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1999

1990s 1999 1girl 20th_century alluring ami_mizuno ass bishoujo_senshi_sailor_moon boots censored female_only high_heel_boots high_heels human koichiro_watanabe makoto_kino medium_breasts minako_aino multiple_girls naked_boots naked_footwear naked_heels nude older older_female rei_hino sailor_jupiter sailor_mars sailor_mercury sailor_moon sailor_venus usagi_tsukino young_adult young_adult_female young_adult_woman
1990s 1999 1girl 20th_century alluring ami_mizuno ass bishoujo_senshi_sailor_moon boots censored female_only high_heel_boots high_heels human koichiro_watanabe makoto_kino medium_breasts minako_aino multiple_girls naked_boots naked_footwear naked_heels nude older older_female rei_hino sailor_jupiter sailor_mars sailor_mercury sailor_moon sailor_venus usagi_tsukino young_adult young_adult_female young_adult_woman
1990s 1999 1girl 20th_century 4_fingers anthro ass bed black_fur black_nose blue_eyes bottle bottomless breasts cheating clothes cowgirl_position crossover cum cup danger_mouse danger_mouse_(series) dialogue disney drink english_text eye_patch eyewear footwear fur furry furry_ass furry_ears gloves green_eyes indoors lipstick looking_at_another looking_back mammal mickey_mouse minnie_mouse mouse necron99 nipples nude open_eyes red_nose rodent round_ears shirt shorts speech_bubble tail text white_fur white_skin
1990s 1999 1girl 20th_century 4_fingers anthro ass bed black_fur black_nose blue_eyes bottle bottomless breasts cheating clothes cowgirl_position crossover cum cup danger_mouse danger_mouse_(series) dialogue disney drink english_text eye_patch eyewear footwear fur furry furry_ass furry_ears gloves green_eyes indoors lipstick looking_at_another looking_back mammal mickey_mouse minnie_mouse mouse necron99 nipples nude open_eyes red_nose rodent round_ears shirt shorts speech_bubble tail text white_fur white_skin
1990s_(style) 1999 20th_century billie_h comic crosshair disney english_text mickey_mouse monochrome
1990s_(style) 1999 20th_century billie_h comic crosshair disney english_text mickey_mouse monochrome
1999 2882 2929 digimon female_only furry furry_female furry_only jindwulf renamon yellow_fur
1999 2882 2929 digimon female_only furry furry_female furry_only jindwulf renamon yellow_fur
1999 1999_video animated balls_expansion expandinator futa_only futanari hyper_penis overwatch penis_growth tagme webm widowmaker widowmaker_(overwatch)
1999 1999_video animated balls_expansion expandinator futa_only futanari hyper_penis overwatch penis_growth tagme webm widowmaker widowmaker_(overwatch)
1999 1girl areola backpack big_breasts big_breasts big_breasts braid breasts brown_eyes brown_hair cleavage female_focus hourglass_figure japanese_text lara_croft lara_croft_(classic) long_hair nipple_bulge nipples ootake_pashio pinup pinup_pose short_shorts skimpy skimpy_clothes tagme tank_top text thigh_holster tomb_raider translation_request wide_hips
1999 1girl areola backpack big_breasts big_breasts big_breasts braid breasts brown_eyes brown_hair cleavage female_focus hourglass_figure japanese_text lara_croft lara_croft_(classic) long_hair nipple_bulge nipples ootake_pashio pinup pinup_pose short_shorts skimpy skimpy_clothes tagme tank_top text thigh_holster tomb_raider translation_request wide_hips
1999 dc dc_comics koriand'r nude starfire tcatt teen_titans
1999 dc dc_comics koriand'r nude starfire tcatt teen_titans
1999 ben_(artist) doc_proctor jessie nintendo pokemon team_rocket
1999 ben_(artist) doc_proctor jessie nintendo pokemon team_rocket
1999 aladdin aladdin_(series) alluring ass bare_shoulders black_hair butt cum disney eyeshadow fingering fingernails hairband leaning lipstick long_hair looking_back necklace open_mouth ponytail princess_jasmine raised_eyebrow reynard spread_legs tagme text
1999 aladdin aladdin_(series) alluring ass bare_shoulders black_hair butt cum disney eyeshadow fingering fingernails hairband leaning lipstick long_hair looking_back necklace open_mouth ponytail princess_jasmine raised_eyebrow reynard spread_legs tagme text
1999 attractive big_ass big_breasts bovine breasts cat cow feline female flirt furry giant_breasts handsome human hyper hyper_breasts interspecies lactating lactation love male milk milking muscle nipple original original_character oscar_marcus size_difference
1999 attractive big_ass big_breasts bovine breasts cat cow feline female flirt furry giant_breasts handsome human hyper hyper_breasts interspecies lactating lactation love male milk milking muscle nipple original original_character oscar_marcus size_difference
1999 2d_animation 4:3 anal anal_penetration animated anthro anthro_on_anthro big_breasts bouncing_breasts breasts butt do_not_distribute doggy_position duo erection eric_schwartz female female_penetrated frame_by_frame furafterdark furry genitals gif hetero loop low_res male male/female male_penetrating male_penetrating_female mammal mephitid nude penetration penile penile_penetration penis penis_in_ass pussy sex short_playtime side_boob skunk stacey_(ews) stacey_skunk
1999 2d_animation 4:3 anal anal_penetration animated anthro anthro_on_anthro big_breasts bouncing_breasts breasts butt do_not_distribute doggy_position duo erection eric_schwartz female female_penetrated frame_by_frame furafterdark furry genitals gif hetero loop low_res male male/female male_penetrating male_penetrating_female mammal mephitid nude penetration penile penile_penetration penis penis_in_ass pussy sex short_playtime side_boob skunk stacey_(ews) stacey_skunk
1999 anus breasts brian_mcpherson brian_mcpherson_(artist) butt female furry hair nude on_side original pussy raised_leg skunk solo spread_legs spreading vicki_(brian_mcpherson)
1999 anus breasts brian_mcpherson brian_mcpherson_(artist) butt female furry hair nude on_side original pussy raised_leg skunk solo spread_legs spreading vicki_(brian_mcpherson)
1999 ben_(artist) kasumi_tendo ranma_1/2 tagme
1999 ben_(artist) kasumi_tendo ranma_1/2 tagme
1999 akane_tendo blue_hair breasts comic nipples nude panties ranma_1/2 rape solo tears tinman
1999 akane_tendo blue_hair breasts comic nipples nude panties ranma_1/2 rape solo tears tinman
1999 comic ranko ranma_1/2 ranma_saotome tinman
1999 comic ranko ranma_1/2 ranma_saotome tinman
1999 comic ranko ranma_1/2 ranma_saotome tinman
1999 comic ranko ranma_1/2 ranma_saotome tinman
1999 akane_tendo ranma_1/2 shawn_the_touched tagme
1999 akane_tendo ranma_1/2 shawn_the_touched tagme
1999 ben_(artist) irma_langinstein lipstick nipples solo teenage_mutant_ninja_turtles underboob
1999 ben_(artist) irma_langinstein lipstick nipples solo teenage_mutant_ninja_turtles underboob
1999 april_o'neil ben_(artist) masturbation nude nipple red_hair shredder teenage_mutant_ninja_turtles voyeurism
1999 april_o'neil ben_(artist) masturbation nude nipple red_hair shredder teenage_mutant_ninja_turtles voyeurism
1999 1_girl 1girl futurama one_eye solo_female solo_focus tentacle turanga_leela zone zone_(artist)
1999 1_girl 1girl futurama one_eye solo_female solo_focus tentacle turanga_leela zone zone_(artist)
1999 andy_price barbara_gordon batgirl batman_(series) betty_kane dc dc_comics flamebird
1999 andy_price barbara_gordon batgirl batman_(series) betty_kane dc dc_comics flamebird
1999 dc dc_comics dcau first_porn_of_character linda_danvers mercy_graves supergirl superheroine superman:_the_animated_series superman_(series)
1999 dc dc_comics dcau first_porn_of_character linda_danvers mercy_graves supergirl superheroine superman:_the_animated_series superman_(series)
1999 3boys atlas avengers bara captain_america christian_(artist) human mach-iv male male_only marvel masturbation monochrome multiple_boys muscle oral partially_clothed penis steve_rogers yaoi
1999 3boys atlas avengers bara captain_america christian_(artist) human mach-iv male male_only marvel masturbation monochrome multiple_boys muscle oral partially_clothed penis steve_rogers yaoi
1999 1boy 1girl ashitaka blush bonten bonten_(marimo) breast_grab breasts brother_and_sister brown_hair censored erect_nipples ghibli grabbing hetero incest injury kaya kaya_(mononoke_hime) kaya_(princess_mononoke) mononoke_hime nipples no_bra no_panties open_clothes open_shirt oral princess_mononoke pubic_hair pussy pussy_juice pussylicking sex shirt siblings spread_legs spread_pussy studio_ghibli sweat tongue
1999 1boy 1girl ashitaka blush bonten bonten_(marimo) breast_grab breasts brother_and_sister brown_hair censored erect_nipples ghibli grabbing hetero incest injury kaya kaya_(mononoke_hime) kaya_(princess_mononoke) mononoke_hime nipples no_bra no_panties open_clothes open_shirt oral princess_mononoke pubic_hair pussy pussy_juice pussylicking sex shirt siblings spread_legs spread_pussy studio_ghibli sweat tongue
1999 1_female 1_girl 1female 1girl artist_name asian ass bianca_(artist) bottomless breasts butt dated english_text erect_nipples female female_only gloves jubilation_lee jubilee long_hair looking_at_viewer marvel marvel_comics monochrome naked nipples nude nude_female nudity small_breasts solo sunglasses superheroine topless uncensored x-men
1999 1_female 1_girl 1female 1girl artist_name asian ass bianca_(artist) bottomless breasts butt dated english_text erect_nipples female female_only gloves jubilation_lee jubilee long_hair looking_at_viewer marvel marvel_comics monochrome naked nipples nude nude_female nudity small_breasts solo sunglasses superheroine topless uncensored x-men
1999 apple_inc. apple_inc._logo blue_hair blue_lips breasts commercial english_text logo raul_fernandez see-through text
1999 apple_inc. apple_inc._logo blue_hair blue_lips breasts commercial english_text logo raul_fernandez see-through text
1999 2girls andy_price barbara_gordon batgirl batman_(series) boots dc dc_comics female female_only kara_zor-el naked_cape supergirl superman_(series)
1999 2girls andy_price barbara_gordon batgirl batman_(series) boots dc dc_comics female female_only kara_zor-el naked_cape supergirl superman_(series)
1999 andy_price batman batman_(series) bruce_wayne catwoman dc dc_comics monochrome selina_kyle
1999 andy_price batman batman_(series) bruce_wayne catwoman dc dc_comics monochrome selina_kyle
1999 arrowette cissie_king dc dc_comics satyq young_justice
1999 arrowette cissie_king dc dc_comics satyq young_justice
1999 arrowette cissie_king colored dc dc_comics tcatt young_justice
1999 arrowette cissie_king colored dc dc_comics tcatt young_justice
1999 ass captain_chlamydia collar furry jen_seng_(artist) leash original spunky_(character) wolf
1999 ass captain_chlamydia collar furry jen_seng_(artist) leash original spunky_(character) wolf