2024 ending of a grapple clarification

So, in your estimation, if a Kraken attacks with it's tentacle and hits you, you gain the grappled condition and the escape save is DC 20. But if the Kraken substitutes the attack roll with a Grapple attack instead, using its tentacle, the escape DC is 25?  I know this is an edge case but that seems messy for an edition which the whole identity is cleaning up the mess.  I think it's easier as a DM who likes to run monsters tactically if there is one calculation and lets stick with it for all cases

Quote from rjzibell >>

So, in your estimation, if a Kraken attacks with it's tentacle and hits you, you gain the grappled condition and the escape save is DC 20. But if the Kraken substitutes the attack roll with a Grapple attack instead, using its tentacle, the escape DC is 25?  I know this is an edge case but that seems messy for an edition which the whole identity is cleaning up the mess.  I think it's easier as a DM who likes to run monsters tactically if there is one calculation and lets stick with it for all cases

 That's correct. That's exactly how it would work. Under normal circumstances, DMs aren't going to be forgoing multiattack to make a single Unarmed Strike just to increase the grapple DC, so the fact that the DC changes doesn't have a practical effect for most people and purposes, but that is how it works, RAW.

Is there any advantage to being 1 size category larger than the creature that is grappling you?

Quote from bigjwallace >>

Is there any advantage to being 1 size category larger than the creature that is grappling you?

 The following limitation exists:

Grapple. The target must succeed on a Strength or Dexterity saving throw (it chooses which), or it has the Grappled condition. The DC for the saving throw and any escape attempts equals 8 plus your Strength modifier and Proficiency Bonus. This grapple is possible only if the target is no more than one size larger than you and if you have a hand free to grab it.

Shove. The target must succeed on a Strength or Dexterity saving throw (it chooses which), or you either push it 5 feet away or cause it to have the Prone condition. The DC for the saving throw equals 8 plus your Strength modifier and Proficiency Bonus. This shove is possible only if the target is no more than one size larger than you.

If it's interesting for you, the thread Small in 2025 summarizes the different impacts of being small under the 2024 rules.

EDIT: for clarity.

Quote from bigjwallace >>

Is there any advantage to being 1 size category larger than the creature that is grappling you?

 No unless noted otherwise. 

EDIT Ninja'ed by TarodNet ! To further add to what he said there's also this from the condition itself regarding size:

Movable. The grappler can drag or carry you when it moves, but every foot of movement costs it 1 extra foot unless you are Tiny or two or more sizes smaller than it.

Quote from bigjwallace >>

Is there any advantage to being 1 size category larger than the creature that is grappling you?

There is one:, from the Moving Around Other Creatures Rules.

You can’t willingly end a move in a space occupied by another creature. If you somehow end a turn in a space with another creature, you have the Prone condition (see the Rules Glossary) unless you are Tiny or are of a larger size than the other creature.

Grappling doesn't automatically move another creature into your square. But if you do drag the Grapple Target into your square after Grappling it, and you're a size Larger than it,  it winds up Prone at the end of your Turn, and you don't.

Quote from notovny >>

Grappling doesn't automatically move another creature into your square. But if you do drag the Grapple Target into your square after Grappling it, and you're a size Larger than it,  it winds up Prone at the end of your Turn, and you don't.

 Well bigjwallace is not asking for when the grappler is larger but when the grappled target is. 

It's not in the grappler's interest to drag a grappled creature larger than it in it's space unless it specifically want to become Prone. But if it does, you would have an advantage i concur. 

On the kraken, I suspect that's just a mistake, in that they calculated escape DC by the 2014 rules (where it's set to 10 + strength bonus for most creatures, sometimes adding PB or even 2*PB).

Quote from Pantagruel666 >>

On the kraken, I suspect that's just a mistake, in that they calculated escape DC by the 2014 rules (where it's set to 10 + strength bonus for most creatures, sometimes adding PB or even 2*PB).

 A similar thing was asked for a Vampire Spawn: Vampire Spawn grapple escape DC should be 14

Quote from Plaguescarred >>

Quote from notovny >>

Grappling doesn't automatically move another creature into your square. But if you do drag the Grapple Target into your square after Grappling it, and you're a size Larger than it,  it winds up Prone at the end of your Turn, and you don't.

 Well bigjwallace is not asking for when the grappler is larger but when the grappled target is. 

It's not in the grappler's interest to drag a grappled creature larger than it in it's space unless it specifically want to become Prone. But if it does, you would have an advantage i concur. 

 Ah, my mistake for misreading. I can only blame an appalling lack of coffee.

Quote from notovny >>

 Ah, my mistake for misreading. I can only blame an appalling lack of coffee.

 No worry mate next coffee is on me how do like it? ☕

if you are grappling an enemy and that enemy cast a spell that causes fear on you and forces you to move. do you move while grappling the enemy, and mainten the grapple?

Quote from gggbhmccmh >>

if you are grappling an enemy and that enemy cast a spell that causes fear on you and forces you to move. do you move while grappling the enemy, and mainten the grapple?

It depends on what exactly the spell is doing. The Frightened condition on its own doesn't force any movement, nor does Cause Fear. The Fear spell, though, does compel the Frightened target to move away from the caster. If they have the caster grappled, they can't move away from them while grappling them, so they'd have to let the grapple go.