Bronibooru

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Collection: Heart-Breaking

Oh god, these pictures are so sad... (They should make you feel bad just by looking at them)

baww emotional_blackmail filly noel original_character the_great_and_powerful_trixie
background_ponies cloudkicker derpy_hooves jail noel rainbow_dash
baww filly flowers magic noel the_great_and_powerful_trixie
baww bistromatic filly flowers magic noel the_great_and_powerful_trixie
artist_unknown sad tears the_great_and_powerful_trixie
baww derpy_hooves mumbles sad
artist_unknown baww derpy_hooves sad
derpy_hooves johnjoseco
chrisboe4ever derpy_hooves filly wallpaper
baww johnjoseco madame_leflour mr_turnip pinkamena_diane_pie pinkie_pie rocky sir_lintselot
baww dragons_live_longer grown_up noel sad spike
comic gerty moon moon_(movie) princess_luna traceurbazil
baww emotional_blackmail rizcifra scootalone scootaloo
baww emotional_blackmail fluttershy johnjoseco rain
absurdres baww comic derpy_hooves dinky_hooves egophiliac highres
baww comic egophiliac highres nightmare_moon princess_celestia princess_luna sleeping
baww birthday cake dalapony emotional_blackmail princess_luna
absurdres background_ponies cloudsdale fluttershy glancojusticar highres rainbow_dash soarin spitfire wonderbolts
baww comic diabetes emotional_blackmail highres lineart pinkie_pie rainbow_dash shoutingisfun
animated artist_unknown baww emotional_blackmail filly octavia_melody