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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…

suggestive196078 artist:captain mwai49 mayor mare4037 princess celestia116605 alicorn337231 earth pony551976 pony1712596 g42124717 bedroom eyes85110 blushing293967 comic142304 eyes closed149325 female1913630 frown38905 glasses96894 grin67419 mare815159 shame143 ship:mayorlestia8 smiling431859
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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.