chastity_key best from all time

Booru

Order

AI generated

Type

Time frame

remove

chastity key

remove

days:99999

1

4

5

6

7

1boy 1girls 2d areola_slip areolae ass barefoot big_balls big_breasts blue_balls blush chastity chastity_cage chastity_device chastity_key cheon_(mutageniccrow) chinese_clothes feet female femboy femdom flat_chastity_cage green_eyes humiliation keyholder light-skinned_female light-skinned_femboy light-skinned_male looking_back male malesub mutageniccrow_(commissioner) original otto_cubze oversized_balls pent_up reverse_cowgirl_position size_difference small_penis small_penis_humiliation smile soles speech_bubble straight teasing text thong topless white_hair

areola_slipareolae

1girls 2019 2boys absurdres alicorn animal_genitalia animal_penis anthro areola big_penis blush breasts chastity chastity_cage chastity_device chastity_key choker_snapping cuckold cutie_mark dialogue english_text equid equine equine_penis feathered_wings feathers fellatio female femboy friendship_is_magic furry genitals girly group highres horn horsecock huge_cock humiliation it'll_never_fit long_legs long_penis male mammal medial_ring meme muscular muscular_male my_little_pony netorare nipple_outline oral pasties penis penis_shaming pimp princess_cadance_(mlp) sex shining_armor_(mlp) simple_background small_penis_humiliation snap_my_choker submissive submissive_male sugarlesspaints testicles text thighhighs unicorn vein wings yaoi

absurdresalicorn

1boy 1girls 3d 3d_render 3dx blackmail chastity chastity_(disambiguation) chastity_cage chastity_device chastity_key cheating cheating_boyfriend cuckold cuckold_pov dominant dominant_female domination dominatrix english_text female female_focus female_on_top femdom french_nails glasses green_eyes gs3d keyholding latex latex_clothing latex_gloves long_fingernails long_nails looking_at_viewer malesub nail_polish recording recording_on_phone red_hair rubber rubber_clothing rubber_gloves slave snapchat social_media straight submissive submissive_male

blackmailchastity

1boy 1girls anal anal_beads anal_insertion ass bar_censor black_panties black_socks breasts brown_eyes brown_hair censor_bar censored censored_anus chastity_cage chastity_device chastity_key cleavage clothed_female_nude_male completely_naked completely_naked_male completely_nude completely_nude_male female femdom highres key kikiu_bd large_breasts legwear light-skinned_female light-skinned_male light_skin male medium_breasts naked naked_male nude nude_male nude_male_clothed_female panties penis short_hair simple_background skirt socks source_request spanked spanking spanking_marks thick_thighs thigh_socks thighhighs thighs

1girls 2d ass big_ass breasts chastity chastity_key choker cleavage clothing cristal_(otto_cubze) dark_lipstick female female_only femdom fully_clothed hoop_earrings huge_breasts human implied_chastity key key_necklace keyholder latex latex_legwear looking_at_viewer otto_cubze shiny_clothes solo solo_female voluptuous white_hair

1girls 2boys big_breasts black_panties brown_eyes brown_hair chastity_cage chastity_key cheating cheating_wife cuckold cuckold_masturbating cuckold_pov cum cum_in_chastity cumming_in_chastity earrings hands-free handsfree_ejaculation hi_res huge_breasts interracial key_necklace large_breasts leaking_chastity light-skinned_female light-skinned_male light_skin mole_on_breast mole_under_mouth netorare ntr original painted_nails paizuri penis penis_shrinking pink_chastity_cage pov pov_eye_contact qos queen_of_spades queen_of_spades_symbol ring ruined_orgasm short_hair small_penis spade spade_earrings spade_necklace sweat teasing_cuck_with_tv television tometo_you tv wedding_ring

big_breastsblack_panties

1boy anilingus anklet ass_worship black_latex blonde_hair chastity chastity_cage chastity_device chastity_key chelle_(lwahrleff) closed_eyes cunnilingus cute_male female femdom fishnet_gloves gentle_femdom green_eyes hand_on_head heels key key_anklet keyholder kneeling latex latex_clothing latex_legwear latex_stockings latex_thighhighs lipstick looking_at_mirror lwahrleff makeup male malesub mirror potchi rimjob rimming rimming_female seamus_(lwahrleff) slave small_breasts stockings thigh_grab

anilingusanklet

1boy 1girls average_sized_penis blush breasts cbt chastity chastity_cage chastity_device chastity_key clenched_teeth cum english_text facesitting female female_focus female_on_top femdom flat_chastity_cage floating jackrockhardt light-skinned_female light-skinned_male light_skin long_hair looking_at_penis male male/female nipples nude nude_female penis pokemon pussy_licking sabrina_(pokemon) small_breasts small_penis small_penis_humiliation spread_legs sweat telekinesis text

average_sized_penisblush

1boy 1girls aneros asuna_(blue_archive) asuna_(bunny)_(blue_archive) big_breasts blue_archive bunny_ears bunnysuit buttplug chastity chastity_cage chastity_key clothed_female_nude_male cum_in_chastity cum_while_chaste cum_while_penetrated dominant_female ejaculation female female_domination femdom fishycake gloves handprint hands-free handsfree_ejaculation happy_dom happy_female humiliation key keyholder kneeling large_breasts looking_at_viewer male malesub penis_cage prostate_orgasm prostate_stimulation sissygasm small_penis small_penis_humiliation smile smug white_gloves

anerosasuna_(blue_archive)

abs barefoot big_breasts breasts breath_of_the_wild chastity chastity_cage chastity_key cleavage condom dark-skinned_female dark_skin dominatrix feet female female_only femdom galactic_overlord gerudo hoop_earrings hyrule_warriors:_age_of_calamity keyholder large_breasts muscles muscular muscular_female nintendo solo the_legend_of_zelda urbosa voluptuous

1boy 1girls armbinder arms_behind_back assertive_female ball_gag ballet_heels bent_over black_dress blonde_hair bondage bottom_heavy bound bound_legs breasts brown_hair chastity_cage chastity_device chastity_key cleavage crossdressing crossdressing_male dress eyeshadow female femboy fishnets gag gagged gagged_male green_eyes harness_gag heels high_heels hobble_skirt hobbled key large_breasts lipstick locked_high_heels lrks makeup male_bride malesub nipple_chain nipple_piercing nipple_rings piercing png sex_toy small_penis standing stiletto_heels thick_thighs trap very_high_heels wedding wedding_dress wedding_lingerie

armbinderarms_behind_back

2futas 3d big_penis_in_chastity brigitte brigitte_lindholm chastity chastity_cage chastity_device chastity_key collar corset face_fucking fishnets futa_on_futa futa_only futadom futanari futasub gs3d hair_pull hair_pulling huge_cock latex latex_armwear latex_clothing latex_gloves latex_stockings latex_thighhighs nyl_brigitte nyl_widowmaker overwatch overwatch_2 rubber rubber_armwear rubber_clothing rubber_gloves rubber_stockings rubber_thigh_highs shiny shiny_clothes sissy widowmaker

big_penis_in_chastitybrigitte

1futa areola balls barefoot black_hair bloocarrot blue_eyes blush bottomless breasts chastity_key computer couch cum cumshot donut doughnut ejaculation emo erect_nipples erection feet futa_only futanari green_eyes heart highlights huge_cock intersex jewelry key key_necklace keyholder laptop large_penis lilz masturbation navel necklace nipples no_bra no_panties orgasm original penis pillow purple_hair sex shirt_lift short_hair solo spread_legs tank_top testicles text toes veins veiny_penis

2girls backboob big_ass big_breasts blush bokoblin chastity chastity_cage chastity_device chastity_key cuck cuckold cuckolding embarrassing enemy_conversion english_text female femdom femsub ganondorf humiliated humiliating humiliation japanese_style link looking_back male maledom malesub multiple_boys multiple_girls naked_female netorare ntr ntr/bss/pinky open_mouth permanent_chastity princess_zelda purah purah_(tears_of_the_kingdom) red_ass smiling spanking spanking_ass spoken_heart tears_of_the_kingdom tease teasing text the_legend_of_zelda utter_domination zelda_(tears_of_the_kingdom)

backboobbig_ass

1boy 1girls anklet armpit_hair bisexual biting_lip blonde_hair blush bondage brown_eyes chastity chastity_cage chastity_key chelle_(lwahrleff) collar elbow_gloves female femdom gloves green_eyes human human_only invertoalbedo key key_anklet latex latex_gloves lwahrleff male male/female male_on_female male_urethral_insertion malesub penis pubic_hair restrained seamus_(lwahrleff) sounding straight tagme tears thighhighs urethral urethral_insertion urethral_penetration

ankletarmpit_hair

1boy 1futa 1girls areolae avatar_legends avatar_the_last_airbender azula ball_crushing ballbusting ballbusting_orgasm bent_over breasts chastity chastity_cage chastity_key cock_and_ball_torture cum_in_chastity domination_loss english_text erection female female_focus fire_nation futa_is_bigger futa_on_female futanari huge_ass huge_cock human intersex limited_palette male nipples nonbender partial_male penis sitting sketch small_penis small_penis_humiliation snickerz speech_bubble squeezing_testicles stockings text thighhighs ty_lee zuko

areolaeavatar_legends

1girls 2boys absurd_res amphibian areola ass big_breasts big_butt big_penis black_lipstick black_nails blue_nails breasts breath_of_the_wild chastity chastity_cage chastity_key dat_ass demigoddess erection faceless_male female femdom frog galactic_overlord genitals hi_res hot-footed_frog huge_butt huge_cock human humanoid humiliation hylian keyholder kiss_mark lipstick lipstick_on_penis long_hair looking_at_viewer looking_back male male/female mammal nail_polish nintendo nipples pantylines penis penis_size_difference pinching_gesture princess_zelda pubes rear_view short_hair small_penis_humiliation tears_of_the_kingdom the_legend_of_zelda thick_thighs video_games wet wide_hips zelda_(breath_of_the_wild) zelda_(tears_of_the_kingdom)

absurd_resamphibian

1girls 3boys after_sex anal big_penis blonde_hair cbt chastity chastity_cage chastity_key cheating cuckold cum cum_on_cuckold cum_on_face dark-skinned_male dark_skin double_penetration female femdom foreskin hair_pull interracial key keyholder male malesub netorare ntr penis_cage penis_size_difference small_penis vaginal_penetration voidnosferatu

3d ball_fondling big_breasts big_penis blender blowjob body_writing cd_projekt_red chastity_key choker cum_in_mouth cum_on_breasts cum_on_face cupping_balls cyberpunk_2077 dark-skinned_male dark_skin hand_on_balls hand_on_head holding_balls hoop_earrings huge_cock interracial jewelry lipstick lipstick_mark lipstick_on_balls nipple_piercing panam_palmer ring ruined_makeup samsonsharem size_queen used_condom

ball_fondlingbig_breasts

1boy 1girls anklet armpit_hair barefoot bathroom bathtub blonde_hair blush brown_hair chair chastity chastity_cage chastity_device chastity_key chelle_(lwahrleff) cleaning duo feet female female_leg_hair femdom gentle_femdom hairy_legs half-closed_eyes hands_behind_back key key_anklet keyholder kneeling long_hair lwahrleff male malesub mirror nude open_mouth orgasm_denial peonymami pubic_hair seamus_(lwahrleff) seiza shaving shaving_another sitting smile soap uncensored

ankletarmpit_hair

2girls ball_gag bdsm bdsm_gear blue_eyes blush buttplug cd_projekt_red chastity chastity_belt chastity_key chocolateb0mb collar corset cuckold dildo drool_on_face drooling edging female_chastity femdom gag garter_belt green_eyes handcuffs hoof_boots hoof_gloves humiliation key lingerie multiple_girls petplay ponygirl ponyplay red_hair stable stockings sweat tail_plug teasing the_witcher the_witcher_(series) the_witcher_2 the_witcher_3:_wild_hunt triss_merigold vibrator yennefer

1boy 1girls blonde_hair blush bra chastity chastity_cage chastity_key chelle_(lwahrleff) collar cunnilingus female femdom garter_belt garter_straps gentle_femdom hairy_armpits hairy_pussy key key_necklace keyholder kneeling kneeling_oral_position legwear long_hair lwahrleff male malesub medium_breasts necklace nude one_eye_closed oral oral_sex peonymami pubic_hair pussy seamus_(lwahrleff) sex_toy shiny shiny_hair shiny_skin straight strap-on thighhighs uncensored wedding_lingerie wedding_ring white_legwear wholesome

blonde_hairblush

1girl 2boys 3koma blush breasts caged_cock chastity_cage chastity_device chastity_key cheating cheating_girlfriend chiroka choker clannad comparing cuckold cuckolding dark-skinned dark-skinned_male dark_penis dark_skin dialogue english_text female femdom fishnets flat_chastity_cage furukawa_nagisa heart humiliation in_front_of_cuckold interracial large_penis light-skinned light-skinned_female light-skinned_male light_skin male male/female mmf_threesome netorase nipples ntr penis_size_difference premature_ejaculation premature_ejaculation_shaming raceplay sex small_penis small_penis_humiliation speech_bubble sweat text threesome tongue_out

1futa 1girls big_breasts breasts chastity chastity_cage chastity_key clothed clothing duo female femdom futanari futasub human humanoid intersex key keyholder large_breasts light-skinned_futanari light_skin mercy mostly_nude nude overwatch parkdale small_penis standing trans_woman transfem widowmaker

big_breastsbreasts

1boy 2girls asuka_langley_sohryu blue_hair breasts chastity chastity_cage chastity_device chastity_key choking female forced_chastity human keyholder legs_wrapped_around_head light-skinned_female light-skinned_male light_skin long_hair male/female malesub neon_genesis_evangelion orange_hair qos queen_of_spades raizengax rei_ayanami shinji_ikari short_hair small_penis small_penis_humiliation spade_tattoo tattoo_on_breast thigh_choking

asuka_langley_sohryublue_hair

1boy 1girls blonde_hair blush bottomless chastity chastity_cage chastity_device chastity_key closed_eyes clothed clothing couple duo female femdom human human_only key keyholder long_hair male malesub mare_ten penis_cage school_uniform schoolgirl shirt sitting skirt small_penis sofa tie

blonde_hairblush

1boy 1girls 2019 all_fours ass blush braid brunette chastity chastity_cage chastity_key cum_in_chastity domestication duo female femdom human human_only humiliation key keyholder leaking_cum leaking_precum male malesub mare_ten mounting one-piece_swimsuit riding round_ass sitting sitting_on_person sitting_on_sub small_penis swimsuit unhappy_male utter_domination

1boy 1girls aneros asuna_(blue_archive) asuna_(bunny)_(blue_archive) big_breasts blue_archive bunny_ears bunnysuit buttplug chastity chastity_cage chastity_key clothed_female_nude_male dominant_female female female_domination femdom fishycake gloves handprint happy_dom happy_female humiliation key keyholder kneeling large_breasts looking_at_viewer male malesub penis_cage precum prostate_stimulation sissygasm small_penis small_penis_humiliation smug

anerosasuna_(blue_archive)

1girls after_sex big_breasts bikini bikini_aside bikini_bottom bikini_bottom_aside bikini_top bleach blue_eyes blush breasts chastity chastity_key cleavage condom cuckold cuckold_pov cum cum_in_pussy cum_inside cumdrip female_only fishycake holding_condom holding_object huge_breasts impossible_swimsuit jewelry key large_breasts long_hair looking_at_viewer matsumoto_rangiku micro_bikini mole mole_under_mouth navel navel_piercing necklace necklace_between_breasts netorare offscreen_character orange_hair piercing pov revealing_swimsuit small_bikini solo solo_focus speech_bubble squatting sticking_out_tongue sweat sweatdrop swimsuit text thick_thighs tight_bikini tongue tongue_out toshiro_hitsugaya unseen_character voluptuous

after_sexbig_breasts

blonde_hair blue_dildo blue_hair bondage bowtie brown_eyes brown_hair chastity chastity_cage chastity_device chastity_key clothed dildo english_text female_domination femboy femdom flat_chastity_cage humiliation key keyholder leggings lingerie male_nipples pointing red_dress sad sissy small_penis small_penis_humiliation strap-on tagme testicles text trap yazva

blonde_hairblue_dildo

1boy 1girls anklet blonde_hair blush boots chastity chastity_cage chastity_device chastity_key chelle_(lwahrleff) cunnilingus cute_male dominant_female elbow_gloves facesitting female female_domination femdom gloves heels holding_head key key_anklet keyholder latex latex_gloves latex_stockings latex_thighhighs lwahrleff male malesub oral oral_sex pubic_hair seamus_(lwahrleff) sex tetisuka

ankletblonde_hair

1boy 1girls 3d animated arms_behind_back blonde_hair breasts broken_key chastity chastity_cage chastity_key cum cum_in_chastity cumming_in_chastity female femdom happy_dom happy_female hyrule_warriors key keyholder leaking_chastity link link_(hyrule_warriors) long_hair male nintendo nipples nude official_alternate_costume permanent_chastity pointy_ears ponkosfm premature_ejaculation princess_zelda sad_sub shorter_than_10_seconds skyward_sword sound source_filmmaker submissive_male tagme the_legend_of_zelda unhappy_male video zelda_(hyrule_warriors) zelda_(skyward_sword)

animatedarms_behind_back

1girls 2boys blonde_hair censored chastity_cage chastity_key dark-skinned_male dominant_female english_text female female_domination femdom gojou_wakana henzu-zu interracial key kitagawa_marin looking_at_penis male malesub netorare queen_of_spades sex small_penis small_penis_humiliation sono_bisque_doll_wa_koi_wo_suru tattoo

blonde_haircensored

1boy 1futa 1girls areolae avatar_legends avatar_the_last_airbender azula bent_over big_breasts breasts chastity chastity_cage chastity_key cheating cucked_by_futa cuckold english_text erection female female_focus fire_nation futa futa_is_bigger futa_on_female futanari huge_ass huge_cock human intersex limited_palette male netorare nipples nonbender ntr penis penis_size_difference sitting sketch small_penis small_penis_humiliation snickerz speech_bubble stockings text thighhighs ty_lee veiny_penis zuko

areolaeavatar_legends

1boy blake_belladonna chastity chastity_cage chastity_key clothing_transformation creative_chastity english_text father_and_daughter female figurine ghira_belladonna inanimate_transformation kali_belladonna keyholder kissing male milf mother mother_and_daughter multiple_girls nora_valkyrie panties partial_male penis ruby_rose rwby text transformation underwear_transformation weiss_schnee xxxx52 yang_xiao_long

blake_belladonnachastity

1girls anklet blonde_hair blonde_pubic_hair chastity chastity_cage chastity_device chastity_key chelle_(lwahrleff) feet female female_leg_hair female_only femdom hairy_armpits hairy_legs hairy_pussy hikikomoriamy imminent_chastity key key_anklet keyholder looking_at_viewer lwahrleff offering_chastity plain_background pubic_hair see-through see-through_clothing sexy_armpits small_breasts smug solo strap-on uncensored

ankletblonde_hair

1boy 1futa 2d 2d_(artwork) barefoot blonde_femboy blonde_hair blonde_hair_blue_eyes blonde_hair_femboy blue_eyes chastity chastity_cage chastity_key claire_(mikki-nsfw) couple crossdressing cum cum_in_chastity cum_while_penetrated cumdrip cute_male dark-skinned_futanari dark_skin deepthroat digital_drawing_(artwork) digital_media_(artwork) dildo english_text feet female futa_on_male futadom futadom_caption futanari hair_length_difference interracial intersex irrumatio key_anklet lgbt_pride_colors light-skinned_femboy light-skinned_male light_skin male malesub mikki-nsfw mikki_(mikki-nsfw) rainbow_dildo sissy skin_tone_difference soles tears text toes

barefootblonde_femboy

1girls areolae blonde_hair blush bondage breasts chastity chastity_belt chastity_device chastity_key crying crying_with_eyes_open despair drooling edelgard_von_hresvelg female female_chastity female_ejaculation female_only fire_emblem fire_emblem:_three_houses forced_orgasm hair_ornament hair_ribbon key keys kneeling long_hair medium_breasts mind_break naked nintendo nipples orgasm pile pink_eyes pussy_juice pussy_juice_drip pussy_juice_puddle pussy_plug saliva scared searching shaking small_pupils steel_bondage sweat sweatdrop sweating tears trembling very_long_hair vibrator yeougui

areolaeblonde_hair

1boy 2girls anal bare_shoulders brown_hair chastity_cage chastity_key choker clothed_female_nude_male completely_naked completely_naked_male completely_nude completely_nude_male femdom ffm_threesome garter_straps gloves hairband highres key kikiu_bd leash leash_pull light-skinned_female light-skinned_male light_skin locker male naked naked_male nude nude_male nude_male_clothed_female open_mouth pegging strap-on thighhighs threesome tiger_print twintails

analbare_shoulders

1girls android_18 areola barefoot blonde_hair blue_eyes breasts busty chastity chastity_cage chastity_device chastity_key cleavage denial dragon_ball dragon_ball_z english_text faceless_male feet female female_on_top femdom key keyholder kneeling krillin kuririn large_breasts male male_chastity malesub milf my_pet_tentacle_monster navel necklace nipples nude pearl_necklace penis short_hair smile straight text voluptuous

android_18areola

1girls 2boys beach bennett_(genshin_impact) big_breasts bikini blonde_hair breasts cage caged caged_cock cameltoe chastity chastity_cage chastity_device chastity_key cock_cage cuckold curvy dark-skinned_male dark_skin fischl_(genshin_impact) genshin_impact green_eyes interracial keyholder large_breasts light-skinned_female light-skinned_male light_skin netorare nipples ntr penis_cage pussy see-through small_penis tm_yuebing white_hair

beachbennett_(genshin_impact)

1boy 1girls 2024 anus ass asshole big_ass big_butt big_penis black_pants braid braided_hair braided_ponytail breasts_bigger_than_head chainsaw_man chastity_cage chastity_key cheating cheating_female comic cuckold cum cum_in_pussy cum_inside dark-skinned_male dialogue english english_text femdom full_color full_comic hidden_creepy_face looking_at_viewer makima_(chainsaw_man) mating_press necktie necktie_between_breasts netorare ntr penis pov red_hair senkan_art sex small_penis_humiliation smile text thick_thighs torn_clothing torn_pants vagina vaginal_penetration vaginal_sex veins veiny_penis yellow_eyes

1

4

5

6

7