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grim (smiling friends)

adult_swim belt choking clothing drooling dying evil_eyes evil_grin gay grim_(smiling_friends) imminent_death mr._boss oat-pup omorashi peeing peeing_self piss smiling_friends sweat sweating tears watersports
adult_swim belt choking clothing drooling dying evil_eyes evil_grin gay grim_(smiling_friends) imminent_death mr._boss oat-pup omorashi peeing peeing_self piss smiling_friends sweat sweating tears watersports
arm_hair big_head blush bubblebathboy circle_head cum fat_man gay_sex grim_(smiling_friends) holding_leg looking_up pim_(smiling_friends) pubic_hair same_size sketch small_penis smiling_friends sweat tearing_up toony yaoi
arm_hair big_head blush bubblebathboy circle_head cum fat_man gay_sex grim_(smiling_friends) holding_leg looking_up pim_(smiling_friends) pubic_hair same_size sketch small_penis smiling_friends sweat tearing_up toony yaoi
annoyed backshots chains fat full_nelson full_nelson_vaginal genderswap_(mtf) grim_(smiling_friends) hands_tied heart_symbol moaning pim_(smiling_friends) pussy smiling_friends taking_turns
annoyed backshots chains fat full_nelson full_nelson_vaginal genderswap_(mtf) grim_(smiling_friends) hands_tied heart_symbol moaning pim_(smiling_friends) pussy smiling_friends taking_turns
blush blushing circumcised comforting comparing comparing_penis cowgirl_position dialogue fat fat_man gay_sex grim_(smiling_friends) insecure male/male oat-pup oddly_wholesome pim_(smiling_friends) praise same_size sketch small_penis small_penis_appreciation smiling smiling_friends sweating tearing_up toony uncircumcised uncut wholesome wholesome_sex yaoi
blush blushing circumcised comforting comparing comparing_penis cowgirl_position dialogue fat fat_man gay_sex grim_(smiling_friends) insecure male/male oat-pup oddly_wholesome pim_(smiling_friends) praise same_size sketch small_penis small_penis_appreciation smiling smiling_friends sweating tearing_up toony uncircumcised uncut wholesome wholesome_sex yaoi
facial_hair feet gijinka gnarly_(smiling_friends) grim_(smiling_friends) hairy hairy_chest hairy_male human_only humanized limp_penis long_hair male_only oldmeatcurtains penis pierced_ears pierced_nipples piercing sauna scars_on_arm skinny smiling_friends toony
facial_hair feet gijinka gnarly_(smiling_friends) grim_(smiling_friends) hairy hairy_chest hairy_male human_only humanized limp_penis long_hair male_only oldmeatcurtains penis pierced_ears pierced_nipples piercing sauna scars_on_arm skinny smiling_friends toony
cowboy_hat gay gnarly_(smiling_friends) grim_(smiling_friends) hucow humiliation milking milking_machine oldmeatcurtains petplay pumping_penis smiling_friends tears toony toony_face
cowboy_hat gay gnarly_(smiling_friends) grim_(smiling_friends) hucow humiliation milking milking_machine oldmeatcurtains petplay pumping_penis smiling_friends tears toony toony_face
anal_sex bored bored_sex condom_balloon fleshlight garbage gay gnarly_(smiling_friends) grim_(smiling_friends) implied_small_penis insecure kartooning mattress size_difference small_penis_humiliation smiling_friends sweat trash
anal_sex bored bored_sex condom_balloon fleshlight garbage gay gnarly_(smiling_friends) grim_(smiling_friends) implied_small_penis insecure kartooning mattress size_difference small_penis_humiliation smiling_friends sweat trash
2024 blush eye_half_closed gay gnarly_(smiling_friends) grim_(smiling_friends) hand_on_penis hand_on_penis_while_sucking kartooning non-human penis penis_focus penis_in_mouth pubes size_difference smiling_friends sucking_dick sucking_penis toony wet_mouth
2024 blush eye_half_closed gay gnarly_(smiling_friends) grim_(smiling_friends) hand_on_penis hand_on_penis_while_sucking kartooning non-human penis penis_focus penis_in_mouth pubes size_difference smiling_friends sucking_dick sucking_penis toony wet_mouth
2024 2boys balls ballsack blush breath_cloud cigarette closed_eyes dialogue digital_media_(artwork) english_text gay gnarly_(smiling_friends) grim_(smiling_friends) licking licking_balls partially_clothed penis purple_body rawmeatz saliva smiling_friends sweat toony yaoi yellow_body
2024 2boys balls ballsack blush breath_cloud cigarette closed_eyes dialogue digital_media_(artwork) english_text gay gnarly_(smiling_friends) grim_(smiling_friends) licking licking_balls partially_clothed penis purple_body rawmeatz saliva smiling_friends sweat toony yaoi yellow_body
asphyxiation bag_over_head bleeding_from_mouth blood blood_on_face bondage completely_naked completely_naked_male completely_nude completely_nude_male drunk drunk_bubble erection gore grim_(smiling_friends) hairy_belly hairy_legs intoxicated kartooning male male_focus male_only male_ryona naked naked_male nude nude_male penis pierced_genitals precum removing_teeth rope rope_bondage scars_on_thighs smiling_friends suffocating suffocation teeth_removal tied_to_chair toony torture
asphyxiation bag_over_head bleeding_from_mouth blood blood_on_face bondage completely_naked completely_naked_male completely_nude completely_nude_male drunk drunk_bubble erection gore grim_(smiling_friends) hairy_belly hairy_legs intoxicated kartooning male male_focus male_only male_ryona naked naked_male nude nude_male penis pierced_genitals precum removing_teeth rope rope_bondage scars_on_thighs smiling_friends suffocating suffocation teeth_removal tied_to_chair toony torture
alan_(smiling_friends) belt degradation gay grim_(smiling_friends) humiliation kartooning male_only precum red_body sitting_on_person smiling_friends speedo_only threatening toony tshirt twink
alan_(smiling_friends) belt degradation gay grim_(smiling_friends) humiliation kartooning male_only precum red_body sitting_on_person smiling_friends speedo_only threatening toony tshirt twink
2boys 2males annoyed_expression arm_hair axolotl_tail blush blush_lines blushing_profusely bondage chubby chubby_male critter_(smiling_friends) cursing dialogue drooling duct_tape face_down_ass_up flustered flustered_male fully_nude gay grim_(smiling_friends) hairy_belly holding_back_moans humiliated humiliation leathercritters male male_only moaning moaning_in_pleasure nude_male off_screen_character off_screen_male_character onomatopoeia pim_(smiling_friends) pleasured_face red_ass red_face shaking smiling_friends spank_marks spanked_ass spanked_butt submissive_male sweatdrop sweating sweaty_body tail tailwag tattoo_on_arm tearing_up trembling trembling_for_pleasure trembling_pleasure vibrator vibrator_controller vibrator_in_ass visible_nipples wagging_tail wireless_controller wireless_sex_toy_controller wireless_vibrator yaoi
2boys 2males annoyed_expression arm_hair axolotl_tail blush blush_lines blushing_profusely bondage chubby chubby_male critter_(smiling_friends) cursing dialogue drooling duct_tape face_down_ass_up flustered flustered_male fully_nude gay grim_(smiling_friends) hairy_belly holding_back_moans humiliated humiliation leathercritters male male_only moaning moaning_in_pleasure nude_male off_screen_character off_screen_male_character onomatopoeia pim_(smiling_friends) pleasured_face red_ass red_face shaking smiling_friends spank_marks spanked_ass spanked_butt submissive_male sweatdrop sweating sweaty_body tail tailwag tattoo_on_arm tearing_up trembling trembling_for_pleasure trembling_pleasure vibrator vibrator_controller vibrator_in_ass visible_nipples wagging_tail wireless_controller wireless_sex_toy_controller wireless_vibrator yaoi
2d_(artwork) alan_(smiling_friends) bed blush blush_lines caught choking cum cumming cumming_from_anal_sex digital_media_(artwork) gay gay_anal gay_sex grim_(smiling_friends) male male_only non-human pim_(smiling_friends) qalt self_upload smiling_friends toony
2d_(artwork) alan_(smiling_friends) bed blush blush_lines caught choking cum cumming cumming_from_anal_sex digital_media_(artwork) gay gay_anal gay_sex grim_(smiling_friends) male male_only non-human pim_(smiling_friends) qalt self_upload smiling_friends toony
2024 2boys biting_clothes black_coat blush blush_lines blushing cigarette cigarette_in_mouth fully_clothed_male gay gnarly_(smiling_friends) grim_(smiling_friends) hairy_belly lit_cigarette male male_only messy_hair nervous nip_slip nipple_peek penis pink_skin pulling_shirt_up rawmeatz sharp_teeth shirt_in_mouth shirt_in_teeth smiling_friends spread_legs trenchcoat yaoi yellow_skin
2024 2boys biting_clothes black_coat blush blush_lines blushing cigarette cigarette_in_mouth fully_clothed_male gay gnarly_(smiling_friends) grim_(smiling_friends) hairy_belly lit_cigarette male male_only messy_hair nervous nip_slip nipple_peek penis pink_skin pulling_shirt_up rawmeatz sharp_teeth shirt_in_mouth shirt_in_teeth smiling_friends spread_legs trenchcoat yaoi yellow_skin
arm_hair belt belt_unbuckled belt_undone betrayal blush blush_lines blushing blushing_profusely chest_hair chubby_male clothing counterpart dialogue drool_string drooling enemies_with_benefits evil_counterpart grim_(smiling_friends) heart heart-shaped_nerve_ending heart_ahoge leathercritters leg_hair leg_lift legs_on_shoulders male/male male_only male_penetrating moaning moaning_in_pleasure onomatopoeia panting pants_around_legs pants_down pim_(smiling_friends) plap plap_(sound) raised_leg shirt_unbuttoned sketch smiling_friends speech_bubble thigh_grab toony unbuckled_belt unbuttoned_shirt
arm_hair belt belt_unbuckled belt_undone betrayal blush blush_lines blushing blushing_profusely chest_hair chubby_male clothing counterpart dialogue drool_string drooling enemies_with_benefits evil_counterpart grim_(smiling_friends) heart heart-shaped_nerve_ending heart_ahoge leathercritters leg_hair leg_lift legs_on_shoulders male/male male_only male_penetrating moaning moaning_in_pleasure onomatopoeia panting pants_around_legs pants_down pim_(smiling_friends) plap plap_(sound) raised_leg shirt_unbuttoned sketch smiling_friends speech_bubble thigh_grab toony unbuckled_belt unbuttoned_shirt
2boys ambiguous_penetration chubby_male crying cuntboy gay gnarly_(smiling_friends) green_skin grim_(smiling_friends) gripping_pillow hairy_chest holding_partner humanoid intersex mastectomy_scar moaning overstimulation purple_skin rough_sex smiling smiling_friends strap-on tears
2boys ambiguous_penetration chubby_male crying cuntboy gay gnarly_(smiling_friends) green_skin grim_(smiling_friends) gripping_pillow hairy_chest holding_partner humanoid intersex mastectomy_scar moaning overstimulation purple_skin rough_sex smiling smiling_friends strap-on tears
1boy 2girls anger_cloud angry angry_face artist_name artist_signature blush body_hair charlie_(smiling_friends) domplercore fellatio female frustration_cloud genderbend genderswap genderswap_(mtf) grim_(smiling_friends) hand_on_head heart heart_symbol hearts_around_head kneeling kneeling_position licking_penis lidded_eyes looking_at_viewer looking_up_at_viewer lustful_gaze male male/male pim_(smiling_friends) pov pubes rubbing_head rule_63 smiling_friends sucking_tip tongue_out twitter_handle
1boy 2girls anger_cloud angry angry_face artist_name artist_signature blush body_hair charlie_(smiling_friends) domplercore fellatio female frustration_cloud genderbend genderswap genderswap_(mtf) grim_(smiling_friends) hand_on_head heart heart_symbol hearts_around_head kneeling kneeling_position licking_penis lidded_eyes looking_at_viewer looking_up_at_viewer lustful_gaze male male/male pim_(smiling_friends) pov pubes rubbing_head rule_63 smiling_friends sucking_tip tongue_out twitter_handle
anal angry_sub blush blushing_profusely drooling gay gay_anal grim_(smiling_friends) looking_at_partner pim_(smiling_friends) same_size smiling_friends sweatdrop taintedme4t teeth_clenched toony
anal angry_sub blush blushing_profusely drooling gay gay_anal grim_(smiling_friends) looking_at_partner pim_(smiling_friends) same_size smiling_friends sweatdrop taintedme4t teeth_clenched toony
arms_tied bondage buldge chest_hair fully_clothed gay gay_domination gnarly_(smiling_friends) green_skin grim_(smiling_friends) handjob hands_tied male mindtheliquor mindtheliquor penis pink_skin smiling_friends tied_up
arms_tied bondage buldge chest_hair fully_clothed gay gay_domination gnarly_(smiling_friends) green_skin grim_(smiling_friends) handjob hands_tied male mindtheliquor mindtheliquor penis pink_skin smiling_friends tied_up