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1boy 1girl aged_up ash_ketchum bare_shoulders black_hair blonde_hair border candy candy_cane closed_eyes closed_mouth commentary eyewear_on_head food glasses gloves hat highres hisuian_zorua hydrapple jcstr long_hair ogerpon on_lap pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_on_lap red_headwear round_eyewear santa_hat serena_(pokemon) short_hair sitting smile white_border 2boys ash_ketchum baseball_cap black_hair blonde_hair blue_background bulging_eyes crack cracked_floor enel enel_face_(meme) eye_pop fingerless_gloves gloves hat highres holding holding_poke_ball megakun meme multiple_boys one_piece pikachu poke_ball poke_ball_(basic) pokemon pokemon_(anime) pokemon_(creature) smoke snot surprised sweat torn_clothes unconscious 1girl 2boys animal_hug animal_on_shoulder ash_ketchum backpack bag baseball_cap beanie belt black_bag black_gloves black_pants black_vest blue_eyes blue_hair blue_jacket blue_pants blush_stickers breath brock_(pokemon) brown_eyes brown_hair clenched_hand closed_eyes coat cold commentary dawn_(pokemon) fingerless_gloves gloves hair_ornament hand_up hands_up happy hat highres jacket looking_at_another looking_at_viewer medium_hair mgomurainu multiple_boys on_shoulder one_eye_closed open_mouth outdoors pants pikachu pink_coat piplup pokemon pokemon_(anime) pokemon_(creature) pokemon_dppt_(anime) pokemon_on_shoulder red_headwear scarf short_hair smile snowing spiked_hair standing symbol-only_commentary thighhighs twilight upper_body vest white_headwear white_scarf white_thighhighs winter 2boys alternate_costume ash_ketchum bare_arms boots christmas closed_mouth commentary_request dress goh_(pokemon) grookey hand_on_own_hip hat highres knees male_focus multiple_boys pokemon pokemon_(anime) pokemon_(creature) pokemon_journeys rei_hinketsu santa_hat short_hair smile standing 1boy ash_ketchum black_headwear blue_jacket brown_eyes buttons closed_mouth commentary_request gloves hand_on_headwear hat highres jacket logo male_focus open_clothes open_jacket partially_fingerless_gloves pokemoa pokemon pokemon_(anime) pokemon_journeys red_gloves shirt short_hair simple_background smile solo split_mouth upper_body white_background white_shirt 1boy ash_ketchum backpack bag black_hair blue_sky brown_eyes cloud cloudy_sky commentary_request holding holding_bag looking_at_viewer male_focus no_nipples on_shoulder pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_journeys pokemon_on_shoulder red_headwear sky topless_male xireeeeee 2boys ahoge ash_ketchum backpack bag blonde_hair blue_eyes blue_jacket clemont_(pokemon) closed_mouth commentary_request glasses grass greninja hat highres holding jacket jumpsuit lantern male_focus multiple_boys outdoors pants pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_xy_(anime) red_footwear red_headwear round_eyewear shirt shoes short_sleeves sitting suikaels white_bag wrench 2022 alarmingly_bad ambiguous_gender ash_ketchum blush brown_hair clothed clothing comic dialogue ditto_(pokemon) english_text eyelashes female furniture generation_1_pokemon gift hair hat headgear headwear hi_res human jon_baker_(alarmingly_bad) larger_female mammal mother_(lore) mother_and_child_(lore) mother_and_son_(lore) nintendo not_furry parent_(lore) parent_and_child_(lore) parent_and_son_(lore) pokemon pokemon_(species) sitting size_difference smaller_ambiguous smile sofa son_(lore) text :3 ash_ketchum black_eyes black_hair blue_sky blush_stickers closed_mouth cloud commentary_request day english_commentary full_body grapeanime highres looking_at_another looking_down male_focus male_swimwear mixed-language_commentary mountain ocean outdoors partial_commentary partially_submerged pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_sm_(anime) red_male_swimwear rope scratches short_hair sky smile suspension swim_trunks topless_male unconscious water wet 2boys :o ahoge ash_ketchum backpack bag black_pants black_shirt blonde_hair blue_jacket brown_eyes chespin clemont_(pokemon) commentary_request day fingerless_gloves gloves hat highres jacket jumpsuit male_focus multiple_boys on_head open_mouth outdoors pants pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_on_head pokemon_xy_(anime) red_headwear shirt short_sleeves squinting standing suikaels sweatdrop 1boy 1girl ash_ketchum ass_grab baseball_cap blue_jacket blue_pants blurry blurry_background breast_sucking breasts brown_hair clothes_lift commentary cowboy_shot delia_ketchum ditto english_commentary eyelashes fingerless_gloves gloves green_gloves hat hetero highres implied_sex incest indoors jacket large_breasts lips loodncrood looking_at_another mature_female mother_and_son open_clothes open_jacket pants pokemon pokemon_(anime) pokemon_(classic_anime) ponytail purple_skirt redrawn shirt shirt_lift short_sleeves sitting sitting_on_lap sitting_on_person skirt spiked_hair straddling thighs transformed_ditto unworn_hat unworn_headwear upright_straddle yellow_shirt 1boy :d abe_(kumayu) ash_ketchum black_hair blurry blurry_foreground blush border closed_eyes commentary_request hands_up highres lycanroc lycanroc_(dusk) lying male_focus on_back open_mouth pikachu poipole pokemon pokemon_(anime) pokemon_(creature) pokemon_sm_(anime) rotom rotom_dex rowlet shirt short_hair short_sleeves sleeping smile striped striped_shirt t-shirt torracat white_border wooden_floor ash_ketchum duo feral generation_4_pokemon genitals human kissing male male/male mammal nintendo penis pokemon pokemon_(species) riolu 2boys ash_ketchum backpack bag black_hair blue_vest brown_eyes charizard closed_mouth coat commentary_request emphasis_lines green_bag grin hat hirako male_focus multiple_boys pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_journeys pokemon_masters_ex red_(pokemon) red_(sygna_suit)_(pokemon) red_coat red_headwear shirt short_hair short_sleeves sleeveless sleeveless_coat smile t-shirt teeth vest white_shirt 2boys ash_ketchum backpack bag black_hair blue_vest brown_eyes charizard closed_mouth coat commentary_request green_bag grin hat hirako holding holding_poke_ball male_focus multiple_boys pikachu poke_ball pokemon pokemon_(anime) pokemon_(creature) pokemon_journeys pokemon_masters_ex red_(pokemon) red_(sygna_suit)_(pokemon) red_coat red_headwear shirt short_hair short_sleeves sleeveless sleeveless_coat smile t-shirt teeth vest white_shirt 2boys 2girls ash_ketchum axew baseball_cap bianca_(pokemon) black_gloves black_hair blonde_hair blue_jacket brown_eyes cilan_(pokemon) closed_eyes fingerless_gloves gloves green_headwear hat highres iris_(pokemon) jacket m2_(m_02pk) multicolored_clothes multicolored_headwear multiple_boys multiple_girls open_mouth partially_submerged pikachu pokemon pokemon_(anime) pokemon_bw red_headwear shoes short_hair sneakers sweatdrop 2boys ash_ketchum blonde_hair clemont_(pokemon) grey_hair highres m2_(m_02pk) motor_vehicle motorcycle multiple_boys open_mouth pokemon pokemon_(anime) pokemon_xy riding <3 2021 3_fingers alternate_species artist_logo ash_ketchum big_breasts black_bottomwear black_clothing black_hair black_pants black_shirt black_topwear blush blush_lines bodily_fluids border bottomwear breasts brown_body brown_eyes camel_toe clothed clothing crossgender curvy_figure dialogue digital_drawing_(artwork) digital_media_(artwork) diglett dynamax_pokemon english_text female fence fingers gardevoir generation_1_pokemon generation_3_pokemon goh_(pokemon) green_body green_hair green_skin group growmachine hair hat headgear headwear hi_res hotpants hourglass_figure human humanoid logo macro male mammal mtf_crossgender nintendo not_furry_focus open_clothing open_shirt open_topwear outside_border pants pokemon pokemon_(species) shirt shorts small_waist solo_focus standing sweat sweatdrop text thick_thighs topwear trio white_body white_border white_skin wide_hips ash_ketchum bird black_hair blue_jacket blush brock_(pokemon) closed_eyes denim duck egg fingerless_gloves gloves highres jacket jeans multiple_boys open_mouth orange_hair pants pikachu pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_(creature) psyduck spiked_hair togepi umebosibakari2 activision ash_ketchum bandicoot crash_bandicoot_(series) crossover duo human mammal marsupial nintendo pirate_tawna pokemon sex tawna_bandicoot the_dark_mangaka 1boy ash_ketchum baseball_cap black_hair blue_background closed_eyes commentary_request denim eevee from_side hand_in_pocket hat highres jacket kwsby_124 long_sleeves male_focus multicolored_clothes multicolored_jacket pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_(creature) red_headwear red_jacket short_hair simple_background smile solo spiked_hair two-tone_headwear two-tone_jacket white_headwear white_jacket 1boy :3 :d :t ^_^ artist_name ash_ketchum baseball_cap belt black_hair blue_jacket brown_belt chikorita clenched_hands closed_eyes commentary_request crossed_arms denim fingerless_gloves full_body gloves green_gloves hat heracross highres holding holding_pokemon jacket kwsby_124 long_sleeves male_focus multiple_views on_shoulder one_eye_closed pikachu pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_(creature) pokemon_on_shoulder profile red_headwear shirt_tucked_in shoes simple_background smile sneakers yellow_background ambiguous_penetration areola ash_ketchum batibatizekkyou belly bent_over big_belly big_butt blonde_hair bodily_fluids bovid bovine butt cum cum_inside dark_areola dark_nipples doggystyle duo female from_behind_position generation_1_pokemon genital_fluids hair happy happy_sex hi_res hooves human interspecies lillie_(pokemon) looking_pleasured male male/female mammal nintendo nipples penetration pikachu pokemon pokemon_(species) pregnant pregnant_female pregnant_sex sex tauros 1boy 1girl :d absurdres ash_ketchum backpack bag black_shirt black_wristband blue_eyes blue_pants blue_shirt brown_eyes closed_mouth cloud cosplay day eyelashes flower grass hand_on_own_hip hat highres holding_strap leaf_(pokemon) leaf_(pokemon)_(cosplay) open_mouth outdoors pants pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_frlg pokemon_xy_(anime) red_(pokemon) red_(pokemon)_(cosplay) red_headwear red_skirt red_vest serena_(pokemon) shirt short_hair short_sleeves skirt sky sleeveless sleeveless_shirt smile t-shirt tongue tree vest white_headwear yellow_bag yu_hirasaki 1boy 1girl :d absurdres ash_ketchum backpack bag black_shirt black_wristband blue_eyes blue_pants blue_shirt brown_eyes closed_mouth cloud cosplay day eyelashes flower grass hand_on_own_hip hat highres holding_strap leaf_(pokemon) leaf_(pokemon)_(cosplay) long_hair low-tied_long_hair open_mouth outdoors pants pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_frlg pokemon_xy_(anime) red_(pokemon) red_(pokemon)_(cosplay) red_headwear red_skirt red_vest serena_(pokemon) shirt short_hair short_sleeves skirt sky sleeveless sleeveless_shirt smile t-shirt tongue tree vest white_headwear yellow_bag yu_hirasaki 1girl 2boys ash_ketchum asymmetrical_hair black_hair blush closed_eyes green_hair grin headband highres innertube kwsby_124 lapras legs marill misty_(pokemon) multiple_boys open_mouth orange_hair partially_submerged pikachu pokemon pokemon_(anime) pokemon_(classic_anime) ponytail psyduck red_headband shiny_skin short_hair short_shorts shorts side_ponytail signature smile splashing teeth tracey_sketchit upper_teeth_only water wet 2boys ash_ketchum black_hair blush brock_(pokemon) erection foreskin hair_between_eyes harano_hiroshi highres male_focus multiple_boys nipples open_mouth phimosis pokemon pokemon_(anime) pokemon_(classic_anime) teeth upper_teeth_only water yaoi 1boy 2girls :o ash_ketchum black_hair blonde_hair blue_eyes blue_vest brown_eyes commission day eyelashes grey_headwear hand_up hat holding holding_phone looking_to_the_side may_(pokemon) mixed-language_commentary multiple_girls noelia_ponce on_shoulder open_clothes open_mouth open_vest outdoors phone pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_journeys pokemon_on_shoulder red_headwear rotom rotom_phone serena_(pokemon) shirt short_hair spoken_character sweater_vest tree upper_body vest white_shirt 1boy :d ash_ketchum black_hair blue_footwear blue_vest brown_eyes commentary_request happy hat looking_at_viewer male_focus morishima_noriko_(noriko_mrsm) on_shoulder open_mouth pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_journeys pokemon_on_shoulder red_headwear shirt shoes short_hair short_sleeves shorts smile t-shirt teeth tongue upper_teeth_only vest white_shirt 1boy 1girl ash_ketchum black_hair blonde_hair blue_eyes blue_vest brown_eyes closed_mouth cloud commission day earrings eyelashes grey_headwear grin hand_up hat jewelry mixed-language_commentary noelia_ponce outdoors pokemon pokemon_(anime) pokemon_journeys red_headwear serena_(pokemon) shirt short_hair short_sleeves sky smile sweater_vest t-shirt teeth v vest white_shirt :3 :o alternate_color animal_focus artist_name ash_ketchum ash_ketchum_(cosplay) brown_background cloud colored_skin commentary_request cosplay ditto dot_nose gigantamax gigantamax_pikachu hanabusaoekaki hat highres no_humans open_mouth pikachu pokemon pokemon_(creature) shiny_pokemon smile solid_circle_eyes solid_oval_eyes sparkle tail transformed_ditto v-shaped_eyebrows yellow_skin ambiguous_gender anal anal_penetration anthro areola ash_ketchum biped blue_body blush bodily_fluids clothed clothing crossed_arms cum cum_in_ass cum_inside ejaculation erection generation_3_pokemon genital_fluids genitals group hi_res human latias latios legendary_pokemon male male/male male_penetrated male_penetrating male_penetrating_male mammal nintendo nipples penetration penile penile_penetration penis pokemon pokemon_(species) red_body red_eyes sex trio white_body yellow_eyes zerokun135 2girls 4boys :d ash_ketchum backpack bag belt black_hair blue_eyes blue_vest brown-framed_eyewear brown_bag brown_eyes brown_hair cerise_(pokemon) chloe_(pokemon) chrysa_(pokemon) cinderace closed_eyes closed_mouth coat collared_shirt commentary_request eevee eyelashes goh_(pokemon) green_eyes green_shirt grey_shirt hand_up hat highres holding holding_poke_ball long_hair magnemite mew_(pokemon) multiple_boys multiple_girls open_clothes open_coat open_mouth open_vest pikachu poke_ball poke_ball_(basic) pokemon pokemon_(anime) pokemon_(creature) pokemon_journeys pokesumomo ponytail red_headwear ren_(pokemon) shirt short_hair short_sleeves smile sparkle t-shirt teeth tongue twitter_username upper_teeth_only vest w white_coat white_shirt yamper 1boy 1girl :d abe_(kumayu) alolan_vulpix alternate_costume ash_ketchum blonde_hair blunt_bangs blush braid commentary_request eyelashes fangs green_eyes grey_kimono hand_up head_tilt heart highres index_finger_raised japanese_clothes kimono lillie_(pokemon) long_hair looking_at_viewer open_mouth orange_sash pikachu pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_ears pokemon_sm_(anime) smile translation_request twin_braids ... 1boy 1girl ash_ketchum basket blonde_hair blue_eyes blush border bow breasts choker commentary day eyelashes fingerless_gloves gazing_eye gloves grass hair_bow hands_up hetero highres leaf looking_down lying navel nipples on_back outdoors panties parted_lips picnic_blanket pokemon pokemon_(anime) pokemon_the_movie:_diancie_and_the_cocoon_of_destruction pokemon_xy_(anime) pulled_by_another purple_choker serena_(pokemon) shadow short_hair topless underwear white_border white_panties ash_ketchum batibatizekkyou blonde_hair blush brown_hair clothing delia_ketchum erection female footwear generation_1_pokemon grass group hair hi_res human male male/female mammal mother_(lore) mother_and_child_(lore) mother_and_son_(lore) nintendo nude open_mouth parent_(lore) parent_and_child_(lore) parent_and_son_(lore) pikachu plant pokemon pokemon_(species) red_clothing red_footwear smile son_(lore) standing tauros text translation_request 1boy absurdres ash_ketchum backpack bag black_hair black_shirt brown_eyes commentary_request green_bag grin hat highres holding_strap jacket looking_back male_focus on_shoulder open_clothes open_jacket pikachu pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_(creature) pokemon_on_shoulder red_headwear shirt short_hair smile teeth yanagi_(soke_yanagi) animal ash_ketchum bag balloon bird black_hair cloud cloudy_sky flying gigantamax gigantamax_meowth hat james_(pokemon) jessie_(pokemon) mateus_upd meowth oversized_animal pikachu pokemon pokemon_(game) riding sky team_rocket wobbuffet 1boy 1girl ash_ketchum asymmetrical_bangs baseball_cap black_choker black_hair black_nails blue_eyes breasts choker commission completely_nude georugu13 hat heart hetero highres implied_sex marnie_(pokemon) medium_breasts navel nude pixiv_commission pokemon pokemon_(game) pokemon_swsh red_headwear red_ribbon ribbon sex short_hair straddling tongue tongue_out upright_straddle animal_genitalia ash_ketchum balls bed black_hair buckteeth feral fully_sheathed fur furniture generation_1_pokemon genitals hair human kanada male mammal nintendo pokemon pokemon_(species) purple_body purple_fur rattata rodent sheath shrinking simple_background size_transformation solo tan_body tan_fur teeth transformation whiskers 1girl 2boys :d alternate_costume ash_ketchum black_cape black_pants blue_eyes blush broom brown_hair cape chloe_(pokemon) closed_eyes dated dress eevee eyelashes gloves goh_(pokemon) grin halloween_bucket happy_halloween hat long_hair multiple_boys open_mouth pants phantump pikachu pokemon pokemon_(anime) pokemon_(creature) pokemon_journeys pokesumomo popped_collar shirt short_hair short_sleeves smile spread_fingers star_(symbol) suspenders teeth tongue upper_teeth_only white_shirt witch_hat 1boy affectionate ash_ketchum closed_eyes commentary_request day face-to-face fingerless_gloves gloves green_gloves grin hand_up happy hat jacket kanno_0v0 male_focus outdoors pikachu pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_(creature) red_headwear short_hair short_sleeves sky smile teeth