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1988

1980s 1988 1girls 20th_century ass bathing blonde_hair breasts cherry_poptart cherry_poptart_(comic) comic dressing dressing_up hair_dryer larry_welz messy_hair naked naked_female nipples nude nude_female ragged_clothing shower showering solo_female straight_hair talking_to_viewer wet wet_skin
1980s 1988 1girls 20th_century ass bathing blonde_hair breasts cherry_poptart cherry_poptart_(comic) comic dressing dressing_up hair_dryer larry_welz messy_hair naked naked_female nipples nude nude_female ragged_clothing shower showering solo_female straight_hair talking_to_viewer wet wet_skin
1980s 1988 1girls 2boys bound bound_wrists cap censored clothed clothing crying crying_with_eyes_open deepthroat doujinshi english_text falling female gag gagging game_over gloves greyscale hand_on_leg hat highres horikawa_gorou interspecies irrumatio koopa_troopa long_hair male mario mario_(series) monochrome multiple_boys muscles muscular muscular_male musical_note nintendo note_block nude oral penis princess princess_peach running saliva saliva_drip saliva_trail scan shoes short_hair slave sound_effects super_mario_bros. super_mario_bros._(nes) tears text translated warp_pipe zip-a-tone
1980s 1988 1girls 2boys bound bound_wrists cap censored clothed clothing crying crying_with_eyes_open deepthroat doujinshi english_text falling female gag gagging game_over gloves greyscale hand_on_leg hat highres horikawa_gorou interspecies irrumatio koopa_troopa long_hair male mario mario_(series) monochrome multiple_boys muscles muscular muscular_male musical_note nintendo note_block nude oral penis princess princess_peach running saliva saliva_drip saliva_trail scan shoes short_hair slave sound_effects super_mario_bros. super_mario_bros._(nes) tears text translated warp_pipe zip-a-tone
1980s 1988 4boys anal anus ass back bound bound_wrists breast_grab breasts cap censored chains clothed clothing collar crying crying_with_eyes_open deepthroat doujinshi english_text eyebrows_visible_through_hair fat_man fire fireball flying_sweatdrops gag gagging gangbang gloves greyscale group_sex hat highres horikawa_gorou interspecies irrumatio koopa_troopa long_hair mario mario_(series) medium_breasts moaning monochrome moustache multiple_boys muscles muscular muscular_male nintendo nipples nude oral penis princess princess_peach pussy pussy_juice pussy_juice_drip restrained saliva saliva_drip scan see-through see-through_penis see-through_silhouette sex short_hair slave sound_effects spiked_collar spikes standing super_mario_bros. super_mario_bros._(nes) sweat sweatdrop tears text thighs translated triple_penetration vaginal_penetration zip-a-tone
1980s 1988 4boys anal anus ass back bound bound_wrists breast_grab breasts cap censored chains clothed clothing collar crying crying_with_eyes_open deepthroat doujinshi english_text eyebrows_visible_through_hair fat_man fire fireball flying_sweatdrops gag gagging gangbang gloves greyscale group_sex hat highres horikawa_gorou interspecies irrumatio koopa_troopa long_hair mario mario_(series) medium_breasts moaning monochrome moustache multiple_boys muscles muscular muscular_male nintendo nipples nude oral penis princess princess_peach pussy pussy_juice pussy_juice_drip restrained saliva saliva_drip scan see-through see-through_penis see-through_silhouette sex short_hair slave sound_effects spiked_collar spikes standing super_mario_bros. super_mario_bros._(nes) sweat sweatdrop tears text thighs translated triple_penetration vaginal_penetration zip-a-tone
1980s 1988 1girls 2boys anal animal_ears anus ass ass_grab back bouncing_breasts breast_grab breasts cap censored closed_eyes clothed clothing collar cowgirl_position crying doujinshi english_text eyebrows_visible_through_hair fat_man female flying_sweatdrops greyscale hat highres horikawa_gorou interspecies jumping koopa_troopa long_hair lying male mario mario_(series) medium_breasts mohawk monochrome moustache multiple_boys navel nintendo nipples nude on_back open_mouth outdoors penis piledriver_position princess princess_peach pussy pussy_juice pussy_juice_drip raccoon_ears raccoon_tail scan screaming sex shaded_face sharp_teeth shoes short_hair slave sound_effects spiked_collar spikes super_mario_bros. super_mario_bros._(nes) sweat sweatdrop tail tears text thighs tongue translated vaginal_penetration zip-a-tone
1980s 1988 1girls 2boys anal animal_ears anus ass ass_grab back bouncing_breasts breast_grab breasts cap censored closed_eyes clothed clothing collar cowgirl_position crying doujinshi english_text eyebrows_visible_through_hair fat_man female flying_sweatdrops greyscale hat highres horikawa_gorou interspecies jumping koopa_troopa long_hair lying male mario mario_(series) medium_breasts mohawk monochrome moustache multiple_boys navel nintendo nipples nude on_back open_mouth outdoors penis piledriver_position princess princess_peach pussy pussy_juice pussy_juice_drip raccoon_ears raccoon_tail scan screaming sex shaded_face sharp_teeth shoes short_hair slave sound_effects spiked_collar spikes super_mario_bros. super_mario_bros._(nes) sweat sweatdrop tail tears text thighs tongue translated vaginal_penetration zip-a-tone
1980s 1988 20th_century 2girls ass black_hair blonde_hair butt cherry_poptart cherry_poptart_(comic) comic comic_cover cover_page covered_breasts covering covering_breasts dialogue ellie_dee embarrassed embarrassed_nude_female enf glasses holding_blanket holding_towel larry_welz multiple_girls naked naked_female nervous nude nude_female pill_bottle pills short_shorts shortshorts shy stage stage_fright stage_lights straight_hair white_t-shirt
1980s 1988 20th_century 2girls ass black_hair blonde_hair butt cherry_poptart cherry_poptart_(comic) comic comic_cover cover_page covered_breasts covering covering_breasts dialogue ellie_dee embarrassed embarrassed_nude_female enf glasses holding_blanket holding_towel larry_welz multiple_girls naked naked_female nervous nude nude_female pill_bottle pills short_shorts shortshorts shy stage stage_fright stage_lights straight_hair white_t-shirt
1980s 1988 1boy 1girls 20th_century beach_house beachside black_hair blonde_hair car cherry_poptart cherry_poptart_(comic) clothed comic comic_cover dialogue eye_makeup female green_dress helicopter larry_welz nipples_visible_through_clothing palm_tree palm_trees straight_hair
1980s 1988 1boy 1girls 20th_century beach_house beachside black_hair blonde_hair car cherry_poptart cherry_poptart_(comic) clothed comic comic_cover dialogue eye_makeup female green_dress helicopter larry_welz nipples_visible_through_clothing palm_tree palm_trees straight_hair
1980s 1988 20th_century 2girls blonde_hair breasts brown_coat brown_jacket camera camera_flash camera_flashes cherry_poptart cherry_poptart_(comic) cleavage clothed coat comic comic_cover erect_nipples female jacket jeans larry_welz medium_breasts multiple_boys news_reporter nipple_bulge nipples_visible_through_clothing paparazzi reporter reporter_girl straight_hair wide_hips
1980s 1988 20th_century 2girls blonde_hair breasts brown_coat brown_jacket camera camera_flash camera_flashes cherry_poptart cherry_poptart_(comic) cleavage clothed coat comic comic_cover erect_nipples female jacket jeans larry_welz medium_breasts multiple_boys news_reporter nipple_bulge nipples_visible_through_clothing paparazzi reporter reporter_girl straight_hair wide_hips
1980s 1988 1girls 2boys armor bald bound_wrists censored chains clothed clothing collar crying crying_with_eyes_open dialogue doujinshi emphasis_lines english_text fat_man female fighting goomba greyscale hair_grab hammer_bros. hand_on_head hat highres horikawa_gorou interspecies licking licking_penis looking_at_another looking_up male mario mario_(series) monochrome moustache multiple_boys muscles muscular muscular_male nintendo nude open_mouth penis penis_grab princess princess_peach punch punching saliva saliva_drip saliva_trail scan serious shell smile sound_effects speech_bubble super_mario_bros. super_mario_bros._(nes) sweat tears teeth text tongue translated zip-a-tone
1980s 1988 1girls 2boys armor bald bound_wrists censored chains clothed clothing collar crying crying_with_eyes_open dialogue doujinshi emphasis_lines english_text fat_man female fighting goomba greyscale hair_grab hammer_bros. hand_on_head hat highres horikawa_gorou interspecies licking licking_penis looking_at_another looking_up male mario mario_(series) monochrome moustache multiple_boys muscles muscular muscular_male nintendo nude open_mouth penis penis_grab princess princess_peach punch punching saliva saliva_drip saliva_trail scan serious shell smile sound_effects speech_bubble super_mario_bros. super_mario_bros._(nes) sweat tears teeth text tongue translated zip-a-tone
1980s 1988 1boy 1girls 20th_century after_sex armpits ass bald big_penis bound_ankles bound_wrists breasts censored chains cheek_poke collar crying crying_with_eyes_open cuffs dialogue doujinshi english_text eyebrows_visible_through_hair female flying_sweatdrops goomba greyscale grin hair_grab highres horikawa_gorou humanoid interspecies long_hair looking_at_another looking_at_penis lying male mario_(series) medium_breasts monochrome monster muscles muscular muscular_male nintendo nipples nude on_stomach open_mouth penis princess princess_peach restrained scan slave smile smirk sound_effects speech_bubble super_mario_bros. super_mario_bros._(nes) sweat tears teeth text thighs translated zip-a-tone
1980s 1988 1boy 1girls 20th_century after_sex armpits ass bald big_penis bound_ankles bound_wrists breasts censored chains cheek_poke collar crying crying_with_eyes_open cuffs dialogue doujinshi english_text eyebrows_visible_through_hair female flying_sweatdrops goomba greyscale grin hair_grab highres horikawa_gorou humanoid interspecies long_hair looking_at_another looking_at_penis lying male mario_(series) medium_breasts monochrome monster muscles muscular muscular_male nintendo nipples nude on_stomach open_mouth penis princess princess_peach restrained scan slave smile smirk sound_effects speech_bubble super_mario_bros. super_mario_bros._(nes) sweat tears teeth text thighs translated zip-a-tone
1980s 1988 1boy 1girls 1monster 20th_century anal anus ass blooper bodily_fluids breast_grab breasts censored cheep_cheep crying crying_with_eyes_open deepthroat dialogue doujinshi english_text eyebrows_visible_through_hair facial fangs female greyscale highres horikawa_gorou humanoid irrumatio long_hair looking_at_another male mario_(series) medium_breasts mohawk monochrome navel nintendo nipples nude oral princess princess_peach pussy_juice pussy_juice_drip pussy_juice_trail rape restrained saliva saliva_drip saliva_trail scan sex smile sound_effects speech_bubble spread_legs standing suggestive_fluid sunglasses super_mario_bros. super_mario_bros._(nes) suspension sweat tears teeth tentacle tentacle_rape tentacle_sex text thighs tongue translated triple_penetration vaginal_penetration water zip-a-tone
1980s 1988 1boy 1girls 1monster 20th_century anal anus ass blooper bodily_fluids breast_grab breasts censored cheep_cheep crying crying_with_eyes_open deepthroat dialogue doujinshi english_text eyebrows_visible_through_hair facial fangs female greyscale highres horikawa_gorou humanoid irrumatio long_hair looking_at_another male mario_(series) medium_breasts mohawk monochrome navel nintendo nipples nude oral princess princess_peach pussy_juice pussy_juice_drip pussy_juice_trail rape restrained saliva saliva_drip saliva_trail scan sex smile sound_effects speech_bubble spread_legs standing suggestive_fluid sunglasses super_mario_bros. super_mario_bros._(nes) suspension sweat tears teeth tentacle tentacle_rape tentacle_sex text thighs tongue translated triple_penetration vaginal_penetration water zip-a-tone
1980s 1988 1monster blooper bodily_fluids breast_grab breasts bubble cap clothed clothing crying crying_with_eyes_open deepthroat defeated dialogue doujinshi emphasis_lines english_text eyebrows_visible_through_hair fat_man fighting greyscale half-closed_eyes hat highres horikawa_gorou interspecies irrumatio long_hair mario mario_(series) medium_breasts monochrome monster moustache muscles muscular muscular_male nintendo nipple_pinch nipples oral princess princess_peach rape restrained saliva saliva_drip saliva_trail scan serious sound_effects speech_bubble spread_legs squid suggestive_fluid super_mario_bros. super_mario_bros._(nes) suspension sweat swimming tears tentacle tentacle_in_mouth tentacle_rape text thighs translated underwater water zip-a-tone
1980s 1988 1monster blooper bodily_fluids breast_grab breasts bubble cap clothed clothing crying crying_with_eyes_open deepthroat defeated dialogue doujinshi emphasis_lines english_text eyebrows_visible_through_hair fat_man fighting greyscale half-closed_eyes hat highres horikawa_gorou interspecies irrumatio long_hair mario mario_(series) medium_breasts monochrome monster moustache muscles muscular muscular_male nintendo nipple_pinch nipples oral princess princess_peach rape restrained saliva saliva_drip saliva_trail scan serious sound_effects speech_bubble spread_legs squid suggestive_fluid super_mario_bros. super_mario_bros._(nes) suspension sweat swimming tears tentacle tentacle_in_mouth tentacle_rape text thighs translated underwater water zip-a-tone
1980s 1988 1girls 20th_century blonde_hair cherry_poptart cherry_poptart_(comic) corset larry_welz nightgown nipples_showing nipples_visible_through_clothing no_panties pink_background purple_corset purple_heels purple_nightgown purple_stockings signature straight_hair tagme watermark white_body white_skin year
1980s 1988 1girls 20th_century blonde_hair cherry_poptart cherry_poptart_(comic) corset larry_welz nightgown nipples_showing nipples_visible_through_clothing no_panties pink_background purple_corset purple_heels purple_nightgown purple_stockings signature straight_hair tagme watermark white_body white_skin year
1980s 1988 1boy 1girls breasts censored collar crown crying crying_with_eyes_open dialogue doujinshi english_text eyebrows_visible_through_hair feet female greyscale highres horikawa_gorou humanoid indoors interspecies koopa_troopa leg_grab legs_held_open legs_up long_hair male mario_(series) medium_breasts moaning monochrome motion_lines navel nintendo nipples nude open_mouth penis princess princess_peach pussy_juice pussy_juice_drip rape reverse_stand_and_carry_position reverse_suspended_congress scan sex soles sound_effects speech_bubble speed_lines spread_legs standing super_mario_bros. super_mario_bros._(nes) sweat sweating sweating_profusely tears text thighs translated vaginal_penetration zip-a-tone
1980s 1988 1boy 1girls breasts censored collar crown crying crying_with_eyes_open dialogue doujinshi english_text eyebrows_visible_through_hair feet female greyscale highres horikawa_gorou humanoid indoors interspecies koopa_troopa leg_grab legs_held_open legs_up long_hair male mario_(series) medium_breasts moaning monochrome motion_lines navel nintendo nipples nude open_mouth penis princess princess_peach pussy_juice pussy_juice_drip rape reverse_stand_and_carry_position reverse_suspended_congress scan sex soles sound_effects speech_bubble speed_lines spread_legs standing super_mario_bros. super_mario_bros._(nes) sweat sweating sweating_profusely tears text thighs translated vaginal_penetration zip-a-tone
1980s 1988 1girls 20th_century 2boys arms_behind_back bald blush bound_ankles breast_grab breasts clothing collar crown crying crying_with_eyes_open dialogue doujinshi dress elbow_gloves english_text eyebrows_visible_through_hair feet female forced forced_to_watch gloves greyscale highres horikawa_gorou humanoid imminent_sex indoors interspecies jewelry koopa_troopa leg_grab legs_up lifting lifting_person long_hair looking_at_another looking_down male mario_(series) medium_breasts moaning monochrome monster motion_lines nintendo nipples nude princess princess_peach rape restrained rope scan scared screaming sharp_teeth smile soles sound_effects speech_bubble speed_lines spread_legs spreading standing super_mario_bros. super_mario_bros._(nes) sweat sweating sweating_profusely tears teeth text thighs toad_(mario) tongue torn_clothes torture translated zip-a-tone
1980s 1988 1girls 20th_century 2boys arms_behind_back bald blush bound_ankles breast_grab breasts clothing collar crown crying crying_with_eyes_open dialogue doujinshi dress elbow_gloves english_text eyebrows_visible_through_hair feet female forced forced_to_watch gloves greyscale highres horikawa_gorou humanoid imminent_sex indoors interspecies jewelry koopa_troopa leg_grab legs_up lifting lifting_person long_hair looking_at_another looking_down male mario_(series) medium_breasts moaning monochrome monster motion_lines nintendo nipples nude princess princess_peach rape restrained rope scan scared screaming sharp_teeth smile soles sound_effects speech_bubble speed_lines spread_legs spreading standing super_mario_bros. super_mario_bros._(nes) sweat sweating sweating_profusely tears teeth text thighs toad_(mario) tongue torn_clothes torture translated zip-a-tone
1980s 1988 1girls 20th_century 3boys bald bound_torso breasts cap closed_eyes clothed_female_nude_male collar crown crying dialogue doujinshi dress elbow_gloves english_text eyebrows_visible_through_hair fat_man female flying_sweatdrops forced forced_to_watch frilled_dress frills gloves goomba greyscale hat highres horikawa_gorou humanoid indoors jewelry jumping koopa koopa_troopa long_hair looking_at_another male mario mario_(series) medium_breasts monochrome monster moustache multiple_boys muscles muscular muscular_male nintendo nude open_mouth outdoors princess princess_peach restrained rope scan scared screaming sharp_teeth shell smile sound_effects speech_bubble speed_lines standing super_mario_bros. super_mario_bros._(nes) sweat sweatdrop tank_top tears teeth text tight_clothing toad_(mario) tongue translated trembling zip-a-tone
1980s 1988 1girls 20th_century 3boys bald bound_torso breasts cap closed_eyes clothed_female_nude_male collar crown crying dialogue doujinshi dress elbow_gloves english_text eyebrows_visible_through_hair fat_man female flying_sweatdrops forced forced_to_watch frilled_dress frills gloves goomba greyscale hat highres horikawa_gorou humanoid indoors jewelry jumping koopa koopa_troopa long_hair looking_at_another male mario mario_(series) medium_breasts monochrome monster moustache multiple_boys muscles muscular muscular_male nintendo nude open_mouth outdoors princess princess_peach restrained rope scan scared screaming sharp_teeth shell smile sound_effects speech_bubble speed_lines standing super_mario_bros. super_mario_bros._(nes) sweat sweatdrop tank_top tears teeth text tight_clothing toad_(mario) tongue translated trembling zip-a-tone
1980s 1988 1girls 2boys arms_up bound_wrists bowser breasts cape chains clothing collar copyright_name crown crying crying_with_eyes_open dialogue doujinshi dress elbow_gloves english_text eyebrows_visible_through_hair female frilled_dress frills gloves greyscale highres horikawa_gorou humanoid indoors jewelry long_hair looking_at_another looking_away male mario mario_(series) medium_breasts monochrome monster multiple_boys nintendo open_mouth princess princess_peach restrained scan sharp_teeth size_difference smaller_female smile speech_bubble standing straight_hair super_mario_bros. super_mario_bros._(nes) sweat tears teeth text text_bubble thick_eyebrows thighs tongue torn_clothes torn_dress translated zip-a-tone
1980s 1988 1girls 2boys arms_up bound_wrists bowser breasts cape chains clothing collar copyright_name crown crying crying_with_eyes_open dialogue doujinshi dress elbow_gloves english_text eyebrows_visible_through_hair female frilled_dress frills gloves greyscale highres horikawa_gorou humanoid indoors jewelry long_hair looking_at_another looking_away male mario mario_(series) medium_breasts monochrome monster multiple_boys nintendo open_mouth princess princess_peach restrained scan sharp_teeth size_difference smaller_female smile speech_bubble standing straight_hair super_mario_bros. super_mario_bros._(nes) sweat tears teeth text text_bubble thick_eyebrows thighs tongue torn_clothes torn_dress translated zip-a-tone
1980s 1988 black_hair bra breasts bug clothing cockroach dying female first_porn_of_franchise metro-goldwyn-mayer movie_poster panties peril roach sideboob straight_hair the_nest white_bra white_panties
1980s 1988 black_hair bra breasts bug clothing cockroach dying female first_porn_of_franchise metro-goldwyn-mayer movie_poster panties peril roach sideboob straight_hair the_nest white_bra white_panties
1980s 1988 1girls 20th_century 2d anthro background bondage bound breasts cuffs dated desert feline female female_focus female_only full_body fur furry group harem harem_outfit mammal manacles mancles navel night outside skimpy solo solo_focus standing star_(symbol) steve_martin straight_hair tent year
1980s 1988 1girls 20th_century 2d anthro background bondage bound breasts cuffs dated desert feline female female_focus female_only full_body fur furry group harem harem_outfit mammal manacles mancles navel night outside skimpy solo solo_focus standing star_(symbol) steve_martin straight_hair tent year
1980s_(style) 1988 1girls 80's_theme character_name english_text fake_cover fake_magazine fake_magazine_cover female luann magazine_cover milf nancy_degroot nude pubic_hair simple_background solo toonytease unshaved_pussy yoinks!
1980s_(style) 1988 1girls 80's_theme character_name english_text fake_cover fake_magazine fake_magazine_cover female luann magazine_cover milf nancy_degroot nude pubic_hair simple_background solo toonytease unshaved_pussy yoinks!
1980s 1988 20th_century blaylocke dc dc_comics english_text fellatio female koriand'r lord_damyn male oral oral_sex restrained sex sketch starfire straight_hair superheroine teen_titans text uncensored
1980s 1988 20th_century blaylocke dc dc_comics english_text fellatio female koriand'r lord_damyn male oral oral_sex restrained sex sketch starfire straight_hair superheroine teen_titans text uncensored
1980s 1988 1girls areola artist_name artist_signature avengers big_breasts breasts bushy_hair dated drink female female_only green_eyes green_hair green_skin hair happy heels heels_only high_heels holding_drink holding_object hulk_(series) leg_up long_hair marvel marvel_comics mostly_nude naked naked_female naked_footwear navel nipples nudity open_mouth partially_clothed pinup_pose shadow she-hulk side_view signature simple_background smile solo standing standing_on_one_leg straw ted_boonthanakit uncensored white_background
1980s 1988 1girls areola artist_name artist_signature avengers big_breasts breasts bushy_hair dated drink female female_only green_eyes green_hair green_skin hair happy heels heels_only high_heels holding_drink holding_object hulk_(series) leg_up long_hair marvel marvel_comics mostly_nude naked naked_female naked_footwear navel nipples nudity open_mouth partially_clothed pinup_pose shadow she-hulk side_view signature simple_background smile solo standing standing_on_one_leg straw ted_boonthanakit uncensored white_background
1988 1girls artist_request ass breasts censored curvaceous female gainax gunbuster human japanese_text large_breasts multiple_views nipples noriko_takaya nude official_art short_hair sketch text
1988 1girls artist_request ass breasts censored curvaceous female gainax gunbuster human japanese_text large_breasts multiple_views nipples noriko_takaya nude official_art short_hair sketch text
1980s 1988 1girls armbands armpits artist_signature big_breasts breasts feet female female_only flexing_bicep green_body green_hair green_lips green_nipples green_skin hulk_(series) legs marvel marvel_comics muscles muscular muscular_female nipples nude pubic_hair sds she-hulk solo steve_sullivan thighs wink winking
1980s 1988 1girls armbands armpits artist_signature big_breasts breasts feet female female_only flexing_bicep green_body green_hair green_lips green_nipples green_skin hulk_(series) legs marvel marvel_comics muscles muscular muscular_female nipples nude pubic_hair sds she-hulk solo steve_sullivan thighs wink winking
1988 1girls animated animated_gif anime_screencap ass black_legwear black_thighhighs body_invasion clothing female insertion lowres megumi_amano monster ova panties panties_aside penetration screenshot skirt skirt_lift spread_legs tentacle thighhighs underwear urotsukidoji vaginal vaginal_insertion vaginal_penetration white_panties
1988 1girls animated animated_gif anime_screencap ass black_legwear black_thighhighs body_invasion clothing female insertion lowres megumi_amano monster ova panties panties_aside penetration screenshot skirt skirt_lift spread_legs tentacle thighhighs underwear urotsukidoji vaginal vaginal_insertion vaginal_penetration white_panties