penile_fracture best from all time -animated

Time frame

$1futa 1girl 1girl1futa 2023 angry areolae artist_name bed big_breasts black_shorts blue_background blue_cap blue_crop_top blue_earrings blue_hat breasts broken_bone brown_areola brown_eyes brown_hair brown_nipples bulge clothed clothing crop_top curly_hair dark-skinned_female dark-skinned_futanari dark_background dark_blue_background dark_skin dialogue disney duo earrings encanto english english_text female femdom fully_clothed futanari futasub hairy_pussy hat horny horny_female human imminent_rape imminent_sex larger_female latina latina_futa lipstick luisa_madrigal makeup mirabel_madrigal muscle_girl muscular muscular_female musk_clouds nail_polish naked_female nipples pear-shaped_figure penile_fracture penis penis_bone pony_tail ripped_clothes ripped_clothing ripped_shirt ripping_clothing rocner scared scared_expression scared_face shiny_nipples short_hair shorts simple_background size_difference smaller_futanari standing tall_female taller_female text thick_eyebrows thick_thighs thighhighs thought_bubble tight_clothing tight_shorts wide_hips x-ray$

$1boy 1futa ahegao ballbusting balls ballsack big_penis big_testicles bleeding bleeding_from_penis blood blood_drip breasts broken_penis bruise bruised cbt clenched_teeth cock_and_ball_torture completely_nude crushed crying crying_with_eyes_open cum_drip dangling_testicles female_orgasm flare_arlgrande_jioral futa_is_bigger futa_penetrated futanari futasub genital_trauma green_eyes grin huge_cock intersex keyarga_(redo_of_healer) large_breasts low_hanging_balls male male_on_futa maledom mosaic_censoring motion_lines nipples nude nude_futa nude_male pale-skinned_futa penile_fracture penis pink_hair pleasure_face redo_of_healer ruptured_testicle saliva salivating scrotum shaved_crotch squirting sweat sweatdrop sweating swollen_testicles tan-skinned_male tan_skin tears testicles thighhighs zheng$

$1futa areolae ball_crush ball_crushing ballbusting bed bedroom bleeding blood blush bound bound_to_bed breasts broken_penis bruise bruised castrated castration cbt censored cock_and_ball_torture crushed crushing cum_drip cumdrip cumshot ejaculation erection eyes_rolling_back flare_arlgrande_jioral full-package_futanari futa_only futanari genital_torture genital_trauma hands-free handsfree_ejaculation huge_cock huge_penis human large_breasts nipples nude nude_futanari on_bed penile_fracture penis pink_hair redo_of_healer restrained ruptured_testicle saliva saliva_string salivating socks solo solo_futa spread_legs stepping_on_genitals stepping_on_penis stepping_on_testicles stomping sweat sweatdrop sweating testicles thigh_socks thighhighs twitch_lines white_socks zheng$

$1boy 1girls after_cowgirl_position after_rape after_sex akuma_no_mi anus areola areolae arms_up ass beramode big_breasts big_penis black_eyes black_hair boa_hancock boy_rape breasts broken_penis butt cape clothed_rape cowgirl_position creampie cum cum_in_pussy cum_inside cumdrip earrings elastic elastic_arms female female_rapist femdom flexible foreskin gomu_gomu_no_mi hips large_breasts long_hair looking_at_viewer looking_back male male_rape_victim malesub monkey_d_luffy nipples no_bra no_panties ocean on_back one_piece open_mouth outfucked_male overflow pale-skinned_female pale_skin penile_fracture penis puffy_areola pussy rape rubber sitting sitting_on_person skirt straight stretchy stretchy_arms testicles thighs tongue tongue_out uncensored water$

$1boy 1girls apologizing broken_penis cbt chainsaw_man cock_and_ball_torture denji_(chainsaw_man) dialogue english_text female femdom foot_fetish male mitaka_asa nhomadd penile_fracture stepping_on_penis$

$1futa artist_name bed big_nose blanket broken_bone broken_penis brown_hair clothed clothing curly_hair dark-skinned_futanari dark_skin dialogue disney encanto english english_text fully_clothed futa_focus futa_only futanari human lipstick looking_away luisa_madrigal makeup mirabel_madrigal penile_fracture penis penis_bone pillow pillows rocner short_hair simple_shading solo solo_futa speaking tank_top text thick_eyebrows white_tank_top x-ray$

$4boys ass ballbusting castration censored chun-li cock_and_ball_torture cum ejaculation feet female femdom foot_worship footjob gradient_background human male monochrome msize multiple_boys no_shoes nylon penile_fracture penis small_penis spanking straight street_fighter tamakeri testicles text toes translation_request worship$

$1boy 774 774_(nanashi) areola areolae ballbusting barefoot blue_eyes blush bouncing_breasts breasts cattleya_yvette_la_baume_le_blanc_de_la_fontaine circumcised circumcision clenched_teeth cock_and_ball_torture crotch_stomp erect_nipples evil_grin evil_smile facesitting feet feet_on_balls female femdom footjob foreskin glans grin groin_kick huge_breasts indoors large_breasts long_hair male naughty_face nipples nude oral_sex ouch pain penile_fracture penis pink_hair puffy_nipples pussy pussy_juice sadist simple_background sitting sitting_on_person smile squeezing_testicles stomp straight tamakeri text torturing_penis translation_request uncensored white_background zero_no_tsukaima$

$1boy 1boy1girl 1girls ass bishoujo_senshi_sailor_moon bondage breasts brown_hair censored cuffs cum cum_inside cum_on_ass cum_on_body cum_on_lower_body dialogue engrish female female_focus femdom free_style gigantic_ass huge_ass human large_breasts makoto_kino male nude penile_fracture pussy rape riding sailor_jupiter slave straight thong vaginal_penetration wide_hips$

$1futa ai_generated balls black_hair brown_eyes casual_nudity dark_hair flaccid flaccid_penis flowers from_above from_above_view futa_only futanari grass huge_cock large_breasts large_penis legs_spread long_hair long_penis nipples nude outdoors pale_skin penile_fracture penis_on_ground public public_exposure public_nudity realistic shoes smiling sneakers solo somnectar squatting straight_hair sunlight testicles white_shoes$

$amagi_brilliant_park ambulance anus areolae bare_shoulders belly blonde_hair blue_eyes bouncing_breasts broken_penis censored close-up collarbone cowgirl_position dialogue drooling erect_penis eyebrows_visible_through_hair female_focus female_on_top kanie_seiya large_breasts long_hair looking_at_viewer looking_down naked navel nipples open_mouth penile_fracture penis pussy pussy_juice ribbon saliva sento_isuzu sex suzutsuki_kurara sweat sylphy_(amaburi) teeth vaginal_penetration vulva$

$1futa 1girls alternate_version_available big_breasts big_penis black_hair blonde_hair broken_penis cartoon_network duo female flaccid fresh_tv futanari heather_(tdi) human ilpanza light-skinned_female light-skinned_futanari light_skin lindsay_(tdi) looking_down nude penile_fracture penis rarewaifus standing straight_hair swollen_penis telekinesis teletoon total_drama_island$

$3d asdf9146 big_ass broken_penis bubble_butt cum cum_on_self ejaculation faceless_male facesitting femdom forced_orgasm large_ass malesub penile_fracture reiko_hinomoto rumble_roses smug wrestling$

$2boys 2boys1girl ballbusting broken_penis cbt chubby_female cock_and_ball_torture cum dialogue double_handjob english_text female handjob ocigart penile_fracture penis squeezing_penis$

$1boy 2girls admiral_(kantai_collection) ass assertive bar_censor black_hair blush breasts brown_hair censored covered_nipples cowgirl_position crotchless crotchless_clothes drooling facial_hair giving_up_the_ghost gloves green_eyes heart japanese_text kantai_collection large_breasts long_hair mimonel mosaic_censoring multiple_girls mutsu_(kantai_collection) nagato_(kantai_collection) one-piece_swimsuit one_eye_closed penile_fracture penis pussy red_eyes sex short_hair stubble swimsuit text translation_request vaginal_penetration$

$1boy 1girls ass balls broken_penis cowgirl_position female hikaru_(parodius) konami male/female minus8 pain parodius parodius_animation_(minus8) penile_fracture penis sex suffering tagme video_games$

$1boy 2girls admiral_(kantai_collection) ass bar_censor black_hair blush breasts brown_hair censored cowgirl_position crotchless crotchless_clothes drooling gloves green_eyes japanese_text kantai_collection large_breasts long_hair mimonel mosaic_censoring multiple_girls mutsu_(kantai_collection) nagato_(kantai_collection) one-piece_swimsuit penile_fracture penis pussy red_eyes sex short_hair spread_legs swimsuit text thunderthighs translation_request vaginal_penetration$

$1boy ass balls broken_penis girl_on_top hikaru_(parodius) konami male/female minus8 parodius parodius_animation_(minus8) penile_fracture penis sex tagme video_games$

$anal anal_sex angry anthro breasts broken_penis dialogue exposed_breasts female fluttershy_(mlp) friendship_is_magic fur furry male mencret monochrome my_little_pony nudity ouch penetration penile_fracture penis pony sex straight straight_hair$

$2014 anthro areola bald big_breasts blonde_hair blood blue_eyes breasts cleavage clothes cock_and_ball_torture comic_page crossover dialog english_text erect_nipples erection female femdom fight funny general_scales gore hair human imminent_rape lizard long_hair male metroid nintendo nipples ouch page_41 page_47 pain penile_fracture penis reptile samus_aran scalie snap text topless torn_clothes yawg$

$applejack_(mlp) balls belly bloated blonde_hair blood bone broken_penis chris-chan cornelius_yngv crossover cutie_mark equine female friendship_is_magic furry gut hair hat heterochromia hooves horse human injury male my_little_pony penile_fracture pony smooth_skin$

penile_fracture best from all time -animated

Time frame

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penile fracture

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