breaking_free -animated best from all time

Time frame

breaking free

1girls angry angry_sub arms_behind_back arms_tied arms_tied_behind_back assassin ball_gag bdsm big_breasts black_hair blush blushing bondage bound bound_arms bound_breasts bound_wrists breaking_free breast_bondage breasts captured captured_heroine collar crotch_rope dark_hair drool drooling embarrassed escape escaping female female_focus female_human femsub gag gagged hi_res human kneehighs large_breasts leng_yan_chi_bing light-skinned_female mature_female navel nipples pussy_juice pussy_juice_drip red_eyes restrained restraints ripped_clothing ripped_dress rope rope_bondage rope_harness slim_waist spy_x_family struggling submissive submissive_female sweat thighs thorn_princess torn_clothes torn_dress wide_hips yor_briar yor_forger
1girls angry angry_sub arms_behind_back arms_tied arms_tied_behind_back assassin ball_gag bdsm big_breasts black_hair blush blushing bondage bound bound_arms bound_breasts bound_wrists breaking_free breast_bondage breasts captured captured_heroine collar crotch_rope dark_hair drool drooling embarrassed escape escaping female female_focus female_human femsub gag gagged hi_res human kneehighs large_breasts leng_yan_chi_bing light-skinned_female mature_female navel nipples pussy_juice pussy_juice_drip red_eyes restrained restraints ripped_clothing ripped_dress rope rope_bondage rope_harness slim_waist spy_x_family struggling submissive submissive_female sweat thighs thorn_princess torn_clothes torn_dress wide_hips yor_briar yor_forger
1boy 1boy1girl 1girls 2d 4k 4k_resolution adult adult_female animal ass ass_bigger_than_body ass_bigger_than_breasts ass_bigger_than_head ass_bigger_than_torso ass_focus barrier big_ass big_butt big_thighs blonde_hair blue_clothing breaking_free bubble_ass bubble_butt butt_bigger_than_body butt_bigger_than_breasts butt_bigger_than_head butt_bigger_than_torso butt_focus collar dialog dialogue dialogue_box dialogue_bubble dumpy enormous_ass enormous_butt enormous_thighs escaping fantastic_four fart fart_cloud fart_everywhere fart_fetish fart_torture farting farts fat_ass fat_butt fat_thighs female fetish gas gassy gassy_female gassylegg1ngs giant_ass giant_butt giant_thighs green_fart green_fart_cloud hd hi_res high_resolution highres hips hips_wider_than_shoulders holding_ass holding_butt huge_ass huge_butt huge_thighs invisible_barrier invisible_woman invisible_woman_(marvel_rivals) jeff_the_land_shark juicy_thighs large_ass large_butt large_thighs letting_it_happen loud_fart male marvel marvel_comics marvel_rivals milf mommy more_at_source multicolored_clothing oblivious onomatopoeia pale-skinned_female pale_skin part_3 part_of_a_set pink_collar plump_ass plump_butt plump_thighs round_ass round_butt running_away sexy_butt sexy_thighs shark small_shark smelly_ass smelly_butt smelly_farts speech_bubble stinky_ass stinky_butt stinky_fart stomach_ache sue_richards sue_storm super_powers superhero superhero_costume superheroine superpowers swearing talking talking_to_self text text_bubble thick_ass thick_butt thick_thighs thighs thighs_bigger_than_head thighs_bigger_than_torso threatening threatening_another thunder_thighs thunderthighs touching_ass touching_butt upset_stomach white_clothing
1boy 1boy1girl 1girls 2d 4k 4k_resolution adult adult_female animal ass ass_bigger_than_body ass_bigger_than_breasts ass_bigger_than_head ass_bigger_than_torso ass_focus barrier big_ass big_butt big_thighs blonde_hair blue_clothing breaking_free bubble_ass bubble_butt butt_bigger_than_body butt_bigger_than_breasts butt_bigger_than_head butt_bigger_than_torso butt_focus collar dialog dialogue dialogue_box dialogue_bubble dumpy enormous_ass enormous_butt enormous_thighs escaping fantastic_four fart fart_cloud fart_everywhere fart_fetish fart_torture farting farts fat_ass fat_butt fat_thighs female fetish gas gassy gassy_female gassylegg1ngs giant_ass giant_butt giant_thighs green_fart green_fart_cloud hd hi_res high_resolution highres hips hips_wider_than_shoulders holding_ass holding_butt huge_ass huge_butt huge_thighs invisible_barrier invisible_woman invisible_woman_(marvel_rivals) jeff_the_land_shark juicy_thighs large_ass large_butt large_thighs letting_it_happen loud_fart male marvel marvel_comics marvel_rivals milf mommy more_at_source multicolored_clothing oblivious onomatopoeia pale-skinned_female pale_skin part_3 part_of_a_set pink_collar plump_ass plump_butt plump_thighs round_ass round_butt running_away sexy_butt sexy_thighs shark small_shark smelly_ass smelly_butt smelly_farts speech_bubble stinky_ass stinky_butt stinky_fart stomach_ache sue_richards sue_storm super_powers superhero superhero_costume superheroine superpowers swearing talking talking_to_self text text_bubble thick_ass thick_butt thick_thighs thighs thighs_bigger_than_head thighs_bigger_than_torso threatening threatening_another thunder_thighs thunderthighs touching_ass touching_butt upset_stomach white_clothing
absurd_res angry anthro ball_stretcher ballbusting balls big_penis bodily_fluids bondage bottle breaking_free breaking_restraints canid canine chained chained_up chains clenched_teeth comic cuff_(restraint) dialogue digital_drawing_(artwork) digital_media_(artwork) duo electroshock_weapon erection female fox genital_piercing genitals gimp grey_background greyscale gynomorph gynomorph/female hair hand_behind_back handcuffs hi_res holding_bottle holding_object holding_weapon humanoid_genitalia humanoid_penis intersex intersex/female kyrie_(eleison) kyrie_eleison lagomorph leporid lock long_hair lube_bottle male_penetrated mammal metal_cuffs monochrome nude open_mouth padlock penis piercing police_hat police_officer rabbit restraints scrotum_piercing simple_background sound_effects suspension taser tears teeth testicles text weapon white_background zipper zipper_mouth
absurd_res angry anthro ball_stretcher ballbusting balls big_penis bodily_fluids bondage bottle breaking_free breaking_restraints canid canine chained chained_up chains clenched_teeth comic cuff_(restraint) dialogue digital_drawing_(artwork) digital_media_(artwork) duo electroshock_weapon erection female fox genital_piercing genitals gimp grey_background greyscale gynomorph gynomorph/female hair hand_behind_back handcuffs hi_res holding_bottle holding_object holding_weapon humanoid_genitalia humanoid_penis intersex intersex/female kyrie_(eleison) kyrie_eleison lagomorph leporid lock long_hair lube_bottle male_penetrated mammal metal_cuffs monochrome nude open_mouth padlock penis piercing police_hat police_officer rabbit restraints scrotum_piercing simple_background sound_effects suspension taser tears teeth testicles text weapon white_background zipper zipper_mouth
2024 abs altin_(character) anal anal_juice anal_orgasm anal_sex angry animal_genitalia animal_penis ankles_tied anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus areola arms_above_head arms_tied ass ass_up backsack ball_size_difference balls bareback biceps big_balls big_butt big_dom_small_sub big_muscles big_penis blush bodily_fluids body_hair bondage bondage border bound breaking_free chest_hair claws crouching_cowgirl cum cum_expulsion cum_fart cum_from_ass cum_in_ass cum_inside cum_on_butt cum_on_leg cum_while_penetrated dialogue dominant duo ejaculation english_text equid equine equine_genitalia equine_penis erection felid fucked_silly fur gag gagged genital_fluids genitals grey_background hair hands-free happy_trail hi_res hooves huge_balls huge_cock humanoid_genitalia humanoid_penis kiwa_flowcat legs_up lion looking_pleasured lying male male/male male_penetrated male_penetrating male_penetrating_male mammal mane medial_ring motion_lines multiple_scenes muscular muscular_anthro muscular_male nails narrowed_eyes navel nipples nude on_back on_bottom on_front on_top open_mouth open_smile pantherine pawpads pecs penetration penile penile_penetration penis penis_in_ass penis_size_difference perineum power_bottom precum pubes questionable_consent restraints reverse_cowgirl_position role_reversal rope rope_bondage rough_sex saggy_balls sex simple_background size_difference smile sound_effects stomach_bulge sweat tail tail_grab teeth text thick_penis thick_thighs tongue tuft vein veiny_penis white_border zebra
2024 abs altin_(character) anal anal_juice anal_orgasm anal_sex angry animal_genitalia animal_penis ankles_tied anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus areola arms_above_head arms_tied ass ass_up backsack ball_size_difference balls bareback biceps big_balls big_butt big_dom_small_sub big_muscles big_penis blush bodily_fluids body_hair bondage bondage border bound breaking_free chest_hair claws crouching_cowgirl cum cum_expulsion cum_fart cum_from_ass cum_in_ass cum_inside cum_on_butt cum_on_leg cum_while_penetrated dialogue dominant duo ejaculation english_text equid equine equine_genitalia equine_penis erection felid fucked_silly fur gag gagged genital_fluids genitals grey_background hair hands-free happy_trail hi_res hooves huge_balls huge_cock humanoid_genitalia humanoid_penis kiwa_flowcat legs_up lion looking_pleasured lying male male/male male_penetrated male_penetrating male_penetrating_male mammal mane medial_ring motion_lines multiple_scenes muscular muscular_anthro muscular_male nails narrowed_eyes navel nipples nude on_back on_bottom on_front on_top open_mouth open_smile pantherine pawpads pecs penetration penile penile_penetration penis penis_in_ass penis_size_difference perineum power_bottom precum pubes questionable_consent restraints reverse_cowgirl_position role_reversal rope rope_bondage rough_sex saggy_balls sex simple_background size_difference smile sound_effects stomach_bulge sweat tail tail_grab teeth text thick_penis thick_thighs tongue tuft vein veiny_penis white_border zebra
2024 abs altin_(character) anal anal_juice anal_orgasm anal_sex angry animal_genitalia animal_penis ankles_tied anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus areola arms_above_head arms_tied ass ass_up backsack ball_size_difference balls bareback biceps big_balls big_butt big_dom_small_sub big_muscles big_penis blush bodily_fluids body_hair bondage bondage border bound breaking_free chest_hair claws crouching_cowgirl cum cum_expulsion cum_fart cum_from_ass cum_in_ass cum_inside cum_on_butt cum_on_leg cum_while_penetrated dominant duo ejaculation equid equine equine_genitalia equine_penis erection felid fucked_silly fur gag gagged genital_fluids genitals grey_background hair hands-free happy_trail hi_res hooves huge_balls huge_cock humanoid_genitalia humanoid_penis kiwa_flowcat legs_up lion looking_pleasured lying male male/male male_penetrated male_penetrating male_penetrating_male mammal mane medial_ring motion_lines multiple_scenes muscular muscular_anthro muscular_male nails narrowed_eyes navel nipples nude on_back on_bottom on_front on_top open_mouth open_smile pantherine pawpads pecs penetration penile penile_penetration penis penis_in_ass penis_size_difference perineum power_bottom precum pubes questionable_consent restraints reverse_cowgirl_position role_reversal rope rope_bondage rough_sex saggy_balls sex simple_background size_difference smile stomach_bulge sweat tail tail_grab teeth thick_penis thick_thighs tongue tuft vein veiny_penis white_border zebra
2024 abs altin_(character) anal anal_juice anal_orgasm anal_sex angry animal_genitalia animal_penis ankles_tied anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus areola arms_above_head arms_tied ass ass_up backsack ball_size_difference balls bareback biceps big_balls big_butt big_dom_small_sub big_muscles big_penis blush bodily_fluids body_hair bondage bondage border bound breaking_free chest_hair claws crouching_cowgirl cum cum_expulsion cum_fart cum_from_ass cum_in_ass cum_inside cum_on_butt cum_on_leg cum_while_penetrated dominant duo ejaculation equid equine equine_genitalia equine_penis erection felid fucked_silly fur gag gagged genital_fluids genitals grey_background hair hands-free happy_trail hi_res hooves huge_balls huge_cock humanoid_genitalia humanoid_penis kiwa_flowcat legs_up lion looking_pleasured lying male male/male male_penetrated male_penetrating male_penetrating_male mammal mane medial_ring motion_lines multiple_scenes muscular muscular_anthro muscular_male nails narrowed_eyes navel nipples nude on_back on_bottom on_front on_top open_mouth open_smile pantherine pawpads pecs penetration penile penile_penetration penis penis_in_ass penis_size_difference perineum power_bottom precum pubes questionable_consent restraints reverse_cowgirl_position role_reversal rope rope_bondage rough_sex saggy_balls sex simple_background size_difference smile stomach_bulge sweat tail tail_grab teeth thick_penis thick_thighs tongue tuft vein veiny_penis white_border zebra
3d ass breaking breaking_free breaking_wall captured demon demon_girl demon_horns demon_humanoid demoness fortnite fortnite:_battle_royale goth goth_girl haze_(fortnite) hivypi leggings midriff pole red_eyes starinww text tied_to_pole tied_up tummy wood
3d ass breaking breaking_free breaking_wall captured demon demon_girl demon_horns demon_humanoid demoness fortnite fortnite:_battle_royale goth goth_girl haze_(fortnite) hivypi leggings midriff pole red_eyes starinww text tied_to_pole tied_up tummy wood
2d 2girls bed big_breasts black_hair bondage bondage_bed breaking_free comic comic_page dynamite_comics english_dialogue english_text exposed exposed_pussy female femdom femsub gag gag_bondage gagged_female gagged_speech gagged_talk green_eyes indoors lesbian_sex lezdom light-skinned_female magic_wand moaning mornth multiple_girls nude nude_female page_16 questionable_consent red_hair red_sonja red_sonja_(comics) sound_effects speech_bubble surprised talking_to_another tied tied_arms tied_hands tied_up undressing_another vampirella vampirella_(character) vibrator yuri
2d 2girls bed big_breasts black_hair bondage bondage_bed breaking_free comic comic_page dynamite_comics english_dialogue english_text exposed exposed_pussy female femdom femsub gag gag_bondage gagged_female gagged_speech gagged_talk green_eyes indoors lesbian_sex lezdom light-skinned_female magic_wand moaning mornth multiple_girls nude nude_female page_16 questionable_consent red_hair red_sonja red_sonja_(comics) sound_effects speech_bubble surprised talking_to_another tied tied_arms tied_hands tied_up undressing_another vampirella vampirella_(character) vibrator yuri
2023 3d_(artwork) 4_toes 5_fingers absurd_res agape_(petruz) anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro aquarius_(petruz) ass athletic athletic_anthro athletic_male balls bed black_body black_scales blue_eyes bondage bound breaking_free breasts breath broken_chain chained chains claws comic dialogue digital_media_(artwork) dominant dominant_male dragon dream duo english_text feet female female_penetrated finger_claws fingers from_front_position furniture genitals glowing glowing_eyes hair hi_res humanoid_hands larger_female larger_penetrated leg_wrap lizard lying lying_on_bed magic magic_bondage magic_chain magic_collar male male/female male_penetrating male_penetrating_female missionary_position multicolored_body multicolored_scales nature nipples nude on_back on_bed orgasm outdoor_nudity outdoor_sex outside outside_sex page_19 panting pecs penetration penile penile_penetration penis_in_pussy petruz_(copyright) pink_body pink_hair pink_scales questionable_consent reindeerviking reptile scales scalie sex size_difference small_dom_big_sub smaller_male source_filmmaker speech_bubble spread_legs spreading submissive submissive_female teeth text thoughts toes two_tone_body two_tone_scales vaginal_penetration white_body white_scales
2023 3d_(artwork) 4_toes 5_fingers absurd_res agape_(petruz) anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro aquarius_(petruz) ass athletic athletic_anthro athletic_male balls bed black_body black_scales blue_eyes bondage bound breaking_free breasts breath broken_chain chained chains claws comic dialogue digital_media_(artwork) dominant dominant_male dragon dream duo english_text feet female female_penetrated finger_claws fingers from_front_position furniture genitals glowing glowing_eyes hair hi_res humanoid_hands larger_female larger_penetrated leg_wrap lizard lying lying_on_bed magic magic_bondage magic_chain magic_collar male male/female male_penetrating male_penetrating_female missionary_position multicolored_body multicolored_scales nature nipples nude on_back on_bed orgasm outdoor_nudity outdoor_sex outside outside_sex page_19 panting pecs penetration penile penile_penetration penis_in_pussy petruz_(copyright) pink_body pink_hair pink_scales questionable_consent reindeerviking reptile scales scalie sex size_difference small_dom_big_sub smaller_male source_filmmaker speech_bubble spread_legs spreading submissive submissive_female teeth text thoughts toes two_tone_body two_tone_scales vaginal_penetration white_body white_scales
absurd_res aesopp balls balls_expansion big_balls bondage bound breaking_free dialogue dragon expansion feral generation_2_pokemon genital_expansion genitals giovanni_(pokemon) growth grunt_(pokemon) hi_res huge_balls human hyper hyper_balls hyper_genitalia laboratory legendary_pokemon lugia male mammal nintendo onomatopoeia pokemon pokemon_(species) sound_effects spiked_tail spikes spikes_(anatomy) squish tail tail_motion team_rocket test_subject text wyvern
absurd_res aesopp balls balls_expansion big_balls bondage bound breaking_free dialogue dragon expansion feral generation_2_pokemon genital_expansion genitals giovanni_(pokemon) growth grunt_(pokemon) hi_res huge_balls human hyper hyper_balls hyper_genitalia laboratory legendary_pokemon lugia male mammal nintendo onomatopoeia pokemon pokemon_(species) sound_effects spiked_tail spikes spikes_(anatomy) squish tail tail_motion team_rocket test_subject text wyvern
angry anthro arms_tied bondage bondage bound breaking_free brown_hair cervine clothing dakota_iris deer dj_strap duo erection failed_attempt fangs felid feline foreskin freckles fur genitals hair hands_behind_back hi_res horn hot_dogging humanoid_genitalia humanoid_penis hybrid jockstrap kolemus legs_tied lynx male male/male mammal muntjac penis power_bottom regret restraints retaliation rope rope_bondage rope_snap sex shirt smile tan_body tan_fur tank_top teeth topwear underwear worried worried_face worried_look yellow_body yellow_fur
angry anthro arms_tied bondage bondage bound breaking_free brown_hair cervine clothing dakota_iris deer dj_strap duo erection failed_attempt fangs felid feline foreskin freckles fur genitals hair hands_behind_back hi_res horn hot_dogging humanoid_genitalia humanoid_penis hybrid jockstrap kolemus legs_tied lynx male male/male mammal muntjac penis power_bottom regret restraints retaliation rope rope_bondage rope_snap sex shirt smile tan_body tan_fur tank_top teeth topwear underwear worried worried_face worried_look yellow_body yellow_fur
absurd_res anthro armpit_hair balls bared_teeth black_hair black_horn blue_penis blue_tongue body_hair breaking_free canid canine canis chained chains chest_hair chest_tuft demon edbwolf ejaculation erection fangs genitals glowing glowing_eyes grey_hair hair hairy_balls hi_res horn hybrid long_ears long_nails male mammal mature_male multicolored_body muscular muscular_anthro muscular_male nipples open_mouth penis pubes red_body red_eyes smile smiling_at_viewer smirk smirking_at_viewer solo teeth teeth_showing tongue tuft vein veiny_penis wolf
absurd_res anthro armpit_hair balls bared_teeth black_hair black_horn blue_penis blue_tongue body_hair breaking_free canid canine canis chained chains chest_hair chest_tuft demon edbwolf ejaculation erection fangs genitals glowing glowing_eyes grey_hair hair hairy_balls hi_res horn hybrid long_ears long_nails male mammal mature_male multicolored_body muscular muscular_anthro muscular_male nipples open_mouth penis pubes red_body red_eyes smile smiling_at_viewer smirk smirking_at_viewer solo teeth teeth_showing tongue tuft vein veiny_penis wolf
absurd_res anthro armpit_hair balls bared_teeth black_hair black_horn blue_penis blue_tongue body_hair breaking_free canid canine canis chained chains chest_hair chest_tuft demon edbwolf ejaculation erection fangs genitals glowing glowing_eyes grey_hair hair hairy_balls hi_res horn hybrid long_ears long_nails male mammal mature_male multicolored_body musclegut muscular muscular_anthro muscular_male nipples open_mouth penis pubes red_body red_eyes smile smiling_at_viewer smirk smirking_at_viewer solo teeth teeth_showing tongue tuft vein veiny_penis wolf
absurd_res anthro armpit_hair balls bared_teeth black_hair black_horn blue_penis blue_tongue body_hair breaking_free canid canine canis chained chains chest_hair chest_tuft demon edbwolf ejaculation erection fangs genitals glowing glowing_eyes grey_hair hair hairy_balls hi_res horn hybrid long_ears long_nails male mammal mature_male multicolored_body musclegut muscular muscular_anthro muscular_male nipples open_mouth penis pubes red_body red_eyes smile smiling_at_viewer smirk smirking_at_viewer solo teeth teeth_showing tongue tuft vein veiny_penis wolf
absurd_res anal anal_sex ass bodily_fluids breaking_free cave chained chains comic cum cum_inside damian5320 diggy dragon duo english_text erection ether forced genital_fluids genitals hi_res knot male male/male oral penetration penis scalie slit text
absurd_res anal anal_sex ass bodily_fluids breaking_free cave chained chains comic cum cum_inside damian5320 diggy dragon duo english_text erection ether forced genital_fluids genitals hi_res knot male male/male oral penetration penis scalie slit text