Oh boy I have so many. I’ll try to keep this short, but I have a list of bookmarks on Ao3 if you want more (not everything on that list is good but it’s a starting point). The majority of these will be Papyrus-centric angst because that’s what I love.
Replacement by Shadow_of_Quill, completed series, Papyrus and Gaster “switch places”.
Near Completion by sheepwolves, ongoing multichapter, Queen Alphys and Sans are friends who are sad together.
Mea Culpa by @xilluminax, completed multichapter, Flowey is a sad traumatized flower and Papyrus is a good friend.
Rehab Cabin DLC by @rehabcabin, ongoing series/AU, Sans learns to adjust to linear time after spending years in a timeloop in the Underground. HIGHLY recommend.
Phantom Pains by Silverskye13, completed (and long) multichapter, Sans learns about other timelines and tries to keep the universe from falling apart with help from Papyrus and Grillby. This one has a lot of really interesting ideas, and a lot of Sans angst if that’s your thing.
memeing across time and space by threefourthstime, oneshot, Gaster’s many failed attempts at rickrolling Undertale characters. Hilarious and wonderful.
Shared Secrets by @cisphobepapyrus, oneshot, Papyrus and Frisk bond over their similarities. Warning for self-harm. I’d recommend everything by this author actually, I believe it’s all in the same universe, and it’s what got me into Papyrus angst in the first place.
Feeling Bonely by hTeDruknenPotaT, completed (and long) multichapter, Soriel human AU where Sans and Toriel meet on Omegle and become online friends. Warnings for suicide, self-harm, abuse… actually probably look at the fic’s tags because this one is really dark.
Two Too Cool Assholes Share a Body by TheInevitableSense, ongoing multichapter, Sans and Mettaton end up sharing a body and shenanigans ensue. This one has really great characterization of Mettaton.
Frisk Learns Some New Words by Rakkogaki, comedy oneshot, Sans’s laziness goes a little too far. There are so many details in this one that I absolutely love, it’s great if you need to cheer yourself up.
Peace by NekotoLuna, ongoing multichapter, Papyrus/Reader where the reader an autistic abuse victim and develops a close relationship with Papyrus while in the difficult process of becoming independent from her abusive parents. I can’t even describe how precious their relationship is to me, it’s the greatest thing and it fills my heart with joy.
Toy Box by UrdSkullAndVerdande, completed multichapter, alternate versions of Papyrus’s pre-fight speech in Genocide where he remembers previous timelines. This one is a great example of how to write Papyrus in a funny yet sweet way while staying in character.
To Cause a Soul to Crack by @asleepyskeleton, ongoing multichapter, Flowey is horrible and Papyrus has to try to recover. Warning for rape. This one has a similar vibe to FINAGLC, but I prefer the way Sans is written here to the way Sans is written in FINAGLC, and the same goes for Papyrus.
tatemae by @zekestrife, ongoing multichapter, Papyrus tries to deal with some stuff. Warning for extensive references to self-harm and suicide. This one is amazing, I can’t recommend it enough honestly. It’s a great example of a Papyrus who really resonates with the audience and with the way he’s written in canon, while also being really heartbreaking.
Theoretical Battle Scenarios series by Lethotep, ongoing series, Papyrus knows more than he lets on, but he isn’t very good at dealing with it. Touches on resets and Gaster. Another great Papyrus characterization.