Tag sadistic smile

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Rule 34 – 1girls 2025 absurd res absurdres ai generated anime nose black hair black thighhighs blood blood magic breasts breasts out civitai cleft of venus dark fantasy elf elf ears elf female elf girl erect nipples functionally nude functionally nude female goth goth elf goth girl gothic hd hi res high resolution highres hylian r34 lipstick mosquito bites original character perky nipples petite petite body petite breasts petite female pointy ears pussy red eyes revealing clothes ryre (hylian r34) sadistic girl sadistic smile short hair small breasts smile smiling smiling at viewer smug tagme thighhighs thin waist uncensored vampire vampire elf vampire girl white skin young looking female | 13156808
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Rule 34 – 1boy 1girls 2d athletic athletic female athletic thighs blonde female blue lipstick blue nails bob cut breasts cum cumming cumshot digital drawing (artwork) digital media digital media (artwork) dominant female ejaculation emma frost emma frost (marvel rivals) eyeshadow female female focus femdom gentle femdom hi res high quality high resolution l3wd4ever large breasts light-skinned female light skin loads of cum marvel marvel rivals nude nude female orgasm penis sadistic smile smirk smirking smirking dom smug smug face solo thick thighs thigh crush thigh sex thighs wide hips | 13065511
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Rule34 – anal anal_fingering animal_ears bunny_ears bunnysuit castle_of_temptation clown_girl controlled crossdressing defeated dominant_female femboy femdom fingering fingering_ass fingers forced forced_orgasm handjob handjob_while_penetrated handjob_while_penetrating helpless human_puppet humiliation longer_than_one_minute magic malesub otoko_no_ko pixel_animation reverse_bunnysuit sadistic_girl sadistic_smile stage stage_curtains submissive submissive_male video
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Rule 34 – adult and teenager angry angry face boy crying crying with eyes open dominant dominant male erased erased (anime) gaku yashiro kid kidnapped kidnapped male male male/male male only only male pedophile pedophilia rape raped sadism sadistic sadistic smile satoru fujinuma scared scared expression scared face serious serious look shota shotacon smirk student student and teacher submissive submissive male teacher teacher and student | 12886472
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Rule34 – 1boy 3men 4boys big_muscles black_eyes black_hair blonde_hair collar crying crying_with_eyes_open light-skinned_male light_skin male/male male_only only_male sadism sadistic sadistic_smile scared scared_expression scared_face serious serious_look smirk yaoi
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Rule34 – 1girls anus areolae ass asshole belly belly_button blue_eyes breasts chest crotch female femdom flat_chest from_below heart-shaped_pupils hoodie legs light_skin long_hair mechanical_legs naked nipples no_pubic_hair nude parka petite prostheses prosthetic_legs purple_hair pussy pussy_focus sadistic sadistic_smile smile spreading_legs swimsuit thighs vagina
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Rule34 – anthro anus ass balls butt_crushing canid canine canis fart fart_cloud fart_torture fox fur genitals grin hybrid macro male mammal nude perineum raised_tail sadistic_smile sitting sizable_danger smelly smile tail wolf yellow_body yellow_fur
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Rule 34 – anthro anus ass balls butt crushing canid canine canis fox fur genitals grin hi res hybrid macro male mammal nude perineum raised tail sadistic smile sitting sizable danger smile tail wolf yellow body yellow fur | 12750580
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Rule 34 – anthro anus ass balls butt crushing canid canine canis fart fart cloud fart torture fox fur genitals grin hi res hybrid macro male mammal nude perineum raised tail sadistic smile sitting sizable danger smelly smile tail wolf yellow body yellow fur | 12750582
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Rule 34 – 1boy 1girls ai generated clothed crazy eyes crazy girl crazy smile huge breasts juri han paizuri lead by female paizuri on lap paizuri under clothes paralap public sadistic sadistic girl sadistic smile street fighter tagme under the table yandere | 12720673
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Rule 34 – 1boy 1girls ai generated alcina dimitrescu bikini clothed crazy eyes crazy girl crazy smile cum cum between breasts cum on breasts cum on face cumshot huge breasts paizuri lead by female paizuri on lap paizuri under clothes paralap resident evil resident evil 8: village sadistic sadistic girl sadistic smile tagme yandere | 12710021
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Rule 34 – 1boy 1futa 1girls absurd res ai generated anal sex anal sex areolae aris lex black hair breasts cowgirl position cum cum in pussy cum inside cum on stomach duo excessive cum falsegate female rapist femdom futa on male futa rapist futanari rapist gradient hair highres large breasts long hair looking at viewer male pov multicolored hair nipples nude nude female nude male oc (falsegate) orgasm from anal original original character pov rape red hair red sclera reverse rape sadistic smile sex smile split-color hair stable diffusion straddling straight taker pov three-tone hair uncensored unusual eyes white eyes white hair wide hips | 12686543
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Rule 34 – 1boy 1girls ai generated bukkake cleavage clothed crazy crazy eyes cum cum between breasts cum in mouth cum on face cumshot facial gesugao harry potter hermione granger huge cock huge cock kneeling looking at partner paizuri paizuri lead by female paizuri under clothes paralap sadistic girl sadistic smile unbottoned shirt | 12655045
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Rule 34 – 2girls ahe gao ahegao face amputee asphyxiation blood body modification dominant female domination dominatrix guro hanged herta (honkai: star rail) honkai: star rail lord dante nosebleed peeing quadruple amputee sadism sadistic girl sadistic smile silver wolf (honkai: star rail) snuff suffocation torture | 12556195
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Rule 34 – 2girls ahe gao ahegao face amputee asphyxiation blood body modification dominant female domination guro hanged herta (honkai: star rail) honkai: star rail lord dante nosebleed peeing quadruple amputee sadism sadistic girl sadistic smile silver wolf (honkai: star rail) snuff suffocation torture | 12543461
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Rule34 – anthro ass bedroom_eyes caption cellphone detailed_background electronics felid feline female first_person_view fur generation_9_pokemon genitals green_body green_fur green_hair hair lagupus looking_at_viewer mammal mask meowscarada narrowed_eyes phone photo plushie pokemon presenting pussy red_eyes sadistic_smile seductive selfie solo spread_legs spreading teasing teasing_viewer wearing_mask white_body white_fur
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Rule34 – 1boy 1boy1girl 1girls 2girls 5_fingers ahoge ai_ishida_(enkaboots) anal armlet armlets bare_shoulders belt bent_over big_breasts black_boots black_corset black_footwear black_gloves black_hair black_leotard black_skirt blonde_hair blouse bodysuit bondage bondage_mittens boot_fetish boot_licking boot_on_balls boot_on_face boot_on_penis boot_worship bootjob boots bound_penis breast_spikes breasts brooch brown_eyes busty cage cap cbt cfnm chained chains chair chasity_cage chastity chastity_cage chastity_device cleavage clothed_female_nude_male collar corset cropped_legs cross-laced_footwear cum cum_while_penetrated curvy dark_hair desk dildo dominant_female dominant_teacher dominant_woman dominatrix dungeon earrings elbow_gloves english evil_smile eyeshadow female female/male female_only female_penetrating_male femdom fetish_wear footjob footjob_with_footwear footjob_with_legwear full_body gimp_mask gloves grin hair_intakes hair_pulled_back hair_slicked_back happy_dom happy_female hat height_difference hentai high_belt high_collar high_heel_boots high_heels holding_object huge_breasts indoors intimidating_teacher intimidating_woman jewelry knee_boots lace laced_boots large_breasts larger_female latex latex_gloves latex_leotard leash leash_pull leather leather_bodysuit leather_boots leather_clothing leather_gloves leather_skirt leotard lipstick long_hair looking_at_viewer makeup male male/female male_penetrated malesub mask mature_female midi_skirt milf miniskirt mommy mommy_kink multiple_doms multiple_doms_one_sub multiple_girls nipple_spikes nude older_female older_woman_and_younger_boy open_mouth pantyhose pantyhose_under_shorts pegging pen pencil_skirt penis ponytail prison_cell prostate_orgasm puffy_sleeves purple_hair red_gloves red_lips riding_crop rubber_boots sadistic_smile school_uniform schoolgirl_uniform shackles sheer_legwear shirt shoejob shoes short_hair shoulder_pads side_view sideboob sitting size_difference skirt slave smaller_male smile solo spiked_breasts standing stockings strap-on studded_collar studded_leather submissive_male sweater taki_kimura_(enkaboots) tall_boots tall_female tall_woman teacher teacher_and_student thick_thighs thigh_boots thigh_highs thighhigh_boots thighhighs thighlet thighlets thighs tight_shirt tight_skirt tight_sweater tights turtleneck underbust vinyl voluptuous whip white_boots white_shirt white_sweater yellow_eyes yui_kurosawa_(enkaboots) zipper
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Rule 34 – 1boy 1boy1girl 1girls 2d 2girls 5 fingers ahoge ai ishida (enkaboots) anal armlet armlets bare shoulders belt bent over big breasts black boots black corset black footwear black gloves black hair black leotard black skirt blonde hair blouse bodysuit bondage bondage mittens boot fetish boot licking boot on balls boot on face boot on penis boot worship bootjob boots bound penis breast spikes breasts brooch brown eyes busty cage cap cbt censored cfnm chained chains chair chasity cage chastity chastity cage chastity device cleavage clothed female nude male collar comic commission compilation corset cropped legs cross-laced footwear cum cum while penetrated curvy dark hair desk dildo dominant female dominant teacher dominant woman dominatrix dungeon earrings elbow gloves english english text enkaboots evil smile eyeshadow female female/male female only female penetrating male femdom fetish wear footjob footjob with footwear footjob with legwear full body gimp mask gloves grin hair intakes hair pulled back hair slicked back happy dom happy female hat height difference hentai high belt high collar high heel boots high heels highres holding object huge breasts indoors intimidating teacher intimidating woman jewelry knee boots lace laced boots large breasts larger female latex latex gloves latex leotard leash leash pull leather leather bodysuit leather boots leather clothing leather gloves leather skirt leotard lipstick long hair looking at viewer makeup male male/female male penetrated malesub mask mature female midi skirt milf miniskirt mommy mommy kink multiple doms multiple doms one sub multiple girls nipple spikes nude older female older woman and younger boy open mouth original original character original characters pantyhose pantyhose under shorts pegging pen pencil skirt penis ponytail prison cell prostate orgasm puffy sleeves purple hair red gloves red lips riding crop rubber boots sadistic smile school uniform schoolgirl uniform shackles sheer legwear shirt shoejob shoes short hair shoulder pads side view sideboob sitting size difference skirt slave smaller male smile solo spiked breasts standing stockings strap-on studded collar studded leather submissive male sweater tagme taki kimura (enkaboots) tall boots tall female tall woman teacher teacher and student thick thighs thigh boots thigh highs thighhigh boots thighhighs thighlet thighlets thighs tight shirt tight skirt tight sweater tights turtleneck underbust vinyl voluptuous whip white boots white shirt white sweater yellow eyes yui kurosawa (enkaboots) zipper | 12506086
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Rule 34 – 1boy 1boy1girl 1girls 2d 2girls 5 fingers ahoge ai ishida (enkaboots) anal armlet armlets ascot asymmetrical bangs bare shoulders belt bent over big breasts black boots black corset black footwear black gloves black hair black leotard black skirt blonde hair blouse bodysuit bondage bondage mittens bootjob boots bound penis boy rape breast spikes breasts brooch brown eyes busty cage cap censored cfnm chained chains chair chastity cage cleavage clothed female nude male collar commission corset cropped legs cross-laced footwear cum cum while penetrated curvy dark hair desk dildo dominant female dominant teacher dominant woman dominatrix dungeon earrings elbow gloves english english text enkaboots evil smile eyeshadow female female/male female only female penetrating male femdom fetish wear footjob full body gimp mask gloves grin hair intakes hair pulled back hair slicked back happy dom happy female hat height difference high belt high collar high heel boots high heels highres holding object huge breasts indoors intimidating teacher intimidating woman jewelry knee boots lace laced boots large breasts larger female latex latex gloves latex leotard leash leash pull leashed genitals leashed to genitals leather leather bodysuit leather boots leather clothing leather gloves leather skirt leotard lipstick long hair looking at viewer makeup male male/female male penetrated malesub mask mature female midi skirt milf miniskirt mommy mommy kink multiple doms multiple doms one sub multiple girls nipple spikes nude older female older woman and younger boy open mouth original original character original characters pantyhose pantyhose under shorts pegging pen pencil skirt penis ponytail prison cell prostate orgasm puffy sleeves purple hair red gloves red lips riding crop rubber boots sadistic smile school uniform schoolgirl uniform shackles sheer legwear shirt shoejob shoes short hair shoulder pads side view sideboob sitting size difference skirt slave smaller male smile solo spiked breasts standing stockings strap-on studded collar studded leather submissive male sweater tagme taki kimura (enkaboots) tall boots tall female tall woman teacher teacher and student thick thighs thigh boots thigh highs thighhigh boots thighhighs thighlet thighlets thighs tight shirt tight skirt tight sweater tights turtleneck underbust vinyl voluptuous whip white boots white shirt white sweater yellow eyes yui kurosawa (enkaboots) zipper | 12506028
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Rule 34 – ballbusting black fur brown body brown fur brown hair castrated castration cbt dominant female edit edited egg eggs feline female hazbin hotel humanoid larger female male male/female mouse orange body orange fur orange hair pain party sadism sadistic smile smaller male submissive male summer (hazbin hotel) tail torture | 12465852
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