24 when I first came out to my (straight guy) best friend. That was the hardest one to do, I was literally crying the entire time because I was so scared. He turned out to be quite supportive, though I had to reassure him that being gay doesn't mean I'm gonna start wearing dresses or get a sex change. LOL I was still the same guy.
And it felt really good. Like a huge weight I didn't even know I was carrying had lifted. No joke, I felt like skipping and singing afterwards. All because finally, someone else knew I was gay. To this day, it still counts as one of the happiest days of my life. Which was good too, because I was spiraling into really deep and really dark depression by then. Joining internet forums helped me get the courage to come out.
Then I started coming out to the rest of my closest circle of friends (all straight guys, around 14 of them). All of them were either supportive or didn't care at all (which was great). Then I started coming out to female friends (three so far). I'm at the point where I don't really care if a random stranger knows I'm gay.
But here I am. I'm turning 36, and I still haven't come out to family. My dad died before I could tell him. Though I think he suspected and didn't particularly care. I haven't told my mom or any of my siblings. They're not conservative or anything. Not particularly liberal either. Just in the middle, like most Catholics. My parents and my older sisters don't make fun of gay people, they treat them with respect and all, but there's still a slight disapproval. And they still regularly ask me when I'm getting a girlfriend or getting married.
My brother probably suspects, but he's never confronted me about it. And he's a millennial like me, so he's alright. He's not homophobic in the slightest and has gay friends. Funnily enough, I'm pretty sure my younger sister is either lesbian or bisexual, and she hasn't come out either.
I think I'm still waiting for a partner. Like I'll only come out to people when I need to. I wish I could, but I'd rather not go through the inevitable family drama without someone close to support me through it.
At least that's what I tell myself. I'm still waiting for the day when I can fully be out though.