How to sext/seduce

There's this guy and we have history sort of. Like when we see each other it feels like we're a couple and we sneak off and make out but we never really keep in contact outside of family parties. (He's a family friend). I'm very shy and not very experienced but I want him. I'm scared to come off as too forward or easy but I want to get the ball rolling. We're having a Christmas party next weekend and I want to finally go beyond making out but I want to make sure we're on the same page so it doesn't look like it came out of nowhere. I have no idea what to say or do because I'm sure I'll look very stupid. But any advice or tips?😔