I always "love" when I'm asked, "You realize once you start HRT that you'll have to stay on it the rest of your life, right?" Well, duh, ya think??? I always feel like saying, "Unless they've figured out how to give me a prostate, etc, I guess so!"
And another one, this was when my now ex-best friend (I have 2 other BFFs, they would never say/do this to me) invited me to her grad party, and to her mother's funeral, she asked: "Hey, when you come, can you dress not so masculine, and not talk about you TRANS stuff or becoming a guy or whatever?" Seriously, she really went there. She's so lucky this was over the phone, bc I was so offended. What got me was, 1) I've never once talked about being trans or anything else out in public, and its not something I would do, I mean this is me, it's who I am, what do I need to talk about it for? 2) she told her whole family I was trans w/o asking me first and her fam is VERY conservative, so imagine going to a family get together and getting asked all day about it, and 3) at her mom's funeral, her sister LOUDLY started asking me questions and talking about it, I was humiliated, and yet she had the nerve to ask ME not to talk about it, yet that's all they wanted to talk about. I'd be in the middle of some random convo and bam, out of nowhere, "So, you still doing that guy thing?" Worst experience of my life, the only reason I didn't leave was bc I didn't have my car, and when her sister's BFF started asking me what was going on, my exBFF came over and said, "well, let's just say that "she's" now my little BROTHER" God, and she had the nerve to... urgh! All this happened just last month, so it's still fresh in my mind.
There are others, but this stands out the most.