I tend to always ask so the Bard at least has a chance to use Cutting Words. Same goes for Light Domain Clerics.

You might want to look into an College of Lore Bard.

Vicious Mockery works great for an overly critical critic as do Cutting Words.

You could flavour both as insightful stings against the opponents abilities like how his swordsmanship lacks finesse etc.

This is the second time I hear about Thirsty Sword Lesbians here and I am still afraid to google it.

Is this serious or is it some sort of joke system?

Might work for Wizards but what about Sorcerers that Subtle Spell cast Power Word Kill?

Okay, I see how you would have to awkwardly keep your eyes open during kissing, but it would be possible.

One of the strangest pictures you have seen so far

"Geblockt" heißt dass der Katheder durch Formschluss Dichtigkeit herstellt, oder wird der irgendwie gesondert befestigt?

Sounds like Icewind Dale - Rime of the Frostmaiden to me.

In my experience the shit talking stops once the cute little brain doggy asks for an INTELLIGENCE saving throw.

I'm starting to wonder if there could be a creature like a recursive Gorgon, whose hair are basically other Gorgons...

Also, adorable artwork! I like the colored-pencil texture.

Spellcaster at max distance from the party, partially concealed in terrain that has a lot of places where Goblins might hide.

I see no way how this could go badly.

Having an NPC write a love letter sounds to me just like having the guardsman tell everyone how it is his last day on duty and he can't wait to retire to sit on the shore of his favourite lake and fish in peace.

Would be a shame, if something... happened to them.

Should have used Vicious Mockery