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00s 1boy 2009 animated arthropod_girl ass ass_focus ass_shake assertive_female black_hair black_kimono breasts close-up colored_skin cum cum_in_pussy cum_inside ejaculation female geisha green_ribbons hairdressing insect_girl japanese_clothes jorougumo_(onmyouji_ayakashi_no_megami) kimono kimono_off_shoulders longer_than_30_seconds monster_girl no_eyebrows off_shoulder onmyouji_ayakashi_no_megami outdoors pubic_hair pumping reverse_cowgirl_position ribbon robe sex short_hair shoulder_blades sound spider_girl straddling straight tagme vaginal_penetration video white_skin

animatedarthropod_girl

00s 1boy 1girls 2009 abe_no_seimei_(onmyouji_ayakashi_no_megami) animated assertive_female black_hair blush breasts cock_hungry completely_nude continue_after_cum continuous_ejaculation cum cum_hungry cum_on_body cum_on_breasts cum_on_face cum_on_hair draining draining_balls eager_blowjob erection faceless faceless_male facial fellatio female femdom genital_fluids holding_penis hungry_for_more large_breasts large_penis light-skinned_female light_skin lucky_bastard milking_penis miyamoto_(onmyouji_ayakashi_no_megami) molestation nude onmyouji_ayakashi_no_megami oral penis penis_grab penis_milking penis_nursing penis_suck post_orgasm_torture red_eyes saliva saliva_on_penis sleep_molestation somnophilia stealing_seed straight sucking sucking_penis suckling_penis tagme uncensored unconscious vacuum_blowjob vacuum_fellatio wet_penis

abe_no_seimei_(onmyouji_ayakashi_no_megami)animated

00s 1boy 2009 animated animated arthropod_girl ass ass_focus ass_shake assertive_female black_hair black_kimono close-up colored_skin female geisha green_ribbons insect_girl japanese_clothes jorougumo_(onmyouji_ayakashi_no_megami) kimono kimono_off_shoulders monster_girl off_shoulder onmyouji_ayakashi_no_megami ribbon robe short_hair shoulder_blades spider_girl tagme white_skin

animatedanimated

00s 2009 animated animated arthropod_girl assertive_female black_kimono bouncing_breasts breast_focus breasts close-up colored_skin female female geisha insect_girl japanese_clothes jorougumo_(onmyouji_ayakashi_no_megami) kimono kimono_off_shoulders large_areolae large_breasts monster_girl nipples off_shoulder onmyouji_ayakashi_no_megami spider_girl tagme white_skin

animatedanimated

2009 4_toes 5_fingers 5_toes all_fours anal anal_sex animal_genitalia animal_penis anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arm_warmers armwear athletic athletic_anthro athletic_male bared_teeth big_penis black_claws black_hair black_lips black_markings black_nose bodily_fluids canid canine canine_genitalia canine_penis cheek_tuft chest_tuft claws clenched_teeth closed_eyes clothing dariuswhitefur digitigrade doggy_style dripping duo ears_back ejaculation erection facial_tuft feet finger_claws fingers fluffy fluffy_fur fluffy_tail from_behind_position full_moon fur fur_growth fur_hair genital_fluids genitals grey_body grey_fur growth hair highlights_(coloring) hip_grab human human_to_anthro humanoid_feet knot leaking_precum leg_warmers legwear light lips long_hair long_tail looking_pleasured male male/male mammal mane markings mid_transformation monster moon moonlight mythological_canine mythological_creature mythology narrowed_eyes night nude nyhm_gothly outside pawpads paws penetration penis pivoted_ears plant plantigrade plantigrade_to_digitigrade precum precum_drip precum_on_ground precum_while_penetrated purple_eyes purple_highlights purple_markings red_penis ring_(marking) ringed_tail rock rukis sex shaded slim smile soft_shading species_transformation striped_markings striped_tail stripes tail tail_markings tail_over_shoulder tail_tuft teeth toe_claws toes transformation transformation_through_sex tree tuft vein veiny_penis werecanid werecanine werecreature werewolf whiskers white_body white_claws white_fur white_hair

00s 1boy 2009 all_fours animated anus ass ass_grab bed breasts brother_and_sister classic_hentai clitoris completely_nude cum cum_in_pussy cum_inside dimples_of_venus doggy_style ejaculation female hair_ribbons incest jinno_hikari jinno_naoto long_hair looking_back makai_tenshi_djibril makai_tenshi_djibril_2 male_pubic_hair missionary night nipples nude penis pubic_hair pumping pussy pussy_juice sex sex_from_behind siblings sideboob small_breasts sound straight tagme talking thighs twintails uncensored vaginal_penetration veins veiny_penis video

all_foursanimated

2009 breasts digital_media_(artwork) faceless_male female_on_top hadako-tan niabot nipples nude one_eye_closed open_mouth panties panties_around_one_leg pink_hair pussy sex smile vaginal_penetration vaginal_sex wikipedia

breastsdigital_media_(artwork)

2009 anal anthro duo felid lion male male/male mammal oral pantherine pornography rimming sex zenthetiger

00s 1080x1920 1boy 1girls 2009 animated balls becoming_erect breasts cartagra cartagra_tsuki_gurui_no_yamai cleavage creampie cum cum_inside cum_inside_womb drool ejaculation erection female growing_erection huge_breasts japanese_clothes japanese_language kimono longer_than_5_minutes longer_than_6_minutes nipples onsen open_clothes open_robe paizuri partially_underwater_shot penis pink pink_penis_tip quiet_male red_hair robe saliva saliva_trail sex shy_male smile testicles titjob towel traditional_clothing ujaku uncensored underwater underwater_view vagina video water

00s 1boy 1girls 2009 animated balls becoming_erect cartagra cartagra_tsuki_gurui_no_yamai cleavage erection eyebrows female gif growing_erection handjob huge_breasts nipples onsen penis pink_nipples pink_penis_tip pubic_hair quiet_male rubbing_leg shy_male talking testicles ujaku uncensored voluptuous_female water

1boy 2009 2d 2d_(artwork) 3girls beauty_mark black_lips black_lipstick blonde_hair brown_hair closed_eyes confused confused_expression confusion couple couple_(romantic) dark-skinned_female dialogue flat_colors glasses grabbing_arm hands_on_arms interrupted jbwarner86 jenna_(kinggigasmon) kiss_mark kissing lips long_hair orange_hair photo photo_(object) photo_booth photography red_hair sitting sitting_on_bed vince_(kinggigasmon)

beauty_markblack_lips

00s 2009 animated artist_request blue_eyes boots breasts brown_footwear cleavage collarbone eating female food full_body green_hat grin hat high_heel_boots high_heels jewelry_bonney knee_boots large_breasts long_hair looking_at_viewer male midriff navel one_piece one_piece_treasure_cruise orange_shorts patterned_legwear piercing pink_hair pirate pizza purple_eyes sabaody_archipelago shiny_skin shirt short_shorts shorts sitting sleeveless sleeveless_shirt smile solo sound stomach suspender_shorts suspenders tagme tank_top thighhighs video white_shirt

animatedartist_request

00s 1boy 2000s 2008 2009 2d after_rape aizawa_haruna animated ass balls belly big_belly black_pants blush bouncing_breasts breasts breasts_squeezed_together brick_wall brown_eyes brown_hair censored closed_eyes clothing_aside cum cum_in_pussy cum_on_body cum_on_penis dress ejaculation female female_focus fence forced functionally_nude grabbing_another's_breast groceries groping hair_ribbon hentai huge_ass huge_breasts knife knifepoint labor lactation large_breasts large_penis long_hair longer_than_2_minutes longer_than_30_seconds longer_than_one_minute lowres mask mature_female milk milking moaning mosaic_censoring nipple_stimulation nipples open_clothes open_mouth open_shirt orange_hair outdoors panties panties_aside pants penis pregnant pregnant_body public_indecency public_nudity pumping pussy pussy_juice rape rape!_rape!_rape! ribbon see-through_clothes see-through_dress sex sex_from_behind shirt smile sound straight sweat tagme testicles twitching_penis underwear vaginal_penetration valkyria_(studio) video white_panties

after_rapeaizawa_haruna

00s 1boy 1girls 2000s 2008 2009 2d after_rape aizawa_haruna animated ass balls begging_to_stop belly big_belly black_pants blush bouncing_breasts breasts breasts_squeezed_together brick_wall brown_eyes brown_hair censored closed_eyes clothing_aside cum cum_in_pussy cum_on_body cum_on_penis dress ejaculation female female_focus fence functionally_nude grabbing_another's_breast groceries groping groping_breasts groping_from_behind hair_ribbon hentai huge_ass huge_breasts knife knifepoint labor lactation large_breasts large_penis laughing long_hair longer_than_2_minutes longer_than_one_minute lowres male mask mature_female milk milking moaning mosaic_censoring need_milk_we_got_it nipple_stimulation nipples nonconsensual open_clothes open_mouth open_shirt orange_hair outdoors panties panties_aside pants penis pregnant pregnant_body public_indecency public_nudity pumping pussy pussy_juice rape rape!_rape!_rape! ribbon see-through_clothes see-through_dress sex sex_from_behind shirt smile sound straight sweat tagme testicles twitching_penis underwear vaginal_penetration valkyria_(studio) video white_panties

after_rapeaizawa_haruna

2009 anthro avian beach beak cetacean claws dolphin duo erection female from_behind_position genitals gryphon male male/male mammal marine mythological_avian mythological_creature mythology oceanic_dolphin open_mouth open_smile orca outside penetration penis raised_tail randomdragon sex smile tail teeth tongue tongue_out toothed_whale

2009 ass back_view blonde_hair breasts half_naked metroid nintendo pale_skin sakuradeedlit samus_aran topless undressing untied_hair zero_suit_samus

00s 1girls 2000s 2009 2d 2d_animation 3boys animated animation censored chinetsu_karte:_the_devilish_cherry continue_after_cum cum cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy gangbang gangrape group_rape group_sex hentai hetero_sex intercourse lace-trimmed_thighhighs lace_trim lace_trimmed_thighhighs leaking_cum leaking_cum_from_pussy leaking_pussy longer_than_2_minutes longer_than_30_seconds longer_than_one_minute nurse nurse_cap penis penis_in_pussy penis_in_vagina piv pussy rape sex sound straight straight_sex suzuki_mirano tagme thighhighs vagina vaginal_penetration vaginal_sex video

animatedanimation

00s 2000s 2009 2d 2d_animation animated animation blue_hair censored chinetsu_karte:_the_devilish_cherry continue_after_cum cum cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy hentai hetero_sex intercourse lace-trimmed_thighhighs lace_trim lace_trimmed_thighhighs leaking_cum leaking_cum_from_pussy leaking_pussy longer_than_30_seconds longer_than_one_minute nurse nurse_cap penis penis_in_pussy penis_in_vagina piv pussy sex short_hair sound straight straight_sex suzuki_mirano tagme thighhighs vagina vaginal_penetration vaginal_sex video

animatedanimation

00s 2000s 2009 2d 2d_animation animated animation censored chinetsu_karte:_the_devilish_cherry continue_after_cum cum cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy hentai hetero_sex intercourse lace-trimmed_thighhighs lace_trim lace_trimmed_thighhighs leaking_cum leaking_cum_from_pussy leaking_pussy long_playtime long_runtime long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_one_minute loving_it nurse nurse_cap penis penis_in_pussy penis_in_vagina piv pussy sex sound straight straight_sex suzuki_mirano tagme thighhighs vagina vaginal_penetration vaginal_sex video

animatedanimation

2009 2girls barefoot breasts catfight feet kinniku_buster naked nude soles spread_legs toes wrestling wrestling_ring yuri

barefootbreasts

2009 2d between_legs big_ass bololo busty female female_focus foamy germaine_endez glasses goth goth_girl green_eyes hourglass_figure innie_pussy makeup neurotically_yours nose_ring pale-skinned_female pale_skin piercing purple_hair short_hair sling_bikini squirrel tagme upscaled veiny_penis wide_hips

between_legsbig_ass

1boy 1girls 2009 2d anal anal_vore bololo busty clothing female female_focus feral feral_prey foamy germaine_endez glasses goth goth_girl green_eyes head_in_ass hourglass_figure human human_pred makeup neurotically_yours pale-skinned_female pale_skin piercing purple_hair short_hair squirrel tagme upscaled upskirt vore wide_hips zoophilia

2009 after_sex animal bestiality big_breasts bimbo bololo breasts busty cum dialogue female foamy germaine_endez goth goth_girl green_eyes hourglass_figure human innie_pussy large_breasts male neurotically_yours piercing pubes pubic_hair purple_hair pussy short_hair speech_bubble squirrel tagme uncensored upscaled wide_hips zoophilia

after_sexanimal

1girls 2009 2boys animal bestiality big_breasts black_panties bololo breasts busty dialogue female female_focus foamy full_body germaine_endez goth goth_girl green_eyes hourglass_figure large_breasts male neurotically_yours panties piercing pilz-e pubes pubic_hair pubic_hair_peek purple_hair pussy short_hair size_difference speech_bubble squirrel tagme thong upscaled wide_hips zoophilia

animalbestiality

2009 animaniacs anthro balls big_breasts black_body blue_eyes boots breasts clothing copyright_symbol dialogue doug_winger eyewear eyewear_on_head female fluffy fluffy_tail footwear futanari genitals gloves goggles goggles_on_head group handwear herm intersex machine mammal minerva_mink mink musical_note musical_symbol mustelid musteline nipple_piercing nipples nude open_mouth penis piercing pink_penis science scientific_experiment shoes singing speech_bubble symbol tail talking_to_viewer text true_musteline warner_brothers white_body

animaniacsanthro

2009 anthro balls big_balls big_breasts big_penis black_body black_fur black_hair bodily_fluids breasts copyright_symbol cum cum_drip cum_on_ground cum_on_wall doug_winger dripping fur futanari genital_fluids genitals gynomorph hair intersex mammal mink mustelid musteline nipples nude open_door open_mouth penis solo symbol text true_musteline

00s 1boy 2009 balls buzz_cut censored gay junpei_iori light_skin male male_only masturbation mosaic_censoring persona persona_3 ryuji3600 simple_background solo sweatdrop tagme

2009 anthro big_breasts big_penis biped boots breasts clothing copyright_symbol danger_sign doug_winger footwear furniture futanari genitals gloves gynomorph hair handwear huge_breasts huge_cock intersex mammal mephitid night nipple_outline osha penis phrase shoes skunk skunk_tail sofa solo symbol tail text warning warning_sign warning_symbol white_hair yellow_clothing

anthrobig_breasts

2009 2futas 4_fingers anthro artist_name balls big_balls big_breasts big_penis blurry_background breasts breasts_out brown_fur buckteeth bunny_girl bunny_tail character_request copyright_symbol doug_winger duo english_text erect_nipples erect_penis erection eyelashes fairy floppy_ears forest forest_background futanari genitals gynomorph hair huge_breasts huge_cock humanoid humor insect_wings intersex joke lagomorph large_balls large_breasts leporid magic magic_wand mammal naked nature nature_background nipple_outline nipples nude nude_anthro outdoors outside pasties penis plant pond puffy_nipples rabbit rock short_hair small_waist standing star_pasties symbol tail tail_tuft teeth text thong tiptoes tree tuft wand water white_text wings yellow_pasties yellow_thong

anthroartist_name

2009 2d 2d_(artwork) 2girls areolae_bigger_than_head breast_expansion breasts_bigger_than_body dialogue enjoying_expansion female greyscale hyper_breasts immortaltom inflation lip_expansion magic_inflation magic_wand monochrome spellbook tagme text top_heavy

areolae_bigger_than_headbreast_expansion

2009 anthro big_breasts blue_eyes bottomwear breasts brown_body brown_hair buckteeth chalkboard cleavage clothed clothing copyright_symbol dialogue doug_winger eyewear female fluffy fluffy_tail glasses hair huge_breasts humor joke mammal nipple_outline ponytail rodent sciurid skirt solo speech_bubble symbol tail talking_to_viewer teacher teeth text tree_squirrel

anthrobig_breasts

1girls 2009 3boys animal_genitalia animal_penis ass barefoot bestiality big_breasts bololo breasts bubble_butt busty cleavage closed_eyes cum cum_inside ear_piercing earrings eyeshadow feet female female_focus foamy germaine_endez glasses goth goth_girl hatta hourglass_figure lipstick male neurotically_yours pale-skinned_female pale_skin panties panties_around_leg panties_down pants_down passed_out pilz-e purple_hair rape sex short_hair short_shorts shorts shorts_down sleep_molestation sleeping soles squirrel tagme tank_top tank_top_lift toes underboob underwear undressed upscaled vaginal_penetration wide_hips zoophilia

animal_genitaliaanimal_penis

1boy 2009 4_toes 5_fingers abs anthro balls big_balls big_chest big_muscles big_penis blonde_hair broad_shoulders calf_muscles cheek_tuft claws dipstick_fingers erection facial_tuft feet felid finger_claws fingers fur fur_hair genitals giganaut green_eyes grey_claws hair hand_behind_head hand_on_leg head_tuft hi_res humanoid_genitalia humanoid_penis lion looking_at_viewer low-angle_view male male_only mammal multicolored_body multicolored_fur muscular muscular_anthro muscular_male nipples nude obliques orange_body orange_fur pantherine paws pecs penis pink_penis plantigrade pose presenting pubes serratus shaded simple_background simple_shading smile soft_shading solo standing standjng tail tail_tuft tan_body tan_fur tan_nipples tan_nose toe_claws toes triceps tuft vein veiny_penis white_background yellow_body yellow_fur

1:1 1boy 2009 abs amber_eyes anthro anthro_only bad_dragon balls biceps big_balls big_muscles big_penis biped bottomwear claws clothed clothing denim denim_bottomwear denim_clothing digital_media_(artwork) dragon duke_(bad_dragon) erection fangs flexing furry furry_only genitals grin horn jeans looking_at_viewer male male_only masturbation membrane_(anatomy) membranous_wings muscular muscular_anthro muscular_male mythological_creature mythological_scalie mythology narse official_art pants pecs penile penile_masturbation penis pose presenting presenting_penis scalie smile solo standing tail teeth thick_penis topless undressing vein wings yellow_eyes

1girls 2009 animated black_background blood breasts david_productions female female_focus female_only hamyuts_meseta hourglass_figure long_hair naked naked_female no_sex no_sound no_vagina no_visible_genitalia nude nude_female pale-skinned_female pale_skin reaching_out screencap solo solo_female solo_focus tatakau_shisho

animatedblack_background

00s 2009 ass bara blurry_background bracelet crash_(series) dated fabfelipe fingerless_gloves koala koala_kong male male_only mooning muscular red_tank_top spiked_bracelet tank_top video_games

00s 2009 2boys balls bara beard black_hair censored gay hairy huge_cock male male_only mosaic_censoring muscular penis pubic_hair sush1tan sweatdrop tank_top

00s 2009 2boys anal balls cum cumshot foreskin hrio male male_only office penis pubic_hair sex_on_table tagme uncircumcised uncut

1girls 2009 areolae armlet athletic athletic_female beauty_mark big_breasts black_hair bob_cut breasts brown_skin brown_skinned_female busty color egyptian egyptian_female erect_nipples exposed_breasts female female_focus female_only fully_nude hourglass_figure human kneeling large_breasts legend_of_queen_opala lipstick makeup mascara monochrome navel nipples nude nude_female nudity oddjob perky_breasts pinup pinup_pose queen_opala short_hair slim slim_girl slim_waist solo tagme tiara upscaled wide_hips

1girls 2009 alternate_version_at_source alternate_version_available big_breasts bikini breasts cameltoe cleavage dutch_angle female female_only hi_res kagami kagami_hirotaka low-angle_view nico_robin nipple_bulge one_piece pre-timeskip tongue tongue_out utility_pole_spirit

alternate_version_at_sourcealternate_version_available

1girls 2009 alternate_version_at_source alternate_version_available barely_contained big_breasts bikini breasts cameltoe female female_only hi_res kagami kagami_hirotaka nami_(one_piece) nipple_bulge one_piece pre-timeskip tongue tongue_out utility_pole_spirit

alternate_version_at_sourcealternate_version_available

1girls 2009 2d adult big_breasts bikini blush bra breasts cameltoe cleavage dutch_angle female female_only kagami kagami_hirotaka long_hair low-angle_view lying mature_female naughty_face nico_robin nipple_bulge one_piece panties pre-timeskip smile smiling_at_viewer solo tongue tongue_out utility_pole_spirit

adultbig_breasts

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