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2009

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1girls 2009 ahoge bare_shoulders black_fingerless_gloves black_gloves boots colored_nails commentary_request female fingerless_gloves fl_chan fl_studio gloves green_hair headphones highres nail_polish nails nails_painted oerba_yun_fang open_mouth orange_nail_polish orange_nails painted_nails panties pantyshot photoshop_(medium) red_eyes roreru shikishi signature skirt smile solo striped_clothes striped_panties traditional_media underwear

ahogebare_shoulders

2009 anal_beads anthro blep canine collar dildo doberman furry genitals marc_leonhardt penis sex_toy short_tail solo solo_male stockings tail tongue underwear

anal_beadsanthro

2009 3dgspot animal_humanoid anthro ass athletic athletic_female big_breasts breasts curvy_figure digital_media_(artwork) eyebrows eyelashes eyes felid felid_humanoid feline feline_humanoid female female_focus hair hourglass_figure humanoid invalid_tag jungle_heat legs lips long_hair mammal mammal_humanoid meanne tail voluptuous wide_hips

animal_humanoidanthro

2009 comic cute_panties jay_naylor little_red_riding_hood_(jay_naylor) lumpkinville_(jay_naylor) mary_ann_huckleberry panties tagme the_fall_of_little_red_riding_hood trish_(jay_naylor)

comiccute_panties

1boy 1girls 2009 2024 2d 2d_(artwork) 2d_artwork anthro big_bad_wolf blush canid canine canis comic cottonwine_(jay_naylor) fairy_tales fantasy female femsub freckles freckles_on_breasts freckles_on_chest freckles_on_face freckles_on_shoulders green_eyes jay_naylor licking_breast little_red_riding_hood little_red_riding_hood_(jay_naylor) male maledom public_domain red_riding_hood the_fall_of_little_red_riding_hood tongue tongue_out wolf

anthrobig_bad_wolf

1girls 2009 animal_humanoid big_breasts blue_body breasts colored digital_media_(artwork) female fish fish_humanoid green_eyes humanoid jaeh marine marine_humanoid naturally_censored nintendo nude ocarina_of_time princess_ruto solo the_legend_of_zelda underwater water zora

animal_humanoidbig_breasts

2009 blowjob blue_eyes call_of_duty:_modern_warfare_2 face_closeup ghost_(modern_warfare_2) good_boy john_mactavish looking_at_viewer simon_riley soap_(modern_warfare_2) spit

blowjobblue_eyes

2009 balls chest_tuft cureboltium furry genitals grin hair male markings monster navel nude pecs penis pubes purple_hair smile solo tuft

ballschest_tuft

1boy 1girls 2009 anthro big_bad_wolf canid canine canis comic cottonwine_(jay_naylor) english_text fairy_tales female freckles freckles_on_breasts freckles_on_chest freckles_on_face green_eyes jay_naylor little_red_riding_hood male musk musk_fetish musky nipple_bulge panties public_domain red_riding_hood skirt the_fall_of_little_red_riding_hood underwear wolf

anthrobig_bad_wolf

11girls 2009 black_and_white blue_bulleteer cameltoe carol_danvers cleavage colt_(femforce) costume erect_nipples femforce flashing hat huge_breasts jessica_hunt julius_zimmerman large_breasts laura_wright long_hair marvel marvel_comics masks ms._marvel multiple_girls nightveil_(ac_comics) nightveil_(femforce) she-cat_(femforce) sketch sketch_page spider-man_(series) spider-woman superheroine valencia_kirk

black_and_whiteblue_bulleteer

1boy 1girls 2009 anthro balls big_bad_wolf blush canid canine canis comic cottonwine_(jay_naylor) fairy_tales female freckles freckles_on_breasts freckles_on_face green_eyes jay_naylor little_red_riding_hood loincloth male public_domain red_riding_hood text the_fall_of_little_red_riding_hood wolf

2009 anthro anthro_on_anthro ass biped blue_body blue_eyes blue_fur blue_hair blush bodily_fluids breath brown_body brown_fur brown_hair canid canine canis colored domestic_dog duo erection foreskin frottage fur genital_fluids genitals hair husky intraspecies kouya_(morenatsu) larger_male male male/male mammal manya morenatsu nipples nordic_sled_dog nude open_mouth penile penis precum sex shun_(morenatsu) sitting size_difference smaller_male spitz sweat thick_thighs tongue uncircumcised visual_novel wolf

anthroanthro_on_anthro

2009 4_fingers anal anal_sex anthro ass_up big_breasts blood bodily_fluids bracelet breasts canid canine cleavage clothed clothing collar corset dildo dildo_in_ass dildo_insertion dipstick_tail dominant dominant_female duo english_text eric_schwartz feet female fingers flail foot_on_head footwear garter_straps genitals gore hair high_heels jewelry latex latex_clothing latex_legwear latex_thigh_highs legwear lingerie looking_down_at_partner male male/female mammal marker_(artwork) markings masochism melee_weapon monochrome nipples nosebleed object_in_ass on_ground penetration ponytail pubes pussy raised_tail sadism sex_toy sex_toy_in_ass sex_toy_insertion signature speech_bubble spiked_bracelet spiked_collar spikes standing stepped_on submissive submissive_male tail tail_markings tail_wraps text thigh_highs topwear traditional_media_(artwork) weapon whip wraps

2009 5_fingers 6boys abs athletic athletic_male balls bart_allen batman_(series) biceps big black_hair blowjob blue_eyes boots brown_hair cape closed_eyes cock cock_sucking color colored conner_kent costume dark_hair dated dc dc_comics domino_mask earrings english_text erect_penis erection eyes_closed fellatio fingerless_gloves fit fit_male gay gloves green_gloves hand_on_penis human icemanblue impulse kon-el kryptonian large_penis light-skinned_male light_skin long_penis male male/male male_focus male_only mask multiple_boys multiple_males muscles muscular muscular_male nude nudity oral oral_sex pecs penis plain_background red_gloves robin_(dc) robin_(tim_drake) sex short_hair stroking_penis superboy superboy_(conner_kent) superhero superman_(series) testicles text the_flash_(series) thick_penis tim_drake toned toned_male tongue tongue_out trio_focus uncensored url yaoi young_justice

00s 1boy 2000s 2009 2d 4girls animated ass bisexual blonde_hair blue_hair breasts brown_hair butt color colored cowgirl_position cum cum_in_pussy cum_inside cunnilingus defloration deflowering digital_works_(studio) dildo dildo_in_pussy edit edited english english_dialogue english_voice_acting face_sitting facesitting female gif harem hentai hentai_series kasukabe_noriko light-skinned_female light-skinned_male like_a_mom long_hair long_video longer_than_2_minutes longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_6_minutes longer_than_7_minutes longer_than_8_minutes longer_than_9_minutes longer_than_one_minute male mama_puri!? mikami_haruka mp4 naked naked_female naked_male nipples nude nude_female nude_male orgy pale-skinned_female purple_hair pussy pussy_licking red_hair reverse_spitroast sawagiri_chiyo screencap screenshot sex sound stockings stockings_only straight tagme taguchi_keita tateshina_kazuho third-party_edit tied_hair twintails uncensored upscaled vaginal_penetration vaginal_sex video voice_acted yuri

00s 2000s 2009 2d 2girls animated assisted_penetration big_dildo black_dildo blue_hair breasts closed_eyes clothed_female color colored digital_works_(studio) dildo_in_pussy dildo_insertion dildo_penetration edit edited english english_dialogue english_voice_acting female female_only gif green_tank_top hairless_pussy hentai hentai_series kasukabe_noriko light-skinned_female like_a_mom longer_than_2_minutes longer_than_one_minute mama_puri!? milf mp4 multiple_girls nipples nipples_visible_through_clothing offscreen orgasm_face pale-skinned_female panties panties_aside penetration_under_skirt purple_dildo pussy pussy_juice red_hair screencap sensitive shirt_up shy sound tagme talking_on_phone tateshina_kazuho third-party_edit uncensored upscaled video voice_acted wet_pussy white_panties yuri

animatedassisted_penetration

00s 1boy 2000s 2009 2d animated balls bed black_hair blonde_hair blue_eyes blush breast_grab breasts clitoris closed_eyes color colored cum cum_in_pussy digital_works_(studio) edit edited english english_dialogue english_voice_acting female hentai hentai_series like_a_mom long_video longer_than_2_minutes longer_than_3_minutes longer_than_4_minutes longer_than_one_minute male mama_puri!? moaning mp4 nipples penis pussy pussy_juice sawagiri_chiyo sex sound spooning tagme taguchi_keita third-party_edit uncensored upscaled vaginal_penetration video voice_acted

00s 2000s 2009 2d animated blue_hair bouncing_breasts breasts cap color colored cowgirl_position digital_works_(studio) edit edited english english_dialogue english_voice_acting female girl_on_top hair hentai hentai_series like_a_mom long_video longer_than_5_minutes lowres male mama_puri!? mp4 nipples nude penetration penis pussy screencap sex sound straight tagme taguchi_keita tateshina_kazuho third-party_edit uncensored upscaled vaginal_penetration video voice_acted

animatedblue_hair

00s 2000s 2009 2d animated color colored digital_works_(studio) edit edited english english_dialogue english_voice_acting hentai hentai_series like_a_mom longer_than_2_minutes longer_than_one_minute mama_puri!? mp4 sound tagme taguchi_keita tateshina_kazuho third-party_edit uncensored unknown_character upscaled video voice_acted

00s 2000s 2009 2d animated color colored digital_works_(studio) edit edited english english_dialogue english_voice_acting hentai hentai_series kasukabe_noriko like_a_mom longer_than_2_minutes male mama_puri!? mp4 naked naked_female naked_male sawagiri_chiyo sound tagme taguchi_keita tateshina_kazuho third-party_edit uncensored upscaled video voice_acted

00s 1boy 1girls 2000s 2009 2d animated color colored cum cum_in_mouth digital_works_(studio) drunk_female edit edited english english_dialogue english_voice_acting fellatio female hentai hentai_series kasukabe_noriko kissing licking_pussy like_a_mom longer_than_2_minutes longer_than_3_minutes longer_than_one_minute looking_at_pussy male mama_puri!? mp4 pussy sound spreading_pussy tagme taguchi_keita third-party_edit uncensored upscaled video voice_acted

00s 2000s 2009 2d animated anus ass breasts color colored digital_works_(studio) edit edited english english_dialogue english_voice_acting fingering fingering_self hentai hentai_series large_breasts like_a_mom longer_than_one_minute mama_puri!? masturbation mikami_haruka milf mp4 nipples nude pussy shower showering sound tagme third-party_edit uncensored upscaled video voice_acted

00s 1boy 2000s 2009 2d 4girls animated ass bisexual blonde_hair blue_hair breasts brown_hair butt color colored cowgirl_position cunnilingus digital_works_(studio) edit edited english english_dialogue english_voice_acting face_sitting facesitting female gif harem hentai hentai_series kasukabe_noriko light-skinned_female light-skinned_male like_a_mom long_hair longer_than_one_minute male mama_puri!? mikami_haruka mp4 naked naked_female naked_male nipples nude nude_female nude_male orgy pale-skinned_female purple_hair pussy_licking red_hair reverse_spitroast sawagiri_chiyo screencap screenshot sex sound stockings stockings_only straight tagme taguchi_keita tateshina_kazuho third-party_edit tied_hair twintails uncensored upscaled vaginal_penetration vaginal_sex video voice_acted yuri

2009 ambiguous_gender anthro blush bodily_fluids cum dragon duo genital_fluids genitals human kitsune_youkai koyru low_res male male/ambiguous mammal penis red_body solo_focus speech_bubble wings yellow_eyes

ambiguous_genderanthro

1boy 1girls 2009 anthro balls bigger_female blond_hair breasts bushycat canid canine chopsticks fangs felid feline female food fox furry interspecies lick licking licking_anus licking_ass long_hair long_tail macro male male/female micro mouth_open nipples open_mouth penis pink_nose pussy rimjob rimming smaller_male straight tail testicles tiger tongue tongue_out vagina vore

2009 2boys anal anal_sex anthro anus balls braid braided_hair braided_ponytail bushycat canid canine cum fox furry gay genitals interspecies lagomorph lapine long_ears male male/male male_focus male_only male_penetrated male_penetrating male_penetrating_male penis penis_in_ass rabbit testicles yaoi

2009 3_toes 4_fingers anthro balls bodily_fluids breasts canid canine canis claws clitoris closed_eyes couch_sex cum digitigrade duo erection eric_schwartz feet female female_on_top female_penetrated fingers furniture genital_fluids genitals graphite_(artwork) greyscale looking_pleasured male male/female male_on_bottom male_penetrating male_penetrating_female mammal medium_breasts mixed_media monochrome motion_lines mouse mousey mousey_(rowyin) murid murine navel on_bottom on_top pen_(artwork) pencil_(artwork) penetration penis plantigrade pregnant pregnant_female pregnant_sex pussy pussy_juice reverse_cowgirl_position rodent rowyin sex shaded signature sofa tail tail_around_penis tail_fetish tail_play tail_sex tailjob toe_claws toes traditional_media_(artwork) vaginal_penetration wolf

1boy 1girls 2009 anthro balls blue_eyes breasts bushycat canid canine claws female fox furry gloves_(marking) green_eyes hand_on_penis hug hugging male male/female mammal nipples orange_fur penis purple_fur pussy socks_(marking) straight testicles vagina vulpine

1boy 2009 animal_genitalia animal_penis anthro balls begging begging_pose bushycat canid canine canine_genitalia canine_penis clawed_feet clawed_toes claws furry laying_on_back lupine male nipples on_back pawpads paws penis solo solo_male tail testicles wolf

animal_genitaliaanimal_penis

00s 1boy 1girls 2000s 2009 2d animated ass bending_over big_ass big_butt big_penis blush censored censored_penis clothed clothing cum cum_on_ass cum_on_body cum_on_lower_body cum_on_upper_body cumming cumshot ejaculation erect_penis eyebrows female from_behind from_behind_position green_eyes hentai hentai_series high_resolution highres holding holding_penis huge_ass huge_butt large_penis leaning_forward legs light-skinned_female light_skin looking_back male mizugi_kanojo mizuho_(mizugi_kanojo) mosaic_censoring mp4 ms_pictures one_piece_swimsuit ponytail red_hair semen sound swimsuit tagme thick_ass thighs tight_clothing tight_fit video voice_acted

00s 1girls 2000s 2009 2d animated ass belly belly_button cameltoe censored censored_pussy clothing female female_only hentai hentai_series high_resolution highres indoors legs light-skinned_female light_skin mizugi_kanojo mizuho_(mizugi_kanojo) mp4 ms_pictures navel pubic_hair pussy_visible_through_clothes sound stomach swimsuit tagme thighs tight_clothing tight_fit turning_around undressing video

00s 1280x720 2000s 2000s_and_2010s_style 2009 2boys1girl 2d 3_on_1 4boys 4girls 720p airtight all_three_filled anal anal_sex angry_female animated armwear artist_request asking_for_more black_armwear black_legwear blonde_female blonde_hair blonde_hair_female blowjob blue_armwear blue_legwear bouncing_breasts breast_grab breasts cat_girl censored coercion cum cum_in_ass cum_in_mouth cum_in_pussy cum_inside cum_leak cum_leaking cum_leaking_out_of_anus cum_leaking_out_of_pussy cum_puke cum_through cum_vomit deepthroat demon_girl dirk_eberwein double_penetration earrings english english_subtitles enjoyment excessive_cum face_fucking fellatio female female_pubic_hair ffmm_foursome forced foursome gangbang gaping gaping_anus gaping_pussy glowing_eyes grey_hair head_back hexagram hi_res highres himekishi_lilia incantation incest indoors inner_thoughts interspecies japanese_dialogue japanese_voice_acting kiriko_(himekishi_lilia) legwear leila_eberwein licking_nipples lilia_eberwein lilith-soft long_playtime long_tongue long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute loving_it male milf missionary_position miya_(himekishi_lilia) mmf_threesome mosaic_censoring mother_and_daughter mother_and_son mp4 multi_tongue nipples ogre ogre_male on_back oral_creampie orange_hair orgasm penetration pink_hair pixy_(company) princess pubes pubic_hair rape rape_fetish raped_by_tentacles red_eyes restrained restrained_by_tentacles saliva sandwiched sex sound spitroast standing standing_sex subtitled supernatural suspended_double_penetration suspended_via_tentacles sword_swallowing_position tattoo tattoo_on_head tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_rape tentacle_sex tentacles_around_arms tentacles_around_legs threesome throat_bulge throat_fuck throat_swabbing throne_room tongue tongue_in_anus tongue_in_pussy tongue_kiss torn_clothing triple_penetration uncensored_anus vaginal_creampie vaginal_penetration video voice_acted wanting_more

airtightall_three_filled

1boy 1girls 2009 ass ass_grab backboob blush breasts carrying carrying_partner carrying_position exhibitionism female hatsune_miku hug male male/female no_panties one_eye_closed open_mouth penetration penis public public_sex pussy sex skirt suspended_congress thighhighs twintails ujiga_waita vaginal_penetration vocaloid waita_uziga

2009 abs anthro biceps big_biceps big_bulge big_pecs bulge clothed clothing dragon ear_fins fin flexing_bicep horn juano line_art looking_at_self male membrane_(anatomy) membranous_wings monochrome muscular muscular_anthro muscular_arms muscular_male pecs redsaber_(character) scalie tail underwear underwear_only western_dragon wings

2009 anthro apatosaurus astor balls big_balls big_penis bodily_fluids cum digital_media_(artwork) dinosaur diplodocid duo eyewear genital_fluids genitals goggles grey_body grey_scales huge_balls huge_cock humanoid_genitalia humanoid_penis hyper hyper_balls hyper_genitalia hyper_penis lizard long_neck lying male male/male nude on_back on_ground penis reptile sauropod scales scalie shalkaii sitting straydog tail

anthroapatosaurus

1boy 2009 anthro beads big_abs big_biceps big_bulge big_muscles blue_clothing blue_underwear building bulge city clothing cloud digital_media_(artwork) dracoofzeradaith dragon gold_scales hair horn huge_bulge huge_muscles huge_pecs juano looking_at_viewer low-angle_view macro male membrane_(anatomy) membranous_wings muscular muscular_anthro muscular_male outside ponytail scalie sky solo tail underwear western_dragon wings worm's-eye_view

2009 3girls anthro breasts canid canine feet female female_fox fox furry harem harem_girls indoors inside ironbadger laying_down laying_on_side looking_at_viewer looking_back looking_back_at_viewer multicolored_body multicolored_fur multiple_females multiple_girls nipples pillows pussy trio vagina vulpine

2009 2girls all_dogs_go_to_heaven anthro bottomless bra canine carrot corn cornography crossover eggplant ek_goya female female_focus female_only food food_play furry genitals lick licking oliver_and_company pussy rita_(oliver_and_company) sasha_la_fleur standing text vagina vegetable wet_pussy

all_dogs_go_to_heavenanthro

2009 2boys anal anal_penetration anal_sex animal_genitalia animal_penis anthro balls bracelets canid canine canine_genitalia canine_penis collie ek_goya femboy furry gay girly knot knot_in_ass knotted_penis knotting lupine male male/male penis penis_in_ass testicles twink virginity_loss wolf yaoi

analanal_penetration

2009 3boys anal anal_penetration anal_sex anthro avian balls bird canid canine chinese_crested_dog dialog dialogue ek_goya furry interspecies lupine male male/male/male male_penetrated male_penetrating male_penetrating_male penis sandwich_position speech_bubble testicles threesome trio wolf

analanal_penetration

2009 3boys anal anal_sex anthro canid canine chihuahua collie double_penetration ek_goya furry male threesome trio

1boy 2009 anthro anus backsack balls blonde_hair canid canine ek_goya erect_penis erection exotic_dancer femboy furry garter garter_belt girly lupine male money panties penis scrunchie solo solo_male stripper testicles twink underwear wolf

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