DM Story: When a New Player Decided to Grapple a Troll at Level 1

March 12, 2021

I had a group of players who were literally ALL new to D&D. Super eager to learn and loves to play. And they do things that NO VETERAN PLAYER WOULD EVER consider doing.


I was running Waterdeep: Dragon Heist, and they are just starting. They deal with the bar right easily enough, and the troll/stirges come out of the entrance to Undermountain.


For those unaware, the troll is kind of underpowered, starting with 6 stirges on it, who fly off back into Undermountain the next round, and who only starts with 44 hp.



Anyhow, I have described these things to the players. One of the fighters literally decides to grapple the TROLL! I can’t make this up!

Green-skinned troll with long arms and claws, wearing a loincloth, with a menacing expression.

The best part?! He maintains the grapple the entire fight! Avrae dice were with him on that ONE thing. Then, another player gets the idea to take one of the lit oil lamps on the table, and break it on his sword to make his sword flaming and thereby hit the troll and keep it from regenerating.


I am geeking out at this point. I’ve played for YEARS and have NEVER seen anything like this. Ever.



Their last bit of strategy? While the troll is unable to regenerate one round, to YEET IT INTO THE PORTAL TO UNDERMOUNTAIN!! They try for a couple of rounds, Avrae being fickle. But they do it. They actually do it.

Medieval tavern scene: Man rides another, sword raised, amid revelry. Warm lighting, people drinking, laughing.

It was so awesome…

By The Daily DM • October 25, 2026
Posting Today
By The Daily DM • October 21, 2026
Halloween Adventures Done Right
By The Dailly DM • October 19, 2026
What Are the Consequences of a Party's Return?
By The Daily DM • September 30, 2026
Yeah, There's a Reason For a Lack of Posts This Week
By The Daily DM • September 25, 2026
This Was Harder Than I Thought
By The Daily DM • September 23, 2026
When You Can't Get a Session Zero
By The Daily DM • September 21, 2026
Archivist AI
A kobold digging a trap
By The Daily DM • September 2, 2026
Learn how to run kobolds in D&D with clever tactics, deadly traps, memorable NPCs, kobold lore, dragon connections, and encounter ideas for every level.
By The Daily DM • August 30, 2026
Seriously, You're Going to Want to Get This...
By The Daily DM • August 21, 2026
Yes, You Can Get Paid For Running a Game