First time intercourse Tips?

Hello! I hope this is the right place to ask because I feel al little nauseous and scared so please don't judge haha!

I (18F) have been dating my boyfriend (17M) for 2.8 years and we have never gotten intimate because of me. I never wanted to have sex and that is due to both trauma and fear (of it hurting), thankfully, I was blessed with an amazing man that understands and never touches me unless I want him to. He fully understands and said that if we never have sex he will 100% understand and we can adopt kids. But, I also know that he really does want sex, but he's never pressured me to do anything I didn't want to.

I feel like I might be ready (?), I am gonna see him tomorrow and I just wanna ask for some advice in case we do it. I wanna do it now because I am going abroad for college where as he is staying in India so we will barely meet.

I am really scared of it hurting haha. I live in a tier 1 metro city where all my friends have had sex and I'm the only virgin. My main concern is besides it hurting is also getting pregnant, I don't know if this helps or not but I have PCOD and if we do do it, I plan on making him wear condoms and take an I-pill as well right after. I have a really big paranoia over getting pregnant, he fingered me once and he touched his dick in the same hand and my best friend and I waited 3 weeks to take a pregnancy test (spoiler; was not pregnant.).

Any advice is appreciated. Please think of me as a little sister when you reply. If I get any judgy comments or creepy dms, I will send you a video of SpongeBob saying "fuck you" for 24 hours straight from YouTube and will not hesitate to block you. Other than that, thank you in advance! Have a good day!