I'm 18F and he is 19M. We both started consistently talking to each other around 3 months ago, when a friend of him (and mine) invited me to a small Discord server he owns. Our conversations (along with other members i built some connection with) were mutually enjoyable. Over the course of these 3 months, we would exchange random events in our lives (+going a little personal at times) . He is generally sweet and funny in a way that held strong appeal, which is somehow what enveloped me with genuine feelings.
Now, I have already received support from the same friend I mentioned above, along with another Discord server (that I'm proactive in), but what's still pulling me back from confessing to him is a past relationship I've been in with another person 2 years ago. It lasted for roughly 6 months starting August 2023, and we were both 16 at the starting time of dating (he's currently 18). The last few months of us together were troubled, but I don't want to further elaborate, since this isn't the main topic of this post.
My past experiences are what's preventing me from confidently expressing my feelings to him, as I don't want the relationship crashing down after only 6 months. Yet I can't stand not telling him no matter the background. I just need tips on how I should overcome my obstacles.
TL;DR: I want to confess to someone I've built a close connection with and have developed feelings for, but feel worried about how the relationship is going to play out, considering my past experiences with a failed relationship.