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black_hair bruise bruised bruised_thigh cum demon demon_boy demon_horns digital_drawing_(artwork) digital_media_(artwork) imp impsona incubus leg_grab leg_up legs legs_up long_hair messy messy_hair my_character oc original original_art original_artwork original_character pussy_juice pussy_juice_drip questionable red_body red_skin sharp_claws sona stockings tmaso white_eyes

black_hairbruise

apple apple_in_mouth back back_view bondage clothed clothes feet female female female_focus female_only gag gagged girl girls_only long_hair oc ombre_hair original original_character panties pig pig_ears pig_tail rope rope_bondage rope_harness skirt skirt_lift skirt_up straight_hair tan_body tied tied_arms tied_hands tied_legs tied_up tmaso traditional_art traditional_media traditional_media_(artwork) watercolor_(artwork) woman_focus woman_only

appleapple_in_mouth

2d anal_penetration blood blue_tentacles civil_protection_(half-life_series) cum cum_on_face cumming cuts digital_art digital_drawing_(artwork) digital_media_(artwork) digital_painting_(artwork) erect_penis erection expressive_mask gas_mask gay half-life half-life_(series) half-life_2 half-life_2_beta hard_on hydra hydra_(half-life_2_beta) male male_only mask masked masked_male metropolice_(half-life_series) no_visible_face penis rape raped_by_monster ripped_clothing ripped_pants skinny spread_legs tactical tactical_gear tactical_vest tentacle tentacle_grab tentacle_on_male tentacle_penetration tentacle_rape tentacle_sex tmaso torn_clothes torn_clothing torn_legwear torn_pants twitching upside-down wound wounded wounds

anal_penetrationblood

2d anal_penetration blood blue_tentacles civil_protection_(half-life_series) cuts digital_art digital_drawing_(artwork) digital_media_(artwork) digital_painting_(artwork) erect_penis erection gas_mask gay half-life half-life_(series) half-life_2 half-life_2_beta hard_on hydra hydra_(half-life_2_beta) male male_only mask masked masked_male metropolice_(half-life_series) penis rape raped_by_monster ripped_clothing ripped_pants self_upload skinny spread_legs tactical tactical_gear tactical_vest tentacle tentacle_grab tentacle_on_male tentacle_penetration tentacle_rape tentacle_sex tmaso torn_clothes torn_clothing torn_legwear torn_pants upside-down wound wounded wounds

anal_penetrationblood

anal_beads anal_insertion anal_masturbation anal_object_insertion anal_sex beads black_hair boots boy chest_harness demon demon_boy demon_horns demon_tail dildo dildos hair_covering_eyes hair_over_eyes harness hat imp incubus leather long_hair long_hair_male lube lube_bottle lube_drip lube_in_ass lube_on_butt lube_on_sex_toy male masturbation my_character oc original_art original_artwork original_character original_characters penis pierced_ears pierced_genitals pierced_nipples pierced_penis piercing piercings red_penis red_skin sex_toy sex_toy_in_ass sex_toy_insertion solo_male sona tattoo tattoo_on_arm tattooed_arm tattoos thighhigh_boots tmaso toy toys

anal_beadsanal_insertion

black_outfit black_suit cock comic comics commission commission_art commissions_open cum cum_shot dick hero jerking jerking_off jerkingoff male male_masturbation male_only marvel marvel_comics masturbation obstructive_watermark outdoors outside penis penis_out ripped_clothing shooting_cum skinny solo solo_focus solo_male spider spider-man spider-man_(series) suit superhero tight_clothes tight_clothing tight_fit tight_outfit tight_suit tmaso toony torn_clothes torn_clothing touching touching_penis watermark

black_outfitblack_suit

black_outfit black_suit cock comic comics commission commission_art commissions_open dick hero jerking jerking_off jerkingoff male male_masturbation male_only marvel marvel_comics masturbation obstructive_watermark outdoors outside penis penis_out ripped_clothing skinny solo solo_focus solo_male spider spider-man spider-man_(series) suit superhero tight_clothes tight_clothing tight_fit tight_outfit tight_suit tmaso toony torn_clothes torn_clothing touching touching_penis watermark

black_outfitblack_suit

against_wall aggressive anal anal_sex angry angry_expression angry_eyes angry_face angry_sex ass_up axe choke_hold chokehold choking comic comic_page comic_panel cum cum_drip cum_in_ass cum_inside cum_on_body demon demon_boy demon_horns demon_tail doodle doodles dripping dripping_cum dripping_semen drool drooling face_against_wall fucked_from_behind fucked_into_submission gay gay_anal gay_domination gay_male gay_rape gay_sex groan groaning grunting imp impsona leaning leaning_against_wall leaning_forward long_hair male male_focus male_only male_penetrating mask masked masked_male masochism masochist masochistic_male melee_weapon moan moaning moaning_in_pain moaning_in_pleasure muscular muscular_arms muscular_male my_ oc original original_character original_characters panties panties_around_leg panties_down punishment punishment_sex rape raped revealing_clothes revealing_outfit rough rough_sex rough_sketch sketch sketch_page sona speech speech_balloon speech_bubble speech_bubbles strangled strangling tmaso traditional_art traditional_drawing_(artwork) wall weapon weapons yaoi

against_wallaggressive

abs black_hair blocky_body chibi demon demon_boy demon_horns demon_tail food food_on_body food_play hotdog imp long_hair mustard my_character nipple_piercing nipples oc original original_artwork original_character original_characters piercing piercings red_horns red_skin red_tail revealing revealing_clothes roblox roblox_avatar robloxian safe_for_work sausage self_upload sfw sharp_claws sharp_fingernails sharp_nails sharp_teeth suggestive tmaso tongue tongue_out video_games

anus ass bending_forward bending_over bent_over black_hair black_latex black_panties covered_eyes cum cum_inside demon demon_boy demon_horns demon_tail dripping_cum hell imp incubus latex latex_gloves latex_thighhighs leaking leaking_anus long_hair messy_hair oc original_artwork original_character original_characters penis red_horns red_penis red_tail roblox roblox_avatar robloxian sharp_teeth tattoo tmaso

anus ass bending_forward bending_over bent_over black_hair black_latex black_panties covered_eyes demon demon_boy demon_horns demon_tail hell imp incubus latex latex_gloves latex_thighhighs long_hair messy_hair oc original_artwork original_character original_characters penis red_horns red_penis red_tail roblox roblox_avatar robloxian sharp_teeth tattoo tmaso

black_hair black_panties blocky_body boy combat_warriors demon demon_boy demon_horns demon_tail game imp incubus latex long_hair male male_only masculine masculine_bottom oc original original_character original_characters panties piercing questionable red_horns red_skin revealing revealing_clothes roblox roblox_avatar roblox_game robloxian sickle suggestive suggestive_pose tmaso tongue tongue_out tongue_piercing video_games

black_hairblack_panties

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