We haven't played any of these in a while. Let's give it a shot once more, shall we?
You know the rules...
January: Play videogames with X.
February: Dance with X.
March: X gives you a gift you always wanted.
April: Sing Christmas carols with X.
May: Wrap up winter with X.
June: X is your new mother/father.
July: Travel in the TARDIS with X.
August: X falls down a tree, but you are able to catch him/her.
September: Save the world from the evil X.
October: Make cookies with X.
November: X gives you a kiss under the mistletoe.
December: Marry X.
X:
1: Cheerilee 2: Doctor Whooves 3: Cheese Sandwich 4: Rainbow Dash 5: Bon Bon 6: King Sombra 7: Adagio Dazzle 8: Spa ponies 9: Discord 10: Pinkie Pie 11: Derpy 12: Applejack 13: Trixie 14: Scootaloo 15: Princess Celestia 16: Lyra 17: Rarity 18: Princess Luna 19: Twilight Sparkle 20: Sonata Dusk 21: Tirek 22: Big Macintosh 23: Lighting Dust 24: Aria Blaze 25: Apple Bloom 26: Fluttershy 27: Shining Armor 28: Maud Pie 29: Fluffle Puff 30: Sweetie Belle 31: Minuette