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+-SH safe2191719 +-SH artist:lummh785 +-SH horte cuisine134 +-SH savoir fare134 +-SH starlight glimmer60481 +-SH sugar belle3785 +-SH earth pony512062 +-SH unicorn546358 +-SH anthro363799 +-SH unguligrade anthro65859 +-SH g42047629 +-SH awkward1204 +-SH awkward smile398 +-SH bowtie15339 +-SH check48 +-SH clothes642211 +-SH clover cafe19 +-SH commission119390 +-SH cup9159 +-SH dress62843 +-SH equal33 +-SH equal sign207 +-SH female1822215 +-SH floppy ears73764 +-SH grin63739 +-SH hay bale1634 +-SH high res408769 +-SH hoof shoes10006 +-SH jacket20317 +-SH looking at each other35039 +-SH looking at someone16859 +-SH male557104 +-SH mare753848 +-SH mushroom table33 +-SH nervous8711 +-SH nervous smile2248 +-SH pictogram2322 +-SH plate2802 +-SH ptsd215 +-SH ptsd glimmer35 +-SH question mark6863 +-SH sitting at table26 +-SH smiling403542 +-SH speech bubble40533 +-SH spoon1918 +-SH stallion198463 +-SH sweat41219 +-SH sweatdrops2129 +-SH table13250 +-SH towel4996 +-SH trio27031 +-SH tuxedo1966 +-SH waiter238
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As 𝗪𝖎𝖗𝖊𝖇𝖆𝖑𝖑 pointed out, the issue is they were asked if they would split the bill equally, which brought up some bad memories for the two of them.
Edited
My guess is both planned to conveniently forget their purse, and now both don’t have any money to pay because they both figured the other would. I’m guessing no second date.
(I had to go look at the deviantArt comments)
Edited