historyia best from all time

Time frame

historyia

against_wall ai_generated blonde_hair breasts_out constricted_pupils elf elf_ears fellatio forced_oral goblin goblin_male historyia irrumatio original original_character peasant_dress pointy_ears rape scared sex smaller_male spitroast tears triple_penetration wide_eyed wide_eyes witch_gem_disaster
against_wall ai_generated blonde_hair breasts_out constricted_pupils elf elf_ears fellatio forced_oral goblin goblin_male historyia irrumatio original original_character peasant_dress pointy_ears rape scared sex smaller_male spitroast tears triple_penetration wide_eyed wide_eyes witch_gem_disaster
ai_generated breasts breasts_out clenched_teeth demon drool drooling glasses hairband hand_on_another's_head historyia interracial large_insertion on_back on_floor original original_character pushed_down rape rolling_eyes rough_sex scared scared_expression school_uniform sex short_hair spread_legs stomach_bulge tearing_up tears teenage_girl teenager vaginal_penetration wide_eyed younger_female
ai_generated breasts breasts_out clenched_teeth demon drool drooling glasses hairband hand_on_another's_head historyia interracial large_insertion on_back on_floor original original_character pushed_down rape rolling_eyes rough_sex scared scared_expression school_uniform sex short_hair spread_legs stomach_bulge tearing_up tears teenage_girl teenager vaginal_penetration wide_eyed younger_female
ai_generated bottomless breast_sucking breasts_out fellatio forced_oral goblin goblin_male gym_storeroom gym_uniform historyia irrumatio large_breasts lying no_bra on_back oral original original_character pussy rape school sex shirt_lift spread_legs tears witch_gem_disaster
ai_generated bottomless breast_sucking breasts_out fellatio forced_oral goblin goblin_male gym_storeroom gym_uniform historyia irrumatio large_breasts lying no_bra on_back oral original original_character pussy rape school sex shirt_lift spread_legs tears witch_gem_disaster
ai_generated blonde_hair breasts_out cleavage crying crying_with_eyes_open goblin goblin_male historyia long_hair missionary_position on_back on_table open_mouth original original_character peasant_dress rape rough_sex scared screaming stomach_bulge tears wide_eyed witch_gem_disaster
ai_generated blonde_hair breasts_out cleavage crying crying_with_eyes_open goblin goblin_male historyia long_hair missionary_position on_back on_table open_mouth original original_character peasant_dress rape rough_sex scared screaming stomach_bulge tears wide_eyed witch_gem_disaster
ai_generated blonde_hair bouncing_breasts crying crying_with_eyes_open deepthroat fellatio goblin goblin_male historyia irrumatio long_hair male/female nude on_back on_table oral original original_character rape rolling_eyes rough_sex scared spitroast straight sword_swallowing_position tears upside-down witch_gem_disaster
ai_generated blonde_hair bouncing_breasts crying crying_with_eyes_open deepthroat fellatio goblin goblin_male historyia irrumatio long_hair male/female nude on_back on_table oral original original_character rape rolling_eyes rough_sex scared spitroast straight sword_swallowing_position tears upside-down witch_gem_disaster
1boy 1girls ai_generated arms_up assisted_rape bouncing_breasts breast_grab breasts crying crying_with_eyes_open cum cum_in_pussy cum_inside cum_on_face defeated defeated_heroine female female_penetrated goblin goblin_male historyia humanoid humanoid_penetrating large_breasts looking_at_viewer male male/female male_penetrating male_penetrating_female male_pov missionary_position naked on_back on_ground original original_character outdoors pov rape sex short_hair tears the_summoned vaginal_penetration
1boy 1girls ai_generated arms_up assisted_rape bouncing_breasts breast_grab breasts crying crying_with_eyes_open cum cum_in_pussy cum_inside cum_on_face defeated defeated_heroine female female_penetrated goblin goblin_male historyia humanoid humanoid_penetrating large_breasts looking_at_viewer male male/female male_penetrating male_penetrating_female male_pov missionary_position naked on_back on_ground original original_character outdoors pov rape sex short_hair tears the_summoned vaginal_penetration
1girls ai_generated assisted_rape bed bouncing_breasts fellatio forced_oral goblin goblin_male historyia imminent_rape imminent_sex irrumatio legs_up lying original original_character rape scared sex short_hair shorts shorts_pull witch_gem_disaster
1girls ai_generated assisted_rape bed bouncing_breasts fellatio forced_oral goblin goblin_male historyia imminent_rape imminent_sex irrumatio legs_up lying original original_character rape scared sex short_hair shorts shorts_pull witch_gem_disaster
1girls ai_generated breast_sucking breasts curvy goblin goblin_male historyia nude on_back on_floor original original_character rape spitroast
1girls ai_generated breast_sucking breasts curvy goblin goblin_male historyia nude on_back on_floor original original_character rape spitroast
1boy 1girls ai_generated all_fours anal anal_penetration anal_sex crying crying_with_eyes_open cum cum_in_ass cum_in_mouth cum_inside cum_splatter cum_through demon doggy_style excessive_cum female female_penetrated from_behind_position hairband historyia humanoid humanoid_penetrating interracial male male/female male_penetrating male_penetrating_female on_floor original original_character rape scared sex short_hair tears teenage_girl teenager tongue tongue_out top-down_bottom-up wide_eyed younger_female
1boy 1girls ai_generated all_fours anal anal_penetration anal_sex crying crying_with_eyes_open cum cum_in_ass cum_in_mouth cum_inside cum_splatter cum_through demon doggy_style excessive_cum female female_penetrated from_behind_position hairband historyia humanoid humanoid_penetrating interracial male male/female male_penetrating male_penetrating_female on_floor original original_character rape scared sex short_hair tears teenage_girl teenager tongue tongue_out top-down_bottom-up wide_eyed younger_female
ai_generated all_fours all_the_way_through cum cum_drip cum_in_mouth cum_in_pussy cum_inside cum_overflow cum_pool cum_splatter cumflated_belly cumflation historyia inflation labcoat laboratory multiple_girls open_clothes open_labcoat original original_character rape standing tentacle tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex wide_eyed
ai_generated all_fours all_the_way_through cum cum_drip cum_in_mouth cum_in_pussy cum_inside cum_overflow cum_pool cum_splatter cumflated_belly cumflation historyia inflation labcoat laboratory multiple_girls open_clothes open_labcoat original original_character rape standing tentacle tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex wide_eyed
after_rape after_sex ai_generated bed breasts breasts_apart closed_eyes cum_in_mouth cum_in_pussy cum_inside historyia large_breasts naked nude on_back on_bed original original_character passed_out short_hair spread_legs the_summoned
after_rape after_sex ai_generated bed breasts breasts_apart closed_eyes cum_in_mouth cum_in_pussy cum_inside historyia large_breasts naked nude on_back on_bed original original_character passed_out short_hair spread_legs the_summoned
ai_generated all_fours bent_over crying crying_with_eyes_open cum cum_drip cum_inside cum_pool cumflated_belly cumflation doggy_style excessive_cum from_behind_position hand_on_another's_head hanging_breasts historyia inflation minotaur on_floor original original_character rape red_hair rough_sex stomach_bulge tears the_summoned top-down_bottom-up top_down_bottom_up
ai_generated all_fours bent_over crying crying_with_eyes_open cum cum_drip cum_inside cum_pool cumflated_belly cumflation doggy_style excessive_cum from_behind_position hand_on_another's_head hanging_breasts historyia inflation minotaur on_floor original original_character rape red_hair rough_sex stomach_bulge tears the_summoned top-down_bottom-up top_down_bottom_up
against_wall ai_generated constricted_pupils elf elf_ears fellatio forced_oral goblin goblin_male historyia irrumatio male/female original original_character peasant_dress pointy_ears rape scared sex smaller_male straight wide_eyed wide_eyes witch_gem_disaster
against_wall ai_generated constricted_pupils elf elf_ears fellatio forced_oral goblin goblin_male historyia irrumatio male/female original original_character peasant_dress pointy_ears rape scared sex smaller_male straight wide_eyed wide_eyes witch_gem_disaster
ai_generated blonde_hair bouncing_breasts crying crying_with_eyes_open goblin goblin_male historyia long_hair male/female nude on_back on_table open_mouth original original_character rape rough_sex scared straight tears upside-down wide_eyed witch_gem_disaster
ai_generated blonde_hair bouncing_breasts crying crying_with_eyes_open goblin goblin_male historyia long_hair male/female nude on_back on_table open_mouth original original_character rape rough_sex scared straight tears upside-down wide_eyed witch_gem_disaster
ai_generated alice_in_wonderland alice_liddell blonde_hair breast_sucking breasts completely_nude crying crying_with_eyes_open cum_in_pussy cum_inside cum_splatter historyia imminent_vore multiple_anal_insertions mushroom mushrooms nude on_back on_ground original original_character plant plant_monster plant_tentacle spread_legs sucking_tentacles suspended_via_tentacles tears teenage_girl tentacle tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles_in_ass tentacles_in_pussy vaginal_penetration woods younger_female
ai_generated alice_in_wonderland alice_liddell blonde_hair breast_sucking breasts completely_nude crying crying_with_eyes_open cum_in_pussy cum_inside cum_splatter historyia imminent_vore multiple_anal_insertions mushroom mushrooms nude on_back on_ground original original_character plant plant_monster plant_tentacle spread_legs sucking_tentacles suspended_via_tentacles tears teenage_girl tentacle tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles_in_ass tentacles_in_pussy vaginal_penetration woods younger_female
after_rape after_sex ai_generated anthro blonde_hair breasts closed_eyes completely_nude covered_in_cum crying crying_with_eyes_open cum_drip cum_dripping cum_everywhere cum_in_mouth cum_spurt curled_up fetal_position historyia little_red_riding_hood nude on_floor on_side original original_character pussy rape scared scared_expression sex tears teenage_girl wolf younger_female
after_rape after_sex ai_generated anthro blonde_hair breasts closed_eyes completely_nude covered_in_cum crying crying_with_eyes_open cum_drip cum_dripping cum_everywhere cum_in_mouth cum_spurt curled_up fetal_position historyia little_red_riding_hood nude on_floor on_side original original_character pussy rape scared scared_expression sex tears teenage_girl wolf younger_female
ai_generated big_breasts cum cum_in_mouth cum_on_breasts cum_on_face deepthroat fellatio goblin goblin_male head_back historyia irrumatio lying lying_on_back nude oral oral_penetration original original_character pale_skin rape sleeping sword_swallowing_position throat_bulge throat_fuck tongue upside-down upside_down_fellatio vampire
ai_generated big_breasts cum cum_in_mouth cum_on_breasts cum_on_face deepthroat fellatio goblin goblin_male head_back historyia irrumatio lying lying_on_back nude oral oral_penetration original original_character pale_skin rape sleeping sword_swallowing_position throat_bulge throat_fuck tongue upside-down upside_down_fellatio vampire
1girls :>= ai_generated ankle_grab anus assisted_rape bed bouncing_breasts colored_skin fellatio folded forced_oral goblin goblin_male green_skin historyia huge_breasts imminent_rape interspecies irrumatio legs_up light-skinned_female light_skin lying lying_on_back multiple_boys on_back on_bed original original_character pussy rape restrained scared short_hair shorts shorts_pull throat_swabbing wide_eyed witch_gem_disaster wrist_grab
1girls :>= ai_generated ankle_grab anus assisted_rape bed bouncing_breasts colored_skin fellatio folded forced_oral goblin goblin_male green_skin historyia huge_breasts imminent_rape interspecies irrumatio legs_up light-skinned_female light_skin lying lying_on_back multiple_boys on_back on_bed original original_character pussy rape restrained scared short_hair shorts shorts_pull throat_swabbing wide_eyed witch_gem_disaster wrist_grab
after_rape after_sex ai_generated blonde_hair broken_rape_victim cum cum_in_mouth cum_inside cumflated_belly cumflation empty_eyes female goblin goblin_male historyia inflation long_hair nude on_back on_table open_mouth original original_character solo_female tears upside-down witch_gem_disaster
after_rape after_sex ai_generated blonde_hair broken_rape_victim cum cum_in_mouth cum_inside cumflated_belly cumflation empty_eyes female goblin goblin_male historyia inflation long_hair nude on_back on_table open_mouth original original_character solo_female tears upside-down witch_gem_disaster
ai_generated blonde_hair bouncing_breasts breast_grab cum cum_in_mouth cum_inside cumflated_belly cumflation goblin goblin_male historyia inflation long_hair male/female nude on_back on_table open_mouth original original_character rape rough_sex scared spitroast stomach_bulge straight sword_swallowing_position tears upside-down wide_eyed witch_gem_disaster
ai_generated blonde_hair bouncing_breasts breast_grab cum cum_in_mouth cum_inside cumflated_belly cumflation goblin goblin_male historyia inflation long_hair male/female nude on_back on_table open_mouth original original_character rape rough_sex scared spitroast stomach_bulge straight sword_swallowing_position tears upside-down wide_eyed witch_gem_disaster
ai_generated blue_hair excessive_cum goblin goblin_male gritted_teeth gym historyia male/female original original_character policewoman rape rolling_eyes stomach_bulge straight tears thong top-down_bottom-up topless twintails witch_gem_disaster
ai_generated blue_hair excessive_cum goblin goblin_male gritted_teeth gym historyia male/female original original_character policewoman rape rolling_eyes stomach_bulge straight tears thong top-down_bottom-up topless twintails witch_gem_disaster
ai_generated breasts breasts_out demon glasses hairband hand_on_another's_head historyia imminent_rape interracial on_back on_floor original original_character pushed_down scared scared_expression school_uniform short_hair spread_legs tearing_up tears teenage_girl teenager wide_eyed younger_female
ai_generated breasts breasts_out demon glasses hairband hand_on_another's_head historyia imminent_rape interracial on_back on_floor original original_character pushed_down scared scared_expression school_uniform short_hair spread_legs tearing_up tears teenage_girl teenager wide_eyed younger_female
ai_generated beauty_mark cameltoe cfnm clothed_female_nude_male curvy fellatio female flexible forced_oral gangbang goblin goblin_male group_sex gym_clothes historyia huge_breasts irrumatio larger_female leggings legs_held_up legs_up monster monster_rape oral_rape original original_character outdoors plump_labia rape sex skin_tight small_dom_big_sub smaller_male sports_bra street thick twin_braids wide_eyed wide_hips yoga_pants
ai_generated beauty_mark cameltoe cfnm clothed_female_nude_male curvy fellatio female flexible forced_oral gangbang goblin goblin_male group_sex gym_clothes historyia huge_breasts irrumatio larger_female leggings legs_held_up legs_up monster monster_rape oral_rape original original_character outdoors plump_labia rape sex skin_tight small_dom_big_sub smaller_male sports_bra street thick twin_braids wide_eyed wide_hips yoga_pants
ai_generated alice_in_wonderland alice_liddell blonde_hair breast_sucking breasts completely_nude crying crying_with_eyes_open cum_in_pussy cum_inside cum_splatter forrest historyia large_insertion multiple_anal_insertions mushroom mushrooms nude on_back on_ground original original_character outdoors plant plant_monster plant_tentacle pussy spread_legs sucking_tentacles suspended_via_tentacles tears teenage_girl tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles_in_ass tentacles_in_pussy vaginal_penetration woods younger_female
ai_generated alice_in_wonderland alice_liddell blonde_hair breast_sucking breasts completely_nude crying crying_with_eyes_open cum_in_pussy cum_inside cum_splatter forrest historyia large_insertion multiple_anal_insertions mushroom mushrooms nude on_back on_ground original original_character outdoors plant plant_monster plant_tentacle pussy spread_legs sucking_tentacles suspended_via_tentacles tears teenage_girl tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles_in_ass tentacles_in_pussy vaginal_penetration woods younger_female
ai_generated bed blonde_hair bondage bouncing_breasts breasts crying crying_with_eyes_open cum_in_pussy cum_inside fat_old_man historyia large_breasts male missionary_position on_back on_bed original original_character penis rape shackled shackles slave tears the_summoned
ai_generated bed blonde_hair bondage bouncing_breasts breasts crying crying_with_eyes_open cum_in_pussy cum_inside fat_old_man historyia large_breasts male missionary_position on_back on_bed original original_character penis rape shackled shackles slave tears the_summoned
ai_generated blue_hair cheek_bulge cum_in_mouth deepthroat excessive_cum forced_oral goblin goblin_male gym historyia irrumatio male/female original original_character policewoman straight tears throat_bulge topless twintails witch_gem_disaster
ai_generated blue_hair cheek_bulge cum_in_mouth deepthroat excessive_cum forced_oral goblin goblin_male gym historyia irrumatio male/female original original_character policewoman straight tears throat_bulge topless twintails witch_gem_disaster
ai_generated alice_in_wonderland alice_liddell blonde_hair breast_sucking breasts completely_nude cum_in_pussy cum_inside cum_splatter historyia multiple_anal_insertions mushroom mushrooms nude on_back on_ground original original_character plant plant_tentacle spread_legs sucking_tentacles suspended_via_tentacles teenage_girl tentacle tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles_in_ass tentacles_in_pussy vaginal_penetration woods younger_female
ai_generated alice_in_wonderland alice_liddell blonde_hair breast_sucking breasts completely_nude cum_in_pussy cum_inside cum_splatter historyia multiple_anal_insertions mushroom mushrooms nude on_back on_ground original original_character plant plant_tentacle spread_legs sucking_tentacles suspended_via_tentacles teenage_girl tentacle tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles_in_ass tentacles_in_pussy vaginal_penetration woods younger_female
after_rape after_sex ai_generated blonde_hair breast_expansion breasts breasts_out crying crying_with_eyes_open cum cum_inside cum_on_face cum_string cumflated_belly cumflation facial historyia inflation lactation large_breasts naked nude on_ground original original_character penis_tentacles ponytail pussy rape surprised tears tentacle tentacle_around_arm tentacle_around_leg tentacle_in_ass tentacle_sex the_summoned
after_rape after_sex ai_generated blonde_hair breast_expansion breasts breasts_out crying crying_with_eyes_open cum cum_inside cum_on_face cum_string cumflated_belly cumflation facial historyia inflation lactation large_breasts naked nude on_ground original original_character penis_tentacles ponytail pussy rape surprised tears tentacle tentacle_around_arm tentacle_around_leg tentacle_in_ass tentacle_sex the_summoned
ai_generated anal bed bouncing_breasts breast_press breasts crying crying_with_eyes_open cum_in_mouth cum_inside doggy_style double_penetration empty_eyes fellatio gangbang gangrape group hand_on_another's_head historyia large_breasts naked nude on_bed original original_character prison_guard_position rape rough_sex short_hair spitroast submissive tears the_summoned triple_penetration
ai_generated anal bed bouncing_breasts breast_press breasts crying crying_with_eyes_open cum_in_mouth cum_inside doggy_style double_penetration empty_eyes fellatio gangbang gangrape group hand_on_another's_head historyia large_breasts naked nude on_bed original original_character prison_guard_position rape rough_sex short_hair spitroast submissive tears the_summoned triple_penetration
ai_generated all_fours bent_over crying crying_with_eyes_open doggy_style from_behind_position hand_on_another's_head historyia minotaur on_floor original original_character rape red_hair rough_sex stomach_bulge tears the_summoned top-down_bottom-up
ai_generated all_fours bent_over crying crying_with_eyes_open doggy_style from_behind_position hand_on_another's_head historyia minotaur on_floor original original_character rape red_hair rough_sex stomach_bulge tears the_summoned top-down_bottom-up
ai_generated breasts breasts_out completely_nude crying crying_with_eyes_open historyia nude original original_character rape red_hair spitroast spread_legs suspended_via_tentacles tearing_up tears tentacle tentacle tentacle_around_arm tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacles_around_legs tentacles_in_ass the_summoned wide_eyed
ai_generated breasts breasts_out completely_nude crying crying_with_eyes_open historyia nude original original_character rape red_hair spitroast spread_legs suspended_via_tentacles tearing_up tears tentacle tentacle tentacle_around_arm tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacles_around_legs tentacles_in_ass the_summoned wide_eyed
ai_generated breast_sucking female goblin goblin_male historyia maid maid_headdress maid_uniform on_back on_floor original original_character panties_aside spread_legs tan tears torn_clothes
ai_generated breast_sucking female goblin goblin_male historyia maid maid_headdress maid_uniform on_back on_floor original original_character panties_aside spread_legs tan tears torn_clothes
1boy 1girls 2d ai_generated all_fours anal anal_penetration anal_sex crying crying_with_eyes_open cum cum_drip cum_dripping cum_in_mouth cum_inside cum_overflow cum_splatter cum_through cumflated_belly cumflation demon doggy_style excessive_cum female female_penetrated from_behind_position hairband historyia humanoid humanoid_penetrating inflation interspecies male male/female male_penetrating male_penetrating_female on_floor original original_character rape rolling_eyes scared sex short_hair tears teenage_girl teenager tongue tongue_out top-down_bottom-up younger_female
1boy 1girls 2d ai_generated all_fours anal anal_penetration anal_sex crying crying_with_eyes_open cum cum_drip cum_dripping cum_in_mouth cum_inside cum_overflow cum_splatter cum_through cumflated_belly cumflation demon doggy_style excessive_cum female female_penetrated from_behind_position hairband historyia humanoid humanoid_penetrating inflation interspecies male male/female male_penetrating male_penetrating_female on_floor original original_character rape rolling_eyes scared sex short_hair tears teenage_girl teenager tongue tongue_out top-down_bottom-up younger_female
after_sex ai_generated arms_up big_breasts blush breasts_apart completely_nude cum cum_in_mouth cum_in_pussy cum_inside cum_overflow cum_pool cum_spurt cumflated_belly cumflation goth goth_girl half-closed_eyes historyia inflation lying lying_on_back lying_on_bed nude on_back on_bed original original_character red_eyes
after_sex ai_generated arms_up big_breasts blush breasts_apart completely_nude cum cum_in_mouth cum_in_pussy cum_inside cum_overflow cum_pool cum_spurt cumflated_belly cumflation goth goth_girl half-closed_eyes historyia inflation lying lying_on_back lying_on_bed nude on_back on_bed original original_character red_eyes
ai_generated blonde_hair breast_sucking breasts goblin goblin_male half-closed_eyes historyia original original_character pussy rape restrained sex smaller_male spitroast spread_legs tears witch_gem_disaster
ai_generated blonde_hair breast_sucking breasts goblin goblin_male half-closed_eyes historyia original original_character pussy rape restrained sex smaller_male spitroast spread_legs tears witch_gem_disaster
ai_generated alice_in_wonderland alice_liddell blonde_hair breasts completely_nude cum_in_pussy cum_inside cum_splatter historyia multiple_anal_insertions mushroom mushrooms nude on_back on_ground original original_character plant plant_tentacle spread_legs suspended_via_tentacles teenage_girl tentacle tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles_in_ass tentacles_in_pussy vaginal_penetration woods younger_female
ai_generated alice_in_wonderland alice_liddell blonde_hair breasts completely_nude cum_in_pussy cum_inside cum_splatter historyia multiple_anal_insertions mushroom mushrooms nude on_back on_ground original original_character plant plant_tentacle spread_legs suspended_via_tentacles teenage_girl tentacle tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles_in_ass tentacles_in_pussy vaginal_penetration woods younger_female