holding_pen -animated best from last month

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2boys after_blowjob after_oral ai_assisted ai_generated ass ass_focus bare_legs belly_button black_mask black_panties blackmail blue_eyes blush bulge bulge_through_clothing child_bearing_hips choker city classroom comic comic_strip cornered crop_top cum cum_drip cum_dripping cum_dripping_down_chin cum_in_mouth cum_on_thighs domination english_text femboy feminine_body feminine_male fishnet_legwear fishnets from_behind handbag hands_on_chest holding_pen huge_ass laughing legwear locker_room mask medium_hair muscular_male night otoko_no_ko panties pants pantylines pink_hair prostitution round_ass scarabb self_upload shiny_skin short_skirt sissy skirt slutty_clothing smelling_penis sniffing sniffing_crotch sniffing_penis squatting standing story text text_box text_bubble tight_skirt tomgirl trap watermark white_shirt whiteboard wide_hips
2boys after_blowjob after_oral ai_assisted ai_generated ass ass_focus bare_legs belly_button black_mask black_panties blackmail blue_eyes blush bulge bulge_through_clothing child_bearing_hips choker city classroom comic comic_strip cornered crop_top cum cum_drip cum_dripping cum_dripping_down_chin cum_in_mouth cum_on_thighs domination english_text femboy feminine_body feminine_male fishnet_legwear fishnets from_behind handbag hands_on_chest holding_pen huge_ass laughing legwear locker_room mask medium_hair muscular_male night otoko_no_ko panties pants pantylines pink_hair prostitution round_ass scarabb self_upload shiny_skin short_skirt sissy skirt slutty_clothing smelling_penis sniffing sniffing_crotch sniffing_penis squatting standing story text text_box text_bubble tight_skirt tomgirl trap watermark white_shirt whiteboard wide_hips
2girls aoi_sakura_(seak5545) ass_visible_through_thighs bed black_hair blue_eyes blunt_bangs book breasts breasts_apart chinese_commentary clothes_hanger commentary_request completely_nude cup doorway female_pubic_hair frown glaring glasses hair_over_shoulder headphones highres holding holding_pen holding_tray indoors inverted_nipples large_breasts long_hair mole mole_under_eye mole_under_mouth mother_and_daughter multiple_girls navel nipples nude nudist on_chair open_book open_door original pen poster_(object) pout pubic_hair rug school_uniform serafuku slippers stomach studying thigh_gap thighs tray white_serafuku zenra
2girls aoi_sakura_(seak5545) ass_visible_through_thighs bed black_hair blue_eyes blunt_bangs book breasts breasts_apart chinese_commentary clothes_hanger commentary_request completely_nude cup doorway female_pubic_hair frown glaring glasses hair_over_shoulder headphones highres holding holding_pen holding_tray indoors inverted_nipples large_breasts long_hair mole mole_under_eye mole_under_mouth mother_and_daughter multiple_girls navel nipples nude nudist on_chair open_book open_door original pen poster_(object) pout pubic_hair rug school_uniform serafuku slippers stomach studying thigh_gap thighs tray white_serafuku zenra
1boy 1girls artist_upload balls blowjob deepthroat doki_doki_literature_club english_text fellatio holding_pen mc_(doki_doki_literature_club!) monika_(doki_doki_literature_club) mouth_on_penis oral oral_sex pants_down pen self_upload sex somnipheromone straight sucking_penis variant_set
1boy 1girls artist_upload balls blowjob deepthroat doki_doki_literature_club english_text fellatio holding_pen mc_(doki_doki_literature_club!) monika_(doki_doki_literature_club) mouth_on_penis oral oral_sex pants_down pen self_upload sex somnipheromone straight sucking_penis variant_set
1boy 1girls artist_upload balls big_balls big_penis blowjob deepthroat doki_doki_literature_club fellatio holding_pen human human_only light-skinned_female light-skinned_male light_skin mc_(doki_doki_literature_club!) monika_(doki_doki_literature_club) mouth_on_penis oral pants_down pen penis self_upload sex somnipheromone straight unfinished wip
1boy 1girls artist_upload balls big_balls big_penis blowjob deepthroat doki_doki_literature_club fellatio holding_pen human human_only light-skinned_female light-skinned_male light_skin mc_(doki_doki_literature_club!) monika_(doki_doki_literature_club) mouth_on_penis oral pants_down pen penis self_upload sex somnipheromone straight unfinished wip
ahe_gao blazer blue_pants blue_skirt blush bow breasts brown_hair chair classroom clothes_pull collared_shirt commentary crying cum cum_in_mouth desk doki_doki_literature_club english_commentary english_text fellatio green_eyes hair_intakes hairbow heart highres holding holding_pen indoors jacket large_breasts long_hair long_sleeves mary_janes mochi_(somniserotonin) monika_(doki_doki_literature_club) neck_ribbon nose_blush on_chair oral pants pants_pull paper pen penis pleated_skirt ponytail protagonist_(doki_doki_literature_club) ribbon school_uniform shirt shoes sidelocks sitting skindentation skirt somnipheromone speech_bubble sweater_vest tears testicles thick_thighs thighhighs thighs variant_set veins veiny_penis white_footwear
ahe_gao blazer blue_pants blue_skirt blush bow breasts brown_hair chair classroom clothes_pull collared_shirt commentary crying cum cum_in_mouth desk doki_doki_literature_club english_commentary english_text fellatio green_eyes hair_intakes hairbow heart highres holding holding_pen indoors jacket large_breasts long_hair long_sleeves mary_janes mochi_(somniserotonin) monika_(doki_doki_literature_club) neck_ribbon nose_blush on_chair oral pants pants_pull paper pen penis pleated_skirt ponytail protagonist_(doki_doki_literature_club) ribbon school_uniform shirt shoes sidelocks sitting skindentation skirt somnipheromone speech_bubble sweater_vest tears testicles thick_thighs thighhighs thighs variant_set veins veiny_penis white_footwear
1boy 1girls ahe_gao artist_upload balls blowjob crying cum cum_in_mouth deepthroat doki_doki_literature_club fellatio holding_pen mc_(doki_doki_literature_club!) monika_(doki_doki_literature_club) mouth_on_penis oral oral_sex pants_down pen self_upload sex somnipheromone straight sucking_penis tears
1boy 1girls ahe_gao artist_upload balls blowjob crying cum cum_in_mouth deepthroat doki_doki_literature_club fellatio holding_pen mc_(doki_doki_literature_club!) monika_(doki_doki_literature_club) mouth_on_penis oral oral_sex pants_down pen self_upload sex somnipheromone straight sucking_penis tears
1girls absurdres after_fellatio asymmetrical_horns black_hair black_pantyhose blue_hair blurry blurry_background breasts cellphone commentary cum cum_in_mouth cum_on_body cum_on_breasts cum_on_tongue demon_horns earrings english_commentary english_text facial female heart highres holding holding_pen hololive hololive_english hololive_english_-advent- horns indoors jewelry large_breasts looking_at_viewer mole mole_under_eye myth1c myth1carts nerissa_ravencroft nerissa_ravencroft_(3rd_costume) nipples official_alternate_costume pantyhose pen phone pov purple_eyes short_hair smartphone solo solo_focus spoken_heart topless uneven_horns unprofessional_behavior virtual_youtuber
1girls absurdres after_fellatio asymmetrical_horns black_hair black_pantyhose blue_hair blurry blurry_background breasts cellphone commentary cum cum_in_mouth cum_on_body cum_on_breasts cum_on_tongue demon_horns earrings english_commentary english_text facial female heart highres holding holding_pen hololive hololive_english hololive_english_-advent- horns indoors jewelry large_breasts looking_at_viewer mole mole_under_eye myth1c myth1carts nerissa_ravencroft nerissa_ravencroft_(3rd_costume) nipples official_alternate_costume pantyhose pen phone pov purple_eyes short_hair smartphone solo solo_focus spoken_heart topless uneven_horns unprofessional_behavior virtual_youtuber
blazer blue_pants blue_skirt blush bow breasts brown_hair chair classroom clothes_pull collared_shirt commentary desk doki_doki_literature_club english_commentary english_text fellatio green_eyes hair_intakes hairbow highres holding holding_pen indoors jacket large_breasts large_penis long_hair long_sleeves mary_janes mochi_(somniserotonin) monika_(doki_doki_literature_club) neck_ribbon nose_blush on_chair oral pants pants_pull paper pen penis pleated_skirt ponytail protagonist_(doki_doki_literature_club) ribbon school_uniform shirt shoes sidelocks sitting skindentation skirt somnipheromone speech_bubble sweater_vest testicles thick_thighs thighhighs thighs thought_bubble variant_set veins veiny_penis white_footwear
blazer blue_pants blue_skirt blush bow breasts brown_hair chair classroom clothes_pull collared_shirt commentary desk doki_doki_literature_club english_commentary english_text fellatio green_eyes hair_intakes hairbow highres holding holding_pen indoors jacket large_breasts large_penis long_hair long_sleeves mary_janes mochi_(somniserotonin) monika_(doki_doki_literature_club) neck_ribbon nose_blush on_chair oral pants pants_pull paper pen penis pleated_skirt ponytail protagonist_(doki_doki_literature_club) ribbon school_uniform shirt shoes sidelocks sitting skindentation skirt somnipheromone speech_bubble sweater_vest testicles thick_thighs thighhighs thighs thought_bubble variant_set veins veiny_penis white_footwear
! 2020 ? assertive assertive_female bare_thighs beauty_mark beauty_mark_under_mouth beauty_spot black_eyes black_eyes_female black_hair black_hair_female breasts busty busty_female cleavage cleavage_cutout cleavage_window cum cum_dripping cumdrip dialogue dominant_female dominatrix english english_dialogue english_text fleshlight grace_(puzenketsu) heavy_breasts heavy_tits highres holding_fleshlight holding_object holding_pen huge_boobs huge_breasts jewelry july july_(month) legs_apart legs_crossed legs_open legs_together looking_down looking_down_at_viewer meaty_thighs milf nodo office_lady_outfit older_female older_woman open_legs pale-skinned_female pale_skin pale_skinned_female pen pencil_skirt principal purple_suit puzenketsu ring ring_on_finger sex_toy shirt silver_jewelry silver_ring sitting sitting_cross_legged skirt striped_shirt striped_skirt suit text thai_female thick_thighs white_background white_shirt
! 2020 ? assertive assertive_female bare_thighs beauty_mark beauty_mark_under_mouth beauty_spot black_eyes black_eyes_female black_hair black_hair_female breasts busty busty_female cleavage cleavage_cutout cleavage_window cum cum_dripping cumdrip dialogue dominant_female dominatrix english english_dialogue english_text fleshlight grace_(puzenketsu) heavy_breasts heavy_tits highres holding_fleshlight holding_object holding_pen huge_boobs huge_breasts jewelry july july_(month) legs_apart legs_crossed legs_open legs_together looking_down looking_down_at_viewer meaty_thighs milf nodo office_lady_outfit older_female older_woman open_legs pale-skinned_female pale_skin pale_skinned_female pen pencil_skirt principal purple_suit puzenketsu ring ring_on_finger sex_toy shirt silver_jewelry silver_ring sitting sitting_cross_legged skirt striped_shirt striped_skirt suit text thai_female thick_thighs white_background white_shirt
ai_generated bangs bare_shoulders blonde_hair blush breasts close_eyes clothed_masturbation clothing cynthia_(pokemon) female hair_between_one_eyes holding holding_pen jacket long_hair looking_at_viewer masturbation masturbation_through_clothing panties panties_under_pantyhose pantyhose pen pokemon pussy_juice ribbon side_ponytail skirt skirt_lift solo spread_legs stain underwear white_panties
ai_generated bangs bare_shoulders blonde_hair blush breasts close_eyes clothed_masturbation clothing cynthia_(pokemon) female hair_between_one_eyes holding holding_pen jacket long_hair looking_at_viewer masturbation masturbation_through_clothing panties panties_under_pantyhose pantyhose pen pokemon pussy_juice ribbon side_ponytail skirt skirt_lift solo spread_legs stain underwear white_panties
1boy 1girls advanced_nurturing_high_school_uniform black_hair blazer blue_bow blue_panties bow braid classroom classroom_of_the_elite closed_mouth collared_shirt daiaru desk dress_shirt female fingering hair_ribbon hand_in_another's_panties hand_in_panties holding holding_pen ichinose_honami_(cote) jacket long_hair open_book panties pen pink_hair pleated_skirt public public_indecency red_jacket ribbon school_uniform shirt single_braid sitting skirt solo_focus stealth_fingering under_desk underwear white_ribbon white_shirt white_skirt youkoso_jitsuryoku_shijou_shugi_no_kyoushitsu_e
1boy 1girls advanced_nurturing_high_school_uniform black_hair blazer blue_bow blue_panties bow braid classroom classroom_of_the_elite closed_mouth collared_shirt daiaru desk dress_shirt female fingering hair_ribbon hand_in_another's_panties hand_in_panties holding holding_pen ichinose_honami_(cote) jacket long_hair open_book panties pen pink_hair pleated_skirt public public_indecency red_jacket ribbon school_uniform shirt single_braid sitting skirt solo_focus stealth_fingering under_desk underwear white_ribbon white_shirt white_skirt youkoso_jitsuryoku_shijou_shugi_no_kyoushitsu_e
1boy blush bow bowtie breasts brown_thighhighs copyright_request desk djcomps female fizzz glasses grey_background highres holding holding_pen jacket long_sleeves male medium_breasts nipples open_clothes open_jacket open_shirt panties panties_around_one_leg pen pen_behind_ear red_bow red_bowtie red_panties round_eyewear sex sex_from_behind sideways_glance simple_background straight teeth thighhighs underwear white_jacket
1boy blush bow bowtie breasts brown_thighhighs copyright_request desk djcomps female fizzz glasses grey_background highres holding holding_pen jacket long_sleeves male medium_breasts nipples open_clothes open_jacket open_shirt panties panties_around_one_leg pen pen_behind_ear red_bow red_bowtie red_panties round_eyewear sex sex_from_behind sideways_glance simple_background straight teeth thighhighs underwear white_jacket
1boy 3girls absurdres bar_censor big_belly black_gloves black_halo black_hat black_horns blonde_hair blue_archive blue_necktie breasts censored completely_nude cum cum_in_pussy cum_overflow erection fellatio gloves green_eyes grey_background grey_hair halo hat highres hina_(blue_archive) holding holding_pen horns licking licking_penis lifting_person long_hair long_sleeves looking_at_viewer multiple_girls navel necktie noa_(blue_archive) nude oral pen penis penis_grab pregnant professor_niyaniya_(blue_archive) purple_eyes purple_wings pussy reverse_suspended_congress sex shirt small_breasts straight tongue tongue_out translation_request uko_magi vaginal_penetration white_hair white_shirt wings yellow_halo young
1boy 3girls absurdres bar_censor big_belly black_gloves black_halo black_hat black_horns blonde_hair blue_archive blue_necktie breasts censored completely_nude cum cum_in_pussy cum_overflow erection fellatio gloves green_eyes grey_background grey_hair halo hat highres hina_(blue_archive) holding holding_pen horns licking licking_penis lifting_person long_hair long_sleeves looking_at_viewer multiple_girls navel necktie noa_(blue_archive) nude oral pen penis penis_grab pregnant professor_niyaniya_(blue_archive) purple_eyes purple_wings pussy reverse_suspended_congress sex shirt small_breasts straight tongue tongue_out translation_request uko_magi vaginal_penetration white_hair white_shirt wings yellow_halo young
1anthro 1boy 1male 1man 3_toes 5_fingers abs ai_generated anthro anthro_male anthro_only balls ballsack bara bara_kid bara_tiddies bara_tits biceps big_balls big_cock big_dick big_muscles big_pecs big_penis big_testicles boner calves canine casual casual_boner casual_erection chibi cock completely_naked completely_naked_male completely_nude completely_nude_male cute cute_boy cute_face deltoids desk detailed dick erect_penis erection fat_balls fat_cock fat_penis german_shepherd hard_nipples holding_pen homework huge_balls huge_cock huge_testicles hyper hyper_balls hyper_genitalia hyper_penis indoors innocent inside large_cock large_dick large_pecs large_pectorals large_penis living_room looking_down male male_anthro male_chest male_feet male_focus male_nipples male_only man_boobs man_breasts man_tits manly muscle muscle_boy muscles muscular muscular_anthro muscular_male nai_diffusion naked naked_male nude nude_male nuts nutsack paper pecs pectorals precum precum_drip scrotum shameless shortstack side_view sitting sitting_on_chair solo solo_male stocky swollen_balls tail testicles theblockhead thick thick_hips thick_legs thick_penis thick_thighs vein veins veins_on_dick veiny veiny_balls veiny_muscles veiny_penis veiny_testicles wide_hips young young_male
1anthro 1boy 1male 1man 3_toes 5_fingers abs ai_generated anthro anthro_male anthro_only balls ballsack bara bara_kid bara_tiddies bara_tits biceps big_balls big_cock big_dick big_muscles big_pecs big_penis big_testicles boner calves canine casual casual_boner casual_erection chibi cock completely_naked completely_naked_male completely_nude completely_nude_male cute cute_boy cute_face deltoids desk detailed dick erect_penis erection fat_balls fat_cock fat_penis german_shepherd hard_nipples holding_pen homework huge_balls huge_cock huge_testicles hyper hyper_balls hyper_genitalia hyper_penis indoors innocent inside large_cock large_dick large_pecs large_pectorals large_penis living_room looking_down male male_anthro male_chest male_feet male_focus male_nipples male_only man_boobs man_breasts man_tits manly muscle muscle_boy muscles muscular muscular_anthro muscular_male nai_diffusion naked naked_male nude nude_male nuts nutsack paper pecs pectorals precum precum_drip scrotum shameless shortstack side_view sitting sitting_on_chair solo solo_male stocky swollen_balls tail testicles theblockhead thick thick_hips thick_legs thick_penis thick_thighs vein veins veins_on_dick veiny veiny_balls veiny_muscles veiny_penis veiny_testicles wide_hips young young_male
1girls ai_generated artist_name ass bent_over black_bra black_thighhighs blonde_hair blue_eyes blurry book bookshelf bra braid breasts cleavage disney disney_princess earrings elsa_(frozen) eyelashes freckles frozen frozen_(film) frozen_2 garter_straps hair_over_shoulder hi_res holding holding_pen hood hood_down indoors jewelry lace lace-trimmed_legwear lace_trim leaning_forward library lingerie lips long_hair long_sleeves looking_at_viewer makeup medium_breasts navel open_book patreon_username pen progenarts single_braid smile solo thighhighs underwear web_address white_hair
1girls ai_generated artist_name ass bent_over black_bra black_thighhighs blonde_hair blue_eyes blurry book bookshelf bra braid breasts cleavage disney disney_princess earrings elsa_(frozen) eyelashes freckles frozen frozen_(film) frozen_2 garter_straps hair_over_shoulder hi_res holding holding_pen hood hood_down indoors jewelry lace lace-trimmed_legwear lace_trim leaning_forward library lingerie lips long_hair long_sleeves looking_at_viewer makeup medium_breasts navel open_book patreon_username pen progenarts single_braid smile solo thighhighs underwear web_address white_hair
2girls apron athena_cykes black_hair blue_eyes breasts cake clipboard crescent_earrings earrings food gyakuten_saiban holding_clipboard holding_pen holding_tray long_hair looking_at_viewer maya_fey medium_breasts orange_hair pen ponytail senapon side_ponytail tray waitress waitress_uniform
2girls apron athena_cykes black_hair blue_eyes breasts cake clipboard crescent_earrings earrings food gyakuten_saiban holding_clipboard holding_pen holding_tray long_hair looking_at_viewer maya_fey medium_breasts orange_hair pen ponytail senapon side_ponytail tray waitress waitress_uniform
age_difference anthro ass big_butt book bookshelf breasts clothed clothing coffee_cup comic container cup detailed_background doggy_style duo ear_piercing ear_ring echidna elderly electronics elephant elephantid equid equine eyewear female from_behind_position furniture gingerlybreadart glasses hand_on_butt headphones height_assist hi_res hiding holding_object holding_pen inviting ladder larger_penetrated library looking_pleasured male male/female mammal monotreme obese obese_anthro obese_female older_female onomatopoeia overweight overweight_anthro overweight_female pen penetration piercing plap porcupine proboscidean public reading reading_book ring_piercing risk_of_being_caught risky_sex rodent sex size_difference sound_effects speech_bubble stretch_marks text unprofessional_behavior vaginal_penetration vaginal_penetration wearing_glasses zebra zoe_(gingerlybreadart)
age_difference anthro ass big_butt book bookshelf breasts clothed clothing coffee_cup comic container cup detailed_background doggy_style duo ear_piercing ear_ring echidna elderly electronics elephant elephantid equid equine eyewear female from_behind_position furniture gingerlybreadart glasses hand_on_butt headphones height_assist hi_res hiding holding_object holding_pen inviting ladder larger_penetrated library looking_pleasured male male/female mammal monotreme obese obese_anthro obese_female older_female onomatopoeia overweight overweight_anthro overweight_female pen penetration piercing plap porcupine proboscidean public reading reading_book ring_piercing risk_of_being_caught risky_sex rodent sex size_difference sound_effects speech_bubble stretch_marks text unprofessional_behavior vaginal_penetration vaginal_penetration wearing_glasses zebra zoe_(gingerlybreadart)
absurd_res anthro big_ears bottomwear breasts bulge clothed clothing covering covering_eyes covering_face denim denim_bottomwear denim_clothing disney duo erection fellatio female female_anthro female_on_human fully_clothed fur genitals grey_body grey_fur hi_res holding_object holding_pen human human_on_anthro humanoid_genitalia humanoid_penis interspecies jeans judy_hopps lagomorph leporid long_ears male male/female male_human male_on_anthro mammal notebook oral pants pen penile penis penis_grab penis_poking_out penis_through_fly police police_officer police_uniform purple_eyes rabbit sex small_breasts triggerpigart uniform wide_hips writing_text zootopia
absurd_res anthro big_ears bottomwear breasts bulge clothed clothing covering covering_eyes covering_face denim denim_bottomwear denim_clothing disney duo erection fellatio female female_anthro female_on_human fully_clothed fur genitals grey_body grey_fur hi_res holding_object holding_pen human human_on_anthro humanoid_genitalia humanoid_penis interspecies jeans judy_hopps lagomorph leporid long_ears male male/female male_human male_on_anthro mammal notebook oral pants pen penile penis penis_grab penis_poking_out penis_through_fly police police_officer police_uniform purple_eyes rabbit sex small_breasts triggerpigart uniform wide_hips writing_text zootopia