anklecuffs best from all time -animated

Time frame

Tags

anklecuffs

1girls angry angry_face ankle_cuffs anklecuffs ankles_tied arms_behind_back arms_bound arms_tied arms_tied_behind_back ass ball_gag bare_shoulders bdsm belt_collar big_ass big_breasts black_legwear black_leotard blonde blonde_hair blush blushing bondage bottom_up bound bound_and_gagged bound_ankles bound_arms bound_hands bound_legs bound_wrists breasts butt captured collar crotch_rope cynthia_(pokemon) defeated drool drooling female female_focus female_only femsub forced forced_spreading forced_spreading_legs frown gag gagged gagged_female gray_eyes grey_eyes harness heels helpless hi_res high_heel_boots high_heels high_resolution highres kidnapped kidnapped_girl leather leather_boots leather_clothing leather_collar leather_gloves leather_legwear leather_leotard leather_straps leg_cuffs legcuffs leggings legs legs_apart legs_forced_open legs_held_open legs_open legs_spread legs_tied legs_tied_open legwear leotard long_gloves long_hair looking_at_viewer mymyeye nintendo open_legs pokemon pokemon_dppt powerless restrained restrained_arms restrained_legs restrained_wrists restraints rope rope_bondage rope_harness saliva saliva_drip saliva_string saliva_trail sex sex_slave silver_eyes slave slavegirl solo solo_female solo_focus spreader_bar strappado submissive submissive_female tagme thick_ass thick_thighs thigh_highs thighhighs thighs tied tied_ankles tied_arms tied_hands tied_legs tied_up white_eyes wiffle_ball_gag wiffle_gag wrists_bound wrists_tied
1girls angry angry_face ankle_cuffs anklecuffs ankles_tied arms_behind_back arms_bound arms_tied arms_tied_behind_back ass ball_gag bare_shoulders bdsm belt_collar big_ass big_breasts black_legwear black_leotard blonde blonde_hair blush blushing bondage bottom_up bound bound_and_gagged bound_ankles bound_arms bound_hands bound_legs bound_wrists breasts butt captured collar crotch_rope cynthia_(pokemon) defeated drool drooling female female_focus female_only femsub forced forced_spreading forced_spreading_legs frown gag gagged gagged_female gray_eyes grey_eyes harness heels helpless hi_res high_heel_boots high_heels high_resolution highres kidnapped kidnapped_girl leather leather_boots leather_clothing leather_collar leather_gloves leather_legwear leather_leotard leather_straps leg_cuffs legcuffs leggings legs legs_apart legs_forced_open legs_held_open legs_open legs_spread legs_tied legs_tied_open legwear leotard long_gloves long_hair looking_at_viewer mymyeye nintendo open_legs pokemon pokemon_dppt powerless restrained restrained_arms restrained_legs restrained_wrists restraints rope rope_bondage rope_harness saliva saliva_drip saliva_string saliva_trail sex sex_slave silver_eyes slave slavegirl solo solo_female solo_focus spreader_bar strappado submissive submissive_female tagme thick_ass thick_thighs thigh_highs thighhighs thighs tied tied_ankles tied_arms tied_hands tied_legs tied_up white_eyes wiffle_ball_gag wiffle_gag wrists_bound wrists_tied
2024 2boys anal anal_sex anklecuffs anthro anthro_on_bottom anthro_on_top anus ass backsack ball_size_difference balls bareback big_balls big_butt big_dom_small_sub big_penis blush bodily_fluids bottomless bottomless_anthro bottomless_male canid canine canis chains closed_eyes clothed clothed/nude clothing cum cum_in_ass cum_inside cum_on_butt dialogue disney dominant duo english_text erection eyebrows finger_in_mouth foreskin fox fur gay gay_sex genital_fluids genitals hat headgear headwear hi_res humanoid_genitalia humanoid_penis inside larger_on_top looking_pleasured lying male male/male male_on_bottom male_on_top male_only mammal mirror narrowed_eyes nude on_bottom on_front on_top overweight overweight_anthro overweight_male pawpads penetration penile penile_penetration penis penis_backwards penis_in_ass penis_size_difference perineum reflection robin_hood robin_hood_(disney) rug saliva sheriff_of_nottingham shirt signature size_difference smaller_on_bottom smaller_penetrated smile spikysketches stretched_anus sweat text thick_thighs topwear tuft tunic wolf
2024 2boys anal anal_sex anklecuffs anthro anthro_on_bottom anthro_on_top anus ass backsack ball_size_difference balls bareback big_balls big_butt big_dom_small_sub big_penis blush bodily_fluids bottomless bottomless_anthro bottomless_male canid canine canis chains closed_eyes clothed clothed/nude clothing cum cum_in_ass cum_inside cum_on_butt dialogue disney dominant duo english_text erection eyebrows finger_in_mouth foreskin fox fur gay gay_sex genital_fluids genitals hat headgear headwear hi_res humanoid_genitalia humanoid_penis inside larger_on_top looking_pleasured lying male male/male male_on_bottom male_on_top male_only mammal mirror narrowed_eyes nude on_bottom on_front on_top overweight overweight_anthro overweight_male pawpads penetration penile penile_penetration penis penis_backwards penis_in_ass penis_size_difference perineum reflection robin_hood robin_hood_(disney) rug saliva sheriff_of_nottingham shirt signature size_difference smaller_on_bottom smaller_penetrated smile spikysketches stretched_anus sweat text thick_thighs topwear tuft tunic wolf
2024 2boys anal anal_sex anklecuffs anthro anthro_on_bottom anthro_on_top anus ass backsack ball_size_difference balls bareback big_balls big_butt big_dom_small_sub big_penis blush bodily_fluids bottomless bottomless_anthro bottomless_male canid canine canis chains clothed clothed/nude clothing dialogue disney dominant duo english_text erection eyebrows finger_in_mouth foreskin fox fur gay gay_sex genitals hat headgear headwear hi_res humanoid_genitalia humanoid_penis inside larger_on_top looking_pleasured lying male male/male male_on_bottom male_on_top male_only mammal mirror narrowed_eyes nude on_bottom on_front on_top overweight overweight_anthro overweight_male pawpads penetration penile penile_penetration penis penis_backwards penis_in_ass penis_size_difference perineum reflection robin_hood robin_hood_(disney) rug saliva sheriff_of_nottingham shirt signature size_difference smaller_on_bottom smaller_penetrated smile spikysketches stretched_anus sweat text thick_thighs topwear tuft tunic wolf
2024 2boys anal anal_sex anklecuffs anthro anthro_on_bottom anthro_on_top anus ass backsack ball_size_difference balls bareback big_balls big_butt big_dom_small_sub big_penis blush bodily_fluids bottomless bottomless_anthro bottomless_male canid canine canis chains clothed clothed/nude clothing dialogue disney dominant duo english_text erection eyebrows finger_in_mouth foreskin fox fur gay gay_sex genitals hat headgear headwear hi_res humanoid_genitalia humanoid_penis inside larger_on_top looking_pleasured lying male male/male male_on_bottom male_on_top male_only mammal mirror narrowed_eyes nude on_bottom on_front on_top overweight overweight_anthro overweight_male pawpads penetration penile penile_penetration penis penis_backwards penis_in_ass penis_size_difference perineum reflection robin_hood robin_hood_(disney) rug saliva sheriff_of_nottingham shirt signature size_difference smaller_on_bottom smaller_penetrated smile spikysketches stretched_anus sweat text thick_thighs topwear tuft tunic wolf
2022 ambiguous_gender ambiguous_species anal anal_fisting anal_juice anal_masturbation anal_sex animal_genitalia animal_penis anklecuffs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus armband armpit_hair ass balls barefoot big_balls big_butt big_penis bodily_fluids body_hair bondage bound building canid canine canis carrying claws collar cuff_(restraint) detailed_background digitigrade dildo dildo_in_ass dildo_insertion dragon druidogger dutch_angle ear_piercing ear_ring english_text erection exhibitionism eyebrows feet fire fisting foot_fetish foot_lick foot_play fur genital_fluids genitals graffiti group group_sex hair handcuffs happy_trail harness hi_res horn humanoid_genitalia humanoid_penis kiss_on_lips kissing kneeling licking licking_lips licking_own_lips looking_pleasured lube lying male male/male male_penetrated male_penetrating male_penetrating_male mammal masturbation metal_cuffs narrowed_eyes navel nipples non-mammal_balls nude object_in_ass on_back open_mouth outside pawpads pecs peeing penetration penile penile_penetration penis penis_in_ass piercing pubes public public_sex restraints ring_piercing scales scalie self_lick sex sex_toy sex_toy_in_ass sex_toy_insertion shadow smile spikes spikes_(anatomy) standing standing_sex stretched_anus tattoo text tongue tongue_out tuft urine voyeur watersports were werecanid werecanine werewolf wings wolf
2022 ambiguous_gender ambiguous_species anal anal_fisting anal_juice anal_masturbation anal_sex animal_genitalia animal_penis anklecuffs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus armband armpit_hair ass balls barefoot big_balls big_butt big_penis bodily_fluids body_hair bondage bound building canid canine canis carrying claws collar cuff_(restraint) detailed_background digitigrade dildo dildo_in_ass dildo_insertion dragon druidogger dutch_angle ear_piercing ear_ring english_text erection exhibitionism eyebrows feet fire fisting foot_fetish foot_lick foot_play fur genital_fluids genitals graffiti group group_sex hair handcuffs happy_trail harness hi_res horn humanoid_genitalia humanoid_penis kiss_on_lips kissing kneeling licking licking_lips licking_own_lips looking_pleasured lube lying male male/male male_penetrated male_penetrating male_penetrating_male mammal masturbation metal_cuffs narrowed_eyes navel nipples non-mammal_balls nude object_in_ass on_back open_mouth outside pawpads pecs peeing penetration penile penile_penetration penis penis_in_ass piercing pubes public public_sex restraints ring_piercing scales scalie self_lick sex sex_toy sex_toy_in_ass sex_toy_insertion shadow smile spikes spikes_(anatomy) standing standing_sex stretched_anus tattoo text tongue tongue_out tuft urine voyeur watersports were werecanid werecanine werewolf wings wolf
absurd_res anklecuffs anthro armbinder ball_gag barefoot binder_(restraint) blush bodily_fluids bondage bondage bondage_gear bound bovid caprine chastity_cage chastity_device clothing cuff_(restraint) cum dripping feet gag genital_fluids girly goat green_eyes hi_res latex liam_(shinlalala) male mammal open_crotch precum precum_drip restraints rubber rubber_clothing rubber_suit saliva saliva_drip shinlalala solo spreader_bar stirrups thigh_cuffs
absurd_res anklecuffs anthro armbinder ball_gag barefoot binder_(restraint) blush bodily_fluids bondage bondage bondage_gear bound bovid caprine chastity_cage chastity_device clothing cuff_(restraint) cum dripping feet gag genital_fluids girly goat green_eyes hi_res latex liam_(shinlalala) male mammal open_crotch precum precum_drip restraints rubber rubber_clothing rubber_suit saliva saliva_drip shinlalala solo spreader_bar stirrups thigh_cuffs
1boy 2d ankle_cuffs anklecuffs blush blush_lines bondage chains collar cuff_(restraint) cuffs frostious horn horns jewelry lace lace-trimmed_gloves lace-trimmed_socks lock male male_only naked naked_male no_genitals no_gentialia_so_questionable nonconsensual nude_male original original_character sans see-through_sleeves skeleton slave sleeves tail undertale undertale_(series) veil
1boy 2d ankle_cuffs anklecuffs blush blush_lines bondage chains collar cuff_(restraint) cuffs frostious horn horns jewelry lace lace-trimmed_gloves lace-trimmed_socks lock male male_only naked naked_male no_genitals no_gentialia_so_questionable nonconsensual nude_male original original_character sans see-through_sleeves skeleton slave sleeves tail undertale undertale_(series) veil
2021 4boys absurd_res accessory anal anal_sex anklecuffs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ass ball_fondling balls bara beak beard being_watched big_dom_small_sub big_muscles bodily_fluids bound brooklyn_(gargoyles) chains closed_eyes cock_ring collar cum cumshot disney dominant dominant_male duo ear_piercing ear_ring ejaculation erect_penis erection facial_hair fondling foreskin full_moon fur furry furry_only gargoyle gargoyles gay genital_fluids genitals goliath_(gargoyles) group group_sex hair handcuffs hands-free hi_res hudson_(gargoyles) humanoid_genitalia humanoid_penis humanoid_pointy_ears jewelry lexington_(gargoyles) looking_at_another male male/male male_only male_penetrated male_penetrating male_penetrating_male moon musclegut muscular muscular_anthro muscular_male navel night nipple_piercing nipple_ring nipples nude obliques open_mouth outside penetration penis penis_accessory penis_jewelry piercing saggy_balls sex shackles shiny_skin size_difference sky smagma smile spiked_collar spikes standing standing_sex star starry_sky submissive submissive_male sweat tail_coil threesome uncut wings yaoi
2021 4boys absurd_res accessory anal anal_sex anklecuffs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ass ball_fondling balls bara beak beard being_watched big_dom_small_sub big_muscles bodily_fluids bound brooklyn_(gargoyles) chains closed_eyes cock_ring collar cum cumshot disney dominant dominant_male duo ear_piercing ear_ring ejaculation erect_penis erection facial_hair fondling foreskin full_moon fur furry furry_only gargoyle gargoyles gay genital_fluids genitals goliath_(gargoyles) group group_sex hair handcuffs hands-free hi_res hudson_(gargoyles) humanoid_genitalia humanoid_penis humanoid_pointy_ears jewelry lexington_(gargoyles) looking_at_another male male/male male_only male_penetrated male_penetrating male_penetrating_male moon musclegut muscular muscular_anthro muscular_male navel night nipple_piercing nipple_ring nipples nude obliques open_mouth outside penetration penis penis_accessory penis_jewelry piercing saggy_balls sex shackles shiny_skin size_difference sky smagma smile spiked_collar spikes standing standing_sex star starry_sky submissive submissive_male sweat tail_coil threesome uncut wings yaoi
1boy 1girls 2022 ambiguous_gender ankle_cuffs anklecuffs anthro bag barefoot belt benmorbez bondage bound breasts chains clock clothed_male_nude_female clothing coin_purse collar cuff_(restraint) cuffs domestic_cat duo feathers felid feline felis female femsub furniture genitals handcuffs hat headgear headwear hi_res human humansub interspecies jewelry light-skinned_female light_skin male maledom mammal metal_cuffs monochrome necklace nipples nude plume pocketwatch public_nudity pussy restraints simple_background size_difference slave squatting_position stick stool straight text top_hat topwear url vest watch white_background wrist_cuffs
1boy 1girls 2022 ambiguous_gender ankle_cuffs anklecuffs anthro bag barefoot belt benmorbez bondage bound breasts chains clock clothed_male_nude_female clothing coin_purse collar cuff_(restraint) cuffs domestic_cat duo feathers felid feline felis female femsub furniture genitals handcuffs hat headgear headwear hi_res human humansub interspecies jewelry light-skinned_female light_skin male maledom mammal metal_cuffs monochrome necklace nipples nude plume pocketwatch public_nudity pussy restraints simple_background size_difference slave squatting_position stick stool straight text top_hat topwear url vest watch white_background wrist_cuffs
2_toes 3d anklecuffs beads bodily_fluids bondage bound chains chastity_cage chastity_device cum cum_on_chest cum_on_face cum_on_feet cum_on_leg feet foot_fetish genital_fluids hi_res humanoid_feet male michelangelo_(tmnt) reptile scalie selfie solo source_filmmaker stormrider teenage_mutant_ninja_turtles toes turtle
2_toes 3d anklecuffs beads bodily_fluids bondage bound chains chastity_cage chastity_device cum cum_on_chest cum_on_face cum_on_feet cum_on_leg feet foot_fetish genital_fluids hi_res humanoid_feet male michelangelo_(tmnt) reptile scalie selfie solo source_filmmaker stormrider teenage_mutant_ninja_turtles toes turtle
1boy 3d_(artwork) 4k 9:16 absurd_res anklecuffs anthro award ball_gag blender_(software) bodily_fluids bondage bound chastity_cage chastity_device collected collector digital_media_(artwork) dripping drooling gag gay genital_fluids guardians_of_the_galaxy hi_res humiliation male male_only mammal marvel precum precum_drip predicament_bondage procyonid raccoon rocket_raccoon saliva solo stormrider trophy
1boy 3d_(artwork) 4k 9:16 absurd_res anklecuffs anthro award ball_gag blender_(software) bodily_fluids bondage bound chastity_cage chastity_device collected collector digital_media_(artwork) dripping drooling gag gay genital_fluids guardians_of_the_galaxy hi_res humiliation male male_only mammal marvel precum precum_drip predicament_bondage procyonid raccoon rocket_raccoon saliva solo stormrider trophy
2021 4boys absurd_res accessory anal anal_sex anklecuffs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ass ball_fondling balls bara beak beard being_watched big_dom_small_sub big_muscles bodily_fluids bound brooklyn_(gargoyles) chains closed_eyes cock_ring collar disney dominant dominant_male ear_piercing ear_ring erect_penis erection facial_hair fondling foreskin foursome full_moon fur furry furry_only gargoyle gargoyles gay genitals goliath_(gargoyles) group group_sex hair handcuffs hi_res hudson_(gargoyles) humanoid_genitalia humanoid_penis humanoid_pointy_ears jewelry lexington_(gargoyles) looking_at_another male male/male male_only male_penetrated male_penetrating male_penetrating_male moon musclegut muscular muscular_anthro muscular_male navel night nipple_piercing nipple_ring nipples nude obliques open_mouth outside penetration penis penis_accessory penis_jewelry piercing saggy_balls sex shackles shiny_skin size_difference sky smagma smile spiked_collar spikes standing standing_sex star starry_sky submissive submissive_male sweat tail_coil threesome uncut wings yaoi
2021 4boys absurd_res accessory anal anal_sex anklecuffs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ass ball_fondling balls bara beak beard being_watched big_dom_small_sub big_muscles bodily_fluids bound brooklyn_(gargoyles) chains closed_eyes cock_ring collar disney dominant dominant_male ear_piercing ear_ring erect_penis erection facial_hair fondling foreskin foursome full_moon fur furry furry_only gargoyle gargoyles gay genitals goliath_(gargoyles) group group_sex hair handcuffs hi_res hudson_(gargoyles) humanoid_genitalia humanoid_penis humanoid_pointy_ears jewelry lexington_(gargoyles) looking_at_another male male/male male_only male_penetrated male_penetrating male_penetrating_male moon musclegut muscular muscular_anthro muscular_male navel night nipple_piercing nipple_ring nipples nude obliques open_mouth outside penetration penis penis_accessory penis_jewelry piercing saggy_balls sex shackles shiny_skin size_difference sky smagma smile spiked_collar spikes standing standing_sex star starry_sky submissive submissive_male sweat tail_coil threesome uncut wings yaoi
2024 abs anal anal_fisting anal_juice anal_sex anklecuffs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro armor armwear ass baldur's_gate baldur's_gate_3 balls big_balls big_butt big_penis bodily_fluids bottomwear bound bracers canid canine canis cape carrying_another claws clothed clothed/nude clothing cuff_(restraint) digitigrade domestic_dog duo erection feet fellatio fisting foot_wraps fur genital_fluids genitals glans hair handcuffs hi_res humanoid_genitalia humanoid_penis illbarks magic magic_user male male/male male_penetrated male_penetrating male_penetrating_male mammal metal_cuffs mind_flayer multiple_penetration muscular muscular_anthro muscular_male night nude open_mouth open_smile oral oral_penetration outside pants pawpads penetration penile penis penis_in_mouth plant pouch_(clothing) precum pubes restraints saggy_balls sex shirt sky smile star starry_sky sweat tentacle tentacle_in_ass tentacle_penetration tentacle_sex the_emperor_(baldur's_gate) thick_thighs topwear torn_bottomwear torn_clothing torn_pants tree tuft tunic uneven_balls wraps
2024 abs anal anal_fisting anal_juice anal_sex anklecuffs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro armor armwear ass baldur's_gate baldur's_gate_3 balls big_balls big_butt big_penis bodily_fluids bottomwear bound bracers canid canine canis cape carrying_another claws clothed clothed/nude clothing cuff_(restraint) digitigrade domestic_dog duo erection feet fellatio fisting foot_wraps fur genital_fluids genitals glans hair handcuffs hi_res humanoid_genitalia humanoid_penis illbarks magic magic_user male male/male male_penetrated male_penetrating male_penetrating_male mammal metal_cuffs mind_flayer multiple_penetration muscular muscular_anthro muscular_male night nude open_mouth open_smile oral oral_penetration outside pants pawpads penetration penile penis penis_in_mouth plant pouch_(clothing) precum pubes restraints saggy_balls sex shirt sky smile star starry_sky sweat tentacle tentacle_in_ass tentacle_penetration tentacle_sex the_emperor_(baldur's_gate) thick_thighs topwear torn_bottomwear torn_clothing torn_pants tree tuft tunic uneven_balls wraps
ankle_cuffs anklecuffs antelope blue_hair blush bondage bondage bound bovid breasts centaurworld chimeracocks consent cuff_(restraint) cuffs_(disambiguation) female genitals gerenuk gerenuk_taur glendale_(centaurworld) hair hi_res inviting mammal netflix pink_body punishment pussy restraints rope small_breasts solo taur true_antelope
ankle_cuffs anklecuffs antelope blue_hair blush bondage bondage bound bovid breasts centaurworld chimeracocks consent cuff_(restraint) cuffs_(disambiguation) female genitals gerenuk gerenuk_taur glendale_(centaurworld) hair hi_res inviting mammal netflix pink_body punishment pussy restraints rope small_breasts solo taur true_antelope