caning best from all time

Time frame

caning

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
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
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
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
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
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
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
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
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
5_fingers absurd_res angry animal_ears annoyed anthro arms_above_head ass assisted_exposure bare_shoulders black_clothing black_footwear black_robe black_shoes blue_bottomwear blue_clothing blue_jeans blue_pants blush bodily_fluids bottomwear bottomwear_around_one_leg branch breasts brown_body brown_clothing brown_eyes brown_footwear brown_fur brown_hair brown_shoes brown_tail canid canine caning cat_ears cat_tail catgirl claw claws clothed clothing clothing_around_one_leg clothing_lift collarbone collared_shirt cum cum_drip cum_in_hair cum_on_face cum_on_hair cum_on_head dangling dark_nipples denim denim_clothing dialogue disembodied_hand disembodied_limb domestic_cat dripping duo embarrassed english_text exposed_breasts eyebrows eyelashes faceless_character faceless_male fangs fantasy felid feline felis female fingers footwear forced front_view full_body funny fur furrowed_brow furry gaping_mouth genital_fluids green_eyes grey_background grey_body grey_clothing grey_footwear grey_fur grey_socks grey_sweater grey_topwear group hair harry_potter harry_potter_and_the_prisoner_of_azkaban hermione_granger hi_res holding_ankle holding_leg hood hoodie hoodie_down human humanoid humanoid_hands humor jeans leg-up leg_grab leg_up light light-skinned_female light_body light_skin lighting lips long_claws long_fingernails long_hair long_tail looking_at_viewer looking_back looking_up male male/female mammal mary_janes medium_breasts motion_blur motion_lines mouth_closed multicolored_clothing multicolored_necktie multicolored_panties multicolored_underwear necktie nervous nipples no_bra offscreen_character offscreen_male ominous ominous_shadow open_clothes open_mouth open_shirt pale_body pale_skin panties pants pants_around_one_leg panty_shot pattern_bottomwear pattern_clothing pattern_necktie pattern_panties pattern_underwear penis_shadow penis_silhouette pink_clothing pink_hoodie pink_nipples pink_nose pink_shirt pink_tongue pink_topwear plain_background plant polyjuice_potion profanity pupils purple_clothing purple_panties purple_underwear raised_eyebrows rape rear_view red_clothing red_necktie red_panties red_underwear reference remus_lupin robe robe_lift ron_weasley round_eyes sac sad scared school_uniform shadow shiny_skin shirt shirt_collar shirt_down shocked shoe_soles shoes side_view signature simple_background skirt skirt_lift slit_pupils sneakers socks solo_focus spank_marks spanking speech_bubble standing_on_one_leg striped_bottomwear striped_clothing striped_necktie striped_panties striped_underwear stripes submissive_and_breedable suspended_in_midair swear sweater tail teenager teeth text three-quarter_view tongue topwear torn_clothing torn_panties torn_underwear transformation travis-t_(artists) tree trio troll two_tone_clothing two_tone_necktie two_tone_panties two_tone_underwear underwear undressing_another uniform unseen_character unseen_male unzipped upper_body upside-down upskirt wavy_hair were werecanid werecanine werewolf whiskers white_clothing white_dress_shirt white_footwear white_socks whomping_willow wide_eyed wide_sleeves witch yellow_clothing yellow_necktie yellow_panties yellow_underwear young zipper zipper_down zipper_hoodie
5_fingers absurd_res angry animal_ears annoyed anthro arms_above_head ass assisted_exposure bare_shoulders black_clothing black_footwear black_robe black_shoes blue_bottomwear blue_clothing blue_jeans blue_pants blush bodily_fluids bottomwear bottomwear_around_one_leg branch breasts brown_body brown_clothing brown_eyes brown_footwear brown_fur brown_hair brown_shoes brown_tail canid canine caning cat_ears cat_tail catgirl claw claws clothed clothing clothing_around_one_leg clothing_lift collarbone collared_shirt cum cum_drip cum_in_hair cum_on_face cum_on_hair cum_on_head dangling dark_nipples denim denim_clothing dialogue disembodied_hand disembodied_limb domestic_cat dripping duo embarrassed english_text exposed_breasts eyebrows eyelashes faceless_character faceless_male fangs fantasy felid feline felis female fingers footwear forced front_view full_body funny fur furrowed_brow furry gaping_mouth genital_fluids green_eyes grey_background grey_body grey_clothing grey_footwear grey_fur grey_socks grey_sweater grey_topwear group hair harry_potter harry_potter_and_the_prisoner_of_azkaban hermione_granger hi_res holding_ankle holding_leg hood hoodie hoodie_down human humanoid humanoid_hands humor jeans leg-up leg_grab leg_up light light-skinned_female light_body light_skin lighting lips long_claws long_fingernails long_hair long_tail looking_at_viewer looking_back looking_up male male/female mammal mary_janes medium_breasts motion_blur motion_lines mouth_closed multicolored_clothing multicolored_necktie multicolored_panties multicolored_underwear necktie nervous nipples no_bra offscreen_character offscreen_male ominous ominous_shadow open_clothes open_mouth open_shirt pale_body pale_skin panties pants pants_around_one_leg panty_shot pattern_bottomwear pattern_clothing pattern_necktie pattern_panties pattern_underwear penis_shadow penis_silhouette pink_clothing pink_hoodie pink_nipples pink_nose pink_shirt pink_tongue pink_topwear plain_background plant polyjuice_potion profanity pupils purple_clothing purple_panties purple_underwear raised_eyebrows rape rear_view red_clothing red_necktie red_panties red_underwear reference remus_lupin robe robe_lift ron_weasley round_eyes sac sad scared school_uniform shadow shiny_skin shirt shirt_collar shirt_down shocked shoe_soles shoes side_view signature simple_background skirt skirt_lift slit_pupils sneakers socks solo_focus spank_marks spanking speech_bubble standing_on_one_leg striped_bottomwear striped_clothing striped_necktie striped_panties striped_underwear stripes submissive_and_breedable suspended_in_midair swear sweater tail teenager teeth text three-quarter_view tongue topwear torn_clothing torn_panties torn_underwear transformation travis-t_(artists) tree trio troll two_tone_clothing two_tone_necktie two_tone_panties two_tone_underwear underwear undressing_another uniform unseen_character unseen_male unzipped upper_body upside-down upskirt wavy_hair were werecanid werecanine werewolf whiskers white_clothing white_dress_shirt white_footwear white_socks whomping_willow wide_eyed wide_sleeves witch yellow_clothing yellow_necktie yellow_panties yellow_underwear young zipper zipper_down zipper_hoodie
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
1girl 1girls 5boys anal anal_sex ass balls bent_over big_balls big_penis blargsnarf blowjob bondage breasts broken_rape_victim caning cum_in_ass cum_in_mouth cum_on_ass cum_on_face disney disney_villains eyes_rolling_back fellatio female forced_oral foreskin gangbang huge_balls huge_cock human human_male large_ass light-skinned_male light_skin madam_mim male male/female mind_break nipples oral penis pillory public_humiliation public_nudity public_use purple_hair purple_skin rape slap_mark spank_marks spanking spitroast stocks testicles the_sword_in_the_stone uncircumcised uncut witch
1girl 1girls 5boys anal anal_sex ass balls bent_over big_balls big_penis blargsnarf blowjob bondage breasts broken_rape_victim caning cum_in_ass cum_in_mouth cum_on_ass cum_on_face disney disney_villains eyes_rolling_back fellatio female forced_oral foreskin gangbang huge_balls huge_cock human human_male large_ass light-skinned_male light_skin madam_mim male male/female mind_break nipples oral penis pillory public_humiliation public_nudity public_use purple_hair purple_skin rape slap_mark spank_marks spanking spitroast stocks testicles the_sword_in_the_stone uncircumcised uncut witch
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 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
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
1boy 3girls background_characters blue_background caning fireball_666 panties_down punishment punishment_spanking school_uniform skirt_up spank_marks spanked spanking stick teacher_and_student waiting_for_turn
1boy 3girls background_characters blue_background caning fireball_666 panties_down punishment punishment_spanking school_uniform skirt_up spank_marks spanked spanking stick teacher_and_student waiting_for_turn
1boy 1girls age_difference anthony_bridgerton ass ass_focus bending_forward bending_over bent_over bent_over_table bottomless_female bridgerton brother brother_and_sister brown_hair butt_focus cane caning daphne_bridgerton discipline dress dress_lift dress_up fully_clothed fully_clothed_male hitting incest jonathan_bailey male no_panties no_underwear older_male older_man older_man_and_younger_woman phoebe_dynevor punishment punishment_spanking red_hair roissy room sibling sibling_incest siblings sister skirt_lift skirt_up smirk smirking spanked spanking spanking_ass spanking_butt spanking_marks table
1boy 1girls age_difference anthony_bridgerton ass ass_focus bending_forward bending_over bent_over bent_over_table bottomless_female bridgerton brother brother_and_sister brown_hair butt_focus cane caning daphne_bridgerton discipline dress dress_lift dress_up fully_clothed fully_clothed_male hitting incest jonathan_bailey male no_panties no_underwear older_male older_man older_man_and_younger_woman phoebe_dynevor punishment punishment_spanking red_hair roissy room sibling sibling_incest siblings sister skirt_lift skirt_up smirk smirking spanked spanking spanking_ass spanking_butt spanking_marks table
2girls absurdres attack_of_the_hatogod bare_ass bare_legs barefoot bent_over big_breasts black_footwear blonde_hair breasts brown_eyes brown_hair caning clothed_female_nude_female collarbone commentary_request completely_nude completely_nude_female copyright_request embarrassed eyepatch glasses hanazono_yurine high_heels highres jashin-chan_dropkick large_breasts mature_female multiple_girls multiple_views nipples nude nude_female open_mouth original pencil_skirt punishment punishment_spanking pussy shoulder_blades skirt spanked spanked_butt spanking twintails yellow_eyes
2girls absurdres attack_of_the_hatogod bare_ass bare_legs barefoot bent_over big_breasts black_footwear blonde_hair breasts brown_eyes brown_hair caning clothed_female_nude_female collarbone commentary_request completely_nude completely_nude_female copyright_request embarrassed eyepatch glasses hanazono_yurine high_heels highres jashin-chan_dropkick large_breasts mature_female multiple_girls multiple_views nipples nude nude_female open_mouth original pencil_skirt punishment punishment_spanking pussy shoulder_blades skirt spanked spanked_butt spanking twintails yellow_eyes
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
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
absurdres blush bra caning copyright_request embarrassed exhibitionism feet female highres huaca looking_at_viewer pantyhose public_indecency pussy sitting spanked spanking underwear white_bra
absurdres blush bra caning copyright_request embarrassed exhibitionism feet female highres huaca looking_at_viewer pantyhose public_indecency pussy sitting spanked spanking underwear white_bra
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
1boy 1girls artist_request caning crossdressing female femboy femdom maid male malesub slave source spanking straight tagme
1boy 1girls artist_request caning crossdressing female femboy femdom maid male malesub slave source spanking straight tagme
2024 4_fingers all_fours ambiguous_gender angel anthro areola arm_grab armor aroused ass biped black_text blush blush_lines bodily_fluids bondage bovid breast_torture breasts butt_slap caning caprine cat_o'_nine_tails cherub closed_eyes clothed clothed_anthro clothed_female clothing cuff_(restraint) dialogue disembodied_hand english_text erect_nipples eye_roll eyebrows eyelashes faceless_ambiguous faceless_character feathered_wings feathers female female/ambiguous female_focus fingers fur gauntlets genital_fluids genital_torture genitals gloves greyscale group hand_under_chin handcuffs handwear headgear heart_symbol helluva_boss helmet hooves horn horned_helmet humanoid_genitalia humanoid_pussy keenie leash lying mammal masochism medium_breasts metal_cuffs moan monochrome motion_blur motion_lines navel nipple_fetish nipple_pinch nipple_play nipple_pull nipples nude nude_anthro nude_female on_back onomatopoeia paddle pain pinch potatonebula pussy pussy_juice_on_leg pussy_spanking pussy_torture restraints sequence sheep shopping_bag short_tail signature slap snout solo_focus sound_effects spank_marks spanking speech_bubble spread_legs spreading standing sweat tail tail_motion tailwag talking_to_another talking_to_partner text trio unguligrade vaginal_fluids whip whip_mark whipping whipping_pussy white_text wide_eyed wings wool_(fur)
2024 4_fingers all_fours ambiguous_gender angel anthro areola arm_grab armor aroused ass biped black_text blush blush_lines bodily_fluids bondage bovid breast_torture breasts butt_slap caning caprine cat_o'_nine_tails cherub closed_eyes clothed clothed_anthro clothed_female clothing cuff_(restraint) dialogue disembodied_hand english_text erect_nipples eye_roll eyebrows eyelashes faceless_ambiguous faceless_character feathered_wings feathers female female/ambiguous female_focus fingers fur gauntlets genital_fluids genital_torture genitals gloves greyscale group hand_under_chin handcuffs handwear headgear heart_symbol helluva_boss helmet hooves horn horned_helmet humanoid_genitalia humanoid_pussy keenie leash lying mammal masochism medium_breasts metal_cuffs moan monochrome motion_blur motion_lines navel nipple_fetish nipple_pinch nipple_play nipple_pull nipples nude nude_anthro nude_female on_back onomatopoeia paddle pain pinch potatonebula pussy pussy_juice_on_leg pussy_spanking pussy_torture restraints sequence sheep shopping_bag short_tail signature slap snout solo_focus sound_effects spank_marks spanking speech_bubble spread_legs spreading standing sweat tail tail_motion tailwag talking_to_another talking_to_partner text trio unguligrade vaginal_fluids whip whip_mark whipping whipping_pussy white_text wide_eyed wings wool_(fur)
absurd_res anthro antlers ass ballbusting balls big_breasts big_butt bovid bovine breast_smother breasts canid canine caning canis cassie_(piderverse) cock_and_ball_torture deer domestic_dog eeveelution embarrassed erection european_mythology fish fur generation_4_pokemon genital_torture genitals gesture girly glaceon greek_mythology group hair hand_heart hi_res honey_(stagshack) horn huge_breasts long_hair male mammal marine minotaur multicolored_body multicolored_fur mythology nintendo nipples nude penis pokemon pokemon_(species) ponytail presenting pussy raised_tail shark size_difference smaller_male smothering stagshack surprise tail thick_thighs two_tone_body two_tone_fur zadok_the_shark
absurd_res anthro antlers ass ballbusting balls big_breasts big_butt bovid bovine breast_smother breasts canid canine caning canis cassie_(piderverse) cock_and_ball_torture deer domestic_dog eeveelution embarrassed erection european_mythology fish fur generation_4_pokemon genital_torture genitals gesture girly glaceon greek_mythology group hair hand_heart hi_res honey_(stagshack) horn huge_breasts long_hair male mammal marine minotaur multicolored_body multicolored_fur mythology nintendo nipples nude penis pokemon pokemon_(species) ponytail presenting pussy raised_tail shark size_difference smaller_male smothering stagshack surprise tail thick_thighs two_tone_body two_tone_fur zadok_the_shark
1boy 1girls cane caning dialogue female femsub male maledom oc rwby self_upload spanked_thighs spanking tagme touching_toes weiss_schnee white_hair wolff_calavera
1boy 1girls cane caning dialogue female femsub male maledom oc rwby self_upload spanked_thighs spanking tagme touching_toes weiss_schnee white_hair wolff_calavera
absurd_res american_opossum anthro bodily_fluids bondage bound caning collar dominant dominant_male duo ear_piercing facial_piercing felid feline felis fellatio female femsub hi_res male male/female mammal marsupial nipple_piercing nipples nose_piercing oral patch_(patchkatz) penile piddlefours piercing sex slappps submissive submissive_female tattoo tears telkie_(patchkatz) torture virginia_opossum whip_mark
absurd_res american_opossum anthro bodily_fluids bondage bound caning collar dominant dominant_male duo ear_piercing facial_piercing felid feline felis fellatio female femsub hi_res male male/female mammal marsupial nipple_piercing nipples nose_piercing oral patch_(patchkatz) penile piddlefours piercing sex slappps submissive submissive_female tattoo tears telkie_(patchkatz) torture virginia_opossum whip_mark
1boy 1girls anus ass big_ass big_butt bnwo booty caning classroom crossdressing dark-skinned_female desk dominant_female dominatrix ebony fat_ass fat_butt femboy high_heels lucyluvbunz miss_tam mistresstamikastrap0n raceplay ruler school school_desk school_uniform schoolgirl schoolgirl_uniform second_life sissy spade_tattoo spank spanked spanked_butt spanking spanking_ass submissive_male tagme teacher teacher_and_student teaching video white_body
1boy 1girls anus ass big_ass big_butt bnwo booty caning classroom crossdressing dark-skinned_female desk dominant_female dominatrix ebony fat_ass fat_butt femboy high_heels lucyluvbunz miss_tam mistresstamikastrap0n raceplay ruler school school_desk school_uniform schoolgirl schoolgirl_uniform second_life sissy spade_tattoo spank spanked spanked_butt spanking spanking_ass submissive_male tagme teacher teacher_and_student teaching video white_body
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
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
2girls absurdres amulet anus ass attack_of_the_hatogod bent_over black_footwear blush braid breasts brown_eyes brown_hair cane caning cleft_of_venus clenched_hand detached_sleeves dress earrings from_behind fu_xuan_(honkai:_star_rail) full_body green_eyes hair_ornament hand_up high_heels highres holding holding_cane holding_paddle honkai:_star_rail honkai_(series) jewelry kneepits long_hair medium_hair multiple_girls multiple_views open_mouth over_the_knee paddle pink_hair pussy qingque_(honkai:_star_rail) shoes socks spanked spanking sweater teeth white_background wide_sleeves
2girls absurdres amulet anus ass attack_of_the_hatogod bent_over black_footwear blush braid breasts brown_eyes brown_hair cane caning cleft_of_venus clenched_hand detached_sleeves dress earrings from_behind fu_xuan_(honkai:_star_rail) full_body green_eyes hair_ornament hand_up high_heels highres holding holding_cane holding_paddle honkai:_star_rail honkai_(series) jewelry kneepits long_hair medium_hair multiple_girls multiple_views open_mouth over_the_knee paddle pink_hair pussy qingque_(honkai:_star_rail) shoes socks spanked spanking sweater teeth white_background wide_sleeves
ahoge anus ass barefoot black_shirt bottomless brown_hair cane caning closed_eyes commentary_request crying feet female frown hair_intakes highres kallo legs_up lying medium_hair on_back open_mouth original pussy shirt short_sleeves soles solo spanked spanking sweat teeth trembling uncensored upper_teeth_only variant_set
ahoge anus ass barefoot black_shirt bottomless brown_hair cane caning closed_eyes commentary_request crying feet female frown hair_intakes highres kallo legs_up lying medium_hair on_back open_mouth original pussy shirt short_sleeves soles solo spanked spanking sweat teeth trembling uncensored upper_teeth_only variant_set
caning femboy maid malesub slave spanking
caning femboy maid malesub slave spanking
2023 3d alliance_(warcraft) bdsm blood_elf blue_hair bondage cane caning death_knight_(warcraft) dildo dildo_in_mouth dungeon elf elf_ears female femdom fucking_machine glowing_eyes green_eyes knotted_dildo melwinne naked naked_female necklace necklace_between_breasts night_elf night_elf_death_knight nipple_piercing nipple_piercing_pull nude nude_female pointy_ears punishment running_mascara sex_machine sex_toy vell(vellektra) vellektra world_of_warcraft yellow_hair
2023 3d alliance_(warcraft) bdsm blood_elf blue_hair bondage cane caning death_knight_(warcraft) dildo dildo_in_mouth dungeon elf elf_ears female femdom fucking_machine glowing_eyes green_eyes knotted_dildo melwinne naked naked_female necklace necklace_between_breasts night_elf night_elf_death_knight nipple_piercing nipple_piercing_pull nude nude_female pointy_ears punishment running_mascara sex_machine sex_toy vell(vellektra) vellektra world_of_warcraft yellow_hair
absurd_res american_opossum anthro bodily_fluids bondage bound caning clitoris clitoris_piercing dominant dominant_male duo ear_piercing felid feline felis female femsub gag genital_piercing genitals hi_res male male/female mammal marsupial nipple_piercing nipples patch_(patchkatz) piddlefours piercing ring_gag slappps submissive submissive_female tears telkie_(patchkatz) torture virginia_opossum
absurd_res american_opossum anthro bodily_fluids bondage bound caning clitoris clitoris_piercing dominant dominant_male duo ear_piercing felid feline felis female femsub gag genital_piercing genitals hi_res male male/female mammal marsupial nipple_piercing nipples patch_(patchkatz) piddlefours piercing ring_gag slappps submissive submissive_female tears telkie_(patchkatz) torture virginia_opossum