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absurdres alley ass being_watched blushing blushing_profusely brown_hair caning copyright_request crying crying_with_eyes_open embarrassed embarrassed_nude_female enf exhibitionism female highres holding_object holding_sign huaca humiliation looking_at_viewer looking_back naked_footwear naked_shoes naked_sneakers nude only_one_naked public_indecency public_nudity red_ass school shoes sign sneakers spank_marks spanked spanking squatting tears
absurdres alley ass being_watched blushing blushing_profusely brown_hair caning copyright_request crying crying_with_eyes_open embarrassed embarrassed_nude_female enf exhibitionism female highres holding_object holding_sign huaca humiliation looking_at_viewer looking_back naked_footwear naked_shoes naked_sneakers nude only_one_naked public_indecency public_nudity red_ass school shoes sign sneakers spank_marks spanked spanking squatting tears
2boys abs angry anthro ass avian bent_over bird blue_sky blush bondage bottomwear bottomwear_down caning catfish clothed clothing cloud cloudscape day dock duo equid equine fish fish_hook fishing_hat fishing_rod hat headgear headwear hi_res horse jewelry lifesaver male male/male male_only mammal marine muscular necklace nipples no_fishing outdoors pain pants pants_around_ankles pants_down partially_clothed partially_submerged pecs phillabuster red_butt shirtless shorts_only sign sky spanking water yaoi
2boys abs angry anthro ass avian bent_over bird blue_sky blush bondage bottomwear bottomwear_down caning catfish clothed clothing cloud cloudscape day dock duo equid equine fish fish_hook fishing_hat fishing_rod hat headgear headwear hi_res horse jewelry lifesaver male male/male male_only mammal marine muscular necklace nipples no_fishing outdoors pain pants pants_around_ankles pants_down partially_clothed partially_submerged pecs phillabuster red_butt shirtless shorts_only sign sky spanking water yaoi
2girls anonymous_artist bending_over bent_over blonde_hair blue_eyes brown_hair cane caning dominant_female femdom femsub fukiko_ichinoyima light-skinned_female light_skin misonoo_nanako multiple_girls oniisama_e... spanking submissive_female unknown_artist
2girls anonymous_artist bending_over bent_over blonde_hair blue_eyes brown_hair cane caning dominant_female femdom femsub fukiko_ichinoyima light-skinned_female light_skin misonoo_nanako multiple_girls oniisama_e... spanking submissive_female unknown_artist
1girls ass back-seamed_legwear backseam black_and_white book_on_head bottomless_female cane cane_marks caning caning_marks chalkboard chalkboard_writing classroom dunce_cap english_text from_behind full_body garter_belt garter_straps high_heels holding_book indoors legs_together math monochrome punishment rear_view roger_benson schoolgirl short_hair solo spanked spanking spanking_marks stiletto_heels stockings thigh_gap thighhighs triangle trigonometry twintails viewed_from_behind wooden_floor
1girls ass back-seamed_legwear backseam black_and_white book_on_head bottomless_female cane cane_marks caning caning_marks chalkboard chalkboard_writing classroom dunce_cap english_text from_behind full_body garter_belt garter_straps high_heels holding_book indoors legs_together math monochrome punishment rear_view roger_benson schoolgirl short_hair solo spanked spanking spanking_marks stiletto_heels stockings thigh_gap thighhighs triangle trigonometry twintails viewed_from_behind wooden_floor
2girls bastinado black_hair blonde_hair blue_eyes cane caning eingyeo eyebrows_visible_through_hair feet femdom femsub lezdom light-skinned_female light_skin long_hair moaning_in_pain multiple_girls pain school_desk school_uniform schoolgirl skirt spank_marks spanked spanking white_background yellow_eyes yuri
2girls bastinado black_hair blonde_hair blue_eyes cane caning eingyeo eyebrows_visible_through_hair feet femdom femsub lezdom light-skinned_female light_skin long_hair moaning_in_pain multiple_girls pain school_desk school_uniform schoolgirl skirt spank_marks spanked spanking white_background yellow_eyes yuri
3girls absurdres artoria_pendragon_(all) artoria_pendragon_(fate) ass bent_over bent_over_furniture black_footwear blonde_hair blue_ribbon blush braid braided_bun brown_hair bruise bruise_on_ass cane caned caning chalk chalkboard classroom crying crying_with_eyes_open desk dress_raised_for_spanking eraser fate/stay_night fate_(series) female femdom femsub floor hair_bun highres humiliation injury kneepits matou_sakura multiple_girls multiple_subs no_skirt open_mouth pain pantyhose punishment purple_hair red_ribbon ribbon saber school school_uniform shadow shirt shoes skirt spanked spanked_thighs spanking teacher tears thighhighs welts white_shirt
3girls absurdres artoria_pendragon_(all) artoria_pendragon_(fate) ass bent_over bent_over_furniture black_footwear blonde_hair blue_ribbon blush braid braided_bun brown_hair bruise bruise_on_ass cane caned caning chalk chalkboard classroom crying crying_with_eyes_open desk dress_raised_for_spanking eraser fate/stay_night fate_(series) female femdom femsub floor hair_bun highres humiliation injury kneepits matou_sakura multiple_girls multiple_subs no_skirt open_mouth pain pantyhose punishment purple_hair red_ribbon ribbon saber school school_uniform shadow shirt shoes skirt spanked spanked_thighs spanking teacher tears thighhighs welts white_shirt
1boy all_fours arched_back ass bangs bare_shoulders barefoot blush bondage breasts breath brown_eyes butt_crack cabinet calendar calendar_(object) cane caning clothed_male_nude_female collar collared_shirt completely_nude_female cubicle desk exhibitionism female femsub file file_cabinet folder from_above furrowed_brow grey_necktie grey_neckwear hair_between_eyes hair_strand hands_on_floor highres huaca humiliation id_card kneeling knees_apart_feet_together korean_text lanyard light-skinned_female long_hair maledom monitor necktie note nude office office_lady on_desk open_mouth original out_of_frame paper parted_bangs public_exposure public_nudity punishment red_ass red_hair salaryman seiza shaded_face shadow shiny shiny_hair shiny_skin shirt sidelocks sitting sitting_on_desk sitting_on_object slap_mark soles spank_marks spanked spanking sweat sweatdrop toes wet wet_hair whip_marks white_shirt
1boy all_fours arched_back ass bangs bare_shoulders barefoot blush bondage breasts breath brown_eyes butt_crack cabinet calendar calendar_(object) cane caning clothed_male_nude_female collar collared_shirt completely_nude_female cubicle desk exhibitionism female femsub file file_cabinet folder from_above furrowed_brow grey_necktie grey_neckwear hair_between_eyes hair_strand hands_on_floor highres huaca humiliation id_card kneeling knees_apart_feet_together korean_text lanyard light-skinned_female long_hair maledom monitor necktie note nude office office_lady on_desk open_mouth original out_of_frame paper parted_bangs public_exposure public_nudity punishment red_ass red_hair salaryman seiza shaded_face shadow shiny shiny_hair shiny_skin shirt sidelocks sitting sitting_on_desk sitting_on_object slap_mark soles spank_marks spanked spanking sweat sweatdrop toes wet wet_hair whip_marks white_shirt
1boy 1girls cane caning dialogue female femsub male maledom oc rwby spanked_thighs spanking tagme touching_toes weiss_schnee white_hair wolff_calavera
1boy 1girls cane caning dialogue female femsub male maledom oc rwby spanked_thighs spanking tagme touching_toes weiss_schnee white_hair wolff_calavera
3boys 6+girls caning dress_raised_for_spanking female femsub fireball_666 imminent_spanking multiple_boys multiple_girls multiple_subs paperwork ppeping punishment school school_uniform schoolgirl spanking spying voyeur voyeurism waiting_for_turn waiting_in_line white_background
3boys 6+girls caning dress_raised_for_spanking female femsub fireball_666 imminent_spanking multiple_boys multiple_girls multiple_subs paperwork ppeping punishment school school_uniform schoolgirl spanking spying voyeur voyeurism waiting_for_turn waiting_in_line white_background
2girls bicycle bit_gag bondage caning chains closed_eyes crying deviantart discipline feet female forge gag grimace guaky kitsune light-skinned_female light_skin machinery multiple_girls nipple_clamps non-con non-human original_character painful predicament_bondage punishment reverse_prayer shackles spanking spanking_machine struggling tears thong tied_tail torture vehicle white_panties
2girls bicycle bit_gag bondage caning chains closed_eyes crying deviantart discipline feet female forge gag grimace guaky kitsune light-skinned_female light_skin machinery multiple_girls nipple_clamps non-con non-human original_character painful predicament_bondage punishment reverse_prayer shackles spanking spanking_machine struggling tears thong tied_tail torture vehicle white_panties
1girls 2020s 2021 3d 3d_(artwork) absurd_res absurdres against_wall big_ass big_butt black_ass braided_hair caning dark-skinned_female dark_skin discipline disgrace fat_ass female female_focus female_only fit from_behind full_body_view head_developer headdeveloper human large_ass long_hair naked nude nude_female painful presenting_hindquarters punished punished_ass punishment red_ass simple_background solo solo_female solo_focus spank_marks spankable spanked spanked_butt
1girls 2020s 2021 3d 3d_(artwork) absurd_res absurdres against_wall big_ass big_butt black_ass braided_hair caning dark-skinned_female dark_skin discipline disgrace fat_ass female female_focus female_only fit from_behind full_body_view head_developer headdeveloper human large_ass long_hair naked nude nude_female painful presenting_hindquarters punished punished_ass punishment red_ass simple_background solo solo_female solo_focus spank_marks spankable spanked spanked_butt
black_hair black_socks caning crying crying_with_eyes_open fate_(series) loafers red_eyes school_uniform socks spank_marks spanked spanked_butt spanked_thighs spanking thighhighs tohsaka_rin
black_hair black_socks caning crying crying_with_eyes_open fate_(series) loafers red_eyes school_uniform socks spank_marks spanked spanked_butt spanked_thighs spanking thighhighs tohsaka_rin
caning cfnm clothed_female_nude_male digital_media_(artwork) femdom humiliation schoolboy schoolgirl small_penis_humiliation spanking
caning cfnm clothed_female_nude_male digital_media_(artwork) femdom humiliation schoolboy schoolgirl small_penis_humiliation spanking
caning cfnm clothed_female_nude_male digital_media_(artwork) femdom humiliation schoolboy schoolgirl small_penis_humiliation spanking
caning cfnm clothed_female_nude_male digital_media_(artwork) femdom humiliation schoolboy schoolgirl small_penis_humiliation spanking
ass ass_grab bent_over big_ass blonde_hair blood caning dc dc_comics exposed_breasts injury pussy_juice spanking spread_ass stephanie_brown torn_clothes wet_pussy whip_marks whipping
ass ass_grab bent_over big_ass blonde_hair blood caning dc dc_comics exposed_breasts injury pussy_juice spanking spread_ass stephanie_brown torn_clothes wet_pussy whip_marks whipping
age_difference ass ass_grab bent_over black_and_white bondage breasts caning classroom dominatrix exhibitionism female_only femdom femsub garter_straps high_heels humiliation large_breasts loafers looking_at_pussy mature_female no_panties pain pencil_skirt pleated_skirt pussy riding_crop school_uniform schoolgirl skirt skirt_lift spanked spanking stockings student teacher teacher_and_student thighhighs tight_skirt tumtumisu whip_marks yuri
age_difference ass ass_grab bent_over black_and_white bondage breasts caning classroom dominatrix exhibitionism female_only femdom femsub garter_straps high_heels humiliation large_breasts loafers looking_at_pussy mature_female no_panties pain pencil_skirt pleated_skirt pussy riding_crop school_uniform schoolgirl skirt skirt_lift spanked spanking stockings student teacher teacher_and_student thighhighs tight_skirt tumtumisu whip_marks yuri
2017 2girls ashion ass ass_focus bayonetta bayonetta_(character) bayonetta_2 beauty_mark bent_over biting_lip black_hair blonde_hair blue_eyes blush bondage bound_together cane caning clothing crossover crown crying dress ear_piercing earrings eyelashes female female_focus female_only femsub frilled_panties gameplay_mechanics garter_straps glasses green_eyes high_heels long_hair mario_(series) mole multiple_girls multiple_subs nintendo one_eye_closed open_mouth paddle panties partially_visible_vulva pink_panties pink_thong princess_peach red_ass sega shiny shiny_hair shiny_skin short_hair spanked spanking stockings super_mario_bros. super_smash_bros. tears thong tied_legs tied_together upskirt white_skin wii_u wii_u_gamepad
2017 2girls ashion ass ass_focus bayonetta bayonetta_(character) bayonetta_2 beauty_mark bent_over biting_lip black_hair blonde_hair blue_eyes blush bondage bound_together cane caning clothing crossover crown crying dress ear_piercing earrings eyelashes female female_focus female_only femsub frilled_panties gameplay_mechanics garter_straps glasses green_eyes high_heels long_hair mario_(series) mole multiple_girls multiple_subs nintendo one_eye_closed open_mouth paddle panties partially_visible_vulva pink_panties pink_thong princess_peach red_ass sega shiny shiny_hair shiny_skin short_hair spanked spanking stockings super_mario_bros. super_smash_bros. tears thong tied_legs tied_together upskirt white_skin wii_u wii_u_gamepad
1girls absurd_res anal anal_insertion anal_sex ass bent_over breast_squeeze breasts brown_eyes brown_hair bruise bruises buttplug caning freckles purple_background soft_shading tears thighs vercana_(@yagi_arts) white_skin yagi_arts
1girls absurd_res anal anal_insertion anal_sex ass bent_over breast_squeeze breasts brown_eyes brown_hair bruise bruises buttplug caning freckles purple_background soft_shading tears thighs vercana_(@yagi_arts) white_skin yagi_arts
anthro ass big_breasts blush bondage breasts canid canine caning digital_media_(artwork) ear_piercing english_text female gauged_ear hair hi_res looking_at_viewer mammal nude open_mouth pain piercing purrr-evil red_butt simple_background solo spank_marks spanking submissive text
anthro ass big_breasts blush bondage breasts canid canine caning digital_media_(artwork) ear_piercing english_text female gauged_ear hair hi_res looking_at_viewer mammal nude open_mouth pain piercing purrr-evil red_butt simple_background solo spank_marks spanking submissive text
cane caning caption fjm kneeling marge_simpson naked nude pain punishment punishment_spanking slave slavegirl solo spanking text the_simpsons unhappy
cane caning caption fjm kneeling marge_simpson naked nude pain punishment punishment_spanking slave slavegirl solo spanking text the_simpsons unhappy
ass_as_tits ass_boobs buttplug caning cum cum_in_pussy cum_inside dat_ass disney female_only heart-shaped_buttplug humiliation im_just_cami kim_possible photo_(object) princess_plug public_use restrained shego spank_marks stuck_in_wall tagme tagme_(artist) through_wall
ass_as_tits ass_boobs buttplug caning cum cum_in_pussy cum_inside dat_ass disney female_only heart-shaped_buttplug humiliation im_just_cami kim_possible photo_(object) princess_plug public_use restrained shego spank_marks stuck_in_wall tagme tagme_(artist) through_wall
anus ass_as_tits ass_boobs caning cum cum_in_pussy cum_inside dat_ass disney female_only humiliation im_just_cami kim_possible photo_(object) portrait_(object) public_use restrained shego spank_marks stuck_in_wall tagme tagme_(artist) through_wall
anus ass_as_tits ass_boobs caning cum cum_in_pussy cum_inside dat_ass disney female_only humiliation im_just_cami kim_possible photo_(object) portrait_(object) public_use restrained shego spank_marks stuck_in_wall tagme tagme_(artist) through_wall
1boy 1girls arms_behind_back black_hair bondage breast_torture caning collar cum_on_body duo erection fellatio female femsub forced_oral green_skin male maledom one_eye_closed orc penis rape restrained roxyrex sex_slave shackles short_hair spoils_of_war straight whip_marks
1boy 1girls arms_behind_back black_hair bondage breast_torture caning collar cum_on_body duo erection fellatio female femsub forced_oral green_skin male maledom one_eye_closed orc penis rape restrained roxyrex sex_slave shackles short_hair spoils_of_war straight whip_marks
1boy 1girls anal anal_insertion balls bed bondage bulma_briefs caning cock_and_ball_torture dildo dominant_female dragon_ball dragon_ball_z duo erection female female_domination femdom folded literaturabdsm male malesub marks milf penis ponytail prostate_milking spank_marks spread_legs straight submissive_male tied_to_bed vegeta whip whip_marks
1boy 1girls anal anal_insertion balls bed bondage bulma_briefs caning cock_and_ball_torture dildo dominant_female dragon_ball dragon_ball_z duo erection female female_domination femdom folded literaturabdsm male malesub marks milf penis ponytail prostate_milking spank_marks spread_legs straight submissive_male tied_to_bed vegeta whip whip_marks
ahe_gao ai:_the_somnium_files anal_fingering anal_insertion blush bruises cane caning cum_milking cute_male drooling femdom fingering kaname_date malesub messy_hair moaning prostate_milking r18ghost red_nails restrained submissive_male tied_wrists whip_marks
ahe_gao ai:_the_somnium_files anal_fingering anal_insertion blush bruises cane caning cum_milking cute_male drooling femdom fingering kaname_date malesub messy_hair moaning prostate_milking r18ghost red_nails restrained submissive_male tied_wrists whip_marks
caning crossover death_battle diaper embarrassed fighting final_fantasy final_fantasy_vii humiliation infantilism paddle paddling pull_ups punishment punishment_spanking rectal_thermometer rectum rwby smothering spanked_thighs spanking tifa_lockhart wedgie wedgie_spanking yang_xiao_long
caning crossover death_battle diaper embarrassed fighting final_fantasy final_fantasy_vii humiliation infantilism paddle paddling pull_ups punishment punishment_spanking rectal_thermometer rectum rwby smothering spanked_thighs spanking tifa_lockhart wedgie wedgie_spanking yang_xiao_long
2girls 69 69_position beard bearded_lady beauregard_lionett blush body_hair brown_hair caning critical_role critical_role:_the_mighty_nein dark_skin dungeons_and_dragons dwarf eyebrow_piercing facial_hair female female_leg_hair fingering hairy hairy_arms hairy_legs human keg_(critical_role) lesbian lilmonstah monk multiple_girls nose_piercing oral oral_sex piercings spanked_thighs staff stubble upside_down yuri
2girls 69 69_position beard bearded_lady beauregard_lionett blush body_hair brown_hair caning critical_role critical_role:_the_mighty_nein dark_skin dungeons_and_dragons dwarf eyebrow_piercing facial_hair female female_leg_hair fingering hairy hairy_arms hairy_legs human keg_(critical_role) lesbian lilmonstah monk multiple_girls nose_piercing oral oral_sex piercings spanked_thighs staff stubble upside_down yuri
2girls 3d alexarts-3d arms_behind_back ass barefoot bondage breast_rest breast_spanking breasts caning collar cornertime female femsub jana_(alexarts) multiple_subs nude spank_marks spanking violetta_(alexarts) wet wet_skin
2girls 3d alexarts-3d arms_behind_back ass barefoot bondage breast_rest breast_spanking breasts caning collar cornertime female femsub jana_(alexarts) multiple_subs nude spank_marks spanking violetta_(alexarts) wet wet_skin
2019 alien anthro anus ass balls big_balls big_butt blush cane caning clothed clothing dress fur girly looking_back male mammal solo spacemuttt spanking stardust taur thick_thighs
2019 alien anthro anus ass balls big_balls big_butt blush cane caning clothed clothing dress fur girly looking_back male mammal solo spacemuttt spanking stardust taur thick_thighs
1boy 1girls bondage bruise bruised bruises caning chalkboard classroom clothed_female_nude_male darktoz domination dominatrix female femdom femdom_city_(game) glasses human human_only light-skinned_female light-skinned_male light_skin male markings mc_(fcg) milf red_hair spanked spanking straight student teacher teacher_and_student vera_payne_(fcg) whip_marks whipping
1boy 1girls bondage bruise bruised bruises caning chalkboard classroom clothed_female_nude_male darktoz domination dominatrix female femdom femdom_city_(game) glasses human human_only light-skinned_female light-skinned_male light_skin male markings mc_(fcg) milf red_hair spanked spanking straight student teacher teacher_and_student vera_payne_(fcg) whip_marks whipping
3d ass bondage bruised caning dildo feet femdom fisting hairy_pussy hurt punishment punishment_spanking slave soles spanking toes yuri
3d ass bondage bruised caning dildo feet femdom fisting hairy_pussy hurt punishment punishment_spanking slave soles spanking toes yuri
2017 anthro anus ass backsack balls bed blush caning caprine clothing dildo erection goat heart hooves legwear lustylamb male malesub mammal messy naked_stockings onomatopoeia penis pillow precum sex_toy sound_effects stockings submissive_male text
2017 anthro anus ass backsack balls bed blush caning caprine clothing dildo erection goat heart hooves legwear lustylamb male malesub mammal messy naked_stockings onomatopoeia penis pillow precum sex_toy sound_effects stockings submissive_male text
1girls arms_behind_back artist_request big_ass blood blush cane caning chalkboard chalkboard_writing classroom cornertime crop_top curvy curvy_female curvy_figure disney dress_raised_for_spanking dunce_cap embarrassed female female_only femsub from_behind full_body hair_over_one_eye high_heels hourglass_figure humiliation indoors jessica_rabbit knee_socks looking_at_viewer looking_back open_toe_shoes orange_hair panties_down panty_pull parted_lips punishment punishment_spanking purple_eyeshadow red_hair red_lips red_lipstick school schoolgirl schoolgirl_outfit skirt_lift solo spanked spanking underboob upskirt welts whip_marks white_panties who_framed_roger_rabbit wooden_floor writing_lines
1girls arms_behind_back artist_request big_ass blood blush cane caning chalkboard chalkboard_writing classroom cornertime crop_top curvy curvy_female curvy_figure disney dress_raised_for_spanking dunce_cap embarrassed female female_only femsub from_behind full_body hair_over_one_eye high_heels hourglass_figure humiliation indoors jessica_rabbit knee_socks looking_at_viewer looking_back open_toe_shoes orange_hair panties_down panty_pull parted_lips punishment punishment_spanking purple_eyeshadow red_hair red_lips red_lipstick school schoolgirl schoolgirl_outfit skirt_lift solo spanked spanking underboob upskirt welts whip_marks white_panties who_framed_roger_rabbit wooden_floor writing_lines
anthro bi_domination bisexual bondage breasts cane caning erection fellatio femdom gay_domination kailys kneeling maledom malesub multiple_boys multiple_doms oral penis whip_marks
anthro bi_domination bisexual bondage breasts cane caning erection fellatio femdom gay_domination kailys kneeling maledom malesub multiple_boys multiple_doms oral penis whip_marks
2016 after_spanking anthro armchair ass beezlebumawoken black_fur bondage_gear book bottomless cane canine caning chair climbing clothed clothing collar corner cornertime detailed_background dress dress_shirt feline female femsub fur green_eyes group hair hands_on_head hi_res inside jumper ladder library male maledom mammal multiple_girls on_display panties panties_down petplay plaid punishment punishment_spanking pussy reading reddened_butt riding_crop roleplay school_uniform shirt sitting smile spank_marks spanking underwear uniform welt whip white_fur wolf
2016 after_spanking anthro armchair ass beezlebumawoken black_fur bondage_gear book bottomless cane canine caning chair climbing clothed clothing collar corner cornertime detailed_background dress dress_shirt feline female femsub fur green_eyes group hair hands_on_head hi_res inside jumper ladder library male maledom mammal multiple_girls on_display panties panties_down petplay plaid punishment punishment_spanking pussy reading reddened_butt riding_crop roleplay school_uniform shirt sitting smile spank_marks spanking underwear uniform welt whip white_fur wolf
caning femboy maid malesub slave spanking
caning femboy maid malesub slave spanking