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mad men

1boy 1girls alternate_breast_size big_breasts big_penis blue_eyes breasts celebrity christina_hendricks color earrings female happy happy_paizuri happy_sex joan_holloway large_breasts mad_men male nipples nude nude_female orange_hair paizuri paizuri_lead_by_female paizuri_on_lap partial_male penis pov pov_paizuri real_person realistic smile straight white_female yam_art

1boy 1girls alternate_breast_size big_breasts big_penis blue_eyes breasts celebrity christina_hendricks color earrings female happy happy_paizuri happy_sex joan_holloway large_breasts mad_men male nipples nude nude_female orange_hair paizuri paizuri_lead_by_female paizuri_on_lap partial_male penis pov pov_paizuri real_person realistic smile straight white_female yam_art

alternate_breast_size, big_breasts

big_breasts bimbo boobsgames breasts busty dress female female_focus female_only hourglass_figure joan_holloway large_areolae large_breasts mad_men makeup milf puffy_nipples redhead skin_tight skin_tight_dress smile wide_hips

big_breasts bimbo boobsgames breasts busty dress female female_focus female_only hourglass_figure joan_holloway large_areolae large_breasts mad_men makeup milf puffy_nipples redhead skin_tight skin_tight_dress smile wide_hips

big_breasts, bimbo

big_breasts bimbo boobsgames breasts busty dress female female_focus female_only hourglass_figure joan_holloway large_breasts mad_men makeup milf redhead skin_tight skin_tight_dress smile wide_hips

big_breasts bimbo boobsgames breasts busty dress female female_focus female_only hourglass_figure joan_holloway large_breasts mad_men makeup milf redhead skin_tight skin_tight_dress smile wide_hips

big_breasts, bimbo

1boy 3d black_panties corset female lingerie mad_men panties red_hair rosepab suitcase

1boy 3d black_panties corset female lingerie mad_men panties red_hair rosepab suitcase

black_panties, corset

absurdres actress ai_generated armpit_hair beach breasts busty celebrity christina_hendricks female female_only ginger hands_behind_head highres hourglass_figure huge_breasts incredibly_absurdres joyboyai kneeling long_hair looking_at_viewer mad_men nipples nude posing pussy seductive self_upload solo thick_thighs toned top_heavy voluptuous

absurdres actress ai_generated armpit_hair beach breasts busty celebrity christina_hendricks female female_only ginger hands_behind_head highres hourglass_figure huge_breasts incredibly_absurdres joyboyai kneeling long_hair looking_at_viewer mad_men nipples nude posing pussy seductive self_upload solo thick_thighs toned top_heavy voluptuous

absurdres, actress

1girls actress blue_dress celebrity christina_hendricks clc1997 cleavage female female_only fully_clothed hair_up large_breasts looking_over_shoulder mad_men mature_female milf posing_for_picture real_person red_hair side_view solo

1girls actress blue_dress celebrity christina_hendricks clc1997 cleavage female female_only fully_clothed hair_up large_breasts looking_over_shoulder mad_men mature_female milf posing_for_picture real_person red_hair side_view solo

actress, blue_dress

1girls actress christina_hendricks cleavage cropped_legs donaught earrings female female_only garter_belt huge_breasts indoors joan_holloway large_areolae lips lowleg_panties mad_men puffy_nipples red_hair red_head ring smile solo thick_thighs venus_body voluptuous

1girls actress christina_hendricks cleavage cropped_legs donaught earrings female female_only garter_belt huge_breasts indoors joan_holloway large_areolae lips lowleg_panties mad_men puffy_nipples red_hair red_head ring smile solo thick_thighs venus_body voluptuous

actress, christina_hendricks

1girls big_breasts blue_eyes breasts celebrity christina_hendricks earrings female female_only joan_holloway large_breasts lipstick mad_men navel nipples nude orange_hair pendant pupete pussy red_hair short_hair solo standing thighhighs uncensored

1girls big_breasts blue_eyes breasts celebrity christina_hendricks earrings female female_only joan_holloway large_breasts lipstick mad_men navel nipples nude orange_hair pendant pupete pussy red_hair short_hair solo standing thighhighs uncensored

big_breasts, blue_eyes

breasts christina_hendricks don_draper edit family_guy guyman806 joan_holloway jon_hamm mad_men

breasts christina_hendricks don_draper edit family_guy guyman806 joan_holloway jon_hamm mad_men

breasts, christina_hendricks

1boy 1girls big_ass bush celebrity christina_hendricks cum_on_breasts curvy female handjob hat human human_only joan_holloway large_breasts light-skinned_female light-skinned_male light_skin mad_men male mature mature_female milf partial_male pubic_hair red_hair sassafras straight the_emporium_(sassafras) thick voluptuous voluptuous_female

1boy 1girls big_ass bush celebrity christina_hendricks cum_on_breasts curvy female handjob hat human human_only joan_holloway large_breasts light-skinned_female light-skinned_male light_skin mad_men male mature mature_female milf partial_male pubic_hair red_hair sassafras straight the_emporium_(sassafras) thick voluptuous voluptuous_female

celebrity christina_hendricks graphite_(artwork) hands_between_legs joan_holloway large_breasts mad_men pencil_(artwork) sketch vp

celebrity christina_hendricks graphite_(artwork) hands_between_legs joan_holloway large_breasts mad_men pencil_(artwork) sketch vp

celebrity, christina_hendricks

alcohol art_with_a_side_of_fries awasof barefoot big_breasts big_penis blowjob chair chair_position christina_hendricks cigarette crossover cum cum_in_mouth cum_inside cum_on_body cum_on_face cumshot cunnilingus dark_piccolo deep_blowjob deepthroat desk desk_chair desk_sex feet fellatio grabbing grabbing_breasts hardcore joan_holloway mad_men male office office_chair oral penis powerpuff_girls pussy pussy_juice pussy_juice_drip sara_bellum smoking squeeze squeezing squeezing_breast threesome variant

alcohol art_with_a_side_of_fries awasof barefoot big_breasts big_penis blowjob chair chair_position christina_hendricks cigarette crossover cum cum_in_mouth cum_inside cum_on_body cum_on_face cumshot cunnilingus dark_piccolo deep_blowjob deepthroat desk desk_chair desk_sex feet fellatio grabbing grabbing_breasts hardcore joan_holloway mad_men male office office_chair oral penis powerpuff_girls pussy pussy_juice pussy_juice_drip sara_bellum smoking squeeze squeezing squeezing_breast threesome variant

alcohol, art_with_a_side_of_fries

alcohol art_with_a_side_of_fries awasof barefoot big_breasts big_penis blowjob chair chair_position christina_hendricks cigarette crossover cum cum_in_mouth cum_on_body cum_on_breasts cum_on_face cumshot cunnilingus dark_piccolo deep_blowjob deepthroat desk desk_chair desk_sex dripping dripping_cum feet fellatio grabbing grabbing_breasts hardcore joan_holloway mad_men office office_chair oral powerpuff_girls pussy pussy_juice pussy_juice_drip sara_bellum smoking squeeze squeezing squeezing_breast threesome variant

alcohol art_with_a_side_of_fries awasof barefoot big_breasts big_penis blowjob chair chair_position christina_hendricks cigarette crossover cum cum_in_mouth cum_on_body cum_on_breasts cum_on_face cumshot cunnilingus dark_piccolo deep_blowjob deepthroat desk desk_chair desk_sex dripping dripping_cum feet fellatio grabbing grabbing_breasts hardcore joan_holloway mad_men office office_chair oral powerpuff_girls pussy pussy_juice pussy_juice_drip sara_bellum smoking squeeze squeezing squeezing_breast threesome variant

alcohol, art_with_a_side_of_fries

1boy 2girls alcohol art_with_a_side_of_fries awasof barefoot big_breasts big_penis bisexual bisexual_female blowjob chair chair_position christina_hendricks cigarette clothed_sex crossover cum cum_on_body cum_on_breasts cum_on_face cumshot cunnilingus dark_piccolo deep_blowjob deepthroat desk desk_chair desk_sex feet fellatio female grabbing grabbing_breasts hardcore human joan_holloway mad_men male office office_chair oral powerpuff_girls pussy pussy_juice pussy_juice_drip sara_bellum smoking squeeze squeezing squeezing_breast threesome variant yuri

1boy 2girls alcohol art_with_a_side_of_fries awasof barefoot big_breasts big_penis bisexual bisexual_female blowjob chair chair_position christina_hendricks cigarette clothed_sex crossover cum cum_on_body cum_on_breasts cum_on_face cumshot cunnilingus dark_piccolo deep_blowjob deepthroat desk desk_chair desk_sex feet fellatio female grabbing grabbing_breasts hardcore human joan_holloway mad_men male office office_chair oral powerpuff_girls pussy pussy_juice pussy_juice_drip sara_bellum smoking squeeze squeezing squeezing_breast threesome variant yuri

alcohol, art_with_a_side_of_fries

alcohol art_with_a_side_of_fries awasof barefoot big_breasts blowjob chair chair_position christina_hendricks cigarette crossover cunnilingus dark_piccolo deep_blowjob deepthroat desk desk_chair desk_sex feet fellatio grabbing grabbing_breasts hardcore joan_holloway mad_men office office_chair oral powerpuff_girls pussy pussy_juice pussy_juice_drip sara_bellum smoking squeeze squeezing squeezing_breast threesome

alcohol art_with_a_side_of_fries awasof barefoot big_breasts blowjob chair chair_position christina_hendricks cigarette crossover cunnilingus dark_piccolo deep_blowjob deepthroat desk desk_chair desk_sex feet fellatio grabbing grabbing_breasts hardcore joan_holloway mad_men office office_chair oral powerpuff_girls pussy pussy_juice pussy_juice_drip sara_bellum smoking squeeze squeezing squeezing_breast threesome

alcohol, art_with_a_side_of_fries

1boy 1boy1girl 1girls 3d 3d_(artwork) actor actress bare-faced-cheek blue_eyes caucasian caucasian_female caucasian_male celebrity christina_hendricks co-worker don_draper dress_raised_for_spanking duo female femsub foreplay hand_on_shoulder happy_sub high_heels in_character joan_holloway jon_hamm large_ass large_breasts looking_at_viewer mad_men male maledom no_panties office playful red_hair skirt_lift smile voluptuous

1boy 1boy1girl 1girls 3d 3d_(artwork) actor actress bare-faced-cheek blue_eyes caucasian caucasian_female caucasian_male celebrity christina_hendricks co-worker don_draper dress_raised_for_spanking duo female femsub foreplay hand_on_shoulder happy_sub high_heels in_character joan_holloway jon_hamm large_ass large_breasts looking_at_viewer mad_men male maledom no_panties office playful red_hair skirt_lift smile voluptuous

boobdan christina_hendricks erect_nipples erection huge_breasts joan_holloway mad_men see-through

boobdan christina_hendricks erect_nipples erection huge_breasts joan_holloway mad_men see-through

boobdan, christina_hendricks

1boy 5_fingers alcohol armchair balls big_penis black_hair black_tie_(suit) blazer blinds blue_eyes border bottomwear business_suit businessman chair cigarette cigarette_in_mouth circumcised clothed clothing collared_shirt color cup daddy dark_hair digital_media_(artwork) dilf don_draper drawnpr0n drink drinking erection facial_hair five_o'clock_shadow frenulum front_view fully_clothed gay genitals glans glass grey_suit hand_on_own_penis hand_on_penis holding_glass holding_penis huge_cock human human_only humanoid_penis indoors inviting jacket jon_hamm large_penis light-skinned_male light_skin long_penis looking_at_viewer mad_men male male_only manly manspreading mostly_clothed office open_fly open_legs open_pants pants penis penis_focus penis_out presenting presenting_penis pubic_hair pubic_hair_peek realistic reclining relaxing room seductive shirt sitting sitting_on_chair slacks slight_smile smoking smoking_pipe solo spread_legs stubble suggestive suit suit_and_tie suit_jacket testicles thick_penis tie topwear uncensored unprofessional_behavior unzipped unzipped_pants vein veiny_penis whiskey whiskey_glass white_border white_shirt workplace

1boy 5_fingers alcohol armchair balls big_penis black_hair black_tie_(suit) blazer blinds blue_eyes border bottomwear business_suit businessman chair cigarette cigarette_in_mouth circumcised clothed clothing collared_shirt color cup daddy dark_hair digital_media_(artwork) dilf don_draper drawnpr0n drink drinking erection facial_hair five_o'clock_shadow frenulum front_view fully_clothed gay genitals glans glass grey_suit hand_on_own_penis hand_on_penis holding_glass holding_penis huge_cock human human_only humanoid_penis indoors inviting jacket jon_hamm large_penis light-skinned_male light_skin long_penis looking_at_viewer mad_men male male_only manly manspreading mostly_clothed office open_fly open_legs open_pants pants penis penis_focus penis_out presenting presenting_penis pubic_hair pubic_hair_peek realistic reclining relaxing room seductive shirt sitting sitting_on_chair slacks slight_smile smoking smoking_pipe solo spread_legs stubble suggestive suit suit_and_tie suit_jacket testicles thick_penis tie topwear uncensored unprofessional_behavior unzipped unzipped_pants vein veiny_penis whiskey whiskey_glass white_border white_shirt workplace

alcohol, armchair

1girls 2animals 2boys after_sex all_fours alx_(fuckit) animal_genitalia ass bare_arms bare_ass bare_shoulders big_breasts blue_eyes breasts canid canine canine_penis celebrity christina_hendricks closed_mouth closed_smile collar cum cum_in_hair cum_inside cum_on_ass cum_on_breasts cum_on_butt cum_on_face dog doggy_style dogs domestic_dog erection eyebrows eyelashes eyes eyes_open female female_human female_human/male_feral female_penetrated feral feral_on_female feral_on_human from_behind genitals group group_sex hair human indoor indoors joan_holloway knot looking_at_partner lying lying_on_floor mad_men male male/female male/male/female male_feral male_penetrating male_penetrating_female mammal mmf_threesome mouth mouth_closed mouth_open on_floor open_eyes open_mouth orange_hair paizuri penetration penis penis_between_breasts redhead sex sex_on_floor smile smiley_face straight teeth threesome titjob tongue tongue_out uncensored url vagina website what zoophilia

1girls 2animals 2boys after_sex all_fours alx_(fuckit) animal_genitalia ass bare_arms bare_ass bare_shoulders big_breasts blue_eyes breasts canid canine canine_penis celebrity christina_hendricks closed_mouth closed_smile collar cum cum_in_hair cum_inside cum_on_ass cum_on_breasts cum_on_butt cum_on_face dog doggy_style dogs domestic_dog erection eyebrows eyelashes eyes eyes_open female female_human female_human/male_feral female_penetrated feral feral_on_female feral_on_human from_behind genitals group group_sex hair human indoor indoors joan_holloway knot looking_at_partner lying lying_on_floor mad_men male male/female male/male/female male_feral male_penetrating male_penetrating_female mammal mmf_threesome mouth mouth_closed mouth_open on_floor open_eyes open_mouth orange_hair paizuri penetration penis penis_between_breasts redhead sex sex_on_floor smile smiley_face straight teeth threesome titjob tongue tongue_out uncensored url vagina website what zoophilia

after_sex, all_fours

all_fours alx_(fuckit) animal_genitalia ass big_breasts blue_eyes breasts canine canine_penis celebrity christina_hendricks collar color doggy_style erection female feral from_behind group group_sex hair human joan_holloway mad_men male mammal orange_hair paizuri penetration penis redhead sex straight threesome tongue tongue_out uncensored zoophilia

all_fours alx_(fuckit) animal_genitalia ass big_breasts blue_eyes breasts canine canine_penis celebrity christina_hendricks collar color doggy_style erection female feral from_behind group group_sex hair human joan_holloway mad_men male mammal orange_hair paizuri penetration penis redhead sex straight threesome tongue tongue_out uncensored zoophilia

all_fours, alx_(fuckit)

1girls big_breasts blue_eyes breasts celebrity christina_hendricks earrings female female_only joan_holloway large_breasts lipstick mad_men navel nipples nude orange_hair pendant pupete pussy redhead short_hair solo standing thighhighs uncensored

1girls big_breasts blue_eyes breasts celebrity christina_hendricks earrings female female_only joan_holloway large_breasts lipstick mad_men navel nipples nude orange_hair pendant pupete pussy redhead short_hair solo standing thighhighs uncensored

big_breasts, blue_eyes

1girls big_breasts blue_eyes breasts celebrity christina_hendricks dress earrings female female_only joan_holloway large_breasts lipstick mad_men navel nipples orange_hair pendant pupete pussy redhead see-through short_hair solo standing thighhighs uncensored

1girls big_breasts blue_eyes breasts celebrity christina_hendricks dress earrings female female_only joan_holloway large_breasts lipstick mad_men navel nipples orange_hair pendant pupete pussy redhead see-through short_hair solo standing thighhighs uncensored

big_breasts, blue_eyes

2011 areola big_breasts breasts celebrity christina_hendricks earrings female female_only green_eyes huge_breasts joan_holloway large_breasts lips looking_at_viewer mad_men nipples orange_hair painted_nails panties pinup presenting redhead solo spread_legs spreading thick_lips thong ultrafem uncensored

2011 areola big_breasts breasts celebrity christina_hendricks earrings female female_only green_eyes huge_breasts joan_holloway large_breasts lips looking_at_viewer mad_men nipples orange_hair painted_nails panties pinup presenting redhead solo spread_legs spreading thick_lips thong ultrafem uncensored

areola, big_breasts

celebrity famous_comics female human january_jones mad_men male real_person sex straight tagme

celebrity famous_comics female human january_jones mad_men male real_person sex straight tagme

celebrity, famous_comics

actor actress betty_draper caucasian caucasian_female caucasian_male celebrity don_draper famous_comics female human in_character january_jones jon_hamm mad_men male real_person sex straight

actor actress betty_draper caucasian caucasian_female caucasian_male celebrity don_draper famous_comics female human in_character january_jones jon_hamm mad_men male real_person sex straight

actor actress betty_draper caucasian caucasian_female caucasian_male celebrity cowgirl_position don_draper famous_comics female girl_on_top human in_character january_jones jon_hamm mad_men male real_person sex straight

actor actress betty_draper caucasian caucasian_female caucasian_male celebrity cowgirl_position don_draper famous_comics female girl_on_top human in_character january_jones jon_hamm mad_men male real_person sex straight

1girls 2011 5_fingers areola areolae artist_name big_breasts blue_eyes blush breasts busty celebrity christina_hendricks color colored colored_nails completely_nude curvaceous curvy dated earrings english english_text exposed_breasts exposed_nipples eyelashes facing_viewer female female_only hairless_pussy huge_breasts human human_only joan_holloway large_breasts lipstick looking_at_viewer mad_men makeup nail_polish naked navel nipples no_bra no_panties no_underwear nude open_eyes orange_hair painted_nails pink_nipples red_nails redhead shaved_pussy smile smiling solo standing tagme text ultrafem uncensored voluptuous white_background

1girls 2011 5_fingers areola areolae artist_name big_breasts blue_eyes blush breasts busty celebrity christina_hendricks color colored colored_nails completely_nude curvaceous curvy dated earrings english english_text exposed_breasts exposed_nipples eyelashes facing_viewer female female_only hairless_pussy huge_breasts human human_only joan_holloway large_breasts lipstick looking_at_viewer mad_men makeup nail_polish naked navel nipples no_bra no_panties no_underwear nude open_eyes orange_hair painted_nails pink_nipples red_nails redhead shaved_pussy smile smiling solo standing tagme text ultrafem uncensored voluptuous white_background

areola, areolae

2009 breasts celebrity christina_hendricks daikon_(artist) female joan_holloway mad_men skirt_lift tagme

2009 breasts celebrity christina_hendricks daikon_(artist) female joan_holloway mad_men skirt_lift tagme

breasts, celebrity

big_breasts blue_eyes breasts celebrity christina_hendricks female female_only joan_holloway large_breasts long_hair mad_men moose_(artist) nipples nude red_hair solo tagme uncensored

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big_breasts, blue_eyes

1girls 2011 5_fingers areola areolae artist_name big_breasts blue_eyes blush breasts busty celebrity christina_hendricks color colored colored_nails curvaceous curvy dated earrings english english_text exposed_breasts exposed_nipples eyelashes facing_viewer female female_only hairless_pussy huge_breasts human human_only joan_holloway large_breasts lipstick looking_at_viewer mad_men makeup nail_polish navel nipples no_bra no_panties no_underwear nude open_eyes orange_hair painted_nails partially_clothed pink_nipples red_nails redhead shaved_pussy sheer smile smiling solo standing tagme text ultrafem uncensored voluptuous

1girls 2011 5_fingers areola areolae artist_name big_breasts blue_eyes blush breasts busty celebrity christina_hendricks color colored colored_nails curvaceous curvy dated earrings english english_text exposed_breasts exposed_nipples eyelashes facing_viewer female female_only hairless_pussy huge_breasts human human_only joan_holloway large_breasts lipstick looking_at_viewer mad_men makeup nail_polish navel nipples no_bra no_panties no_underwear nude open_eyes orange_hair painted_nails partially_clothed pink_nipples red_nails redhead shaved_pussy sheer smile smiling solo standing tagme text ultrafem uncensored voluptuous

areola, areolae

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