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hurt

1futa 1girls akeno_himejima anal_hair anus arm_gloves armpit_hair armpits ass ass_length_hair ass_size_difference balls balls_deep belly belly_button big_areola big_ass big_body big_body_small_head big_breasts big_penis big_pussy bite_mark blue_hair breast_size_difference breasts breeding bruised buried chubby chubby_female creampie cum cum_drip cum_in_ass cum_in_pussy cum_inside cum_on_body dark_balls dark_genitals dark_nipples dark_penis darkened_genitalia dominant dominant_futanari dubious_consent dxd ejaculation excessive_cum excessive_pubic_hair explosion female functionally_nude functionally_nude_female functionally_nude_futanari futa_on_female futadom futanari futanari_penetrating genitalia gigantic_ass gigantic_breasts gigantic_penis gloves grotesque grotesque_genitals hairy hairy_anus hairy_armpits hairy_ass hairy_balls hairy_nipples hairy_penis hairy_pussy high_school_dxd highschool huge_ass huge_breasts huge_penis human hurt impregnation instant_loss_2koma inverted_nipples kiss_mark kissing_while_penetrating knee_length_hair large_ass large_breasts large_penis lewdcromulo long_hair long_penis marks mating_press montgomery_glands motion_lines navel nervous nipple_hair nude onomatopoeia penis penis_awe penis_in_pussy penis_poke plap poke_with_penis pubes pubes_on_skin pubic_hair pussy pussy_hair pussy_juice quivering red_hair rias_gremory sex size_difference slap_mark small_head smegma spanked steaming_body stockings stray_pubic_hair submissive submissive_female taint taller_female taller_girl testicles_clench text thighhighs uncensored vaginal_penetration veiny_breasts veiny_penis voluptuous

akeno_himejimaanal_hair

1man ai_generated anal anal_insertion anal_pain anal_sex anus artist_name asian asian_female ass ass_grab bed big_ass blush cock dialog dialogue dick doggy doggy_style english_dialogue english_text female grabbing_ass hurt juno_(overwatch) nude on_bed orange_jacket overwatch overwatch_2 pain pain_anal painful painful_anal painful_penetration penis_in_ass purple_hair pussy sex soulmantm space space_background talking teo_minh white_body white_skin

ai_generatedanal

1futa 1girls akeno_himejima anal_hair anus arm_gloves armpit_hair armpits ass ass_length_hair ass_size_difference balls balls_deep belly belly_button big_areola big_ass big_body big_body_small_head big_breasts big_penis big_pussy bite_mark blue_hair breast_size_difference breasts breeding bruised buried chubby chubby_female creampie cum cum_drip cum_in_ass cum_in_pussy cum_inside cum_on_body dark_balls dark_genitals dark_nipples dark_penis darkened_genitalia dominant dominant_futanari dubious_consent dxd ejaculation excessive_cum excessive_pubic_hair explosion female functionally_nude functionally_nude_female functionally_nude_futanari futa_on_female futadom futanari futanari_penetrating genitalia gigantic_ass gigantic_breasts gigantic_penis gloves grotesque grotesque_genitals hairy hairy_anus hairy_armpits hairy_ass hairy_balls hairy_nipples hairy_penis hairy_pussy high_school_dxd highschool huge_ass huge_breasts huge_penis human hurt impregnation instant_loss_2koma inverted_nipples kiss_mark kissing_while_penetrating knee_length_hair large_ass large_breasts large_penis lewdcromulo long_hair long_penis marks mating_press montgomery_glands motion_lines navel nervous nipple_hair nude onomatopoeia penis penis_awe penis_in_pussy penis_poke plap poke_with_penis pubes pubes_on_skin pubic_hair pussy pussy_hair pussy_juice quivering red_hair rias_gremory sex size_difference slap_mark small_head smegma spanked steaming_body stockings stray_pubic_hair submissive submissive_female taint taller_female taller_girl testicles_clench text thighhighs uncensored vaginal_penetration veiny_breasts veiny_penis voluptuous

akeno_himejimaanal_hair

2boys abuse abused_male abusive barely_clothed big_hands big_penis black_hoodie bleeding bleeding_from_anus blonde_hair blonde_hair_male blood blue_lock bruise brutal brutal_rape choked choking_marks crying crying_with_eyes_open dirty emetophilia fat_bastard father father_and_child father_and_son forced_anal forced_yaoi gay gay_anal gay_sex german_male hitting holding_legs hurt kaiser_michael looking_at_viewer male_rape_victim michael_kaiser older_man_and_younger_boy open_legs rape sadism small_penis tears_of_pain thrusting_into_ass yaoi younger_male

abuseabused_male

age_difference ai_generated anal anal_sex anal_sex bent_knees bent_legs bent_over blonde_female blonde_hair blonde_hair blonde_hair_female blue_eyes boss boss_and_employee boss_and_subordinate crying crying_with_eyes_open employee employee_uniform fast_food fat_man food forced_anal forced_sex hurt manager old_man older_male original_character pain painal pixar_style restaurant student_susie terror139 under_the_table unhappy unhappy_female uniform white_girl white_skin work_uniform workplace worried worried_expression

age_differenceai_generated

ai_generated anus ass ass_focus asshole bent_over boat breasts breasts_out crying crying_with_eyes_open doggy_style female fins fish fish_girl forced forced_sex green_eyes green_hair hurt interspecies legs legs_apart legs_spread monster monster_girl monster_tail nylvi ocean original_character pink_skin pov pussy scales screaming ship sweat sweatdrop sweating sweaty terror139 thighs tits_out vagina vaginal_insertion vaginal_penetration vaginal_sex water wet wet_body wet_skin zelfara_monster_girls

ai_generatedanus

after_anal after_oral after_rape after_sex ai_generated anal anal_sex anal_sex big_breasts blank_eyes blank_stare bleeding breasts breasts breasts_out brown_eyes cave crying cum cum_drip cum_in_ass cum_in_mouth cum_inside cum_on_body cum_on_breasts defeat defeated defeated_heroine dragon dragon_horns dragon_humanoid dripping dripping_cum forced forced_anal forced_sex hand_on_head hurt leaning_back long_hair monster monster_cock monster_rape naked naked_female open_clothes open_shirt orange_hair pain painal partially_clothed rape ripped_clothing sword_art_online terror139 thighs tits_out water white_skin yuuki_asuna

after_analafter_oral

ai_generated ass_up begging begging_for_mercy begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave choking choking_on_cock crying crying_with_eyes_open cum_in_mouth doggy_style dragon dragon_horns dragon_humanoid eyes_open face_fucking forced forced_sex front_view hurt legs legs_apart legs_spread long_hair looking_up monster monster_cock monster_rape naked naked_female on_floor open_clothes open_shirt oral oral_penetration oral_sex orange_hair pain painal partially_clothed prone prone_bone rape ripped_clothing scared scared_expression screaming sword_art_online terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedass_up

ai_generated anal anal_insertion anal_sex ass_up begging begging_for_mercy begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave choking choking_on_cock crying crying_with_eyes_open cum_in_mouth doggy_style dragon dragon_horns dragon_humanoid eyes_open face_fucking forced forced_anal forced_sex front_view hurt legs legs_apart legs_spread long_hair monster monster_cock monster_rape naked naked_female on_floor open_clothes open_shirt oral oral_penetration oral_sex orange_hair pain painal partially_clothed prone prone_bone rape ripped_clothing scared scared_expression screaming sword_art_online terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_insertion anal_sex ass_up begging begging_for_mercy begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave choking choking_on_cock crying crying_with_eyes_open cum_in_mouth doggy_style double_penetration dragon dragon_horns dragon_humanoid eyes_open face_fucking forced forced_anal forced_sex front_view hurt legs legs_apart legs_spread long_hair monster monster_cock monster_rape naked naked_female on_floor open_clothes open_shirt oral oral_penetration oral_sex orange_hair pain painal partially_clothed prone prone_bone rape ripped_clothing scared scared_expression screaming sword_art_online terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_insertion anal_sex ass_up begging begging_for_mercy begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave choking choking_on_cock crying crying_with_eyes_open cum_in_mouth doggy_style dragon dragon_horns dragon_humanoid eyes_open face_fucking forced forced_anal forced_sex front_view hurt legs legs_apart legs_spread long_hair monster monster_cock monster_rape naked naked_female on_floor open_clothes open_shirt oral oral_penetration oral_sex orange_hair pain painal partially_clothed prone prone_bone rape ripped_clothing scared scared_expression screaming sword_art_online terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_sex ass_up begging begging_for_mercy begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave closed_eyes crying crying_with_eyes_closed doggy_style dragon dragon_horns dragon_humanoid forced forced_anal forced_sex front_view hurt in_water interspecies legs legs_apart legs_spread long_hair monster monster_cock monster_rape naked naked_female open_clothes open_shirt orange_hair pain painal partially_clothed rape ripped_clothing scared scared_expression standing standing_doggy_style standing_sex sword_art_online teeth teeth_clenched terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_sex begging begging_for_mercy begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave closed_eyes crying crying_with_eyes_closed cum cum_covered cum_in_ass doggy_style dragon dragon_horns dragon_humanoid dripping_cum forced forced_anal forced_sex front_view hurt innocent interspecies legs legs_apart legs_spread long_hair monster monster_cock monster_rape naked naked_female on_floor open_clothes open_shirt orange_hair pain painal partially_clothed prone prone_bone rape ripped_clothing scared scared_expression screaming sword_art_online teeth teeth_clenched terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_sex ass_up begging begging_for_mercy begging_to_stop breasts breasts_out brown_eyes cave crying crying_with_eyes_open doggy_style dragon dragon_horns dragon_humanoid eyes_open forced forced_anal forced_sex hurt interspecies legs legs_apart legs_spread long_hair monster monster_cock monster_rape naked naked_female on_floor open_clothes open_shirt pain painal partially_clothed prone prone_bone rape ripped_clothing scared scared_expression screaming teeth teeth_clenched terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_sex ass_up begging begging_for_mercy begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave closed_eyes crying crying_with_eyes_closed cum cum_in_ass cum_inside cum_on_body doggy_style dragon dragon_horns dragon_humanoid forced forced_anal forced_sex front_view hurt interspecies legs_up long_hair monster monster_cock monster_rape naked naked_female on_floor open_clothes open_shirt orange_hair pain painal partially_clothed pinned_down prone prone_bone rape ripped_clothing screaming sword_art_online teeth teeth_clenched terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_sex ass_up begging begging_for_mercy begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave closed_eyes crying crying_with_eyes_closed doggy_style dragon dragon_horns dragon_humanoid forced forced_anal forced_sex front_view hurt interspecies legs_up long_hair monster monster_cock monster_rape naked naked_female on_floor open_clothes open_shirt orange_hair pain painal partially_clothed prone prone_bone rape ripped_clothing screaming sword_art_online teeth teeth_clenched terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_sex begging begging_for_mercy begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave closed_eyes crying crying_with_eyes_closed dragon dragon_horns dragon_humanoid forced forced_anal forced_sex hurt interspecies legs_up long_hair monster monster_cock monster_rape naked naked_female on_floor open_clothes open_shirt orange_hair pain painal partially_clothed prone prone_bone rape ripped_clothing screaming sword_art_online terror139 thighs tits_out water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_sex arms_above_head begging begging_to_stop big_breasts bleeding breasts breasts_out brown_eyes cave closed_eyes crying crying_with_eyes_closed dragon dragon_horns dragon_humanoid forced forced_anal forced_sex held_down hurt interspecies legs_up long_hair monster monster_cock monster_rape naked naked_female on_back open_clothes open_shirt orange_hair pain painal partially_clothed pov rape ripped_clothing screaming sword_art_online terror139 thighs tits_out toned toned_belly toned_female toned_legs toned_stomach water white_skin yuuki_asuna

ai_generatedanal

ai_generated anal anal_sex big_breasts bleeding breasts breasts_out brown_eyes cave crying crying_with_eyes_open dragon dragon_horns dragon_humanoid forced forced_anal forced_sex huge_cock hurt interspecies long_hair monster monster_cock monster_rape on_back open_clothes open_shirt orange_hair pain painal pov pov_crotch rape ripped_clothing sweat sweatdrop sweating sweaty sword_art_online teeth terror139 too_big water white_skin yuuki_asuna

ai_generatedanal

3d 4_toes alstri anthro big_penis blue_eyes breasts cuntbusting dragon feet female furry goat gray_fur gray_hair horns hurt hurt_expression long_tail male maledom muscular muscular_male no_panties nude nude_male penis pseudoregalia pussy_torture rithe simple_background sword sybil_(pseudoregalia) tail thick_thighs violence weapon

1girls 2d amber_(amber_embraces) amber_embraces bandage bandages beauty_mark big_breasts blush bottomless bottomless_female breasts breasts_out choker clenched_teeth closed_eyes endured_face fangs fell_down female female_focus female_only game_cg goblin goblin_female green_body green_skin hervi hurt imminent_rape imminent_sex long_ears missionary_position mole mole_above_mouth monster monster_girl nipples pussy rape rpg_maker scar sharp_ears sharp_nails sharp_teeth short_hair shortstack spread_legs tomboy topless topless_female transparent_background

amber_(amber_embraces)amber_embraces

anal_sex black_body blocky_body blush bodily_fluids broken crying cunnilingus discomfort drool drooling female folly_(regretevator) forced genital_fluids genitals hurt hurt_expression hurting incest male mr_(regretevator) non-con non-consensual non-human non_con noncon nonconsensual null_(regretevator) party_hat party_horn penetration poob_(regretevator) pubic_hair rape raped red_eyes regretevator ripped_clothing roblox roblox_game robloxian saliva size_difference tagme_(artist) tears tongue_out vaginal_fluids vaginal_juices visible_pussy wet yellow_body yellow_pupils

anal_sexblack_body

1girls afraid ai_generated anal anal_sex android battle begging_for_mercy begging_to_stop breasts breasts_out crying crying_with_eyes_open cum cum_in_ass cum_inside cum_on_body cum_on_breasts forced forced_sex hurt legs mech_unit_jenv13 missionary missionary_position on_back original_character pain pink_eyes pink_hair pov pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack war worried

afraidai_generated

1girls afraid ai_generated anal anal_sex anal_sex android battle begging_for_mercy begging_to_stop bent_over crying crying_with_eyes_open cum_in_ass doggy_style doggy_style forced forced_sex hurt legs mech_unit_jenv13 original_character pain pink_eyes pink_hair pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack war worried

afraidai_generated

afraid ai_generated anal anal_creampie anal_insertion anal_penetration anal_sex android battle begging_for_mercy begging_to_stop crying crying_with_eyes_open cum_in_ass forced forced_sex hurt legs legs_spread mech_unit_jenv13 on_back original_character pain painal pink_eyes pink_hair pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack war worried

afraidai_generated

1girls afraid ai_generated anal anal_sex android battle begging_for_mercy begging_to_stop crying crying_with_eyes_open cum cum_in_ass cum_inside cum_on_body cum_on_breasts cum_on_face forced forced_sex gangbang gangrape handjob hurt hypnotic_eyes hypnotized_sex legs mech_unit_jenv13 on_back oral oral_creampie oral_penetration oral_sex original_character pain painal pink_eyes pink_hair pov pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack war worried

afraidai_generated

afraid ai_generated anal anal_insertion anal_sex android battle begging_for_mercy begging_to_stop crying crying_with_eyes_open cum_in_ass forced forced_sex hurt legs legs_apart legs_spread mech_unit_jenv13 missionary missionary_position on_back original_character pain painal pink_eyes pink_hair pov pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack war worried

afraidai_generated

1girls afraid ai_generated anal anal_sex anal_sex android battle begging_for_mercy begging_to_stop crying crying_with_eyes_open cum cum_in_ass cum_in_ass cum_inside cum_on_body cum_on_breasts cum_on_face forced forced_anal forced_sex gangbang gangrape handjob hurt legs mech_unit_jenv13 on_back oral oral_sex original_character pain painal pink_eyes pink_hair pov pussy rape riding riding_penis robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy sword_in_ass terror139 thighs under_attack vaginal_penetration vaginal_penetration vaginal_sex war worried

afraidai_generated

1girls afraid ai_generated anal anal_sex anal_sex android battle begging_for_mercy begging_to_stop crying crying_with_eyes_open cum cum_in_ass cum_in_ass cum_inside cum_on_body cum_on_breasts forced forced_sex gangbang gangrape handjob hurt legs mech_unit_jenv13 on_back original_character pain pink_eyes pink_hair pov pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack vaginal_creampie vaginal_insertion vaginal_penetration vaginal_penetration vaginal_sex war worried

afraidai_generated

1girls afraid ai_generated anal anal_sex anal_sex android arm_grab battle begging_for_mercy begging_to_stop bent_over crying crying_with_eyes_open cum cum_in_ass cum_in_ass cum_in_pussy cum_inside cum_on_body cum_on_face doggy_style double_penetration forced forced_sex gangbang gangrape grabbing grabbing_arm hurt legs mech_unit_jenv13 on_knees oral oral_penetration oral_sex original_character pain pink_eyes pink_hair pov pulling pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack vaginal_creampie vaginal_insertion vaginal_penetration vaginal_sex war worried

afraidai_generated

1girls afraid ai_generated anal anal_creampie anal_insertion anal_penetration anal_sex android battle begging_for_mercy begging_to_stop crying crying_with_eyes_open cum cum_in_ass cum_inside cum_on_body cum_on_breasts cum_on_face forced forced_sex gangbang gangrape handjob hurt legs mech_unit_jenv13 on_back original_character pain pink_eyes pink_hair pov pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack war worried

afraidai_generated

afraid ai_generated anal anal_insertion anal_sex anal_sex android battle begging_for_mercy begging_to_stop crying crying_with_eyes_open cum_in_ass double_penetration forced forced_oral forced_sex gangbang gangrape hurt legs mech_unit_jenv13 oral oral_sex original_character pain pink_eyes pink_hair pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy sword terror139 thighs under_attack vaginal_creampie vaginal_insertion vaginal_penetration vaginal_sex war worried

afraidai_generated

afraid ai_generated anal anal_sex android battle begging_for_mercy begging_to_stop crying crying_with_eyes_open forced forced_anal forced_sex held_up hurt legs mech_unit_jenv13 original_character pain painal pink_eyes pink_hair pussy rape riding riding_penis robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack war worried

afraidai_generated

afraid ai_generated android battle begging_for_mercy begging_to_stop bent_over crying crying_with_eyes_open doggy_style doggy_style forced forced_sex hurt legs mech_unit_jenv13 original_character pain pink_eyes pink_hair pussy rape robot robot_girl robot_humanoid robot_joints robot_penis robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack vaginal_insertion vaginal_penetration vaginal_sex war worried

afraidai_generated

afraid ai_generated android battle begging_for_mercy begging_to_stop blaster crying crying_with_eyes_open cum cum_drip cum_everywhere cum_in_pussy cum_inside cum_on_body cum_on_face forced forced_sex gun hurt legs mech_unit_jenv13 missionary_position on_back original_character pain pink_eyes pink_hair pinned pinned_down pussy rape robot robot_girl robot_humanoid robot_joints robotic_arm robotic_legs scared screaming shaved_pussy terror139 thighs under_attack vagina vaginal_creampie vaginal_penetration vaginal_sex war worried

afraidai_generated

2025 ai_generated anal anal_sex arms_behind_back beautiful bed bedroom begging begging_for_mercy begging_for_more begging_to_stop big_breasts big_nipples blue_eyes blue_hair blush breasts breasts_out cowgirl_position crowd crying crying_with_eyes_open cum cum_in_ass cum_in_pussy cum_inside female female_focus female_only grabbing grabbing_bed happy horny hugging hugging_while_having_sex hurt kissing legs legs_apart love missionary_position nipples nude nude_female obedience public public_exposure public_nudity public_sex rape raped re:zero_kara_hajimeru_isekai_seikatsu rem_(re:zero) scream screaming seductive smile soprano_r34 tits_out torso_grab vaginal_penetration vaginal_sex young_girl young_man

ai_generatedanal

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