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240

1boy 1girls ada_wong ai_generated animated asian balls bondage breasts chain_leash chains chasity cleavage clothed_female_nude_male cuff_(restraint) cuffs dominant dominant_female dominatrix female female_domination femdom gloved_handjob gloves handjob harness interrogation interrogation_room jail large_balls large_breasts large_penis large_testicles leather_gloves male malesub necklace penis phantom_draft prison realistic red_shirt resident_evil resident_evil_4 resident_evil_4_remake resident_evil_6 short_hair submissive_male tagme testicles torture torture_chamber video

1girls 1goblin ai_generated anime ass ass_bigger_than_head big_ass big_breasts breasts breasts_bigger_than_head breasts_out cow_girl cow_girl_(goblin_slayer) cowgirl cowgirl_pose cowgirl_position crying female forced forced_orgasm forced_sex goblin goblin_slayer jail klexyai light-skinned_female light_skin male nude nude_female nude_male penetration prison prisoner pussy raped screaming screaming_orgasm sex sexy

ai_generated ambessa_medarda animated arcane artist_request big_breasts boa_hancock breasts chained chained_up chains clothing crossover degradation domination female female_only groping groping_breasts humiliating imprisoned imprisonment interracial jail kissing league_of_legends lesbian lesbian_domination one_piece size_difference slave

102

1boy 1girls ai_generated arrest arrested big_breasts breast_grab breast_press breast_squeeze breast_squish breasts breasts_out clothed clothing criminal doggy_style female glasses imprisonment jail large_breasts long_hair male one-punch_man pants_down prison prison_cell prison_uniform psykos shirt_up standing thighs villain villainess

1boy 1girls ai_generated arrest arrested big_breasts breast_grab breast_press breast_squeeze breast_squish breast_sucking breasts breasts_out clothed clothing criminal female glasses imprisonment jail large_breasts long_hair male one-punch_man pants_down prison prison_cell prison_uniform psykos shirt_up standing sucking_nipples thighs villain villainess

161

ai_generated animated blue_gloves bodysuit bondage chain_leash chinese_clothes chun-li crop_top dominant dominant_female dominatrix female female_domination female_fighter femdom fighter fingerless_gloves from_below gloved_handjob hair_bun handjob interrogation interrogation_room jail male penis phantom_draft pov prison realistic restrained_legs seductive spiked_bracelet street_fighter street_fighter_6 street_fighter_alpha submissive_male tagme video

1girls after_rape ai_generated breasts brown_eyes crying crying_with_eyes_open cum cum_in_mouth cum_in_pussy cum_inside cum_on_breasts dark-skinned_female dark_skin dreadlocks elpenguino exposed_breasts female imminent_rape jail jail_cell jumpsuit male multiple_boys multiple_males oral oral_sex prison prisoner pussy rape spitroast torn_clothes vaginal_penetration white_skinned_male

1girls accurate_art_style ai_generated ass barefoot big_ass big_breasts blush_stickers breasts coat curves disney disney_princess dress eclipsa_butterfly eyeshadow feet female flower gloves green_hair happy hi_res huge_ass jail keoenl light-skinned_female light_skin lipstick long_gloves long_hair looking_at_viewer makeup nipples nude pale-skinned_female pale_skin partially_clothed patreon purple_eyes short_hair sitting smile smoking smoking_pipe star_vs_the_forces_of_evil thick_thighs wide_hips

210

1futa ai_generated ass balls big_ass big_breasts big_butt big_hips big_penis blonde_futa blonde_hair blush bob_cut breasts brown_eyes bulge bulge_through_clothing cleavage crazy crazy_female crazy_smile dick dickgirl elbows eyebrows eyelashes female flaccid from_below futa_only futanari grin grinning grinning_at_viewer hands_behind_head hips indoors inmate intersex jail large_breasted_futa large_breasts lips lipstick long_hair looking_at_viewer looking_sideways makeup medium_hair medium_penis midorikawa_hana musk narrow_waist narrowed_eyes navel nose pants penis penis_out prison prison_cell prison_clothes prison_school prisoner realistic_breast_size revealing_clothes seductive seductive_gaze seductive_look seductive_smile shirt short_hair showing_penis smell smile smile_at_viewer smiley_face smirk smooth_balls smooth_penis smooth_skin smug solo solo_dickgirl solo_focus solo_futa standing striped striped_clothing taker_pov testicles velonix wide_hips yellow_hair

179

1boy 1femboy abs ai_generated ass blonde_hair blue_eyes femboy femboysub feminine fishnets gay girly goth hands_tied jail jail_cell link link_(breath_of_the_wild) link_(tears_of_the_kingdom) male male_focus male_only malesub nail_polish nintendo painted_nails pointy_ears solo the_legend_of_zelda thick thick_ass thick_thighs xwaifuai yaoi

2boys ai_generated double_bun female jail jojo's_bizarre_adventure jolyne_kujo male pony_diffusion_xl prison shocked stone_ocean surprised

2boys ai_generated double_bun female jail jojo's_bizarre_adventure jolyne_kujo looking_at_viewer male open_legs pony_diffusion_xl pussy stone_ocean vaginal_sex

2boys ai_generated breasts breasts_grab double_bun double_penetration female jail jojo's_bizarre_adventure jolyne_kujo looking_at_viewer male open_mouth pony_diffusion_xl prison stone_ocean

3boys ai_generated arms_above_head double_bun female jail jojo's_bizarre_adventure jolyne_kujo looking_at_viewer male pony_diffusion_xl prison stone_ocean

1girls 2d ai_generated asian asian_bimbo asian_female big_breasts black_hair breasts elbow_gloves female female_focus female_only final_fantasy final_fantasy_vii gloves hat indoors jail paag panties police_hat prison solo solo_female solo_focus tagme thick_thighs thighhighs tifa_lockhart topless topless_female

3d ai_generated baldur's_gate_3 crying drow from_behind futanari human intersex jail prison prisoner raped sinfuldesiresai tagme video

ai_generated blowjob blowjob_only bondage breasts cocksucking dc dc_comics dicksucking fellatio female handcuffs harley_quinn harley_quinn_(classic) jail jail_cell kneeling male orange_jumpsuit penis prison prison_cell prison_uniform sucking_tip tits_bigger_than_head tits_out

1boy 1girls ai_generated ass assfuck assfucking bent_over bolt_on_tits breast_implants breasts breasts_bigger_than_head cleavage cum cum_drip cum_in_ass cum_inside cumshot cumshot_in_anus dc dc_comics doggy_style enhanced_breasts fake_breasts female fucked_from_behind gigantic_breasts hanging_breasts harley_quinn huge_ass huge_breasts jail male prison prison_cell prison_uniform prisoner sex sex_from_behind silicone silicone_implants

1boy 1girls ai_generated ass bent_over big_breasts bolt_on_tits boobs_bigger_than_head breast_implants breasts cleavage cock cop cum cum_in_ass cum_inside cumshot dc dc_comics dick doggy_style enhanced_breasts fake_breasts female fucked_from_behind guard harley_quinn huge_breasts jail jail_cell large_breasts male painful painful_anal painful_penetration penis police prison prison_cell prison_uniform prisoner sex sex_from_behind silicone silicone_implants tits_bigger_than_head

1boy 1girls ai_generated anal_sex ass assfucking bent_over big_breasts breasts clothed_sex cock comics cum cum_in_ass cum_inside dc dc_comics doggy_style female fucked_from_behind guard harley_quinn huge_breasts jail jail_cell male penis police prison prison_uniform prisoner sex sex_from_behind

ai ai_generated big_penis civitai cum cum_on_penis cumming dilf ejaculating ejaculation gay hairy hairy_male huge_cock jail large_penis male male_focus male_only muscular muscular_male penis presenting_penis smirk snake_jailbird solo_male tattoo the_simpsons

238

1-a_dot 1girls ai_generated big_belly bondage bound_legs breasts breasts_out chain chained cumflation female female_only frogtie hanging_breasts indoors inflation jail large_breasts navel nipples no_bra panties paymetons_plug pregnant shirt shirt_lift sinder_(vtuber) solo spread_legs suspension upside-down veiny_belly virtual_youtuber vtuber

193

1-a_dot 1boy 1girls absurdly_large_cock ai_generated breasts cum cum_inside dark-skinned_male dark_skin female jail jail_cell large_breasts male penis prison prisoner rough_sex sinder_(vtuber) virtual_youtuber vtuber

304

1-a_dot 1boy 1girls ai_generated cum cum_in_mouth cum_in_throat cum_inside cum_on_face dark-skinned_male dark_skin deepthroat deepthroat_facesitting fellatio female female_penetrated forced_oral gagging_on_penis jail male male/female male_penetrating male_penetrating_female oral oral_penetration oral_sex overflow penis prisoner sex sinder_(vtuber) upside-down virtual_youtuber vtuber

207

1-a_dot 1girls ai_generated breasts dark-skinned_male dark_skin female groping groping_breasts huge_breasts imminent_rape jail male prisoner sinder_(vtuber) virtual_youtuber vtuber

after_sex ai_generated anthro avian bondage cum cum_everywhere cum_on_beak cum_on_face cum_on_head dreamworks embarrassed excessive_cum group hands_behind_back humiliation jail kneeling madagascar_(series) male male_only penguin penis public_nudity public_use rope_bondage skipper_(madagascar)

1boy 1girls ai_generated ass behind_bars big_ass big_breasts big_penis breast_grab breast_press breasts cell cellmates civitai cowgirl_position criminal crossover cuffed cuffed_wrists cum cum_in_pussy cum_inside demon_slayer dungeon ejaculation female female_domination femdom handcuffed handcuffed_to_bed holding_breast holding_breasts illustrious_(stable_diffusion) jail kanroji_mitsuri kimetsu_no_yaiba kissing locked_up lying lying_down lying_on_back male mitsuri_kanroji multiple_angles night penis prisoner pussy recording riding riding_penis sex sex_slave sex_toy shocked shocked_expression straddling straight_sex takemichi_hanagaki tied_hands tied_up tokyo_revengers vagina vaginal_penetration vaginal_sex voyeurism

ai_generated anal blue_eyes boots breasts brown_hair confident dark-skinned_male dark_skin earring female gloves gyakuten_saiban interracial jail jail_cell jewelry magician male nude nude_female_nude_male practically_nude pussy red_scarf sitting sitting_on_lap sitting_on_person small_breasts smug spread_legs spreading top_hat trucy_wright vagina

109

3d ai_generated breasts futanari intersex jail jojo's_bizarre_adventure jolyne_kujo milk_itai nipples pubic_hair

165

1femboy 4boys absurd_res absurd_resolution absurdres ai_generated anal anal_sex ass balls ballsack bars blush bottomless bottomless_femboy brown_hair bukkake cum cum_in_ass cum_in_mouth cum_inside cum_on_ass cum_on_body cum_on_face cum_while_penetrated cumshot dark-skinned_male dark_hair dark_skin domination ejaculation_while_penetrated erect_penis erection facial femboy femboy_focus femboysub feminine_male feminization footwear gangbang gay gay_anal gay_domination gay_orgy gay_sex girly gokkun grabbing_penis hand_on_penis handjob handjob_while_penetrating handsfree_ejaculation hi_res high_resolution highres holding_legs holding_penis holding_thigh holding_thighs inmate interracial interracial_sex jail jail_cell laying_down laying_on_back laying_on_person legs legs_in_air legs_over_head legs_up lips long_nails lying_on_back male male/male male_focus male_only open_mouth orgy penis penis_grab penis_in_ass prison prison_bars prison_cell prison_clothes prisoner ripped_clothing ripped_shirt sex shirt shirt_only socks thee_voiidless topwear topwear_only torn_clothes torn_clothing torn_shirt used used_like_a_toy yaoi

ai_generated alien alien_girl ass big_ass big_breasts blue_eyes breasts chained chains civitai cuff_(restraint) destiny_(game) destiny_2 eliksni eramis female helmet imminent_rape imminent_sex jail male missing_eye multiple_penises nude nude_female penis pussy thick_thighs vagina

180

1girls 2boys absurd_res absurd_resolution absurdres after_sex after_vaginal ai_generated angry angry_expression angry_eyes angry_face ass big_ass bondage boots breasts breasts_out captured cell chained chained_ankles chained_legs chained_wrists clothing cum cum_drip cum_dripping cum_dripping_out_of_pussy cum_in_pussy cum_on_ass cum_on_body cum_on_breasts cum_on_face cum_puddle defeat defeated dripping dripping_cum dripping_semen elf elf_ears elf_female elf_girl excessive_cum excessive_genital_fluids exposed_breasts exposed_pussy female fertilization footwear forced goblin goblin_male green_skinned_male hi_res high_resolution highres implied_sex impregnation jail jail_cell large_ass laying laying_down laying_on_back leaking leaking_cum leaking_pussy legs_apart legs_open legs_over_head legs_spread legs_up lips male male/female nipples open_legs ponytail prison prison_cell prisoner pussy pussy_leaking ripped_clothing ripped_pants teal_hair thee_voiid torn_clothes torn_clothing torn_pants torn_shirt town village window

3futas after_anal ai_generated anal anal_sex ass ass_focus charv futa_on_futa futa_only futadom futanari interracial intersex jail prison prison_cell prisoner threesome

133

3futas ai_generated anal anal_sex charv dark_skin futa_on_futa futa_only futadom futanari futasub interracial intersex jail jail_cell light_skin prison prisoner size_difference threesome

1boy 1girls ai_generated anal anal_sex anus ass ass_focus blue_eyes boots brown_hair confident dark-skinned_male dark_skin earring female gold_jewelry gyakuten_saiban interracial jail jail_cell jewelry male nude nude_female red_neckwear scarf smug squatting squatting_cowgirl_position top_hat trucy_wright

ai_generated anal breasts brown_hair dark-skinned_male dark_skin earring female gyakuten_saiban interracial jail jail_cell male pussy sitting sitting_on_lap sitting_on_person trucy_wright vagina

1boy 1girls ai_generated ass behind_bars big_ass big_breasts big_penis bondage breast_grab breast_press breasts cell cellmates civitai cowgirl_position criminal crossover cuffed cuffed_wrists cum cum_in_pussy cum_inside demon_slayer ejaculation female female_domination femdom handcuffed handcuffed_to_bed holding_breast holding_breasts illustrious_(stable_diffusion) jail kanroji_mitsuri kimetsu_no_yaiba kissing locked_up lying lying_down lying_on_back male mitsuri_kanroji mitsuya_takashi multiple_angles night penis prisoner pussy recording riding riding_penis sex sex_slave sex_toy shocked shocked_expression straddling straight_sex takashi_mitsuya tied_hands tied_up tokyo_revengers vagina vaginal_penetration vaginal_sex voyeurism

2futas ai_generated anal anal_sex baldur's_gate_3 big_breasts black_hair black_lipstick blonde_hair braided_hair breasts breasts_out changeling chel chel_(the_road_to_el_dorado) civitai cum cumming finger_in_mouth futa_on_futa futanari handcuffed handcuffs handjob hands_above_head intersex jail naked nipples nude nude_futa orin_the_red penis police police_uniform policewoman reach_around sex stable_diffusion the_road_to_el_dorado tongue tongue_out

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