Say it or show it; either way you have to take the risk and explicitly let him know how you feel. This whole ''how do I signal my intent without explicitly signaling my intent'' is something a lot of people inexperienced at dating try to do, because it feels safer and has deniability if the other person doesn't reciprocate.
The problem with that strategy is that it usually doesn't work: the other person isn't a mind reader, and may be just as afraid of taking the risk of making the first move as you are.
Keep it simple at first and make up excuses to get him alone with plausible deniability, then ramp up the flirting.
TECHNICALLY that could be considered sexual assault, and I think a lot of guys here are bitter because although they'd do the same thing, they feel like as guys, people are more likely too see it as a sexual attack rather than a romantic gesture, than if a woman did it. but if you're sure he likes you, go for it-just try not to be tooo forceful, and just lean in for it rather than grabbing him lol
honestly id be pretty shocked if this happened. The first thing i;d think is "okay... she could have just talked to me about it first." he's probably not going to see it as hot and spontaneous and make you more attractive, he'll probably just wonder why you did it in such a weird way
Flirt first, then tell him something like "you just make me feel like giving you a sweet kiss"! Then if he reacts positively, you have your permission, swoop in for your reward. Then start talking to him about a future, a sin relationship. If that's your motivation.
Don't do that. Just give him hints that you want him to kiss you. Look into his eyes, glance at his lips. Guys take note of these things, and if they're willing to kiss you, they will go along with it.