Rainbow Dash

Flying, haste
Whenever a creature you control with flying and/or haste attacks, you get 20% cooler. (You start at 0% coolness.)
Sonic Rainboom — {T}: If you're at least 100% cool, add {W}{U}{B}{R}{G}, draw a card, and reset your coolness.

Pinkie Pie

Whenever you cast a spell with a smile in its art, create a tapped Treasure token.
Everypony's Invited — Your party consists of each creature you control, and your party is always full.

Rarity

Rare and mythic rare spells you cast cost {1} less to cast.
{1}, {T}, Reveal a My Little Pony® toy you own: Until end of turn, another target creature gains protection from each color in that toy's coat, mane, and outfit.

Applejack

Family Gathering — At the beginning of your end step, put a toy you own onto the battlefield as a 2/2 creature token with that toy's name, colors, and creature types. If the toy has wings, the token has flying. If the toy has a horn, scry 2. If it has neither, create a Food token.

Fluttershy

Defender, flying
{1}, {T}: Put a +1/+1 counter on each creature with a tail target player controls. Stare down up to one target creature until end of turn. (It can't attack or block as long as you're looking directly at it.)

Princess Twilight Sparkle

Flying
Other Alicorns, Horses, Pegasi, Ponies, and Unicorns you control get +1/+1.
{W}{U}{B}{R}{G}: If you control Applejack, Fluttershy, Pinkie Pie, Rainbow Dash, and Rarity, everypony wins the game.