anal_virgin best from all time

Time frame

Tags

anal virgin

2022 anal_virgin anthro anus ass back_muscles backsack balls bed bedding bent_over big_butt bodily_fluids dated dialogue english_text first_time_sex fur furniture furniture_lamp furry_only genitals hair hi_res imminent_sex inside inviting kinktober lamp long_hair looking_at_viewer looking_back looking_back_at_viewer male male_only male_virgin mammal mrkeypoo muscular muscular_anthro muscular_male nude page_1 perineum pillow presenting presenting_anus presenting_hindquarters rear_view signature smile solo standing sweat talking_to_viewer teeth text thick_thighs tuft ursid virgin
2022 anal_virgin anthro anus ass back_muscles backsack balls bed bedding bent_over big_butt bodily_fluids dated dialogue english_text first_time_sex fur furniture furniture_lamp furry_only genitals hair hi_res imminent_sex inside inviting kinktober lamp long_hair looking_at_viewer looking_back looking_back_at_viewer male male_only male_virgin mammal mrkeypoo muscular muscular_anthro muscular_male nude page_1 perineum pillow presenting presenting_anus presenting_hindquarters rear_view signature smile solo standing sweat talking_to_viewer teeth text thick_thighs tuft ursid virgin
anal anal_creampie anal_penetration anal_virgin animated big_penis creampie dialogue femboy first_time first_time_(anal_sex) friends gay innocent no_sound penis red_hair tagme text video virgin yaoi
anal anal_creampie anal_penetration anal_virgin animated big_penis creampie dialogue femboy first_time first_time_(anal_sex) friends gay innocent no_sound penis red_hair tagme text video virgin yaoi
1boy 1girls anal_sex anal_virgin anus anus_focus ass ass_focus ass_grab beauty_and_the_beast belle breasts butt close-up disney disney_princess disney_villains dress_lift faceless_male gaston hands_on_ass huge_cock penis pov pov_male spread_anus xl-toons.com
1boy 1girls anal_sex anal_virgin anus anus_focus ass ass_focus ass_grab beauty_and_the_beast belle breasts butt close-up disney disney_princess disney_villains dress_lift faceless_male gaston hands_on_ass huge_cock penis pov pov_male spread_anus xl-toons.com
anal_virgin anthro anus ass balls big_butt erection felid fur gay genitals hi_res male male_only mammal pantherine penis perineum presenting presenting_anus public_use ssu_open striped_body striped_fur stripes through_wall tiger virgin
anal_virgin anthro anus ass balls big_butt erection felid fur gay genitals hi_res male male_only mammal pantherine penis perineum presenting presenting_anus public_use ssu_open striped_body striped_fur stripes through_wall tiger virgin
1boy 1girls anal anal_bleeding anal_virgin bent_knees blood breasts clenched_teeth closed_eyes cum cum_in_ass cum_inside cum_on_pussy defloration deflowering drooling female female_virgin gaara grabbing_from_behind green_eyes kira_akudachi laying_down legs_up lying_down lying_on_back lying_on_person male naruto naruto_(series) naruto_shippuden nude on_back on_bed original_character penetration penis red_hair reverse_cowgirl_position seelenkaetzchen sex sweat sweatdrop virgin virginal_blood
1boy 1girls anal anal_bleeding anal_virgin bent_knees blood breasts clenched_teeth closed_eyes cum cum_in_ass cum_inside cum_on_pussy defloration deflowering drooling female female_virgin gaara grabbing_from_behind green_eyes kira_akudachi laying_down legs_up lying_down lying_on_back lying_on_person male naruto naruto_(series) naruto_shippuden nude on_back on_bed original_character penetration penis red_hair reverse_cowgirl_position seelenkaetzchen sex sweat sweatdrop virgin virginal_blood
! 2020 4:5 ?! accessory after_sex anal anal_sex anal_virgin anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arms_tied ball_gag balls bedroom_eyes blush bodily_fluids bondage bondage_gear bound bovid bovine box breath cattle chaps chastity_device chubby clothing cock_ring comic controller crotchless_clothing cum cum_in_ass cum_inside dialogue door duo english_text eyebrows facial_markings fishnet_underwear fluffy fluffy_tail from_behind_position furry_only gag gagged genital_fluids genitals good_boy head_markings hi_res himbo horn humanoid_genitalia humanoid_penis jacket jar jewelry jockey_position leather leather_clothing leather_daddy leather_jacket leather_topwear legs_tied lying_on_top male male/male male_penetrated male_penetrating male_penetrating_male male_urethral_insertion male_virgin mammal markings mask_(marking) monochrome mooing musclegut muscular muscular_anthro muscular_male narrowed_eyes onomatopoeia panting penetration penile penis penis_accessory penis_jewelry penis_milking penis_milking_machine plaguedobsession procyonid profanity prostate prostate_stimulation questionable_consent raccoon remote_control ringtail seductive sex slurp sound_effects strapped_down tail_tuft text topwear tuft urethral urethral_insertion urethral_penetration vest virgin wooden_horse wooden_horse_(device) yaoi
! 2020 4:5 ?! accessory after_sex anal anal_sex anal_virgin anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arms_tied ball_gag balls bedroom_eyes blush bodily_fluids bondage bondage_gear bound bovid bovine box breath cattle chaps chastity_device chubby clothing cock_ring comic controller crotchless_clothing cum cum_in_ass cum_inside dialogue door duo english_text eyebrows facial_markings fishnet_underwear fluffy fluffy_tail from_behind_position furry_only gag gagged genital_fluids genitals good_boy head_markings hi_res himbo horn humanoid_genitalia humanoid_penis jacket jar jewelry jockey_position leather leather_clothing leather_daddy leather_jacket leather_topwear legs_tied lying_on_top male male/male male_penetrated male_penetrating male_penetrating_male male_urethral_insertion male_virgin mammal markings mask_(marking) monochrome mooing musclegut muscular muscular_anthro muscular_male narrowed_eyes onomatopoeia panting penetration penile penis penis_accessory penis_jewelry penis_milking penis_milking_machine plaguedobsession procyonid profanity prostate prostate_stimulation questionable_consent raccoon remote_control ringtail seductive sex slurp sound_effects strapped_down tail_tuft text topwear tuft urethral urethral_insertion urethral_penetration vest virgin wooden_horse wooden_horse_(device) yaoi
1boy 2girls 3d anal_virgin bioware bisexual bisexual_female dragon_age dragon_age_inquisition elf female ffm_threesome hand_on_hip hand_on_testicles human human_penetrating kissing light-skinned_male lordaardvark nude outdoors pointy_ears sera_(dragon_age) shaved_pussy small_breasts
1boy 2girls 3d anal_virgin bioware bisexual bisexual_female dragon_age dragon_age_inquisition elf female ffm_threesome hand_on_hip hand_on_testicles human human_penetrating kissing light-skinned_male lordaardvark nude outdoors pointy_ears sera_(dragon_age) shaved_pussy small_breasts
1girls anal_virgin anus ass back big_ass big_breasts braided_hair braided_ponytail butt chainsaw_man dat_ass eye_contact female fringe ginger imminent_rape imminent_sex iwydraws light-skinned_female makima_(chainsaw_man) mappa panicking pants petite pink_hair ponytail pov pussy pussy_juice pussy_juice_drip pussy_juice_string pussy_juice_trail questionable_consent red_hair schoolgirl tearing_up unusual_pupils yellow_eyes
1girls anal_virgin anus ass back big_ass big_breasts braided_hair braided_ponytail butt chainsaw_man dat_ass eye_contact female fringe ginger imminent_rape imminent_sex iwydraws light-skinned_female makima_(chainsaw_man) mappa panicking pants petite pink_hair ponytail pov pussy pussy_juice pussy_juice_drip pussy_juice_string pussy_juice_trail questionable_consent red_hair schoolgirl tearing_up unusual_pupils yellow_eyes
:o anal anal_cumshot anal_only anal_penetration anal_sex anal_virgin anthro anthro_penetrated anthrofied anthropomorphism anus ass balls_deep bare_shoulders big_ass big_breasts big_butt black_bunny_ears black_leotard blue_hair blue_mane blue_tail breasts bunny_ears bunny_girl bunnysuit busty butt cleavage clothed clothed_female_nude_male clothed_sex cum cum_in_ass cum_inside ejaculation female female_penetrated friendship_is_magic from_behind furry gaping gaping_anus horn human human_male human_on_anthro human_penetrating human_penetrating_anthro internal_cumshot internal_view leotard_aside loveseat male male/female male_on_female male_penetrating male_penetrating_female my_little_pony newyorkx3 nude nude_male pain painal penis pony purple_eyes purple_hair purple_mane purple_tail rape rectum rough_sex round_ass sliding starlight_glimmer thrusting thrusting_into_ass tight_anal tight_anus tip_of_penis two_tone_hair two_tone_mane two_tone_tail unicorn virginity_loss vulva
:o anal anal_cumshot anal_only anal_penetration anal_sex anal_virgin anthro anthro_penetrated anthrofied anthropomorphism anus ass balls_deep bare_shoulders big_ass big_breasts big_butt black_bunny_ears black_leotard blue_hair blue_mane blue_tail breasts bunny_ears bunny_girl bunnysuit busty butt cleavage clothed clothed_female_nude_male clothed_sex cum cum_in_ass cum_inside ejaculation female female_penetrated friendship_is_magic from_behind furry gaping gaping_anus horn human human_male human_on_anthro human_penetrating human_penetrating_anthro internal_cumshot internal_view leotard_aside loveseat male male/female male_on_female male_penetrating male_penetrating_female my_little_pony newyorkx3 nude nude_male pain painal penis pony purple_eyes purple_hair purple_mane purple_tail rape rectum rough_sex round_ass sliding starlight_glimmer thrusting thrusting_into_ass tight_anal tight_anus tip_of_penis two_tone_hair two_tone_mane two_tone_tail unicorn virginity_loss vulva
2020 anal_virgin angel_(vorechestra) animal_genitalia anus ass audino ball_lick balls bed bedroom bell blush bodily_fluids bondage bound close-up comic detailed_background dialogue duo electricity english_text exposed eye_contact fellatio feminization first_person_view furniture genital_fluids genitals girly head_on_lap hi_res imminent_orgasm inside jigawatt_(vorechestra) licking looking_at_another male male/male male_pov mega_audino mega_evolution nintendo on_lap one_eye_closed oral paws peeping penile penis penis_lick pillow pokémon_(species) pokemon pokemon_(species) precum raichu raised_tail ribbon_bondage ribbons sex sheath sissification sitting sniffing sound_effects sweat text tongue tongue_out twilightstormshi video_games vorechestra
2020 anal_virgin angel_(vorechestra) animal_genitalia anus ass audino ball_lick balls bed bedroom bell blush bodily_fluids bondage bound close-up comic detailed_background dialogue duo electricity english_text exposed eye_contact fellatio feminization first_person_view furniture genital_fluids genitals girly head_on_lap hi_res imminent_orgasm inside jigawatt_(vorechestra) licking looking_at_another male male/male male_pov mega_audino mega_evolution nintendo on_lap one_eye_closed oral paws peeping penile penis penis_lick pillow pokémon_(species) pokemon pokemon_(species) precum raichu raised_tail ribbon_bondage ribbons sex sheath sissification sitting sniffing sound_effects sweat text tongue tongue_out twilightstormshi video_games vorechestra
action_lines anal anal_only anal_penetration anal_prodding anal_sex anal_virgin anthro anthro_penetrated anthrofied anthropomorphism anus ass balls_deep bare_shoulders bending_over bent_over big_ass big_butt black_bunny_ears black_leotard blue_hair blue_mane blue_tail bunny_ears bunny_girl bunnysuit butt clothed clothed_female_nude_male clothed_sex doggy_style female female_penetrated first_anal first_time friendship_is_magic from_behind furry horn human human_male human_on_anthro human_penetrating human_penetrating_anthro lavender_body lavender_fur leotard_aside looking_back loveseat male male/female male_on_female male_penetrating male_penetrating_female my_little_pony newyorkx3 pain painal penis pony prodding purple_eyes purple_hair purple_mane purple_tail rough_sex round_ass slam starlight_glimmer surprise_buttsex testicles thrusting thrusting_into_ass tight_anal tight_anus two_tone_hair two_tone_mane two_tone_tail unicorn virginity_loss vulva
action_lines anal anal_only anal_penetration anal_prodding anal_sex anal_virgin anthro anthro_penetrated anthrofied anthropomorphism anus ass balls_deep bare_shoulders bending_over bent_over big_ass big_butt black_bunny_ears black_leotard blue_hair blue_mane blue_tail bunny_ears bunny_girl bunnysuit butt clothed clothed_female_nude_male clothed_sex doggy_style female female_penetrated first_anal first_time friendship_is_magic from_behind furry horn human human_male human_on_anthro human_penetrating human_penetrating_anthro lavender_body lavender_fur leotard_aside looking_back loveseat male male/female male_on_female male_penetrating male_penetrating_female my_little_pony newyorkx3 pain painal penis pony prodding purple_eyes purple_hair purple_mane purple_tail rough_sex round_ass slam starlight_glimmer surprise_buttsex testicles thrusting thrusting_into_ass tight_anal tight_anus two_tone_hair two_tone_mane two_tone_tail unicorn virginity_loss vulva
3boys anal anal_penetration anal_sex anal_virgin ass avengers bara blanket_grab blonde_hair bottomless brown_hair camera_phone captain_america captain_america_(series) cellphone closed_eyes cmnm comic_book costume dialogue drinking duo erect_nipples_under_clothes erect_while_penetrated erection facebook filming first_time gay goatee hand_behind_head hannah_(gdsp) holding_penis human human_only iron_man iron_man_(series) large_penis legs_held_open light-skinned_male light_skin male male_nipples male_only male_penetrated mansion marvel marvel_comics masturbation mouth_open multiple_boys naked_footwear naked_with_shoes_on pleasure_face pov randy randyslashtoons recording spread_legs steve_rogers stubble sunglasses superhero talking thor_(marvel) thor_(series) tinted_eyewear tony_stark white_tank_top yaoi
3boys anal anal_penetration anal_sex anal_virgin ass avengers bara blanket_grab blonde_hair bottomless brown_hair camera_phone captain_america captain_america_(series) cellphone closed_eyes cmnm comic_book costume dialogue drinking duo erect_nipples_under_clothes erect_while_penetrated erection facebook filming first_time gay goatee hand_behind_head hannah_(gdsp) holding_penis human human_only iron_man iron_man_(series) large_penis legs_held_open light-skinned_male light_skin male male_nipples male_only male_penetrated mansion marvel marvel_comics masturbation mouth_open multiple_boys naked_footwear naked_with_shoes_on pleasure_face pov randy randyslashtoons recording spread_legs steve_rogers stubble sunglasses superhero talking thor_(marvel) thor_(series) tinted_eyewear tony_stark white_tank_top yaoi
1boy 1girls anal anal_insertion anal_sex anal_virgin antlers anus ass bed big_ass big_belly big_breasts big_butt big_penis blush bodily_fluids bottle breasts brown_wall cobatsart dialogue dragon dragon_girl drink female glass green_hair green_skin hairy_chest hand_on_butt heart herald_(cobat) horn horns huge_ass huge_breasts huge_thighs human human/humanoid human_penetrating human_penetrating_humanoid humanoid interspecies inverted_nipples larger_female looking_pleasured lube male male_human/female_humanoid mammal manly maple_(cobat) muscular muscular_male nipples penetration penis penis_in_ass pillows pussy red red_blanket scar size_difference small_but_hung small_dom_big_sub smaller_male spread_butt spreading straight sweat tail tail_anus taller_girl thick_tail thick_thighs
1boy 1girls anal anal_insertion anal_sex anal_virgin antlers anus ass bed big_ass big_belly big_breasts big_butt big_penis blush bodily_fluids bottle breasts brown_wall cobatsart dialogue dragon dragon_girl drink female glass green_hair green_skin hairy_chest hand_on_butt heart herald_(cobat) horn horns huge_ass huge_breasts huge_thighs human human/humanoid human_penetrating human_penetrating_humanoid humanoid interspecies inverted_nipples larger_female looking_pleasured lube male male_human/female_humanoid mammal manly maple_(cobat) muscular muscular_male nipples penetration penis penis_in_ass pillows pussy red red_blanket scar size_difference small_but_hung small_dom_big_sub smaller_male spread_butt spreading straight sweat tail tail_anus taller_girl thick_tail thick_thighs
00s 1girls 2000s 2000s_and_2010s_style 2d 2d_(artwork) 800x600 after_anal after_rape after_sex anal_creampie anal_virgin angry_look anus ass ass_focus bent_over big_ass black_package_try blush bondage censored cum cum_from_ass cum_in_ass cum_on_ass cum_on_pussy cum_overflow cum_puddle cum_string dark_chapel female female_focus female_only game_cg handcuffs hi_res highres karen_(dark_chapel) leggings legwear mosaic_censoring nun open_mouth pubic_hair purple_hair pussy rape robe skirt_lift spread_legs stockings sweat tears thick_thighs thighhighs torn_clothes torn_stockings upper_teeth yellow_eyes
00s 1girls 2000s 2000s_and_2010s_style 2d 2d_(artwork) 800x600 after_anal after_rape after_sex anal_creampie anal_virgin angry_look anus ass ass_focus bent_over big_ass black_package_try blush bondage censored cum cum_from_ass cum_in_ass cum_on_ass cum_on_pussy cum_overflow cum_puddle cum_string dark_chapel female female_focus female_only game_cg handcuffs hi_res highres karen_(dark_chapel) leggings legwear mosaic_censoring nun open_mouth pubic_hair purple_hair pussy rape robe skirt_lift spread_legs stockings sweat tears thick_thighs thighhighs torn_clothes torn_stockings upper_teeth yellow_eyes
anal anal_bleeding anal_rape anal_virgin bent_over bishoujo_senshi_sailor_moon black_hair breasts choker clothed_sex clothing creampie cum cum_inside cum_on_breasts cum_on_face cum_on_hair cum_on_heels cum_on_lower_body cum_on_shoes cum_on_upper_body cum_trail doggy_style faceless_male female from_behind heels high_heels human long_hair male medium_breasts pubic_hair purple_hair rape rei_hino s2x sailor_mars skirt straight straight_hair torn_clothes uncensored wince
anal anal_bleeding anal_rape anal_virgin bent_over bishoujo_senshi_sailor_moon black_hair breasts choker clothed_sex clothing creampie cum cum_inside cum_on_breasts cum_on_face cum_on_hair cum_on_heels cum_on_lower_body cum_on_shoes cum_on_upper_body cum_trail doggy_style faceless_male female from_behind heels high_heels human long_hair male medium_breasts pubic_hair purple_hair rape rei_hino s2x sailor_mars skirt straight straight_hair torn_clothes uncensored wince
1boy 1girls anal_rape anal_virgin bishoujo_senshi_sailor_moon blood bow clothed_female_nude_male clothed_sex clothing cross_section cum cum_in_ass cum_in_pussy defloration deflowered deflowering faceless_male female female_virgin functionally_nude high_heels human male minako_aino rape s2x sailor_venus skirt small_breasts smooth_skin straight tagme torn_clothes uncensored vaginal_blood virgin virginal_blood x-ray
1boy 1girls anal_rape anal_virgin bishoujo_senshi_sailor_moon blood bow clothed_female_nude_male clothed_sex clothing cross_section cum cum_in_ass cum_in_pussy defloration deflowered deflowering faceless_male female female_virgin functionally_nude high_heels human male minako_aino rape s2x sailor_venus skirt small_breasts smooth_skin straight tagme torn_clothes uncensored vaginal_blood virgin virginal_blood x-ray
2020 2boys anal anal_sex anal_virgin blonde_hair blush bottomless challenge_accepted challenge_failed commission curved_penis doc_(rainbow_six) dorodoroart duo erection gay gay_sex instant_loss_2koma lion_(rainbow_six) male male_losing_virginity male_only muscular muscular_male no_underwear nude_male on_bed partially_clothed partially_clothed_male penis_size_difference rainbow_six rainbow_six_siege salt_and_pepper_hair shocked surprised virgin white_background yaoi
2020 2boys anal anal_sex anal_virgin blonde_hair blush bottomless challenge_accepted challenge_failed commission curved_penis doc_(rainbow_six) dorodoroart duo erection gay gay_sex instant_loss_2koma lion_(rainbow_six) male male_losing_virginity male_only muscular muscular_male no_underwear nude_male on_bed partially_clothed partially_clothed_male penis_size_difference rainbow_six rainbow_six_siege salt_and_pepper_hair shocked surprised virgin white_background yaoi
1girls after_deepthroat after_oral anal_virgin anus ass back big_ass big_breasts braided_hair braided_ponytail butt chainsaw_man cum cum_on_face dat_ass eye_contact facial female fringe ginger iwydraws light-skinned_female makima_(chainsaw_man) mappa mascara panicking pants petite pink_hair ponytail pov pussy pussy_juice pussy_juice_drip pussy_juice_string pussy_juice_trail questionable_consent red_hair runny_makeup schoolgirl sperm tearing_up unusual_pupils yellow_eyes
1girls after_deepthroat after_oral anal_virgin anus ass back big_ass big_breasts braided_hair braided_ponytail butt chainsaw_man cum cum_on_face dat_ass eye_contact facial female fringe ginger iwydraws light-skinned_female makima_(chainsaw_man) mappa mascara panicking pants petite pink_hair ponytail pov pussy pussy_juice pussy_juice_drip pussy_juice_string pussy_juice_trail questionable_consent red_hair runny_makeup schoolgirl sperm tearing_up unusual_pupils yellow_eyes