depressing best from all time animated

Time frame

Tags

depressing

1girls animated blue_eyes bouncing_breasts breasts brown_hair brown_hair_female casual chicken chicken_(minecraft) depressing diamond_helmet english_subtitles english_text female human jenny_belle_(slipperyt) jenny_odd_adventure lizzlewaffle longer_than_one_minute minecraft minecraft_mob nonsexual_nudity nude nude_female oddly_wholesome pale_skin preview sad slipperyt sound tagme thick thick_ass video wholesome
1girls animated blue_eyes bouncing_breasts breasts brown_hair brown_hair_female casual chicken chicken_(minecraft) depressing diamond_helmet english_subtitles english_text female human jenny_belle_(slipperyt) jenny_odd_adventure lizzlewaffle longer_than_one_minute minecraft minecraft_mob nonsexual_nudity nude nude_female oddly_wholesome pale_skin preview sad slipperyt sound tagme thick thick_ass video wholesome
1boy 1femboy animated bird bird_girl black_clothing blush_lines blushing clothes_on_floor coffee coffee_cup coffee_mug comic comic_dub comic_page comic_panel concerned depressed depressing depression doggy_style english_voice_acting female femboy furry gay hearts kissing male manipulation manipulative moaning mouse mouse_boy mouse_ears mouse_tail mp4 rat rat_boy rat_ears reggie_(whygena) resting resting_on_arms resting_on_partner sad sex_on_bed sleeping sound sound_effects tagme tentacle tentacles texting thighhighs toxic toxic_relationship toxic_yaoi video voice_acted whygena yandere zombibatz
1boy 1femboy animated bird bird_girl black_clothing blush_lines blushing clothes_on_floor coffee coffee_cup coffee_mug comic comic_dub comic_page comic_panel concerned depressed depressing depression doggy_style english_voice_acting female femboy furry gay hearts kissing male manipulation manipulative moaning mouse mouse_boy mouse_ears mouse_tail mp4 rat rat_boy rat_ears reggie_(whygena) resting resting_on_arms resting_on_partner sad sex_on_bed sleeping sound sound_effects tagme tentacle tentacles texting thighhighs toxic toxic_relationship toxic_yaoi video voice_acted whygena yandere zombibatz
1girls 2boys animated areolae bb_(baalbuddy) big_breasts birthday birthday_cake birthday_hat birthday_party breasts_out breasts_outside comedy comic depressing elf elf_ears elf_female female female_focus funny happy_birthday neon_genesis_evangelion nipples one_breast_out original original_character pointy_ears rei_ayanami skeleton solus_astorias sound tagme video voice_acted voice_acted_comic
1girls 2boys animated areolae bb_(baalbuddy) big_breasts birthday birthday_cake birthday_hat birthday_party breasts_out breasts_outside comedy comic depressing elf elf_ears elf_female female female_focus funny happy_birthday neon_genesis_evangelion nipples one_breast_out original original_character pointy_ears rei_ayanami skeleton solus_astorias sound tagme video voice_acted voice_acted_comic
1boy 1girls animated arms_held_back arms_tied ass ass_visible_through_thighs bad_end bb_(baalbuddy) big_ass big_breasts breasts comedy comic computer depressing depression female funny husband_and_wife midriff miko nipple_bulge original original_character sad shrine_maiden social_commentary solus_astorias sound tagme tentacle tentacle_sex video voice_acted voice_acted_comic
1boy 1girls animated arms_held_back arms_tied ass ass_visible_through_thighs bad_end bb_(baalbuddy) big_ass big_breasts breasts comedy comic computer depressing depression female funny husband_and_wife midriff miko nipple_bulge original original_character sad shrine_maiden social_commentary solus_astorias sound tagme tentacle tentacle_sex video voice_acted voice_acted_comic
1boy animated anthro anus ass backsack balls bed blue_eyes blush canaryprimary canid canine canis clothing dalmatian depressing dialogue digital_drawing_(artwork) digital_media_(artwork) domestic_dog edit english_text english_voice_acting fur furniture furry furry_only genitals girly heart hi_res male male_only mammal mp4 nervous on_bed one_eye_closed open_mouth open_smile oriole_(canaryprimary) smile solo solo_male sound sound_edit speech_bubble spots tagme tail text under_covers video voice_acted white_body white_fur
1boy animated anthro anus ass backsack balls bed blue_eyes blush canaryprimary canid canine canis clothing dalmatian depressing dialogue digital_drawing_(artwork) digital_media_(artwork) domestic_dog edit english_text english_voice_acting fur furniture furry furry_only genitals girly heart hi_res male male_only mammal mp4 nervous on_bed one_eye_closed open_mouth open_smile oriole_(canaryprimary) smile solo solo_male sound sound_edit speech_bubble spots tagme tail text under_covers video voice_acted white_body white_fur