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crossdressing male

1boy 1femboy abs aged_up ass ass_focus ass_shake big_ass big_butt big_lips black_hair brown_eyes brown_hair brown_skin bubble_butt chel chel_(cosplay) cosplay crossdressing crossdressing_male dark_skin dat_ass feet femboy hands_on_hips headband hips huge_ass huge_butt k.o._(ok_k.o.!_let's_be_heroes) lips looking_back massive_ass massive_butt muscle ok_k.o.!_let's_be_heroes the_road_to_el_dorado thick_ass thick_legs thick_lips thick_thighs thornbrusha wide_hips
1boy 1femboy abs aged_up ass ass_focus ass_shake big_ass big_butt big_lips black_hair brown_eyes brown_hair brown_skin bubble_butt chel chel_(cosplay) cosplay crossdressing crossdressing_male dark_skin dat_ass feet femboy hands_on_hips headband hips huge_ass huge_butt k.o._(ok_k.o.!_let's_be_heroes) lips looking_back massive_ass massive_butt muscle ok_k.o.!_let's_be_heroes the_road_to_el_dorado thick_ass thick_legs thick_lips thick_thighs thornbrusha wide_hips
6+girls :o alien artist_name assisted_exposure athena_asamiya belt blonde_hair blue_hair blush breasts brown_eyes brown_hair cleavage clothing crossdressing crossdressing_male drag erect_nipples eri_kasamoto female fio_germi firearm food glasses grin gun handgun hat hip_vent hot_dog human indoors karaoke karosu-maker king_of_fighters leona_heidern mai_shiranui martian_(metal_slug) medium_breasts medium_hair metal_slug multiple_boys navel nipple_slip no_bra open_mouth paid_reward_available pale_skin peril pistol ponytail rebel_soldier_(metal_slug) revealing_clothes shirt_lift shocked shorts sidelocks singing smile snk vest weapon yuri yuri_sakazaki
6+girls :o alien artist_name assisted_exposure athena_asamiya belt blonde_hair blue_hair blush breasts brown_eyes brown_hair cleavage clothing crossdressing crossdressing_male drag erect_nipples eri_kasamoto female fio_germi firearm food glasses grin gun handgun hat hip_vent hot_dog human indoors karaoke karosu-maker king_of_fighters leona_heidern mai_shiranui martian_(metal_slug) medium_breasts medium_hair metal_slug multiple_boys navel nipple_slip no_bra open_mouth paid_reward_available pale_skin peril pistol ponytail rebel_soldier_(metal_slug) revealing_clothes shirt_lift shocked shorts sidelocks singing smile snk vest weapon yuri yuri_sakazaki
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2boys alien angry black_hair black_hair_male blush clothed clothed_male colored_skin crossdressing crossdressing_male drooling femboy gay glasses grey_skin homestuck homestuck_troll horn horns hugging john_egbert karkat_vantas lacryboy male male/male sfw short_hair short_hair_male troll yaoi
2boys alien angry black_hair black_hair_male blush clothed clothed_male colored_skin crossdressing crossdressing_male drooling femboy gay glasses grey_skin homestuck homestuck_troll horn horns hugging john_egbert karkat_vantas lacryboy male male/male sfw short_hair short_hair_male troll yaoi
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1boy 1girls blonde_female blonde_hair brown_hair c2ndy2c1d_(artist) crossdressing crossdressing_female crossdressing_male crown dominant_female female femboy femboy_on_female femboy_on_tomboy feminine_male feminization latino_male male marco_diaz masculine_female ponytail princess princess_marco princess_turdina role_reversal star_butterfly star_vs_the_forces_of_evil submissive_male sucking sucking_nipples tomboy
1boy 1girls blonde_female blonde_hair brown_hair c2ndy2c1d_(artist) crossdressing crossdressing_female crossdressing_male crown dominant_female female femboy femboy_on_female femboy_on_tomboy feminine_male feminization latino_male male marco_diaz masculine_female ponytail princess princess_marco princess_turdina role_reversal star_butterfly star_vs_the_forces_of_evil submissive_male sucking sucking_nipples tomboy
1boy 1girls blonde_female blonde_hair brown_hair brunette_hair c2ndy2c1d_(artist) crossdressing crossdressing_female crossdressing_male dominant_female female female/male femboy femboy_on_female femboy_on_tomboy femdom feminine_male feminization heels latino_male male marco_diaz masculine_female ponytail princess princess_dress princess_marco role_reversal star_butterfly star_vs_the_forces_of_evil submissive_male tomboy white_skin white_woman
1boy 1girls blonde_female blonde_hair brown_hair brunette_hair c2ndy2c1d_(artist) crossdressing crossdressing_female crossdressing_male dominant_female female female/male femboy femboy_on_female femboy_on_tomboy femdom feminine_male feminization heels latino_male male marco_diaz masculine_female ponytail princess princess_dress princess_marco role_reversal star_butterfly star_vs_the_forces_of_evil submissive_male tomboy white_skin white_woman
1boy 1futa ai_generated anal anal_penetration anal_sex balls bent_forward bent_over bent_over_table brown_hair butt cock crossdressing crossdressing_male femboy futa_on_femboy futa_on_male futanari futanari_penetrating hair_bun light-skinned_futanari light-skinned_male lipstick male male_penetrated office office_lady penis penis_in_ass red_hair short_hair sinister_ai skirt unprofessional_behavior
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anal andi_(brainwashcreep) brainwashcreep crossdressing crossdressing_male cum cum_in_pussy forced_feminization hypnosis hypnosis_app mind_control semen sissification sissy text
anal andi_(brainwashcreep) brainwashcreep crossdressing crossdressing_male cum cum_in_pussy forced_feminization hypnosis hypnosis_app mind_control semen sissification sissy text
1boy aogiri_penta armchair ayanohara_mikage_(trap_yuri_garden) barefoot blue_eyes crossdressing crossdressing_male feet feet_focus femboy feminine_male foot_fetish game_cg grin hand_on_chin hi_res highres indoors male no_sex otoko_no_ko pink_hair png short_hair sitting socks solo trap trap_yuri_garden window
1boy aogiri_penta armchair ayanohara_mikage_(trap_yuri_garden) barefoot blue_eyes crossdressing crossdressing_male feet feet_focus femboy feminine_male foot_fetish game_cg grin hand_on_chin hi_res highres indoors male no_sex otoko_no_ko pink_hair png short_hair sitting socks solo trap trap_yuri_garden window
1boy aogiri_penta armchair ayanohara_mikage_(trap_yuri_garden) barefoot blue_eyes crossdressing crossdressing_male curtains feet feet_focus femboy feminine_male foot_fetish game_cg hand_on_chin hi_res highres indoors male no_sex otoko_no_ko pink_hair png short_hair sitting smile solo trap trap_yuri_garden window
1boy aogiri_penta armchair ayanohara_mikage_(trap_yuri_garden) barefoot blue_eyes crossdressing crossdressing_male curtains feet feet_focus femboy feminine_male foot_fetish game_cg hand_on_chin hi_res highres indoors male no_sex otoko_no_ko pink_hair png short_hair sitting smile solo trap trap_yuri_garden window
anthro artist_request bedroom blush blush_lines blushing breath_cloud breathing_heavily canon_costume charlie_(smiling_friends) charlie_dompler chubby_male crossdressing crossdressing_male english_text gay gripping_sheets hairy_legs hand_on_bed humanoid humiliation jerking jerkingoff looking_at_viewer maid maid_outfit maid_uniform male_only manly_crossdresser masturbation no_humans non-human non-human_only penis_under_dress precum provocative simple_background simple_eyes smiling_friends source_request sweat sweating voyeur yaoi yellow_body
anthro artist_request bedroom blush blush_lines blushing breath_cloud breathing_heavily canon_costume charlie_(smiling_friends) charlie_dompler chubby_male crossdressing crossdressing_male english_text gay gripping_sheets hairy_legs hand_on_bed humanoid humiliation jerking jerkingoff looking_at_viewer maid maid_outfit maid_uniform male_only manly_crossdresser masturbation no_humans non-human non-human_only penis_under_dress precum provocative simple_background simple_eyes smiling_friends source_request sweat sweating voyeur yaoi yellow_body
1boy bulge crossdressing crossdressing_male deku femboy feminine_male freckles garter_straps green_eyes green_hair izuku_midoriya la_bordeliere lifting_skirt maid_headdress maid_outfit maid_uniform male male_focus male_maid male_only midoriya_izuku my_hero_academia nipples panties solo solo_male thick_thighs white_panties
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andi_(brainwashcreep) blowjob blowjob_face brainwashcreep crossdressing crossdressing_male forced forced_feminization forced_oral forced_prostitution hypnosis hypnosis_app lipstick mind_control oral oral_penetration oral_sex prostitution semen sissification sissy slut text text_bubble
andi_(brainwashcreep) blowjob blowjob_face brainwashcreep crossdressing crossdressing_male forced forced_feminization forced_oral forced_prostitution hypnosis hypnosis_app lipstick mind_control oral oral_penetration oral_sex prostitution semen sissification sissy slut text text_bubble
anus_bulge bara blue_eyes busty_boy chair cosplay crossdressing crossdressing_male dark_skin guilty_gear humanoid hyper_muscles leather manboobs manly_crossdresser nagoriyuki non-human otokonoko sissy
anus_bulge bara blue_eyes busty_boy chair cosplay crossdressing crossdressing_male dark_skin guilty_gear humanoid hyper_muscles leather manboobs manly_crossdresser nagoriyuki non-human otokonoko sissy
2boys blasticheart_(artist) blowjob blowjob_only boy_on_boy broken_colors comic_strip crossdressing crossdressing_male cum_on_face cumshot delivery_guy_(broken_colors) fellatio femboy femboy_on_male feminine_male feminization gay gay_blowjob gay_sex handjob handjob_while_sucking huge_cock humanoid kiss_mark kiss_marks large_penis latex_gloves licking_penis lipstick_mark lipstick_marks lipstick_on_balls lipstick_on_penis mc_(broken_colors) non-human power_bottom small_dom_big_sub tonguejob yaoi
2boys blasticheart_(artist) blowjob blowjob_only boy_on_boy broken_colors comic_strip crossdressing crossdressing_male cum_on_face cumshot delivery_guy_(broken_colors) fellatio femboy femboy_on_male feminine_male feminization gay gay_blowjob gay_sex handjob handjob_while_sucking huge_cock humanoid kiss_mark kiss_marks large_penis latex_gloves licking_penis lipstick_mark lipstick_marks lipstick_on_balls lipstick_on_penis mc_(broken_colors) non-human power_bottom small_dom_big_sub tonguejob yaoi
2boys 2males ass_eating bara barazoku beard blackbeard breath_cloud crossdressing crossdressing_male discreet_partner dress eating_ass edward_teach face_in_ass fan fan_(object) fancy_clothing floral_pattern gay grabbing_pants hidden_sex hiding holding_wall leather leather_jacket leather_pants long_hair long_hair_male makeup male_only manly_crossdresser no_visible_genitalia old_man_yaoi our_flag_means_death pirate powdered_wig reapersun rimjob rimming rimming_under_dress secret_sex stede_bonnet tattoos wig yaoi
2boys 2males ass_eating bara barazoku beard blackbeard breath_cloud crossdressing crossdressing_male discreet_partner dress eating_ass edward_teach face_in_ass fan fan_(object) fancy_clothing floral_pattern gay grabbing_pants hidden_sex hiding holding_wall leather leather_jacket leather_pants long_hair long_hair_male makeup male_only manly_crossdresser no_visible_genitalia old_man_yaoi our_flag_means_death pirate powdered_wig reapersun rimjob rimming rimming_under_dress secret_sex stede_bonnet tattoos wig yaoi
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1femboy 1girls 2boys 2d 2d_(artwork) 2femboys 2males alternate_ass_size alternate_body_type ass background_character big_ass big_butt blue_eyes boyfriend_(friday_night_funkin) clothed clothed_male clothing collaboration cookizzz222 cosplay crossdressing crossdressing_male different_artstyle dress femboy femboy_focus femboyfriend friday_night_funkin girlfriend_(cosplay) girlfriend_(friday_night_funkin) girlfriend_(friday_night_funkin)_(cosplay) heels hexdoodz looking_back male male_focus multiple_artists pose sleeveless sleeveless_dress thick thick_ass thick_butt thick_thighs thighs
1femboy 1girls 2boys 2d 2d_(artwork) 2femboys 2males alternate_ass_size alternate_body_type ass background_character big_ass big_butt blue_eyes boyfriend_(friday_night_funkin) clothed clothed_male clothing collaboration cookizzz222 cosplay crossdressing crossdressing_male different_artstyle dress femboy femboy_focus femboyfriend friday_night_funkin girlfriend_(cosplay) girlfriend_(friday_night_funkin) girlfriend_(friday_night_funkin)_(cosplay) heels hexdoodz looking_back male male_focus multiple_artists pose sleeveless sleeveless_dress thick thick_ass thick_butt thick_thighs thighs
1boy ai_generated ai_lewdua alice_(lewdua) balls beach beach_towel bikini_top bra civitai cock_shock cock_sleeve condom condom_on_penis crossdressing crossdressing_male erect_penis erection femboy flat_chest girly huge_cock jossyless_(ai) large_penis lying_on_back ornament solo spread_legs striped_legwear striped_thighhighs style
1boy ai_generated ai_lewdua alice_(lewdua) balls beach beach_towel bikini_top bra civitai cock_shock cock_sleeve condom condom_on_penis crossdressing crossdressing_male erect_penis erection femboy flat_chest girly huge_cock jossyless_(ai) large_penis lying_on_back ornament solo spread_legs striped_legwear striped_thighhighs style
2boys anal anal_insertion anal_orgasm anal_sex androgynous black_hair blonde_hair blonde_wig clothed clothed_male crossdressing crossdressing_male cum cum_in_ass cum_inside cum_while_penetrated cumming cumming_from_anal_sex cumming_inside cumming_together cumming_while_penetrated cumming_while_penetrating dialogue dominant_male duo ejaculation_while_penetrated english_text erect_penis erection femboy femboy_focus femboysub feminine feminine_body feminine_male feminization gay girly hands-free handsfree_ejaculation hi_res human human_only light-skinned_femboy light-skinned_male light_skin male male_focus male_only multiple_boys multiple_males mutual_orgasm naked naked_male no_condom nude nude_male orgasm orgasm_face orgasm_from_anal otoko_no_ko otokonoko penis reich00 sex simultaneous_ejaculation simultaneous_orgasms sissy solo_focus speech_bubble streamer streaming submissive_femboy submissive_male text trap unprotected_ejaculation unprotected_sex wig wig_falling_off yaoi
2boys anal anal_insertion anal_orgasm anal_sex androgynous black_hair blonde_hair blonde_wig clothed clothed_male crossdressing crossdressing_male cum cum_in_ass cum_inside cum_while_penetrated cumming cumming_from_anal_sex cumming_inside cumming_together cumming_while_penetrated cumming_while_penetrating dialogue dominant_male duo ejaculation_while_penetrated english_text erect_penis erection femboy femboy_focus femboysub feminine feminine_body feminine_male feminization gay girly hands-free handsfree_ejaculation hi_res human human_only light-skinned_femboy light-skinned_male light_skin male male_focus male_only multiple_boys multiple_males mutual_orgasm naked naked_male no_condom nude nude_male orgasm orgasm_face orgasm_from_anal otoko_no_ko otokonoko penis reich00 sex simultaneous_ejaculation simultaneous_orgasms sissy solo_focus speech_bubble streamer streaming submissive_femboy submissive_male text trap unprotected_ejaculation unprotected_sex wig wig_falling_off yaoi
ai_generated assertive_female athletic_male balls_in_panties brown_hair caressing chubby civitai corset crossdressing crossdressing_male earrings ejaculation_under_clothes garter_straps gloves hands_free_ejaculation malesub mature_female milf mommy mommy_kink mommydom older_female opera_gloves orgasm_face sissification smug stockings submissive_male thigh_squish
ai_generated assertive_female athletic_male balls_in_panties brown_hair caressing chubby civitai corset crossdressing crossdressing_male earrings ejaculation_under_clothes garter_straps gloves hands_free_ejaculation malesub mature_female milf mommy mommy_kink mommydom older_female opera_gloves orgasm_face sissification smug stockings submissive_male thigh_squish
adorable bara bara_tiddies bara_tits barazoku bushy_pubes call_of_duty call_of_duty_modern_warfare_2_(2022) collaboration collaboration_works crossdressing crossdressing_male crossed_arms cute cute_expression cute_male dad_bod ehot_es embarrassed feminization flustered flustered_male hairy_chest hairy_male happy_trail himbo könig konig male male/male male_in_dress manly_crossdresser mask mask_on_head masked_male no_visible_genitalia nurse_cap nurse_clothing nurse_hat nurse_uniform pecs pinup precum_bubble precum_through_clothing revealing_clothes scar scarred_body scars_all_over shy simon_riley six_pack skirt slutty_clothing slutty_outfit sniper_veil strongfat thighhighs treasure_trail utekiart wholesome
adorable bara bara_tiddies bara_tits barazoku bushy_pubes call_of_duty call_of_duty_modern_warfare_2_(2022) collaboration collaboration_works crossdressing crossdressing_male crossed_arms cute cute_expression cute_male dad_bod ehot_es embarrassed feminization flustered flustered_male hairy_chest hairy_male happy_trail himbo könig konig male male/male male_in_dress manly_crossdresser mask mask_on_head masked_male no_visible_genitalia nurse_cap nurse_clothing nurse_hat nurse_uniform pecs pinup precum_bubble precum_through_clothing revealing_clothes scar scarred_body scars_all_over shy simon_riley six_pack skirt slutty_clothing slutty_outfit sniper_veil strongfat thighhighs treasure_trail utekiart wholesome
1boy absurd_res ass astolfo_(fate) big_ass big_ass_(male) breasts captain_kirb caption clothed_female commission crossdressing crossdressing_male cum dialogue ejaculation facesitting fate/grand_order fate_(series) female femboy femboy_on_female femboydom huge_ass huge_breasts huge_cock human large_ass large_breasts long_hair male male/female male_facesitting male_facesitting_female mash_kyrielight penis pink_hair png rimming short_hair short_skirt skirt text uncensored
1boy absurd_res ass astolfo_(fate) big_ass big_ass_(male) breasts captain_kirb caption clothed_female commission crossdressing crossdressing_male cum dialogue ejaculation facesitting fate/grand_order fate_(series) female femboy femboy_on_female femboydom huge_ass huge_breasts huge_cock human large_ass large_breasts long_hair male male/female male_facesitting male_facesitting_female mash_kyrielight penis pink_hair png rimming short_hair short_skirt skirt text uncensored
2boys ahe_gao anal arm_around_neck armwear bedroom boiwife bride bussy chastity chastity_cage chastity_device choker cock_cage crossdressing crossdressing_male cute cute_fang daddy daddy_and_twink dominant fangs femboy femboy_bride feminine_body feminine_male feminine_pose feminization fucked_in_chastity gay gay_sex girly glasses headpat heart heart-shaped_pupils high_heels huge_cock indie_virtual_youtuber jettsetgaming kenta laying_on_back laying_on_bed leaking_chastity legwear male male/male male_bride male_only nipples original original_character original_characters panting partially_clothed pecs penis petplay puppy puppyboy puppyplay sex sissy sissy_bride sissygasm size_difference small_penis spread_legs stockings stomach_bulge submissive submissive_femboy submissive_male sunset sweating thigh_highs thighhighs thighs trap virtual_youtuber vtuber wanwan_nsfw wedding wedding_attire wedding_band wedding_dress wedding_lingerie wedding_night wedding_ring wedding_veil werewolf white_armwear white_legwear white_streak yaoi
2boys ahe_gao anal arm_around_neck armwear bedroom boiwife bride bussy chastity chastity_cage chastity_device choker cock_cage crossdressing crossdressing_male cute cute_fang daddy daddy_and_twink dominant fangs femboy femboy_bride feminine_body feminine_male feminine_pose feminization fucked_in_chastity gay gay_sex girly glasses headpat heart heart-shaped_pupils high_heels huge_cock indie_virtual_youtuber jettsetgaming kenta laying_on_back laying_on_bed leaking_chastity legwear male male/male male_bride male_only nipples original original_character original_characters panting partially_clothed pecs penis petplay puppy puppyboy puppyplay sex sissy sissy_bride sissygasm size_difference small_penis spread_legs stockings stomach_bulge submissive submissive_femboy submissive_male sunset sweating thigh_highs thighhighs thighs trap virtual_youtuber vtuber wanwan_nsfw wedding wedding_attire wedding_band wedding_dress wedding_lingerie wedding_night wedding_ring wedding_veil werewolf white_armwear white_legwear white_streak yaoi
1boy ai_generated androgynous arm_warmers blonde_hair boyish_bulge bulge collar crossdressing crossdressing_male curvy_ass cute_face femboy panties trap twintails
1boy ai_generated androgynous arm_warmers blonde_hair boyish_bulge bulge collar crossdressing crossdressing_male curvy_ass cute_face femboy panties trap twintails
1boy abs alhaitham_(genshin_impact) alpaitham aqua_eyes bar_censor black_footwear black_gloves black_sleeves black_thighhighs censored condom crossdressing_male genshin_impact gloves grey_hair hair_between_eyes hair_over_one_eye high_heels highres looking_at_viewer maid male_focus multicolored_hair muscular muscular_male navel nipples penis short_hair solo solo_male stomach testicles thighhighs white_background
1boy abs alhaitham_(genshin_impact) alpaitham aqua_eyes bar_censor black_footwear black_gloves black_sleeves black_thighhighs censored condom crossdressing_male genshin_impact gloves grey_hair hair_between_eyes hair_over_one_eye high_heels highres looking_at_viewer maid male_focus multicolored_hair muscular muscular_male navel nipples penis short_hair solo solo_male stomach testicles thighhighs white_background
balls batgirl batman:_the_animated_series batman_(series) batwoman bodysuit cosplay crossdressing crossdressing_male dc dc_comics diceyboi dick_grayson female feminization harley_quinn_(cosplay) harleyfication jason_todd latex latex_clothing latex_suit looking_at_viewer male nightwing original_character presenting presenting_hindquarters quinnification red_hood_(dc) robin_(dc) robin_(tim_drake) small_penis tim_drake
balls batgirl batman:_the_animated_series batman_(series) batwoman bodysuit cosplay crossdressing crossdressing_male dc dc_comics diceyboi dick_grayson female feminization harley_quinn_(cosplay) harleyfication jason_todd latex latex_clothing latex_suit looking_at_viewer male nightwing original_character presenting presenting_hindquarters quinnification red_hood_(dc) robin_(dc) robin_(tim_drake) small_penis tim_drake
1boy 1girls age_difference alternate_hairstyle ass ass_grab bardywarrior boy_on_top chun-li couple crossdressing crossdressing_male duo female femdom licking_male_nipple luke_sullivan male male_ass malesub mature_female muscular muscular_male naked_apron nipple_licking office_lady older_female older_female_younger_male ponytail role_reversal straight street_fighter street_fighter_6 upright_straddle
1boy 1girls age_difference alternate_hairstyle ass ass_grab bardywarrior boy_on_top chun-li couple crossdressing crossdressing_male duo female femdom licking_male_nipple luke_sullivan male male_ass malesub mature_female muscular muscular_male naked_apron nipple_licking office_lady older_female older_female_younger_male ponytail role_reversal straight street_fighter street_fighter_6 upright_straddle
1boy 1girls balls batman:_the_animated_series batman_(series) black_lipstick bodysuit crossdressing crossdressing_male dc_comics dcau diceyboi erection harley_quinn harley_quinn_(classic) harley_quinn_(cosplay) harley_quinn_(the_batman) harleyfication kissing latex latex_clothing latex_suit lipstick quinnification self_kiss selfcest small_penis the_batman
1boy 1girls balls batman:_the_animated_series batman_(series) black_lipstick bodysuit crossdressing crossdressing_male dc_comics dcau diceyboi erection harley_quinn harley_quinn_(classic) harley_quinn_(cosplay) harley_quinn_(the_batman) harleyfication kissing latex latex_clothing latex_suit lipstick quinnification self_kiss selfcest small_penis the_batman
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