herringbone best from all time -animated

Time frame

herringbone

1boy 2girls ankle_socks anklehighs bare_arms bare_shoulders bent_over bikini black_skirt brand_name_parody ceiling cleavage demon_tail drumstick_(ice_cream) female freezer front-tie_top fully_clothed herringbone ice_cream indoors kit_kat_(candy) kuromi looking_at_ass medium_breasts meru_(merunyaa) meruccubus_(merunyaa) merunyaa microskirt mob_face nestle onegai_my_melody oni_horns onidere original original_character panties pantyshot pendant pink_panties pink_socks pleated_skirt pointy_ears profanity red_skin revealing_clothes sanrio shoes skirt sneakers socks socks_and_shoes split_image succubus swimwear tile_ceiling white_sneakers
1boy 2girls ankle_socks anklehighs bare_arms bare_shoulders bent_over bikini black_skirt brand_name_parody ceiling cleavage demon_tail drumstick_(ice_cream) female freezer front-tie_top fully_clothed herringbone ice_cream indoors kit_kat_(candy) kuromi looking_at_ass medium_breasts meru_(merunyaa) meruccubus_(merunyaa) merunyaa microskirt mob_face nestle onegai_my_melody oni_horns onidere original original_character panties pantyshot pendant pink_panties pink_socks pleated_skirt pointy_ears profanity red_skin revealing_clothes sanrio shoes skirt sneakers socks socks_and_shoes split_image succubus swimwear tile_ceiling white_sneakers
2boys all_fours anus ass asshole bara big_penis blacked_male cage caged dark-skinned_male dark_skin dirty_talk dominant dominant_male domination english_text erect_penis erection gay gay_domination gay_sex herringbone huge_cock interracial justice_(yetigo) kisho_(yetigo) large_penis light-skinned_male light_skin male male_only naked naked_male nude nude_male penis pet_bowl petplay speech_bubble spelling_error submissive submissive_male text typo uncensored veiny_penis verbal verbal_domination very_dark_skin wooden_floor yaoi yetigo
2boys all_fours anus ass asshole bara big_penis blacked_male cage caged dark-skinned_male dark_skin dirty_talk dominant dominant_male domination english_text erect_penis erection gay gay_domination gay_sex herringbone huge_cock interracial justice_(yetigo) kisho_(yetigo) large_penis light-skinned_male light_skin male male_only naked naked_male nude nude_male penis pet_bowl petplay speech_bubble spelling_error submissive submissive_male text typo uncensored veiny_penis verbal verbal_domination very_dark_skin wooden_floor yaoi yetigo
1girls ahe_gao akano_murasaki arched_back artificial_cum ass_grab big_ass big_breasts big_butt big_dildo black_choker black_hair blue_eyes blue_legwear blue_thighhighs blush breasts censored choker clothing cross_section cum cum_in_pussy cum_in_uterus cum_inside cumming_dildo dildo_in_pussy dildo_riding dildo_vibrator dripping_pussy ejaculating_dildo ejaculation erect_nipples eyelashes eyes_rolling_back female female_ejaculation female_only female_orgasm genshin_impact gold_trim hands-free_orgasm handsfree_squirting herringbone hi_res high_heels japanese_text large_breasts long_hair looking_pleasured mona_(genshin_impact) navel nipples nude open_mouth orgasm orgasm_face penetration purple_hair pussy pussy_juice pussy_juice_drip pussy_juice_on_dildo rolling_eyes sex sex_toy slime_(genshin_impact) speech_bubble spread_legs squatting squatting_on_dildo squirting steamy_breath surprised thick_thighs thighhighs thighs tongue tongue_out translated twintails uterus vaginal_object_insertion vaginal_penetration vibrator vibrator_in_pussy visible_breath wet wet_pussy wide_eyed wide_hips witch witch_hat
1girls ahe_gao akano_murasaki arched_back artificial_cum ass_grab big_ass big_breasts big_butt big_dildo black_choker black_hair blue_eyes blue_legwear blue_thighhighs blush breasts censored choker clothing cross_section cum cum_in_pussy cum_in_uterus cum_inside cumming_dildo dildo_in_pussy dildo_riding dildo_vibrator dripping_pussy ejaculating_dildo ejaculation erect_nipples eyelashes eyes_rolling_back female female_ejaculation female_only female_orgasm genshin_impact gold_trim hands-free_orgasm handsfree_squirting herringbone hi_res high_heels japanese_text large_breasts long_hair looking_pleasured mona_(genshin_impact) navel nipples nude open_mouth orgasm orgasm_face penetration purple_hair pussy pussy_juice pussy_juice_drip pussy_juice_on_dildo rolling_eyes sex sex_toy slime_(genshin_impact) speech_bubble spread_legs squatting squatting_on_dildo squirting steamy_breath surprised thick_thighs thighhighs thighs tongue tongue_out translated twintails uterus vaginal_object_insertion vaginal_penetration vibrator vibrator_in_pussy visible_breath wet wet_pussy wide_eyed wide_hips witch witch_hat
1boy 1girls absurdres anal anal_creampie anal_penetration anal_sex anus bed bedroom big_breasts blush breasts breath brown_hair clitoral_stimulation closed_eyes commission commissioner_upload cowgirl_position cum cum_in_ass cum_in_pussy dorothea_arnault earrings ejaculation erection female fire_emblem fire_emblem:_three_houses girl_on_top groping hand_in_another's_hair happy herringbone highres indoors interlocked_fingers jewelry kawanmushi large_breasts lying motion_lines navel nipples nude on_back on_bed orange_hair penis pillow plant pussy sex signature spread_legs straight sylvain_jose_gautier testicles twitter_username uncensored
1boy 1girls absurdres anal anal_creampie anal_penetration anal_sex anus bed bedroom big_breasts blush breasts breath brown_hair clitoral_stimulation closed_eyes commission commissioner_upload cowgirl_position cum cum_in_ass cum_in_pussy dorothea_arnault earrings ejaculation erection female fire_emblem fire_emblem:_three_houses girl_on_top groping hand_in_another's_hair happy herringbone highres indoors interlocked_fingers jewelry kawanmushi large_breasts lying motion_lines navel nipples nude on_back on_bed orange_hair penis pillow plant pussy sex signature spread_legs straight sylvain_jose_gautier testicles twitter_username uncensored
2boys 6+girls 8girls background_freaks big_penis blue_sky boyfriend_(friday_night_funkin) brown_hair cherry_blossoms clothed_female_nude_female clothed_male_nude_female cloud creampie cum cum_in_pussy cum_inside day daytime destroyed erection friday_night_funkin full_body girlfriend_(friday_night_funkin) group hating_simulator heart heart_eyes herringbone loose_socks lordpixeler outdoors pigeon-toed pixel_art public_sex pumps red_footwear reverse_upright_straddle school senpai_(friday_night_funkin) serafuku sex sitting sneakers spread_legs standing stomach_bulge tagme vaginal vaginal_penetration vaginal_sex voyeur voyeurism watching
2boys 6+girls 8girls background_freaks big_penis blue_sky boyfriend_(friday_night_funkin) brown_hair cherry_blossoms clothed_female_nude_female clothed_male_nude_female cloud creampie cum cum_in_pussy cum_inside day daytime destroyed erection friday_night_funkin full_body girlfriend_(friday_night_funkin) group hating_simulator heart heart_eyes herringbone loose_socks lordpixeler outdoors pigeon-toed pixel_art public_sex pumps red_footwear reverse_upright_straddle school senpai_(friday_night_funkin) serafuku sex sitting sneakers spread_legs standing stomach_bulge tagme vaginal vaginal_penetration vaginal_sex voyeur voyeurism watching
3d anthro bed big_breasts blender_(artwork) blender_cycles bra breasts cappeseller cleavage clothed clothing dessert dialogue digital_media_(artwork) doughnut female floor food furniture herringbone hi_res huge_breasts hyena kamala_harris kamala_harris_(hyena) looking_at_viewer mammal neondonut parquet pastry sitting smug solo spotted_hyena twilightv0ids twilightvoids underwear wallpaper_(decoration) wood wood_floor
3d anthro bed big_breasts blender_(artwork) blender_cycles bra breasts cappeseller cleavage clothed clothing dessert dialogue digital_media_(artwork) doughnut female floor food furniture herringbone hi_res huge_breasts hyena kamala_harris kamala_harris_(hyena) looking_at_viewer mammal neondonut parquet pastry sitting smug solo spotted_hyena twilightv0ids twilightvoids underwear wallpaper_(decoration) wood wood_floor
1boy 1girls 3d 3d_(artwork) adult_and_teenager age_difference asphyxiation bad_end bald bald_man big_breasts big_penis black_hair breasts breasts_out choking clothed_sex converse defeat_sex defeated defeated_heroine female femsub fit_female forced grimace hair hair_ornament herringbone jeans light-skinned_female ling_xiaoyu looking_at_another maledom mature_male missionary missionary_position missionary_sex older_male older_man_and_teenage_girl older_penetrating_younger on_back on_floor on_ground open_clothes open_mouth outdoors outside panties penetration pinned_down pussy rape scared scowl sex shades shaved_head shirt shirt_lift skirt skirt_lift sneakers strangling sunglasses talsensfm tekken tekken_7 thick_thighs twintails vaginal_penetration younger_female
1boy 1girls 3d 3d_(artwork) adult_and_teenager age_difference asphyxiation bad_end bald bald_man big_breasts big_penis black_hair breasts breasts_out choking clothed_sex converse defeat_sex defeated defeated_heroine female femsub fit_female forced grimace hair hair_ornament herringbone jeans light-skinned_female ling_xiaoyu looking_at_another maledom mature_male missionary missionary_position missionary_sex older_male older_man_and_teenage_girl older_penetrating_younger on_back on_floor on_ground open_clothes open_mouth outdoors outside panties penetration pinned_down pussy rape scared scowl sex shades shaved_head shirt shirt_lift skirt skirt_lift sneakers strangling sunglasses talsensfm tekken tekken_7 thick_thighs twintails vaginal_penetration younger_female
1girls 2boys 3d asian_female big_breasts black_hair breasts busty chinese_text classroom curvaceous curvy curvy_body curvy_female curvy_figure dark-skinned_male female glasses herringbone hourglass_figure huge_breasts impossible_shirt interracial large_breasts light-skinned_female original original_character red_nails round_glasses school_chair school_desk shorts track_jacket translation_request voluptuous wooden_floor xiaoxiaodi
1girls 2boys 3d asian_female big_breasts black_hair breasts busty chinese_text classroom curvaceous curvy curvy_body curvy_female curvy_figure dark-skinned_male female glasses herringbone hourglass_figure huge_breasts impossible_shirt interracial large_breasts light-skinned_female original original_character red_nails round_glasses school_chair school_desk shorts track_jacket translation_request voluptuous wooden_floor xiaoxiaodi