Which Fellowship of the Ring Members Would Be The Most Fun To Play D&D With?
A definitive, scientific ranking of LOTR characters as role-playing gamers. PLUS a few Tolkien Treasures!
Mae govannen, friends! Josh here. Iâve got another guest post for you today. This one comes from
, a Los Angeles-based writer, comedian, fantasy dork, and extremely tired toddler dad. Greg is the founder of Chortle here on Substack, America's funniest newsletter! (Independent fact-checkers are still evaluating this claim.) Chortle publishes original short humor and comics every weekday, with the goal is to become a humor publication as powerful as Sauron himself! (But only use that power for good things... obviously... he swears...)Iâll let Greg take it from here: enjoy his ranking of the Fellowship by how fun theyâd be to play Dungeons & Dragons with. See you after the break!
Which Fellowship of the Ring Members Would Be The Most Fun To Play D&D With?
A definitive, scientific ranking of LOTR characters as role-playing gamers.
By
As Jokien with Tolkien subscribers may recall, when you first sign up for this newsletter, you get a welcome email from its illustrious founder JRR Jokien (aka Josh) in which he asks what your âfavorite thing about Tolkien or Middle-earth is.â I found it to be a deceptively tricky question. If youâve reached the point where youâre subscribing to a Tolkien-themed humor newsletter, you probably like at least two things about Middle-earth. Perhaps even three!
After some consideration, the answer I sent back to Josh was that The Lord of the Rings introduced me to the wider world of fantasy. I love Peter Jacksonâs film adaptations, and The Hobbit is among my very favorite books. But Iâm most grateful for the fact that, because I liked Tolkien, I went and read dozens of other fantasy books, which I quickly found to be more addictive than fine, Shire-grown pipe-weed đ€.
And, of course, itâs only a hop-skip-and-jump from fantasy lit to other fantasy mediaâparticularly tabletop RPGs like Dungeons & Dragons. I mean, who didnât want to become a character in Middle-Earth after their first LOTR watch or readthrough? When I learned that some dude with an awesome name invented a game that is basically exactly that, I simply had to play.
Joshâs straightforward question about Tolkien made me think fondly of D&D campaigns gone by. It also led me to a natural follow-up question: would any characters in the Fellowship of the Ring itself actually be fun to play Dungeons & Dragons with?
Josh was kind enough to let me write a guest post dedicated to answering that question. (Youâre reading it right now.) What follows is a HIGHLY scientific ranking of which LOTRers might also make excellent RPGers.
9. Frodo
I will say this about Frodo: he commits to a quest. Hard. I have no doubt that he would bring a certain level of dogged determination to the party. But some of the best stuff in Dungeons & Dragons happens during spur-of-the-moment side quests. Given Frodoâs single-mindedness, I canât really picture him procrastinating the destruction of a mythical object just to raid a town full of fascist bugbears for the fun of it.
He's also definitely the player to adopt a weird Goblin or Halfling NPC companion that no one else likesâŠ
8. Legolas
Look, I love Legolas. We all love Legolas. But there is absolutely no denying that he has the most boring personality in the Fellowship. And I donât want to play D&D side-by-side with someone boring!
Ok, fine, fine. But stop describing all of your characterâs incredible acrobatic feats in extreme detail, dude. WE GET IT.
7. Boromir
Boromir would be the player who knows the rulebook inside and out. After all⊠one does not simply walk into Mordor. While this sort of passion and knowledge is admirable, it can also be exhaustingâespecially when he starts arguing about who should get to carry the magical MacGuffin.
On the plus side, if Boromir makes a mistake, you know that heâs willing to die to redeem himself! (Of course, then heâll just come back as his old characterâs âbrotherâ with a suspiciously similar name.)
6. Merry and Pippin (tie)
These two Hobbits are the very definition of chaotic neutral. But hereâs the thing: sometimes you want a little chaos. They would be the type of players who donât necessarily make correct decisions⊠but definitely make decisions nonetheless. (âShould we attack the dragon?â âWe should totally attack the dragon!â).
Pippinâs knack for being a fool of a Took would keep the game lively and unpredictable. Merry would be, well⊠merry! Sure, theyâll probably derail the campaign more than once, but their antics will assuredly help defeat the BBEG1 in the end.
4. Aragorn
I donât think that Aragorn would necessarily be good at role-playing, per se. However, he would be awesome at being Aragorn! This is a man with extreme consistency of character. He would, therefore, play ONLY as a ranger named Strider who rides a big black horse and carries a sword called, like, UndĂșril. And thatâs a guy you want on your side when the questing gets rough.
3. Gimli
Gimli would show up to every session in full costume, for sure. He would deliver epic speeches and never break character, even when ordering delivery. He would drink everyone else under the tableâboth in-game and IRL. Plus, his dice rolls would somehow always land on natural 20. I donât know how, I just know.
2. Gandalf
I think Gandalf would make a great D&D player⊠but heâd be an even better Dungeon Master. In fact, heâd probably be the best Dungeon Master ever! A white wizard who can manipulate fireworks might be able to dazzle parties sliiiiiightly more than, say, a random guy you went to high school with.
The only problem? Gandalf will definitely show up whenever he pleases. Or leave mid-session on pressing business.  Itâs a wizard thing! Even if he accepts your biweekly calendar invite, youâll always be waiting at least twenty minutes for him to arrive.
1. Sam
The very best âfriendâ character ever written is unquestionably number one on this list. He carries the partyâfiguratively, but also sometimes literally.
Dungeons and Dragons is most fun to play with a committed group that fully supports each other. And Sam is commitment and support brought to life! He would be the first one on board with every stupid plan, every dumb joke, and every crazy twist that your party comes across. Heâd play equally enthusiastically whether his character is a healing gnome or a berserking half-orc. And he would always pay for pizza.
The Fellowship wouldnât have gotten far without Samwise Gamgee. Neither would their D&D party.
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Tolkien Treasures đ
Hey friends, Josh here again! Just wanted to bring it to your attention that there have been some very special Tolkien-related releases this month!
1. The Collected Poems of J.R.R. Tolkien Box Set

For the first time ever, almost 200 works of poetry by J.R.R. Tolkien are collected across three volumes, including more than 60 that have never before been seen.
From the publisherâs description: âThe poems are deftly woven together with commentary and notes by world-renowned Tolkien scholars Christina Scull & Wayne G. Hammond, placing them in the context of Tolkienâs life and literary accomplishments and creating a poetical biography that is a unique and revealing celebration of J.R.R. Tolkien.â
What a gorgeous edition too!
đ Find it on Amazon or Bookshop.org (every purchase through Bookshop supports independent bookstores)
2. The History of Middle-earth Box Set #4
This fourth boxed set completes the latest release of The History of Middle-earth and contains Morgothâs Ring, The War of the Jewels, The Peoples of Middle-earth (Books 10â12 of The History of Middle-earth) and The History of Middle-earth Index.
If youâve got the other three sets (like I doâŠ), this is a must buy!
đ Find it at Amazon or Bookshop.org
đĄ Find a list of the past Tolkien books and sets Iâve recommended on my Bookshop Page or Amazon Storefront
To all of you tempted by these but not sure if you would ever financially recover from this decision, know this:
Appendices
This Fridayâs newsletter will have some very special details of how Iâm celebrating Hobbit Day (September 22nd) here in the newsletter! So watch for that along with the analysis and review of this weekâs ROP episode.
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Editorâs Note: for those unaware, this is D&D speak for the âBig Bad Evil Guyâ
Correction: Legolas in the movies has no personality. Book Legolas is the most likely to get into DND
Fun piece! I can appreciate the Sam love but think Gandalf is the clear #1. Pays attention and takes notes, has a sense of humor, enjoys having a good time. 100% agree, he'd be an amazing DM.