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Matt Kailey

Ask Matt: Changing My Friends’ Perception of My Gender

in Advice/Matt Kailey

A reader writes: “I recently started college, and I quickly came to the realization that I am transgender. I have been transitioning every way but physically (mentally, socially, etc.), and the process has been enlightening for me. The problem has mainly been with my friends and classmates. “All of my friends have been as supportive…

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Trans Etiquette: When is a Compliment Not a Compliment?

in Advice/Matt Kailey

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 love our new shirt, or that we did a good job on our speech or our term paper or winning the World Series. But there is a confusingly fine line…

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Ask Matt: Coming Out About My Trans Partner at Christmas

in Advice/Matt Kailey

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. “I’ve known my partner for five years and knew that she was trans for about the same amount of time but never attempted to act on my romantic feelings until…

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Ask Matt: Would a Genderless World Affect Transition?

in Advice/Matt Kailey

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 be ‘genderless’ if we didn’t have these external influences telling us how men and women should act, dress, etc. “Now, if this were to hold true and one day we…

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Ask Matt: What is My Sexual Identity?

in Advice/Matt Kailey

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 consciously took off the table while I was in the early stages of transition. It is now three years into transition and the idea of having someone in my life…

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