_next popular

Tags

douglas cartland

2boys 2girls blonde_hair breasts claudia_wolf douglas_cartland heather_mason jacket multiple_boys multiple_girls oda_takayuki robbie_the_rabbit short_hair silent_hill_(series) silent_hill_3 sleeveless sleeveless_turtleneck turtleneck vest vincent_(silent_hill) vincent_smith
2boys 2girls blonde_hair breasts claudia_wolf douglas_cartland heather_mason jacket multiple_boys multiple_girls oda_takayuki robbie_the_rabbit short_hair silent_hill_(series) silent_hill_3 sleeveless sleeveless_turtleneck turtleneck vest vincent_(silent_hill) vincent_smith
anal bara belly body_hair cum douglas_cartland drawfag drawthread_request gay male_focus male_only male_solo masturbation penis ripped_clothing silent_hill tentacle tentacle_on_male tentacle_sex
anal bara belly body_hair cum douglas_cartland drawfag drawthread_request gay male_focus male_only male_solo masturbation penis ripped_clothing silent_hill tentacle tentacle_on_male tentacle_sex
1boy 2girls artist_request blonde_hair claudia_wolf colored_eyelashes douglas_cartland heather_mason long_hair miniskirt multiple_girls short_hair silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless
1boy 2girls artist_request blonde_hair claudia_wolf colored_eyelashes douglas_cartland heather_mason long_hair miniskirt multiple_girls short_hair silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless
1boy 1girls age_difference anus ass black_hair black_lipstick blush cheryl_mason cowgirl_position douglas_cartland freckles freckles_on_ass freckles_on_face goth_girl heather_mason konami lipstick_mark lipstick_on_penis makeup mostly_clothed older_man_and_teenage_girl penetration penis penis_in_pussy pussy red_eyes sex short_hair silent_hill silent_hill_3 skirt skirt_lift thesquiddycipher vagina vaginal_penetration vaginal_sex
1boy 1girls age_difference anus ass black_hair black_lipstick blush cheryl_mason cowgirl_position douglas_cartland freckles freckles_on_ass freckles_on_face goth_girl heather_mason konami lipstick_mark lipstick_on_penis makeup mostly_clothed older_man_and_teenage_girl penetration penis penis_in_pussy pussy red_eyes sex short_hair silent_hill silent_hill_3 skirt skirt_lift thesquiddycipher vagina vaginal_penetration vaginal_sex
1boy 1girl blonde_hair breasts douglas_cartland gun heather_mason jacket miniskirt njay short_hair shotgun silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless sleeveless_turtleneck smile turtleneck vest watch weapon wristband
1boy 1girl blonde_hair breasts douglas_cartland gun heather_mason jacket miniskirt njay short_hair shotgun silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless sleeveless_turtleneck smile turtleneck vest watch weapon wristband
1boy 1girls age_difference anus ass blush cheryl_mason cowgirl_position cum cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy douglas_cartland freckles freckles_on_ass freckles_on_face heather_mason konami mostly_clothed older_man_and_teenage_girl penetration penis penis_in_pussy pussy red_eyes sex short_hair silent_hill silent_hill_3 skirt skirt_lift thesquiddycipher vagina vaginal_penetration vaginal_sex
1boy 1girls age_difference anus ass blush cheryl_mason cowgirl_position cum cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy douglas_cartland freckles freckles_on_ass freckles_on_face heather_mason konami mostly_clothed older_man_and_teenage_girl penetration penis penis_in_pussy pussy red_eyes sex short_hair silent_hill silent_hill_3 skirt skirt_lift thesquiddycipher vagina vaginal_penetration vaginal_sex
5girls 6+boys alessa_gillespie alex_shepherd annotation_request character_select cybil_bennett douglas_cartland fighting_game harry_mason heather_mason henry_townshend hige_(yosemite) james_sunderland lead_pipe male_focus maria_(silent_hill) multiple_boys multiple_girls pyramid_head robbie_the_rabbit silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room spoon tongue travis_grady walter_sullivan weapon
5girls 6+boys alessa_gillespie alex_shepherd annotation_request character_select cybil_bennett douglas_cartland fighting_game harry_mason heather_mason henry_townshend hige_(yosemite) james_sunderland lead_pipe male_focus maria_(silent_hill) multiple_boys multiple_girls pyramid_head robbie_the_rabbit silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room spoon tongue travis_grady walter_sullivan weapon
2016 alessa_gillespie armchair beard belt belt_buckle blonde_hair blood boots border brown_eyes brown_hair buckle chair cheryl_mason claudia_wolf closed_eyes closer_(silent_hill) coat double_head donut douglas_cartland dress eating elbow_gloves everyone facial_hair fangs fedora food freckles fukuro_(silent_hill) fukuro_lady glasses gloves god_(silent_hill) gun handgun harry_mason hat heart heather_mason highres insane_cancer kneeling konami leonard_wolf long_hair luke_valentine_(artist) machine_pistol magical_girl memory_of_alessa monster nurse_(silent_hill) nurse_cap open_mouth pistol praying princess_heart reading robbie_the_rabbit rope sewer_fairy sharp_teeth short_dress short_hair silent_hill silent_hill_(series) silent_hill_2 silent_hill_3 smile submachine_gun sweatdrop teeth thighhighs tiles tongue tongue_out trench_coat uzi valtiel vincent_smith weapon white_border white_hair
2016 alessa_gillespie armchair beard belt belt_buckle blonde_hair blood boots border brown_eyes brown_hair buckle chair cheryl_mason claudia_wolf closed_eyes closer_(silent_hill) coat double_head donut douglas_cartland dress eating elbow_gloves everyone facial_hair fangs fedora food freckles fukuro_(silent_hill) fukuro_lady glasses gloves god_(silent_hill) gun handgun harry_mason hat heart heather_mason highres insane_cancer kneeling konami leonard_wolf long_hair luke_valentine_(artist) machine_pistol magical_girl memory_of_alessa monster nurse_(silent_hill) nurse_cap open_mouth pistol praying princess_heart reading robbie_the_rabbit rope sewer_fairy sharp_teeth short_dress short_hair silent_hill silent_hill_(series) silent_hill_2 silent_hill_3 smile submachine_gun sweatdrop teeth thighhighs tiles tongue tongue_out trench_coat uzi valtiel vincent_smith weapon white_border white_hair
beard bigbeardraw chest_hair crazylove douglas_cartland feet flaccid flashing foreskin hairy hairy_balls hat male male_only mature_male nipples older_male penis pubic_hair silent_hill silent_hill_3 tie trenchcoat
beard bigbeardraw chest_hair crazylove douglas_cartland feet flaccid flashing foreskin hairy hairy_balls hat male male_only mature_male nipples older_male penis pubic_hair silent_hill silent_hill_3 tie trenchcoat
5girls 6+boys alessa_gillespie alex_shepherd black_eyes black_hair cybil_bennett douglas_cartland dress fighting_game hair_over_one_eye harry_mason heather_mason henry_townshend hige_(pixiv72291) hige_(yosemite) jacket james_sunderland lead_pipe long_hair maria_(silent_hill) multiple_boys multiple_girls nurse pyramid_head robbie_the_rabbit shirt short_hair silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room smoking_pipe travis_grady travis_o'_grady walter_sullivan
5girls 6+boys alessa_gillespie alex_shepherd black_eyes black_hair cybil_bennett douglas_cartland dress fighting_game hair_over_one_eye harry_mason heather_mason henry_townshend hige_(pixiv72291) hige_(yosemite) jacket james_sunderland lead_pipe long_hair maria_(silent_hill) multiple_boys multiple_girls nurse pyramid_head robbie_the_rabbit shirt short_hair silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room smoking_pipe travis_grady travis_o'_grady walter_sullivan
1boy 1girls age_difference anus ass blush cheryl_mason cowgirl_position douglas_cartland freckles freckles_on_ass freckles_on_face heather_mason konami mostly_clothed older_man_and_teenage_girl penetration penis penis_in_pussy pussy red_eyes sex short_hair silent_hill silent_hill_3 skirt skirt_lift thesquiddycipher vagina vaginal_penetration vaginal_sex
1boy 1girls age_difference anus ass blush cheryl_mason cowgirl_position douglas_cartland freckles freckles_on_ass freckles_on_face heather_mason konami mostly_clothed older_man_and_teenage_girl penetration penis penis_in_pussy pussy red_eyes sex short_hair silent_hill silent_hill_3 skirt skirt_lift thesquiddycipher vagina vaginal_penetration vaginal_sex
beard bigbeardraw chest_hair crazylove douglas_cartland erection feet flashing foreskin hairy hairy_balls hat male male_only mature_male nipples older_male penis precum precum_drip pubic_hair silent_hill silent_hill_3 tie trenchcoat
beard bigbeardraw chest_hair crazylove douglas_cartland erection feet flashing foreskin hairy hairy_balls hat male male_only mature_male nipples older_male penis precum precum_drip pubic_hair silent_hill silent_hill_3 tie trenchcoat
alien blonde_hair brown_hair character_request closed_eyes cybil_bennett dark-skinned_male dark_skin dog douglas_cartland eileen_galvin facial_hair golf_club gun haikuninja handgun harry_mason heather_mason henry_townshend jacket james_sunderland katana laura_(silent_hill) mira_(silent_hill) necktie numb_body pistol police pyramid_head silent_hill silent_hill:_downpour silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room stubble sword television travis_grady trucker_hat ufo weapon
alien blonde_hair brown_hair character_request closed_eyes cybil_bennett dark-skinned_male dark_skin dog douglas_cartland eileen_galvin facial_hair golf_club gun haikuninja handgun harry_mason heather_mason henry_townshend jacket james_sunderland katana laura_(silent_hill) mira_(silent_hill) necktie numb_body pistol police pyramid_head silent_hill silent_hill:_downpour silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room stubble sword television travis_grady trucker_hat ufo weapon
6+boys 6+girls absurdres alessa_gillespie alex_shepard alex_shepherd bandages beard blonde_hair blood blue_eyes boots boxers brown_eyes brown_hair cheryl_mason child choker claudia_wolf coat cybil_bennett dog_tags douglas_cartland eileen_galvin elle_holloway everyone facial_hair green_eyes gun harry_mason hat heather_mason henry_townshend highres james_sunderland joshua_shepherd lisa_garland long_image male_underwear maria_(silent_hill) mary_shepherd-sunderland midriff multiple_boys multiple_girls necktie nurse nurse_cap ponytail ramzy0930 rifle robbie_the_rabbit silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room sketchbook tattoo track_suit travis_grady trench_coat underwear walter_sullivan weapon wide_image wristband
6+boys 6+girls absurdres alessa_gillespie alex_shepard alex_shepherd bandages beard blonde_hair blood blue_eyes boots boxers brown_eyes brown_hair cheryl_mason child choker claudia_wolf coat cybil_bennett dog_tags douglas_cartland eileen_galvin elle_holloway everyone facial_hair green_eyes gun harry_mason hat heather_mason henry_townshend highres james_sunderland joshua_shepherd lisa_garland long_image male_underwear maria_(silent_hill) mary_shepherd-sunderland midriff multiple_boys multiple_girls necktie nurse nurse_cap ponytail ramzy0930 rifle robbie_the_rabbit silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room sketchbook tattoo track_suit travis_grady trench_coat underwear walter_sullivan weapon wide_image wristband
1boy 1girls age_difference anus ass black_hair black_lipstick blush cheryl_mason cowgirl_position cum cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy douglas_cartland freckles freckles_on_ass freckles_on_face goth_girl heather_mason konami lipstick_mark lipstick_on_penis makeup mostly_clothed older_man_and_teenage_girl penetration penis penis_in_pussy pussy red_eyes sex short_hair silent_hill silent_hill_3 skirt skirt_lift thesquiddycipher vagina vaginal_penetration vaginal_sex
1boy 1girls age_difference anus ass black_hair black_lipstick blush cheryl_mason cowgirl_position cum cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy douglas_cartland freckles freckles_on_ass freckles_on_face goth_girl heather_mason konami lipstick_mark lipstick_on_penis makeup mostly_clothed older_man_and_teenage_girl penetration penis penis_in_pussy pussy red_eyes sex short_hair silent_hill silent_hill_3 skirt skirt_lift thesquiddycipher vagina vaginal_penetration vaginal_sex
douglas_cartland heather_mason silent_hill silent_hill_3 tagme
douglas_cartland heather_mason silent_hill silent_hill_3 tagme
1boy 1girl blonde_hair breasts douglas_cartland heather_mason jacket miniskirt short_hair silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless sleeveless_turtleneck smile turtleneck vest watch wristband
1boy 1girl blonde_hair breasts douglas_cartland heather_mason jacket miniskirt short_hair silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless sleeveless_turtleneck smile turtleneck vest watch wristband
6+boys 6+girls age_difference alessa_gillespie angela_orosco bandaid bed blonde_hair blue_eyes boots border boxers breasts brown_hair candle cartland_douglas chainsaw chibi child choker claudia_wolf cleavage clenched_teeth closed_eyes curtains cybil_bennett dahlia_gillespie dog douglas_cartland dress dual_persona eating eddie_dombrowski eileen_galvin everyone eyeshadow fat fat_man father_and_daughter fighting_stance food formal_clothes glasses gradient_background grey_hair grin harry_mason hat head_tilt headphones headset heart heather_mason henry_townshend holding holding_weapon hood hospital hospital_bed james_sunderland jewelry katana knee_boots konami large_breasts laura_(silent_hill) lipstick lisa_garland looking_at_viewer magical_girl makeup male_underwear maria_(silent_hill) mary_(silent_hill) michael_kaufmann mira_(silent_hill) multiple_boys multiple_girls nail_polish naughty_face navel necklace necktie no_eyebrows nurse nurse_cap old old_woman on_bed opaque_glasses open_clothes outline outstretched_arms over_shoulder oversized_object pants pencil_skirt pendant pizza plump police police_uniform policewoman running school_uniform shiba_inu shoes short_hair silent_hill silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room silhouette sitting skirt small_breasts smile spoilers spread_arms spread_legs standing striped suit suspenders sword syringe teeth television time_paradox transparent underwear upside-down vincent_(silent_hill) walter_sullivan wand weapon wristband
6+boys 6+girls age_difference alessa_gillespie angela_orosco bandaid bed blonde_hair blue_eyes boots border boxers breasts brown_hair candle cartland_douglas chainsaw chibi child choker claudia_wolf cleavage clenched_teeth closed_eyes curtains cybil_bennett dahlia_gillespie dog douglas_cartland dress dual_persona eating eddie_dombrowski eileen_galvin everyone eyeshadow fat fat_man father_and_daughter fighting_stance food formal_clothes glasses gradient_background grey_hair grin harry_mason hat head_tilt headphones headset heart heather_mason henry_townshend holding holding_weapon hood hospital hospital_bed james_sunderland jewelry katana knee_boots konami large_breasts laura_(silent_hill) lipstick lisa_garland looking_at_viewer magical_girl makeup male_underwear maria_(silent_hill) mary_(silent_hill) michael_kaufmann mira_(silent_hill) multiple_boys multiple_girls nail_polish naughty_face navel necklace necktie no_eyebrows nurse nurse_cap old old_woman on_bed opaque_glasses open_clothes outline outstretched_arms over_shoulder oversized_object pants pencil_skirt pendant pizza plump police police_uniform policewoman running school_uniform shiba_inu shoes short_hair silent_hill silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room silhouette sitting skirt small_breasts smile spoilers spread_arms spread_legs standing striped suit suspenders sword syringe teeth television time_paradox transparent underwear upside-down vincent_(silent_hill) walter_sullivan wand weapon wristband
1girl abs blonde_hair breasts douglas_cartland female_focus heather_mason miniskirt mugai_(tamac) silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless solo vest wristband
1girl abs blonde_hair breasts douglas_cartland female_focus heather_mason miniskirt mugai_(tamac) silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless solo vest wristband
1boy 1girls 3d age_difference animated arcadnsfw blonde_hair clothed douglas_cartland embrace female heather_mason human konami male no_sound older_male outerwear pale_skin panties prodding short_hair silent_hill silent_hill_2 silent_hill_3 source_filmmaker straight thigh_sex uncomfortable video wristwear younger_female
1boy 1girls 3d age_difference animated arcadnsfw blonde_hair clothed douglas_cartland embrace female heather_mason human konami male no_sound older_male outerwear pale_skin panties prodding short_hair silent_hill silent_hill_2 silent_hill_3 source_filmmaker straight thigh_sex uncomfortable video wristwear younger_female
5girls 6+boys abs alessa_gillespie alex_shepherd blonde_hair brown_eyes cybil_bennett douglas_cartland fighting_game harry_mason heather_mason helmet henry_townshend hige_(pixiv72291) hige_(yosemite) jacket james_sunderland lead_pipe maria_(silent_hill) monster multiple_boys multiple_girls muscular nurse pyramid_head robbie_the_rabbit short_hair silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room smoking_pipe travis_grady travis_o'_grady walter_sullivan wristband
5girls 6+boys abs alessa_gillespie alex_shepherd blonde_hair brown_eyes cybil_bennett douglas_cartland fighting_game harry_mason heather_mason helmet henry_townshend hige_(pixiv72291) hige_(yosemite) jacket james_sunderland lead_pipe maria_(silent_hill) monster multiple_boys multiple_girls muscular nurse pyramid_head robbie_the_rabbit short_hair silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room smoking_pipe travis_grady travis_o'_grady walter_sullivan wristband
2boys 3girls alessa_gillespie alex_ahad alien among_us beard beretta_92 beretta_92fs_centurion blonde_hair blood boxer_briefs chibi clothes_pull coat collage cosplay crewmate_(among_us) douglas_cartland facial_hair flower flower_on_head freckles grey_background gun handgun hands_on_own_hips heather_mason highres industrial_pipe jacket james_sunderland knife leg_up male_underwear multiple_boys multiple_girls necktie numb_body open_mouth pants pants_pull pistol pyramid_head pyramid_head_(cosplay) red_eyes robbie_the_rabbit sewer_fairy silent_hill_(series) silent_hill_2 silent_hill_3 skirt smile sparkle thumbs_up toilet turtleneck underwear watch weapon wristband wristwatch
2boys 3girls alessa_gillespie alex_ahad alien among_us beard beretta_92 beretta_92fs_centurion blonde_hair blood boxer_briefs chibi clothes_pull coat collage cosplay crewmate_(among_us) douglas_cartland facial_hair flower flower_on_head freckles grey_background gun handgun hands_on_own_hips heather_mason highres industrial_pipe jacket james_sunderland knife leg_up male_underwear multiple_boys multiple_girls necktie numb_body open_mouth pants pants_pull pistol pyramid_head pyramid_head_(cosplay) red_eyes robbie_the_rabbit sewer_fairy silent_hill_(series) silent_hill_2 silent_hill_3 skirt smile sparkle thumbs_up toilet turtleneck underwear watch weapon wristband wristwatch