The PHB states:
The target of your grapple must be no more than one size larger than you
Makes sense: being massive makes you hard to grapple. But does being massive also make it hard to resist your grapple?
Does being any number of creature-sizes larger confer any benefit to a grappler's grapple attempt? Or alternatively, does the target have any disadvantages contesting the grapple, or trying to break a grapple, from such a grappler?
I understand that a smaller target can make a Acrobatics (Dexterity) check, and by virtue of being more agile, break free from a vastly larger and stronger grappler. But what if the target is not agile, and uses an Athletics (Strength) check to contest the grapple attempt, or break free from it? Think a Hill Giant grappling a decently strong gnome (that's a difference of 3 sizes!).
What really got me wondering about this was the Enlarge spell. The Enlarge spell grants a bonus to Strength checks by virtue of increasing a creature by one creature-size. But does being naturally any number of creature-sizes larger than your target, confer any benefit to Strength checks (like grapples) against the target at all?