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.

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Still Learning

  • Ruby
  • July 18, 2026
  • 0

Dear Ruby, I would like your opinion on something. I few weeks ago I listed…

Trans Dad

  • Ruby
  • July 2, 2026
  • 0

Dear Ruby, I have a 13 year old daughter. She has reached puberty so her…

Stop or Go

  • Ruby
  • June 4, 2026
  • 0

Dear Ruby, I am 26 years old and I have a much older boyfriend. He…

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. […]