leaking_condom -animated best from all time

Time frame

Tags

leaking condom

1boy anal anal_masturbation anal_penetration balls blonde blonde_hair blonde_hair_male censored chastity chastity_cage chastity_device choker condom crossdressing crying crying_with_eyes_open cum cum_in_chastity cum_while_penetrated dialogue dildo dildo_in_ass female_clothed femboy filled_condom fingernails garter_belt hair_ribbon hands-free handsfree_ejaculation high_heels human human_only korean_text leaking_condom legwear light-skinned_male light_skin male male_only male_with_painted_nails masturbation nail_polish naked nude otoko_no_ko otokonoko pasties permanent permanent_chastity popuka9 red_nails remembering sex_toy sex_toy_in_ass sex_toy_insertion small_waist solo solo_femboy solo_focus solo_male stockings tagme teeth_clenched teeth_showing teeth_visible teisougu text text_box thick_thighs thigh_highs thighhighs thighs thin_waist thought_bubble translation_request trap used_condom wide_hips yaoi
1boy anal anal_masturbation anal_penetration balls blonde blonde_hair blonde_hair_male censored chastity chastity_cage chastity_device choker condom crossdressing crying crying_with_eyes_open cum cum_in_chastity cum_while_penetrated dialogue dildo dildo_in_ass female_clothed femboy filled_condom fingernails garter_belt hair_ribbon hands-free handsfree_ejaculation high_heels human human_only korean_text leaking_condom legwear light-skinned_male light_skin male male_only male_with_painted_nails masturbation nail_polish naked nude otoko_no_ko otokonoko pasties permanent permanent_chastity popuka9 red_nails remembering sex_toy sex_toy_in_ass sex_toy_insertion small_waist solo solo_femboy solo_focus solo_male stockings tagme teeth_clenched teeth_showing teeth_visible teisougu text text_box thick_thighs thigh_highs thighhighs thighs thin_waist thought_bubble translation_request trap used_condom wide_hips yaoi
1futa accessory ahe_gao alternate_color anthro anthrofied armwear babydoll balls big_balls big_breasts big_penis blonde_hair blush bodily_fluids bottomless breasts cleavage_cutout clothing condom condom_filling crouching cum cum_drip cumshot dickgirl dripping ejaculation excessive_cum filled_condom flower flower_in_hair futa_only futanari gabby_(character) gabby_(docbats) gardevoir genital_fluids hair hair_accessory hair_over_one_eye hi_res horsecock huge_penis huge_testicles humanoid humanoid_genitalia humanoid_penis hyper hyper_penis intersex leaking_condom legwear long_penis looking_pleasured medial_ring nightgown nintendo nipple_outline no_underwear open_mouth original_character penis pink_body pink_skin plant pointless_condom pokémon_(species) pokemon pokemon_(species) pokemon_rse projectile_cum purple_skin red_eyes rolling_eyes shirt short_hair sindoll solo spread_legs spreading strong_ejaculation sweat text thick_cum thick_penis thick_thighs thighhighs throbbing_balls throbbing_penis veil veins veiny_penis video_games watermark wearing_condom wide_hips
1futa accessory ahe_gao alternate_color anthro anthrofied armwear babydoll balls big_balls big_breasts big_penis blonde_hair blush bodily_fluids bottomless breasts cleavage_cutout clothing condom condom_filling crouching cum cum_drip cumshot dickgirl dripping ejaculation excessive_cum filled_condom flower flower_in_hair futa_only futanari gabby_(character) gabby_(docbats) gardevoir genital_fluids hair hair_accessory hair_over_one_eye hi_res horsecock huge_penis huge_testicles humanoid humanoid_genitalia humanoid_penis hyper hyper_penis intersex leaking_condom legwear long_penis looking_pleasured medial_ring nightgown nintendo nipple_outline no_underwear open_mouth original_character penis pink_body pink_skin plant pointless_condom pokémon_(species) pokemon pokemon_(species) pokemon_rse projectile_cum purple_skin red_eyes rolling_eyes shirt short_hair sindoll solo spread_legs spreading strong_ejaculation sweat text thick_cum thick_penis thick_thighs thighhighs throbbing_balls throbbing_penis veil veins veiny_penis video_games watermark wearing_condom wide_hips
1girls after_sex ai_generated akali blush breasts collar condom_belt dark-skinned_male dark_hair dark_skin dominant_male dripping_pussy fiorina fit_female front_view hearts_around_head interracial kneeling league_of_legends leaking_condom leaking_pussy leash light_blush lingerie looking_at_partner male multiple_boys penis precum queen_of_spades raceplay ratatatat74_(ai_style) scars spade_tattoo submissive_female surrounded_by_men surrounded_by_penises tattoo used_condom white_female
1girls after_sex ai_generated akali blush breasts collar condom_belt dark-skinned_male dark_hair dark_skin dominant_male dripping_pussy fiorina fit_female front_view hearts_around_head interracial kneeling league_of_legends leaking_condom leaking_pussy leash light_blush lingerie looking_at_partner male multiple_boys penis precum queen_of_spades raceplay ratatatat74_(ai_style) scars spade_tattoo submissive_female surrounded_by_men surrounded_by_penises tattoo used_condom white_female
1girls aqua_(konosuba) aqua_eyes aqua_hair areolae big_breasts blue_eyes blue_hair blush bra bra_pull breasts broken_condom condom condom_balloon drooling exposed_breasts female female_only filled_condom half-closed_eyes heart-shaped_pupils heavy_blush highres holding_condom horny kono_subarashii_sekai_ni_shukufuku_wo! large_breasts leaking_condom light-skinned_female long_hair looking_at_viewer myahogao navel nipples outdoors outside panties panties_down sabotaged_condom seductive shirt_lift solo standing sunset sweatdrop sweating swimsuit thighs tongue tongue_out used_condom very_long_hair wet_skin
1girls aqua_(konosuba) aqua_eyes aqua_hair areolae big_breasts blue_eyes blue_hair blush bra bra_pull breasts broken_condom condom condom_balloon drooling exposed_breasts female female_only filled_condom half-closed_eyes heart-shaped_pupils heavy_blush highres holding_condom horny kono_subarashii_sekai_ni_shukufuku_wo! large_breasts leaking_condom light-skinned_female long_hair looking_at_viewer myahogao navel nipples outdoors outside panties panties_down sabotaged_condom seductive shirt_lift solo standing sunset sweatdrop sweating swimsuit thighs tongue tongue_out used_condom very_long_hair wet_skin
anal artist_name ass big_breasts blush breasts breasts_bigger_than_head condom condom_on_penis cum cum_in_condom cum_on_ass glitch_productions gooseworx jester jester_hat lactation leaking_condom pomni_(the_amazing_digital_circus) pussy pussy_juice spreading squirting tagme the_amazing_digital_circus
anal artist_name ass big_breasts blush breasts breasts_bigger_than_head condom condom_on_penis cum cum_in_condom cum_on_ass glitch_productions gooseworx jester jester_hat lactation leaking_condom pomni_(the_amazing_digital_circus) pussy pussy_juice spreading squirting tagme the_amazing_digital_circus
1girls asshole bedroom_eyes blush breasts cameltoe censor_bar censored condom_balloon condom_wrapper cross cum cum_in_condom cum_on_ass cum_on_body cum_on_lower_body cum_on_pussy cum_string curvaceous curvy curvy_body curvy_female curvy_figure dat_ass ears_back elbow_gloves eyebrows eyelashes feet_out_of_frame female female_focus female_only garter_belt garter_belt_leggings garter_straps gloves green_eyes hair heart heart-shaped_pupils hi_res high_resolution holding_condom large_breasts leaking_condom leaning_forward leggings long_hair looking_up lustful_gaze milf mole_under_eye nurse nurse_cap nurse_uniform on_knees open_mouth original original_character pink_gloves pussy_juice shocked shocked_expression shocked_eyes skimpy skimpy_clothes skirt stockings sweat sweatdrop tears thick_thighs thighhighs thighs tight_clothing tight_fit underboob voluptuous wakura_(gcdan) wet wet_pussy white_gloves white_hair yuzuho_mikoshiba_(wakura_gcdan)
1girls asshole bedroom_eyes blush breasts cameltoe censor_bar censored condom_balloon condom_wrapper cross cum cum_in_condom cum_on_ass cum_on_body cum_on_lower_body cum_on_pussy cum_string curvaceous curvy curvy_body curvy_female curvy_figure dat_ass ears_back elbow_gloves eyebrows eyelashes feet_out_of_frame female female_focus female_only garter_belt garter_belt_leggings garter_straps gloves green_eyes hair heart heart-shaped_pupils hi_res high_resolution holding_condom large_breasts leaking_condom leaning_forward leggings long_hair looking_up lustful_gaze milf mole_under_eye nurse nurse_cap nurse_uniform on_knees open_mouth original original_character pink_gloves pussy_juice shocked shocked_expression shocked_eyes skimpy skimpy_clothes skirt stockings sweat sweatdrop tears thick_thighs thighhighs thighs tight_clothing tight_fit underboob voluptuous wakura_(gcdan) wet wet_pussy white_gloves white_hair yuzuho_mikoshiba_(wakura_gcdan)
1girls anus black_hair censored clothing condom condom_balloon condom_in_mouth condom_on_chest condom_on_head condom_tied_to_nipple cum cum_dripping_down_chin cum_in_mouth cum_on_breasts domino_mask drinking_cum drinking_from_condo erection faceless_male female female_masturbation filled_condom fingering_self high_heel_boots high_heels julia_bloodstone kangoku_academia leaking_condom male masturbation metal_boots mosaic_censoring multiple_boys nipple_piercing penis questionable_consent red_eyes short_hair sian spread_legs tagme taimanin_asagi_battle_arena torn_clothes torn_legwear used_condom used_condom_tied_on_nipples used_condoms vaginal_masturbation
1girls anus black_hair censored clothing condom condom_balloon condom_in_mouth condom_on_chest condom_on_head condom_tied_to_nipple cum cum_dripping_down_chin cum_in_mouth cum_on_breasts domino_mask drinking_cum drinking_from_condo erection faceless_male female female_masturbation filled_condom fingering_self high_heel_boots high_heels julia_bloodstone kangoku_academia leaking_condom male masturbation metal_boots mosaic_censoring multiple_boys nipple_piercing penis questionable_consent red_eyes short_hair sian spread_legs tagme taimanin_asagi_battle_arena torn_clothes torn_legwear used_condom used_condom_tied_on_nipples used_condoms vaginal_masturbation
1boy 2girls 3d bigger_female black_cock black_hair blonde_hair breasts_bigger_than_head broken_condom caption condom dark-skinned_male dark_nipples dialogue disproportional first_person_view honey_select huge_breasts hyper_breasts illusion_soft imminent_impregnation imminent_penetration leaking_condom leaking_cum pink_lipstick pink_nails precum pregnant queen_of_spades sabotaged_condom shaved_pussy shiny_skin small_breasts smaller_female stockings tattoo tattoo_on_chest text votum votum_works wet_penis
1boy 2girls 3d bigger_female black_cock black_hair blonde_hair breasts_bigger_than_head broken_condom caption condom dark-skinned_male dark_nipples dialogue disproportional first_person_view honey_select huge_breasts hyper_breasts illusion_soft imminent_impregnation imminent_penetration leaking_condom leaking_cum pink_lipstick pink_nails precum pregnant queen_of_spades sabotaged_condom shaved_pussy shiny_skin small_breasts smaller_female stockings tattoo tattoo_on_chest text votum votum_works wet_penis
1boy 1girls after_vaginal athletic_female big_breasts blush censored condom condom_in_mouth condoms_on_bed creampie cum cum_on_hair cute_girl exposing_pussy fate/grand_order fate_(series) filled_condom fujimaru_ritsuka_(male) fully_nude laying_on_back laying_on_bed leaking_condom mash_kyrielight naked nipples penis pink_hair purple_eyes smile thick_thighs vira_(viral1112)
1boy 1girls after_vaginal athletic_female big_breasts blush censored condom condom_in_mouth condoms_on_bed creampie cum cum_on_hair cute_girl exposing_pussy fate/grand_order fate_(series) filled_condom fujimaru_ritsuka_(male) fully_nude laying_on_back laying_on_bed leaking_condom mash_kyrielight naked nipples penis pink_hair purple_eyes smile thick_thighs vira_(viral1112)
1futa alligator anthro areolae ass big_ass big_butt big_penis breasts closed_eyes condom condom_balloon condom_filling continuous_ejaculation crocodilian cum cum_in_condom cumshot curvaceous curvy curvy_figure ejaculation excessive_cum filled_condom futa_only futanari handsfree_ejaculation horns huge_ass huge_cock infinite_cum leaking_condom long_tail manyhaitch multiple_condoms nude penis penis_silhouette scalie silhouette sleeping solo solo_futa tail thick_tail thick_thighs voluptuous voluptuous_futanari wide_hips zzz
1futa alligator anthro areolae ass big_ass big_butt big_penis breasts closed_eyes condom condom_balloon condom_filling continuous_ejaculation crocodilian cum cum_in_condom cumshot curvaceous curvy curvy_figure ejaculation excessive_cum filled_condom futa_only futanari handsfree_ejaculation horns huge_ass huge_cock infinite_cum leaking_condom long_tail manyhaitch multiple_condoms nude penis penis_silhouette scalie silhouette sleeping solo solo_futa tail thick_tail thick_thighs voluptuous voluptuous_futanari wide_hips zzz