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Tuesday, September 16, 2025

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Author: mkailey

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  • Matt Kailey

Ask Matt: Changing My Friends’ Perception of My Gender

  • mkailey
  • March 10, 2014
  • 1

[su_mktop] A reader writes: “I recently started college, and I quickly came to the realization that I am transgender. I have been transitioning every way […]

  • Advice
  • Matt Kailey

Trans Etiquette: When is a Compliment Not a Compliment?

  • mkailey
  • February 5, 2014
  • 3

By Matt Kailey It’s not tough to compliment trans people. Like anyone else, we like to be told that we look nice, or that you […]

  • Advice

Ask Matt: Can a Gay Man Love a Trans Woman?

  • mkailey
  • January 8, 2014
  • 2

By Matt Kailey A reader writes: “I am a gay man and have no doubts really about that. I was late in coming out after […]

  • Advice
  • Matt Kailey

Ask Matt: Coming Out About My Trans Partner at Christmas

  • mkailey
  • December 19, 2013
  • 2

By Matt Kailey A reader writes: “I’m a non-transgender pansexual woman who has been dating my friend, a male-to-female transgender person, for a few months. […]

  • Advice

Ask Matt: Coming Out as Trans after Coming Out as Gay

  • mkailey
  • November 13, 2013
  • 1

A reader writes: “I am a 39-year-old gay male. Ever since high school, I have geared being more like a female. It was tough when […]

  • Advice
  • Matt Kailey

Ask Matt: Would a Genderless World Affect Transition?

  • mkailey
  • October 14, 2013
  • 2

A reader writes: “I’ve been thinking about gender roles and how most of them are created and imposed by society. I believe our behaviour could […]

  • Advice
  • Matt Kailey

Ask Matt: Correcting Pronouns on Someone Else’s Behalf

  • mkailey
  • September 19, 2013
  • 1

A reader writes: “Our good friends have a daughter, Linda (I changed the name that the reader sent in, because I didn’t know if it […]

  • Advice
  • Matt Kailey

Ask Matt: What is My Sexual Identity?

  • mkailey
  • September 4, 2013
  • 0

A reader writes: “I am having issues determining my sexual identity since transition from female to male. Dating and having a relationship are things I […]

  • Advice
  • Matt Kailey

Ask Matt: Coming Out at Home and at School

  • mkailey
  • August 30, 2013
  • 0

  A reader writes: “I am a 16-year-old transman. According to my mom, I am much too young to consider myself a transman, and that […]

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