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middle aged male

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3d alley alleyway big_ass big_breasts big_butt big_penis big_thighs black_hair blowjob blue_skirt camera_view car cheating cheating_husband cheating_male city city_background clothed_sex consenting_female cum cum_in_pussy cum_inside escort facial_expressions female_on_top female_pubic_hair flashing flashing_pussy grand_theft_auto grand_theft_auto_v gta5 gta_5 gta_v gtav hairy_pussy high_heels holding_hands holding_head hooker in_car legs lipstick makeup marriage_ring michael_de_santa middle_aged_male moaning_in_pleasure money no_condom no_panties no_panties_under_skirt offering_sex older_male_younger_female older_man_and_younger_girl older_man_and_younger_woman older_penetrating_younger paid paid_sex panties_removed paying prostitute prostitution pussy pussy_hair revealing_clothes revealing_clothing sex_for_money shameless showing_pussy skirt slutty_clothing slutty_pose soliciting street streetwalker sunglasses thick_ass thick_thighs thighs unprotected_sex video_game video_games voyeur voyeur_pov white_topwear window young_female
3d alley alleyway big_ass big_breasts big_butt big_penis big_thighs black_hair black_skirt camera_view car cheating cheating_husband cheating_male city city_background clothed_sex consenting_female cum cum_in_pussy cum_inside escort facial_expressions female_on_top female_pubic_hair flashing flashing_pussy grand_theft_auto grand_theft_auto_v gta5 gta_5 gta_v gtav hairy_pussy holding_hands holding_head hooker in_car legs lipstick makeup marriage_ring michael_de_santa middle_aged_male moaning_in_pleasure money no_condom no_panties no_panties_under_skirt offering_sex older_male_younger_female older_man_and_younger_girl older_man_and_younger_woman older_penetrating_younger paid paid_sex panties_removed paying pink_topwear prostitute prostitution pussy pussy_hair revealing_clothes revealing_clothing sex_for_money shameless showing_pussy skirt slutty_clothing slutty_pose soliciting street streetwalker thick_ass thick_thighs thighs unprotected_sex video_game video_games voyeur voyeur_pov window young_female
3d alley alleyway big_ass big_breasts big_butt big_penis big_thighs black_hair black_skirt camera_view car cheating cheating_husband cheating_male city city_background clothed_sex consenting_female cum cum_in_pussy cum_inside escort facial_expressions female_on_top female_pubic_hair flashing flashing_pussy grand_theft_auto grand_theft_auto_v gta5 gta_5 gta_v gtav hairy_pussy holding_hands holding_head hooker in_car legs lipstick makeup marriage_ring michael_de_santa middle_aged_male moaning_in_pleasure money no_condom no_panties no_panties_under_skirt offering_sex older_male_younger_female older_man_and_younger_girl older_man_and_younger_woman older_penetrating_younger paid paid_sex panties_removed paying pink_topwear prostitute prostitution pussy pussy_hair revealing_clothes revealing_clothing sex_for_money shameless showing_pussy skirt slutty_clothing slutty_pose soliciting street streetwalker thick_ass thick_thighs thighs unprotected_sex video_game video_games voyeur voyeur_pov window young_female
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alley alleyway big_ass big_breasts big_butt big_penis big_thighs blowjob camera_view car cheating cheating_husband cheating_male clothed_sex consenting_female covering_pussy dirty_talk escort facial_expressions female_on_top female_pubic_hair flashing flashing_pussy grand_theft_auto grand_theft_auto_v grunting gta5 gta_5 gta_prostitute gta_v gtav hairy_pussy high_heels holding_hands holding_head hooker in_car inviting inviting_to_fuck inviting_to_sex leather_jacket legs lipstick marriage_ring michael_de_santa middle_aged_male moaning_in_pleasure no_condom no_panties no_panties_under_skirt offering offering_sex older_male_younger_female older_man_and_younger_girl older_man_and_younger_woman older_penetrating_younger paid paid_sex panties_removed paying prostitute prostitution pushing_head_down pussy pussy_hair red_skirt revealing_clothes revealing_clothing seductive seductive_pose sex_for_money shameless slutty_clothing slutty_pose soliciting street streetwalker tagme thick_ass thick_thighs thighs unprotected_sex video video_game video_games voyeur voyeur_pov window young_female
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alleyway big_ass big_breasts big_butt big_penis big_thighs big_tits black_topwear blonde blonde_female blonde_hair blowjob blue_heels camera_view car cheating cheating_husband cheating_male clothed_sex consenting_female covering_pussy dirty_talk escort female_on_top female_pubic_hair flashing flashing_pussy grand_theft_auto grand_theft_auto_v grunting gta5 gta_5 gta_prostitute gta_v gtav hairy_pussy high_heels holding_hands holding_head hooker in_car leather_jacket legs lipstick marriage_ring michael_de_santa middle_aged_male moaning_in_pleasure no_condom no_panties no_panties_under_skirt offering_sex older_male_younger_female older_man_and_younger_girl older_man_and_younger_woman older_penetrating_younger paid paid_sex panties_removed paying prostitute prostitution pushing_head_down pussy pussy_hair red_skirt revealing_clothes revealing_clothing sex_for_money shameless slutty_clothing slutty_pose soliciting street streetwalker thick_ass thick_thighs thighs unprotected_sex video video_game video_games voyeur voyeur_pov window young_female
alleyway big_ass big_breasts big_butt big_penis big_thighs big_tits black_topwear blonde blonde_female blonde_hair blonde_hair_female blowjob blue_heels camera_view car cheating cheating_husband cheating_male clothed_sex consenting_female covering_pussy dirty_talk escort facial_expressions female_on_top female_pubic_hair flashing flashing_pussy gameplay gameplay_mechanics grand_theft_auto grand_theft_auto_v grunting gta5 gta_5 gta_v gtav hairy_pussy high_heels holding_hands holding_head hooker in_car leather_jacket legs lipstick marriage_ring michael_de_santa middle_aged_male moaning_in_pleasure no_condom no_panties no_panties_under_skirt offering_sex older_male_younger_female older_man_and_younger_girl older_man_and_younger_woman older_penetrating_younger paid paid_sex panties_removed paying prostitute prostitution pushing_head_down pussy pussy_hair red_skirt revealing_clothes revealing_clothing sex_for_money shameless slutty_clothing slutty_pose soliciting street streetwalker thick_ass thick_thighs thighs unprotected_sex video video_game video_games voyeur voyeur_pov window young_femalerngta_prostitute
alleyway big_ass big_breasts big_butt big_penis big_thighs big_tits black_topwear blonde blonde_female blonde_hair blonde_hair_female blowjob blue_heels camera_view car cheating cheating_husband cheating_male clothed_sex consenting_female covering_pussy dirty_talk escort facial_expressions female_on_top female_pubic_hair flashing flashing_pussy gameplay gameplay_mechanics grand_theft_auto grand_theft_auto_v grunting gta5 gta_5 gta_v gtav hairy_pussy high_heels holding_hands holding_head hooker in_car leather_jacket legs lipstick marriage_ring michael_de_santa middle_aged_male moaning_in_pleasure no_condom no_panties no_panties_under_skirt offering_sex older_male_younger_female older_man_and_younger_girl older_man_and_younger_woman older_penetrating_younger paid paid_sex panties_removed paying prostitute prostitution pushing_head_down pussy pussy_hair red_skirt revealing_clothes revealing_clothing sex_for_money shameless slutty_clothing slutty_pose soliciting street streetwalker thick_ass thick_thighs thighs unprotected_sex video video_game video_games voyeur voyeur_pov window young_femalerngta_prostitute
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2024 2boys ai_generated anonymous_artist arm_around_partner arm_around_shoulders arm_on_shoulder arm_wrapped_around_body backseat balls balls_grab beard beard_stubble beige_jacket beige_pants belt big_balls big_dick big_penis big_testicles bing_image_creator black_hair black_jacket black_pants black_suit body_hair boner bottomwear bright_colors bright_light brown_hair brown_jacket brown_pants brown_suit business_attire business_man business_suit businesswear buttoned_shirt car car_interior car_seat car_sex caress caressing_testicles caucasian caucasian_male chest_hair classic closed_eyes clothed clothed_male clothed_male_clothed_male clothed_masturbation clothed_sex clothes clothing collared collared_jacket collared_shirt colorful couple cravat day detailed detailed_background dick erect_penis erection exhibitionism facial_hair feet_out_of_frame formal formal_clothes formal_wear front_view full_beard gay genitals girthy_penis grabbing grabbing_balls grabbing_penis hand_on_penis hand_on_shoulder handjob hard_cock hard_on hard_penis hi_res high_resolution highres historical holding holding_balls holding_penis holding_testicles huge_balls huge_cock human human_male in_car indecent_exposure indoors inside inside_car interior jacket jacket_open leaning leaning_on_elbow light-skinned_male light_brown_hair light_hair light_skin light_skinned light_skinned_male lighting long-sleeved_shirt long_sleeves looking_at_another looking_at_partner looking_at_penis looking_down looking_to_the_side male male_focus male_on_male male_only males manly masculine mature mature_male middle_aged middle_aged_male middle_aged_man modern_setting moustache multiple_boys multiple_males necktie neutral_expression nostalgic novel_ai novelai oc oil oil_painting oil_painting_(artwork) open_bottomwear open_clothes open_clothing open_jacket open_pants open_shirt open_topwear original original_artwork original_character pale pale-skinned_male pale_skin pant pants penis penis_out penis_through_fly pinup poking_out portrait presenting presenting_penis public public_indecency shirt short_hair sitting sniffing spread_legs stubble suit suit_pants tall tall_male testicle_grab testicles thick_eyebrows thighs tie toned topwear touching_balls touching_penis touching_testicles traditional_art traditional_drawing_(artwork) traditional_media traditional_media_(artwork) trousers unbuttoned unbuttoned_shirt uncircumcised uncut undershirt unknown_artist unzipped unzipped_pants upper_body vintage vintage_clothing wallpaper watercolor watercolor_(artwork) watercolor_(medium) western western_art white_male white_shirt white_skin wrapped_around_another zipper
2024 2boys ai_generated anonymous_artist arm_around_partner arm_around_shoulders arm_on_shoulder arm_wrapped_around_body backseat balls balls_grab beard beard_stubble beige_jacket beige_pants belt big_balls big_dick big_penis big_testicles bing_image_creator black_hair black_jacket black_pants black_suit body_hair boner bottomwear bright_colors bright_light brown_hair brown_jacket brown_pants brown_suit business_attire business_man business_suit businesswear buttoned_shirt car car_interior car_seat car_sex caress caressing_testicles caucasian caucasian_male chest_hair classic closed_eyes clothed clothed_male clothed_male_clothed_male clothed_masturbation clothed_sex clothes clothing collared collared_jacket collared_shirt colorful couple cravat day detailed detailed_background dick erect_penis erection exhibitionism facial_hair feet_out_of_frame formal formal_clothes formal_wear front_view full_beard gay genitals girthy_penis grabbing grabbing_balls grabbing_penis hand_on_penis hand_on_shoulder handjob hard_cock hard_on hard_penis hi_res high_resolution highres historical holding holding_balls holding_penis holding_testicles huge_balls huge_cock human human_male in_car indecent_exposure indoors inside inside_car interior jacket jacket_open leaning leaning_on_elbow light-skinned_male light_brown_hair light_hair light_skin light_skinned light_skinned_male lighting long-sleeved_shirt long_sleeves looking_at_another looking_at_partner looking_at_penis looking_down looking_to_the_side male male_focus male_on_male male_only males manly masculine mature mature_male middle_aged middle_aged_male middle_aged_man modern_setting moustache multiple_boys multiple_males necktie neutral_expression nostalgic novel_ai novelai oc oil oil_painting oil_painting_(artwork) open_bottomwear open_clothes open_clothing open_jacket open_pants open_shirt open_topwear original original_artwork original_character pale pale-skinned_male pale_skin pant pants penis penis_out penis_through_fly pinup poking_out portrait presenting presenting_penis public public_indecency shirt short_hair sitting sniffing spread_legs stubble suit suit_pants tall tall_male testicle_grab testicles thick_eyebrows thighs tie toned topwear touching_balls touching_penis touching_testicles traditional_art traditional_drawing_(artwork) traditional_media traditional_media_(artwork) trousers unbuttoned unbuttoned_shirt uncircumcised uncut undershirt unknown_artist unzipped unzipped_pants upper_body vintage vintage_clothing wallpaper watercolor watercolor_(artwork) watercolor_(medium) western western_art white_male white_shirt white_skin wrapped_around_another zipper
ai_generated anal anal_sex anthro ass balls bara bara_tiddies bara_tits big_ass big_pecs cum cum_in_ass cum_inside cumming_from_anal_sex dilf gay gigantic_chest gigantic_pecs huge_chest huge_pecs human human_on_anthro large_pectorals looney_tunes male male_focus male_only man_boobs man_breasts massive_chest massive_pecs mature_male middle_aged_male moobs muscular muscular_male pecs rabbit sitting_on_penis spread_legs tom_ai walter_bunny yaoi
ai_generated anal anal_sex anthro ass balls bara bara_tiddies bara_tits big_ass big_pecs cum cum_in_ass cum_inside cumming_from_anal_sex dilf gay gigantic_chest gigantic_pecs huge_chest huge_pecs human human_on_anthro large_pectorals looney_tunes male male_focus male_only man_boobs man_breasts massive_chest massive_pecs mature_male middle_aged_male moobs muscular muscular_male pecs rabbit sitting_on_penis spread_legs tom_ai walter_bunny yaoi
ai_generated anal anal_sex anthro bara bara_tiddies bara_tits big_pecs cum cum_in_ass cum_inside cumming_from_anal_sex dilf gay gigantic_chest gigantic_pecs huge_chest huge_pecs human human_on_anthro large_pectorals looney_tunes male male_focus male_only man_boobs man_breasts massive_chest massive_pecs mature_male middle_aged_male moobs muscular muscular_male pecs rabbit spread_legs tom_ai walter_bunny yaoi
ai_generated anal anal_sex anthro bara bara_tiddies bara_tits big_pecs cum cum_in_ass cum_inside cumming_from_anal_sex dilf gay gigantic_chest gigantic_pecs huge_chest huge_pecs human human_on_anthro large_pectorals looney_tunes male male_focus male_only man_boobs man_breasts massive_chest massive_pecs mature_male middle_aged_male moobs muscular muscular_male pecs rabbit spread_legs tom_ai walter_bunny yaoi
after_oral ai_generated anthro bara bara_tiddies bara_tits big_chest big_pecs blush cum cum_in_mouth cumming_in_mouth dilf fur gay gigantic_chest gigantic_pecs huge_chest huge_pecs human human_on_anthro large_pectorals looney_tunes male male_focus male_only man_boobs man_breasts massive_chest massive_pecs mature_male middle_aged_male moobjob moobs muscular open_mouth pecjob pecs pecs_grab penis_between_pecs rabbit tom_ai walter_bunny yaoi
after_oral ai_generated anthro bara bara_tiddies bara_tits big_chest big_pecs blush cum cum_in_mouth cumming_in_mouth dilf fur gay gigantic_chest gigantic_pecs huge_chest huge_pecs human human_on_anthro large_pectorals looney_tunes male male_focus male_only man_boobs man_breasts massive_chest massive_pecs mature_male middle_aged_male moobjob moobs muscular open_mouth pecjob pecs pecs_grab penis_between_pecs rabbit tom_ai walter_bunny yaoi
ai_generated anthro bara bara_tiddies bara_tits big_chest big_pecs blush cum cum_in_mouth cumming_in_mouth dilf fur gay gigantic_chest gigantic_pecs huge_chest huge_pecs human human_on_anthro large_pectorals looney_tunes male male_focus male_only man_boobs man_breasts massive_chest massive_pecs mature_male middle_aged_male moobjob moobs muscular open_mouth oral oral_sex pecjob pecs pecs_grab penis_between_pecs rabbit sucking_penis tom_ai walter_bunny yaoi
ai_generated anthro bara bara_tiddies bara_tits big_chest big_pecs blush cum cum_in_mouth cumming_in_mouth dilf fur gay gigantic_chest gigantic_pecs huge_chest huge_pecs human human_on_anthro large_pectorals looney_tunes male male_focus male_only man_boobs man_breasts massive_chest massive_pecs mature_male middle_aged_male moobjob moobs muscular open_mouth oral oral_sex pecjob pecs pecs_grab penis_between_pecs rabbit sucking_penis tom_ai walter_bunny yaoi
adult_and_teenager after_rape age_difference bar_censor breasts broken_rape_victim brown_hair censored crying cum_in_pussy fertilization impregnation infirmary japanese_text love_live! love_live!_superstar!! middle_aged_male middle_aged_man nakadashi older_impregnating_younger older_male older_man_and_teenage_girl older_penetrating_younger on_back on_model penis pinned_down purple_eyes restrained scared schoolgirl shibuya_kanon socks sweat tagme teacher_and_student tears teenage_girl teenager text third-party_edit translation_request vaginal_penetration yopparai_oni younger_female
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biting_own_lip car clothed_masturbation masturbation middle_aged_male sniper_(team_fortress_2) sweating team_fortress_2
biting_own_lip car clothed_masturbation masturbation middle_aged_male sniper_(team_fortress_2) sweating team_fortress_2
abs ai_generated balls bara bara_tiddies big_penis chaoticpotatwo cum daddy erection gay male male_nipples male_only manly middle_aged_male muscular muscular_male nude original_character pecs pectorals penis tiddies
abs ai_generated balls bara bara_tiddies big_penis chaoticpotatwo cum daddy erection gay male male_nipples male_only manly middle_aged_male muscular muscular_male nude original_character pecs pectorals penis tiddies
2023 2boys aged_up anal anal_insertion anal_sex arm_hair bed_sheet bedding black_hair blonde_hair blush blush_lines canon_couple closed_eyes color colored craig_tucker craig_x_tweekrn crying crying_with_eyes_closed cuddle cuddling digital_drawing_(artwork) digital_media_(artwork) drool drooling english_text eyes_half_open eyes_mostly_closed gay gay_anal gay_sex grabbing_hair hair_grab half-closed_eyes hand_on_head happy heart hi_res high_resolution highres hug hugging implied_anal implied_sex laying_down laying_on_bed laying_on_stomach lying lying_down lying_on_back lying_on_stomach male male/male male_only meme meri_ny_ middle_aged middle_aged_couple middle_aged_male middle_aged_man on_bed open_mouth pale-skinned_male pale_skin pillow saliva sheet_grab short_hair simple_background smile smiling sometimes_like_this_also_like_that south_park south_park:_post_covid sweat sweatdrop sweating tear tears text tweek_tweak wholesome
2023 2boys aged_up anal anal_insertion anal_sex arm_hair bed_sheet bedding black_hair blonde_hair blush blush_lines canon_couple closed_eyes color colored craig_tucker craig_x_tweekrn crying crying_with_eyes_closed cuddle cuddling digital_drawing_(artwork) digital_media_(artwork) drool drooling english_text eyes_half_open eyes_mostly_closed gay gay_anal gay_sex grabbing_hair hair_grab half-closed_eyes hand_on_head happy heart hi_res high_resolution highres hug hugging implied_anal implied_sex laying_down laying_on_bed laying_on_stomach lying lying_down lying_on_back lying_on_stomach male male/male male_only meme meri_ny_ middle_aged middle_aged_couple middle_aged_male middle_aged_man on_bed open_mouth pale-skinned_male pale_skin pillow saliva sheet_grab short_hair simple_background smile smiling sometimes_like_this_also_like_that south_park south_park:_post_covid sweat sweatdrop sweating tear tears text tweek_tweak wholesome
being_ian digital_art dilf ken_kelley kitchen male/female middle_aged_male oc_x_canon open_mouth self_insert small_breasts young_adult_woman
being_ian digital_art dilf ken_kelley kitchen male/female middle_aged_male oc_x_canon open_mouth self_insert small_breasts young_adult_woman
2boys after_kiss anus ass balls before_anal before_sex blue_eyes blush couple drooling faggot freaky gay gay_kissing genitals green_eyes husband_and_husband joe_biden majkl/mike_stotch male male/male male_on_male male_only married_couple middle_aged_male necktie oc_x_canon old_man_yaoi original_character partially_clothed penis precum precum_drip pubic_hair reference_sheet russian_text self_harm_scars self_insert selfship semi-erect sock_suspenders socks south_park stephen_stotch sweat thighhighs tie toony wedding_ring yaoi
2boys after_kiss anus ass balls before_anal before_sex blue_eyes blush couple drooling faggot freaky gay gay_kissing genitals green_eyes husband_and_husband joe_biden majkl/mike_stotch male male/male male_on_male male_only married_couple middle_aged_male necktie oc_x_canon old_man_yaoi original_character partially_clothed penis precum precum_drip pubic_hair reference_sheet russian_text self_harm_scars self_insert selfship semi-erect sock_suspenders socks south_park stephen_stotch sweat thighhighs tie toony wedding_ring yaoi
aaside argonavis argonavis_from_bang_dream! blush collar half_dressed iryuu_kouga jacket_open kimi_ga_mita_suteeji_e kimisute leash leash_and_collar leashed light_brown_hair male male_only middle_aged_male middle_aged_man red_jacket syana
aaside argonavis argonavis_from_bang_dream! blush collar half_dressed iryuu_kouga jacket_open kimi_ga_mita_suteeji_e kimisute leash leash_and_collar leashed light_brown_hair male male_only middle_aged_male middle_aged_man red_jacket syana
1boy 1girls 2_panel_comic 2koma after_party age_difference alcohol alcohol_consumption alcoholic_beverage alcoholic_drink all_nighter arms_around_neck beer beer_mug big_breasts blonde_hair blonde_hair_female blush blushing_at_partner blushing_female breasts breasts_out brown_hair brown_hair_male busty busty_female celebrating celebration cheerful closed_eyes clothed comic comic_panel couple couple_sex deep_kiss deep_kissing dialogue drinking drunk_female drunk_sex english_dialogue english_text female hair_ornament hair_ornaments hands_behind_back hands_on_back hands_on_partner happy_female happy_male holding_each_other holding_mug holding_object holding_partner instant_loss instant_loss_2koma kafka_hibino kaiju_no.8 kikoru_shinomiya kissing late_night middle_aged middle_aged_male mug niui offscreen_character offscreen_character_speaking open_mouth party promotion rolled_sleeves rolled_up_shirt rolled_up_sleeves sensual shirt shoji sliding_door sliding_doors speech_bubble speech_bubbles text tits_out twintails twintails_(hairstyle) white_shirt wholesome wholesome_sex
1boy 1girls 2_panel_comic 2koma after_party age_difference alcohol alcohol_consumption alcoholic_beverage alcoholic_drink all_nighter arms_around_neck beer beer_mug big_breasts blonde_hair blonde_hair_female blush blushing_at_partner blushing_female breasts breasts_out brown_hair brown_hair_male busty busty_female celebrating celebration cheerful closed_eyes clothed comic comic_panel couple couple_sex deep_kiss deep_kissing dialogue drinking drunk_female drunk_sex english_dialogue english_text female hair_ornament hair_ornaments hands_behind_back hands_on_back hands_on_partner happy_female happy_male holding_each_other holding_mug holding_object holding_partner instant_loss instant_loss_2koma kafka_hibino kaiju_no.8 kikoru_shinomiya kissing late_night middle_aged middle_aged_male mug niui offscreen_character offscreen_character_speaking open_mouth party promotion rolled_sleeves rolled_up_shirt rolled_up_sleeves sensual shirt shoji sliding_door sliding_doors speech_bubble speech_bubbles text tits_out twintails twintails_(hairstyle) white_shirt wholesome wholesome_sex
bara beard big_penis boner erection groundskeeper_willie male male_only middle_aged_male muscles nude penis terminator the_simpsons
bara beard big_penis boner erection groundskeeper_willie male male_only middle_aged_male muscles nude penis terminator the_simpsons
07th_expansion 1boy bara blonde_hair blonde_hair_male blue_shirt blush bukkake closed_eyes cum cum_from_mouth cum_from_nose cum_on_face embarrassed face_closeup gay krauss_ushiromiya male male_only middle_aged middle_aged_male older_male solo sweat tagme tie umineko_no_naku_koro_ni whoa_uwu
07th_expansion 1boy bara blonde_hair blonde_hair_male blue_shirt blush bukkake closed_eyes cum cum_from_mouth cum_from_nose cum_on_face embarrassed face_closeup gay krauss_ushiromiya male male_only middle_aged middle_aged_male older_male solo sweat tagme tie umineko_no_naku_koro_ni whoa_uwu
07th_expansion 1boy blonde_hair blonde_hair_male blush bukkake closed_eyes cum cum_all_over cum_on_clothes cum_on_face embarrassed fully_clothed krauss_ushiromiya male male_only masculine middle_aged middle_aged_male older_male solo suit_and_tie sweat tagme umineko_no_naku_koro_ni wam wet_and_messy wet_clothes whoa_uwu
07th_expansion 1boy blonde_hair blonde_hair_male blush bukkake closed_eyes cum cum_all_over cum_on_clothes cum_on_face embarrassed fully_clothed krauss_ushiromiya male male_only masculine middle_aged middle_aged_male older_male solo suit_and_tie sweat tagme umineko_no_naku_koro_ni wam wet_and_messy wet_clothes whoa_uwu
07th_expansion bara blush bow_tie bowtie crying cum cum_from_mouth cum_from_nose disgusted face_closeup fully_clothed gay green_hair green_hair_male male_only middle_aged middle_aged_male nonconsensual older_male scared servant solo sweat tentacle tentacle_on_male tentacle_rape toshiro_gohda umineko_no_naku_koro_ni whoa_uwu
07th_expansion bara blush bow_tie bowtie crying cum cum_from_mouth cum_from_nose disgusted face_closeup fully_clothed gay green_hair green_hair_male male_only middle_aged middle_aged_male nonconsensual older_male scared servant solo sweat tentacle tentacle_on_male tentacle_rape toshiro_gohda umineko_no_naku_koro_ni whoa_uwu
07th_expansion 1boy bara blush bow_tie confused cum cum_on_clothes cum_on_hand embarrassed fully_clothed gay green_hair green_hair_male handjob male male_only middle_aged middle_aged_male no_visible_genitalia older_male servant sketch sweat tagme toshiro_gohda tuxedo umineko_no_naku_koro_ni white_background whoa_uwu
07th_expansion 1boy bara blush bow_tie confused cum cum_on_clothes cum_on_hand embarrassed fully_clothed gay green_hair green_hair_male handjob male male_only middle_aged middle_aged_male no_visible_genitalia older_male servant sketch sweat tagme toshiro_gohda tuxedo umineko_no_naku_koro_ni white_background whoa_uwu
bald_man bara bill_dauterive blush censored chest_hair chubby embarrassed face_closeup gay king_of_the_hill male male/male male_only middle_aged middle_aged_male older_male penis penis_on_lips sweat tagme white_background whoa_uwu
bald_man bara bill_dauterive blush censored chest_hair chubby embarrassed face_closeup gay king_of_the_hill male male/male male_only middle_aged middle_aged_male older_male penis penis_on_lips sweat tagme white_background whoa_uwu
07th_expansion 1boy arms_bound black_hair black_hair_male bondage bound bunny_boy bunny_ears_(cosmetic) chastity_belt collar fully_clothed male male_only masculine middle_aged middle_aged_male older_male rudolf_ushiromiya solo spread_legs suit_and_tie sweat tagme tie_in_mouth umineko_no_naku_koro_ni w.i.t? white_background whoa_uwu
07th_expansion 1boy arms_bound black_hair black_hair_male bondage bound bunny_boy bunny_ears_(cosmetic) chastity_belt collar fully_clothed male male_only masculine middle_aged middle_aged_male older_male rudolf_ushiromiya solo spread_legs suit_and_tie sweat tagme tie_in_mouth umineko_no_naku_koro_ni w.i.t? white_background whoa_uwu
07th_expansion 1boy arms_bound blonde_hair blonde_hair_male bondage bound cat_ears_hairband disgusted fully_clothed gag krauss_ushiromiya male male_only middle_aged middle_aged_male mouth_gag older_male sweat tagme umineko_no_naku_koro_ni whoa_uwu
07th_expansion 1boy arms_bound blonde_hair blonde_hair_male bondage bound cat_ears_hairband disgusted fully_clothed gag krauss_ushiromiya male male_only middle_aged middle_aged_male mouth_gag older_male sweat tagme umineko_no_naku_koro_ni whoa_uwu
bara bill_dauterive blush closed_eyes french_kiss french_kissing fully_clothed gay hank_hill holding_hands king_of_the_hill kissing male male/male male_only middle_aged middle_aged_male sweat tagme whoa_uwu
bara bill_dauterive blush closed_eyes french_kiss french_kissing fully_clothed gay hank_hill holding_hands king_of_the_hill kissing male male/male male_only middle_aged middle_aged_male sweat tagme whoa_uwu
bandai_namco bara beard bulge clothing daddy dilf english_text kaysuo male male_nipples male_only manly mature_male middle_aged middle_aged_male middle_aged_man muscular_male nipples older_male solo solo_male tekken tekken_8 text tight_clothing victor_chevalier
bandai_namco bara beard bulge clothing daddy dilf english_text kaysuo male male_nipples male_only manly mature_male middle_aged middle_aged_male middle_aged_man muscular_male nipples older_male solo solo_male tekken tekken_8 text tight_clothing victor_chevalier
1boy 2024 2d 2d_(artwork) 2d_artwork 5_fingers abs absurd_res absurdres adult adult_male arm_scar aviator_glasses aviator_sunglasses background bara bara_tiddies bara_tits barazoku beard belly_button belt black_bottomwear black_pants blood_on_knife blood_stain bloody_knife blumhouse_productions body_hair body_markings body_scars bottomwear brown_belt brown_clothing brown_shirt brown_topwear bulge call_me_gesture chest_hair daddy digital_art digital_drawing digital_media digital_painting dilf ear_blush exposed_pecs exposed_torso eye_bags eyebags eyewear facial_hair fingerprint five_nights_at_freddy's five_nights_at_freddy's_(film) flat_color flat_colors front_view gesture glasses goatee grabbing grey_bottomwear grey_hair grey_pants greying_hair hairy_pecs hand_gesture high_quality high_resolution highres horror horror_(theme) human human_focus human_only kitchen_knife knife knife_on_hand light-skinned_male light_skin long_sleeve_shirt long_sleeves looking_at_viewer male male_focus male_nipples male_only male_underwear matthew_lillard mature_male mature_man messy_hair middle_aged middle_aged_male middle_aged_man mischievous mischievous_smile motion_lines moustache muscular muscular_male name_on_clothing nipples nose_blush one_eye_half-closed open_clothes open_clothing open_eyes open_mouth open_shirt open_smile open_topwear pale-skinned_male pale_skin partially_clothed pecs pectorals pubes pubes_exposed pubic_hair pubic_hair_peek purple_background purple_eyes purple_iris purple_underwear red_tongue rolled_up_sleeves scars scars_on_arm scars_on_chest seductive seductive_eyes seductive_look seductive_mouth seductive_smile shaka_sign side_part_hair simple_background six_pack sleeves_rolled_up smile smiling smiling_at_viewer solo solo_focus solo_male soynutts spiral steve_raglan teasing text_on_underwear thick_eyebrows tongue tongue_out topwear two_tone_background unbuckled_belt unbuttoned unbuttoned_pants unbuttoned_shirt underwear universal_studios v-line white_frame white_pupils white_sclera white_teeth wide_eyed william_afton william_afton_(film) wrinkles
1boy 2024 2d 2d_(artwork) 2d_artwork 5_fingers abs absurd_res absurdres adult adult_male arm_scar aviator_glasses aviator_sunglasses background bara bara_tiddies bara_tits barazoku beard belly_button belt black_bottomwear black_pants blood_on_knife blood_stain bloody_knife blumhouse_productions body_hair body_markings body_scars bottomwear brown_belt brown_clothing brown_shirt brown_topwear bulge call_me_gesture chest_hair daddy digital_art digital_drawing digital_media digital_painting dilf ear_blush exposed_pecs exposed_torso eye_bags eyebags eyewear facial_hair fingerprint five_nights_at_freddy's five_nights_at_freddy's_(film) flat_color flat_colors front_view gesture glasses goatee grabbing grey_bottomwear grey_hair grey_pants greying_hair hairy_pecs hand_gesture high_quality high_resolution highres horror horror_(theme) human human_focus human_only kitchen_knife knife knife_on_hand light-skinned_male light_skin long_sleeve_shirt long_sleeves looking_at_viewer male male_focus male_nipples male_only male_underwear matthew_lillard mature_male mature_man messy_hair middle_aged middle_aged_male middle_aged_man mischievous mischievous_smile motion_lines moustache muscular muscular_male name_on_clothing nipples nose_blush one_eye_half-closed open_clothes open_clothing open_eyes open_mouth open_shirt open_smile open_topwear pale-skinned_male pale_skin partially_clothed pecs pectorals pubes pubes_exposed pubic_hair pubic_hair_peek purple_background purple_eyes purple_iris purple_underwear red_tongue rolled_up_sleeves scars scars_on_arm scars_on_chest seductive seductive_eyes seductive_look seductive_mouth seductive_smile shaka_sign side_part_hair simple_background six_pack sleeves_rolled_up smile smiling smiling_at_viewer solo solo_focus solo_male soynutts spiral steve_raglan teasing text_on_underwear thick_eyebrows tongue tongue_out topwear two_tone_background unbuckled_belt unbuttoned unbuttoned_pants unbuttoned_shirt underwear universal_studios v-line white_frame white_pupils white_sclera white_teeth wide_eyed william_afton william_afton_(film) wrinkles
1boy 2023 abs almost_naked almost_nude arm_behind_head aviator_sunglasses background barely_clothed beard bedroom_eyes big_pecs blumhouse_productions body_hair body_markings body_scars chest_hair clenched_teeth daddy detailed_background digital_drawing_(artwork) digital_media_(artwork) dilf english_text erect_nipples erect_penis erection erection_under_clothes erection_under_clothing eyewear fingernails five_nights_at_freddy's five_nights_at_freddy's_(film) fnaf gay glasses grabbing_object grabbing_own_penis grey_hair greying_hair horny horny_male human leg_hair looking_at_viewer lustful_gaze male male_focus male_only matthew_lillard mature mature_male middle_aged middle_aged_male middle_aged_man muscles muscular muscular_male name_on_clothing naughty_face naughty_smile neck_scar necktie neckwear nipples object_in_hand office open_shirt open_topwear pecs penis_outline precum_through_clothing precum_through_underwear pubes pubic_hait purple_underwear scars shirt_around_neck short_hair sitting sitting_on_chair six_pack smile smiling_at_viewer soynutts steve_raglan striped_clothes striped_clothing striped_necktie striped_shirt striped_tie striped_topwear telephone tie unbuttoned_shirt underwear undressed undressing universal_studios william_afton william_afton_(film) workplace
1boy 2023 abs almost_naked almost_nude arm_behind_head aviator_sunglasses background barely_clothed beard bedroom_eyes big_pecs blumhouse_productions body_hair body_markings body_scars chest_hair clenched_teeth daddy detailed_background digital_drawing_(artwork) digital_media_(artwork) dilf english_text erect_nipples erect_penis erection erection_under_clothes erection_under_clothing eyewear fingernails five_nights_at_freddy's five_nights_at_freddy's_(film) fnaf gay glasses grabbing_object grabbing_own_penis grey_hair greying_hair horny horny_male human leg_hair looking_at_viewer lustful_gaze male male_focus male_only matthew_lillard mature mature_male middle_aged middle_aged_male middle_aged_man muscles muscular muscular_male name_on_clothing naughty_face naughty_smile neck_scar necktie neckwear nipples object_in_hand office open_shirt open_topwear pecs penis_outline precum_through_clothing precum_through_underwear pubes pubic_hait purple_underwear scars shirt_around_neck short_hair sitting sitting_on_chair six_pack smile smiling_at_viewer soynutts steve_raglan striped_clothes striped_clothing striped_necktie striped_shirt striped_tie striped_topwear telephone tie unbuttoned_shirt underwear undressed undressing universal_studios william_afton william_afton_(film) workplace