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00s 1boy 2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 2girls 480p 720x480 animated apologizing audience beauty_mark begging_for_mercy big_breasts black_leggings blushing bondage bra breasts business_suit business_woman clothed clothed_male crying cutting_clothes demanding dubbed_version english_dialogue english_dub english_voice english_voice_acting exhibitionism eye_mask fashion female female_boss female_moaning fingering fingering_another fingering_pussy forced forced_exposure fortune_teller giving_in_to_pleasure grey_hair hallucinating hallucination harness haughty_face hentai_series hi_res highres huge_breasts humiliated humiliation inmu inmu_ikenie_no_utage jewelry karma leggings lipstick long_hair long_video longer_than_10_minutes longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute looking_at_pussy male mature_female megane mole mole_under_mouth mouth_gag mp4 ms.yayoi_(inmu) multiple_boys multiple_girls nipples nutech_digital panties pink_pineapple planning ponytail pubes pubic_hair public_exposure public_indecency public_nudity purple_hair pussy restrained revenge revenge_sex ripped_clothing saliva scared scared_expression scissors shocked shocked_bystander shocked_expression sound stage stage_light stockings strappado supernatural sweat taught_a_lesson tear_streaks tears tears_of_desperation telephone_booth tentacle tentacle_penetration tentacle_sex tentacles tied_hair uncensored undressing video voice_acted wanting_more watching_sex wealthy_female wet_pussy wetting_self

animatedapologizing

00s 1girls 1min_video 2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation anal anal_fingering animated anime_screencap anus breasts_out building disembodied_hand disembodied_hands drool drooling dyne_wiseman_(luv_wave) earrings english_audio english_dialogue english_dub english_voice english_voice_acting enjoyment female female_focus fingered fingering fingering_ass fingering_mouth fingering_pussy fondling hi_res highres indoors jewelry large_breasts lipstick long_hair long_hair_female long_red_hair longer_than_30_seconds longer_than_one_minute luv_wave milf mp4 navel night nipples nutech_digital orgasm ova pink_pineapple pussy pussy_fingering red_hair red_hair_female red_lips red_lipstick saliva shorter_than_3_minutes shorter_than_five_minutes shorter_than_four_minutes shorter_than_two_minutes sound uncensored video virtual_reality voice_acted

analanal_fingering

00s 1girls 2000 2000s 2d 2d_(artwork) 2d_animation 720p 960x720 after_rape after_sex animated blonde_hair blonde_hair_female breasts broken_rape_victim brought_to_obedience clothed_male_nude_female device drool drugged female female_focus gif green_eyes hd hd_(traditional) hi_res highres indoors luv_wave mikogami_mamoru_(luv_wave) multiple_boys nipples nude_female nutech_digital open_mouth pink_pineapple short_hair upper_teeth

after_rapeafter_sex

2000 animal_genitalia anthro balls borni canid canine canis duo embrace english_text forest forest_background full_moon genitals intimate male male/male mammal moon muscular muscular_male nature nature_background night nude plant romantic sheath text tree wolf

animal_genitaliaanthro

1boy 1girls 2000 black_hair blue_hair breasts convenient_censoring double_bun hotsprings human in_water jump jumping leaping light-skinned_female light-skinned_male long_hair male megaphilx naked naked_female naked_male nipples nude nude_female nude_male onsen pale_skin pigtail ranma-kun ranma_1/2 ranma_saotome redraw rocks shampoo_(ranma_1/2) shocked small_breasts snow snowing sun water winter

black_hairblue_hair

1girls 2000 2000s 2d blue_eyes blue_hair boobs breasts enjoyment female hi_res highres inmu inmu_ikenie_no_utage licking loving_it medium_breasts nutech_digital over_480p pink_pineapple pleasure_face png screenshot stitched tentacle tits yellow_hair_ribbon

blue_eyesblue_hair

1girls 2000 2000s 2d after_sex blue_eyes blue_hair breasts female inmu inmu_ikenie_no_utage looking_at_another looking_pleasured medium_breasts naked nipples nude nutech_digital over_480p pink_pineapple png screenshot short_hair stitched tentacle tentacle_sex tentacles tits

after_sexblue_eyes

2000 anal anthro balls black_and_white canid canine cowgirl_position duo ejaculation erection felid from_front_position genitals grimal grin gtskunkrat holding_tail jewelry male male/male mammal masturbation monochrome muscular necklace nude on_bottom on_top pantherine sex smile tiger

00s 1280x720 1girls 2000 2000s 2000s_(style) 2000s_and_2010s_style 2boys 2d 2d_(artwork) 2d_animation 720p angry animated animation areola areolae bed begging_for_mercy biting biting_shoulder black_hair blood blood_on_nose blush boobs breasts brought_to_obedience brown_hair ceased_resistance clothed clothed_male coercion cunnilingus defiant desert_island desert_island_story_xx doctor draining_blood dubbed_version english_audio english_dialogue english_dub english_voice english_voice_acting feet_out_of_frame fellatio female femsub forced gangbang gangrape ganguro giving_in_to_pleasure glasses green_eyes hi_res highres indoors irrumatio japanese kicking kicking_another long_hair longer_than_30_seconds longer_than_3_minutes longer_than_one_minute lying_on_back male maledom megane moaning mp4 mujintou_monogatari_xx night nipples nurse nurse_uniform over_480p pink_pineapple rape removing_clothing resisting reverse_forced_oral sandals scientist shorter_than_five_minutes sound straight tits uncensored until_they_like_it vaginal_penetration video voice_acted white_bed_sheet

2000 anthro ballet_boots ballet_heels bondage boots bound chains collar cuffs female female_only femsub furry gloved_hands gloves high_heel_boots high_heels mouse polecat_(artist) rodent submissive_female very_high_heels

anthroballet_boots

2000 anthro bondage bound chains creature female_fox fox furry monster monster_rape paul_pinewood rape tentacle

00s 1min_video 2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 3girls 720p 960x720 animated areola asian_female ass barefoot bed bedroom begging_to_stop big_ass big_butt blue_eyes blush braid breast_grab breasts brown_hair collar cunnilingus doggy_style elf_(company) english_dialogue english_dub english_voice english_voice_acting female female_only french_kiss french_kissing glasses green_hair green_hair_female group hair_ornament hairband hentai_series hi_res highres human human_only indoors kissing kondou_nagisa kurihara_asami large_ass large_breasts lesbian lesbian_sex licking_pussy light-skinned_female light_skin long_hair long_twintails longer_than_30_seconds longer_than_one_minute looking_pleasured lying_on_bed medium_breasts meganekko minazuki_shiho moaning multiple_girls music nipples no_clothes nude nude_female paag pink_pineapple pussy pussy_licking recording red_hair red_hair_female round_ass round_butt screencap sex sex_slave shaved_pussy short_hair shorter_than_3_minutes shorter_than_five_minutes shorter_than_four_minutes shorter_than_two_minutes shusaku shusaku_replay skirt skirt_lift sound straight_hair sucking_nipples sweat thick_thighs threesome tied_hair tongue tongue_out twintails uncensored video video_camera voice_acted white_bed_sheet yuri

00s 1boy 1boy1girl 1girls 2000 2d 480p animated areola asian_female asking_for_sex blonde_hair blonde_hair_male blush bouncing_breasts breasts breasts_out brown_hair clothed_male doggy_style electronics english_dialogue english_dub female gloves green_eyes hair_ornament hi_res highres indoors kissing large_breasts large_penis light-skinned_female light_skin long_hair longer_than_30_seconds longer_than_3_minutes longer_than_one_minute looking_pleasured lowres luv_wave male male/female moaning moaning_in_pleasure nipples nude nutech_digital orange_hair pink_pineapple pussy_rubbing screencap sex skirt skirt_lift sound sound_effects standing_sex sucking_nipples sweat takikawa_kanako tied_hair tongue tongue_out uncensored undressing upset vaginal vaginal_penetration vaginal_sex video voice_acted wanting_sex

1girls 2000 big_breasts bishoujo_senshi_sailor_moon breasts breasts_out clothing female female_only large_breasts mutsuya nipples purple_eyes red_skirt rei_hino sailor_mars skirt solo

big_breastsbishoujo_senshi_sailor_moon

1boy 1girls 2000 2000s 2d 2d_animation ahe_gao animated anime_style areolae balls big_ass big_boobs big_penis bimbo blonde_hair blush blushing bouncing_breasts breasts breasts_jiggling broly broly_(dragon_ball_z) broly_(dragon_ball_z)_1993 brown_eyes busty captured commission crossover cum curvy curvy_body curvy_female defeated dominant domination dragon_ball dragon_ball_z erect_nipples erect_penis excited female femsub footwear forced hair happy_sex headband height_difference hi_res highres horny horny_female huge_balls huge_breasts huge_cock huge_penis human human_only infinite_cum jewelry large_breasts large_penis legendary_super_saiyan long_penis looking_at_viewer looking_pleasured male male_penetrating mishki moaning monster monster_rape mountains mp4 muscles muscular muscular_male naked naruto naruto_(series) naughty_face ninja nipples nude nude_female open_mouth penis penis_in_pussy pleasure_face puffy_nipples pussy raped_by_monster request reupload rough_sex saiyan seductive_eyes seductive_look seductive_voice sex short_hair sky_background sound sound_effects straight straight_sex submissive_female super_saiyan tagme teeth testicles thick thick_thighs tsunade unseen_male_face vagina vaginal vaginal_penetration vaginal_sex video villain voice_acted voluptuous whentai wide_hips yellow_footwear young_tsunade younger_female

ahe_gaoanimated

2000 bear color erection exhibitionism explorer flaccid furry gay no_pants original pan_pan_panda panda robert_bear rubber_boots rubber_gloves size_difference traditional_media_(artwork) vawlkee year

2000 2boys ballerina bulge crossdressing erection furry latex_gloves leotard male_only original original_character pan_pan_panda sissy stretching traditional_media_(artwork) vawlkee vertical_splits year

00s 1girls 2000 2000s 2d 2d_(artwork) 6boys 720p anal_insertion angry_talk animated areola asian_female ass ass_slap begging_to_stop belly_expansion blonde_hair blue_eyes blue_eyes_female boobs breast_grab breasts broken_rape_victim clothed clothed_male crying cunnilingus cyberpunk defloration deflowering drool drooling dubbed_version enema enema_punishment english_audio english_dialogue english_dub english_voice explicitly_stated_nonconsent female forced forced_enema forced_undressing gangbang gloves green_beret green_skirt group heels helpless hi_res highres holding_arms human indoors inflated_belly klismaphilia large_breasts large_penis lifted lifted_by_another long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute luv_wave male mikogami_mamoru_(luv_wave) mind_break moaning mp4 multiple_boys navel nipples nutech_digital oral_sex painful_penetration painful_vaginal panties panties_removed peeing pink_pineapple piss pissing police_officer policewoman pubes pubic_hair punishment_spanking rape resisting rolling_eyes short_hair skirt sound spank_marks spanking spit spit_on_face squirt stomach_expansion tear tear_streaks tears teeth teeth_clenched tits tube_in_ass uncensored undressing urinating_female vaginal_penetration video virgin virginal_blood voice_acted webm

anal_insertionangry_talk

00s 1girls 2000 2000s 2000s_(style) 2000s_and_2010s_style ahoge antenna_hair black_and_white blush breasts censor_bar censored censored_pussy chibi_inset completely_naked completely_naked_female completely_nude completely_nude_female dbqp doujinshi female female_only harukaze_koucha hot_spring inviting_to_sex leg_up lifting_leg long_hair love_hina naked naked_female naru_narusegawa nervous nipples nude nude_female onsen open_pussy outdoors page_11 page_number partially_submerged pussy scan showing_pussy speech_bubble spread_pussy steam steamy sweat sweating sweaty sweaty_body tease teasing teasing_viewer

ahogeantenna_hair

00s 1boy 2000 2000s 2d 2d_(artwork) 2d_animation 480p 4girls 640x480 anal_fingering anal_juice animated areola ass bed bed_sheet bedroom big_breasts bisexual bisexual_female bitch_taken_for_walk blonde_female blonde_hair blonde_hair_female blue_eyes blush boobjob breast_fondle breast_press breasts breasts_out brought_to_obedience brown_hair ceased_resistance clitoral_stimulation clothed clothed_male coercion collaborative_fellatio collar creampie cuckquean cum cum_in_mouth cum_in_pussy cum_inside cum_leaking cum_on_breasts cum_on_face cum_overflow cunnilingus cunnilingus_through_clothes deep_blush dirty_talk dominant_male dormitory drool drool_on_penis drooling dubbed_version ejaculation elf_(company) english english_audio english_dub english_voice_acting erect_nipples facial fellatio female female_masturbation femsub finger_in_ass fingering fingering_partner forced_yuri fujima_moeko green_eyes group hands_on_ass hentai hi_res highres hosome_eyes indoors jealousy kurihara_asami large_ass large_breasts large_penis leash licking licking_anus licking_cum licking_nipples licking_penis long_hair long_video longer_than_10_minutes longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute looking_at_another looking_back maejima_kaori male maledom megane minazuki_shiho moaning mp4 multiple_girls multiple_subs naked netorare night nipples noticing_camera nude nude_female obedient_sub oral_creampie piledriver_position pinching_nipples pink_pineapple pink_robe pussy pussy_juice rape recording red_carpet red_hair red_hair_female ripped_clothing rubbing_breasts sad_sub saliva schoolgirl sex sex_slave short_hair shusaku shusaku_replay slave sound submissive_female sweat swimsuit teamwork tears thick_thighs thin_female tongue tongue_out uncensored undressing unhappy_female upset utter_domination vaginal_penetration very_long_hair video video_camera voice_acted watching_sex webm white_bed_sheet yuri

anal_fingeringanal_juice

00s 1boy 2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 2girls 480p 640x480 after_rape after_sex angry angry_demand animated areola ayaka_minami ball_fondling bathroom begging_for_mercy big_breasts blonde_female blonde_hair blonde_hair_female blue_hair blush boobjob boobs bouncing_breasts breast_grab breast_squeeze breasts busty ceased_resistance clothed_male clothing cock_worship collaborative_fellatio covered_in_cum creampie cum cum_covered cum_in_mouth cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy cum_on_ass cum_on_body cum_on_face cum_on_pussy cum_puddle cumshot cupping_testicles demanding dirty_talk doggy_style dominant_male ejaculation elf_(company) enema_syringe english_audio english_dialogue english_voice english_voice_acting facial fellatio female female_masturbation femsub ffm_threesome fingering fingering_pussy fingering_self fucked_silly glans_licking glasses green_eyes green_eyes_female group_sex guided_breast_grab hand_in_own_panties hand_in_panties hands_on_ass hands_on_hips hentai_series hi_res highres indoors large_ass large_breasts large_penis light-skinned_female long_hair long_purple_hair long_video longer_than_30_seconds longer_than_3_minutes longer_than_one_minute lowres maejima_kaori male maledom masturbation meganekko misogyny moaning mp4 multiple_girls music nipples nude_female old_man on_top_of_another open_fly oral oral_creampie oral_sex orgasm paizuri paizuri_fellatio penis pink_pineapple purple_hair pussy pussy_fingering pussy_juice rape recorder recording red_eyes sex shusaku shusaku_replay slap sound stacked submissive_female sucking_penis sweat takabe_eri tasting_cum teamwork tear tears thick_thighs threesome tile tile_floor tiles tits ugly_man uncensored unconscious until_they_like_it vaginal_penetration video video_camera voice_acted wanting_sex webm white_panties

after_rapeafter_sex

2000 anthro armbinder ball_gag big_daddy_cruel binder_(restraint) biped black_armbinder black_chastity_belt bondage bondage_gear bound chastity chastity_belt chastity_device ear_piercing ear_ring female female_chastity femsub gag gagged lagomorph leporid low_res mammal piercing rabbit red_ball_gag restraints solo submissive submissive_anthro submissive_female

anthroarmbinder

2000 accessory anthro armor ass bedding biped blanket bracers cock_ring ear_piercing ear_ring equid equine flaccid foreskin genitals half-erect horse humanoid_genitalia humanoid_penis hybrid jewelry male mammal nipple_piercing nipple_ring nipples nude penis penis_accessory penis_jewelry piercing pinup pose roan_(color) simple_background solo stripes vein veiny_penis werepuppy white_background zebra zebroid zorse

accessoryanthro

00s 2000 2000s 2girls adam_walters barbara_gordon batgirl batman_(series) dc dc_comics female female_only human human_only kara_zor-el light-skinned_female light_skin multiple_girls spanked spanking supergirl superheroine superman_(series) yuri

adam_waltersbarbara_gordon

2000 2000s 2girls adam_walters bondage boots bound bound_wrists chained chained_wrists cheetah_(dc) clothed dc dc_comics female female_only femdom femsub high_heel_boots high_heels human human_only lezdom lezsub light-skinned_female light_skin multiple_girls nonconsensual paddle paddling priscilla_rich spanked spanking superheroine tail wonder_woman wonder_woman_(series) yuri

adam_waltersbondage

2000 2girls android annapuma ass blonde_hair blue_eyes breasts breasts_out cat_ears cat_girl curvaceous dated dominion_tank_police duo feline female kayworld large_breasts light-skinned_female light_skin long_hair multiple_girls nipples pussy sister sisters text thong thong_leotard twins unipuma

androidannapuma

1futa 2000 balls bishoujo_senshi_sailor_moon breasts censored cum dated ejaculation foreskin futanari gigantic_breasts huge_balls huge_breasts huge_cock huge_penis huge_testicles intersex lactation large_breasts large_penis large_testicles long_hair long_penis monochrome multi_balls multi_genitalia multi_nipple multi_penis ozone penis sailor_moon tetraphallia usagi_tsukino

ballsbishoujo_senshi_sailor_moon

2000 anklet anthro black_and_white bracelet chester_ringtail_magreer collar ferris fur furry girly jewelry long_tail male markings monochrome pinup pose ring_(marking) ringtail sitting smile solo solo_male stretching tail_markings year

2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 2girls ail_soft akiyama_miku akiyama_sakura black_hair black_hair_female blackmail blush blushing_at_another breasts daughter faceless_male female female_focus hi_res highres incest kyouhaku long_black_hair long_hair looking_at_another looking_down male mature_female mole mole_under_mouth mother mother_and_daughter naked nipples nude nutech_digital older_female over_480p pink_hair pink_hair_female pink_pineapple rape screencap tear_streaks tears younger_female

ail_softakiyama_miku

2000 anthro burmecian censor_bar censored clothing_removed comic duo english_text erection female final_fantasy final_fantasy_ix freya_crescent greyscale human male male/female mammal mikaduki_karasu monochrome questionable_consent rodent square_enix surprised_expression tent text video_games zidane_tribal

anthroburmecian

2000 anthro bodily_fluids burmecian comic crying cum cum_on_face duo ejaculation english_text female final_fantasy final_fantasy_ix freya_crescent genital_fluids greyscale human male male/female mammal memories mikaduki_karasu monochrome rodent sir_fratley square_enix tears tent text video_games zidane_tribal

anthrobodily_fluids

2000 anthro breasts burmecian censor_bar censored comic duo ejaculation english_text female final_fantasy final_fantasy_ix freya_crescent greyscale human kissing male male/female mammal memories mikaduki_karasu monochrome rodent sex sir_fratley square_enix text video_games

2000 anthro breasts burmecian censor_bar censored comic english_text female final_fantasy final_fantasy_ix freya_crescent greyscale human male male/female mammal masturbation memories mikaduki_karasu monochrome rodent sir_fratley solo square_enix text video_games

2000 anthro burmecian comic english_text female final_fantasy final_fantasy_ix freya_crescent greyscale human lying male male/female mammal masturbation mikaduki_karasu monochrome on_back rodent solo square_enix tent text video_games voyeur zidane_tribal

anthroburmecian

101_dalmatians 2000 2000s anita_radcliffe bigdaddy disney english english_text interspecies monochrome penis pongo rough_sketch sketch speech_bubble testicles text zoophilia

anita_radcliffebigdaddy

2000 anthro balls demonic equid equine erection genitals horse looking_at_viewer lying male mammal muscular nipple_piercing nipples on_side penis piercing rog_minotaur solo tattoo

1boy 2000 animal_genitalia anthro backdrop balls blue_body blue_fur domestic_cat erection felid feline felis full-length_portrait fur furniture genitals green_eyes guppy guppy_(artist) humanoid_genitalia humanoid_penis hybrid_genitalia hybrid_penis male male_only mammal navel nude penis pink_nose pink_penis plantar_flexion plantigrade portrait pose sheath sheathed_humanoid_penis signature sitting smile solo stool traditional_media_(artwork)

animal_genitaliaanthro

2000 anal anal_fingering anthro ass black_stripes cheek_tuft closed_eyes curtains duo embrace facial_tuft felid fingering fur grey_body grey_fur guppy_(artist) hand_on_shoulder head_tuft kneeling lagomorph leporid licking male male/male mammal nude on_ground pawpads pink_nose pink_pawpads plantigrade purple_curtains rabbit rear_view short_tail signature striped_body striped_fur stripes tail_grab tongue tongue_out traditional_media_(artwork) tuft

analanal_fingering

2000 animal_genitalia anthro balls belt black_nose blue_bottomwear blue_clothing blue_pants blue_shirt blue_topwear bottomwear boxers_down canid canine canis closed_eyes clothed clothing denim denim_clothing fur furniture genitals grey_body grey_fur guppy_(artist) hair imminent_masturbation jeans lamp magazine male mammal necktie open_clothing open_shirt open_topwear pants pants_down partially_clothed penis penis_tip pink_penis ponytail relaxing sheath shirt signature sitting smile sofa solo three-quarter_view topwear traditional_media_(artwork) underwear underwear_down untied_necktie wolf

animal_genitaliaanthro

2000 anal anal_sex anthro anthro_on_anthro anthro_on_top anthro_penetrated anthro_penetrating anthro_penetrating_anthro artist_name ass balls_deep barely_visible_genitalia barely_visible_penis claws closed_eyes dipstick_tail duo erection felid foot_grab fur genitals grimal hair happy happy_sex larger_on_top larger_penetrated leg_grab long_tail lying male male/male male_on_bottom male_on_top male_penetrated male_penetrating male_penetrating_male mammal markings monochrome multicolored_tail mustela mustelid musteline neck_grab notched_ear nude on_back on_bottom on_ground on_top pantherine pawpads penetration penile penile_penetration penis penis_in_ass ponytail power_bottom prehensile_tail reverse_cowgirl_position sex signature size_difference small_dom_big_sub smaller_on_bottom smile striped_body striped_fur stripes tail_markings tiger toecuffs traditional_media_(artwork) true_musteline whiskers

2000 anthro barefoot bayonet boat canid canine canis cape clothing driftwood feet felid flag group gun guppy_(artist) hat headgear headwear ice knife male mammal melee_weapon nude oars outside ranged_weapon rifle river rope scabbard scarf sword vehicle watercraft weapon what wolf

1_eye 2000 alien cyclops erect_nipples eyelashes female futurama large_breasts lipstick long_hair nude purple_hair rockoqatsi sitting solo tasteful_nudity traditional_media_(artwork) turanga_leela very_long_hair white_background

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