20 and 4
Shining armour is a win in my book, and I feel like rarity could kick some ass

Daring Do and Granny Smith

Pinkie pie and Princess Luna; I think I’ll be alright in most situations.

I got derpy and donut joe, well at least donut joe is big, and the fact I’ll willing to fight dirty should give me an edge

Lyra and Mr. Cake. Hmph.

Twist and Hondo Flanks… I don’t know how to feel about that

Discord and Fleur-de-lis.
 
Okay, so I’ve got the god of discord and a fancy unicorn pony on my side.
 
Not bad at all.
 
I’ll say I won the fight.

First try: Trixie Lulamoon and Hondo Flanks Belle.
 
Second try: Cup Cake (née Chiffon Swirl) and Fluttershy.
 
Third try: Hugh Jelly and Zecora.
 
Fourth try: Derpy Hooves and Sweetie Belle.
 
Each time, one character who has demonstrated valor when the chips were down.

Took you advice and I got Discord and Derpy…

Who’s the pony on 91

Princess Luna and Derpy

Queen Chrysalis and Limestone Pie

Flour De Lis and Flim. Well I’m flubbernucked.

I got…Fluttershy? And…NIGHTMARE MOON?!  
AWESOME!!!

i don’t know who that is (56)  
time turner

Lyra and Twilight Velvet.
 
Stand back. I have Ladies to protect.

Who dares stand against me, Cranky and Pinkie’s mom?!

moony and tia yes

Berry Punch and Roid Rage?  
Well… That’s good I guess. But I fear that I might get in the crossfire of these two… One drunk and the other overenthusiastic.

37 (Daring Do)  
21 (Sweetie Belle)
 
I like these odds, despite the second roll.

Discord and Gilda. I definitly won>

Vinyl Scratch and the hospital pony from read it and weep…
 
…it looks like it could go either way…

Trixie and Twist…  
…  
MUST I DO EVERYTHING MYSELF!?

Blossomforth and Pinkie’s mom. Might as well be alone

87 and 99 I win the fight and score one hot mare