this situation happens a lot whenever i get a new job, so i’ve had to do this a lot unfortunately. i find that its easiest just to be honest and straightforward. i think slipping it into a conversation helps it to be less awkward, too.
for example, u guys r talking normally, and then they refer to u as the wrong pronoun. i acknowledge what they are saying, and then usually follow up with:
“oh, btw, im a boy” or “also, just so u know, i go by he/him”. and before the person gets embarrassed or feels the need to apologize a lot, i immediately follow that up with saying something like:
“im just telling u now so there’s no confusion later on, sorry if this is kind of awkward haha”
usually when you apologize first, the other person will feel the need to say something like “oh it’s ok no worries!”
that way, their brain tricks them into forgetting that they were the ones who had originally made the mistake, and it kind of alleviates the awkwardness from their side of things. also u acknowledging that this is an awkward conversation helps the other person to feel less alone in the awkwardness.
this is just how i do things, but u know ur relationship with this person more than me, so just do what feels most natural to u! overall, its kind of impossible to avoid being awkward with correcting someone, so just acting like it’s no big deal helps the other person to feel better, too. hope that helps and good luck 🫶🐛