She updated once before, and now has a new update.

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 “Borderline Breakup” who was diagnosed with Borderline Personality Disorder shortly after starting a new relationship. She worried that her diagnosis would put too much stress on her new boyfriend and their relationship and wondered if it was worth even continuing. Keep reading to see how she’s doing now, a year and a half later.

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 “Dying to Meet His Mom” who was frustrated that her boyfriend of eight months still hadn’t introduced her to his mother, despite her mentioning several times that she’d like to meet her. She updated us once here, and now that it’s been a couple years, she has a new update.

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 “Once a Cheater,” who had cheated on previous boyfriends in the past and expressed some concern that she was beginning to fantasize about other men again now that she has been relocated away from her boyfriend for six months. She updated us once before about how things were going with the boyfriend three months into their six months apart. It’s now been another year and nine months and there’s a new update:

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 “Mad at Match” whose letter was featured in a Shortcuts column back in August of 2011. Her non-committal boyfriend of four months was still using Match.com, and I told her to give him an ultimatum to get off Match or she’s going to MOA. Keep reading to see what happened.

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 “Sexually Curious Bride” who first wrote in worried about how her soon-to-be-husband had a much lower sex drive that she. She wondered if she should discuss her desire to possibly open their relationship at some point or just hope that desire went away on its own. She updated us twice before (first here, and then here). In her most recent update, written last July, she said that her fiancé was willing to have an open marriage if…