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highwayman (darkest dungeon)

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1girls 2025 2boys anal anal_sex anal_sex ass beard big_ass black_hair blonde_hair blush bounty_hunter_(darkest_dungeon) breasts darkest_dungeon female grave_robber_(darkest_dungeon) hat helmet hi_res highwayman_(darkest_dungeon) linaswalaf long_hair male male/female masked masked_male penis sex standing standing_sex sweat sweatdrop sweating threesome vaginal_penetration vaginal_penetration vaginal_sex
anal anal_sex anal_sex armor armored armored_male bandana boots chinese_text clothed clothed_male crusader_(darkest_dungeon) erect_penis erect_while_penetrated erection gay gay_anal gay_male gay_sex helmet helmet_only helmet_with_visor highwayman_(darkest_dungeon) legs legs_apart legs_spread lying lying_on_back male male/male male_focus male_only male_penetrated male_penetrating_male mask masked masked_male mostly_nude mostly_nude_male nude nude_male penetration penis penis_in_ass penis_out sex shirt shirt_lift shirtless shirtless_male speech speech_bubble speech_bubbles wasimaymay
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461_girls 500+_characters 515_characters 54_boys abigail_(stardew_valley) absolutely_everyone absurd_res absurdres advance_wars aerith_gainsborough aether_(genshin_impact) ai:_the_somnium_files ai:_the_somnium_files_-_nirvana_initiative akira_kurusu akiza_izinski alear_(female)_(fire_emblem) alear_(female)_(seaside_dragon)_(fire_emblem) alear_(fire_emblem) alex_(totally_spies) alexis_rhodes alisaie_leveilleur amagi_yukiko andra_(lewd-zko) angela_(library_of_ruina) angela_(lobotomy_corporation) anis_(nikke) ann_takamaki aphrodite_(hades) aqua_(konosuba) arima_kana artoria_pendragon arzette arzette:_the_jewel_of_faramore asaka_karin ashiya_douman_(fate) astolfo_(fate) athena_cykes aurora_(league_of_legends) ayuko_(jcroth) azura_(fire_emblem) baldur's_gate_3 barbara_gordon barret_wallace batgirl belldandy belle_(zenless_zone_zero) belly_dancer belly_dancer_outfit bianca_(pokemon) binah binah_(project_moon) birds_of_prey black_body black_canary black_hair blanc_(nikke) blazblue bleach blowjob bocchi_the_rock! bonne_jenet bower_(majinsfw) burnice_white byleth_(fire_emblem) byleth_(fire_emblem)_(female) camilla_(fire_emblem) capcom carmine_(pokemon) cassandra_cain castlevania:_portrait_of_ruin castti_florenz casual casual_nudity centaur cfnf cfnm chainsaw_man character_request charlotte_(fire_emblem) charlotte_aulin chelle_(dragalia_lost) clive_rosfield cloud_strife clover_(totally_spies) cmnf cmnm cowboy_bebop crossover crystal_(lewd-zko) cu_chulainn_(fate) cynthia_(fire_emblem) cynthia_(pokemon) danganronpa daphne_blake darkest_dungeon darkstalkers darli_dagger dc dc_comics demi-fiend din dinah_lance dove_(dc) dragalia_lost dungeon_meshi edelgard_von_hresvelg edelgard_von_hresvelg_(summer) eiselin_hulkenberg elegg_(nikke) elesa_(pokemon) elizabeth_(persona) ellen_joe erina_(persona_5) estinien_varlineau eunie_(xenoblade) evolution_worlds fate_(series) faye_valentine felicia_(fire_emblem) fem female female_pubic_hair feo_ul final_fantasy final_fantasy_xiv final_fantasy_xv final_fantasy_xvi fire_emblem fire_emblem:_three_houses fire_emblem_awakening fischl_(genshin_impact) fishing fordola_rem_lupis frieren frieren_beyond_journey's_end fumiko_mifune_(chainsaw_man) functionally_nude functionally_nude_female futanari gallica ganondorf ganyu_(genshin_impact) garou:_mark_of_the_wolves gay gebura_(lobotomy_corporation) gebura_(project_moon) gemini_sunrise genshin_impact giga_mermaid giovanna_(guilty_gear) goddess_of_victory:_nikke golden_sun golden_sun_dark_dawn goro_akechi granblue_fantasy group_sex guilty_gear gwen_stacy gyakuten_saiban haru_okumura hatsune_miku heavy_weapons_guy helena_bertinelli helm_(nikke) hestia_(danmachi) hex_maniac high_school_dxd highwayman_(darkest_dungeon) hilda_(pokemon) himeko_(honkai:_star_rail) hiroi_kikuri hololive honey_b._lovely honkai:_star_rail horny hoshiguma_yuugi houshou_marine hsien_ko hubert_von_vestra hulkenberg hypno hypnosis idun_(megami_tensei) indeedee inutade_(delicious_in_dungeon) ishtar_(fate) izayoi_aki jane_doe_(zenless_zone_zero) jean_gunnhildr jill_valentine jill_warrick julianne_stingray junko_enoshima kafka_(honkai:_star_rail) kamado_(pokemon) kan-e-senna karin_(blue_archive) kasumi_yoshizawa kazama_asuka kid_icarus kill_la_kill king_of_fighters kiryu_kazuma konami kotone_shiomi kukulkan_(fate) kurono_kurumu lady_blackhawk lara_croft laslow_(fire_emblem) league_of_legends leah_(stardew_valley) lei-lei lei_lei leona_heidern library_of_ruina licking_penis lillie_(pokemon) lisa_(genshin_impact) love_live! love_live!_nijigasaki_high_school_idol_club lucina_(fire_emblem) lumine_(genshin_impact) lyse_hext mai_shiranui majinsfw makima_(chainsaw_man) makoto_nanaya makoto_niijima male mara_(megami_tensei) march_7th_(honkai:_star_rail) marcille_donato mario_(series) marvel mass_orgy master_detective_archives:_rain_code matoi_ryuuko matthew_(golden_sun) mavuika_(genshin_impact) mega_man meggy_spletzer melia_antiqua meme menphina meroune_lorelei metal_gear_solid metal_gear_solid_3 metaphor:_refantazio metroid mimi_(super_paper_mario) mimic mimic_chest mind_break mind_control mio_(xenoblade) miranda_(nikke) mireille_majique miriam_(pokemon) misdreavus mitsuru_kirijo mona_(genshin_impact) mona_(warioware) monokuma monster_girl monster_hunter monster_musume_no_iru_nichijou morag_ladair_(xenoblade) mukuro_ikusaba munna mythra mythra_(xenoblade) naked_snake nakiri_ayame namazu narmaya_(granblue_fantasy) narukami_yu nastasia nayru neeko nell_(advance_wars) nemona_(pokemon) nerissa_ravencroft nia_(xenoblade) nia_teppelin nicole_demara nier:_automata nina_(breath_of_fire_ii) nintendo noah_(xenoblade) noctis_lucis_caelum noel_vermillion noir_(nikke) noire_(fire_emblem) nophica oc octopath_traveler oh_my_goddess! one-punch_man oni orgy orie_ballardiae original original_character oshi_no_ko pa-san palutena paper_mario peak pecharunt penny_(pokemon) penny_(stardew_valley) pepper_box_(evolution_worlds) persona persona_3 persona_3_portable persona_4 persona_5 persona_5_royal pixie_(megami_tensei) pokemon poli_(nikke) poma_(majinsfw) poolside princess_daisy princess_rosalina princess_zelda privatia_(nikke) project_moon pubes pubic_hair purah purah_(tears_of_the_kingdom) pyra pyra_(xenoblade) qingyi_(zenless_zone_zero) quetzalcoatl_(fate) rahu_reysal_(ascertabus) raiden_shogun rapi_(nikke) raubahn_aldynn raya-o-senna red_hair ren_amamiya resident_evil rex_(xenoblade) rias_gremory risky_boots robin_(fire_emblem) rosa_(pokemon) rottytops rwby ryuu_ga_gotoku sadayo_kawakami sakura_futaba sakura_wars sam_(totally_spies) samurai_shodown samus_aran sayu_(genshin_impact) scene scooby-doo see-through see-through_clothing seele_(honkai:_star_rail) sega sena_(xenoblade) sergei_dragunov seth_lowell shadowheart shadowheart_(baldur's_gate) shaheen shantae shantae_(character) shenhe_(genshin_impact) shihouin_yoruichi shin_megami_tensei shinigami_(rain_code) shulk_(xenoblade) simon_(tengen_toppa_gurren_lagann) skinny_dipping skyla_(pokemon) snk snorlax soda_(nikke) solid_snake sonia_(pokemon) soukaku_(zenless_zone_zero) source_request sousou_no_frieren spider-gwen splash_woman spy_(team_fortress_2) square_enix stardew_valley steely_dan stelle_(honkai:_star_rail) stephanie_brown striker_(dungeon_and_fighter) suavemente sumire_yoshizawa super_paper_mario sveta sveta_(golden_sun) takanashi_kiara tama_(ai:_the_somnium_files) tatsumaki team_fortress_2 tekke tekken tengen_toppa_gurren_lagann tentacle tentacle_sex textless tf2 tharja_(fire_emblem) the_great_serpent_of_ronka the_legend_of_zelda thighhighs tifa_lockhart tomb_raider topless totally_spies touhou tressa_colzione tsukumo_sana under_night_in-birth va-11_hall-a venti_(genshin_impact) veronica_nightingale_(majinsfw) virtual_youtuber vocaloid wakasagihime waldo warioware wayforward weiss_schnee where's_waldo wise_(zenless_zone_zero) xenoblade_(series) xenoblade_chronicles xenoblade_chronicles_(series) xenoblade_chronicles_2 xenoblade_chronicles_3 y'shtola y'shtola_rhul yae_miko yelan_(genshin_impact) yorha_2b yorha_9s yotsuyu_(final_fantasy_xiv) yu-gi-oh!_5d's yu-gi-oh!_gx yugiri_mistwalker yukari_takeba yukari_yakumo zelda_(breath_of_the_wild) zelda_(tears_of_the_kingdom) zenless_zone_zero zhu_yuan zinda_blake zinnia_(pokemon)
461_girls 500+_characters 515_characters 54_boys abigail_(stardew_valley) absolutely_everyone absurd_res absurdres advance_wars aerith_gainsborough aether_(genshin_impact) ai:_the_somnium_files ai:_the_somnium_files_-_nirvana_initiative akira_kurusu akiza_izinski alear_(female)_(fire_emblem) alear_(female)_(seaside_dragon)_(fire_emblem) alear_(fire_emblem) alex_(totally_spies) alexis_rhodes alisaie_leveilleur amagi_yukiko andra_(lewd-zko) angela_(library_of_ruina) angela_(lobotomy_corporation) anis_(nikke) ann_takamaki aphrodite_(hades) aqua_(konosuba) arima_kana artoria_pendragon arzette arzette:_the_jewel_of_faramore asaka_karin ashiya_douman_(fate) astolfo_(fate) athena_cykes aurora_(league_of_legends) ayuko_(jcroth) azura_(fire_emblem) baldur's_gate_3 barbara_gordon barret_wallace batgirl belldandy belle_(zenless_zone_zero) belly_dancer belly_dancer_outfit bianca_(pokemon) binah binah_(project_moon) birds_of_prey black_body black_canary black_hair blanc_(nikke) blazblue bleach blowjob bocchi_the_rock! bonne_jenet bower_(majinsfw) burnice_white byleth_(fire_emblem) byleth_(fire_emblem)_(female) camilla_(fire_emblem) capcom carmine_(pokemon) cassandra_cain castlevania:_portrait_of_ruin castti_florenz casual casual_nudity centaur cfnf cfnm chainsaw_man character_request charlotte_(fire_emblem) charlotte_aulin chelle_(dragalia_lost) clive_rosfield cloud_strife clover_(totally_spies) cmnf cmnm cowboy_bebop crossover crystal_(lewd-zko) cu_chulainn_(fate) cynthia_(fire_emblem) cynthia_(pokemon) danganronpa daphne_blake darkest_dungeon darkstalkers darli_dagger dc dc_comics demi-fiend din dinah_lance dove_(dc) dragalia_lost dungeon_meshi edelgard_von_hresvelg edelgard_von_hresvelg_(summer) eiselin_hulkenberg elegg_(nikke) elesa_(pokemon) elizabeth_(persona) ellen_joe erina_(persona_5) estinien_varlineau eunie_(xenoblade) evolution_worlds fate_(series) faye_valentine felicia_(fire_emblem) fem female female_pubic_hair feo_ul final_fantasy final_fantasy_xiv final_fantasy_xv final_fantasy_xvi fire_emblem fire_emblem:_three_houses fire_emblem_awakening fischl_(genshin_impact) fishing fordola_rem_lupis frieren frieren_beyond_journey's_end fumiko_mifune_(chainsaw_man) functionally_nude functionally_nude_female futanari gallica ganondorf ganyu_(genshin_impact) garou:_mark_of_the_wolves gay gebura_(lobotomy_corporation) gebura_(project_moon) gemini_sunrise genshin_impact giga_mermaid giovanna_(guilty_gear) goddess_of_victory:_nikke golden_sun golden_sun_dark_dawn goro_akechi granblue_fantasy group_sex guilty_gear gwen_stacy gyakuten_saiban haru_okumura hatsune_miku heavy_weapons_guy helena_bertinelli helm_(nikke) hestia_(danmachi) hex_maniac high_school_dxd highwayman_(darkest_dungeon) hilda_(pokemon) himeko_(honkai:_star_rail) hiroi_kikuri hololive honey_b._lovely honkai:_star_rail horny hoshiguma_yuugi houshou_marine hsien_ko hubert_von_vestra hulkenberg hypno hypnosis idun_(megami_tensei) indeedee inutade_(delicious_in_dungeon) ishtar_(fate) izayoi_aki jane_doe_(zenless_zone_zero) jean_gunnhildr jill_valentine jill_warrick julianne_stingray junko_enoshima kafka_(honkai:_star_rail) kamado_(pokemon) kan-e-senna karin_(blue_archive) kasumi_yoshizawa kazama_asuka kid_icarus kill_la_kill king_of_fighters kiryu_kazuma konami kotone_shiomi kukulkan_(fate) kurono_kurumu lady_blackhawk lara_croft laslow_(fire_emblem) league_of_legends leah_(stardew_valley) lei-lei lei_lei leona_heidern library_of_ruina licking_penis lillie_(pokemon) lisa_(genshin_impact) love_live! love_live!_nijigasaki_high_school_idol_club lucina_(fire_emblem) lumine_(genshin_impact) lyse_hext mai_shiranui majinsfw makima_(chainsaw_man) makoto_nanaya makoto_niijima male mara_(megami_tensei) march_7th_(honkai:_star_rail) marcille_donato mario_(series) marvel mass_orgy master_detective_archives:_rain_code matoi_ryuuko matthew_(golden_sun) mavuika_(genshin_impact) mega_man meggy_spletzer melia_antiqua meme menphina meroune_lorelei metal_gear_solid metal_gear_solid_3 metaphor:_refantazio metroid mimi_(super_paper_mario) mimic mimic_chest mind_break mind_control mio_(xenoblade) miranda_(nikke) mireille_majique miriam_(pokemon) misdreavus mitsuru_kirijo mona_(genshin_impact) mona_(warioware) monokuma monster_girl monster_hunter monster_musume_no_iru_nichijou morag_ladair_(xenoblade) mukuro_ikusaba munna mythra mythra_(xenoblade) naked_snake nakiri_ayame namazu narmaya_(granblue_fantasy) narukami_yu nastasia nayru neeko nell_(advance_wars) nemona_(pokemon) nerissa_ravencroft nia_(xenoblade) nia_teppelin nicole_demara nier:_automata nina_(breath_of_fire_ii) nintendo noah_(xenoblade) noctis_lucis_caelum noel_vermillion noir_(nikke) noire_(fire_emblem) nophica oc octopath_traveler oh_my_goddess! one-punch_man oni orgy orie_ballardiae original original_character oshi_no_ko pa-san palutena paper_mario peak pecharunt penny_(pokemon) penny_(stardew_valley) pepper_box_(evolution_worlds) persona persona_3 persona_3_portable persona_4 persona_5 persona_5_royal pixie_(megami_tensei) pokemon poli_(nikke) poma_(majinsfw) poolside princess_daisy princess_rosalina princess_zelda privatia_(nikke) project_moon pubes pubic_hair purah purah_(tears_of_the_kingdom) pyra pyra_(xenoblade) qingyi_(zenless_zone_zero) quetzalcoatl_(fate) rahu_reysal_(ascertabus) raiden_shogun rapi_(nikke) raubahn_aldynn raya-o-senna red_hair ren_amamiya resident_evil rex_(xenoblade) rias_gremory risky_boots robin_(fire_emblem) rosa_(pokemon) rottytops rwby ryuu_ga_gotoku sadayo_kawakami sakura_futaba sakura_wars sam_(totally_spies) samurai_shodown samus_aran sayu_(genshin_impact) scene scooby-doo see-through see-through_clothing seele_(honkai:_star_rail) sega sena_(xenoblade) sergei_dragunov seth_lowell shadowheart shadowheart_(baldur's_gate) shaheen shantae shantae_(character) shenhe_(genshin_impact) shihouin_yoruichi shin_megami_tensei shinigami_(rain_code) shulk_(xenoblade) simon_(tengen_toppa_gurren_lagann) skinny_dipping skyla_(pokemon) snk snorlax soda_(nikke) solid_snake sonia_(pokemon) soukaku_(zenless_zone_zero) source_request sousou_no_frieren spider-gwen splash_woman spy_(team_fortress_2) square_enix stardew_valley steely_dan stelle_(honkai:_star_rail) stephanie_brown striker_(dungeon_and_fighter) suavemente sumire_yoshizawa super_paper_mario sveta sveta_(golden_sun) takanashi_kiara tama_(ai:_the_somnium_files) tatsumaki team_fortress_2 tekke tekken tengen_toppa_gurren_lagann tentacle tentacle_sex textless tf2 tharja_(fire_emblem) the_great_serpent_of_ronka the_legend_of_zelda thighhighs tifa_lockhart tomb_raider topless totally_spies touhou tressa_colzione tsukumo_sana under_night_in-birth va-11_hall-a venti_(genshin_impact) veronica_nightingale_(majinsfw) virtual_youtuber vocaloid wakasagihime waldo warioware wayforward weiss_schnee where's_waldo wise_(zenless_zone_zero) xenoblade_(series) xenoblade_chronicles xenoblade_chronicles_(series) xenoblade_chronicles_2 xenoblade_chronicles_3 y'shtola y'shtola_rhul yae_miko yelan_(genshin_impact) yorha_2b yorha_9s yotsuyu_(final_fantasy_xiv) yu-gi-oh!_5d's yu-gi-oh!_gx yugiri_mistwalker yukari_takeba yukari_yakumo zelda_(breath_of_the_wild) zelda_(tears_of_the_kingdom) zenless_zone_zero zhu_yuan zinda_blake zinnia_(pokemon)
2024 2boys abs anal anal_sex armor armored armored_male bara belt bench black_clothing blush boots_only buzz_cut chinese_text church_interior clothed clothed_sex coat crusader crusader_(darkest_dungeon) cum cum_drip cum_on_body darkest_dungeon dominant dominant_male ejaculation embarrassed embarrassed_male fur_collar gauntlets gay gay_anal gay_sex gloves gloves_only helmet helmet_covering_face highwayman_(darkest_dungeon) knight male male/male male_nipples male_only man_boobs manboobs metal movement_lines multiple_scenes muscular muscular_bottom muscular_male neckerchief overcoat pantless pants_removed partially_clothed partially_clothed_male pauldrons penis penis_between_breasts prayer_beads religious_clothing religious_symbols scarf six_pack spread_legs standing_sex submissive submissive_male tabard trembling unseen_male_face wasimaymay white_background window
2024 2boys abs anal anal_sex armor armored armored_male bara belt bench black_clothing blush boots_only buzz_cut chinese_text church_interior clothed clothed_sex coat crusader crusader_(darkest_dungeon) cum cum_drip cum_on_body darkest_dungeon dominant dominant_male ejaculation embarrassed embarrassed_male fur_collar gauntlets gay gay_anal gay_sex gloves gloves_only helmet helmet_covering_face highwayman_(darkest_dungeon) knight male male/male male_nipples male_only man_boobs manboobs metal movement_lines multiple_scenes muscular muscular_bottom muscular_male neckerchief overcoat pantless pants_removed partially_clothed partially_clothed_male pauldrons penis penis_between_breasts prayer_beads religious_clothing religious_symbols scarf six_pack spread_legs standing_sex submissive submissive_male tabard trembling unseen_male_face wasimaymay white_background window
1boy 1girls 2024 blonde_hair blush brown_hair closed_eyes couch couch_sex cum cum_in_pussy cum_in_uterus cum_inside darkest_dungeon deep_penetration female grave_robber_(darkest_dungeon) hairy_pussy hands_on_hips hi_res highwayman_(darkest_dungeon) impregnation laying_down legs_up linaswalaf long_hair male male/female missionary_position penetration sex short_hair sideburns standing xray_view
1boy 1girls 2024 blonde_hair blush brown_hair closed_eyes couch couch_sex cum cum_in_pussy cum_in_uterus cum_inside darkest_dungeon deep_penetration female grave_robber_(darkest_dungeon) hairy_pussy hands_on_hips hi_res highwayman_(darkest_dungeon) impregnation laying_down legs_up linaswalaf long_hair male male/female missionary_position penetration sex short_hair sideburns standing xray_view
1boy 2017 ass back_view beard_stubble blush boots clothed clothes clothing darkest_dungeon disembodied_hand disembodied_hands eldritch forest gay groping groping_ass hands hands_behind_back hands_on_ass highwayman_(darkest_dungeon) male male_focus male_only monster old_art partially_clothed plain_background rope solo solo_male stripped text tree trembling unseen_male_face
1boy 2017 ass back_view beard_stubble blush boots clothed clothes clothing darkest_dungeon disembodied_hand disembodied_hands eldritch forest gay groping groping_ass hands hands_behind_back hands_on_ass highwayman_(darkest_dungeon) male male_focus male_only monster old_art partially_clothed plain_background rope solo solo_male stripped text tree trembling unseen_male_face
2017 2boys anal anal_sex bara beard beard_stubble bent_over bent_over_table biting_own_hand blush brown_hair clothed clothed_sex crusader crusader_(darkest_dungeon) darkest_dungeon degradation degradation_text dirty_talk feet_out_of_frame fully_clothed gay gay_anal gay_domination gay_sex gloves hair_grab hand_in_mouth handprint handprint_on_ass helmet helmet_removed highwayman_(darkest_dungeon) implied_spanking looking_at_partner looking_down male male/male male_only moaning movement_lines neckerchief no_visible_genitalia old_art old_man older_male open_mouth pants pants_down red_gloves scarf sex short_hair text trembling tunic
2017 2boys anal anal_sex bara beard beard_stubble bent_over bent_over_table biting_own_hand blush brown_hair clothed clothed_sex crusader crusader_(darkest_dungeon) darkest_dungeon degradation degradation_text dirty_talk feet_out_of_frame fully_clothed gay gay_anal gay_domination gay_sex gloves hair_grab hand_in_mouth handprint handprint_on_ass helmet helmet_removed highwayman_(darkest_dungeon) implied_spanking looking_at_partner looking_down male male/male male_only moaning movement_lines neckerchief no_visible_genitalia old_art old_man older_male open_mouth pants pants_down red_gloves scarf sex short_hair text trembling tunic
1boy 1girls 2024 ass balls bandage bandages big_ass big_breasts big_penis blush breasts cowgirl_position cum cum_in_pussy cum_inside darkest_dungeon deep_penetration female hi_res highwayman_(darkest_dungeon) long_penis love_potion male male/female mask masked masked_female penetration penis_awe penis_expansion plague_doctor plague_doctor_(darkest_dungeon) potion reverse_cowgirl_position seannover_arts sex shocked short_hair thick_thighs thighs wide_hips
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