carelessdoodler best from all time

Time frame

carelessdoodler

2010s 2011 4girls alex_(totally_spies) ass assorted_sex_toys ball_gag barefoot bdsm bed bedroom bent_over black_hair blonde_hair blue_ball_gag blush bondage bound bound_legs bound_wrists breasts carelessdoodler cleavage clothed clothed_female clothed_female_nude_female clover_(totally_spies) collar cuffs dark-skinned_female dark_skin digital_drawing_(artwork) digital_media_(artwork) disney_channel female female_only femdom femsub fishnet_thighhighs forced gag gagged garter_belt green_panties grin human imminent_rape jpg mandy_(totally_spies) mandy_walters multiple_doms multiple_females multiple_girls naked nude nude_female on_bed on_knees pillow pillows putting_on_gag red_hair sam_(totally_spies) sam_simpson sex_toy sex_toys shiny_clothes simple_background thighhighs tight_clothing totally_spies vibrating vibrator white_background wrist_cuffs yuri
2010s 2011 4girls alex_(totally_spies) ass assorted_sex_toys ball_gag barefoot bdsm bed bedroom bent_over black_hair blonde_hair blue_ball_gag blush bondage bound bound_legs bound_wrists breasts carelessdoodler cleavage clothed clothed_female clothed_female_nude_female clover_(totally_spies) collar cuffs dark-skinned_female dark_skin digital_drawing_(artwork) digital_media_(artwork) disney_channel female female_only femdom femsub fishnet_thighhighs forced gag gagged garter_belt green_panties grin human imminent_rape jpg mandy_(totally_spies) mandy_walters multiple_doms multiple_females multiple_girls naked nude nude_female on_bed on_knees pillow pillows putting_on_gag red_hair sam_(totally_spies) sam_simpson sex_toy sex_toys shiny_clothes simple_background thighhighs tight_clothing totally_spies vibrating vibrator white_background wrist_cuffs yuri
1boy 2girls bedroom_eyes breasts carelessdoodler chocolate_and_vanilla cum cumshot dark_skin dipper_pines disney disney_channel disney_xd double_paizuri double_titfuck ejaculation ejaculation_between_breasts female female_focus ffm_threesome freckles gravity_falls interracial light_skin makeup male multiple_girls nipples nude open_mouth paizuri partial_male penis pink_background pov straight_hair tambry threesome titjob tongue tongue_out wendy_corduroy white_background
1boy 2girls bedroom_eyes breasts carelessdoodler chocolate_and_vanilla cum cumshot dark_skin dipper_pines disney disney_channel disney_xd double_paizuri double_titfuck ejaculation ejaculation_between_breasts female female_focus ffm_threesome freckles gravity_falls interracial light_skin makeup male multiple_girls nipples nude open_mouth paizuri partial_male penis pink_background pov straight_hair tambry threesome titjob tongue tongue_out wendy_corduroy white_background
2girls abby_sinian academy_uniform_(bible_black) animal_ears anthro anthro_only bed bible_black big_breasts blouse bob_cut breasts busty callie_briggs carelessdoodler catgirls cleavage clothing cosplay dark_skin dress feline female female_only furry furry_only glasses hanna-barbera hospital labcoat latex leather lingerie long_hair medium_breasts medium_hair miniskirt nurse parody school_uniform shirt short_dress skirt stockings swat_kats thighhighs uniform voluptuous yuri
2girls abby_sinian academy_uniform_(bible_black) animal_ears anthro anthro_only bed bible_black big_breasts blouse bob_cut breasts busty callie_briggs carelessdoodler catgirls cleavage clothing cosplay dark_skin dress feline female female_only furry furry_only glasses hanna-barbera hospital labcoat latex leather lingerie long_hair medium_breasts medium_hair miniskirt nurse parody school_uniform shirt short_dress skirt stockings swat_kats thighhighs uniform voluptuous yuri
2girls ass breasts bw_(long_gone_gulch) carelessdoodler chocolate_and_vanilla dark-skinned_female dark_skin feet female_only hat interracial_yuri long_gone_gulch naked nipples nude nude_female on_bed orange_hair rawhide tooth_gap yuri
2girls ass breasts bw_(long_gone_gulch) carelessdoodler chocolate_and_vanilla dark-skinned_female dark_skin feet female_only hat interracial_yuri long_gone_gulch naked nipples nude nude_female on_bed orange_hair rawhide tooth_gap yuri
2d animal_ears anthro blonde_hair bottomless breasts callie_briggs carelessdoodler cat_ears cat_girl clenched_teeth erect_nipples feline female fur furry glasses green_eyes hair high_heels long_hair looking_at_viewer mammal naked_shirt necktie nipples office_lady open_clothes open_shirt shirt shoe_dangle sitting smile solo swat_kats tail undressing
2d animal_ears anthro blonde_hair bottomless breasts callie_briggs carelessdoodler cat_ears cat_girl clenched_teeth erect_nipples feline female fur furry glasses green_eyes hair high_heels long_hair looking_at_viewer mammal naked_shirt necktie nipples office_lady open_clothes open_shirt shirt shoe_dangle sitting smile solo swat_kats tail undressing
2girls ass_cleavage avatar_legends avatar_the_last_airbender butt_crack carelessdoodler clothing coppertone female female_only flat_chest human joo_dee medium_breasts multiple_females multiple_girls nonbender shorts straight_hair swimsuit toph_bei_fong yuri
2girls ass_cleavage avatar_legends avatar_the_last_airbender butt_crack carelessdoodler clothing coppertone female female_only flat_chest human joo_dee medium_breasts multiple_females multiple_girls nonbender shorts straight_hair swimsuit toph_bei_fong yuri
3girls anthro carelessdoodler duck female female_only fur furry kiss kissing kissing_head lola_bunny looney_tunes multiple_females petunia_pig pig rabbit straight_hair the_looney_tunes_show tina_russo wholesome yuri
3girls anthro carelessdoodler duck female female_only fur furry kiss kissing kissing_head lola_bunny looney_tunes multiple_females petunia_pig pig rabbit straight_hair the_looney_tunes_show tina_russo wholesome yuri
2girls age_difference bedroom_eyes big_dom_small_sub bondage bondage_furniture bondage_gear bondage_outfit carelessdoodler clarence clothed_female_nude_female collar corset cuffs dominatrix elbow_gloves female female_only femdom femsub flogger glasses high_heels latex latex_boots latex_corset latex_thighhighs lezdom meg_julep melanie_baker nipple_chain nipple_clamps nipples nude older_female older_woman_and_younger_girl paddle riding_crop rough_sketch shiny sketch whip white_background wooden_horse yuri
2girls age_difference bedroom_eyes big_dom_small_sub bondage bondage_furniture bondage_gear bondage_outfit carelessdoodler clarence clothed_female_nude_female collar corset cuffs dominatrix elbow_gloves female female_only femdom femsub flogger glasses high_heels latex latex_boots latex_corset latex_thighhighs lezdom meg_julep melanie_baker nipple_chain nipple_clamps nipples nude older_female older_woman_and_younger_girl paddle riding_crop rough_sketch shiny sketch whip white_background wooden_horse yuri
carelessdoodler covered_nipples covered_pussy droopy leggy_lamb peggy_lamb shaving shaving_another shearing sheep sheep_wrecked unshaved_pussy wool
carelessdoodler covered_nipples covered_pussy droopy leggy_lamb peggy_lamb shaving shaving_another shearing sheep sheep_wrecked unshaved_pussy wool
1girls 2boys black_hair breasts carelessdoodler chel clothing dark-skinned_female dark_skin dreamworks female interracial long_hair native_american poncho the_road_to_el_dorado threesome tulio_(the_road_to_el_dorado) unseen_male_face white_background white_socks
1girls 2boys black_hair breasts carelessdoodler chel clothing dark-skinned_female dark_skin dreamworks female interracial long_hair native_american poncho the_road_to_el_dorado threesome tulio_(the_road_to_el_dorado) unseen_male_face white_background white_socks
2016 anthro areola big_breasts breasts callie_briggs carelessdoodler cunnilingus erect_nipples feline female ghost ghostbusters mammal nipples nude oral parody pussy sex solo spirit swat_kats vaginal_penetration yuri
2016 anthro areola big_breasts breasts callie_briggs carelessdoodler cunnilingus erect_nipples feline female ghost ghostbusters mammal nipples nude oral parody pussy sex solo spirit swat_kats vaginal_penetration yuri
carelessdoodler droopy leggy_lamb peggy_lamb sheep sheep_wrecked
carelessdoodler droopy leggy_lamb peggy_lamb sheep sheep_wrecked
1girls anthro anthro_only breasts carelessdoodler cleavage collar curvy dildo disney ear_piercing english_text female female_only femdom goof_troop grin hoop_earrings hourglass_figure imminent_pegging imminent_rape looking_at_viewer lotion lube medium_breasts milf monochrome mother navel peg_pete sex_toy smile solo strap-on white_background
1girls anthro anthro_only breasts carelessdoodler cleavage collar curvy dildo disney ear_piercing english_text female female_only femdom goof_troop grin hoop_earrings hourglass_figure imminent_pegging imminent_rape looking_at_viewer lotion lube medium_breasts milf monochrome mother navel peg_pete sex_toy smile solo strap-on white_background
anthro areola big_breasts breasts callie_briggs carelessdoodler dildo english_text erect_nipples feline female huge_breasts mammal nipples nude oil penetration pussy sex_toy swat_kats text vaginal_penetration
anthro areola big_breasts breasts callie_briggs carelessdoodler dildo english_text erect_nipples feline female huge_breasts mammal nipples nude oil penetration pussy sex_toy swat_kats text vaginal_penetration
anthro bench bondage bondage_bench bondage_gear bondage_outfit boots breasts carelessdoodler clothed cowboy_boots dominatrix elbow_gloves erect_nipples fangs femdom footwear fox furry glasses holding_object holding_whip latex licking looking_at_viewer lt._fox_vixen military_hat sek_studios shiny squirrel_and_hedgehog tail tongue whip
anthro bench bondage bondage_bench bondage_gear bondage_outfit boots breasts carelessdoodler clothed cowboy_boots dominatrix elbow_gloves erect_nipples fangs femdom footwear fox furry glasses holding_object holding_whip latex licking looking_at_viewer lt._fox_vixen military_hat sek_studios shiny squirrel_and_hedgehog tail tongue whip
2014 anthro areola big_breasts blonde_hair breasts callie_briggs carelessdoodler dildo erect_nipples feline feline female green_eyes hair huge_breasts long_hair mammal masturbation nipples penetration pussy sex_toy solo swat_kats vaginal_penetration vaginal_penetration
2014 anthro areola big_breasts blonde_hair breasts callie_briggs carelessdoodler dildo erect_nipples feline feline female green_eyes hair huge_breasts long_hair mammal masturbation nipples penetration pussy sex_toy solo swat_kats vaginal_penetration vaginal_penetration
carelessdoodler droopy leggy_lamb sheep sheep_wrecked tagme
carelessdoodler droopy leggy_lamb sheep sheep_wrecked tagme
anthro callie_briggs carelessdoodler swat_kats tagme turmoil
anthro callie_briggs carelessdoodler swat_kats tagme turmoil
abs animal_ears bikini breasts carelessdoodler cat_ears cat_tail felina_feral female furry handcuffs large_breasts solo swat_kats tail undressing white_background
abs animal_ears bikini breasts carelessdoodler cat_ears cat_tail felina_feral female furry handcuffs large_breasts solo swat_kats tail undressing white_background
2014 4_fingers 4_toes animal_ears anthro areola barefoot big_breasts black_hair breasts brown_fur carelessdoodler cat_ears catgirl color erect_nipples felina_feral feline female female_only fur furry hair hand_behind_head kneeling mammal navel nipples nude pointy_ears pussy smile solo swat_kats two_tone_hair vulva
2014 4_fingers 4_toes animal_ears anthro areola barefoot big_breasts black_hair breasts brown_fur carelessdoodler cat_ears catgirl color erect_nipples felina_feral feline female female_only fur furry hair hand_behind_head kneeling mammal navel nipples nude pointy_ears pussy smile solo swat_kats two_tone_hair vulva
abuse anthro art background bondage carelessdoodler character clothes couch derpibooru digital dragon duo faceless female femdom fours friendship_is_magic gimp heels high highs image import jpeg latex male mark my_little_pony offscreen panties questionable rarity_(mlp) sadomasochism shoes simple sitting socks spike spike_(mlp) spikeabuse stockings submissive suit tail thigh thighs underwear unicorn white white_background
abuse anthro art background bondage carelessdoodler character clothes couch derpibooru digital dragon duo faceless female femdom fours friendship_is_magic gimp heels high highs image import jpeg latex male mark my_little_pony offscreen panties questionable rarity_(mlp) sadomasochism shoes simple sitting socks spike spike_(mlp) spikeabuse stockings submissive suit tail thigh thighs underwear unicorn white white_background
abby_sinian carelessdoodler hanna-barbera swat_kats turmoil
abby_sinian carelessdoodler hanna-barbera swat_kats turmoil
2014 animal_ears ann_gora anthro big_breasts breasts carelessdoodler cat_ears catgirl cellphone cleavage clothed clothing covering covering_breasts ear_piercing feline female furry kneeling looking_at_viewer mammal navel nude phone piercing pussy smile solo swat_kats
2014 animal_ears ann_gora anthro big_breasts breasts carelessdoodler cat_ears catgirl cellphone cleavage clothed clothing covering covering_breasts ear_piercing feline female furry kneeling looking_at_viewer mammal navel nude phone piercing pussy smile solo swat_kats
barefoot bdsm_outfit bondage bondage_gear bondage_gloves bondage_outfit boots bound_ankles bound_tail bound_wrists carelessdoodler clothed domination dominatrix felina_feral femdom femsub flogger flogging gloves lezdom lezsub swat_kats tagme turmoil yuri
barefoot bdsm_outfit bondage bondage_gear bondage_gloves bondage_outfit boots bound_ankles bound_tail bound_wrists carelessdoodler clothed domination dominatrix felina_feral femdom femsub flogger flogging gloves lezdom lezsub swat_kats tagme turmoil yuri
2girls ann_gora ball_gag bell blindfold bondage bound_ankles bound_arms bound_legs carelessdoodler cat_ears clothed collar dominant_female dominatrix drool drooling femdom femsub gag gagged lezdom lezsub licking multiple_girls pointy_ears swat_kats sybian tagme tail tickling tickling_feet turmoil yuri
2girls ann_gora ball_gag bell blindfold bondage bound_ankles bound_arms bound_legs carelessdoodler cat_ears clothed collar dominant_female dominatrix drool drooling femdom femsub gag gagged lezdom lezsub licking multiple_girls pointy_ears swat_kats sybian tagme tail tickling tickling_feet turmoil yuri
anthro callie_briggs carelessdoodler swat_kats tagme turmoil
anthro callie_briggs carelessdoodler swat_kats tagme turmoil
carelessdoodler chip_'n_dale_rescue_rangers disney gadget_hackwrench glitch_(character) piercing white_background yuri
carelessdoodler chip_'n_dale_rescue_rangers disney gadget_hackwrench glitch_(character) piercing white_background yuri
anthro blue_eyes breasts carelessdoodler dust:_an_elysian_tail feline feline female fluffy_tail ginger ginger_(elysian_tail) hair looking_at_viewer mammal navel nipples nude open_mouth orange_hair plain_background pussy
anthro blue_eyes breasts carelessdoodler dust:_an_elysian_tail feline feline female fluffy_tail ginger ginger_(elysian_tail) hair looking_at_viewer mammal navel nipples nude open_mouth orange_hair plain_background pussy
2014 abby_sinian animal_ears anthro areola ass big_breasts breasts brown_hair carelessdoodler cat_ears catgirl erect_nipples feline female furry hair hanna-barbera looking_at_viewer mammal nipples nude pussy smile swat_kats
2014 abby_sinian animal_ears anthro areola ass big_breasts breasts brown_hair carelessdoodler cat_ears catgirl erect_nipples feline female furry hair hanna-barbera looking_at_viewer mammal nipples nude pussy smile swat_kats
2girls abs anthro ass ball_gag blonde_hair blush bondage bondage_outfit boots bound bound_legs bound_wrists boxing_gloves breasts captured carelessdoodler collar felina_feral feline female femdom femsub gag gagged gloves hair hat long_hair multiple_girls navel nude punch punching sideboob smile swat_kats turmoil two_tone_hair what white_background
2girls abs anthro ass ball_gag blonde_hair blush bondage bondage_outfit boots bound bound_legs bound_wrists boxing_gloves breasts captured carelessdoodler collar felina_feral feline female femdom femsub gag gagged gloves hair hat long_hair multiple_girls navel nude punch punching sideboob smile swat_kats turmoil two_tone_hair what white_background
2014 animal_ears anthro areola big_breasts breasts carelessdoodler cat_ears catgirl erect_nipples feline female frown furry hair looking_at_viewer mammal navel nipples nude solo swat_kats turmoil two_tone_hair
2014 animal_ears anthro areola big_breasts breasts carelessdoodler cat_ears catgirl erect_nipples feline female frown furry hair looking_at_viewer mammal navel nipples nude solo swat_kats turmoil two_tone_hair
2018 aggressive_retsuko ailurid anthro anthro_on_anthro black_nose breasts brown_eyes carelessdoodler duo erection eyelashes female fur haida hand_holding hyena male mammal mistletoe navel nervous nipples penis plant pussy red_panda retsuko romantic_couple sanrio simple_background smile smooth_fur straight sweat teeth
2018 aggressive_retsuko ailurid anthro anthro_on_anthro black_nose breasts brown_eyes carelessdoodler duo erection eyelashes female fur haida hand_holding hyena male mammal mistletoe navel nervous nipples penis plant pussy red_panda retsuko romantic_couple sanrio simple_background smile smooth_fur straight sweat teeth
anthro ass bed bed_sheet bedding bedroom_eyes bottomless bra breasts canid canine canis carelessdoodler cleavage clothed clothing collie domestic_dog female footwear furniture green_clothing green_footwear green_lingerie green_shoes herding_dog high_heels legwear lingerie lying mammal narrowed_eyes no_underwear on_front pastoral_dog raised_tail rosie_o'gravy rough_collie seductive shamrock sheepdog shoes smile solo tail thigh_highs underwear
anthro ass bed bed_sheet bedding bedroom_eyes bottomless bra breasts canid canine canis carelessdoodler cleavage clothed clothing collie domestic_dog female footwear furniture green_clothing green_footwear green_lingerie green_shoes herding_dog high_heels legwear lingerie lying mammal narrowed_eyes no_underwear on_front pastoral_dog raised_tail rosie_o'gravy rough_collie seductive shamrock sheepdog shoes smile solo tail thigh_highs underwear
1girls 2010 anthro breasts bunny_ears bunny_tail carelessdoodler empress_frieda female fur furry headband lagomorph mammal milf mother rabbit red_hair samurai_pizza_cats shirt short_hair shorts sitting solo tail white_background white_body
1girls 2010 anthro breasts bunny_ears bunny_tail carelessdoodler empress_frieda female fur furry headband lagomorph mammal milf mother rabbit red_hair samurai_pizza_cats shirt short_hair shorts sitting solo tail white_background white_body
2014 animal_ears anthro areola big_breasts blonde_hair blue_eyes breasts carelessdoodler cat_ears catgirl erect_nipples feline female furry hair hanna-barbera long_hair mammal navel nipples nude pussy queen_callista smile solo swat_kats
2014 animal_ears anthro areola big_breasts blonde_hair blue_eyes breasts carelessdoodler cat_ears catgirl erect_nipples feline female furry hair hanna-barbera long_hair mammal navel nipples nude pussy queen_callista smile solo swat_kats
anthro carelessdoodler feline female furry hair hat long_hair looking_at_viewer navel no_nipples nude solo swat_kats turmoil
anthro carelessdoodler feline female furry hair hat long_hair looking_at_viewer navel no_nipples nude solo swat_kats turmoil