sleepyly best from all time -animated

Time frame

sleepyly

ass bottomwear caught clothed clothing crossdressing emolga femboy generation_5_pokemon hi_res legwear makeup male nintendo no_humans non-human non-human_only panties pokemon pokemon_(species) rear_view skirt sleepyly solo stockings surprise underwear
ass bottomwear caught clothed clothing crossdressing emolga femboy generation_5_pokemon hi_res legwear makeup male nintendo no_humans non-human non-human_only panties pokemon pokemon_(species) rear_view skirt sleepyly solo stockings surprise underwear
after_transformation anus ass ball_gag bondage bondage bound buttplug canid canine canis domestic_dog ear_piercing ear_ring female feral forced gag gagged gender_transformation hi_res krypto krypto_the_superdog magic mammal piercing plug_(sex_toy) rape ring_piercing rule_63 sex_toy sleepyly solo superhero transformation
after_transformation anus ass ball_gag bondage bondage bound buttplug canid canine canis domestic_dog ear_piercing ear_ring female feral forced gag gagged gender_transformation hi_res krypto krypto_the_superdog magic mammal piercing plug_(sex_toy) rape ring_piercing rule_63 sex_toy sleepyly solo superhero transformation
anal anthro anus ass bodily_fluids bondage bondage bound charmeleon cum ear_piercing ear_ring forced gangbang gaping gaping_anus generation_1_pokemon genital_fluids glass group group_sex hi_res imp magic magic_circle male male/male mind_control musk nintendo oral pentagram piercing pokemon pokemon_(species) rape ring_piercing sex size_difference sleepyly small_dom_big_sub sweat
anal anthro anus ass bodily_fluids bondage bondage bound charmeleon cum ear_piercing ear_ring forced gangbang gaping gaping_anus generation_1_pokemon genital_fluids glass group group_sex hi_res imp magic magic_circle male male/male mind_control musk nintendo oral pentagram piercing pokemon pokemon_(species) rape ring_piercing sex size_difference sleepyly small_dom_big_sub sweat
1:1 anal anal_beads anthro buttplug celestial_being felid femboy forced glowing glowing_hair gold_(metal) group hair hi_res inanimate_transformation lion long_hair magic male male_focus male_only mammal pantherine plug_(sex_toy) sex_toy sleepyly surprised transformation trio
1:1 anal anal_beads anthro buttplug celestial_being felid femboy forced glowing glowing_hair gold_(metal) group hair hi_res inanimate_transformation lion long_hair magic male male_focus male_only mammal pantherine plug_(sex_toy) sex_toy sleepyly surprised transformation trio
anthro anus ass female generation_2_pokemon genitals hi_res looking_at_viewer nintendo open_mouth orange_eyes pokemon pokemon_(species) presenting presenting_hindquarters pussy quilava sleepyly solo video_games yellow_body
anthro anus ass female generation_2_pokemon genitals hi_res looking_at_viewer nintendo open_mouth orange_eyes pokemon pokemon_(species) presenting presenting_hindquarters pussy quilava sleepyly solo video_games yellow_body
anthro ass blue_clothing canid canine canis clothing collar domestic_dog duality duo femboy genitals gloves grin halo handwear hi_res horn legwear male male_focus male_only mammal moral_dilemma penis red_clothing sleepy_(sleepyly) sleepyly small_penis smile smug stockings
anthro ass blue_clothing canid canine canis clothing collar domestic_dog duality duo femboy genitals gloves grin halo handwear hi_res horn legwear male male_focus male_only mammal moral_dilemma penis red_clothing sleepy_(sleepyly) sleepyly small_penis smile smug stockings
accessory anthro city clothed clothing crossdressing ear_piercing ear_ring emolga femboy furgonomics generation_5_pokemon hi_res jewelry latex latex_clothing legwear male male_focus male_only money money_in_legwear nintendo piercing pokemon pokemon_(species) prostitution ring ring_piercing sleepyly solo stockings tail tail_accessory tail_jewelry tail_ring
accessory anthro city clothed clothing crossdressing ear_piercing ear_ring emolga femboy furgonomics generation_5_pokemon hi_res jewelry latex latex_clothing legwear male male_focus male_only money money_in_legwear nintendo piercing pokemon pokemon_(species) prostitution ring ring_piercing sleepyly solo stockings tail tail_accessory tail_jewelry tail_ring
anthro ass balls canid canine canis clothing collar domestic_dog femboy gay genitals herding_dog hi_res legwear looking_back male male_focus male_only mammal pastoral_dog rear_view sleepyly solo stockings welsh_corgi yaoi
anthro ass balls canid canine canis clothing collar domestic_dog femboy gay genitals herding_dog hi_res legwear looking_back male male_focus male_only mammal pastoral_dog rear_view sleepyly solo stockings welsh_corgi yaoi
after_transformation anthro black_sclera condom demon domestic_cat duo felid feline felis hi_res imp inanimate_transformation male mammal nervous scared sexual_barrier_device sleepy_(sleepyly) sleepyly transformation zax_(sleepyly)
after_transformation anthro black_sclera condom demon domestic_cat duo felid feline felis hi_res imp inanimate_transformation male mammal nervous scared sexual_barrier_device sleepy_(sleepyly) sleepyly transformation zax_(sleepyly)
3:4 after_transformation ball_gag deerling duo female gag generation_2_pokemon generation_5_pokemon gold_(metal) golden_statue hi_res inanimate_transformation nintendo petrification pokemon pokemon_(species) quilava sculpture sleepyly statue surprised transformation
3:4 after_transformation ball_gag deerling duo female gag generation_2_pokemon generation_5_pokemon gold_(metal) golden_statue hi_res inanimate_transformation nintendo petrification pokemon pokemon_(species) quilava sculpture sleepyly statue surprised transformation
anthro ass bottomless clothed clothing female generation_2_pokemon genitals hi_res looking_at_viewer nintendo open_mouth orange_eyes pokemon pokemon_(species) presenting presenting_hindquarters pussy quilava sleepyly solo video_games yellow_body
anthro ass bottomless clothed clothing female generation_2_pokemon genitals hi_res looking_at_viewer nintendo open_mouth orange_eyes pokemon pokemon_(species) presenting presenting_hindquarters pussy quilava sleepyly solo video_games yellow_body
amputee anthro ball_gag bondage bondage bound canid canine canis disability domestic_dog duo female forced gag herding_dog hi_res living_onahole male mammal pastoral_dog penetrable_sex_toy quadruple_amputee sex_toy sleepyly surprise transformation welsh_corgi
amputee anthro ball_gag bondage bondage bound canid canine canis disability domestic_dog duo female forced gag herding_dog hi_res living_onahole male mammal pastoral_dog penetrable_sex_toy quadruple_amputee sex_toy sleepyly surprise transformation welsh_corgi
1futa anthro anus ass canid canine fox girly hair hi_res long_hair mammal orignal_character pink_hair presenting sleepyly smug smug_grin solo trans_woman transfem
1futa anthro anus ass canid canine fox girly hair hi_res long_hair mammal orignal_character pink_hair presenting sleepyly smug smug_grin solo trans_woman transfem
anal anal_beads anal_beads_in_ass anal_sex anthro bodily_fluids canid canine canis collar domestic_dog female herding_dog hi_res lube mammal object_in_ass pastoral_dog penetration pink_eyes sex_toy sex_toy_in_ass sex_toy_insertion sleepyly solo sweat welsh_corgi
anal anal_beads anal_beads_in_ass anal_sex anthro bodily_fluids canid canine canis collar domestic_dog female herding_dog hi_res lube mammal object_in_ass pastoral_dog penetration pink_eyes sex_toy sex_toy_in_ass sex_toy_insertion sleepyly solo sweat welsh_corgi
amputee anthro ball_gag bondage bound canid canine canis collar disability domestic_dog duo female gag herding_dog hi_res inanimate_transformation magic male mammal onahole onahole_transformation pastoral_dog penetrable_sex_toy quadruple_amputee sex_toy sleepyly transformation welsh_corgi
amputee anthro ball_gag bondage bound canid canine canis collar disability domestic_dog duo female gag herding_dog hi_res inanimate_transformation magic male mammal onahole onahole_transformation pastoral_dog penetrable_sex_toy quadruple_amputee sex_toy sleepyly transformation welsh_corgi
angry anthro argument blush dreamcast_logo emolga generation_5_pokemon hi_res humor male nintendo pokemon pokemon_(species) sleepyly solo
angry anthro argument blush dreamcast_logo emolga generation_5_pokemon hi_res humor male nintendo pokemon pokemon_(species) sleepyly solo
anthro ass body_writing canid canine canis chihuahua collar domestic_dog ear_piercing ear_ring facial_piercing hi_res male mammal nose_piercing piercing presenting ring_piercing sleepyly slur smug solo toy_dog
anthro ass body_writing canid canine canis chihuahua collar domestic_dog ear_piercing ear_ring facial_piercing hi_res male mammal nose_piercing piercing presenting ring_piercing sleepyly slur smug solo toy_dog
anthro anthrofied big_breasts breasts eeveelution female generation_2_pokemon genitals happy hi_res jewelry looking_at_viewer necklace nintendo nipples nude open_mouth open_smile pokemon pokemon_(species) pokemorph purple_background pussy simple_background sleepyly smile solo umbreon wide_hips
anthro anthrofied big_breasts breasts eeveelution female generation_2_pokemon genitals happy hi_res jewelry looking_at_viewer necklace nintendo nipples nude open_mouth open_smile pokemon pokemon_(species) pokemorph purple_background pussy simple_background sleepyly smile solo umbreon wide_hips
1:1 anthro ass balls bandai_namco clothing collar dancing digimon digimon_(species) ear_piercing ear_ring femboy gazimon genitals hi_res legwear male male_focus male_only piercing pole pole_dancing rear_view ring_piercing sleepyly solo stockings tongue tongue_out
1:1 anthro ass balls bandai_namco clothing collar dancing digimon digimon_(species) ear_piercing ear_ring femboy gazimon genitals hi_res legwear male male_focus male_only piercing pole pole_dancing rear_view ring_piercing sleepyly solo stockings tongue tongue_out
accessory anthro ass balls clothing ear_piercing ear_ring emolga furgonomics generation_5_pokemon genitals hi_res jewelry latex latex_clothing male nintendo panties piercing pokemon pokemon_(species) rear_view ring ring_piercing sleepyly solo tail tail_accessory tail_jewelry tail_ring underwear
accessory anthro ass balls clothing ear_piercing ear_ring emolga furgonomics generation_5_pokemon genitals hi_res jewelry latex latex_clothing male nintendo panties piercing pokemon pokemon_(species) rear_view ring ring_piercing sleepyly solo tail tail_accessory tail_jewelry tail_ring underwear
2_tails after_transformation anthro big_breasts breasts brown_body brown_fur canid canine female fire fox fur hi_res kohaku_(sleepyly) magic mammal multi_tail sleepyly surprised tail
2_tails after_transformation anthro big_breasts breasts brown_body brown_fur canid canine female fire fox fur hi_res kohaku_(sleepyly) magic mammal multi_tail sleepyly surprised tail
anthro canid canine female fire fox hair hi_res long_hair magic mammal multi_tail sleepyly smug solo tail
anthro canid canine female fire fox hair hi_res long_hair magic mammal multi_tail sleepyly smug solo tail
anthro ass balls black_body black_fur black_sclera blue_tongue demon fur genitals hi_res horn imp looking_back magic male sleepyly smug solo spade_tail tail tongue zax_(sleepyly)
anthro ass balls black_body black_fur black_sclera blue_tongue demon fur genitals hi_res horn imp looking_back magic male sleepyly smug solo spade_tail tail tongue zax_(sleepyly)
anthro canid canine canis clothing collar defeated dildo domestic_dog dominant duo evil_twin hi_res humiliation legwear male male/male mammal sex_toy sleepyly stockings
anthro canid canine canis clothing collar defeated dildo domestic_dog dominant duo evil_twin hi_res humiliation legwear male male/male mammal sex_toy sleepyly stockings
anthro ass balls bandai_namco blush body_control canid canine canis digimon digimon_(species) domestic_dog forced gaomon genitals hi_res line_art male mammal monochrome presenting reluctant sleepyly solo view
anthro ass balls bandai_namco blush body_control canid canine canis digimon digimon_(species) domestic_dog forced gaomon genitals hi_res line_art male mammal monochrome presenting reluctant sleepyly solo view
alien anthro ass blue_body dolphin_tail fish hi_res male marine sleepyly solo swimming water
alien anthro ass blue_body dolphin_tail fish hi_res male marine sleepyly solo swimming water
anal anal_masturbation anthro anus canid canine canis dildo domestic_dog genitals hi_res male mammal masturbation penis riding_dildo sex_toy sitting sleepy_(sleepyly) sleepyly small_penis solo
anal anal_masturbation anthro anus canid canine canis dildo domestic_dog genitals hi_res male mammal masturbation penis riding_dildo sex_toy sitting sleepy_(sleepyly) sleepyly small_penis solo
ass canid canine canis clothed clothing crossdressing domestic_dog hi_res legwear male mammal multicolored_clothing rainbow_clothing sleepy_(sleepyly) sleepyly smug solo stockings
ass canid canine canis clothed clothing crossdressing domestic_dog hi_res legwear male mammal multicolored_clothing rainbow_clothing sleepy_(sleepyly) sleepyly smug solo stockings