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Description:

suggestive153906 artist:ryuu168 applejack177310 rainbow dash243886 equestria girls215353 appledash6790 assisted exposure1874 blushing213510 clothes498023 comic114720 cowboy hat18466 cross-popping veins1856 crying46206 denim skirt1858 female1453476 females only13707 hat95470 lesbian102189 open mouth165709 regret286 shipping212283 shocked7636 skirt42799 skirt flip217 skirt lift4896 stetson5141 this will end in pain2137

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Sugar Mint

If she was gonna wear a skirt, should wear shorts or pantyhose under it. xD But since she didn’t, this is how i picture this scene played out.
 
RD: “Apppppllle..Jaaack!”  
AJ: “You saw nothin sugarcube! Ya understand!” Had lost a bet to Rarity and so had to wear some designer silk-lace (or latex) panties.
Lock247

To be honest, I could see this same exact situation also happening with Tomo and Yomi from Azumanga Daioh, with Tomo in RD’s role and Yomi in AJ’s situation.