Danbooru

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Collection: Hilarious in Hindsight

Posts that, due to more recent events, make them funnier than they originally were.

When adding to the pool, please, in a comment on the post, cite the event that warrants its place in the pool.

For images that are even worse in light of recent events, see Harsher in Hindsight.

See also: http://tvtropes.org/pmwiki/pmwiki.php/Main/HilariousInHindsight

Blacklisted:
1boy 1girl angel_beats! ankle_lace-up blood blue_hair cross-laced_footwear demon_tail german_suplex hinata_(angel_beats!) long_hair pink_hair rayhwang school_uniform serafuku suplex tail thigh_strap wrestling yui_(angel_beats!)
? amaterasu animal chibi lowres md5_mismatch no_humans ookami_(game) shimabo solo wolf younger
2girls animated animated_gif barefoot blonde_hair cirno gameplay_mechanics grazing kirisame_marisa lowres multiple_girls paru pixel_art shoes single_shoe touhou translated ze_(phrase)
1boy artist_request code_geass food fruit jeremiah_gottwald lowres male_focus oekaki orange solo
5girls alternate_color bunny disgaea fake_screenshot hoehoe3 long_sleeves lowres multiple_girls oekaki original pixel_art pleinair short_hair stuffed_animal stuffed_toy translation_request usagi-san
2girls aegis_(persona) android artist_request crossover kos-mos multiple_girls persona persona_3 trait_connection translated xenosaga xenosaga_episode_i
1boy 1girl aomi_yuu bad_id bad_pixiv_id blue_hat cosplay crossover gyakuten_saiban gyakuten_saiban_4 hat hershel_layton luke_triton luke_triton_(cosplay) mr_hat naruhodou_minuki professor_layton thighhighs
1girl animal_ears blonde_hair crotch_seam eila_ilmatar_juutilainen embarrassed fake_screenshot handheld_game_console long_hair lowres midriff nintendo_ds pantyhose photoshop shirt_lift strike_witches striker_unit stylus translated world_witches_series
4girls ahoge blonde_hair blue_eyes colonel_aki cosplay endou_aya gap ghost glasses hairband hat hiiragi_kagami hiiragi_kagami_(cosplay) hiiragi_tsukasa hiiragi_tsukasa_(cosplay) hong_meiling izayoi_sakuya izumi_konata izumi_konata_(cosplay) konpaku_youmu konpaku_youmu_(ghost) long_hair lucky_star mole mole_under_eye multiple_girls red_hair ryouou_school_uniform school_uniform seiyuu_connection serafuku short_hair silver_hair takara_miyuki takara_miyuki_(cosplay) touhou twintails yakumo_yukari
2girls amy_rose amy_rose_(cosplay) artist_request boots character_name cosplay costume_switch haruno_sakura haruno_sakura_(cosplay) knee_boots look-alike multiple_girls naruto pink pink_background sonic_the_hedgehog trait_connection
1boy 1girl bad_id bad_pixiv_id chibi cut-in eureka eureka_seven eureka_seven_(series) fake_screenshot mecha nirvash nirvash_typezero raglan_sleeves renton_thurston studiokougubako super_robot_wars super_robot_wars_z translated
1girl alternate_costume bilpei_fc_kaichou bishoujo_senshi_sailor_moon blue blue_choker blue_eyes blue_hair blue_sailor_collar blue_skirt blush choker fresh_precure! heart highres magical_girl mizuno_ami parody precure sailor_collar sailor_mercury skirt solo tiara translated
1boy 1girl beatrice blonde_hair blue_eyes dress fake_screenshot fighting_game frills gigalmash hair_ornament kiseru pipe pixel_art pointing red_hair smile sprites umineko_no_naku_koro_ni ushiromiya_battler
2girls chuubatsu_nagano dress kimoi_girls multiple_girls official_style panty_&_stocking_with_garterbelt panty_(psg) parody red_dress stocking_(psg) translated
6+girls absurdres annotation_request antennae army artoria_pendragon_(all) blonde_hair broom c.c. cape cirno cloud code_geass colorful commentary_request crossover daiyousei dennou_coil drill_hair dual_persona eureka eureka_seven eureka_seven_(series) everyone eyepatch fairy fate/stay_night fate_(series) fleeing flying fuguta_masuo furude_rika glasses green_eyes green_hair gundam gundam_00 gustav_(telomere_na) hakurei_reimu hanyuu hatsune_miku highres higurashi_no_naku_koro_ni hiiragi_tsukasa houjou_satoko inaba_tewi izumi_konata kaito kirisame_marisa kururugi_suzaku lance lelouch_lamperouge lily_black lily_white long_image lucky_star lulucopter luna_child lunasa_prismriver lyrica_prismriver macross macross_frontier merlin_prismriver multiple_girls orobas paffendorf panties paparazzi pointy_ears polearm rainbow_order ranka_lee rider running ryuuguu_rena saber satchii sazae-san seikan_hikou shameimaru_aya sheryl_nome sky sonozaki_mion spinzaku star_sapphire striped striped_panties sunny_milk tears touhou tripping underwear vocaloid weapon when_you_see_it wide_image wriggle_nightbug you_gonna_get_raped yukkuri_shiteitte_ne zero_(code_geass)
1girl blush brief_(psg) curvy freckles genderswap genderswap_(mtf) harayan headphones orange_hair panty_&_stocking_with_garterbelt short_hair sketch skirt thighhighs zettai_ryouiki
1girl blonde_hair character_name choker close-up endou_aya haruichi hat lips macross macross_frontier nail_polish parody purple_eyes purple_nails ribbon seiyuu_connection sheryl_nome solo tongue touhou yakumo_yukari
1girl ;d bad_id bad_pixiv_id breasts cosplay endou_aya long_hair macross macross_frontier medium_breasts one_eye_closed open_mouth parody ribbon seiyuu_connection sheryl_nome sheryl_nome_(cosplay) smile solo tonbi touhou underboob yakumo_yukari
2girls angry arm_garter bad_proportions blonde_hair breasts choker cleavage corset cosplay dress endou_aya gloves green_hair kazami_yuuka lace lace-trimmed_thighhighs leaning_forward long_hair macross macross_frontier medium_breasts microphone midriff mokei multiple_girls open_mouth orange_dress parody purple_eyes purple_legwear ranka_lee ranka_lee_(cosplay) red_eyes ribbon seiyuu_connection sheryl_nome sheryl_nome_(cosplay) short_hair skirt thighhighs touhou yakumo_yukari zoom_layer
2girls bad_id bad_pixiv_id blue_eyes blue_hair demon_girl glasses highres horn kneesocks_(psg) kuroi_paseri multicolored_hair multiple_girls panty_&_stocking_with_garterbelt pink_hair red_skin school_uniform stocking_(psg) striped striped_legwear thighhighs two-tone_hair
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