Ask Ruby Daily Advice Column

Dear Readers

February 16, 2026

In the tradition of Dear Abby and Ann Landers, Ruby is now available to provide sound advice on life, love, relationships, parents and sex. The guidance provided on this site is: • Wise — based on real life experience• Grounded — rooted in Midwestern values and ethics• Direct — honest, truthful, and clear when necessary• Warm — offered with genuine understanding and compassion Ruby’s purpose is simple: to help people find clarity, confidence, and peace of mind as they navigate life’s challenges and opportunities.

Dear Mom R Me,

Ruby

March 21, 2026

You are not wrong to feel uncomfortable. When something feels off in a close relationship, especially involving family, it deserves your attention, not dismissal.Before assuming intent, start by grounding yourself in what you are actually seeing. Is your mother behaving in a way that crosses normal boundaries? Or could it be friendliness that feels amplified because of your concern? The distinction matters, but your discomfort is still valid either way.The first step is not confrontation, it’s clarity.Talk to your boyfriend privately. Ask him, calmly and directly, how he experiences your mother’s behavior. His response will tell you a great deal.…

Dear: home alone

Ruby

March 18, 2026

I think marriage without the children may be a very happy partnership for friends with deep common interests, but may feel a little empty over time. I think most people would agree that getting married to have a family is extremely important for the psychological stability of children. They need strong role models. This world definitely needs more strong, stable, children that can take a lead into the future. If you want either of these situations, partner/friend or wife/mother to fill your life, you have to learn to meet people, and the best way is to flirt. Everyone has their…

Uncategorized

Ruby’s Diary: Learning to Steady Yourself

Ruby
April 7, 2026
0

There’s a quiet truth most of us discover the hard way:life doesn’t stop being difficult, but we can learn how to meet it differently. Lately, […]

Uncategorized

Loving in the Unknown

Ruby
April 7, 2026
0

There’s a particular kind of vulnerability that comes with loving someone you’ve never met. It doesn’t look like the kind of love people recognize or […]

Uncategorized

Loving in the Unknown

Ruby
April 7, 2026
0

There’s a particular kind of vulnerability that comes with loving someone you’ve never met. It doesn’t look like the kind of love people recognize or […]

Conflict

Dear Mom R Me,

Ruby
March 21, 2026
0

You are not wrong to feel uncomfortable. When something feels off in a close relationship, especially involving family, it deserves your attention, not dismissal. Before […]

Relationships

Dear FB Love

Ruby
March 20, 2026
0

What you’re experiencing may feel exciting and harmless, but it isn’t. You are already in emotional territory that can hurt multiple people, your wife, this […]

Relationships

Dear: home alone

Ruby
March 18, 2026
0

I think marriage without the children may be a very happy partnership for friends with deep common interests, but may feel a little empty over […]

Introduction

Dear Readers

Ruby
February 16, 2026
0

In the tradition of Dear Abby and Ann Landers, Ruby is now available to provide sound advice on life, love, relationships, parents and sex. The […]

Relationships

Dear Upset from Michigan

Ruby
February 16, 2026
0

This situation can be worked out with patience, honest communication, and willingness from both sides to listen and understand each other. Often, the hardest part […]

Dear Confused

Ruby
February 15, 2026
0

Dear Ruby, I am unsure how to handle a situation in my relationship. I care deeply, but I feel confused about what to do next. […]

Ask Ruby Letters - In the tradition of Dear Abby and Ann Landers, Ruby is now available to provide sound advice on life, love, relationships, parents and sex.