Castiel best from all time

Time frame

Tags

Castiel

3boys abs actor anal anal_penetration anal_sex angel balls bara big_penis blowjob blowjob_face bottomless brothers brown_hair car car_seat car_sex castiel castiel_(supernatural) caucasian caucasian_male celebrity chest_tattoo clothed_male_nude_male cmnm cock_gobble cock_hungry cum_dripping_down_chin cum_hungry cum_in_mouth cum_on_face dean_winchester deep_penetration drawnpr0n erect_nipples erect_while_penetrated erection fellatio gay gay_sex giving_head going_down_on hairy_legs hand_behind_head holding_penis huge_cock human human_only in_car in_character jared_padalecki jensen_ackles knob_polishing large_penis leg_grab legs_held_open light-skinned_male light_skin male male_only male_penetrated misha_collins muscular muscular_male necktie nude nude_male oral oral_sex orgasm_face orgasm_from_oral pecs penis penis_in_ass penis_in_mouth penis_size_difference perineum playing_skinflute retracted_foreskin sam_winchester shirt shirt_only spitroast spread_legs supernatural supernatural_(series) taint tattoos testicles thighs threesome uncensored wincestiel yaoi
3boys abs actor anal anal_penetration anal_sex angel balls bara big_penis blowjob blowjob_face bottomless brothers brown_hair car car_seat car_sex castiel castiel_(supernatural) caucasian caucasian_male celebrity chest_tattoo clothed_male_nude_male cmnm cock_gobble cock_hungry cum_dripping_down_chin cum_hungry cum_in_mouth cum_on_face dean_winchester deep_penetration drawnpr0n erect_nipples erect_while_penetrated erection fellatio gay gay_sex giving_head going_down_on hairy_legs hand_behind_head holding_penis huge_cock human human_only in_car in_character jared_padalecki jensen_ackles knob_polishing large_penis leg_grab legs_held_open light-skinned_male light_skin male male_only male_penetrated misha_collins muscular muscular_male necktie nude nude_male oral oral_sex orgasm_face orgasm_from_oral pecs penis penis_in_ass penis_in_mouth penis_size_difference perineum playing_skinflute retracted_foreskin sam_winchester shirt shirt_only spitroast spread_legs supernatural supernatural_(series) taint tattoos testicles thighs threesome uncensored wincestiel yaoi
2boys actor anal anal_penetration anal_sex angel angel_wings bara black_hair black_wings brown_hair castiel celebrity chest_tattoo closed_eyes cum cum_drip cum_dripping dean_winchester elevated_hips erect_nipples erect_penis feathered_wings gay gay_anal gay_sex hand_print handprint humansub in_character jensen_ackles legs_held_open legs_over_partner's_hips light_skin looking_pleasured male male/male male_only male_penetrated male_penetrating male_penetrating_male misha_collins missionary_position mouth_open necklace nude occult_symbol open_mouth orgasm orgasm_face penis pentagram precum_drip realistic receiving_on_back supernatural_(series) tagme tattoo yaoi
2boys actor anal anal_penetration anal_sex angel angel_wings bara black_hair black_wings brown_hair castiel celebrity chest_tattoo closed_eyes cum cum_drip cum_dripping dean_winchester elevated_hips erect_nipples erect_penis feathered_wings gay gay_anal gay_sex hand_print handprint humansub in_character jensen_ackles legs_held_open legs_over_partner's_hips light_skin looking_pleasured male male/male male_only male_penetrated male_penetrating male_penetrating_male misha_collins missionary_position mouth_open necklace nude occult_symbol open_mouth orgasm orgasm_face penis pentagram precum_drip realistic receiving_on_back supernatural_(series) tagme tattoo yaoi
2boys abs anal_penetration anal_sex anus ass bed blonde blonde_hair blush brown_eyes castiel censor_bar clothed_male_nude_male cmnm detailed_background ear_piercing earrings eyes_closed femboy gay hand_on_ass human human_only leg_grab looking_at_partner male male_only multiple_boys multiple_males muscles muscular muscular_male my_candy_love nathaniel naughty_face painted_fingernails pants_down penetration penis_out pointless_censoring posters red_hair sex sitting_on_penis smile spread_legs topless yaoi
2boys abs anal_penetration anal_sex anus ass bed blonde blonde_hair blush brown_eyes castiel censor_bar clothed_male_nude_male cmnm detailed_background ear_piercing earrings eyes_closed femboy gay hand_on_ass human human_only leg_grab looking_at_partner male male_only multiple_boys multiple_males muscles muscular muscular_male my_candy_love nathaniel naughty_face painted_fingernails pants_down penetration penis_out pointless_censoring posters red_hair sex sitting_on_penis smile spread_legs topless yaoi
3boys actor anal anal_sex angel artist_signature ass balls ballsack bara beard biceps blush brothers brown_hair car castiel castiel_(supernatural) celebrity closed_eyes clothed clothing cum cum_in_ass cum_inside cum_leaking cum_on_balls cum_on_clothes cum_on_penis cumshot dean_winchester double_penetration erect_penis erection facial_hair friskypigeon gay gay_anal gay_sex grabbing_head hairy_legs holding_partner human in_car incest jared_padalecki jensen_ackles licking_neck light-skinned_male light_skin long_hair male male/male male/male/male male_only male_penetrated male_penetrating male_penetrating_male misha_collins muscular muscular_male orgasm orgasm_face penetration penile_penetration penis penis_in_ass plaid_shirt pleasure_face pubic_hair sam_winchester sex shirt shivering socks stretching_legs supernatural_(series) sweat sweatdrop sweating t-shirt threesome tongue trenchcoat trio yaoi
3boys actor anal anal_sex angel artist_signature ass balls ballsack bara beard biceps blush brothers brown_hair car castiel castiel_(supernatural) celebrity closed_eyes clothed clothing cum cum_in_ass cum_inside cum_leaking cum_on_balls cum_on_clothes cum_on_penis cumshot dean_winchester double_penetration erect_penis erection facial_hair friskypigeon gay gay_anal gay_sex grabbing_head hairy_legs holding_partner human in_car incest jared_padalecki jensen_ackles licking_neck light-skinned_male light_skin long_hair male male/male male/male/male male_only male_penetrated male_penetrating male_penetrating_male misha_collins muscular muscular_male orgasm orgasm_face penetration penile_penetration penis penis_in_ass plaid_shirt pleasure_face pubic_hair sam_winchester sex shirt shivering socks stretching_legs supernatural_(series) sweat sweatdrop sweating t-shirt threesome tongue trenchcoat trio yaoi
2boys 2d 2d_animation abs anal anal_sex animated ass balls bara biceps big_balls big_penis castiel castiel_(supernatural) cum daddy dean_winchester dilf dominant dominant_male domination erection gay gay_anal gay_domination gay_sex genital_fluids jensen_ackles male male/male male_nipples male_only male_penetrated male_penetrating_male manly mature_male misha_collins mp4 muscular_male nipples nude orgasm pecs penetration penis sex supernatural_(series) tagme thefleethall video
2boys 2d 2d_animation abs anal anal_sex animated ass balls bara biceps big_balls big_penis castiel castiel_(supernatural) cum daddy dean_winchester dilf dominant dominant_male domination erection gay gay_anal gay_domination gay_sex genital_fluids jensen_ackles male male/male male_nipples male_only male_penetrated male_penetrating_male manly mature_male misha_collins mp4 muscular_male nipples nude orgasm pecs penetration penis sex supernatural_(series) tagme thefleethall video
2_panel_comic 2boys abs ahe_gao anal anal_penetration anal_sex balls ballsack bara beard biceps blue brown_hair castiel castiel_(supernatural) chest_tattoo comic completely_nude cum cumming cumming_from_anal_sex cumshot dean_winchester dialogue english_text erect_penis erection facial_hair gay gay_anal gay_sex instant_loss_2koma intense_sex jensen_ackles looking_pleasured male male/male male_only misha_collins muscular muscular_male naked naked_male nipples nude nude_male occult_symbol orgasm orgasm_face pecs penetration pentagram pleasure_face sex speech_bubble standing_sex supernatural_(series) sweat sweatdrop sweating tattoo tattooed_chest text thinking tie tongue tongue_out trenchcoat uncensored yaoi yumilbo
2_panel_comic 2boys abs ahe_gao anal anal_penetration anal_sex balls ballsack bara beard biceps blue brown_hair castiel castiel_(supernatural) chest_tattoo comic completely_nude cum cumming cumming_from_anal_sex cumshot dean_winchester dialogue english_text erect_penis erection facial_hair gay gay_anal gay_sex instant_loss_2koma intense_sex jensen_ackles looking_pleasured male male/male male_only misha_collins muscular muscular_male naked naked_male nipples nude nude_male occult_symbol orgasm orgasm_face pecs penetration pentagram pleasure_face sex speech_bubble standing_sex supernatural_(series) sweat sweatdrop sweating tattoo tattooed_chest text thinking tie tongue tongue_out trenchcoat uncensored yaoi yumilbo
anal car_interior castiel castiel_(supernatural) dean_winchester drawnpr0n gay male male_only penis sam_winchester supernatural supernatural_(series) threesome yaoi
anal car_interior castiel castiel_(supernatural) dean_winchester drawnpr0n gay male male_only penis sam_winchester supernatural supernatural_(series) threesome yaoi
2boys actor anal anal_penetration angel animated artist_name ballerina_position bisexual_male blue_background blush brown_hair castiel castiel_(supernatural) celebrity color cum cum_drip cum_dripping cum_leaking dean_winchester destiel english_text erect_penis erect_while_penetrated eyes_closed gay gay_sex grunting holding_partner human in_character jensen_ackles leg_in_air male male_only misha_collins moaning motion_lines mp4 muscular muscular_male nude nude_male rough_sex shaved_crotch smiling sound speech_bubble spread_legs standing_sex supernatural_(series) video wererdraws yaoi
2boys actor anal anal_penetration angel animated artist_name ballerina_position bisexual_male blue_background blush brown_hair castiel castiel_(supernatural) celebrity color cum cum_drip cum_dripping cum_leaking dean_winchester destiel english_text erect_penis erect_while_penetrated eyes_closed gay gay_sex grunting holding_partner human in_character jensen_ackles leg_in_air male male_only misha_collins moaning motion_lines mp4 muscular muscular_male nude nude_male rough_sex shaved_crotch smiling sound speech_bubble spread_legs standing_sex supernatural_(series) video wererdraws yaoi
1boy absurd_res anthro black_penis blush bottomwear castiel clothing cobra dark-skinned_femboy dark-skinned_male dark_body dark_skin digital_media_(artwork) femboy fishnet fishnet_topwear genitals girly hair hi_res horn jacket legwear male nipples penis reptile rubber scalie shaded shorts shudayuda smile smiling_at_viewer snake snake_hood solo tights topwear torn_clothing white_hair yellow_eyes
1boy absurd_res anthro black_penis blush bottomwear castiel clothing cobra dark-skinned_femboy dark-skinned_male dark_body dark_skin digital_media_(artwork) femboy fishnet fishnet_topwear genitals girly hair hi_res horn jacket legwear male nipples penis reptile rubber scalie shaded shorts shudayuda smile smiling_at_viewer snake snake_hood solo tights topwear torn_clothing white_hair yellow_eyes
3boys 3males abs actor anal anal_penetration anal_sex angel balls bara barazoku big_penis blowjob blowjob_face bottomless brothers brown_hair car car_seat car_sex castiel castiel_(supernatural) caucasian caucasian_male celebrity chest_tattoo clothed_male_nude_male cmnm cock_gobble cock_hungry cum cum_dripping_down_chin cum_hungry cum_in_mouth cum_on_face dean_winchester deep_penetration drawnpr0n erect_nipples erect_while_penetrated erection fellatio gay gay_sex giving_head going_down_on hairy_legs hand_behind_head holding_penis huge_cock human human_only in_car in_character jared_padalecki jensen_ackles knob_polishing large_penis leg_grab legs_held_open light-skinned_male light_skin long_hair long_hair_male male male_only male_penetrated misha_collins muscular muscular_male necktie nude nude_male oral oral_sex orgasm_face orgasm_from_oral pecs penetration penis penis_in_ass penis_in_mouth penis_size_difference perineum playing_skinflute retracted_foreskin sam_winchester shirt shirt_only spitroast spread_legs supernatural supernatural_(series) taint tattoos testicles thighs threesome uncensored wincestiel yaoi
3boys 3males abs actor anal anal_penetration anal_sex angel balls bara barazoku big_penis blowjob blowjob_face bottomless brothers brown_hair car car_seat car_sex castiel castiel_(supernatural) caucasian caucasian_male celebrity chest_tattoo clothed_male_nude_male cmnm cock_gobble cock_hungry cum cum_dripping_down_chin cum_hungry cum_in_mouth cum_on_face dean_winchester deep_penetration drawnpr0n erect_nipples erect_while_penetrated erection fellatio gay gay_sex giving_head going_down_on hairy_legs hand_behind_head holding_penis huge_cock human human_only in_car in_character jared_padalecki jensen_ackles knob_polishing large_penis leg_grab legs_held_open light-skinned_male light_skin long_hair long_hair_male male male_only male_penetrated misha_collins muscular muscular_male necktie nude nude_male oral oral_sex orgasm_face orgasm_from_oral pecs penetration penis penis_in_ass penis_in_mouth penis_size_difference perineum playing_skinflute retracted_foreskin sam_winchester shirt shirt_only spitroast spread_legs supernatural supernatural_(series) taint tattoos testicles thighs threesome uncensored wincestiel yaoi
2boys actor angel angel_wings artist_signature bara black_hair black_wings blonde_hair castiel castiel_(supernatural) celebrity chest_tattoo completely_nude cuddling dean_winchester feathers gay handprint holding_partner in_bed in_character jensen_ackles light_skin looking_at_partner loving_embrace male male/male male_only misha_collins naked naked_male necklace nipples nude nude_male occult_symbol pentagram romantic supernatural supernatural_(series) tagme tattoo uncensored yaoi
2boys actor angel angel_wings artist_signature bara black_hair black_wings blonde_hair castiel castiel_(supernatural) celebrity chest_tattoo completely_nude cuddling dean_winchester feathers gay handprint holding_partner in_bed in_character jensen_ackles light_skin looking_at_partner loving_embrace male male/male male_only misha_collins naked naked_male necklace nipples nude nude_male occult_symbol pentagram romantic supernatural supernatural_(series) tagme tattoo uncensored yaoi
2boys airagorncharda anal_penetration anal_sex angel black_hair blonde_hair blue_eyes brown_hair castiel castiel_(supernatural) censored closed_eyes color cum_while_penetrated cupping_balls dean_winchester embarrassment english_text feet flaccid funny gay green_eyes head_down_ass_up holding_head humor jensen_ackles kissing_neck male male_only mating_press misha_collins mouth_open multiple_males nude orgasm_face penis pillow_grab pointless_censoring speech_bubble supernatural supernatural_(series) uncut wide_eyed yaoi
2boys airagorncharda anal_penetration anal_sex angel black_hair blonde_hair blue_eyes brown_hair castiel castiel_(supernatural) censored closed_eyes color cum_while_penetrated cupping_balls dean_winchester embarrassment english_text feet flaccid funny gay green_eyes head_down_ass_up holding_head humor jensen_ackles kissing_neck male male_only mating_press misha_collins mouth_open multiple_males nude orgasm_face penis pillow_grab pointless_censoring speech_bubble supernatural supernatural_(series) uncut wide_eyed yaoi
2boys anal anal_sex ass ass_grab ass_up bed bed_sheet bedroom bite_mark blonde_hair bruise castiel dialogue duo ear_piercing english_text eyebrow_piercing gay grabbing human male male/male male_only multiple_boys multiple_males my_candy_love naked nathaniel nude penetration red_hair sex text underwear yaoi
2boys anal anal_sex ass ass_grab ass_up bed bed_sheet bedroom bite_mark blonde_hair bruise castiel dialogue duo ear_piercing english_text eyebrow_piercing gay grabbing human male male/male male_only multiple_boys multiple_males my_candy_love naked nathaniel nude penetration red_hair sex text underwear yaoi
2boys actor after_anal after_orgasm after_sex anal_fingering anal_fluid angel arm_around_shoulder arm_hair artist_name artist_signature ass ass_grab balls ballsack bara black_hair body_freckles brown_hair castiel castiel_(supernatural) celebrity chest_hair closed_eyes completely_nude couple cuddling cum_in_ass cum_inside dark_hair dean_winchester duo facial_hair feet feet_out_of_frame fingering fluffyells freckles gay gay_sex grabbing_ass gradient_background highres human in_character intimate jensen_ackles kissing kissing_nose light_skin light_skinned_male lying lying_down male male/male male_focus male_only mature_male misha_collins multiple_boys naked naked_male nipples nude nude_male romantic short_hair spread_legs stubble supernatural_(series) supernatural_(tv_series) testicles yaoi
2boys actor after_anal after_orgasm after_sex anal_fingering anal_fluid angel arm_around_shoulder arm_hair artist_name artist_signature ass ass_grab balls ballsack bara black_hair body_freckles brown_hair castiel castiel_(supernatural) celebrity chest_hair closed_eyes completely_nude couple cuddling cum_in_ass cum_inside dark_hair dean_winchester duo facial_hair feet feet_out_of_frame fingering fluffyells freckles gay gay_sex grabbing_ass gradient_background highres human in_character intimate jensen_ackles kissing kissing_nose light_skin light_skinned_male lying lying_down male male/male male_focus male_only mature_male misha_collins multiple_boys naked naked_male nipples nude nude_male romantic short_hair spread_legs stubble supernatural_(series) supernatural_(tv_series) testicles yaoi
2boys actor anal anal_sex angel artist_signature ass ass_grab balls ballsack bara beard beard_stubble black_hair blush brown_hair car castiel castiel_(supernatural) celebrity closed_eyes condom cowgirl_position dean_winchester dialogue duo gay gay_anal gay_sex half-dressed half_naked human in_car in_character jensen_ackles light-skinned_male looking_at_partner's_penis looking_at_penis looking_back looking_pleasured male_only male_penetrated male_penetrating male_penetrating_male misha_collins muscular muscular_male penetration penile_penetration penis penis_in_ass pleasure_face safe_sex sex speech_bubble spread_legs stubble supernatural_(series) t-shirt text text_bubble tree trees trenchcoat umikochannart yaoi
2boys actor anal anal_sex angel artist_signature ass ass_grab balls ballsack bara beard beard_stubble black_hair blush brown_hair car castiel castiel_(supernatural) celebrity closed_eyes condom cowgirl_position dean_winchester dialogue duo gay gay_anal gay_sex half-dressed half_naked human in_car in_character jensen_ackles light-skinned_male looking_at_partner's_penis looking_at_penis looking_back looking_pleasured male_only male_penetrated male_penetrating male_penetrating_male misha_collins muscular muscular_male penetration penile_penetration penis penis_in_ass pleasure_face safe_sex sex speech_bubble spread_legs stubble supernatural_(series) t-shirt text text_bubble tree trees trenchcoat umikochannart yaoi
2boys actor angel artist_name artist_signature ass back_muscles bara beard_stubble black_hair brown_hair castiel castiel_(supernatural) celebrity closed_eyes cum dark_hair dean_winchester duo facial_hair gay gay_sex grabbing_penis half-dressed half_naked handjob handprint human in_character ioannushka jensen_ackles jerking jerking_off kissing kissing kneeling light-skinned_male light_skin male male/male male_only masturbating masturbation misha_collins muscles muscular muscular_male necktie open_shirt pants pants_down penis_grab sex shirt shirtless shirtless_male shoes spread_legs stubble supernatural_(series) tie trenchcoat yaoi
2boys actor angel artist_name artist_signature ass back_muscles bara beard_stubble black_hair brown_hair castiel castiel_(supernatural) celebrity closed_eyes cum dark_hair dean_winchester duo facial_hair gay gay_sex grabbing_penis half-dressed half_naked handjob handprint human in_character ioannushka jensen_ackles jerking jerking_off kissing kissing kneeling light-skinned_male light_skin male male/male male_only masturbating masturbation misha_collins muscles muscular muscular_male necktie open_shirt pants pants_down penis_grab sex shirt shirtless shirtless_male shoes spread_legs stubble supernatural_(series) tie trenchcoat yaoi
2boys actor after_ejaculation angel bara beard_stubble biceps black_hair blue_necktie brown_hair castiel castiel_(supernatural) celebrity chest_hair clothed clothed_male_nude_male clothes_lift clothing completely_nude cowboy_shot cum cum_on_penis dean_winchester duo english_text facial_hair gay gay_sex grabbing_penis handjob highres human in_character ioannushka jensen_ackles kissing kissing_neck lifted_by_self looking_pleasured male male/male male_focus male_only masturbating masturbation mature_male midriff misha_collins multiple_boys muscles muscular muscular_male naked naked_male navel_hair necktie nude nude_male pants pants_open penis penis_grab plaid_shirt reach-around sex shirt_lift short_hair sitting sitting_on_person stubble supernatural_(series) text uncensored yaoi
2boys actor after_ejaculation angel bara beard_stubble biceps black_hair blue_necktie brown_hair castiel castiel_(supernatural) celebrity chest_hair clothed clothed_male_nude_male clothes_lift clothing completely_nude cowboy_shot cum cum_on_penis dean_winchester duo english_text facial_hair gay gay_sex grabbing_penis handjob highres human in_character ioannushka jensen_ackles kissing kissing_neck lifted_by_self looking_pleasured male male/male male_focus male_only masturbating masturbation mature_male midriff misha_collins multiple_boys muscles muscular muscular_male naked naked_male navel_hair necktie nude nude_male pants pants_open penis penis_grab plaid_shirt reach-around sex shirt_lift short_hair sitting sitting_on_person stubble supernatural_(series) text uncensored yaoi
2boys angel bara bdsm black_and_white black_background bondage castiel castiel_(supernatural) chained chains closed_eyes colorless dean_winchester from_behind gay hand_in_pants handjob head_tilt hug human human_only jensen_ackles looking_pleasured loving_embrace male male/male male_only masturbating masturbation misha_collins monochrome pants pants_open restrained romantic shirtless standing standing_position supernatural supernatural_(series) tagme tied_up uncensored yaoi
2boys angel bara bdsm black_and_white black_background bondage castiel castiel_(supernatural) chained chains closed_eyes colorless dean_winchester from_behind gay hand_in_pants handjob head_tilt hug human human_only jensen_ackles looking_pleasured loving_embrace male male/male male_only masturbating masturbation misha_collins monochrome pants pants_open restrained romantic shirtless standing standing_position supernatural supernatural_(series) tagme tied_up uncensored yaoi
2boys anal anal_sex basketball castiel gay gym male male_only my_candy_love nathaniel pants_down sex yaoi
2boys anal anal_sex basketball castiel gay gym male male_only my_candy_love nathaniel pants_down sex yaoi
2boys abs actor anal anal_penetration anal_sex angel animated ass balls ballsack bara biceps blush brown_hair castiel castiel_(supernatural) celebrity closed_eyes cum cum_drip cum_dripping dean_winchester english_text gay gay_sex holding_partner in_character jensen_ackles light-skinned_male looking_pleasured male male/male male_focus male_only misha_collins muscular muscular_male naked naked_male nipples nude nude_male pecs penetration penis sex speech_bubble spread_legs supernatural_(series) uncensored veiny_penis wererdraws yaoi
2boys abs actor anal anal_penetration anal_sex angel animated ass balls ballsack bara biceps blush brown_hair castiel castiel_(supernatural) celebrity closed_eyes cum cum_drip cum_dripping dean_winchester english_text gay gay_sex holding_partner in_character jensen_ackles light-skinned_male looking_pleasured male male/male male_focus male_only misha_collins muscular muscular_male naked naked_male nipples nude nude_male pecs penetration penis sex speech_bubble spread_legs supernatural_(series) uncensored veiny_penis wererdraws yaoi
2boys anal anal_sex blonde_hair blonde_hair_on_red_hair blonde_hair_top castiel collarbone cowgirl_position cum cum_on_body dialogue domination duo duo_focus english_text gay grabbing hair_pull light_hair_on_dark_hair male male_only multiple_boys multiple_males multiple_positions my_candy_love naked nathaniel nude pants_down penetration penis pulling_hair red_hair red_hair_bottom rough_sex sex taken_from_behind text yaoi
2boys anal anal_sex blonde_hair blonde_hair_on_red_hair blonde_hair_top castiel collarbone cowgirl_position cum cum_on_body dialogue domination duo duo_focus english_text gay grabbing hair_pull light_hair_on_dark_hair male male_only multiple_boys multiple_males multiple_positions my_candy_love naked nathaniel nude pants_down penetration penis pulling_hair red_hair red_hair_bottom rough_sex sex taken_from_behind text yaoi
4boys actor angel armpit_hair artist_signature ass balls ballsack bara beard_stubble big_balls big_penis black_hair blowjob boots brown_hair castiel castiel_(supernatural) celebrity chair closed_eyes completely_nude cum cum_in_mouth cum_on_legs cum_on_penis dark_hair dean_winchester ejaculation fellatio glass glass_of_water half-dressed half_naked handjob hands_behind_head holding_glass human in_character jared_padalecki jensen_ackles light_skin long_hair looking_pleasured male male/male male_only male_penetrated male_penetrating male_penetrating_male masturbating masturbation misha_collins muscular muscular_male naked naked_male nipples nude nude_male on_floor open_mouth oral oral_penetration oral_sex orgasm orgasm_face pants pants_down penetration penile_penetration penis penis_grab penis_in_mouth plaid_shirt pubic_hair sam_winchester sex sitting sitting_on_chair sitting_on_floor spread_legs stubble supernatural_(series) t-shirt table threesome trio under_the_table veks_draw yaoi
4boys actor angel armpit_hair artist_signature ass balls ballsack bara beard_stubble big_balls big_penis black_hair blowjob boots brown_hair castiel castiel_(supernatural) celebrity chair closed_eyes completely_nude cum cum_in_mouth cum_on_legs cum_on_penis dark_hair dean_winchester ejaculation fellatio glass glass_of_water half-dressed half_naked handjob hands_behind_head holding_glass human in_character jared_padalecki jensen_ackles light_skin long_hair looking_pleasured male male/male male_only male_penetrated male_penetrating male_penetrating_male masturbating masturbation misha_collins muscular muscular_male naked naked_male nipples nude nude_male on_floor open_mouth oral oral_penetration oral_sex orgasm orgasm_face pants pants_down penetration penile_penetration penis penis_grab penis_in_mouth plaid_shirt pubic_hair sam_winchester sex sitting sitting_on_chair sitting_on_floor spread_legs stubble supernatural_(series) t-shirt table threesome trio under_the_table veks_draw yaoi
3boys actor angel armpit_hair armpits arms_behind_head artist_signature ass balls ballsack bara big_balls big_cock big_penis blue_eyes boner brown_hair castiel castiel_(supernatural) celebrity circumcised dean_winchester enochian enochian_tattoo enochian_text erect_penis erection flaccid flaccid_penis green_eyes hairy_chest half-erect hard_on huge_cock huge_penis in_character jared_padalecki jensen_ackles looking_at_partner looking_at_viewer male male_only misha_collins muscles muscular muscular_male nipples occult_symbol penis penis_size_difference pentagram sam_winchester smile smiling smooth_chest spread_legs supernatural_(series) tattoos uncensored uncut veiny_penis veks_draw
3boys actor angel armpit_hair armpits arms_behind_head artist_signature ass balls ballsack bara big_balls big_cock big_penis blue_eyes boner brown_hair castiel castiel_(supernatural) celebrity circumcised dean_winchester enochian enochian_tattoo enochian_text erect_penis erection flaccid flaccid_penis green_eyes hairy_chest half-erect hard_on huge_cock huge_penis in_character jared_padalecki jensen_ackles looking_at_partner looking_at_viewer male male_only misha_collins muscles muscular muscular_male nipples occult_symbol penis penis_size_difference pentagram sam_winchester smile smiling smooth_chest spread_legs supernatural_(series) tattoos uncensored uncut veiny_penis veks_draw
abs balls bara blowjob castiel castiel_(supernatural) clothing cum daddy dean_winchester erection fellatio fellatio_domination gay gay_blowjob gay_sex genital_fluids handjob jensen_ackles male male/male male_only manly masturbation mature_male misha_collins muscular_male oral oral_sex pecs penis sex supernatural_(series) thefleethall
abs balls bara blowjob castiel castiel_(supernatural) clothing cum daddy dean_winchester erection fellatio fellatio_domination gay gay_blowjob gay_sex genital_fluids handjob jensen_ackles male male/male male_only manly masturbation mature_male misha_collins muscular_male oral oral_sex pecs penis sex supernatural_(series) thefleethall
2boys anal anal_penetration anal_sex artist_request ass bara bdsm black_and_white black_hair blush bondage castiel castiel_(supernatural) chained closed_eyes colorless dean_winchester dialogue dildo dildo_in_ass dominant_male domination dream evil_grin fantasizing gabriel gabriel_(supernatural) gag gagging gay gay_sex handjob jacket jensen_ackles male male/male male_only masturbating masturbation misha_collins pants penetration penis sex sex_toy shoes sketch smile smiling speech_bubble submissive submissive_male supernatural supernatural_(series) t-shirt tagme text text_bubble tied_penis tied_up touching_penis uncensored yaoi
2boys anal anal_penetration anal_sex artist_request ass bara bdsm black_and_white black_hair blush bondage castiel castiel_(supernatural) chained closed_eyes colorless dean_winchester dialogue dildo dildo_in_ass dominant_male domination dream evil_grin fantasizing gabriel gabriel_(supernatural) gag gagging gay gay_sex handjob jacket jensen_ackles male male/male male_only masturbating masturbation misha_collins pants penetration penis sex sex_toy shoes sketch smile smiling speech_bubble submissive submissive_male supernatural supernatural_(series) t-shirt tagme text text_bubble tied_penis tied_up touching_penis uncensored yaoi
2boys actor angel artist_name artist_signature ass beard_stubble black_hair brown_hair castiel castiel_(supernatural) celebrity closed_eyes clothed clothed_male clothing completely_nude cowgirl_position dean_winchester duo gay holding_partner human in_character ioannushka jensen_ackles looking_pleasured male male/male male_only misha_collins muscles muscular muscular_male naked naked_male necktie nude nude_male on_top sitting sitting_on_person spread_legs stubble supernatural_(series) tie trenchcoat yaoi
2boys actor angel artist_name artist_signature ass beard_stubble black_hair brown_hair castiel castiel_(supernatural) celebrity closed_eyes clothed clothed_male clothing completely_nude cowgirl_position dean_winchester duo gay holding_partner human in_character ioannushka jensen_ackles looking_pleasured male male/male male_only misha_collins muscles muscular muscular_male naked naked_male necktie nude nude_male on_top sitting sitting_on_person spread_legs stubble supernatural_(series) tie trenchcoat yaoi
2boys actor anal anal_sex angel artist_signature bara beard beard_stubble belt belt_open bent_over black_hair blue_eyes castiel castiel_(supernatural) celebrity cum cum_on_fingers dean_winchester duo ejaculation friskypigeon from_behind gay gay_sex half-dressed half_naked handjob head_on_shoulder homosexual hood_up hoodie human in_character ivy_(plant) jensen_ackles jerking jerkingoff jimmy_novak light_skin looking_pleasured male male/male male_only male_penetrated male_penetrating male_penetrating_male masturbating masturbation misha_collins motel night orgasm orgasm_face outdoors pants pants_down penis penis_in_ass precum pubic_hair semi_nude shirt stubble supernatural_(series) tagme trash_can yaoi
2boys actor anal anal_sex angel artist_signature bara beard beard_stubble belt belt_open bent_over black_hair blue_eyes castiel castiel_(supernatural) celebrity cum cum_on_fingers dean_winchester duo ejaculation friskypigeon from_behind gay gay_sex half-dressed half_naked handjob head_on_shoulder homosexual hood_up hoodie human in_character ivy_(plant) jensen_ackles jerking jerkingoff jimmy_novak light_skin looking_pleasured male male/male male_only male_penetrated male_penetrating male_penetrating_male masturbating masturbation misha_collins motel night orgasm orgasm_face outdoors pants pants_down penis penis_in_ass precum pubic_hair semi_nude shirt stubble supernatural_(series) tagme trash_can yaoi
2boys actor anal anal_sex artist_signature ass ass_grab bara beard black_hair blush brown_hair castiel castiel_(supernatural) celebrity couch cum_in_ass cum_in_pussy cum_inside cum_on_penis dean_winchester dildo duo ejaculation excessive_cum facial_hair feet friskypigeon from_behind gay gloves grabbing_ass hairy_legs head_in_arms human in_character jensen_ackles lamp living_room looking_at_partner looking_pleasured lube lube_bottle male male_only misha_collins nipples orgasm orgasm_face painting penetration penile_penetration penis penis_in_ass pubic_hair pussy sex shirt shivering supernatural_(series) sweat sweatdrop sweating table vagina white_shirt yaoi
2boys actor anal anal_sex artist_signature ass ass_grab bara beard black_hair blush brown_hair castiel castiel_(supernatural) celebrity couch cum_in_ass cum_in_pussy cum_inside cum_on_penis dean_winchester dildo duo ejaculation excessive_cum facial_hair feet friskypigeon from_behind gay gloves grabbing_ass hairy_legs head_in_arms human in_character jensen_ackles lamp living_room looking_at_partner looking_pleasured lube lube_bottle male male_only misha_collins nipples orgasm orgasm_face painting penetration penile_penetration penis penis_in_ass pubic_hair pussy sex shirt shivering supernatural_(series) sweat sweatdrop sweating table vagina white_shirt yaoi
3boys actor angel arm_hair armpit_hair artist_name artist_signature balls ballsack beard_stubble biceps big_penis blowjob blush blush brothers brown_hair castiel castiel_(supernatural) celebrity chest_hair chest_tattoo closed_eyes completely_nude cum cum_in_mouth cum_leak cum_leaking cum_on_penis dark_hair dean_winchester erect_penis erection fellatio gay gay_sex green_eyes hairy_chest hairy_legs hand_on_head head_grab human in_character incest jared_padalecki jensen_ackles light_skin light_skinned_male long_hair looking_pleasured male male/male male_only misha_collins muscular muscular_male naked naked_male nipples nude nude_male occult_symbol oral oral_sex pecs penis pentagram sam_winchester sex standing standing_position stubble supernatural_(series) tattoo threesome trio veks_draw
3boys actor angel arm_hair armpit_hair artist_name artist_signature balls ballsack beard_stubble biceps big_penis blowjob blush blush brothers brown_hair castiel castiel_(supernatural) celebrity chest_hair chest_tattoo closed_eyes completely_nude cum cum_in_mouth cum_leak cum_leaking cum_on_penis dark_hair dean_winchester erect_penis erection fellatio gay gay_sex green_eyes hairy_chest hairy_legs hand_on_head head_grab human in_character incest jared_padalecki jensen_ackles light_skin light_skinned_male long_hair looking_pleasured male male/male male_only misha_collins muscular muscular_male naked naked_male nipples nude nude_male occult_symbol oral oral_sex pecs penis pentagram sam_winchester sex standing standing_position stubble supernatural_(series) tattoo threesome trio veks_draw
2boys angel artist_request being_undressed castiel castiel_(supernatural) dean_winchester double_penetration erect_nipples erection holding_penis jensen_ackles legs_held_open male male_only male_rape_victim misha_collins nude rape restrained sequence supernatural supernatural_(series) tagme tentacle tentacle_in_anus tentacle_on_male tentacle_rape tentacle_sex tentacle_suspension tentaclejob tentacles_under_clothes yaoi
2boys angel artist_request being_undressed castiel castiel_(supernatural) dean_winchester double_penetration erect_nipples erection holding_penis jensen_ackles legs_held_open male male_only male_rape_victim misha_collins nude rape restrained sequence supernatural supernatural_(series) tagme tentacle tentacle_in_anus tentacle_on_male tentacle_rape tentacle_sex tentacle_suspension tentaclejob tentacles_under_clothes yaoi
3boys actor anal anal_sex angel ass ass_grab bara beard beard_stubble castiel castiel_(supernatural) celebrity chest_hair closed_eyes colorless cowgirl_position dark_hair dean_winchester double_penetration freckles gay gay_anal gay_sex grabbing_ass hairy_chest human in_character incest jensen_ackles kissing light_skin light_skinned_male looking_pleasured lying lying_down male male/male male_only male_penetrated male_penetrating male_penetrating_male male_pubic_hair messy_hair misha_collins monochrome penetration penile_penetration penis_in_ass pubic_hair sex stubble supernatural_(series) threesome trio yaoi
3boys actor anal anal_sex angel ass ass_grab bara beard beard_stubble castiel castiel_(supernatural) celebrity chest_hair closed_eyes colorless cowgirl_position dark_hair dean_winchester double_penetration freckles gay gay_anal gay_sex grabbing_ass hairy_chest human in_character incest jensen_ackles kissing light_skin light_skinned_male looking_pleasured lying lying_down male male/male male_only male_penetrated male_penetrating male_penetrating_male male_pubic_hair messy_hair misha_collins monochrome penetration penile_penetration penis_in_ass pubic_hair sex stubble supernatural_(series) threesome trio yaoi
2boys actor anal anal_sex anal_sex angel angel_wings artist_signature bara biceps black_hair blush blush breath_cloud brown_hair castiel castiel_(supernatural) celebrity chest_tattoo completely_nude cum cum_on_self cum_on_stomach dark_hair dean_winchester duo erect_penis erection gay gay_anal gay_sex human in_character ioannushka jensen_ackles light-skinned_male light_skin looking_pleasured male male/male male_only male_penetrated male_penetrating male_penetrating_male misha_collins muscles muscular muscular_male naked naked_male necktie nipples nude nude_male occult_symbol open_mouth pecs penetration penile_penetration penis penis_in_ass pentagram speech spread_legs supernatural_(series) sweat sweatdrop sweating tattoo text tie wings yaoi
2boys actor anal anal_sex anal_sex angel angel_wings artist_signature bara biceps black_hair blush blush breath_cloud brown_hair castiel castiel_(supernatural) celebrity chest_tattoo completely_nude cum cum_on_self cum_on_stomach dark_hair dean_winchester duo erect_penis erection gay gay_anal gay_sex human in_character ioannushka jensen_ackles light-skinned_male light_skin looking_pleasured male male/male male_only male_penetrated male_penetrating male_penetrating_male misha_collins muscles muscular muscular_male naked naked_male necktie nipples nude nude_male occult_symbol open_mouth pecs penetration penile_penetration penis penis_in_ass pentagram speech spread_legs supernatural_(series) sweat sweatdrop sweating tattoo text tie wings yaoi
2023 2boys actor angel artist_name artist_signature artist_website ass bara beard_stubble brown_hair bulge bulge_through_clothing castiel castiel_(supernatural) celebrity closed_eyes completely_nude couple cuddling cute dark_hair dean_winchester duo engagement_ring enochian enochian_tattoo enochian_text freckles gay glass holding_partner human husband husband_and_husband in_character jackiedeeart jensen_ackles kissing kitchen light_skin light_skinned_male loving_couple male male/male male_only married_couple misha_collins naked naked_male nipples nude nude_male occult_symbol plant ring romantic romantic_couple sponge standing standing_position stubble supernatural_(series) tattoo underwear yaoi
2023 2boys actor angel artist_name artist_signature artist_website ass bara beard_stubble brown_hair bulge bulge_through_clothing castiel castiel_(supernatural) celebrity closed_eyes completely_nude couple cuddling cute dark_hair dean_winchester duo engagement_ring enochian enochian_tattoo enochian_text freckles gay glass holding_partner human husband husband_and_husband in_character jackiedeeart jensen_ackles kissing kitchen light_skin light_skinned_male loving_couple male male/male male_only married_couple misha_collins naked naked_male nipples nude nude_male occult_symbol plant ring romantic romantic_couple sponge standing standing_position stubble supernatural_(series) tattoo underwear yaoi
2boys actor angel ass ass_cleavage bara belt biceps blowjob blush castiel castiel_(supernatural) celebrity completely_nude cum cum_in_mouth cum_inside cum_on_floor curvy curvy_body daitaikueru dean_winchester dominant_male domination duo face_out_of_frame faceless_male feet fellatio gay gay_sex grabbing_hair hair_grab human in_character jensen_ackles kneeling looking_at_partner looking_up male male/male male_only male_penetrated male_penetrating male_penetrating_male male_pubic_hair misha_collins muscles muscular muscular_male naked naked_male nipples nude nude_male open_belt open_pants oral oral_penetration oral_sex pants pecs penis_in_mouth pubic_hair shivering speech speech_bubble submissive submissive_male supernatural_(series) text text_bubble yaoi
2boys actor angel ass ass_cleavage bara belt biceps blowjob blush castiel castiel_(supernatural) celebrity completely_nude cum cum_in_mouth cum_inside cum_on_floor curvy curvy_body daitaikueru dean_winchester dominant_male domination duo face_out_of_frame faceless_male feet fellatio gay gay_sex grabbing_hair hair_grab human in_character jensen_ackles kneeling looking_at_partner looking_up male male/male male_only male_penetrated male_penetrating male_penetrating_male male_pubic_hair misha_collins muscles muscular muscular_male naked naked_male nipples nude nude_male open_belt open_pants oral oral_penetration oral_sex pants pecs penis_in_mouth pubic_hair shivering speech speech_bubble submissive submissive_male supernatural_(series) text text_bubble yaoi
2boys actor angel artist_signature balls ballsack bara beard beard_stubble belt black_hair blue_eyes brown_hair castiel castiel_(supernatural) celebrity closed_eyes clothed clothing cum cum_drip cum_dripping dean_winchester demon dominant_male domination duo evil_grin facial_hair friskypigeon gay gay_sex grabbing_pants hair_grab half-erect hand_in_pants imminent_anal imminent_sex in_character jensen_ackles leviathan light_skin looking_at_partner looking_back looking_pleasured male male/male male_only messy_hair misha_collins pants penis penis_grab penis_out pinned_to_wall pleasure_face precum red_shirt sex shirt smile smiling stubble submissive submissive_male supernatural_(series) tie uncut yaoi
2boys actor angel artist_signature balls ballsack bara beard beard_stubble belt black_hair blue_eyes brown_hair castiel castiel_(supernatural) celebrity closed_eyes clothed clothing cum cum_drip cum_dripping dean_winchester demon dominant_male domination duo evil_grin facial_hair friskypigeon gay gay_sex grabbing_pants hair_grab half-erect hand_in_pants imminent_anal imminent_sex in_character jensen_ackles leviathan light_skin looking_at_partner looking_back looking_pleasured male male/male male_only messy_hair misha_collins pants penis penis_grab penis_out pinned_to_wall pleasure_face precum red_shirt sex shirt smile smiling stubble submissive submissive_male supernatural_(series) tie uncut yaoi
2boys abs actor ass balls ballsack bara bent_over biceps big_ass big_penis blitzturner blowjob blowjob_face blue_eyes blue_sky brown_hair castiel castiel_(supernatural) caucasian caucasian_male celebrity chest_tattoo completely_nude dean_winchester gay gay_sex green_eyes in_character jensen_ackles light_skin looking_at_partner looking_at_penis male male/male male_only misha_collins muscles muscular muscular_male naked naked_male nude nude_male occult_symbol oral oral_penetration oral_sex outdoors outside palm_tree pecs penis_in_mouth pentagram pubic_hair reflection sea spilling_drink spread_legs sun sunlight supernatural_(series) tattoo tropical uncensored water water_reflection yaoi
2boys abs actor ass balls ballsack bara bent_over biceps big_ass big_penis blitzturner blowjob blowjob_face blue_eyes blue_sky brown_hair castiel castiel_(supernatural) caucasian caucasian_male celebrity chest_tattoo completely_nude dean_winchester gay gay_sex green_eyes in_character jensen_ackles light_skin looking_at_partner looking_at_penis male male/male male_only misha_collins muscles muscular muscular_male naked naked_male nude nude_male occult_symbol oral oral_penetration oral_sex outdoors outside palm_tree pecs penis_in_mouth pentagram pubic_hair reflection sea spilling_drink spread_legs sun sunlight supernatural_(series) tattoo tropical uncensored water water_reflection yaoi
2boys anal_fingering anal_fluid arm_around_shoulder arm_hair bara black_hair body_freckles brown_hair castiel chest_hair completely_nude couple dean_winchester facial_hair feet_out_of_frame fingering fluffsnake freckles gradient_background highres kiss kissing_nose male_focus mature_male multiple_boys nipples nude short_hair stubble supernatural_(tv_series) testicles yaoi
2boys anal_fingering anal_fluid arm_around_shoulder arm_hair bara black_hair body_freckles brown_hair castiel chest_hair completely_nude couple dean_winchester facial_hair feet_out_of_frame fingering fluffsnake freckles gradient_background highres kiss kissing_nose male_focus mature_male multiple_boys nipples nude short_hair stubble supernatural_(tv_series) testicles yaoi
10s 1boy animification beard black_hair blue_eyes castiel bad_tag facial_hair long_coat male_focus necktie short_hair solo supernatural supernatural_(tv_series) v v_over_eye vvvv4242
10s 1boy animification beard black_hair blue_eyes castiel bad_tag facial_hair long_coat male_focus necktie short_hair solo supernatural supernatural_(tv_series) v v_over_eye vvvv4242
10s 3boys ? animification arufa@kara arufa@sora bad_id bad_pixiv_id basket brothers brown_eyes brown_hair candy castiel coat dean_winchester facial_hair food halloween jack-o'-lantern male_focus multiple_boys necktie pumpkin sam_winchester siblings star_(symbol) stubble supernatural supernatural_(tv_series) trick_or_treat
10s 3boys ? animification arufa@kara arufa@sora bad_id bad_pixiv_id basket brothers brown_eyes brown_hair candy castiel coat dean_winchester facial_hair food halloween jack-o'-lantern male_focus multiple_boys necktie pumpkin sam_winchester siblings star_(symbol) stubble supernatural supernatural_(tv_series) trick_or_treat
2boys aged_down anal beard_stubble boy_on_top breath brown_hair burn_scar castiel clothing_aside couple cowboy_shot dean_winchester eye_contact facial_hair hand_on_another's_face handprint highres looking_at_another looking_back lying male_focus male_penetrated male_underwear male_underwear_aside multiple_boys nude on_bed on_stomach pink_male_underwear profile rozavay scar scar_on_shoulder sex short_hair stubble supernatural_(tv_series) sweat time_paradox trembling underwear yaoi
2boys aged_down anal beard_stubble boy_on_top breath brown_hair burn_scar castiel clothing_aside couple cowboy_shot dean_winchester eye_contact facial_hair hand_on_another's_face handprint highres looking_at_another looking_back lying male_focus male_penetrated male_underwear male_underwear_aside multiple_boys nude on_bed on_stomach pink_male_underwear profile rozavay scar scar_on_shoulder sex short_hair stubble supernatural_(tv_series) sweat time_paradox trembling underwear yaoi
10s 6+boys ^^^ ahoge alternate_hairstyle animification bad_id bad_pixiv_id barnaby_brooks_jr. black_hair blonde_hair blue_eyes brown_hair burger castiel coat crossed_arms crossover cu_chulainn_(fate) cu_chulainn_(fate/stay_night) dean_winchester diarmuid_ua_duibhne_(lancer)_(fate) earrings eating fate/stay_night fate/zero fate_(series) food formal_clothes glasses green_eyes grin jewelry kaburagi_t._kotetsu male_focus multiple_boys multiple_crossover musical_note necktie old one_eye_closed open_mouth polka_dot polka_dot_background ponytail red_eyes sacoeco sam_winchester smile suit supernatural_(tv_series) tiger_&_bunny trench_coat wings yellow_eyes
10s 6+boys ^^^ ahoge alternate_hairstyle animification bad_id bad_pixiv_id barnaby_brooks_jr. black_hair blonde_hair blue_eyes brown_hair burger castiel coat crossed_arms crossover cu_chulainn_(fate) cu_chulainn_(fate/stay_night) dean_winchester diarmuid_ua_duibhne_(lancer)_(fate) earrings eating fate/stay_night fate/zero fate_(series) food formal_clothes glasses green_eyes grin jewelry kaburagi_t._kotetsu male_focus multiple_boys multiple_crossover musical_note necktie old one_eye_closed open_mouth polka_dot polka_dot_background ponytail red_eyes sacoeco sam_winchester smile suit supernatural_(tv_series) tiger_&_bunny trench_coat wings yellow_eyes
!? 10s 33k21 3boys animalization animification bad_id bad_pixiv_id blonde_hair brown_hair carrying castiel coat dean_winchester green_eyes jacket male_focus multiple_boys necktie sam_winchester seal_(animal) simple_background standing supernatural_(tv_series) white_background
!? 10s 33k21 3boys animalization animification bad_id bad_pixiv_id blonde_hair brown_hair carrying castiel coat dean_winchester green_eyes jacket male_focus multiple_boys necktie sam_winchester seal_(animal) simple_background standing supernatural_(tv_series) white_background
3boys anal arm_hair armpit_hair beard beard_stubble benny_lafitte body_freckles boy_on_top castiel chest_hair closed_eyes completely_nude cowboy_shot dean_winchester doggystyle facial_hair fluffsnake freckles full_beard grabbing_another's_ass groping group_sex highres kiss leg_hair lying male_focus male_pubic_hair mature_male mmm_threesome multiple_boys nude on_back profile pubic_hair sepia sex sex_from_behind short_hair stubble supernatural_(tv_series) threesome yaoi
3boys anal arm_hair armpit_hair beard beard_stubble benny_lafitte body_freckles boy_on_top castiel chest_hair closed_eyes completely_nude cowboy_shot dean_winchester doggystyle facial_hair fluffsnake freckles full_beard grabbing_another's_ass groping group_sex highres kiss leg_hair lying male_focus male_pubic_hair mature_male mmm_threesome multiple_boys nude on_back profile pubic_hair sepia sex sex_from_behind short_hair stubble supernatural_(tv_series) threesome yaoi
2boys angel angel_wings beard_stubble black_hair black_robe black_wings blonde_hair blue_eyes blush cassock castiel clerical_collar closed_eyes coat couple cropped_legs cropped_torso dean_winchester english_text eye_contact facial_hair freckles frijolebean green_eyes hand_in_pocket highres kiss looking_at_another male_focus mature_male multiple_boys priest robe short_hair simple_background smile speech_bubble stubble supernatural_(tv_series) trench_coat upper_body white_background wings yaoi
2boys angel angel_wings beard_stubble black_hair black_robe black_wings blonde_hair blue_eyes blush cassock castiel clerical_collar closed_eyes coat couple cropped_legs cropped_torso dean_winchester english_text eye_contact facial_hair freckles frijolebean green_eyes hand_in_pocket highres kiss looking_at_another male_focus mature_male multiple_boys priest robe short_hair simple_background smile speech_bubble stubble supernatural_(tv_series) trench_coat upper_body white_background wings yaoi
10s 1boy barefoot blue_eyes bottle brown_hair burger castiel character_sheet closed_eyes coat food formal_clothes full_body juugonichi_(wheeliex2) loose_necktie male_focus multiple_persona necktie smile solo suit supernatural_(tv_series) trench_coat white_background
10s 1boy barefoot blue_eyes bottle brown_hair burger castiel character_sheet closed_eyes coat food formal_clothes full_body juugonichi_(wheeliex2) loose_necktie male_focus multiple_persona necktie smile solo suit supernatural_(tv_series) trench_coat white_background
10s 1boy angel animification brown_hair castiel coat male_focus necktie solo supernatural_(tv_series) toshi_(1040301) wings
10s 1boy angel animification brown_hair castiel coat male_focus necktie solo supernatural_(tv_series) toshi_(1040301) wings
2boys angel black_hair blue_eyes carrying carrying_person castiel chibi coat cowlick crossed_arms dean_winchester english_text facial_hair fluffsnake full_body happy_aura heart highres how_to_hold_x_(meme) male_focus mature_male meme mini_person miniboy multiple_boys pink_background short_hair simple_background stubble supernatural_(tv_series) sweatdrop trench_coat
2boys angel black_hair blue_eyes carrying carrying_person castiel chibi coat cowlick crossed_arms dean_winchester english_text facial_hair fluffsnake full_body happy_aura heart highres how_to_hold_x_(meme) male_focus mature_male meme mini_person miniboy multiple_boys pink_background short_hair simple_background stubble supernatural_(tv_series) sweatdrop trench_coat
1boy angel_wings animification blue_eyes brown_hair castiel closed_eyes coat facial_hair food halo male_focus multiple_wings necktie own_hands_clasped own_hands_together praying seraph siruphial sky solo star_(sky) starry_sky supernatural_(tv_series) trench_coat wings
1boy angel_wings animification blue_eyes brown_hair castiel closed_eyes coat facial_hair food halo male_focus multiple_wings necktie own_hands_clasped own_hands_together praying seraph siruphial sky solo star_(sky) starry_sky supernatural_(tv_series) trench_coat wings
angel antlers aqua_background beard_stubble black_wings blue_eyes blue_jacket boy_sandwich brothers brown_hair casburger castiel checkered_clothes checkered_shirt clothes_grab coat commentary couple covering_face dean_winchester english_commentary facial_hair fetal_position full_body green_eyes heart horns hug hug_from_behind jacket kicking kiss kissing_cheek korean_commentary lifting_person looking_at_viewer male_focus middle_finger moose_boy multiple_views photobomb raised_eyebrow sam_winchester sandwiched shirt short_hair siblings side-by-side simple_background smile stubble supernatural_(tv_series) trench_coat upper_body v wings yaoi
angel antlers aqua_background beard_stubble black_wings blue_eyes blue_jacket boy_sandwich brothers brown_hair casburger castiel checkered_clothes checkered_shirt clothes_grab coat commentary couple covering_face dean_winchester english_commentary facial_hair fetal_position full_body green_eyes heart horns hug hug_from_behind jacket kicking kiss kissing_cheek korean_commentary lifting_person looking_at_viewer male_focus middle_finger moose_boy multiple_views photobomb raised_eyebrow sam_winchester sandwiched shirt short_hair siblings side-by-side simple_background smile stubble supernatural_(tv_series) trench_coat upper_body v wings yaoi
4boys black_shirt blue_eyes blue_jacket blue_shirt breast_pocket castiel character_request collared_shirt confetti dean_winchester highres holding holding_paper jacket jewelry looking_ahead looking_at_viewer looking_up male_focus mole multiple_boys necklace open_mouth paper pocket red_jacket sam_winchester shirt sitting stage stage_lights standing supernatural_(tv_series) t-shirt tobu_(bilibil)
4boys black_shirt blue_eyes blue_jacket blue_shirt breast_pocket castiel character_request collared_shirt confetti dean_winchester highres holding holding_paper jacket jewelry looking_ahead looking_at_viewer looking_up male_focus mole multiple_boys necklace open_mouth paper pocket red_jacket sam_winchester shirt sitting stage stage_lights standing supernatural_(tv_series) t-shirt tobu_(bilibil)
2boys aged_down boy_on_top brown_hair car_interior castiel coat couple cowboy_shot dean_winchester eye_contact face-to-face hand_on_another's_leg highres imminent_kiss jewelry looking_at_another male_focus midriff_peek multiple_boys necklace pectoral_cleavage pectorals rozavay shirt short_hair sitting straddling supernatural_(tv_series) tank_top tight_clothes tight_shirt time_paradox trench_coat upright_straddle white_tank_top yaoi
2boys aged_down boy_on_top brown_hair car_interior castiel coat couple cowboy_shot dean_winchester eye_contact face-to-face hand_on_another's_leg highres imminent_kiss jewelry looking_at_another male_focus midriff_peek multiple_boys necklace pectoral_cleavage pectorals rozavay shirt short_hair sitting straddling supernatural_(tv_series) tank_top tight_clothes tight_shirt time_paradox trench_coat upright_straddle white_tank_top yaoi
2boys angel beard_stubble between_legs castiel coat couple cowboy_shot daitaikueru dean_winchester facial_hair green_theme highres male_focus mature_male monochrome multiple_boys short_hair sitting stubble supernatural_(tv_series) trench_coat yaoi
2boys angel beard_stubble between_legs castiel coat couple cowboy_shot daitaikueru dean_winchester facial_hair green_theme highres male_focus mature_male monochrome multiple_boys short_hair sitting stubble supernatural_(tv_series) trench_coat yaoi
1boy anderain angel_wings black_hair castiel caustics chain coat facial_hair highres holding_hands long_coat male_focus necktie outstretched_hand solo_focus stubble supernatural_(tv_series) trench_coat underwater wings
1boy anderain angel_wings black_hair castiel caustics chain coat facial_hair highres holding_hands long_coat male_focus necktie outstretched_hand solo_focus stubble supernatural_(tv_series) trench_coat underwater wings
1boy animification blood bloody_wings blue_eyes brown_hair castiel coat dagger embers facial_hair isa_(peien516) knife looking_at_viewer male_focus necktie parted_lips reverse_grip solo stubble supernatural_(tv_series) trench_coat weapon wings
1boy animification blood bloody_wings blue_eyes brown_hair castiel coat dagger embers facial_hair isa_(peien516) knife looking_at_viewer male_focus necktie parted_lips reverse_grip solo stubble supernatural_(tv_series) trench_coat weapon wings
1boy angel beard_stubble black_hair blue_eyes cassette_tape castiel coat facial_hair feet_out_of_frame highres indoors male_focus mature_male sasosasoap short_hair solo stubble supernatural_(tv_series) trench_coat
1boy angel beard_stubble black_hair blue_eyes cassette_tape castiel coat facial_hair feet_out_of_frame highres indoors male_focus mature_male sasosasoap short_hair solo stubble supernatural_(tv_series) trench_coat
1boy beard_stubble black_hair blue_background blue_eyes castiel cleft_chin coat commentary derivative_work english_commentary facial_hair highres male_focus mature_male parted_lips rozavay screenshot_redraw short_hair simple_background solo stubble supernatural_(tv_series) trench_coat upper_body
1boy beard_stubble black_hair blue_background blue_eyes castiel cleft_chin coat commentary derivative_work english_commentary facial_hair highres male_focus mature_male parted_lips rozavay screenshot_redraw short_hair simple_background solo stubble supernatural_(tv_series) trench_coat upper_body
2boys angel_wings black_hair black_necktie black_wings blood blue_eyes castiel coat collared_shirt dean_winchester facial_hair feathered_wings highres in_palm japtangtang2 male_focus multiple_boys necktie shirt short_hair stubble supernatural_(tv_series) trench_coat upper_body white_shirt wings
2boys angel_wings black_hair black_necktie black_wings blood blue_eyes castiel coat collared_shirt dean_winchester facial_hair feathered_wings highres in_palm japtangtang2 male_focus multiple_boys necktie shirt short_hair stubble supernatural_(tv_series) trench_coat upper_body white_shirt wings
1boy angel angel_wings animification blue_eyes blue_necktie brown_hair castiel coat floating long_coat male_focus necktie siruphial sky solo supernatural_(tv_series) trench_coat wings
1boy angel angel_wings animification blue_eyes blue_necktie brown_hair castiel coat floating long_coat male_focus necktie siruphial sky solo supernatural_(tv_series) trench_coat wings
2boys after_ejaculation beard_stubble black_hair blue_necktie brown_hair castiel chest_hair clothed_male_nude_male clothes_lift cowboy_shot cum cum_on_body cum_on_penis dean_winchester english_text facial_hair handjob highres ioannushka kiss kissing_neck lifting_own_clothes male_focus mature_male midriff multiple_boys navel_hair necktie nude penis reach-around shirt_lift short_hair stubble supernatural_(tv_series) uncensored yaoi
2boys after_ejaculation beard_stubble black_hair blue_necktie brown_hair castiel chest_hair clothed_male_nude_male clothes_lift cowboy_shot cum cum_on_body cum_on_penis dean_winchester english_text facial_hair handjob highres ioannushka kiss kissing_neck lifting_own_clothes male_focus mature_male midriff multiple_boys navel_hair necktie nude penis reach-around shirt_lift short_hair stubble supernatural_(tv_series) uncensored yaoi
1boy animification blue_eyes brown_hair burger castiel coat facial_hair food halo looking_at_viewer male_focus necktie siruphial sky smile solo stubble supernatural_(tv_series) trench_coat wings
1boy animification blue_eyes brown_hair burger castiel coat facial_hair food halo looking_at_viewer male_focus necktie siruphial sky smile solo stubble supernatural_(tv_series) trench_coat wings
2boys angel angel_wings between_legs black_hair castiel chin_rest couch couple dean_winchester drinking full_body head_on_head head_rest li_bucket male_focus mature_male multiple_boys multiple_views on_couch pants short_hair sitting supernatural_(tv_series) torn_clothes torn_pants wing_hug wings yaoi
2boys angel angel_wings between_legs black_hair castiel chin_rest couch couple dean_winchester drinking full_body head_on_head head_rest li_bucket male_focus mature_male multiple_boys multiple_views on_couch pants short_hair sitting supernatural_(tv_series) torn_clothes torn_pants wing_hug wings yaoi
1boy angel black_hair blue_eyes castiel expressionless feathered_wings feathers halo holding holding_feather looking_at_viewer loose_hair_strand male_focus portrait sasosasoap short_hair solo straight-on supernatural_(tv_series) wings
1boy angel black_hair blue_eyes castiel expressionless feathered_wings feathers halo holding holding_feather looking_at_viewer loose_hair_strand male_focus portrait sasosasoap short_hair solo straight-on supernatural_(tv_series) wings
1boy bare_tree black_hair blue_eyes castiel facial_hair fluffsnake full_body highres hood hoodie male_focus mature_male night official_alternate_costume outdoors playground short_hair sitting solo stubble supernatural_(tv_series) swing_set tree
1boy bare_tree black_hair blue_eyes castiel facial_hair fluffsnake full_body highres hood hoodie male_focus mature_male night official_alternate_costume outdoors playground short_hair sitting solo stubble supernatural_(tv_series) swing_set tree
2boys abs beard_stubble black_hair boots castiel clothes_lift couple cowboy_boots cowboy_hat daitaikueru dean_winchester eye_contact facial_hair from_side full_body green_background hat highres looking_at_another male_focus mature_male mechanical_bull multiple_boys nipples riding rodeo shirt_lift short_hair simple_background smile stubble supernatural_(tv_series) toned toned_male topless_male yaoi
2boys abs beard_stubble black_hair boots castiel clothes_lift couple cowboy_boots cowboy_hat daitaikueru dean_winchester eye_contact facial_hair from_side full_body green_background hat highres looking_at_another male_focus mature_male mechanical_bull multiple_boys nipples riding rodeo shirt_lift short_hair simple_background smile stubble supernatural_(tv_series) toned toned_male topless_male yaoi
1boy beard_stubble black_hair blue_background blue_eyes castiel commentary derivative_work english_commentary facial_hair highres male_focus mature_male parted_lips portrait profile rozavay screenshot_redraw short_hair simple_background solo stubble supernatural_(tv_series) upper_body
1boy beard_stubble black_hair blue_background blue_eyes castiel commentary derivative_work english_commentary facial_hair highres male_focus mature_male parted_lips portrait profile rozavay screenshot_redraw short_hair simple_background solo stubble supernatural_(tv_series) upper_body
2boys 64gb_ram blonde_hair castiel clothes_blanket coat couch dean_winchester hand_rest lying male_focus multiple_boys on_couch on_side out_of_frame short_hair sleeping supernatural_(tv_series) trench_coat upper_body
2boys 64gb_ram blonde_hair castiel clothes_blanket coat couch dean_winchester hand_rest lying male_focus multiple_boys on_couch on_side out_of_frame short_hair sleeping supernatural_(tv_series) trench_coat upper_body
1boy absurdres angel beard_stubble black_hair blue_eyes cassette_player castiel cat character_doll coat cosplay dean_winchester desk_lamp facial_hair from_side hand_rest headphones highres indoors lamp light_smile lofi_girl lofi_girl_(cosplay) male_focus mature_male night photo_(object) plant potted_plant rain sasosasoap short_hair sitting solo stubble supernatural_(tv_series) trench_coat upper_body
1boy absurdres angel beard_stubble black_hair blue_eyes cassette_player castiel cat character_doll coat cosplay dean_winchester desk_lamp facial_hair from_side hand_rest headphones highres indoors lamp light_smile lofi_girl lofi_girl_(cosplay) male_focus mature_male night photo_(object) plant potted_plant rain sasosasoap short_hair sitting solo stubble supernatural_(tv_series) trench_coat upper_body
4boys angel_wings animification bad_id bad_pixiv_id black_hair blue_eyes brown_hair burger candy castiel chibi coat dean_winchester dual_persona facial_hair food gabriel_(supernatural) green_eyes long_coat mikann0206 multiple_boys solo_focus stubble supernatural_(tv_series) trench_coat wings
4boys angel_wings animification bad_id bad_pixiv_id black_hair blue_eyes brown_hair burger candy castiel chibi coat dean_winchester dual_persona facial_hair food gabriel_(supernatural) green_eyes long_coat mikann0206 multiple_boys solo_focus stubble supernatural_(tv_series) trench_coat wings
2boys angel beard_stubble blue_theme castiel coat couple cowboy_shot daitaikueru dean_winchester facial_hair highres imminent_kiss lifting_person male_focus mature_male monochrome multiple_boys short_hair stubble supernatural_(tv_series) trench_coat yaoi
2boys angel beard_stubble blue_theme castiel coat couple cowboy_shot daitaikueru dean_winchester facial_hair highres imminent_kiss lifting_person male_focus mature_male monochrome multiple_boys short_hair stubble supernatural_(tv_series) trench_coat yaoi
3boys angel angel_wings arm_hair beard_stubble black_wings brothers castiel closed_eyes coat couple dean_winchester facial_hair french_kiss greyscale hand_on_own_face jewelry kiss male_focus mature_male monochrome multiple_boys necklace sam_winchester short_hair siblings sodaff14 stubble supernatural_(tv_series) trench_coat upper_body wings yaoi
3boys angel angel_wings arm_hair beard_stubble black_wings brothers castiel closed_eyes coat couple dean_winchester facial_hair french_kiss greyscale hand_on_own_face jewelry kiss male_focus mature_male monochrome multiple_boys necklace sam_winchester short_hair siblings sodaff14 stubble supernatural_(tv_series) trench_coat upper_body wings yaoi
1boy angel_wings animification bad_id bad_pixiv_id blue_eyes blush bouquet brown_hair castiel coat facial_hair flower holding holding_behind_back looking_at_viewer male_focus mikann0206 necktie smile solo stubble supernatural_(tv_series) trench_coat wings
1boy angel_wings animification bad_id bad_pixiv_id blue_eyes blush bouquet brown_hair castiel coat facial_hair flower holding holding_behind_back looking_at_viewer male_focus mikann0206 necktie smile solo stubble supernatural_(tv_series) trench_coat wings
2boys angel angel_wings beard_stubble black_hair black_wings castiel closed_eyes couple dean_winchester facial_hair fluffsnake halo handprint highres kissing_back limited_palette male_focus mature_male multiple_boys nude profile short_hair stubble supernatural_(tv_series) upper_body wing_hug wings yaoi
2boys angel angel_wings beard_stubble black_hair black_wings castiel closed_eyes couple dean_winchester facial_hair fluffsnake halo handprint highres kissing_back limited_palette male_focus mature_male multiple_boys nude profile short_hair stubble supernatural_(tv_series) upper_body wing_hug wings yaoi