So I'm having a hard time coming out to my grandmother on my dads side. My other grandma knows, but we're closer and she's easier to talk too. My grandma (the one on my dads side) is filthy rich and more of the "scary, conservative, old school ways" type of person. She's seen me in makeup and girl clothes, and we even had a discussion about high heels and how they make us feel sexy and in control, but I don't think she thinks of me as trans. I think she thinks of me as a "guy in makeup" type of thing (think Jeffree Star, etc.) I'm also a makeup artist, so I think she looks at me wearing makeup as "part of the job." now as I said, she has a lot of money and helps me out financially quite a bit. My father passed away when my mom was pregnant with me, so I cherish his side of the family more then my moms, and that's another thing I'm worried about. I'm kinda worried she'll "write me off" because of the type of person she is (atleast I think she's like that....) I could also just be putting fear inside my head, but it's still scary. You know how that is. Especially when you already feel so vulnerable in the first couple steps on transitioning. Anyways! What's the best way to come out to older people, such as my grandma? I've written 4 different letters for her, but none of them sound.... right. I can't talk to her face to face nor on the phone, as I already know that would just be too much for me and I would just have the worst panic attack. I just don't know what to do when it comes to her, or my dads side of the family for that matter. My sister (on my dads side) told me to just tell her and she'll be fine with it, but I'm still nervous. Any pointers??
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