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Description:

suggestive159600 artist:ryuu171 applejack180849 rainbow dash249302 equestria girls222259 appledash6900 assisted exposure1908 blushing221657 breasts315224 clothes518447 comic117607 cowboy hat19725 cross-popping veins1980 crying47492 denim skirt1958 female1500182 females only14187 hat99382 lesbian103742 open mouth175832 regret298 shipping218146 shocked8032 skirt44699 skirt flip221 skirt lift4988 stetson5235 this will end in pain2188

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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.