cum_in_prolapse best from all time

Time frame

cum in prolapse

1girls after_blowjob after_rape amputee asphyxiation blood body_writing breasts censored choking cum_dump cum_in_mouth cum_in_prolapse cum_in_pussy defeat defeated defeated_heroine duo female gore guilty_crown guro hand_around_neck lactation large_breasts neck_grab nipple_piercing nipples orgasm penis-shaped_accessory pink_hair profanity prolapse prolapsed_pussy pubic_hair_on_breasts quadruple_amputee rape raped_by_enemy rbqinori revealing_clothes ryona snuff stray_pubic_hair tongue_out yuzuriha_inori
1girls after_blowjob after_rape amputee asphyxiation blood body_writing breasts censored choking cum_dump cum_in_mouth cum_in_prolapse cum_in_pussy defeat defeated defeated_heroine duo female gore guilty_crown guro hand_around_neck lactation large_breasts neck_grab nipple_piercing nipples orgasm penis-shaped_accessory pink_hair profanity prolapse prolapsed_pussy pubic_hair_on_breasts quadruple_amputee rape raped_by_enemy rbqinori revealing_clothes ryona snuff stray_pubic_hair tongue_out yuzuriha_inori
1boy 1girls ahe_gao ass badapple1003 barefoot big_ass big_breasts blush breasts cartoony cum cum_in_prolapse cum_in_pussy cum_inside eyes_rolling_back fate/grand_order fate_(series) feet female huge_ass huge_breasts kama_(fate/grand_order) long_hair male male_pov masturbation naked naked_female nipples nude open_mouth partial_male pierced_clitoris pierced_nipples piercing pink_eyes prolapse prolapse_penetration prolapsed_pussy shaved_crotch straight thick thick_ass thick_thighs thighs tongue tongue_out vagina white_hair
1boy 1girls ahe_gao ass badapple1003 barefoot big_ass big_breasts blush breasts cartoony cum cum_in_prolapse cum_in_pussy cum_inside eyes_rolling_back fate/grand_order fate_(series) feet female huge_ass huge_breasts kama_(fate/grand_order) long_hair male male_pov masturbation naked naked_female nipples nude open_mouth partial_male pierced_clitoris pierced_nipples piercing pink_eyes prolapse prolapse_penetration prolapsed_pussy shaved_crotch straight thick thick_ass thick_thighs thighs tongue tongue_out vagina white_hair
2girls adepta_sororitas after_anal ai_generated anal_prolapse anilingus anus armor armored_boots artificialanaleptic ass battle_sister black_gloves blue_eyes blush bodysuit boots breastplate breasts clitoris closed_eyes clothing cum cum_drip cum_in_ass cum_in_prolapse cum_inside dildo english_language english_text eyes_rolling_back female folded footwear gaping gloves greaves imperium_of_man leaking leaking_cum legs_up legwear lips lipstick long_hair lying makeup makeup_running medium_breasts multiple_girls on_back open_mouth pants parted_lips ponytail presenting prolapse prolapse_kissing prolapse_sucking prolapsed_anus rimming ruined_anus ruined_makeup running_makeup running_mascara sex_toy shoulder_armor signature sister_of_battle spread_anus spread_legs spread_vagina sweat sweatdrop tattoo teeth text thighhighs tied_hair vagina wall_of_text warhammer_(franchise) warhammer_40k white_hair yuri
2girls adepta_sororitas after_anal ai_generated anal_prolapse anilingus anus armor armored_boots artificialanaleptic ass battle_sister black_gloves blue_eyes blush bodysuit boots breastplate breasts clitoris closed_eyes clothing cum cum_drip cum_in_ass cum_in_prolapse cum_inside dildo english_language english_text eyes_rolling_back female folded footwear gaping gloves greaves imperium_of_man leaking leaking_cum legs_up legwear lips lipstick long_hair lying makeup makeup_running medium_breasts multiple_girls on_back open_mouth pants parted_lips ponytail presenting prolapse prolapse_kissing prolapse_sucking prolapsed_anus rimming ruined_anus ruined_makeup running_makeup running_mascara sex_toy shoulder_armor signature sister_of_battle spread_anus spread_legs spread_vagina sweat sweatdrop tattoo teeth text thighhighs tied_hair vagina wall_of_text warhammer_(franchise) warhammer_40k white_hair yuri
2022 absurd_res anal anal_prolapse anthro balls bodily_fluids choker clothing cum cum_in_prolapse cum_inside dialogue disembodied_penis donut_anus femboy fish genital_fluids genital_piercing genitals gewitter girly grey_body hi_res jewelry legwear long_image male male/male marine micropenis necklace penis piercing prolapse prolapse_penetration puffy_anus riptide_(riptideshark) scrotum_piercing shark sloppy_seconds small_penis speech_bubble stockings tattoo thigh_highs wide_image
2022 absurd_res anal anal_prolapse anthro balls bodily_fluids choker clothing cum cum_in_prolapse cum_inside dialogue disembodied_penis donut_anus femboy fish genital_fluids genital_piercing genitals gewitter girly grey_body hi_res jewelry legwear long_image male male/male marine micropenis necklace penis piercing prolapse prolapse_penetration puffy_anus riptide_(riptideshark) scrotum_piercing shark sloppy_seconds small_penis speech_bubble stockings tattoo thigh_highs wide_image
1boy after_anal after_rape after_sex amputee anal_prolapse anus armpits arms_up chained colored_sketch completely_nude crying cum_in_ass cum_in_prolapse flaccid gay gintama gintoki_sakata guro human human_only male male_only male_rape_victim malesub muscular muscular_male not_responding nude penis prolapse prolapsed_anus quadruple_amputee questionable_consent rape rosebud slave solo spread_legs tears thick_thighs uncensored victim_male
1boy after_anal after_rape after_sex amputee anal_prolapse anus armpits arms_up chained colored_sketch completely_nude crying cum_in_ass cum_in_prolapse flaccid gay gintama gintoki_sakata guro human human_only male male_only male_rape_victim malesub muscular muscular_male not_responding nude penis prolapse prolapsed_anus quadruple_amputee questionable_consent rape rosebud slave solo spread_legs tears thick_thighs uncensored victim_male
ahe_gao anal_prolapse andromorph anthro anus bodily_fluids butt caleb_(dingah) canid canine cum cum_in_ass cum_in_prolapse cum_inside cuntboy dialogue duo english_text genital_fluids genitals hi_res intersex intersex/intersex kyrosh looking_at_viewer looking_back looking_pleasured mammal moan prolapse pubes pussy sitting talking_to_viewer tears text toshi_(kyrosh)
ahe_gao anal_prolapse andromorph anthro anus bodily_fluids butt caleb_(dingah) canid canine cum cum_in_ass cum_in_prolapse cum_inside cuntboy dialogue duo english_text genital_fluids genitals hi_res intersex intersex/intersex kyrosh looking_at_viewer looking_back looking_pleasured mammal moan prolapse pubes pussy sitting talking_to_viewer tears text toshi_(kyrosh)
anal anal_destruction anal_sex big_ass big_booty big_breasts big_butt blue_eyes blue_hair capcom catgirl cum cum_drip cum_dripping cum_dripping_from_ass cum_in_ass cum_in_prolapse cum_inside cum_on_floor cum_puddle darkstalkers destroyed_anus felicia_(darkstalkers) furry furry_ears furry_only furry_tail mastr7up prolapse prolapsed_anus puffy_pussy rectal_prolapse rectum ruined_anus wrecked_ass
anal anal_destruction anal_sex big_ass big_booty big_breasts big_butt blue_eyes blue_hair capcom catgirl cum cum_drip cum_dripping cum_dripping_from_ass cum_in_ass cum_in_prolapse cum_inside cum_on_floor cum_puddle darkstalkers destroyed_anus felicia_(darkstalkers) furry furry_ears furry_only furry_tail mastr7up prolapse prolapsed_anus puffy_pussy rectal_prolapse rectum ruined_anus wrecked_ass
after_anal after_sex anal anal_destruction anal_prolapse anal_sex big_ass big_booty big_breasts big_butt blue_eyes blue_hair capcom catgirl cum cum_in_ass cum_in_prolapse cum_inside darkstalkers destroyed_anus felicia_(darkstalkers) mastr7up prolapse prolapsed_anus puffy_pussy rectal_prolapse ruined_anus wrecked_ass
after_anal after_sex anal anal_destruction anal_prolapse anal_sex big_ass big_booty big_breasts big_butt blue_eyes blue_hair capcom catgirl cum cum_in_ass cum_in_prolapse cum_inside darkstalkers destroyed_anus felicia_(darkstalkers) mastr7up prolapse prolapsed_anus puffy_pussy rectal_prolapse ruined_anus wrecked_ass
after_anal anal anal_prolapse animal_genitalia animal_penis anus balls big_balls big_penis bodily_fluids brown_bear coprophilic_intercourse cum cum_fart cum_in_ass cum_in_prolapse cum_inside cum_on_balls cum_on_hand cum_on_penis cum_squirting dirty_anal disembodied_hand disembodied_penis duo equine_penis erection feces feces_on_anus feces_on_balls feces_on_body feces_on_genitals feces_on_ground feces_on_hand feces_on_penis feral flared_penis gaping gaping_anus gay genital_fluids genitals grizzly_bear hair handjob kuruk_(character) lying male male_only mammal mane mane_hair on_side penile penis prolapse prolapse_grab raised_leg scat sendar sex sheath slightly_chubby ursid ursine ursine_penis
after_anal anal anal_prolapse animal_genitalia animal_penis anus balls big_balls big_penis bodily_fluids brown_bear coprophilic_intercourse cum cum_fart cum_in_ass cum_in_prolapse cum_inside cum_on_balls cum_on_hand cum_on_penis cum_squirting dirty_anal disembodied_hand disembodied_penis duo equine_penis erection feces feces_on_anus feces_on_balls feces_on_body feces_on_genitals feces_on_ground feces_on_hand feces_on_penis feral flared_penis gaping gaping_anus gay genital_fluids genitals grizzly_bear hair handjob kuruk_(character) lying male male_only mammal mane mane_hair on_side penile penis prolapse prolapse_grab raised_leg scat sendar sex sheath slightly_chubby ursid ursine ursine_penis
<3_eyes 2_heads above_average_crotchboobs absurd_res after_anal amputee anal anal_beads_in_urethra anal_prolapse anus areola ass back_spikes ball_gag belly black_collar black_eyes black_muzzle black_pussy blood blue_anal_beads blurrypanda bodily_fluids bondage breast_torture clitoris collar crotchboobs cum cum_in_ass cum_in_prolapse cum_inside dildo dildo_in_pussy dildo_insertion disability ear_tag electricity electrostimulation erect_nipples eye_roll female feral feral_only feral_penetrated gag gagged generation_2_pokemon genital_fluids genital_torture genitals girafarig giraffid heart hi_res horn living_tail mammal multi_head muzzle_(object) nintendo nipple_clamp nipples ossicone penetration pink_areola pink_clitoris pink_inner_ear pink_inner_pussy pink_nipples pink_nose pink_spikes pokemon pokemon_(species) pokemon_only prolapse pussy pussy_juice pussy_juice_on_dildo pussy_juice_on_pussy pussy_torture quadruple_amputee saliva saliva_on_ball_gag sex_toy sex_toy_in_pussy sex_toy_in_urethra sex_toy_insertion skindentation snout solo spikes spikes_(anatomy) spread_pussy spreading strapped_down stump_cap tail tail_head teeth unusual_anatomy unusual_tail urethra urethral urethral_penetration vaginal_penetration whip whip_mark wounded yellow_ears
<3_eyes 2_heads above_average_crotchboobs absurd_res after_anal amputee anal anal_beads_in_urethra anal_prolapse anus areola ass back_spikes ball_gag belly black_collar black_eyes black_muzzle black_pussy blood blue_anal_beads blurrypanda bodily_fluids bondage breast_torture clitoris collar crotchboobs cum cum_in_ass cum_in_prolapse cum_inside dildo dildo_in_pussy dildo_insertion disability ear_tag electricity electrostimulation erect_nipples eye_roll female feral feral_only feral_penetrated gag gagged generation_2_pokemon genital_fluids genital_torture genitals girafarig giraffid heart hi_res horn living_tail mammal multi_head muzzle_(object) nintendo nipple_clamp nipples ossicone penetration pink_areola pink_clitoris pink_inner_ear pink_inner_pussy pink_nipples pink_nose pink_spikes pokemon pokemon_(species) pokemon_only prolapse pussy pussy_juice pussy_juice_on_dildo pussy_juice_on_pussy pussy_torture quadruple_amputee saliva saliva_on_ball_gag sex_toy sex_toy_in_pussy sex_toy_in_urethra sex_toy_insertion skindentation snout solo spikes spikes_(anatomy) spread_pussy spreading strapped_down stump_cap tail tail_head teeth unusual_anatomy unusual_tail urethra urethral urethral_penetration vaginal_penetration whip whip_mark wounded yellow_ears
anal anal_prolapse anal_sex animal_genitalia animal_penis balls big_balls big_penis bodily_fluids brown_bear claws coprophilic_intercourse cum cum_in_ass cum_in_prolapse cum_inside cum_on_balls cum_on_hand cum_on_penis dirty_anal disembodied_hand disembodied_penis duo erection feces feces_on_anus feces_on_balls feces_on_body feces_on_genitals feces_on_ground feces_on_hand feces_on_penis filth gay genital_fluids genitals grizzly_bear hair handjob handjob_while_penetrating kuruk_(character) lying male male_only mammal mane mane_hair on_side penetration penile penis prolapse prolapse_grab prolapse_penetration raised_leg scat sendar sex sheath slightly_chubby toe_claws ursid ursine ursine_penis
anal anal_prolapse anal_sex animal_genitalia animal_penis balls big_balls big_penis bodily_fluids brown_bear claws coprophilic_intercourse cum cum_in_ass cum_in_prolapse cum_inside cum_on_balls cum_on_hand cum_on_penis dirty_anal disembodied_hand disembodied_penis duo erection feces feces_on_anus feces_on_balls feces_on_body feces_on_genitals feces_on_ground feces_on_hand feces_on_penis filth gay genital_fluids genitals grizzly_bear hair handjob handjob_while_penetrating kuruk_(character) lying male male_only mammal mane mane_hair on_side penetration penile penis prolapse prolapse_grab prolapse_penetration raised_leg scat sendar sex sheath slightly_chubby toe_claws ursid ursine ursine_penis
1boy 1girls animal_ears animal_humanoid ass backsack balls big_breasts blue_eyes blue_hair breast_squish breasts capcom cat_ears cervical_penetration cervix cervix_inflation clenched_teeth color cum cum_in_prolapse cum_in_pussy cum_inside dark-skinned_male dark_skin darkstalkers dogu duo excessive_cum extreme_prolapse faceless_male fangs felicia_(darkstalkers) feline female flexible fucked_silly fur hair human hybrid inflation japanese japanese_text kemonomimi legs_behind_head looking_up lying male mammal on_back open_mouth orgasm pawpads paws penetration penis presenting presenting_hindquarters prolapse pussy small_breasts spread_legs spread_pussy spreading straight teeth text tongue tongue_out translation_request urethra vaginal_penetration video_games white_fur wrong_eye_color
1boy 1girls animal_ears animal_humanoid ass backsack balls big_breasts blue_eyes blue_hair breast_squish breasts capcom cat_ears cervical_penetration cervix cervix_inflation clenched_teeth color cum cum_in_prolapse cum_in_pussy cum_inside dark-skinned_male dark_skin darkstalkers dogu duo excessive_cum extreme_prolapse faceless_male fangs felicia_(darkstalkers) feline female flexible fucked_silly fur hair human hybrid inflation japanese japanese_text kemonomimi legs_behind_head looking_up lying male mammal on_back open_mouth orgasm pawpads paws penetration penis presenting presenting_hindquarters prolapse pussy small_breasts spread_legs spread_pussy spreading straight teeth text tongue tongue_out translation_request urethra vaginal_penetration video_games white_fur wrong_eye_color
1:1 3_toes after_anal after_sex anal_beads anal_prolapse andromorph anthro anus arches bodily_fluids cum cum_in_ass cum_in_prolapse cum_inside cuntboy detailed_background discarded_condom domestic_cat drawer feet felid feline felis genital_fluids genitals gluttonace grey_body heels hi_res inside intersex kabeshiri lube_bottle mammal pawpads photo prolapse pussy rosebud sex_toy signature soles solo through_wall toes trash_can
1:1 3_toes after_anal after_sex anal_beads anal_prolapse andromorph anthro anus arches bodily_fluids cum cum_in_ass cum_in_prolapse cum_inside cuntboy detailed_background discarded_condom domestic_cat drawer feet felid feline felis genital_fluids genitals gluttonace grey_body heels hi_res inside intersex kabeshiri lube_bottle mammal pawpads photo prolapse pussy rosebud sex_toy signature soles solo through_wall toes trash_can
1boy 1girls animal_ears animal_humanoid ass backsack balls big_breasts blue_eyes blue_hair breast_squish breasts capcom cat_ears cervical_penetration cervix color cum cum_explosion cum_in_prolapse cum_in_pussy cum_in_uterus cum_inside dark-skinned_male dark_skin darkstalkers dogu draining duo excessive_cum fangs felicia_(darkstalkers) feline female flexible fur hair human hybrid inflation japanese japanese_text kemonomimi legs_behind_head lying male mammal on_back open_mouth orgasm pawpads paws penetration penis presenting presenting_hindquarters prolapse pussy small_breasts spread_legs spread_pussy spreading straight text tongue tongue_out translation_request urethra uterus vaginal_penetration video_games white_fur yellow_cum
1boy 1girls animal_ears animal_humanoid ass backsack balls big_breasts blue_eyes blue_hair breast_squish breasts capcom cat_ears cervical_penetration cervix color cum cum_explosion cum_in_prolapse cum_in_pussy cum_in_uterus cum_inside dark-skinned_male dark_skin darkstalkers dogu draining duo excessive_cum fangs felicia_(darkstalkers) feline female flexible fur hair human hybrid inflation japanese japanese_text kemonomimi legs_behind_head lying male mammal on_back open_mouth orgasm pawpads paws penetration penis presenting presenting_hindquarters prolapse pussy small_breasts spread_legs spread_pussy spreading straight text tongue tongue_out translation_request urethra uterus vaginal_penetration video_games white_fur yellow_cum
3_toes 4_fingers absurd_res anal_prolapse anthro anus backsack balls bodily_fluids cum cum_in_prolapse cybernetics cyborg dr._pendulum dragon duo eyewear fingers genital_fluids genitals hi_res hyper_prolapse lancel_crescent lizard looking_back machine male male/male open_mouth penis pheonixbat prolapse prolapsejob purple_eyes reptile scalie toes
3_toes 4_fingers absurd_res anal_prolapse anthro anus backsack balls bodily_fluids cum cum_in_prolapse cybernetics cyborg dr._pendulum dragon duo eyewear fingers genital_fluids genitals hi_res hyper_prolapse lancel_crescent lizard looking_back machine male male/male open_mouth penis pheonixbat prolapse prolapsejob purple_eyes reptile scalie toes
anal anal_prolapse anal_sex animal_genitalia animal_penis anus balls big_balls big_penis bodily_fluids brown_bear coprophilic_intercourse cum cum_fart cum_in_ass cum_in_prolapse cum_inside cum_on_balls cum_on_hand cum_on_penis cum_squirting dirty_anal disembodied_hand disembodied_penis duo equine_penis erection feces feces_on_anus feces_on_balls feces_on_body feces_on_genitals feces_on_ground feces_on_hand feces_on_penis flared_penis gaping gaping_anus gay genital_fluids genitals grizzly_bear hair handjob handjob_while_penetrating kuruk_(character) lying male male_only mammal mane mane_hair on_side penetration penile penis prolapse prolapse_grab prolapse_penetration raised_leg scat sendar sex sheath slightly_chubby ursid ursine
anal anal_prolapse anal_sex animal_genitalia animal_penis anus balls big_balls big_penis bodily_fluids brown_bear coprophilic_intercourse cum cum_fart cum_in_ass cum_in_prolapse cum_inside cum_on_balls cum_on_hand cum_on_penis cum_squirting dirty_anal disembodied_hand disembodied_penis duo equine_penis erection feces feces_on_anus feces_on_balls feces_on_body feces_on_genitals feces_on_ground feces_on_hand feces_on_penis flared_penis gaping gaping_anus gay genital_fluids genitals grizzly_bear hair handjob handjob_while_penetrating kuruk_(character) lying male male_only mammal mane mane_hair on_side penetration penile penis prolapse prolapse_grab prolapse_penetration raised_leg scat sendar sex sheath slightly_chubby ursid ursine
anal anal_prolapse anal_sex animal_genitalia balls big_balls big_penis bodily_fluids brown_bear coprophilic_intercourse cum cum_in_ass cum_in_prolapse cum_inside cum_on_balls cum_on_hand cum_on_penis dirty_anal disembodied_hand disembodied_penis duo erection feces feces_on_anus feces_on_balls feces_on_body feces_on_genitals feces_on_ground feces_on_hand feces_on_penis gay genital_fluids genitals grizzly_bear hair handjob handjob_while_penetrating kuruk_(character) lying male male_only mammal mane mane_hair on_side penetration penile penis prolapse prolapse_grab prolapse_penetration raised_leg scat sendar sex sheath slightly_chubby ursid ursine
anal anal_prolapse anal_sex animal_genitalia balls big_balls big_penis bodily_fluids brown_bear coprophilic_intercourse cum cum_in_ass cum_in_prolapse cum_inside cum_on_balls cum_on_hand cum_on_penis dirty_anal disembodied_hand disembodied_penis duo erection feces feces_on_anus feces_on_balls feces_on_body feces_on_genitals feces_on_ground feces_on_hand feces_on_penis gay genital_fluids genitals grizzly_bear hair handjob handjob_while_penetrating kuruk_(character) lying male male_only mammal mane mane_hair on_side penetration penile penis prolapse prolapse_grab prolapse_penetration raised_leg scat sendar sex sheath slightly_chubby ursid ursine