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00s 1boy 2001 age_difference ai_shimai ai_shimai_~futari_no_kajutsu~ animated anime_screenshot ass blood blush bouncing_breasts breasts brown_hair closed_eyes clothed_sex cum cum_in_pussy defloration doggy_style female kitazawa_tomoko loss_of_virginity lowres moaning navel nipples nogawa older_man_and_younger_girl older_penetrating_younger oral outdoors panties penis pussy pussy_juice rape saliva school_uniform sex sex_from_behind short_hair small_breasts sound spread_legs tagme trembling unconscious underwear undressing vaginal_penetration video virgin virginal_blood virginity_loss yumi_(ai_shimai)

age_differenceai_shimai

1boy 1girls bitch blood collector-x crying dark-skinned_male dark_nipples deflowering interracial kousaka_kirino large_breasts loss_of_virginity ore_no_imouto_ga_konna_ni_kawaii_wake_ga_nai rape sex tears virginal_blood

ai_generated big_breasts big_penis blonde_hair blouse chantum clenched_teeth crying first_time glasses high_heels high_ponytail jean_shorts loss_of_virginity nipple_bulge one_eye_closed tiffy veiny_penis virgin virginal_blood

ai_generatedbig_breasts

10s 1boy 1girls 2018 abdominal_bulge age_difference animated balls balls_deep belly_bulge blood blunt_bangs blush bow breasts bulging_belly bunnywalker censored closed_eyes completely_nude completely_nude_female cowgirl_position cum cum_in_pussy cum_inside deep_penetration defloration deflowering elbow_gloves elf female flat_chest flat_chested functionally_nude gloves green_eyes hairbow impregnation interspecies interspecies_impregnation knoll large_insertion large_penetration long_hair loss_of_virginity mosaic_censoring mosaic_censorship navel nipples nude_female one_eye_closed penis penis_in_pussy petite petite_female pointy_ears pubic_hair pumping pumping_cum pussy revealing_clothes reverse_cowgirl_position screencap sex sex_from_behind small_breasts spread_legs spreading stomach_bulge straddling straight t-rex_(animation_studio) tagme teenager testicles tummy_bulge twintails vaginal_blood vaginal_penetration vaginal_sex virginal_blood virginity_loss womb_bulge youkoso!_sukebe_elf_no_mori_e young younger_female

abdominal_bulgeage_difference

1boy 1girls adult_and_teenager age_difference anus ass ass_cheeks ass_focus ass_hole asscheeks assertive_female asshole backboob bar_censor barefoot big_ass big_breasts blue_archive blush bodily_fluids breasts butt butt_cheeks butt_hole buttcheeks butthole censor_bar censored close-up comic completely_nude completely_nude_female cowgirl_position crying defloration deflowering dialogue english english_dialogue english_text female female_focus female_penetrated first_time genital_fluids genitals halo inverted_nipples japanese_text kooka_kenji loss_of_virginity male_penetrating male_penetrating_female male_pubic_hair manga monochrome motion_lines naked naked_female naked_male naked_man naked_woman nipples nude nude_female nude_male nude_man nude_woman older_male older_man_and_teenage_girl older_penetrating_younger on_bed pained_expression penis penis_in_pussy pubic_hair pussy pussy_juice rear_view riding riding_penis saki_(blue_archive) sensei_(blue_archive) sex short_hair speech_bubble spread_legs squatting squatting_cowgirl_position straddling stretched_pussy sweat tears teenage_girl teenager thrusting translated translation_request vaginal_blood vaginal_penetration vaginal_sex virginal_blood virginity_loss younger_female younger_penetrated

adult_and_teenagerage_difference

1boy 1girls adult_and_teenager age_difference anus ass ass_focus assertive_female backboob bar_censor barefoot big_ass big_breasts blue_archive blush blushing bodily_fluids breasts censor_bar censored close-up comic completely_nude completely_nude_female cowgirl_position crying defloration deflowering dialogue female female_focus female_penetrated first_time genital_fluids genitals halo inverted_nipples japanese_text kooka_kenji loss_of_virginity male_penetrating male_penetrating_female male_pubic_hair manga monochrome motion_lines nipples nude nude_female older_male older_man_and_teenage_girl older_penetrating_younger on_bed pained_expression penis penis_in_pussy pubic_hair pussy pussy_juice rear_view riding riding_penis saki_(blue_archive) sensei_(blue_archive) sex short_hair speech_bubble spread_legs squatting squatting_cowgirl_position straddling stretched_pussy sweat tears teenage_girl teenager thrusting translation_request vaginal_blood vaginal_penetration vaginal_sex virginal_blood virginity_loss younger_female younger_penetrated

adult_and_teenagerage_difference

1boy 1boy1girl 1girls animated bad_voice_acting blood blush bouncing_breasts breast_fondling breast_grab breast_sucking breasts clitoral_hood clitoris completely_nude cum cum_announcement cum_in_pussy cum_inside cumming_together cunnilingus defloration deflowering dubbed_version eating_pussy english_dub english_voice_acting erect_nipples fondling_breasts fondling_self intimate la_blue_girl la_blue_girl_returns legs_held_open legs_held_up licking_nipples licking_pussy long_hair loss_of_virginity love_declaration maho_(la_blue_girl) making_love medium_breasts midou_miko miko_mido miko_midou missionary_position moaning moaning_in_pleasure nipple_suck nipples nude oral orgasm outdoor_sex outdoors partially_submerged passionate passionate_kiss passionate_sex penis penis_in_pussy perky_breasts pubic_hair purple_hair pussy pussy_licking romantic romantic_sex screaming_in_pleasure sex sound spread_legs spreading sucking_nipples sword_fight tagme tears_of_pleasure teasing_nipple teenage_girl teenager thrusting trembling trembling_climax uncensored vaginal_penetration vaginal_sex video virginity_loss wet_pussy_games wholesome wholesome_sex young young_female

animatedbad_voice_acting

1boy 1girls blood blurred_background crying feline feline_humanoid forced_penetration grabbing_legs gray_(sprunki) incredibox incredibox_mod legs_apart lemon_waifu loss_of_virginity muffled_words onomatopoeia penetrated penetration penile penile_penetration penis penis_in_pussy point_of_view pov pussy rape raped raped_female raped_girl scared scared_expression scared_face scratches sex sprunki struggling taped_mouth text vagina vaginal vaginal_penetration vaginal_sex virgin virginity_loss wenda_(sprunki) white_body

bloodblurred_background

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay greyscale kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break monochrome rape self_upload sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

akira_(1988) blood comic forced forced_anal forced_exposure forced_oral forced_yaoi gangbang gangrape gay kaneda_shotaro kanedasimp_(artist) loss_of_virginity mind_break rape sodomy teenager text text_box text_bubble

akira_(1988)blood

1boy 1girls 720p 90s adult_and_teenager age_difference animated aphrodisiac assisted_exposure audible_creampie ayana_(cool_devices) balls balls_deep big_breasts big_penis bouncing_breasts breast_fondling breast_grab breast_grope breast_sucking breasts brown_eyes brown_hair cervix cheating_male cool_devices creampie cum cum_filled cum_flood cum_gushing cum_in_pussy cum_in_uterus cum_inside cum_overflow cunnilingus dark-skinned_male dark_skin deep_penetration defloration deflowering drugged drugged_rape drugged_sex drugs erection fat_man female female_virgin fertilization fingering fingering_partner fingering_pussy fondling fondling_breast forced forced_kiss forced_orgasm french_kissing groping groping_breast hair_ornament hairless_pussy impregnation in_heat insemination internal internal_cumshot internal_view labia large_insertion large_penetration large_penis larger_male legs_apart legs_up legs_up_sex licking_face licking_nipple light-skinned_female light_skin long_hair loss_of_virginity male male_moaning male_penetrating_female male_raping_female mating_press middle_aged_male missionary_position moan moaning mp4 navel netorare nipple_suck nipples nude_female nutech_digital old_man older_male older_man_and_teenage_girl older_penetrating_younger open_mouth orgasm ovum panties panty_pull peeping penis_in_pussy perky_breasts petite_body petite_female pig_tails pussy pussy_juice rape restrained saliva school_uniform schoolgirl sex size_difference smaller_female sperm_cell sperm_meets_ovum step-incest stepdaughter stepfather stepfather_and_stepdaughter straight_sex sucking sucking_nipples sweat tagme teenage_girl teenager testicles third-party_edit throbbing_penis thrusting thrusting_into_pussy tongue tongue_kiss tongue_out twintails umetsu_yasuomi uncensored undressing undressing_another unwanted_creampie unwanted_impregnation uterus vaginal_fingering vaginal_fluids vaginal_juices vaginal_penetration vaginal_sex video virgin virginity_loss wedding_ring white_panties wrist_grab x-ray yellow_star! yellow_star_(cool_devices) young younger_female younger_penetrated

adult_and_teenagerage_difference

1boy 1girls aircell bar_censor blue_clothing blue_hair blush breasts_out censored clenched_teeth closed_eyes clothed_sex first_time from_behind from_behind_position grabbing_own_ass hand_on_butt honkai_(series) honkai_impact_3rd hoyoverse light-skinned_female light-skinned_male light_skin loss_of_virginity medium_breasts mihoyo on_bed on_side open_mouth partially_clothed partially_nude seele_vollerei sex sex_from_behind vaginal_penetration virginal_blood white_bed_sheet white_clothing white_stockings white_thighhighs

aircellbar_censor

2d 2d_artwork after_sex artist_request ass_focus bigger_female bikini bloxxer_(the_robloxia:_until_dawn) breasts curvy_female expectation_vs_reality female/male first_time_(anal_sex) grey_background i_love_when_people_draw_ships_like_this_actually_(meme) imagining jane_doe_(the_robloxia:_until_dawn) loss_of_virginity male_penetrated malesub motion_lines pegging revealing_swimsuit roblox roblox_game robloxian semi_clothed simple_background sketch_page strap-on submissive_male surprised text the_robloxia:_until_dawn thinking_about_another twink

after_sexartist_request

1girls accessory all_the_way_through anal anal_birth anal_penetration animated areola areolae artist_name barbed_tentacle big_belly big_breasts birth blood blue_eyes blush bocchi_the_rock! body_invasion box breast_milking breasts broken_rape_victim clenched_hands clothed clothing creature_inside cum cum_everywhere cum_in_ass cum_in_mouth cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy cum_on_tongue cum_out_mouth cum_overflow cum_puddle cumflated_belly cumflation deep_penetration deepthroat double_penetration egg_implantation ejaculation excessive_cum exposed female forced game_over gotou_hitori hair_accessory hair_ornament hairless_pussy helpless human_mother_baby_monster inflation lactating lactation large_filesize large_insertion light-skinned_female light_skin long_hair long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_one_minute loss_of_virginity milking mostly_nude mp4 my_favorite navel nipples no_sound open_box open_clothes open_mouth oral oral_birth oral_egg_implantation oral_oviposition oral_penetration oviposition ovipositor penetration pink_hair pussy ranken rape raped_by_tentacles restrained restrained_arms restrained_by_tentacles restrained_legs sex slideshow standing stomach_bulge stomach_deformation stomach_pregnancy sweat tentacle tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_ovipositor tentacle_penetration tentacle_rape tentacle_sex tentacle_sucking_breasts tongue tongue_out vagina vaginal_penetration video violation virgin virginal_blood vomiting_cum

accessoryall_the_way_through

1girls blood bondage breast_grab breasts closed_eyes female female_only fire_emblem fire_emblem_engage hairband lapis_(fire_emblem) loss_of_virginity medium_breasts nintendo nipples pink_hair rape short_hair solo solo_female tentacle tentacle_around_breast tentacle_bondage tentacle_in_mouth tentacle_rape thick_thighs thighs torn_clothes toya1s vaginal_penetration

1girls blood bondage breast_grab breasts closed_eyes female female_only fire_emblem fire_emblem_engage hairband lapis_(fire_emblem) loss_of_virginity medium_breasts nintendo nipples pink_hair rape short_hair solo solo_female tentacle tentacle_around_breast tentacle_bondage tentacle_rape thick_thighs thighs torn_clothes toya1s vaginal_penetration

1boy 1cuntboy :3 consensual cosmo_(dandy's_world) crying cum cuntboy dandy's_world first_time gay gay_sex hugging in_love intersex legs_up loss_of_virginity moaning_loud orgasm penetration pounding pussy_juice reupload sprout_(dandy's_world) talking_to_partner tears_of_pleasure tentacle twitch_lines twitching vagina vaginal_sex wholesome

1boy 1girls anal_sex begging_to_stop bite bondage censored_penis clothed_sex condoms cum demon_slayer dominant_female drool_string ejaculation english_text female femdom first_time guillion_(toshkarts) hair_pulling hands_behind_head kimetsu_no_yaiba kissing kochou_shinobu loss_of_virginity lubricant male moaning monochrome panties penetration questionable_consent strap-on submissive_male teacher_and_student text tied_hands tomioka_giyuu

anal_sexbegging_to_stop

2girls archangel_(helltaker) blood bound bound_wrists broken_rape_victim conveyor_belt corrupted corruption cross dark_background defloration demon demon_girl demon_horns demon_tail elfinmask examtaker fallen_angel femsub hat helltaker helpless huge_breasts light-skinned_female light_skin loremaster_(helltaker) loss_of_virginity michael_(helltaker) orgasm_factory red_background red_eyes restrained sex_machine spread_legs stationary_restraints stuck stuck_in_object tears tentacle tentacle_in_ass tentacle_in_ear tentacle_in_mouth tentacle_in_navel tentacle_in_nipple tentacle_in_pussy tentacle_penetration tentacle_pit tentacle_rape tentacle_sex torn_clothes torn_legwear torn_pants unfinished_thesis vaginal_blood white_hair

archangel_(helltaker)blood

abuse abused artist_request bite_mark bleeding_from_pussy blood bruise cum_in_pussy cuts gangrape helpless hurt injury loss_of_virginity neon_genesis_evangelion pain painful pet rape rape_face rape_play raped rei_ayanami submissive tight_pussy weak young younger_female

background_character blood cat_ears cuntboy intersex loss_of_virginity mastectomy_scar original_character vaginal_penetration

background_characterblood

2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 2girls 3boys age_difference ahe_gao ail_soft akiyama_miku animated animation anus balls balls_deep barefoot blow blush bouncing_breasts breast breasts carrying_position completely_nude completely_nude_female cowgirl_position crying cum cum_drip cum_dripping cum_dripping_out_of_pussy cum_gushing cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy cum_overflow cum_puddle deep_penetration defloration deflowered deflowering double_penetration ejaculation english_subtitles erect_nipples female female_focus female_rape_victim forced forced_to_watch hairbun hairbuns hi_res high_resolution highres hymen_torn intercourse japanese_dialogue kyouhaku larger_male leaking leaking_cum longer_than_30_seconds longer_than_one_minute loss_of_virginity male missionary_position moaning nipples nude nude_female nutech_digital older_male older_man_and_younger_girl older_penetrating_younger penis penis_in_pussy perky_nipples petite petite_body petite_breasts petite_female pink_hair pink_hair_female pink_pineapple pubes pubic_hair purple_eyes purple_eyes_female pussy rape raped_female restrained retro reverse_suspended_congress school school_girl screaming sex size_difference small_breasts smaller_female stand_and_carry_position straight straight_sex subbed_version subtitled tagme teacher teen teen_girl teenage_girl teenager testicles thrusting uncensored vaginal_blood vaginal_penetration vaginal_rape vaginal_sex video virgin virginal_blood virginity_loss young young_female young_girl

age_differenceahe_gao

16:9 1boy 1girls 2020s 2024 adorable adult_and_teenager age_difference animated anus aroused ass backboob backpack bareback bathroom_stall big_breasts black_hair black_socks blowjob blue_bra blue_panties blush bra bra_lift breast_grab breasts brown_eyes brown_hair butt_cheeks butt_crack censored cheeks chubby_male chubby_man closet closet_sex clothing consensual creampie cross_section cum cum_in_pussy cum_in_uterus cum_inside defloration doggy_style english_subtitles erection erection_in_pants erection_under_clothes eyebrows eyelashes fan_edit fat_man fellatio female fertile fertilization fondling_breast fondling_breasts french_kiss french_kissing from_behind from_behind_position getting_erect hard hidden_sex hoshi_to_lucky impregnated impregnation innocence innocent_expression jiggle jiggling jiggling_ass jiggling_breasts jiggling_butt kiss kissing kissing_while_penetrated knee_socks kneehighs kneesocks large_breasts leaning_against_wall lifted_by_another lifted_up lifting_person light-skinned_female long_hair 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_pleasured loss_of_virginity male matching_underwear mature_male middle_aged_male missionary_position moan moaning moaning_in_pleasure moans nakadashi nervous night night_sky nighttime nipples office_worker ojisan_de_umeru_ana old_man older_impregnating_younger older_man_and_teenage_girl older_penetrating_younger on_back open_mouth oral ovum ovum_deformation panties panting penetration penis penis_tip pink_nipples pubic_hair public public_restroom public_toilet pussy queef raw_sex scarf school_uniform semen sex sex_from_behind shion_(animation_studio) shoes shy sideboob sidewalk sitting sitting_down size_difference slim_waist socks socks_and_shoes sperm sperm_cell sperm_meets_ovum spread_legs subtitled suit suit_and_tie sweat sweatdrop sweaty_sex teardrop tearing_up tears tears_in_eyes teenage_girl teenager third-party_edit thrusting tie toilet twitching ugly_bastard unexpected_cumshot unexpected_impregnation unwanted_creampie unwanted_impregnation uterus vaginal_penetration video virgin virginity_loss wet x-ray young_female young_girl younger_female zipper

adorableadult_and_teenager

1boy1girl abuse abused_female arms_behind_back beaten bleeding blood blush bondage breasts bruise cry_of_fear cuts dialogue digital_media_(artwork) dubious_consent duct_tape duo english_text female femsub forced forced_presentation forced_sex forced_vaginal hands_behind_back knife_play loss_of_virginity male maledom monochrome nonconsensual nude penis penis_in_pussy pussy rape raped raped_female raped_girl rough_sex ryona sexual_assault simon_henriksson small_breasts snuff sophie_(cry_of_fear) starswesker straight sweat tagme tape_bondage taped_legs text text_bubble vaginal_penetration virgin virginal_blood virginity_loss

abuseabused_female

1girl 2boys ankle_grab arms_behind_back assisted_rape barefoot bdsm black_hair black_skirt blindfold blood blush bondage bottle bound breasts censored chain cheek_bulge cowgirl_position defloration earrings feet female_pubic_hair forced_drinking full_body gang_rape girl_on_top gold_hairband group_sex hairband hand_on_another's_head hetero highres jewelry large_breasts leg_grab legs long_hair loss_of_virginity miazi mmf_threesome mosaic_censoring motion_lines multiple_boys navel nipples nude penis pov pov_crotch pov_hands pubic_hair pussy rape revealing_clothes sex sidelocks skirt soles solo_focus spread_legs spy_x_family straddling threesome toenails toes trembling vaginal yor_briar

ankle_grabarms_behind_back

10s 2girls aqua_eyes bed bed_sheet belly blood blush breasts brown_hair censored clenched_teeth completely_nude couple defloration dildo double_dildo full-face_blush green_eyes idolmaster idolmaster_cinderella_girls legs loss_of_virginity maekawa_miku medium_breasts multiple_girls nipples nude pussy pussy_juice sen_(astronomy) sex sex_toy shared_object_insertion short_hair tada_riina tears teeth thick_thighs thighs vaginal yuri

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