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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…

suggestive195868 artist:captain mwai49 mayor mare4035 princess celestia116517 alicorn336675 earth pony550727 pony1710249 g42122761 bedroom eyes85038 blushing293438 comic142151 eyes closed149083 female1911241 frown38861 glasses96706 grin67316 mare813534 shame143 ship:mayorlestia8 smiling431146
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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.