asking_out best from all time

Time frame

Tags

asking out

1boy 6futas anal anal_sex anders_(nobody_in_particular) areolae asking_out being_watched big_breasts blush breasts classroom comic dark-skinned_futanari dickgirl emily_(nobody_in_particular) erect_nipples erection foreskin futa_on_male futanari intersex kissing large_breasts male martha_(nobody_in_particular) nipples nobody_in_particular nude onlookers penetration penis sandra_(nobody_in_particular) sex speech_bubble text twink veronica_(nobody_in_particular)
1boy 6futas anal anal_sex anders_(nobody_in_particular) areolae asking_out being_watched big_breasts blush breasts classroom comic dark-skinned_futanari dickgirl emily_(nobody_in_particular) erect_nipples erection foreskin futa_on_male futanari intersex kissing large_breasts male martha_(nobody_in_particular) nipples nobody_in_particular nude onlookers penetration penis sandra_(nobody_in_particular) sex speech_bubble text twink veronica_(nobody_in_particular)
1boy 1girls asking_out ass big_ass big_breasts big_nipples big_penis blush boots boyfriend-girlfriend breasts comic comic_panel cum cum_on_breasts dialogue ejaculation ejaculation_between_breasts english_text erect_nipples erect_penis erection female flaccid flaccid_penis fred_perry full_lips funny girlfriend grabbing_penis green_body green_eyes green_hair green_nipples green_skin hand_on_breast hand_on_penis hero heroine hourglass_figure huge_breasts hulk_(series) large_breasts larger_female leotard long_hair long_nipples looking_at_partner looking_at_penis looking_pleasured male male/female marvel marvel_comics muscles muscular_female muscular_thighs nipples page_5 paizuri penis penis_between_breasts peter_parker plump_ass propositioning sex she-hulk size_difference slim_waist smaller_male speech_bubble spider-man spider-man_(series) straight strong_woman superhero superheroine sweat tagme talking_to_partner text thick_thighs thighs torn_clothes torn_clothing torn_costume torn_leotard veiny_penis wide_hips
1boy 1girls asking_out ass big_ass big_breasts big_nipples big_penis blush boots boyfriend-girlfriend breasts comic comic_panel cum cum_on_breasts dialogue ejaculation ejaculation_between_breasts english_text erect_nipples erect_penis erection female flaccid flaccid_penis fred_perry full_lips funny girlfriend grabbing_penis green_body green_eyes green_hair green_nipples green_skin hand_on_breast hand_on_penis hero heroine hourglass_figure huge_breasts hulk_(series) large_breasts larger_female leotard long_hair long_nipples looking_at_partner looking_at_penis looking_pleasured male male/female marvel marvel_comics muscles muscular_female muscular_thighs nipples page_5 paizuri penis penis_between_breasts peter_parker plump_ass propositioning sex she-hulk size_difference slim_waist smaller_male speech_bubble spider-man spider-man_(series) straight strong_woman superhero superheroine sweat tagme talking_to_partner text thick_thighs thighs torn_clothes torn_clothing torn_costume torn_leotard veiny_penis wide_hips
1futa asking_out big_breasts blush boob_window breasts bulge canine cleavage cleavage_cutout clothed clothed_futanari clothing dark-skinned_futanari dark_skin dialogue dummy english_text fully_clothed fully_clothed_female fully_clothed_futanari futa_bulge futa_only futanari glasses heels huge_breasts human implied_futanari keyhole_turtleneck large_breasts leggings legwear librarian marie_(wmdiscovery93) nervous pet pillow practicing solo stockings sweater text thigh_highs thighhighs wholesome wmdiscovery93
1futa asking_out big_breasts blush boob_window breasts bulge canine cleavage cleavage_cutout clothed clothed_futanari clothing dark-skinned_futanari dark_skin dialogue dummy english_text fully_clothed fully_clothed_female fully_clothed_futanari futa_bulge futa_only futanari glasses heels huge_breasts human implied_futanari keyhole_turtleneck large_breasts leggings legwear librarian marie_(wmdiscovery93) nervous pet pillow practicing solo stockings sweater text thigh_highs thighhighs wholesome wmdiscovery93
1girls 2021 age_difference asking_out blush blushing_at_viewer cute date dialogue embarassed embarrassed english_text greyscale huge_breasts jumper large_breasts looking_at_viewer love nervous no_color offscreen_character older_female original_character sketch sub-res sweater sweater_dress text turtleneck turtleneck_sweater valentine's_day white_background wholesome
1girls 2021 age_difference asking_out blush blushing_at_viewer cute date dialogue embarassed embarrassed english_text greyscale huge_breasts jumper large_breasts looking_at_viewer love nervous no_color offscreen_character older_female original_character sketch sub-res sweater sweater_dress text turtleneck turtleneck_sweater valentine's_day white_background wholesome
1girls asking_out big_breasts breasts charlotte_(succuboos) chocolate_heart chocolate_on_breasts cleavage english_text large_breasts lingerie milf original original_character partially_clothed red_skin seductive succuboos succubus text valentine's_day
1girls asking_out big_breasts breasts charlotte_(succuboos) chocolate_heart chocolate_on_breasts cleavage english_text large_breasts lingerie milf original original_character partially_clothed red_skin seductive succuboos succubus text valentine's_day
4ears_5eyes areolae asking_out big_breasts deathclaw fallout female_deathclaw fit_female flowers horned_female horned_humanoid horns huge_breasts inverted_nipples larger_female nude_female pussy scales scalie
4ears_5eyes areolae asking_out big_breasts deathclaw fallout female_deathclaw fit_female flowers horned_female horned_humanoid horns huge_breasts inverted_nipples larger_female nude_female pussy scales scalie
1girls 2022 arceus artist_name asking_out big_breasts black_highlights breast_press breast_squeeze breasts cleavage date dialogue dress english_text fancy_dress female female_focus fully_clothed gigantic_breasts gijinka glitter hair_over_one_eye huge_breasts humanized humanized_pokemon hyper_breasts large_breasts licking_lips licking_own_lips lipstick mature_female milf multicolored_hair oc original original_character pale-skinned_female pale_skin pokemon pokemon_dppt principal principal_arceus red_eyes solo solo_focus text tight_clothing tight_dress top_heavy white_background white_hair yellow_dress zoruadrawsstuff
1girls 2022 arceus artist_name asking_out big_breasts black_highlights breast_press breast_squeeze breasts cleavage date dialogue dress english_text fancy_dress female female_focus fully_clothed gigantic_breasts gijinka glitter hair_over_one_eye huge_breasts humanized humanized_pokemon hyper_breasts large_breasts licking_lips licking_own_lips lipstick mature_female milf multicolored_hair oc original original_character pale-skinned_female pale_skin pokemon pokemon_dppt principal principal_arceus red_eyes solo solo_focus text tight_clothing tight_dress top_heavy white_background white_hair yellow_dress zoruadrawsstuff
1boy 1girls ahoge asking_out big_breasts blonde_hair blush bunny_ears bunnysuit choker cleavage cum cum_between_breasts cum_on_breasts dialogue english_text eyebrows_visible_through_hair female female_focus goblin goblin_male green-skinned_male green_skin gwendolyn_(cliffpadfoot) happy_sex heart heart-shaped_pupils heart_ahoge interspecies kneeling light-skinned_female light_skin long_hair looking_at_penis makeup male narrowed_eyes outercourse paizuri penis smile speech_bubble symbol-shaped_pupils teeth_clenched thighhighs titjob very_high_resolution zephyrgales
1boy 1girls ahoge asking_out big_breasts blonde_hair blush bunny_ears bunnysuit choker cleavage cum cum_between_breasts cum_on_breasts dialogue english_text eyebrows_visible_through_hair female female_focus goblin goblin_male green-skinned_male green_skin gwendolyn_(cliffpadfoot) happy_sex heart heart-shaped_pupils heart_ahoge interspecies kneeling light-skinned_female light_skin long_hair looking_at_penis makeup male narrowed_eyes outercourse paizuri penis smile speech_bubble symbol-shaped_pupils teeth_clenched thighhighs titjob very_high_resolution zephyrgales
1girls 2023 artist_name asking_out ass big_ass big_breasts blue_eyes bodysuit bottom_heavy bottomwear breasts cleavage curvy curvy_figure date dialogue dumptruck_ass embarrassed english_text female female_focus fully_clothed gigantic_ass gijinka glasses huge_ass huge_thighs humanized humanized_pokemon large_ass large_breasts mew nervous oc original original_character pale-skinned_female pale_skin pear_shaped pink_bodysuit pink_hair pokemon pokemon_(species) pokemon_rgby short_hair solo solo_focus straight_hair text thick_thighs thunder_thighs tight_bodysuit tight_clothing topwear vice_principal_mew white_background wide_hips zoruadrawsstuff
1girls 2023 artist_name asking_out ass big_ass big_breasts blue_eyes bodysuit bottom_heavy bottomwear breasts cleavage curvy curvy_figure date dialogue dumptruck_ass embarrassed english_text female female_focus fully_clothed gigantic_ass gijinka glasses huge_ass huge_thighs humanized humanized_pokemon large_ass large_breasts mew nervous oc original original_character pale-skinned_female pale_skin pear_shaped pink_bodysuit pink_hair pokemon pokemon_(species) pokemon_rgby short_hair solo solo_focus straight_hair text thick_thighs thunder_thighs tight_bodysuit tight_clothing topwear vice_principal_mew white_background wide_hips zoruadrawsstuff
1futa asking_out big_breasts blush boob_window breasts bulge canine cleavage cleavage_cutout clothed clothed_futanari clothing dark-skinned_futanari dark_skin dialogue dummy english_text flaccid fully_clothed fully_clothed_female fully_clothed_futanari futa_bulge futa_only futanari glasses heels huge_breasts human kneeling large_breasts leggings legwear librarian marie_(wmdiscovery93) nervous penis pet pillow practicing solo stockings sweater text thick_thighs thigh_highs thighhighs wholesome wmdiscovery93
1futa asking_out big_breasts blush boob_window breasts bulge canine cleavage cleavage_cutout clothed clothed_futanari clothing dark-skinned_futanari dark_skin dialogue dummy english_text flaccid fully_clothed fully_clothed_female fully_clothed_futanari futa_bulge futa_only futanari glasses heels huge_breasts human kneeling large_breasts leggings legwear librarian marie_(wmdiscovery93) nervous penis pet pillow practicing solo stockings sweater text thick_thighs thigh_highs thighhighs wholesome wmdiscovery93
1boy 1girls asking_out ass back_spikes big_ass claws creepypasta cute eldritch_horror english english_dialogue english_text fat_ass flowers glasses heart huge_ass human larger_female meme monster monster_girl nightmare_waifu red_scales red_skin scp scp-939 scp_foundation smaller_male speech_bubble tall text wholesome
1boy 1girls asking_out ass back_spikes big_ass claws creepypasta cute eldritch_horror english english_dialogue english_text fat_ass flowers glasses heart huge_ass human larger_female meme monster monster_girl nightmare_waifu red_scales red_skin scp scp-939 scp_foundation smaller_male speech_bubble tall text wholesome
1boy 1boy1girl 1girls asking_out barbara.r.g.c barbarargc big_breasts blush bowl_cut breasts claire_(fundamental_paper_education) comic couple cropped crush crushing day_vs_night enclaire engel_(fundamental_paper_education) female femboy flower fucked_from_behind fundamental_paper_education gift high_resolution highres love male medium_breasts moaning monochrome nipples one_eye overalls paper plap plap_(sound) purple_flower romance romantic romantic_sex sex skinny_female skinny_girl skinny_male skinny_waist thin thin_female thin_male twitter_username watermark white_hair white_skin wholesome wholesome_sex
1boy 1boy1girl 1girls asking_out barbara.r.g.c barbarargc big_breasts blush bowl_cut breasts claire_(fundamental_paper_education) comic couple cropped crush crushing day_vs_night enclaire engel_(fundamental_paper_education) female femboy flower fucked_from_behind fundamental_paper_education gift high_resolution highres love male medium_breasts moaning monochrome nipples one_eye overalls paper plap plap_(sound) purple_flower romance romantic romantic_sex sex skinny_female skinny_girl skinny_male skinny_waist thin thin_female thin_male twitter_username watermark white_hair white_skin wholesome wholesome_sex
1boy 1girls animated asking_out beach big_ass chibi enormous_ass huge_ass hyper hyper_ass hyper_belly kansais offscreen tagme video vore wholesome wholesome_end
1boy 1girls animated asking_out beach big_ass chibi enormous_ass huge_ass hyper hyper_ass hyper_belly kansais offscreen tagme video vore wholesome wholesome_end
1boy 1girls 2022 artist_self-insert asking_out ass ass_awe big_ass bubble_butt clothed clothing compliment curvy curvy_figure dat_ass dialogue fully_clothed huge_ass large_ass molly_(nasty_spaghjett) nasty_spaghjett oc original original_character panties pants pantylines size_difference text weezer weezer_(green_album) wide_hips
1boy 1girls 2022 artist_self-insert asking_out ass ass_awe big_ass bubble_butt clothed clothing compliment curvy curvy_figure dat_ass dialogue fully_clothed huge_ass large_ass molly_(nasty_spaghjett) nasty_spaghjett oc original original_character panties pants pantylines size_difference text weezer weezer_(green_album) wide_hips
1boy 1boy1girl 1girls asking_out claire_(fundamental_paper_education) crush crushing day_vs_night engel_(fundamental_paper_education) female flower fundamental_paper_education gift high_resolution highres love male medium_breasts paper purple_flower romance romantic romantic_sex skinny_female skinny_girl skinny_male skinny_waist thin thin_female thin_male white_hair white_skin wholesome wholesome_sex
1boy 1boy1girl 1girls asking_out claire_(fundamental_paper_education) crush crushing day_vs_night engel_(fundamental_paper_education) female flower fundamental_paper_education gift high_resolution highres love male medium_breasts paper purple_flower romance romantic romantic_sex skinny_female skinny_girl skinny_male skinny_waist thin thin_female thin_male white_hair white_skin wholesome wholesome_sex
anger angry asking_out asking_viewer belly belly_button belly_expansion belly_overhang better_with_salt big_breasts breasts cleavage double_chin ear_piercing earrings fast_food_restaurant fat fat_ass fat_rolls fat_woman flabby flabby_arms flabby_belly green_eyes hand_on_hip looking_at_viewer obese obese_female orange_eyes pointing pointing_at_another pointing_at_viewer restaurant talking talking_to_viewer text text_bubble thought_bubble
anger angry asking_out asking_viewer belly belly_button belly_expansion belly_overhang better_with_salt big_breasts breasts cleavage double_chin ear_piercing earrings fast_food_restaurant fat fat_ass fat_rolls fat_woman flabby flabby_arms flabby_belly green_eyes hand_on_hip looking_at_viewer obese obese_female orange_eyes pointing pointing_at_another pointing_at_viewer restaurant talking talking_to_viewer text text_bubble thought_bubble
annoyed asking_out blue_hair bob_cut bobcut bowtie character_name character_request cleavage clenched_fists cowboy_shot curvy dialogue gigantic_breasts gigantic_thighs hairbow hyper_breasts hyper_thighs inviting legwear pink_hair_bow short_hair text thick_hips thick_thighs wide_hips
annoyed asking_out blue_hair bob_cut bobcut bowtie character_name character_request cleavage clenched_fists cowboy_shot curvy dialogue gigantic_breasts gigantic_thighs hairbow hyper_breasts hyper_thighs inviting legwear pink_hair_bow short_hair text thick_hips thick_thighs wide_hips
amber_eyes asking_out breasts clothed_breasts dialogue dialogue_box female fingerless_gloves hug hugging looking_down macro/micro macrophilia male nemona_(pokemon) nervous_face pokemon pokemon_sv ponytail shirt shorts shrinking shrunken_male size_difference size_play smug spanish_dialogue spanish_text
amber_eyes asking_out breasts clothed_breasts dialogue dialogue_box female fingerless_gloves hug hugging looking_down macro/micro macrophilia male nemona_(pokemon) nervous_face pokemon pokemon_sv ponytail shirt shorts shrinking shrunken_male size_difference size_play smug spanish_dialogue spanish_text
1boy 1boy1girl 1female 1girls 1male ankle_boots asking_out black_and_white boot_fetish boots celera_prime college college_student dominant_female dominatrix english english_text female femdom femdom_caption foot_fetish footwear funny high_heel_boots high_heels long_hair long_hair_female male meme monochrome original original_character original_characters seducing seduction seductive shoe_fetish shoes skirt submissive_male tease teasing
1boy 1boy1girl 1female 1girls 1male ankle_boots asking_out black_and_white boot_fetish boots celera_prime college college_student dominant_female dominatrix english english_text female femdom femdom_caption foot_fetish footwear funny high_heel_boots high_heels long_hair long_hair_female male meme monochrome original original_character original_characters seducing seduction seductive shoe_fetish shoes skirt submissive_male tease teasing
1girls asking_out blush breasts cute dialogue female half-corpse ikura-maru monster_girl nightmare_waifu return_of_the_living_dead tagme undead zombie zombie_girl
1girls asking_out blush breasts cute dialogue female half-corpse ikura-maru monster_girl nightmare_waifu return_of_the_living_dead tagme undead zombie zombie_girl