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Found this one way back in the archives. I seem to portray Celestia as being a little neurotic about the immortality dilemma when it comes to sexual identity. The more I think of it though, the more I suspect one would get over this by age 200 or so…

suggestive195321 artist:captain mwai49 mayor mare4026 princess celestia116324 alicorn335739 earth pony548988 pony1705579 g42118688 bedroom eyes84853 blushing292384 comic141815 eyes closed148658 female1906511 frown38748 glasses96369 grin67130 mare810871 shame142 ship:mayorlestia8 smiling429724
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Background Pony #E4F7
“Little filly”, like “little girl” isn’t something relative. “VERY young mare” would’ve worked a bit better.
Slaccented
Speaking Fancy -
The End wasn't The End - Found a new home after the great exodus of 2012

@platypusmac  
She breaks all appropriate age rules by an astronomical unit, anyway.
 
Also, it’s all the funnier if you remind how this comic is from back when nopony knew Mayor Mare actually dyes her hair grey, so she might be younger than she looks after all.