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2009

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00s 2000s 2000s_(style) 2000s_and_2010s_style 2009 2boys 2girls bangs barney_rubble betty_rubble bouncing_breasts closed_eyes clothed_male_nude_female eyeshadow female_pubic_hair footwear_only fred_flintstone hair_bun hanna-barbera heels_only hetero high_heels_only indoors julius_zimmerman lipstick m_legs medium_breasts milf monochrome motion_lines naked_footwear naked_heels naked_shoes pearl_necklace pubic_hair reverse_upright_straddle short_hair spread_legs straight the_flintstones uncensored vaginal_penetration vaginal_sex wilma_flintstone

bangsbarney_rubble

2009 5_fingers 5_toes anthro athletic athletic_anthro athletic_male balls black_nose canid canine canis cheek_tuft chestnuts_(artist) claws domestic_dog erection facial_tuft feet finger_claws fingers full_foot_pawpads fur genitals green_eyes grey_claws half-closed_eyes head_tuft holding_object holding_surfboard humanoid_feet humanoid_genitalia humanoid_penis husky leg_markings looking_at_viewer male mammal markings mude multicolored_body multicolored_fur narrowed_eyes navel nipples nordic_sled_dog nude open_mouth orange_body orange_fur pawpads pecs penis pink_nipples pink_pawpads pink_penis plantigrade pose shaded signature simple_background socks_(marking) solo spitz standing surfboard tail tan_background teeth toe_claws toes tongue tuft two_tone_body two_tone_fur vein veiny_penis warm_colors whisker_spots white_body white_fur

2009 bell_collar blonde_hair cesaru33 christmas christmas_tree indoors nina_sakura panties partially_clothed skimpy skimpy_clothes solo ultra_maniac yellow_eyes

bell_collarblonde_hair

00s 1female 1girls 2000s 2009 asian_female black_hair blood brown_eyes cameltoe crazy decapitation female grin haruyama_kazunori japanese_female kitsu_chiri light-skinned_female light_skin lowres navel panties pantyshot parted_bangs sayonara_zetsubou_sensei school_uniform serafuku severed_head short_hair shovel skirt smile solo solo_female underwear upskirt white_panties worktool

asian_femaleblack_hair

00s 1female 1girls 2000s 2009 asian_female bag black_hair blush blush cloud coat day female female_focus female_only gray_eyes grey_eyes haruyama_kazunori holding_suitcase japanese_female kitsu_chiri light-skinned_female light_skin long_hair looking_at_viewer nature outdoors overcoat panties parted_bangs sayonara_zetsubou_sensei scarf school_bag sky solo solo_female suitcase underwear upskirt white_panties

asian_femalebag

1boy 1girls 2009 amy_rose anthro armband ass belly blue_fur blue_hair boots chair colossal_ass female female_focus furry general_amy_rose gloves green_eyes hat hedgehog hedgehog_humanoid hips hyper hyper_ass hyper_balls large_ass male monobutt obese obese_female one_eye_closed overweight overweight_female panties pink_fur pink_hair searching seat sega sonic_(series) sonic_the_hedgehog sonic_the_hedgehog_(series) stomach thick_thighs thighs throne tongue tongue_out underwear virus-20 weight_gain wide_hips

1boy 2009 2girls 3d arms_tied_above_head arms_tied_behind_back bondage chibspace dark-skinned_female female femsub forced_oral forced_yuri legs_tied_open light-skinned_female light-skinned_male male maledom mattress pinching_nipples pinching_own_nipples render wrists_tied

arms_tied_above_headarms_tied_behind_back

2009 3d 3girls ankles_tied arms_tied_behind_back arms_tied_together ball_gag bondage breast_torture chibspace cloth_gag clothespins crotch_rope dildo dildo_in_pussy female female_only functionally_nude_female gag gagged hands_tied_behind_back hands_tied_to_feet knees_tied legs_tied_open legs_tied_to_pole naked_female nude_female open_mouth_gag panties render rope rope_bondage spiked_dildo

ankles_tiedarms_tied_behind_back

2009 3girls adults aged_up artstyle_imitation bigtyme black_hair blonde_hair blossom_(powerpuff_girls) blue_eyes bubbles_(powerpuff_girls) buttercup_(powerpuff_girls) edit green_eyes grown_up hyper_eyes orange_hair pink_eyes powerpuff_girls theedministrator765

00s 1boy 1girls 2000s 2009 2d adult_and_teenager adult_male age_difference animated bleeding bleeding_from_pussy blood blood_on_penis censored censored_penis censored_pussy creampie crying cum_drip cum_dripping_out_of_pussy cum_in_pussy cum_inside cumdrip cunnilingus defloration dialog dialogue duo egg_cell english_subtitles faceless_male female fingering_pussy fingers flower hentai human hurt impregnation innocent japanese_dialogue japanese_voice_acting learning long_video longer_than_10_minutes longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute male mashiro_asukara metaphor mosaic_censoring nakadashi older_male older_man_and_teenage_girl ovum painful painful_penetration painful_vaginal penis petite_girl rape rape!_rape!_rape! rough screaming_in_agony sex sperm sperm_cell sperm_meets_ovum straight straight_sex subtitled tagme teaching teenage_girl teenager third-party_edit unwanted_creampie unwanted_cum_inside unwanted_impregnation vaginal vaginal_penetration vaginal_sex valkyria_(studio) video violation virgin virginal_blood visual_metaphor x-ray

adult_and_teenageradult_male

00s 2000s 2009 2d animated black_hair horny_female mother ms_pictures screencap slavegirl yama_hime_no_mi

animatedblack_hair

00s 2000s 2009 2d animated black_hair horny_female mother ms_pictures screencap slavegirl yama_hime_no_mi

animatedblack_hair

2000s 2009 2d animated black_hair horny_female mother ms_pictures p0s screencap slavegirl yama_hime_no_mi

animatedblack_hair

00s 2000s 2009 2d animated black_hair horny_female mother ms_pictures screencap slavegirl yama_hime_no_mi

animatedblack_hair

00s 2000s 2009 2d animated black_hair horny_female mother ms_pictures screencap slavegirl yama_hime_no_mi

animatedblack_hair

2009 animal anklet arms_above_head ball_squeeze balls belly_riding big_breasts black_hair blush bondage bound_together breast_bondage breast_press breast_squeeze breast_squish breasts brown_eyes choker cum cum_drip cum_in_pussy cum_inside cum_overflow cum_string dark-skinned_female dark_skin egyptian equine feet_on_balls female feral helpless horse horsecock huge_balls huge_belly huge_breasts huge_cock human imminent_sex immobile inflation interspecies large_insertion leashed_to_genitals legend_of_queen_opala male measuring_penetration_depth nervous nipples partial_male penetration penis queen_opala ready_to_pop restrained rolling_eyes rope sex size_difference stallion stomach_bulge swegabe tiara tied_arms tied_up undercarriage vaginal_penetration zoophilia

00s 1girls 2000s 2009 all_fours ass black_hair bra dogeza female female_only from_behind haruyama_kazunori kitsu_chiri kneeling lingerie long_hair lowres panties pantyshot prostration pussy_bulge sayonara_zetsubou_sensei school_uniform serafuku skirt solo solo_female trefoil under_skirt underskirt underwear uniform upskirt vaginal_bulge white_bra white_panties white_underwear

00s 1female 1girls 2000s 2009 animated black_hair camel_toe cameltoe cleft_of_venus dancing female female_only haruyama_kazunori kitsu_chiri legs long_hair lowres panties sayonara_zetsubou_sensei school_uniform skirt solo solo_female under_skirt underskirt underwear uniform upskirt

animatedblack_hair

00s 1female 1girl 1girls 2000s 2009 black_hair camel_toe cameltoe cleft_of_venus female female_only haruyama_kazunori kitsu_chiri legs long_hair multiple_views panel panties pantyshot sayonara_zetsubou_sensei skirt solo solo_female under_skirt underskirt underwear upskirt white_panties white_underwear

black_haircamel_toe

1girls 2009 black_and_white female final_fantasy_vii lowres masturbation mukasa_kouki square_enix tifa_lockhart

black_and_whitefemale

00s 1female 1girls 2000s 2009 2012 asian asian_female black_eyebrows black_hair blood bow_on_head dismembered_arm female female female_only frown gore gray_eyes grey_eyes hairbow haruyama japanese japanese_female kitsu_chiri lifting_skirt light-skinned_female light_skin long_hair looking_at_viewer parted_bangs pink_clothing pink_skirt sayonara_zetsubou_sensei severed_arm solo

asianasian_female

00s 1female 1girls 2000s 2009 armpits arms_up asian asian_female bare_shoulders black_hair blush blush_lines cheerleader cheerleader_outfit cheerleader_uniform female female_only gray_skin grey_eyes hairband haruyama_kazunori japanese japanese_female kitsu_chiri kneepits light-skinned_female light_skin long_hair long_socks looking_at_viewer panties pantyshot parted_bangs sayonara_zetsubou_sensei solo underwear upskirt white_panties white_underwear

00s 1female 1girls 2000s 2009 armpit_peek asian asian_female ass black_hair bra classroom cleft_of_venus female female_only from_below haruyama_kazunori japanese japanese_female kitsu_chiri knee_socks kneehighs kneesocks light-skinned_female light_skin lingerie long_hair panties pantyshot perspective rickshaw sayonara_zetsubou_sensei school_uniform seifuku serafuku skirt socks solo student underwear uniform upskirt white_panties white_socks white_underwear

armpit_peekasian

2009 2girls big_boobs big_breasts big_tits blonde_hair boobs breasts dark_skin dark_skinned_female female female_only long_hair magaki_ryouta multiple_girls original perfect_body tits

big_boobsbig_breasts

1girls 2009 big_breasts bikini breasts female female_only magaki_ryouta nipples nipples_visible_through_bikini original pose swimsuit

big_breastsbikini

1girls 2009 big_breasts breasts covered_nipples female female_only magaki_ryouta nipples original smile

big_breastsbreasts

1girls 2009 big_breasts breasts cow_costume female female_only magaki_ryouta nipples original pose

big_breastsbreasts

1girls 2009 big_boobs big_breasts big_tits boobs breasts female female_only glasses magaki_ryouta nipples original student tits

big_boobsbig_breasts

1girls 2009 big_boobs big_breasts big_tits bikini boobs breasts female female_only magaki_ryouta nipples original swimsuit tanned tanned_female tits touching_breast

big_boobsbig_breasts

1girls 2009 big_boobs big_breasts big_tits boobs breasts female female_only happy hot_spring magaki_ryouta nipples original smile tits

big_boobsbig_breasts

1girls 2009 big_boobs big_breasts big_tits blonde_hair boobs breasts female female_only magaki_ryouta nipples original perfect_body tits

big_boobsbig_breasts

1girls 2009 big_boobs big_breasts big_tits blonde_hair boobs breasts female female_only magaki_ryouta original smile tits

big_boobsbig_breasts

2009 2boys anal anal_penetration anal_sex anthro bear canid canine duo furry gay gay_sex interspecies male/male male_focus male_only marc_leonhardt penis sex shower shower_stall ursid ursine wolf yaoi

analanal_penetration

1girls 2009 2d 3:2 animated anthro ass breasts canid canine digital_media_(artwork) female female_only flash_conversion flufdustbunny fox genitals gif mammal motion_tweening naked nipples nude portrait presenting presenting_hindquarters pussy sandra_ren solo stretching three-quarter_portrait

1girls 2009 2d 3:2 animated anthro ass breasts canid canine digital_media_(artwork) female female_only flash_conversion flufdustbunny fox genitals gif mammal motion_tweening naked nipples nude portrait presenting presenting_hindquarters pussy sandra_ren solo stretching three-quarter_portrait

2009 against_surface against_wall animated anthro balls big_penis blush bodily_fluids breasts chest_tuft clitoris duo dusty_(dusty) erection eyewear felid female female_penetrated flufdustbunny from_behind_position fur furry genital_fluids genitals glans glasses green_eyes grey_hair hair humanoid_genitalia humanoid_penis interspecies lagomorph leporid male male/female male_penetrating male_penetrating_female mammal nipples nude open_mouth orange_body orange_fur pantherine penetration penile penile_penetration penis penis_in_pussy pussy rabbit sex shallow_penetration stand_and_carry_position standing standing_sex stripes tiger tuft vaginal_fluids vaginal_penetration

against_surfaceagainst_wall

2009 anthro blue_eyes blush breasts brown_hair canid canine closed_eyes duo embarrassed fangs female fox fur hair japanese_text low_res male male/female mammal nipples nude_female open_mouth orange_body orange_fur ouka penetration simple_background tail teeth text vaginal_penetration vaginal_penetration white_background white_body white_fur

anthroblue_eyes

2009 anthro blush bodily_fluids breast_fondling breast_play breasts canid canine duo embarrassed female fondling fox greyscale hair hand_on_breast human japanese_text male male/female mammal monochrome nipples nude_female ouka sweat tail text translation_request

00s 1futa 2009 bottle breasts condiment dialogue ezomori_nozomu flat_chest foreskin futa_only futanari greco_roman_(spiral_brain) gureko_rouman huge_cock human intersex japanese_text kanokon kneeling light-skinned_futanari light_skin looking_at_viewer mayonnaise nude partially_retracted_foreskin penis pouring pouring_on_self small_breasts small_image solo tan tanline text translation_request uncensored_breasts uncircumcised uncut

00s 1futa 2009 bottle breasts condiment dialogue ezomori_nozomu flat_chest foreskin futa_only futanari greco_roman_(spiral_brain) gureko_rouman huge_cock human intersex japanese_text kanokon ketchup kneeling light-skinned_futanari light_skin looking_at_viewer nipples nude partially_retracted_foreskin penis pouring pouring_on_self small_breasts small_image solo text translation_request uncensored_breasts uncircumcised uncut

1boy 1girls 2009 2021 ai_generated ai_hands animal_costume animal_ears animal_print avatar_legends avatar_the_last_airbender bell black_hair blue_eyes blue_sky blush bovine braid braided_ponytail breast_sucking breasts brown_hair camouflage_pants chinese_zodiac closed_eyes cloud cloudy_sky collar cow_ears cow_girl cow_horns cow_print cow_tail cowbell cum cum_on_self dark_skin day drooling ear_tag ejaculation elbow_gloves erection fake_horns female fence garter_belt gloved_handjob gloves grass handjob heart horns huge_cock katara lactation lap_pillow large_breasts leopard_ears leopard_tail long_hair low-tied_long_hair lying male male/female male_focus milk milk_bottle milking_machine mountain multicolored_hair neck_bell new_year nickelodeon nicktoons nipples nose_blush nose_piercing nose_ring nursing_handjob open_shirt outdoors penis piercing print_bikini print_gloves print_legwear print_skirt pussy sex shirt single_braid sitting sky speech_bubble spoken_heart straight tail thighhighs tiger_print tiger_stripes tree uncensored water_tribe window wooden_fence year_of_the_ox

ai_generatedai_hands

1boy 2009 2girls alice_(silverbolt2012) ass blue_eyes breasts brown_hair colossal_ass crowbar english_text female female_focus glasses hips hyper hyper_ass hyper_breasts juggalos large_ass large_breasts maddison_(spiralingstaircase) male orange_hair ripped_clothing shorts silverbolt2012 stuck stuck_in_door text thick_thighs thighs wardrobe_malfunction wide_hips

alice_(silverbolt2012)ass

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