pentumbra best from all time

Time frame

Tags

pentumbra

1boy 1girls 1monster 3_eyes anon anonymous_male anthro arachnid arachnid_humanoid arm_up big_breasts blue_body breasts colored cum cum_in_pussy cum_inside dark_body edit female female_focus green_eyes grey_body grey_penis heart-shaped_pupils hearts interspecies large_breasts large_nipples monster monster_girl monsterfucker motion_lines multi_eye my_singing_monsters penetration penile penile_penetration penis penis_in_pussy pentumbra pink_pupils purple_skin pussy rolling_eyes rope sex solo_focus string sweat sweatdrop swiss_(my_singing_monsters) teratophilia thick_thighs thighs vagina vaginal vaginal_penetration vaginal_sex white_background
1boy 1girls 1monster 3_eyes anon anonymous_male anthro arachnid arachnid_humanoid arm_up big_breasts blue_body breasts colored cum cum_in_pussy cum_inside dark_body edit female female_focus green_eyes grey_body grey_penis heart-shaped_pupils hearts interspecies large_breasts large_nipples monster monster_girl monsterfucker motion_lines multi_eye my_singing_monsters penetration penile penile_penetration penis penis_in_pussy pentumbra pink_pupils purple_skin pussy rolling_eyes rope sex solo_focus string sweat sweatdrop swiss_(my_singing_monsters) teratophilia thick_thighs thighs vagina vaginal vaginal_penetration vaginal_sex white_background
1monster anon anonymous_male anthro ass big_blue_bubble big_breasts blank_background blue_body breasts dark_skin faceless_male green_eyes heart heart-shaped_pupils hearts implied_cum_inside monster monsterfucker motion_lines multi_eye my_singing_monsters pentumbra pink_gloves pussy simple_background swiss_(my_singing_monsters) white_background
1monster anon anonymous_male anthro ass big_blue_bubble big_breasts blank_background blue_body breasts dark_skin faceless_male green_eyes heart heart-shaped_pupils hearts implied_cum_inside monster monsterfucker motion_lines multi_eye my_singing_monsters pentumbra pink_gloves pussy simple_background swiss_(my_singing_monsters) white_background
1girls 3boys 4monsters angel angelic anthro arrow_(symbol) auglur big_blue_bubble big_breasts blank_background blue_body blue_eyes blue_sclera breasts bulge comic crying crying_with_eyes_open cumming cuntboy cuntboy_sans_balls cyclops dialogue duo_focus ejaculation fangs feathers half-closed_eyes heart hearts herm hermaphrodite horny_female humanoid internal internal_cumshot intersex male maleherm meebkin monster multi_eye multi_genitalia my_singing_monsters non-human non-human_only one_eye_half-closed painful penetration penis penis_in_pussy pentumbra piplash presenting presenting_breasts pussy ringed_eyes seraph sex shadow simple_background stomach_bulge swiss_(my_singing_monsters) thin_waist tight_pussy vaginal_penetration vaginal_sex voyeur wings yarbeech yellow_sclera
1girls 3boys 4monsters angel angelic anthro arrow_(symbol) auglur big_blue_bubble big_breasts blank_background blue_body blue_eyes blue_sclera breasts bulge comic crying crying_with_eyes_open cumming cuntboy cuntboy_sans_balls cyclops dialogue duo_focus ejaculation fangs feathers half-closed_eyes heart hearts herm hermaphrodite horny_female humanoid internal internal_cumshot intersex male maleherm meebkin monster multi_eye multi_genitalia my_singing_monsters non-human non-human_only one_eye_half-closed painful penetration penis penis_in_pussy pentumbra piplash presenting presenting_breasts pussy ringed_eyes seraph sex shadow simple_background stomach_bulge swiss_(my_singing_monsters) thin_waist tight_pussy vaginal_penetration vaginal_sex voyeur wings yarbeech yellow_sclera
10boys 1_eye 1futa 3_eyes 3_fingers 3_legs 3_mouths 4_legs 6_eyes after_sex angel angelic animal_ears animate_inanimate anthro anthro_only aquatic arachnid arm_up armless arms_up auglur beady_eyes big_blue_bubble big_eyes black_background black_eyes blarret_(my_singing_monsters) bleeding blood blood_string bloody_cum blue_body blue_crystal blue_cum blue_eyes blue_fur blue_hair blue_hands blue_penis blue_sclera body_markings cephalopod claws colored_eyelashes crystal crystal_creature crystal_humanoid cube cube_head cum cum_string cuttlefish cyborg cyclops dark_blue_body dark_spots disembodied_hand disembodied_hands disembodied_head disembodied_limb disembodied_tail disembodied_wings ethereal_workshop eyelashes facial_markings fang fangs ferret fish flasque floating floating_hands floating_head floating_object frown fur furry furry_penis futanari gaddzooks gay glass glass_body glass_eyes gradient_body gradient_horns gradient_penis gradient_wings green_blood green_crystal green_cum green_eyes green_hands green_liquid green_sclera green_veins grey_lips happy holding_object hollow_eyes hoopomlasooz horn horns humanoid humanoid_monster humanoid_penis iridescent iridescent_scales lifeblood light_body liquid long_ears long_horns long_neck looking_at_another looking_at_viewer looking_up magenta_body magenta_penis male male/futa male/male mechanical meeb meebkin missing_tooth mollusk monster monster_boy monster_futa mouthless mouthless_futanari mouthless_male msm multi_eye multi_head multi_horn multi_leg multi_limb multi_mouth multi_wing multicolored_penis multiple_boys multiple_monsters mustelid my_singing_monsters nervous no_humans non-human non-human_only oogiddy open_mouth orange_body orange_head orange_spots overbite penis penis_to_penis pentumbra pink_feathers pink_nose pink_penis pink_spots pink_wings piplash precum_bridge prosthetic prosthetic_leg prosthetic_limb purple_eyes purple_feathers purple_fur purple_lips purple_penis purple_wings quadruped rainbow_horn red_crystal red_feathers red_fur red_nails red_spots reference_image reptilian rhysmuth ringed_eyes scales scalie sea_creature see-through see-through_body see-through_penis segmented_body self_upload seraph shiny_body shiny_penis sign_of_the_horns smile smiling spots spotted_penis string tail tapering_penis tauter teeter teeter_tauter tentacle tentacle_penis threesome translucent translucent_body translucent_penis transparent_body transparent_penis unusual_anatomy unusual_bodily_fluids unusual_penis vein veins wall-eyed white_penis wings yellow_body yellow_eyes yellow_penis yellow_sclera yellow_spots
10boys 1_eye 1futa 3_eyes 3_fingers 3_legs 3_mouths 4_legs 6_eyes after_sex angel angelic animal_ears animate_inanimate anthro anthro_only aquatic arachnid arm_up armless arms_up auglur beady_eyes big_blue_bubble big_eyes black_background black_eyes blarret_(my_singing_monsters) bleeding blood blood_string bloody_cum blue_body blue_crystal blue_cum blue_eyes blue_fur blue_hair blue_hands blue_penis blue_sclera body_markings cephalopod claws colored_eyelashes crystal crystal_creature crystal_humanoid cube cube_head cum cum_string cuttlefish cyborg cyclops dark_blue_body dark_spots disembodied_hand disembodied_hands disembodied_head disembodied_limb disembodied_tail disembodied_wings ethereal_workshop eyelashes facial_markings fang fangs ferret fish flasque floating floating_hands floating_head floating_object frown fur furry furry_penis futanari gaddzooks gay glass glass_body glass_eyes gradient_body gradient_horns gradient_penis gradient_wings green_blood green_crystal green_cum green_eyes green_hands green_liquid green_sclera green_veins grey_lips happy holding_object hollow_eyes hoopomlasooz horn horns humanoid humanoid_monster humanoid_penis iridescent iridescent_scales lifeblood light_body liquid long_ears long_horns long_neck looking_at_another looking_at_viewer looking_up magenta_body magenta_penis male male/futa male/male mechanical meeb meebkin missing_tooth mollusk monster monster_boy monster_futa mouthless mouthless_futanari mouthless_male msm multi_eye multi_head multi_horn multi_leg multi_limb multi_mouth multi_wing multicolored_penis multiple_boys multiple_monsters mustelid my_singing_monsters nervous no_humans non-human non-human_only oogiddy open_mouth orange_body orange_head orange_spots overbite penis penis_to_penis pentumbra pink_feathers pink_nose pink_penis pink_spots pink_wings piplash precum_bridge prosthetic prosthetic_leg prosthetic_limb purple_eyes purple_feathers purple_fur purple_lips purple_penis purple_wings quadruped rainbow_horn red_crystal red_feathers red_fur red_nails red_spots reference_image reptilian rhysmuth ringed_eyes scales scalie sea_creature see-through see-through_body see-through_penis segmented_body self_upload seraph shiny_body shiny_penis sign_of_the_horns smile smiling spots spotted_penis string tail tapering_penis tauter teeter teeter_tauter tentacle tentacle_penis threesome translucent translucent_body translucent_penis transparent_body transparent_penis unusual_anatomy unusual_bodily_fluids unusual_penis vein veins wall-eyed white_penis wings yellow_body yellow_eyes yellow_penis yellow_sclera yellow_spots
creampie cum cum_in_pussy cum_inside green_eyes heart-shaped_pupils large_breasts my_singing_monsters penetration penile penile_penetration penis penis_in_pussy pentumbra pink_gloves purple_skin pussy sex swiss_(my_singing_monsters) vagina vaginal vaginal_penetration vaginal_sex
creampie cum cum_in_pussy cum_inside green_eyes heart-shaped_pupils large_breasts my_singing_monsters penetration penile penile_penetration penis penis_in_pussy pentumbra pink_gloves purple_skin pussy sex swiss_(my_singing_monsters) vagina vaginal vaginal_penetration vaginal_sex
1monster :3 antennae_(anatomy) anthro artist_name big_blue_bubble big_breasts breasts dark_body english_text ethereal_monster ethereal_workshop green_eyes half-closed_eyes looking_at_viewer magazine_cover meme_in_the_background monster multi_eye my_singing_monsters pentumbra sitting solo swiss_(my_singing_monsters) tagme text traced unusual_anatomy
1monster :3 antennae_(anatomy) anthro artist_name big_blue_bubble big_breasts breasts dark_body english_text ethereal_monster ethereal_workshop green_eyes half-closed_eyes looking_at_viewer magazine_cover meme_in_the_background monster multi_eye my_singing_monsters pentumbra sitting solo swiss_(my_singing_monsters) tagme text traced unusual_anatomy
1girls 1monster 3_eyes alternate_version_available anthro anthrofied arachnid arachnid_humanoid blank_background blue_body breasts dark_body ethereal_workshop female female_only fluffy_body green_eyes hair_tuft humanoid monster monster_girl monstrous_humanoid mouthless mouthless_female msm multi_eye my_singing_monsters nude pentu23 pentumbra plain_background simple_background solo solo_female spider spider_girl spider_humanoid swiss_(my_singing_monsters) tuft white_background
1girls 1monster 3_eyes alternate_version_available anthro anthrofied arachnid arachnid_humanoid blank_background blue_body breasts dark_body ethereal_workshop female female_only fluffy_body green_eyes hair_tuft humanoid monster monster_girl monstrous_humanoid mouthless mouthless_female msm multi_eye my_singing_monsters nude pentu23 pentumbra plain_background simple_background solo solo_female spider spider_girl spider_humanoid swiss_(my_singing_monsters) tuft white_background
1monster 2girls anthro anthrofied ass-to-ass axolotl beady_eyes big_ass big_blue_bubble big_breasts black_shirt black_shoes black_shorts black_tank_top black_topwear blue_background blue_body blue_shorts body_markings bow breasts bumping_asses clothed crossed_arms dark_blue_body duo ethereal_workshop eyelashes fang fangs female_only glowing glowing_orb gradient_background green_eyes grey_body happy hourglass_figure huge_breasts large_breasts looking_at_another monster monster_girl my_singing_monsters pentumbra pentumbra_shadow_(my_singing_monsters) pink_markings red_bow shadow_creature simple_background skin_fangs sneakers swiss_(my_singing_monsters) t-shirt tank_top white_shoes wink
1monster 2girls anthro anthrofied ass-to-ass axolotl beady_eyes big_ass big_blue_bubble big_breasts black_shirt black_shoes black_shorts black_tank_top black_topwear blue_background blue_body blue_shorts body_markings bow breasts bumping_asses clothed crossed_arms dark_blue_body duo ethereal_workshop eyelashes fang fangs female_only glowing glowing_orb gradient_background green_eyes grey_body happy hourglass_figure huge_breasts large_breasts looking_at_another monster monster_girl my_singing_monsters pentumbra pentumbra_shadow_(my_singing_monsters) pink_markings red_bow shadow_creature simple_background skin_fangs sneakers swiss_(my_singing_monsters) t-shirt tank_top white_shoes wink
1girls 1monster 3_eyes alternate_version_available anthro anthrofied arachnid arachnid_humanoid blank_background blue_body bra breasts clothed dark_body ethereal_workshop fangs female female_only fluffy_body glowing_eyes green_eyes hair_tuft humanoid lingerie monster monster_girl monstrous_humanoid mouthless mouthless_female msm multi_eye my_singing_monsters pentu23 pentumbra pink_top pink_underwear solo solo_female spider spider_girl spider_humanoid swiss_(my_singing_monsters) tuft white_background
1girls 1monster 3_eyes alternate_version_available anthro anthrofied arachnid arachnid_humanoid blank_background blue_body bra breasts clothed dark_body ethereal_workshop fangs female female_only fluffy_body glowing_eyes green_eyes hair_tuft humanoid lingerie monster monster_girl monstrous_humanoid mouthless mouthless_female msm multi_eye my_singing_monsters pentu23 pentumbra pink_top pink_underwear solo solo_female spider spider_girl spider_humanoid swiss_(my_singing_monsters) tuft white_background
ethereal_workshop gaddzooks msm my_singing_monsters pentu23 pentumbra
ethereal_workshop gaddzooks msm my_singing_monsters pentu23 pentumbra
1girls 2024 3_eyes 3d arm_markings axolotl_ears big_butt breasts bush cleavage crabofgarry deviantart deviantart_link deviantart_username dialogue ethereal_workshop female_focus fence garry's_mod headlamp humanoid leggings looking_at_viewer monster my_singing_monsters naked_female night nipples outdoors pentumbra shaking_butt solo_female text watermark
1girls 2024 3_eyes 3d arm_markings axolotl_ears big_butt breasts bush cleavage crabofgarry deviantart deviantart_link deviantart_username dialogue ethereal_workshop female_focus fence garry's_mod headlamp humanoid leggings looking_at_viewer monster my_singing_monsters naked_female night nipples outdoors pentumbra shaking_butt solo_female text watermark
beat_banger dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra spider_girl yooreek
beat_banger dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra spider_girl yooreek
1_eye 2024 3_eyes 3d 3girls 3monsters 4_arms angel angel_girl angelic anthro anthro_only arm_markings artist_name artist_watermark auglur axolotl_ears bemeebeth big_blue_bubble big_breasts black_arms blue_body blush blushing chibi_inset cleavage colored_eyelashes crabofgarry crystals_on_body cyclops dark_background dark_body deviantart deviantart_link deviantart_logo deviantart_username dialogue duo_focus edited_official_artwork english_text ethereal_workshop eyelashes eyeless eyeless_female for_a_head forest garry's_mod ghost ghost_girl glowing green_eyes green_glow green_head green_shoulders green_text grey_neck grey_topwear half-closed_eye half-closed_eyes head_spikes headlamp hourglass_figure hugging hugging_another humanoid humanoidized kissing leaves leg_markings mechanical monster monster_girl monstrous_humanoid mouthless mouthless_female multi_arm multi_eye multi_limb my_singing_monsters night night_sky no_humans non-human non-human_only offscreen_female outdoors pentumbra pink_crystals pink_text plasma_body purple_chest purple_text purple_thighhighs purple_thong reunion scales scales_on_shoulder see-through see-through_body segmented_body seraph shadow_humanoid shadow_monster shiny_skin shoulder_crystals shoulder_spikes sound_effects spiked_shoulders spikes spikes_(anatomy) spines spots spots_(marking) spotted_face spotted_head spotted_shoulders star_head strapless strapless_top tentacle tentacle_wrapped_around_leg tentacles text thighhighs thong topwear topwear_only translucent_body translucent_tentacles underwear watermark yellow_markings yellow_spots yuri
1_eye 2024 3_eyes 3d 3girls 3monsters 4_arms angel angel_girl angelic anthro anthro_only arm_markings artist_name artist_watermark auglur axolotl_ears bemeebeth big_blue_bubble big_breasts black_arms blue_body blush blushing chibi_inset cleavage colored_eyelashes crabofgarry crystals_on_body cyclops dark_background dark_body deviantart deviantart_link deviantart_logo deviantart_username dialogue duo_focus edited_official_artwork english_text ethereal_workshop eyelashes eyeless eyeless_female for_a_head forest garry's_mod ghost ghost_girl glowing green_eyes green_glow green_head green_shoulders green_text grey_neck grey_topwear half-closed_eye half-closed_eyes head_spikes headlamp hourglass_figure hugging hugging_another humanoid humanoidized kissing leaves leg_markings mechanical monster monster_girl monstrous_humanoid mouthless mouthless_female multi_arm multi_eye multi_limb my_singing_monsters night night_sky no_humans non-human non-human_only offscreen_female outdoors pentumbra pink_crystals pink_text plasma_body purple_chest purple_text purple_thighhighs purple_thong reunion scales scales_on_shoulder see-through see-through_body segmented_body seraph shadow_humanoid shadow_monster shiny_skin shoulder_crystals shoulder_spikes sound_effects spiked_shoulders spikes spikes_(anatomy) spines spots spots_(marking) spotted_face spotted_head spotted_shoulders star_head strapless strapless_top tentacle tentacle_wrapped_around_leg tentacles text thighhighs thong topwear topwear_only translucent_body translucent_tentacles underwear watermark yellow_markings yellow_spots yuri
ejaculation ejaculation_between_breasts ethereal_workshop my_singing_monsters pentumbra yooreek
ejaculation ejaculation_between_breasts ethereal_workshop my_singing_monsters pentumbra yooreek
1boy 1cuntboy after_vaginal anthro anthrofied cum cum21 cum_leaking_out_of_pussy cuntboy cuntboy/male dragon ethereal_workshop from_behind holding_arms intersex male male/cuntboy male_only my_singing_monsters penis_between_thighs penis_rubbing_pussy pentumbra pussy scars spider swiss_(my_singing_monsters) thick_thighs tongue_out what_has_zarroë_done x'rt_(my_singing_monsters) yaoi
1boy 1cuntboy after_vaginal anthro anthrofied cum cum21 cum_leaking_out_of_pussy cuntboy cuntboy/male dragon ethereal_workshop from_behind holding_arms intersex male male/cuntboy male_only my_singing_monsters penis_between_thighs penis_rubbing_pussy pentumbra pussy scars spider swiss_(my_singing_monsters) thick_thighs tongue_out what_has_zarroë_done x'rt_(my_singing_monsters) yaoi
1girls 2024 3_eyes 3d arm_markings ass axolotl_ears back_view candle crabofgarry deviantart deviantart_link deviantart_username ethereal_workshop female_focus forest forest_background garry's_mod halloween headlamp humanoid jack-o'-lantern looking_at_viewer looking_back monster my_singing_monsters outdoors pentumbra pumpkin sitting_on_pumpkin solo_female topwear trees underwear watermark
1girls 2024 3_eyes 3d arm_markings ass axolotl_ears back_view candle crabofgarry deviantart deviantart_link deviantart_username ethereal_workshop female_focus forest forest_background garry's_mod halloween headlamp humanoid jack-o'-lantern looking_at_viewer looking_back monster my_singing_monsters outdoors pentumbra pumpkin sitting_on_pumpkin solo_female topwear trees underwear watermark
2boys 2monsters 3_eyes anthro artist_upload axolotl axolotl_humanoid bandaged_leg bandages belly_bulge big_blue_bubble big_penis blank_background blue_body blue_eyelids blue_eyes blue_scar blush body_markings cowboy_position cowgirl_position cum cum_in_pussy cum_on_body cuntboy cuntboy/male fang fur gay green_body green_eyes green_sclera grey_background half-closed_eyes intersex looking_down male male_only mastectomy_scar moaning monster multi_eye multicolored_body my_singing_monsters one_eye_closed penis_in_pussy pentumbra pixolotl plain_background pussy scar self_upload simple_background spider square_pupils sweating swiss_(my_singing_monsters) tail tuft vaginal_penetration yellow_sclera
2boys 2monsters 3_eyes anthro artist_upload axolotl axolotl_humanoid bandaged_leg bandages belly_bulge big_blue_bubble big_penis blank_background blue_body blue_eyelids blue_eyes blue_scar blush body_markings cowboy_position cowgirl_position cum cum_in_pussy cum_on_body cuntboy cuntboy/male fang fur gay green_body green_eyes green_sclera grey_background half-closed_eyes intersex looking_down male male_only mastectomy_scar moaning monster multi_eye multicolored_body my_singing_monsters one_eye_closed penis_in_pussy pentumbra pixolotl plain_background pussy scar self_upload simple_background spider square_pupils sweating swiss_(my_singing_monsters) tail tuft vaginal_penetration yellow_sclera
breasts green_eyes hand_on_breast monster my_singing_monsters pentumbra swiss_(my_singing_monsters) tagme
breasts green_eyes hand_on_breast monster my_singing_monsters pentumbra swiss_(my_singing_monsters) tagme
ass backshots breasts ethereal_workshop ethereals gaddzooks glowing huge_breasts msm my_singing_monsters pentu23 pentumbra spots
ass backshots breasts ethereal_workshop ethereals gaddzooks glowing huge_breasts msm my_singing_monsters pentu23 pentumbra spots
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test
3d 3d_model dark_skin ethereal_workshop monster_girl my_singing_monsters pentumbra test