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Message: <blockquote data-quote="Kat'" data-source="post: 3876091" data-attributes="member: 55972">The rules for grappling are quite hard to understand, but the SRD's pretty clear about anything you asked.Yup.Yes. A grapple attempt is an attack, a pin is a grapple attempt. Multiple attacks, multiple attempts.You can attempt damage as usual, at the cost of a grapple attempt.Pinning is good. You can gag a pinned opponent so he can't speak (no spells with verbal components, no magic items with command word). Your opponent also has -4 AC against your friends, allowing them to snuff him easily. You can move your opponent. You can restrain him from using items. Lots of options!Monsters do not get iterrative attacks. As long as they've got attacks they can use them for grapple checks, but it hasn't much to do with their BAB (correct me if I'm wrong).Sure. He just gets more grapple attempts.The point is at high levels, the monk will fail his grapples, 'cause Grapple needs two things that the monk doesn't have: BAB, and Size modifiers. You want grappling, go for Psychic Warrior. Not Monk. Or better Monk 1 /PW x for the free Improved Grapple <img src="https://cdn.jsdelivr.net/joypixels/assets/8.0/png/unicode/64/1f642.png" class="smilie smilie--emoji" loading="lazy" width="64" height="64" alt=":)" title="Smile    :)"  data-smilie="1"data-shortname=":)" />.</blockquote>