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cheryl mason

absurdres alessa_gillespie baby blonde_hair blood boots cheryl_mason cybil_bennett father_and_daughter freckles halo harry_mason heather_mason highres incubator jacket james_sunderland jefftheironic looking_at_viewer meme miniskirt multiple_boys parody pencil_skirt queen_never_cry_(meme) short_hair silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless sleeveless_turtleneck turtleneck vest wristband
absurdres alessa_gillespie baby blonde_hair blood boots cheryl_mason cybil_bennett father_and_daughter freckles halo harry_mason heather_mason highres incubator jacket james_sunderland jefftheironic looking_at_viewer meme miniskirt multiple_boys parody pencil_skirt queen_never_cry_(meme) short_hair silent_hill silent_hill_(series) silent_hill_3 skirt sleeveless sleeveless_turtleneck turtleneck vest wristband
1boy 1girl absurdres anon anonymous ass bending_over_position bent_over blonde_hair buttjob buttjob_under_clothes cheryl_mason clueless comic distracted distraction green_skirt grey_pants grinding grinding_on_penis grinding_over_clothes grope_from_behind groping heather_mason highres jacket panels pants picking_up pov pov_crotch pov_hands purple_background silent_hill_(series) silent_hill_3 skirt sleveless
1boy 1girl absurdres anon anonymous ass bending_over_position bent_over blonde_hair buttjob buttjob_under_clothes cheryl_mason clueless comic distracted distraction green_skirt grey_pants grinding grinding_on_penis grinding_over_clothes grope_from_behind groping heather_mason highres jacket panels pants picking_up pov pov_crotch pov_hands purple_background silent_hill_(series) silent_hill_3 skirt sleveless
2girls artist_name black_footwear blonde_hair blood blood_on_clothes blood_on_ground blood_on_paper cheryl_mason commentary english_commentary hair_over_one_eye hands_on_own_face heather_mason multiple_girls notebook ruedefaux short_hair silent_hill_(series) silent_hill_3 sleeveless sleeveless_turtleneck turtleneck vest
2girls artist_name black_footwear blonde_hair blood blood_on_clothes blood_on_ground blood_on_paper cheryl_mason commentary english_commentary hair_over_one_eye hands_on_own_face heather_mason multiple_girls notebook ruedefaux short_hair silent_hill_(series) silent_hill_3 sleeveless sleeveless_turtleneck turtleneck vest
1boy 1girl absurdres anon anonymous ass bending_over_position bent_over blonde_hair buttjob buttjob_under_clothes cheryl_mason clueless green_skirt grey_pants grinding grinding_on_penis grinding_over_clothes grope_from_behind groping heather_mason highres jacket pants pov pov_crotch pov_hands purple_background silent_hill_(series) silent_hill_3 skirt sleveless
1boy 1girl absurdres anon anonymous ass bending_over_position bent_over blonde_hair buttjob buttjob_under_clothes cheryl_mason clueless green_skirt grey_pants grinding grinding_on_penis grinding_over_clothes grope_from_behind groping heather_mason highres jacket pants pov pov_crotch pov_hands purple_background silent_hill_(series) silent_hill_3 skirt sleveless
1girl ayumanai blonde_hair blush cheryl_mason grey_eyes hand_on_own_chest looking_at_viewer short_hair silent_hill_(series) silent_hill_3 sleeveless sleeveless_jacket solo upper_body white_background
1girl ayumanai blonde_hair blush cheryl_mason grey_eyes hand_on_own_chest looking_at_viewer short_hair silent_hill_(series) silent_hill_3 sleeveless sleeveless_jacket solo upper_body white_background
2boys 6+girls aglaophotis alessa_gillespie american_flag amusement_park angel angel_girl animated anniversary artist_collaboration ash audible_music baby basketball_hoop black_hair bleeding blood_from_forehead blonde_hair blood bloody_handprints blue_eyes brown_eyes brown_hair brown_jacket bug butterfly car_crash carousel chalkboard cheryl_mason church corpse crash cross crucifixion cybil_bennett dahlia_gillespie day demon demon_boy diner dog doghouse dripping drugs family father_and_daughter film_grain fire flag flauros_(silent_hill) fog forest ghost glowing grass graveyard green_eyes greg_freres grey_hair handprint harry_mason hat highres horror_(theme) husband_and_wife incubator incubus_(silent_hill) industrial_pipe insect instrument jacket jesus_christ jodi_mason john_youssi ketchup_bottle konami larval_stalker lisa_garland long_hair mailbox medicine medieval_madness military_jeep monster monster_boy monster_girl moth mother_and_daughter motor_vehicle multiple_boys multiple_girls mustard_bottle nature night nurse nurse_cap otherworld_(silent_hill) overcast painting_(object) photo_(object) piano police police_badge police_uniform raised_eyebrows restaurant road road_sign roskiart school shawl short_hair sign silent_hill silent_hill_(series) sky smoke snow snowing sound spinning static statue stop_sign street the_crucifixion thomas_eakins traffic_light transformation tree video weapon wheelchair
2boys 6+girls aglaophotis alessa_gillespie american_flag amusement_park angel angel_girl animated anniversary artist_collaboration ash audible_music baby basketball_hoop black_hair bleeding blood_from_forehead blonde_hair blood bloody_handprints blue_eyes brown_eyes brown_hair brown_jacket bug butterfly car_crash carousel chalkboard cheryl_mason church corpse crash cross crucifixion cybil_bennett dahlia_gillespie day demon demon_boy diner dog doghouse dripping drugs family father_and_daughter film_grain fire flag flauros_(silent_hill) fog forest ghost glowing grass graveyard green_eyes greg_freres grey_hair handprint harry_mason hat highres horror_(theme) husband_and_wife incubator incubus_(silent_hill) industrial_pipe insect instrument jacket jesus_christ jodi_mason john_youssi ketchup_bottle konami larval_stalker lisa_garland long_hair mailbox medicine medieval_madness military_jeep monster monster_boy monster_girl moth mother_and_daughter motor_vehicle multiple_boys multiple_girls mustard_bottle nature night nurse nurse_cap otherworld_(silent_hill) overcast painting_(object) photo_(object) piano police police_badge police_uniform raised_eyebrows restaurant road road_sign roskiart school shawl short_hair sign silent_hill silent_hill_(series) sky smoke snow snowing sound spinning static statue stop_sign street the_crucifixion thomas_eakins traffic_light transformation tree video weapon wheelchair
absurdres cheryl_mason dead_by_daylight heather_mason highres silent_hill_(series) silent_hill_3 silent_princess
absurdres cheryl_mason dead_by_daylight heather_mason highres silent_hill_(series) silent_hill_3 silent_princess
1girl blonde_hair blue_eyes boots cheryl_mason crossed_legs green_skirt heather_mason highres legs miniskirt silent_hill_(series) silent_hill_3 sitting skirt sleeveless suzusiron thighs thighs_together
1girl blonde_hair blue_eyes boots cheryl_mason crossed_legs green_skirt heather_mason highres legs miniskirt silent_hill_(series) silent_hill_3 sitting skirt sleeveless suzusiron thighs thighs_together
1boy absurdres blue_theme cheryl_mason coat flashlight glasses harry_mason highres ice konami monster official_art promotional_art scared silent_hill silent_hill:_shattered_memories silent_hill_(series) snow snowing
1boy absurdres blue_theme cheryl_mason coat flashlight glasses harry_mason highres ice konami monster official_art promotional_art scared silent_hill silent_hill:_shattered_memories silent_hill_(series) snow snowing
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
6+boys 6+girls absurdres alessa_gillespie alex_shepherd breasts cheryl_mason clenched_hands commentary_request crossover eileen_galvin english_text gaijin_4koma_(meme) greyscale groin heather_mason henry_townshend highres james_sunderland laura_(silent_hill) lisa_garland long_hair long_image maria_(silent_hill) meme miniskirt monochrome multiple_boys multiple_girls murphy_pendleton open_mouth parody pyramid_head ruukii_drift short_hair silent_hill silent_hill:_downpour silent_hill:_homecoming silent_hill_(movie) silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room skirt smile tall_image
6+boys 6+girls absurdres alessa_gillespie alex_shepherd breasts cheryl_mason clenched_hands commentary_request crossover eileen_galvin english_text gaijin_4koma_(meme) greyscale groin heather_mason henry_townshend highres james_sunderland laura_(silent_hill) lisa_garland long_hair long_image maria_(silent_hill) meme miniskirt monochrome multiple_boys multiple_girls murphy_pendleton open_mouth parody pyramid_head ruukii_drift short_hair silent_hill silent_hill:_downpour silent_hill:_homecoming silent_hill_(movie) silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room skirt smile tall_image
1girl black_hair cheryl_mason child female_focus ginnyo highres short_hair silent_hill silent_hill_(series) solo
1girl black_hair cheryl_mason child female_focus ginnyo highres short_hair silent_hill silent_hill_(series) solo
2boys 6+girls alessa_gillespie cheryl_mason cybil_bennett dahlia_gillespie harry_mason highres konami lisa_garland michael_kaufmann multiple_boys multiple_girls silent_hill silent_hill_(series)
2boys 6+girls alessa_gillespie cheryl_mason cybil_bennett dahlia_gillespie harry_mason highres konami lisa_garland michael_kaufmann multiple_boys multiple_girls silent_hill silent_hill_(series)
chain_(pixivid13201428) cheryl_mason coffee cup food harry_mason lowres meat newspaper reading riding silent_hill silent_hill_(series) split_head_(silent_hill) table
chain_(pixivid13201428) cheryl_mason coffee cup food harry_mason lowres meat newspaper reading riding silent_hill silent_hill_(series) split_head_(silent_hill) table
3boys 6+girls aged_down air_screamer alessa_gillespie angel angel_girl baby blonde_hair blood bloodsucker_(silent_hill) brown_hair bug caterpillar chain_(pixivid13345785) cheryl_mason child clock clock_tower corpse cybil_bennett dahlia_gillespie demon demon_boy dual_persona father_and_daughter floatstinger grey_child grey_hair gun handgun harry_mason hat heather_mason image_sample incubator incubus_(silent_hill) insect jesus_christ knife konami larval_stalker lisa_garland long_hair michael_kaufmann monster monster_boy monster_cybil monster_girl moth mother_and_daughter multiple_boys multiple_girls multiple_persona mumbler nurse nurse_cap otherworld_(silent_hill) parasite_(silent_hill) pistol pixiv_sample police police_uniform reincarnation resized revolver rust short_hair shotgun silent_hill silent_hill_(series) split_head_(silent_hill) stalker tower transformation twinfeeler weapon wheelchair wind_turbine windmill worm
3boys 6+girls aged_down air_screamer alessa_gillespie angel angel_girl baby blonde_hair blood bloodsucker_(silent_hill) brown_hair bug caterpillar chain_(pixivid13345785) cheryl_mason child clock clock_tower corpse cybil_bennett dahlia_gillespie demon demon_boy dual_persona father_and_daughter floatstinger grey_child grey_hair gun handgun harry_mason hat heather_mason image_sample incubator incubus_(silent_hill) insect jesus_christ knife konami larval_stalker lisa_garland long_hair michael_kaufmann monster monster_boy monster_cybil monster_girl moth mother_and_daughter multiple_boys multiple_girls multiple_persona mumbler nurse nurse_cap otherworld_(silent_hill) parasite_(silent_hill) pistol pixiv_sample police police_uniform reincarnation resized revolver rust short_hair shotgun silent_hill silent_hill_(series) split_head_(silent_hill) stalker tower transformation twinfeeler weapon wheelchair wind_turbine windmill worm
black_hair breasts cheryl_mason jewelry lips necklace short_hair silent_hill:_shattered_memories silent_hill_(series) sinker02
black_hair breasts cheryl_mason jewelry lips necklace short_hair silent_hill:_shattered_memories silent_hill_(series) sinker02
black_hair breasts cheryl_mason jewelry lips necklace short_hair silent_hill:_shattered_memories silent_hill_(series) sinker02
black_hair breasts cheryl_mason jewelry lips necklace short_hair silent_hill:_shattered_memories silent_hill_(series) sinker02
black_hair breasts cheryl_mason jewelry konami lips necklace short_hair silent_hill:_shattered_memories silent_hill_(series) sinker02
black_hair breasts cheryl_mason jewelry konami lips necklace short_hair silent_hill:_shattered_memories silent_hill_(series) sinker02
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
6+boys 6+girls absurdres alessa_gillespie blood candle cheryl_mason child durarara!! eileen_galvin glasses harry_mason heather_mason henry_townshend highres james_sunderland konami laura_(silent_hill) lisa_garland long_image maria_(silent_hill) mary_shepherd-sunderland michael_kaufmann moo_(bob_saget) multiple_boys multiple_girls nurse parody pyramid_head silent_hill silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room sword tall_image trust_me_(durarara!!) vincent_(silent_hill) walter_sullivan weapon
6+boys 6+girls absurdres alessa_gillespie blood candle cheryl_mason child durarara!! eileen_galvin glasses harry_mason heather_mason henry_townshend highres james_sunderland konami laura_(silent_hill) lisa_garland long_image maria_(silent_hill) mary_shepherd-sunderland michael_kaufmann moo_(bob_saget) multiple_boys multiple_girls nurse parody pyramid_head silent_hill silent_hill_(series) silent_hill_2 silent_hill_3 silent_hill_4:_the_room sword tall_image trust_me_(durarara!!) vincent_(silent_hill) walter_sullivan weapon
1girl anime_screenshot black_hair cheryl_mason female_focus heather_mason jacket kinuko_(kinucakes) non-web_source portrait silent_hill:_shattered_memories silent_hill_(series) solo spoilers worried
1girl anime_screenshot black_hair cheryl_mason female_focus heather_mason jacket kinuko_(kinucakes) non-web_source portrait silent_hill:_shattered_memories silent_hill_(series) solo spoilers worried
1boy 1girl age_difference alessa_gillespie angel angel_girl baby black_hair blanket blood brown_hair cheryl_mason child crawling dual_persona father_and_daughter fire hair_over_face harry_mason heather_mason incubator ito_masahiro kneeling long_hair metal monster monster_girl novel official_art reincarnation rubble rust scan silent_hill silent_hill_(series) spoilers very_long_hair
1boy 1girl age_difference alessa_gillespie angel angel_girl baby black_hair blanket blood brown_hair cheryl_mason child crawling dual_persona father_and_daughter fire hair_over_face harry_mason heather_mason incubator ito_masahiro kneeling long_hair metal monster monster_girl novel official_art reincarnation rubble rust scan silent_hill silent_hill_(series) spoilers very_long_hair
5boys alex_shepard alex_shepherd blonde_hair blouse brown_hair cheryl_mason crossover dog_tags drawfag driving harry_mason hat heather_mason henry_townshend in-franchise_crossover jacket james_sunderland little_miss_sunshine male_focus motor_vehicle multiple_boys non-web_source parody running shirt silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_4:_the_room silent_hill_v simple_background source_request time_paradox travis_o'_grady van vehicle vest white_shirt
5boys alex_shepard alex_shepherd blonde_hair blouse brown_hair cheryl_mason crossover dog_tags drawfag driving harry_mason hat heather_mason henry_townshend in-franchise_crossover jacket james_sunderland little_miss_sunshine male_focus motor_vehicle multiple_boys non-web_source parody running shirt silent_hill silent_hill:_homecoming silent_hill:_origins silent_hill_(series) silent_hill_2 silent_hill_4:_the_room silent_hill_v simple_background source_request time_paradox travis_o'_grady van vehicle vest white_shirt
1girl black_hair blood cheryl_mason child creepy fatal_frame fatal_frame_4 female_focus genk grey_eyes haibara_ayako highres horror_(theme) ice lips long_hair pale_skin silent_hill silent_hill:_shattered_memories silent_hill_(series) solo
1girl black_hair blood cheryl_mason child creepy fatal_frame fatal_frame_4 female_focus genk grey_eyes haibara_ayako highres horror_(theme) ice lips long_hair pale_skin silent_hill silent_hill:_shattered_memories silent_hill_(series) solo
1boy 1girl age_difference aged_down bear black_hair book brown_hair cheryl_mason child crayon drawing father_and_daughter harry_mason heather_mason kuma_(2ch) lowres short_hair silent_hill silent_hill_(series) silent_hill_3 sleeping translation_request
1boy 1girl age_difference aged_down bear black_hair book brown_hair cheryl_mason child crayon drawing father_and_daughter harry_mason heather_mason kuma_(2ch) lowres short_hair silent_hill silent_hill_(series) silent_hill_3 sleeping translation_request