1. To crawl, wriggle, or squeeze into some tight or confined thing or space. The dog likes to worm her way into bed with me and my wife at night. I can worm my way into these pants, but there's no way I'll be able to zip them up.

2. To get oneself into a place or a situation, with a touch of trickery, artistry, or cunning. He wormed his way into the big meeting by hanging around the boss before it was due to begin. I can't believe we managed to worm our way into the nightclub without having our IDs checked.