[Base Class]Tentastical Shadow

[babus]

It's good, though perhaps a bit overcomplicated? As it's a core aspect of the class, you're allowed to make it a bit powerful, especially as a non-damaging ability (assuming you're not intending to use this to teleport people high up into the air)...

How about making the max distance standard, increasing based on class level, and making you the focus of the teleport? So the tentacle doesn't grapple them, you do, and if you have them in a grapple for say, maybe a full round, they get dragged with you. No need to factor in anything too fancy, and forcing you to go along with the target means fewer player shenanigans of dropping their target in a spike pit. As you increase in level, the distance does as well, and you can do this quicker, but adding a roll to pull this off, with a natural one resulting in the bad kind of shenanigans. You could even make an activation roll standard, and have penalties be based on increasing the speed of the action, number of people traveling with you, etc, with a bonus to the check based on your class level + Charisma mod.

Also, have you considered expanding the Quick Tentacles assisted movement abilities for some Thiefy acrobatics?