old_artwork best from all time

Time frame

Tags

old artwork

2021 2023 2d 2d_(artwork) ass ass_expansion ass_focus big_ass big_butt bimbo blonde_female blonde_hair blonde_hair_female blue_bodysuit blue_eyes blue_text bodysuit butt english english_text fat_ass fat_butt full_lips huge_ass jpg lagoontoons lewdlagoon light-skinned_female light_skin looking_at_ass looking_down metroid old_art old_artwork png pussy ripped_bodysuit ripped_clothing samus_aran simple_background solo solo_female super_smash_bros. super_smash_bros._brawl super_smash_bros._ultimate tagme text text_bubble thick_ass thick_thighs torn_open_bottoms wardrobe_malfunction zero_suit zero_suit_samus
2021 2023 2d 2d_(artwork) ass ass_expansion ass_focus big_ass big_butt bimbo blonde_female blonde_hair blonde_hair_female blue_bodysuit blue_eyes blue_text bodysuit butt english english_text fat_ass fat_butt full_lips huge_ass jpg lagoontoons lewdlagoon light-skinned_female light_skin looking_at_ass looking_down metroid old_art old_artwork png pussy ripped_bodysuit ripped_clothing samus_aran simple_background solo solo_female super_smash_bros. super_smash_bros._brawl super_smash_bros._ultimate tagme text text_bubble thick_ass thick_thighs torn_open_bottoms wardrobe_malfunction zero_suit zero_suit_samus
2021 alternate_universe angel angelic_being anime au baby_(fnafsl) ballora ballora_(fnafsl) blush brenda_sebastian cartoon circus_baby circus_baby_(fnaf) eye_patch eyepatch female female/female female_on_female first_time first_time_sex five_nights_at_freddy's five_nights_at_freddy's:_sister_location fnaf hentai human kiss_mark lesbian_couple lesbian_sex lipstick_mark old_art old_artwork poggers riley_morningstar roselle_fournier sideboob sister_location step-incest stepdaughter stepmother stepmother_and_stepdaughter twintails wolf_love yuri
2021 alternate_universe angel angelic_being anime au baby_(fnafsl) ballora ballora_(fnafsl) blush brenda_sebastian cartoon circus_baby circus_baby_(fnaf) eye_patch eyepatch female female/female female_on_female first_time first_time_sex five_nights_at_freddy's five_nights_at_freddy's:_sister_location fnaf hentai human kiss_mark lesbian_couple lesbian_sex lipstick_mark old_art old_artwork poggers riley_morningstar roselle_fournier sideboob sister_location step-incest stepdaughter stepmother stepmother_and_stepdaughter twintails wolf_love yuri
2021 2023 2d 2d_(artwork) big_ass big_breasts big_butt big_hips black_phone busty enderman enderwoman english english_text grey_background lagoontoons lewdlagoon lips minecraft minecraft_mob old_art old_artwork phone pink_eyes purple_body simple_background super_smash_bros._ultimate text text_bubble thick_ass thick_thighs twitter
2021 2023 2d 2d_(artwork) big_ass big_breasts big_butt big_hips black_phone busty enderman enderwoman english english_text grey_background lagoontoons lewdlagoon lips minecraft minecraft_mob old_art old_artwork phone pink_eyes purple_body simple_background super_smash_bros._ultimate text text_bubble thick_ass thick_thighs twitter
2021 accidental_facesitting big_ass enderman enderwoman facesitting funny lewdlagoon lmao minecraft minecraft_mob old_art old_artwork owch simple_background super_smash_bros._ultimate teehee thick_ass twitter twitter_bird twitter_logo twitter_moment unaware_buttcrush
2021 accidental_facesitting big_ass enderman enderwoman facesitting funny lewdlagoon lmao minecraft minecraft_mob old_art old_artwork owch simple_background super_smash_bros._ultimate teehee thick_ass twitter twitter_bird twitter_logo twitter_moment unaware_buttcrush
black_hair blue_hair blush choker enjoying from_behind glasses grope joker_(persona) medium_breasts old_art old_artwork persona persona_5 pink_nipples red_lipstick ren_amamiya shadow_self_(persona) tae_takemi yaeillust yellow_eyes
black_hair blue_hair blush choker enjoying from_behind glasses grope joker_(persona) medium_breasts old_art old_artwork persona persona_5 pink_nipples red_lipstick ren_amamiya shadow_self_(persona) tae_takemi yaeillust yellow_eyes
3futas balls bangs big_breasts big_cock big_nipples big_penis bottomless breasts brown_hair bunny_ears bunnysuit clothed clothing cum cum_on_breasts cumshot erection futa_only futanari huge_cock humanoid humanoid_penis image long_hair medium_breasts mostly_nude old_art old_artwork orange_hair orc orc_futanari penis pointy_ears purple_hair self_upload standing topless trio yaeillust
3futas balls bangs big_breasts big_cock big_nipples big_penis bottomless breasts brown_hair bunny_ears bunnysuit clothed clothing cum cum_on_breasts cumshot erection futa_only futanari huge_cock humanoid humanoid_penis image long_hair medium_breasts mostly_nude old_art old_artwork orange_hair orc orc_futanari penis pointy_ears purple_hair self_upload standing topless trio yaeillust
2futas bananacreamcake boobjob crossover futa_on_futa futanari gameplay_mechanics health_bar mario_(series) mario_strikers metroid nintendo old_art old_artwork orange_shorts paizuri paizuri_under_clothes pink_shorts princess_peach samus_aran super_smash_bros. super_smash_bros._brawl super_smash_bros._for_nintendo_3ds_and_wii_u super_smash_bros._melee super_smash_bros._ultimate transmorpher_dds
2futas bananacreamcake boobjob crossover futa_on_futa futanari gameplay_mechanics health_bar mario_(series) mario_strikers metroid nintendo old_art old_artwork orange_shorts paizuri paizuri_under_clothes pink_shorts princess_peach samus_aran super_smash_bros. super_smash_bros._brawl super_smash_bros._for_nintendo_3ds_and_wii_u super_smash_bros._melee super_smash_bros._ultimate transmorpher_dds
1boy 1girls abs biting biting_lip black_hair blonde_hair blush brown_hair couple female holding_each_other human kissing kissing_while_penetrated light-skinned_female loid_forger male mature_female mature_male medium_breasts old_art old_artwork pale-skinned_female pink_nipples red_eyes sex smile smiling spy_x_family twiyor vaginal_penetration white_skin yaeillust yor_briar yor_forger
1boy 1girls abs biting biting_lip black_hair blonde_hair blush brown_hair couple female holding_each_other human kissing kissing_while_penetrated light-skinned_female loid_forger male mature_female mature_male medium_breasts old_art old_artwork pale-skinned_female pink_nipples red_eyes sex smile smiling spy_x_family twiyor vaginal_penetration white_skin yaeillust yor_briar yor_forger
2boys anal anal_penetration anal_sex ass bent_over big_ass big_butt biting_lip black_hair blonde_hair blush closed_eyes cookie_run dark-skinned_male dark_cacao_cookie dark_hair dark_skin doggy_style duo forehead_mark gay gay_sex grey_background hair larger_male long_hair male male/male male_only naked old_art old_artwork one_eye_closed pure_vanilla_cookie purple_eyes round_ass round_butt short_hair simple_background size_difference sketch smaller_male standing sweat tan_body tan_skin two_tone_hair white_hair white_strand_of_hair yaoi
2boys anal anal_penetration anal_sex ass bent_over big_ass big_butt biting_lip black_hair blonde_hair blush closed_eyes cookie_run dark-skinned_male dark_cacao_cookie dark_hair dark_skin doggy_style duo forehead_mark gay gay_sex grey_background hair larger_male long_hair male male/male male_only naked old_art old_artwork one_eye_closed pure_vanilla_cookie purple_eyes round_ass round_butt short_hair simple_background size_difference sketch smaller_male standing sweat tan_body tan_skin two_tone_hair white_hair white_strand_of_hair yaoi
1futa bananacreamcake black_hair futanari jenna_del_ricci old_art old_artwork penis_clothing scarf transmorpher_dds
1futa bananacreamcake black_hair futanari jenna_del_ricci old_art old_artwork penis_clothing scarf transmorpher_dds
1boy 1girls 69 69_position ann_takamaki ass blue_eyes blush eating_pussy female handjob holding holding_penis joker_(persona) male medium_breasts old_art old_artwork penis penis_grab penis_out persona persona_5 pink_nipples pussy_licking ren_amamiya self_upload yaeillust
1boy 1girls 69 69_position ann_takamaki ass blue_eyes blush eating_pussy female handjob holding holding_penis joker_(persona) male medium_breasts old_art old_artwork penis penis_grab penis_out persona persona_5 pink_nipples pussy_licking ren_amamiya self_upload yaeillust
1girls breasts censored cum cum_in_pussy cum_inside lily_bloomerchen old_artwork pussy sex soso_(chlgksk110) soul_worker sweat vaginal vaginal_penetration vaginal_sex
1girls breasts censored cum cum_in_pussy cum_inside lily_bloomerchen old_artwork pussy sex soso_(chlgksk110) soul_worker sweat vaginal vaginal_penetration vaginal_sex
1boy anal anal_sex bileshroom biting_lip biting_own_lip bushy_pubes male_focus monsterfucker monsterfucking old_art old_artwork portal portal_sex purpleverse restrained_by_tentacles tentacle tentacle_in_ass tentacle_monster tentacle_on_male tentacle_penetration tentacle_sex teratophilia
1boy anal anal_sex bileshroom biting_lip biting_own_lip bushy_pubes male_focus monsterfucker monsterfucking old_art old_artwork portal portal_sex purpleverse restrained_by_tentacles tentacle tentacle_in_ass tentacle_monster tentacle_on_male tentacle_penetration tentacle_sex teratophilia
artist_request breasts female human male nami nami_(one_piece) old_artwork one_piece penis pre-timeskip pussy roronoa_zoro sex straight straight_hair uncensored
artist_request breasts female human male nami nami_(one_piece) old_artwork one_piece penis pre-timeskip pussy roronoa_zoro sex straight straight_hair uncensored
1futa 1girls 2020 abs balls bar_censor big_breasts bikini blonde_hair blush bottomless breasts carrottewi clothed clothing cum cumshot ejaculation erection female female_focus futa_on_female futa_with_female futanari glasses handjob hat huge_breasts human librarian light-skinned_female light-skinned_futanari light_skin marisa_kirisame mostly_nude multitasking muscular muscular_female muscular_futanari old_artwork orgasm patchouli_knowledge penis purple_hair reading_book solo_focus standing thick_thighs topwear touhou white_background
1futa 1girls 2020 abs balls bar_censor big_breasts bikini blonde_hair blush bottomless breasts carrottewi clothed clothing cum cumshot ejaculation erection female female_focus futa_on_female futa_with_female futanari glasses handjob hat huge_breasts human librarian light-skinned_female light-skinned_futanari light_skin marisa_kirisame mostly_nude multitasking muscular muscular_female muscular_futanari old_artwork orgasm patchouli_knowledge penis purple_hair reading_book solo_focus standing thick_thighs topwear touhou white_background
bananacreamcake beach futa_on_female futanari leaking leaking_cum leaking_pussy old_art old_artwork sex stomach stomach_bulge stomach_deformation transmorpher_dds vagina vaginal vaginal_sex
bananacreamcake beach futa_on_female futanari leaking leaking_cum leaking_pussy old_art old_artwork sex stomach stomach_bulge stomach_deformation transmorpher_dds vagina vaginal vaginal_sex
1boy 1girls artist_request breasts brown_eyes female male monkey_d_luffy nami nami_(one_piece) navel nude old_artwork one_piece orange_hair penis pre-timeskip pussy sex short_hair straight straight_hair thin_waist uncensored
1boy 1girls artist_request breasts brown_eyes female male monkey_d_luffy nami nami_(one_piece) navel nude old_artwork one_piece orange_hair penis pre-timeskip pussy sex short_hair straight straight_hair thin_waist uncensored
1boy balls blush brown_eyes brown_hair cookie_run cookie_run_kingdom cum dark-skinned_male dark_hair dark_nipples erection espresso_cookie eyelashes glasses hair kneeling light_eyes looking_down male male_only masturbation nipples old_art old_artwork one_eye_obstructed penis precum precum_drip short_hair sketch slit_pupils solo solo_male sweat transparent_background wanking
1boy balls blush brown_eyes brown_hair cookie_run cookie_run_kingdom cum dark-skinned_male dark_hair dark_nipples erection espresso_cookie eyelashes glasses hair kneeling light_eyes looking_down male male_only masturbation nipples old_art old_artwork one_eye_obstructed penis precum precum_drip short_hair sketch slit_pupils solo solo_male sweat transparent_background wanking
2d abused_male humanoid iris_(angelskxllzz) licking_pussy looking_at_another murder_drones n_(murder_drones) old_artwork oral_sex robot robot_boy robot_humanoid screen_face
2d abused_male humanoid iris_(angelskxllzz) licking_pussy looking_at_another murder_drones n_(murder_drones) old_artwork oral_sex robot robot_boy robot_humanoid screen_face
1girls bananacreamcake dark-skinned_female female female_only hole_in_pants leaking_cum lilicita_"lily"_gomez_(banancreamcake) old_art old_artwork pinup transmorpher_dds
1girls bananacreamcake dark-skinned_female female female_only hole_in_pants leaking_cum lilicita_"lily"_gomez_(banancreamcake) old_art old_artwork pinup transmorpher_dds
1boy 1girls bell biting_lip biting_own_lip blue_eyes blush choker couple couple_sex cow_print cow_print_armwear cow_print_bikini cow_print_legwear cow_print_thighhighs enjoying female green_eyes male old_art old_artwork penetration penis penis_in_pussy pussy small_breasts thick_thighs thighs tight_pussy yaeillust
1boy 1girls bell biting_lip biting_own_lip blue_eyes blush choker couple couple_sex cow_print cow_print_armwear cow_print_bikini cow_print_legwear cow_print_thighhighs enjoying female green_eyes male old_art old_artwork penetration penis penis_in_pussy pussy small_breasts thick_thighs thighs tight_pussy yaeillust
1boy 1girls ass blush choker cuff_(restraint) cuffs female fishnets heart-shaped_pupils leash male medium_breasts old_art old_artwork pierced_ears pierced_nipples piercing pink_nipples pulling_leash succubus succubus_horns succubus_tail succubus_wings thick_thighs thighs tied_up tongue tongue_out yaeillust
1boy 1girls ass blush choker cuff_(restraint) cuffs female fishnets heart-shaped_pupils leash male medium_breasts old_art old_artwork pierced_ears pierced_nipples piercing pink_nipples pulling_leash succubus succubus_horns succubus_tail succubus_wings thick_thighs thighs tied_up tongue tongue_out yaeillust
1futa 1girls abs bar_censor better_version_at_source big_breasts bikini blonde_hair blush bottomless breasts carrottewi censored clothed clothing cum cumshot ejaculation erection female female_focus futa_on_female futa_with_female futanari glasses handjob hat huge_breasts human librarian light-skinned_female light-skinned_futanari light_skin marisa_kirisame mostly_nude multitasking muscular muscular_female muscular_futanari old_art old_artwork orgasm patchouli_knowledge penis purple_hair reading_book solo_focus standing thick_thighs thumbnail topwear touhou white_background
1futa 1girls abs bar_censor better_version_at_source big_breasts bikini blonde_hair blush bottomless breasts carrottewi censored clothed clothing cum cumshot ejaculation erection female female_focus futa_on_female futa_with_female futanari glasses handjob hat huge_breasts human librarian light-skinned_female light-skinned_futanari light_skin marisa_kirisame mostly_nude multitasking muscular muscular_female muscular_futanari old_art old_artwork orgasm patchouli_knowledge penis purple_hair reading_book solo_focus standing thick_thighs thumbnail topwear touhou white_background
1girls 2021 absurd_res anthro bat big_ass big_booty big_breasts big_butt big_thighs breasts digital_media_(artwork) eyeless female furry furry_female high_resolution highres lips lipstick long_ears mammal mammal_humanoid nipples no_eyes old_art old_artwork own_character pokemon pokemon_(species) pool purple purple_background purple_skin simple_background smile smiling smiling_at_viewer sophia_(sukoi) sukoi_(artist) thighs water zubat
1girls 2021 absurd_res anthro bat big_ass big_booty big_breasts big_butt big_thighs breasts digital_media_(artwork) eyeless female furry furry_female high_resolution highres lips lipstick long_ears mammal mammal_humanoid nipples no_eyes old_art old_artwork own_character pokemon pokemon_(species) pool purple purple_background purple_skin simple_background smile smiling smiling_at_viewer sophia_(sukoi) sukoi_(artist) thighs water zubat
2000s birth birthing blue_hair bow collarbone dragon_quest dragon_quest_v drg earrings erect_nipples flora_(dragon_quest) green_eyes lingerie long_hair looking_at_viewer mature_female mature_woman medium_breasts nera_briscoletti old_artwork older_female panties pregnant pregnant_belly pregnant_female ready_to_pop sagging_breasts skinny smile smiling_at_viewer stockings tagme white_background
2000s birth birthing blue_hair bow collarbone dragon_quest dragon_quest_v drg earrings erect_nipples flora_(dragon_quest) green_eyes lingerie long_hair looking_at_viewer mature_female mature_woman medium_breasts nera_briscoletti old_artwork older_female panties pregnant pregnant_belly pregnant_female ready_to_pop sagging_breasts skinny smile smiling_at_viewer stockings tagme white_background
2girls big_breasts blue_hair blush earrings female female/female female_focus female_only heart-shaped_pupils lesbian_kiss multiple_girls old_art old_artwork pointy_ears saliva saliva_string saliva_trail succubus succubus_costume succubus_horns succubus_tail tail white_hair yaeillust yuri
2girls big_breasts blue_hair blush earrings female female/female female_focus female_only heart-shaped_pupils lesbian_kiss multiple_girls old_art old_artwork pointy_ears saliva saliva_string saliva_trail succubus succubus_costume succubus_horns succubus_tail tail white_hair yaeillust yuri
1futa apron baked_goods bananacreamcake big_breasts big_penis erect_nipples_under_clothes erection_under_clothes full-package_futanari futa_only futa_sans_pussy futanari jenna_del_ricci old_art old_artwork original penis pinup solo spreading transmorpher_dds
1futa apron baked_goods bananacreamcake big_breasts big_penis erect_nipples_under_clothes erection_under_clothes full-package_futanari futa_only futa_sans_pussy futanari jenna_del_ricci old_art old_artwork original penis pinup solo spreading transmorpher_dds
1girls censored lily_bloomerchen old_artwork soso_(chlgksk110) soul_worker
1girls censored lily_bloomerchen old_artwork soso_(chlgksk110) soul_worker
2021 cassandra_(newgrounds) cunnilingus english_text goth moaning naked newgrounds old_art old_artwork pico's_school pico_(newgrounds) self_upload tagme unseen_male_face
2021 cassandra_(newgrounds) cunnilingus english_text goth moaning naked newgrounds old_art old_artwork pico's_school pico_(newgrounds) self_upload tagme unseen_male_face
2000s bed bed_sheet blush blushing_at_viewer brown_eyes brown_hair child_bearing_hips collarbone dark_nipples drg engorged_breasts erect_nipples lipstick long_hair looking_at_partner looking_at_viewer mature_female mature_woman milf mole_under_eye nude nude_female old_art old_artwork older_female panties pregnant pregnant_belly pregnant_female ready_to_pop red_lipstick sex_slave slave slavegirl submissive submissive_female swollen_breasts trash_can undressing undressing_self veiny_breasts
2000s bed bed_sheet blush blushing_at_viewer brown_eyes brown_hair child_bearing_hips collarbone dark_nipples drg engorged_breasts erect_nipples lipstick long_hair looking_at_partner looking_at_viewer mature_female mature_woman milf mole_under_eye nude nude_female old_art old_artwork older_female panties pregnant pregnant_belly pregnant_female ready_to_pop red_lipstick sex_slave slave slavegirl submissive submissive_female swollen_breasts trash_can undressing undressing_self veiny_breasts
1boy 1girls 2021 backwards_penis big_penis breasts cassandra_(newgrounds) earrings goth looking looking_down minecraft minecraft_background newgrounds no_context old_art old_artwork open_mouth partial_male penis pico's_school pico_(newgrounds) pubic_hair pussy red_hair self_upload sharp_teeth spanish_text tagme talking teeth text white_skin xd
1boy 1girls 2021 backwards_penis big_penis breasts cassandra_(newgrounds) earrings goth looking looking_down minecraft minecraft_background newgrounds no_context old_art old_artwork open_mouth partial_male penis pico's_school pico_(newgrounds) pubic_hair pussy red_hair self_upload sharp_teeth spanish_text tagme talking teeth text white_skin xd
1girls censored lily_bloomerchen old_artwork soso_(chlgksk110) soul_worker
1girls censored lily_bloomerchen old_artwork soso_(chlgksk110) soul_worker
1boy 1girls ahe_gao blue_eyes blush brown_hair couple female fingering fingering_pussy from_behind heart-shaped_pupils male old_art old_artwork orgasm orgasm_face pink_nipples pussy pussy_juice pussy_juice_drip short_hair silver_hair small_breasts thick_thighs tongue tongue_out wink yaeillust
1boy 1girls ahe_gao blue_eyes blush brown_hair couple female fingering fingering_pussy from_behind heart-shaped_pupils male old_art old_artwork orgasm orgasm_face pink_nipples pussy pussy_juice pussy_juice_drip short_hair silver_hair small_breasts thick_thighs tongue tongue_out wink yaeillust
1girls 2017 ass_bigger_than_breasts big_ass blue_hair clothed female_only hi_res jeimorph non_nude old_art old_artwork sfw thick_thighs trina_(trina_biggs) trina_biggs
1girls 2017 ass_bigger_than_breasts big_ass blue_hair clothed female_only hi_res jeimorph non_nude old_art old_artwork sfw thick_thighs trina_(trina_biggs) trina_biggs
1girls blush clothed_female collarbone dress drg embarrassed embarrassed_female female ghost_sweeper_mikami hand_on_belly human jewelry leggings long_hair necklace old_art old_artwork orange_hair pregnant pregnant_belly pregnant_female purple_dress ready_to_pop reiko_mikami shocked standing standing_up suprised very_long_hair white_background
1girls blush clothed_female collarbone dress drg embarrassed embarrassed_female female ghost_sweeper_mikami hand_on_belly human jewelry leggings long_hair necklace old_art old_artwork orange_hair pregnant pregnant_belly pregnant_female purple_dress ready_to_pop reiko_mikami shocked standing standing_up suprised very_long_hair white_background
1girls censored lily_bloomerchen old_artwork orgasm soso_(chlgksk110) soul_worker
1girls censored lily_bloomerchen old_artwork orgasm soso_(chlgksk110) soul_worker