jack -animated best from all time

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2boys anal big_penis bite cum cum_in_ass cum_inside cyborg gay jack madoctopus8 metal_gear metal_gear_rising monochrome neck_bite necrocto penis praise raiden raiden_(metal_gear) robot samuel_rodrigues yaoi
2boys anal big_penis bite cum cum_in_ass cum_inside cyborg gay jack madoctopus8 metal_gear metal_gear_rising monochrome neck_bite necrocto penis praise raiden raiden_(metal_gear) robot samuel_rodrigues yaoi
1girl absurdres alice_(nikke) alternate_costume ass baseball_cap blush cameltoe eomo from_behind goddess_of_victory:_nikke halo hat highres jack long_hair looking_at_viewer looking_back open_mouth rabbit_ears sitting smile solo spandex twintails very_long_hair wariza white_hair
1girl absurdres alice_(nikke) alternate_costume ass baseball_cap blush cameltoe eomo from_behind goddess_of_victory:_nikke halo hat highres jack long_hair looking_at_viewer looking_back open_mouth rabbit_ears sitting smile solo spandex twintails very_long_hair wariza white_hair
areolae big_breasts breasts erection female jack jack_in_the_box large_breasts looking_at_viewer male morganagod nipples nude penetration penis pussy sex spread_legs unseen_male_face vaginal_penetration wendy's wendy_thomas
areolae big_breasts breasts erection female jack jack_in_the_box large_breasts looking_at_viewer male morganagod nipples nude penetration penis pussy sex spread_legs unseen_male_face vaginal_penetration wendy's wendy_thomas
1futa ai_generated blue_eyes brown_hair creatronart dickgirl female futa_only futanari jack jack_(mass_effect) mass_effect penis solo tattoo testicles
1futa ai_generated blue_eyes brown_hair creatronart dickgirl female futa_only futanari jack jack_(mass_effect) mass_effect penis solo tattoo testicles
1boy artist_name belt black_background black_gloves black_jacket black_pants blue_eyes earrings english_text falling_petals formal_clothes genshin_impact gloves gun highres holding holding_gun holding_weapon jack jacket jewelry male_focus necktie orange_hair pants petals red_scarf red_shirt rose_petals scarf shirt short_hair simple_background solo suit tartaglia_(genshin_impact) weapon zahchii_(airiakasaki)
1boy artist_name belt black_background black_gloves black_jacket black_pants blue_eyes earrings english_text falling_petals formal_clothes genshin_impact gloves gun highres holding holding_gun holding_weapon jack jacket jewelry male_focus necktie orange_hair pants petals red_scarf red_shirt rose_petals scarf shirt short_hair simple_background solo suit tartaglia_(genshin_impact) weapon zahchii_(airiakasaki)
2014 antelope anthro anthro_only balls blush cum cum_in_pussy cum_inside duo equine female gemsbok grazing_antelope horn hyperfreak666 jack kadath kadath_universe male mammal olivia_(kadath) orgasm oryx penetration penis pussy sex straight vaginal_penetration zebra
2014 antelope anthro anthro_only balls blush cum cum_in_pussy cum_inside duo equine female gemsbok grazing_antelope horn hyperfreak666 jack kadath kadath_universe male mammal olivia_(kadath) orgasm oryx penetration penis pussy sex straight vaginal_penetration zebra
all_fours anal anal_knotting anal_sex anthro anthro_on_anthro anthro_penetrated anthro_penetrating ass beastars bird_dog bodily_fluids canid canine canis cum cum_inside cum_on_butt doggy_style domestic_dog duo from_behind_position genital_fluids hi_res hunting_dog jack jack_(beastars) kissing knot knotting labrador legoshi_(beastars) male male/male male_only male_penetrated male_penetrating mammal nude oneeyewolf oneeyewolf_(artist) penetration power_bottom retriever school sex size_difference small_dom_big_sub wolf
all_fours anal anal_knotting anal_sex anthro anthro_on_anthro anthro_penetrated anthro_penetrating ass beastars bird_dog bodily_fluids canid canine canis cum cum_inside cum_on_butt doggy_style domestic_dog duo from_behind_position genital_fluids hi_res hunting_dog jack jack_(beastars) kissing knot knotting labrador legoshi_(beastars) male male/male male_only male_penetrated male_penetrating mammal nude oneeyewolf oneeyewolf_(artist) penetration power_bottom retriever school sex size_difference small_dom_big_sub wolf
1boy 1girls afro arby's breasts burger_king carl's_jr. colonel_sanders domino's_pizza douglas_harvey fake_screenshot glasses jack jack_box jack_in_the_box kfc little_caesar little_caesars mascot mcdonald's nipples orange_hair parody pizza_hut red_hair ronald_mcdonald text the_king_(burger_king) the_noid twintails wendy's wendy_thomas
1boy 1girls afro arby's breasts burger_king carl's_jr. colonel_sanders domino's_pizza douglas_harvey fake_screenshot glasses jack jack_box jack_in_the_box kfc little_caesar little_caesars mascot mcdonald's nipples orange_hair parody pizza_hut red_hair ronald_mcdonald text the_king_(burger_king) the_noid twintails wendy's wendy_thomas
1girl absurdres arm_rest ass bandeau breast_press breasts cropped_jacket duplicate elbow_gloves flexible full_body fur fur_trim gloves greyscale hands_on_ground highres jack jack-o'_challenge kirin_(armor) loincloth medium_breasts meme midriff monochrome monster_hunter_(series) navel niwarhythm rajang solo spread_legs strapless stretching sweat top-down_bottom-up tube_top underboob white_background wide_spread_legs
1girl absurdres arm_rest ass bandeau breast_press breasts cropped_jacket duplicate elbow_gloves flexible full_body fur fur_trim gloves greyscale hands_on_ground highres jack jack-o'_challenge kirin_(armor) loincloth medium_breasts meme midriff monochrome monster_hunter_(series) navel niwarhythm rajang solo spread_legs strapless stretching sweat top-down_bottom-up tube_top underboob white_background wide_spread_legs
alice_(disney) alice_in_wonderland alice_in_wonderland_(1951_film) alice_liddell animal_tail bimbofication black_hair blonde_hair breast_expansion breast_feeding breast_sucking breastfeeding breasts clothing comic cow_girl cow_girl_transformation cow_horns cow_tail cowgirl disney dress empty_eyes female femdom femsub horns huge_breasts human hungry hypnosis jack lactation mind_control mindbreak nipples snakegalskye tagme text topless transformation yuri
alice_(disney) alice_in_wonderland alice_in_wonderland_(1951_film) alice_liddell animal_tail bimbofication black_hair blonde_hair breast_expansion breast_feeding breast_sucking breastfeeding breasts clothing comic cow_girl cow_girl_transformation cow_horns cow_tail cowgirl disney dress empty_eyes female femdom femsub horns huge_breasts human hungry hypnosis jack lactation mind_control mindbreak nipples snakegalskye tagme text topless transformation yuri
2018 absurdres anal anthro ass balls black_sclera border canid canine canis comic cousins damian_(zoophobia) demon digital domestic drawing erection fellatio gay genitals group huge_ass huge_balls huge_cock humanoid incest jack komdog komponi male male/male male_focus male_only mammal media open_mouth oral penetration penile penis red rimming sex species universe unknown white zill zoophobia
2018 absurdres anal anthro ass balls black_sclera border canid canine canis comic cousins damian_(zoophobia) demon digital domestic drawing erection fellatio gay genitals group huge_ass huge_balls huge_cock humanoid incest jack komdog komponi male male/male male_focus male_only mammal media open_mouth oral penetration penile penis red rimming sex species universe unknown white zill zoophobia
1girl absurdres airandou best greyscale highres jack jacket long_sleeves monochrome original short_hair skirt socks solo speech_bubble standing translation_request
1girl absurdres airandou best greyscale highres jack jacket long_sleeves monochrome original short_hair skirt socks solo speech_bubble standing translation_request
anal_penetration identity_v jack jack_the_ripper_(identity_v) male male/male male_only mercenary naib_subedar the_ripper yaoi
anal_penetration identity_v jack jack_the_ripper_(identity_v) male male/male male_only mercenary naib_subedar the_ripper yaoi
1boy animal_ears animal_hands body_fur claws coat collared_coat collared_shirt cross facing_away furry furry_male grey_background grey_fur halo highres jack jacket looking_at_viewer looking_to_the_side multiple_views nagabe original pants pocket red_halo shirt shirt_tucked_in slit_pupils stitches tail unworn_jacket white_footwear white_jacket white_pants white_shirt wolf_boy wolf_ears wolf_tail
1boy animal_ears animal_hands body_fur claws coat collared_coat collared_shirt cross facing_away furry furry_male grey_background grey_fur halo highres jack jacket looking_at_viewer looking_to_the_side multiple_views nagabe original pants pocket red_halo shirt shirt_tucked_in slit_pupils stitches tail unworn_jacket white_footwear white_jacket white_pants white_shirt wolf_boy wolf_ears wolf_tail
all_fours apple_butt ass blue_hair blush capcom darkstalkers dat_ass elbow_gloves female female_only flat_chest flat_chested gloves halloween head_wings huge_ass jack jack-o'-lantern lilith_aensland looking_back nopan norasuko nude pantyhose pumpkin pussy red_eyes shiny_skin short_hair signed succubus top-down_bottom-up uncensored undressing wings
all_fours apple_butt ass blue_hair blush capcom darkstalkers dat_ass elbow_gloves female female_only flat_chest flat_chested gloves halloween head_wings huge_ass jack jack-o'-lantern lilith_aensland looking_back nopan norasuko nude pantyhose pumpkin pussy red_eyes shiny_skin short_hair signed succubus top-down_bottom-up uncensored undressing wings
3girls absurdres aiguillette ail alchemy_stars armband black_coat black_footwear black_gloves black_jacket blonde_hair blue_eyes boots bow brown_hair building cherry_blossoms coat collared_shirt corset electricity fingerless_gloves floating full_body gloves hair_bow hair_intakes hair_ornament hand_in_own_hair hand_on_own_hip high_heel_boots high_heels highres hiiro_(alchemy_stars) huge_filesize jack jacket long_hair looking_afar looking_to_the_side multiple_girls open_mouth outdoors pantyhose pencil_skirt petals pink_hair sarashi shirt short_hair skirt standing tail vice_(alchemy_stars) vivian_(alchemy_stars) white_gloves white_jacket white_shirt wind yellow_eyes
3girls absurdres aiguillette ail alchemy_stars armband black_coat black_footwear black_gloves black_jacket blonde_hair blue_eyes boots bow brown_hair building cherry_blossoms coat collared_shirt corset electricity fingerless_gloves floating full_body gloves hair_bow hair_intakes hair_ornament hand_in_own_hair hand_on_own_hip high_heel_boots high_heels highres hiiro_(alchemy_stars) huge_filesize jack jacket long_hair looking_afar looking_to_the_side multiple_girls open_mouth outdoors pantyhose pencil_skirt petals pink_hair sarashi shirt short_hair skirt standing tail vice_(alchemy_stars) vivian_(alchemy_stars) white_gloves white_jacket white_shirt wind yellow_eyes
1futa 1girls 3d areolae asari big_breasts big_penis blender breasts dickgirl fellatio female futanari jack large_breasts mass_effect nipples oral penis samara venomous_sausage
1futa 1girls 3d areolae asari big_breasts big_penis blender breasts dickgirl fellatio female futanari jack large_breasts mass_effect nipples oral penis samara venomous_sausage
19 1boy 1girls anal animation_meme_community ash_(oniixide) australia clothed clothed_female clothed_female_nude_male collar collar_and_leash conversation deviltxn dildo dildo_in_ass england fahey female female/male female_penetrating female_penetrating_male furry hand_on_head ireland jack jack_england leash leash_pull male male_focus male_penetrated melbourne mia mia_fahey moaning moaning_in_pleasure motion_lines naked northern nude nude_male onii_(oniixide) oniixide pegging sex_toy strap-on strapon strnberwick victoria
19 1boy 1girls anal animation_meme_community ash_(oniixide) australia clothed clothed_female clothed_female_nude_male collar collar_and_leash conversation deviltxn dildo dildo_in_ass england fahey female female/male female_penetrating female_penetrating_male furry hand_on_head ireland jack jack_england leash leash_pull male male_focus male_penetrated melbourne mia mia_fahey moaning moaning_in_pleasure motion_lines naked northern nude nude_male onii_(oniixide) oniixide pegging sex_toy strap-on strapon strnberwick victoria
1girls asking_for_it asking_for_sex ass_up belt big_ass big_breasts black_panties blue_eyes clothed clothing clothing_aside excited furau gloves go-toubun_no_hanayome green_skirt green_tie highres jack jack-o'_pose jack-o_pose light-skinned_female light_skin nakano_yotsuba orange_hair pervert school_uniform short_hair showing_ass skirt smile smiling smiling_at_viewer teenage_girl teenager thick_legs thick_thighs thighhighs thighs tied_hair top-down_bottom-up uniform white_gloves white_legwear white_thighhighs
1girls asking_for_it asking_for_sex ass_up belt big_ass big_breasts black_panties blue_eyes clothed clothing clothing_aside excited furau gloves go-toubun_no_hanayome green_skirt green_tie highres jack jack-o'_pose jack-o_pose light-skinned_female light_skin nakano_yotsuba orange_hair pervert school_uniform short_hair showing_ass skirt smile smiling smiling_at_viewer teenage_girl teenager thick_legs thick_thighs thighhighs thighs tied_hair top-down_bottom-up uniform white_gloves white_legwear white_thighhighs
69 anal boner cum cumshot dildo erection flaccid gay greek_mythology hi_res jack kupopo male male_only minotaur monster_boy muscles nipples oral orgasm penis piercing rimming satyr sex_toy
69 anal boner cum cumshot dildo erection flaccid gay greek_mythology hi_res jack kupopo male male_only minotaur monster_boy muscles nipples oral orgasm penis piercing rimming satyr sex_toy
5boys 5girls :3 abysser_(elsword) add_(elsword) aether_sage_(elsword) ainchase_ishmael aisha_landar anemos_(elsword) apsara_(elsword) ara_haan armor bad_id bad_pixiv_id black_hair blank_eyes blonde_hair blue_eyes blue_hair chung_seiker ciel_(elsword) ciel_(tsukihime) code:_ultimate_(elsword) comet_crusader_(elsword) demon_wings doom_bringer_(elsword) elesis_(elsword) elsword elsword_(character) empire_sword_(elsword) eve_(elsword) closed_eyes facial_mark furious_blade_(elsword) g_ieep green_eyes green_hair heart highres jack knight_emperor_(elsword) light_blue_hair long_hair luciela_r._sourcream mechanical_wings multiple_boys multiple_girls pauldrons phoru_(elsword) ponytail purple_hair raven_cronwell red_eyes red_hair rena_erindel richter_(elsword) robot shoulder_armor smug sweatdrop timoria_(elsword) white_hair wings yellow_eyes
5boys 5girls :3 abysser_(elsword) add_(elsword) aether_sage_(elsword) ainchase_ishmael aisha_landar anemos_(elsword) apsara_(elsword) ara_haan armor bad_id bad_pixiv_id black_hair blank_eyes blonde_hair blue_eyes blue_hair chung_seiker ciel_(elsword) ciel_(tsukihime) code:_ultimate_(elsword) comet_crusader_(elsword) demon_wings doom_bringer_(elsword) elesis_(elsword) elsword elsword_(character) empire_sword_(elsword) eve_(elsword) closed_eyes facial_mark furious_blade_(elsword) g_ieep green_eyes green_hair heart highres jack knight_emperor_(elsword) light_blue_hair long_hair luciela_r._sourcream mechanical_wings multiple_boys multiple_girls pauldrons phoru_(elsword) ponytail purple_hair raven_cronwell red_eyes red_hair rena_erindel richter_(elsword) robot shoulder_armor smug sweatdrop timoria_(elsword) white_hair wings yellow_eyes
2018 absurdres anal anthro anus ass balls border canid canine canis comic cousins damian_(zoophobia) demon digital domestic drawing erection fellatio gay genitals group huge_ass huge_balls huge_cock humanoid incest jack komdog komponi male male/male male_focus male_only mammal media oral penetration penile penis red rimming sex species tongue_out universe unknown white zill zoophobia
2018 absurdres anal anthro anus ass balls border canid canine canis comic cousins damian_(zoophobia) demon digital domestic drawing erection fellatio gay genitals group huge_ass huge_balls huge_cock humanoid incest jack komdog komponi male male/male male_focus male_only mammal media oral penetration penile penis red rimming sex species tongue_out universe unknown white zill zoophobia
69 69_position :>= after_orgasm_torture anthro anthro_on_anthro anthro_only ass_grab balls_deep big_lips black_skin blowjob bodysuit bsdm calling_for_help canine cum cum_drinking cum_swallowing deep_throat deepthroat equine excessive_saliva feedbag_fellatio_position fellatio female fox furry green_lips green_lipstick humor jack kostos_art latex latex_suit leech leech_(kostos_art) lips living_sex_toy male mammal messy nonstop_fellatio oral orgasm post_orgasm_torture reverse_forced_oral reverse_rape saliva saliva_string saliva_trail sex shiny_skin sloppy smaller_male sucking swallow text thick_lips thigh_grab wet zebra zik_(kostos_art)
69 69_position :>= after_orgasm_torture anthro anthro_on_anthro anthro_only ass_grab balls_deep big_lips black_skin blowjob bodysuit bsdm calling_for_help canine cum cum_drinking cum_swallowing deep_throat deepthroat equine excessive_saliva feedbag_fellatio_position fellatio female fox furry green_lips green_lipstick humor jack kostos_art latex latex_suit leech leech_(kostos_art) lips living_sex_toy male mammal messy nonstop_fellatio oral orgasm post_orgasm_torture reverse_forced_oral reverse_rape saliva saliva_string saliva_trail sex shiny_skin sloppy smaller_male sucking swallow text thick_lips thigh_grab wet zebra zik_(kostos_art)
2boys all_fours anal anal_sex anus ass big_penis blue_eyes brown_eyes color cum cum_in_ass cum_inside day erection eyewear feline from_behind furry gay girly glasses hair handjob headband internal jack knotting leopard long_tail male male_only necklace outdoors panties penetration penis public raised_tail reach_around resine sex snow_leopard tattoo text tokifuji underwear x-ray
2boys all_fours anal anal_sex anus ass big_penis blue_eyes brown_eyes color cum cum_in_ass cum_inside day erection eyewear feline from_behind furry gay girly glasses hair handjob headband internal jack knotting leopard long_tail male male_only necklace outdoors panties penetration penis public raised_tail reach_around resine sex snow_leopard tattoo text tokifuji underwear x-ray
2018 absurdres anal anthro ass balls black_sclera border canid canine canis comic cousins damian_(zoophobia) demon digital domestic domestic_dog drawing erection fellatio gay genitals group huge_ass huge_balls huge_cock humanoid incest jack komdog komponi male male/male male/male/male male_focus male_only mammal media oral penetration penile penis red rimming sex species universe unknown white zill zoophobia
2018 absurdres anal anthro ass balls black_sclera border canid canine canis comic cousins damian_(zoophobia) demon digital domestic domestic_dog drawing erection fellatio gay genitals group huge_ass huge_balls huge_cock humanoid incest jack komdog komponi male male/male male/male/male male_focus male_only mammal media oral penetration penile penis red rimming sex species universe unknown white zill zoophobia