Dark/Sad - Dare to Derp!

Dare to Derp!
Founded by You Shall Not Pass · Report

Order: Rating

EMother May I?
MLP: FiM
Sad
Slice of Life
Derpy explains her medical condition to her daughter.
Derpy
Dinky Hooves
Moabite · 1.6k words · 999 10 · 21k views
EFrom the Mouths of Fillies
MLP: FiM
Sad
Not everything is as it seems when Dinky visits her mother in the hospital.
Rainbow Dash
Derpy
Dinky Hooves
Sparkler
Comma-Kazie · 3.2k words · 836 11 · 14k views
TChanges
MLP: FiM
Sad
Slice of Life
After Ditzy Doo passes away, care for her children falls to her old friend, Rainbow Dash.
Rainbow Dash
Derpy
Other
Dinky Hooves
Sparkler
Comma-Kazie · 26k words · 1,251 21 · 14k views
EUndeliverable
MLP: FiM
Sad
A collection of letters to Ponyville's Mailmare
Derpy
ocalhoun · 1.2k words · 394 5 · 5.7k views
TThe Broken Mare
MLP: FiM
Sad
Derpy must face up to the events of her past she can no longer remember, with the aid of Celestia.
Sex
Celestia
Derpy
Brumby_Run · 18k words · 420 6 · 6k views
EThe Art of the Derp
MLP: FiM
Romance
Slice of Life
The Spring is Sprung Feast is a yearly tradition in Ponyville. Derpy asks Rarity for help 'dressing to impress' when Cloud Kicker sets her sights on Time Turner, but Rarity gets more from helping the clumsiest pony in town than mere job sat
Rarity
Derpy
Doctor Whooves
Spa Ponies
ObabScribbler · 7.7k words · 394 6 · 6.8k views
EThe Ballad of Derpy Hooves
MLP: FiM
Sad
How much does Dinky Hooves really know about her peculiar mother? What lies behind those eyes?
Derpy
Docboy · 3.9k words · 356 5 · 17k views
TLeft 4 Derpy
MLP: FiM
Dark
Adventure
Comedy
Derpy finds herself in the zombie apocalypse with four humans.
Gore
Crossover
Human
Alt. Universe
Derpy
Other
Edmar Fecler · 50k words · 989 25 · 16k views
TThe Mailmare
MLP: FiM
Dark
Adventure
The Equestrian Postal Carrier's Hoofbook lists three circumstances under which mail service may be suspended. The end of the world is not one of them.
Crossover
Derpy
OC
Bad Horse · 12k words · 359 6 · 4.2k views
EThe Voice of Reason
MLP: FiM
Drama
Sad
Slice of Life
Everypony is her own worst critic, but few take it to the extreme that Derpy does. Still, where friendship and magic abound, a helping hoof is never far away, if only she'll reach out and take it.
Big Mac
Derpy
Dinky Hooves
Pascoite · 6.1k words · 214 3 · 3.8k views
TEquestria: Total War
MLP: FiM
Dark
Adventure
War comes to Equestria: with despair, with starvation, with sacrifice and with heroism.
Celestia
Gilda
Big Mac
Derpy
OC
Other
Main 6
emkajii · 154k words · 657 22 · 22k views
ELate Nights at the Hooves Household
MLP: FiM
Sad
Slice of Life
After Derpy is late home several nights in a row, Dinky makes a sad discovery about why her mother works so hard. Being the clumsiest pony in town can be a costly problem, but Dinky wants to help fix things for her Mommy.
Derpy
Dinky Hooves
ObabScribbler · 2.4k words · 270 6 · 4.7k views
EPerfect the Way You Are
MLP: FiM
Sad
Slice of Life
I will always love you, Derpy. You are perfect the way you are.
Derpy
OC
Mystic · 5.5k words · 194 4 · 12k views
EDerpy's Protector
MLP: FiM
Sad
Slice of Life
Dinky got in a fight at school, but there is something deeper going on.
Derpy
Dinky Hooves
SlightlyOnline · 1.4k words · 247 7 · 6.2k views
EThe Incredibly Torn Mind of a Winning Daughter
MLP: FiM
Slice of Life
Sparkler's faith in her mother is shaken to its core after her fight with Cloud Kicker.
Derpy
OC
Dinky Hooves
Sparkler
Cloudkicker
Comma-Kazie · 11k words · 539 23 · 6k views
ELament of a Muffin
MLP: FiM
Comedy
Sad
Slice of Life
Ditzy deals with a life that she can't control, and ponies that only see a muffin crazed klutz.
Derpy
Dinky Hooves
Arakos · 1.9k words · 184 4 · 2.8k views
TBatmare Begins
MLP: FiM
Adventure
Drama
Derpy's life takes a whole new direction when she is given a once-in-a-lifetime opportunity. But where will this new journey take her, and who will she be at the end?
Crossover
Luna
Derpy
Doctor Whooves
Carrot Top
Cloudkicker
Batbrony · 188k words · 238 7 · 5.9k views
TThe Promises We Keep
MLP: FiM
Romance
Drama
Sad
Slice of Life
Big Mac helps Derpy through the fight of her life, but will their love survive the aftermath?
Gore
Applejack
Big Mac
Derpy
Pascoite · 11k words · 236 7 · 9.1k views
TLunarium
MLP: FiM
Dark
Adventure
In an alternate timeline where magic has vanished together with Discord, six fillies from the city of Canterlot go to find its burial ground and reawaken the ancient powers.
Alt. Universe
Twilight
Trixie
Derpy
Lyra
Octavia
Tramper · 121k words · 501 24 · 9k views
TGuiding Light
MLP: FiM
Adventure
Sad
Calamity befalls the royalty of Equestria and, in lieu of plans that took decades to create and moments to ruin, control of the cosmos is bequeathed to the only pony Celestia had time to empower.
Alt. Universe
Twilight
Derpy
Other
Dinky Hooves
Sparkler
archonix · 37k words · 382 17 · 7k views
EA Dinky Little Problem
MLP: FiM
Sad
Slice of Life
Sparkler pushes Derpy toward a difficult decision.
Fluttershy
Derpy
Dinky Hooves
Sparkler
CoffeeMinion · 2.1k words · 119 2 · 3.4k views
TFallout Equestria: The Ditzy Doo Chronicles
MLP: FiM
Dark
Adventure
200 Years is a long time. It's time to tell my side of the story.
Gore
Crossover
Derpy
OC
Ten Mihara · 171k words · 511 27 · 7.9k views
TWhen Goodbye Comes Too Soon
MLP: FiM
Dark
Sad
As her battle with cancer draws to a close, Ditzy Doo spends her final days with the ponies closest to her. There is so much for her to say to her friends and family--so much in so little time that she might miss something she needs to say.
Rainbow Dash
Derpy
Dinky Hooves
Sparkler
Cloudkicker
Comma-Kazie · 6.4k words · 225 10 · 3.9k views
ETime Bubbles
MLP: FiM
Romance
Adventure
Sad
Derpy has had it with her time in Equestria, it's time for a change.....
Crossover
Derpy
OC
Doctor Whooves
Changelings
peppermint_twist · 43k words · 157 6 · 4.4k views

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