roland -animated best from all time

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roland

annoyed annoyed_expression armor armored_boots ass belly black_eyes bulge cosplay crown exposed_ass fauxtellno1_(artist) femboy girly hips king_of_greed library_of_ruina lobotomy_corporation long_hair project_moon roland roland_(library_of_ruina) tagme thong trap
annoyed annoyed_expression armor armored_boots ass belly black_eyes bulge cosplay crown exposed_ass fauxtellno1_(artist) femboy girly hips king_of_greed library_of_ruina lobotomy_corporation long_hair project_moon roland roland_(library_of_ruina) tagme thong trap
4koma binah comic gebura_(lobotomy_corporation) library_of_ruina lobotomy_corporation project_moon roland tagme
4koma binah comic gebura_(lobotomy_corporation) library_of_ruina lobotomy_corporation project_moon roland tagme
angelica_(library_of_ruina) library_of_ruina lovers project_moon roland tagme
angelica_(library_of_ruina) library_of_ruina lovers project_moon roland tagme
11hr 1boy 1girls blood brown_hair brown_jacket clothed_male female game_mechanics game_mod game_screenshot gameplay_mechanics hairband heart-shaped_pupils horny_female im_really_sorry_about_spoilers library_of_ruina malkuth_(lobotomy_corporation) mostly_nude nude_female pink_eyes project_moon roland roland_(library_of_ruina) sdggdfhgh sex_crazed spoilers
11hr 1boy 1girls blood brown_hair brown_jacket clothed_male female game_mechanics game_mod game_screenshot gameplay_mechanics hairband heart-shaped_pupils horny_female im_really_sorry_about_spoilers library_of_ruina malkuth_(lobotomy_corporation) mostly_nude nude_female pink_eyes project_moon roland roland_(library_of_ruina) sdggdfhgh sex_crazed spoilers
1boy 1girls 2008 anal anal_sex anthro breasts dildo doing_it_wrong erection female fluffy_tail fur furry interspecies male max_blackrabbit monochrome nipples nude pegging penetration penis roland sex_toy straight strapon tail toony zig_zag
1boy 1girls 2008 anal anal_sex anthro breasts dildo doing_it_wrong erection female fluffy_tail fur furry interspecies male max_blackrabbit monochrome nipples nude pegging penetration penis roland sex_toy straight strapon tail toony zig_zag
1girls 2boys angelica_(library_of_ruina) black_hair blue_eyes blush dark-skinned_male dark_skin double_penetration heavy_breathing husband husband_and_wife interracial library_of_ruina light-skinned_female light-skinned_male light_skin mellow mmf_threesome olivier_(library_of_ruina) project_moon roland sex silver_hair straight wife
1girls 2boys angelica_(library_of_ruina) black_hair blue_eyes blush dark-skinned_male dark_skin double_penetration heavy_breathing husband husband_and_wife interracial library_of_ruina light-skinned_female light-skinned_male light_skin mellow mmf_threesome olivier_(library_of_ruina) project_moon roland sex silver_hair straight wife
angela_(library_of_ruina) angela_(lobotomy_corporation) ass ass_focus butt_crack crystal fauxtellno1_(artist) femboy femboysub gem grabbing_own_breast huge_ass library_of_ruina male/female male_focus project_moon roland roland_(library_of_ruina) sharp_claws smug smug_face tagme tagme_(character)
angela_(library_of_ruina) angela_(lobotomy_corporation) ass ass_focus butt_crack crystal fauxtellno1_(artist) femboy femboysub gem grabbing_own_breast huge_ass library_of_ruina male/female male_focus project_moon roland roland_(library_of_ruina) sharp_claws smug smug_face tagme tagme_(character)
1boy 1cuntboy 1girls breathing_heavily bulge bulge_through_clothing cuntboy cuntboy/male gay intersex japanese_text library_of_ruina male/male netzach project_moon pussy roland rule_63 spread_legs spread_pussy
1boy 1cuntboy 1girls breathing_heavily bulge bulge_through_clothing cuntboy cuntboy/male gay intersex japanese_text library_of_ruina male/male netzach project_moon pussy roland rule_63 spread_legs spread_pussy
anthro armpits canine erection food furry hot_dog humanoid_penis looking_at_viewer male male_only mammal nipples pants_down penis penis_hot_dog roland solo standing wolvalix
anthro armpits canine erection food furry hot_dog humanoid_penis looking_at_viewer male male_only mammal nipples pants_down penis penis_hot_dog roland solo standing wolvalix
1boy 1male ai_generated anonymous_artist ass ass_focus balcony black_clothing black_eyes black_hair black_pants black_suit building buildings city cityscape dumptruck_ass expressionless fat_ass from_behind fully_clothed gigantic_ass huge_ass library_of_ruina looking_at_viewer looking_back male male_focus male_only project_moon roland roland_(library_of_ruina) short_hair solo suit sweatdrop thick_thighs underwear_outline white_collar wobble wobbling_ass
1boy 1male ai_generated anonymous_artist ass ass_focus balcony black_clothing black_eyes black_hair black_pants black_suit building buildings city cityscape dumptruck_ass expressionless fat_ass from_behind fully_clothed gigantic_ass huge_ass library_of_ruina looking_at_viewer looking_back male male_focus male_only project_moon roland roland_(library_of_ruina) short_hair solo suit sweatdrop thick_thighs underwear_outline white_collar wobble wobbling_ass
1boy 3girls after_sex binah black_hair black_silence_(library_of_ruina) blonde_hair cum_in_pussy defeated defeated_with_sex fighting_ring gebura_(lobotomy_corporation) hands_on_head heart-shaped_pupils jacoblewdfries koikatsu library library_of_ruina masked_male muscular_female project_moon red_hair roland roland_(library_of_ruina) spotlight stacked tiphereth_(lobotomy_corporation) torn_clothes wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
1boy 3girls after_sex binah black_hair black_silence_(library_of_ruina) blonde_hair cum_in_pussy defeated defeated_with_sex fighting_ring gebura_(lobotomy_corporation) hands_on_head heart-shaped_pupils jacoblewdfries koikatsu library library_of_ruina masked_male muscular_female project_moon red_hair roland roland_(library_of_ruina) spotlight stacked tiphereth_(lobotomy_corporation) torn_clothes wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
1girls angela areolae big_breasts blush blush_lines blushing breasts feet_out_of_frame female female_focus female_only library_of_ruina project_moon rape roland tagme text
1girls angela areolae big_breasts blush blush_lines blushing breasts feet_out_of_frame female female_focus female_only library_of_ruina project_moon rape roland tagme text
angela_(library_of_ruina) angela_(lobotomy_corporation) creative_censorship library_of_ruina lobotomy_corporation project_moon roland swimsuit tagme
angela_(library_of_ruina) angela_(lobotomy_corporation) creative_censorship library_of_ruina lobotomy_corporation project_moon roland swimsuit tagme
anal avian balls barabird beak big_pecs cum cum_in_mouth cum_inside drew_(barabird) feet gay gryphon humanoid legs_over_head maldu male male/male male_only muscular oral orc orc_male pecs penis rimming roland sex sharktank yaoi
anal avian balls barabird beak big_pecs cum cum_in_mouth cum_inside drew_(barabird) feet gay gryphon humanoid legs_over_head maldu male male/male male_only muscular oral orc orc_male pecs penis rimming roland sex sharktank yaoi
bongbong library_of_ruina lobotomy_corporation project_moon roland tagme
bongbong library_of_ruina lobotomy_corporation project_moon roland tagme
angelica_(library_of_ruina) female kissing library_of_ruina project_moon roland tagme
angelica_(library_of_ruina) female kissing library_of_ruina project_moon roland tagme
1boy 3girls binah black_hair black_silence_(library_of_ruina) blonde_hair blush blushing bra_lift breasts defeated defeated_female defeated_with_sex fight fighting_ring game_mechanics gebura_(lobotomy_corporation) gloves jacoblewdfries koikatsu library library_of_ruina long_hair masked_male muscular_female project_moon red_hair roland roland_(library_of_ruina) shirtless_male sports_bra stockings tiphereth_(lobotomy_corporation) trenchcoat vaginal_sex wrestler wrestling wrestling_boots wrestling_mask wrestling_outfit wrestling_ring
1boy 3girls binah black_hair black_silence_(library_of_ruina) blonde_hair blush blushing bra_lift breasts defeated defeated_female defeated_with_sex fight fighting_ring game_mechanics gebura_(lobotomy_corporation) gloves jacoblewdfries koikatsu library library_of_ruina long_hair masked_male muscular_female project_moon red_hair roland roland_(library_of_ruina) shirtless_male sports_bra stockings tiphereth_(lobotomy_corporation) trenchcoat vaginal_sex wrestler wrestling wrestling_boots wrestling_mask wrestling_outfit wrestling_ring
1boy 3girls after_sex ahe_gao balls big_breasts binah black_hair black_silence_(library_of_ruina) blonde_hair breasts choke_hold clothes_ripped cum cum_in_pussy cum_inside defeated_female defeated_with_sex dominant_male fight fighting_ring gebura_(lobotomy_corporation) half_nelson half_nelson_(legs_held) half_nelson_vaginal jacoblewdfries koikatsu library library_of_ruina masked_male medium_breasts muscular_female open_mouth pantyhose penis project_moon red_hair roland roland_(library_of_ruina) stacked tiphereth_(lobotomy_corporation) tongue tongue_out top_up torn_pantyhose upside-down vaginal_penetration vaginal_sex wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
1boy 3girls after_sex ahe_gao balls big_breasts binah black_hair black_silence_(library_of_ruina) blonde_hair breasts choke_hold clothes_ripped cum cum_in_pussy cum_inside defeated_female defeated_with_sex dominant_male fight fighting_ring gebura_(lobotomy_corporation) half_nelson half_nelson_(legs_held) half_nelson_vaginal jacoblewdfries koikatsu library library_of_ruina masked_male medium_breasts muscular_female open_mouth pantyhose penis project_moon red_hair roland roland_(library_of_ruina) stacked tiphereth_(lobotomy_corporation) tongue tongue_out top_up torn_pantyhose upside-down vaginal_penetration vaginal_sex wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
library_of_ruina project_moon roland rule_63 tagme
library_of_ruina project_moon roland rule_63 tagme
after_sex alcohol angelica_(library_of_ruina) blush breasts large_breasts library_of_ruina nude_female olivier project_moon roland tagme threesome
after_sex alcohol angelica_(library_of_ruina) blush breasts large_breasts library_of_ruina nude_female olivier project_moon roland tagme threesome
1boy 3girls after_sex binah black_hair black_silence_(library_of_ruina) blush cum_in_pussy cum_leaking defeated_female defeated_with_sex dominant dominant_male dominated_female domination fight fighting_ring game_mechanics gebura_(lobotomy_corporation) gloves jacoblewdfries koikatsu legs_spread library library_of_ruina masked_male muscular_female piledriver_position pounding_pussy project_moon red_hair roland roland_(library_of_ruina) spotlight tiphereth_(lobotomy_corporation) wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
1boy 3girls after_sex binah black_hair black_silence_(library_of_ruina) blush cum_in_pussy cum_leaking defeated_female defeated_with_sex dominant dominant_male dominated_female domination fight fighting_ring game_mechanics gebura_(lobotomy_corporation) gloves jacoblewdfries koikatsu legs_spread library library_of_ruina masked_male muscular_female piledriver_position pounding_pussy project_moon red_hair roland roland_(library_of_ruina) spotlight tiphereth_(lobotomy_corporation) wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
1boy 3girls binah black_hair black_silence_(library_of_ruina) blonde_hair cock_out cock_out_of_pants cum_leaking cum_leaking_out_of_pussy defeated_female fight fighting_ring gebura_(lobotomy_corporation) gloves jacoblewdfries koikatsu library library_of_ruina long_hair masked_male muscular_female project_moon red_hair roland roland_(library_of_ruina) spotlight stacked staredown tiphereth_(lobotomy_corporation) touching_cock wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
1boy 3girls binah black_hair black_silence_(library_of_ruina) blonde_hair cock_out cock_out_of_pants cum_leaking cum_leaking_out_of_pussy defeated_female fight fighting_ring gebura_(lobotomy_corporation) gloves jacoblewdfries koikatsu library library_of_ruina long_hair masked_male muscular_female project_moon red_hair roland roland_(library_of_ruina) spotlight stacked staredown tiphereth_(lobotomy_corporation) touching_cock wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
female iori_(library_of_ruina) library_of_ruina lostinium male project_moon roland roland_(library_of_ruina) tagme
female iori_(library_of_ruina) library_of_ruina lostinium male project_moon roland roland_(library_of_ruina) tagme
angela_(library_of_ruina) angela_(lobotomy_corporation) library_of_ruina lobotomy_corporation project_moon roland tagme
angela_(library_of_ruina) angela_(lobotomy_corporation) library_of_ruina lobotomy_corporation project_moon roland tagme
library_of_ruina project_moon roland rule_63 tagme
library_of_ruina project_moon roland rule_63 tagme
library_of_ruina project_moon roland rule_63 tagme
library_of_ruina project_moon roland rule_63 tagme
1boy 3girls binah black_silence_(library_of_ruina) blush carrying_partner clothes_ripped defeated_female defeated_with_sex drooling fight fighting_ring gebura_(lobotomy_corporation) hand_on_shoulder hole_in_shorts jacoblewdfries koikatsu legs_held_open legs_spread library library_of_ruina masked_male muscular_female project_moon roland roland_(library_of_ruina) shirtless_male stacked tiphereth_(lobotomy_corporation) top_up vaginal_penetration vaginal_sex wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
1boy 3girls binah black_silence_(library_of_ruina) blush carrying_partner clothes_ripped defeated_female defeated_with_sex drooling fight fighting_ring gebura_(lobotomy_corporation) hand_on_shoulder hole_in_shorts jacoblewdfries koikatsu legs_held_open legs_spread library library_of_ruina masked_male muscular_female project_moon roland roland_(library_of_ruina) shirtless_male stacked tiphereth_(lobotomy_corporation) top_up vaginal_penetration vaginal_sex wrestler wrestling wrestling_boots wrestling_outfit wrestling_ring
anthro ball_fondling balls blush canine charly chubby couple domination emmm erection female femdom fondling fox fur furry male nude penis pinned roland straight wall wolf
anthro ball_fondling balls blush canine charly chubby couple domination emmm erection female femdom fondling fox fur furry male nude penis pinned roland straight wall wolf
1boy 1male ai_generated anonymous_artist ass ass_focus black_clothing black_eyes black_hair black_pants black_suit building buildings city cityscape dumptruck_ass expressionless fat_ass from_behind fully_clothed gigantic_ass huge_ass library_of_ruina looking_at_viewer looking_back male male_focus male_only project_moon roland roland_(library_of_ruina) short_hair solo suit sweatdrop thick_thighs underwear_outline white_collar wobble wobbling_ass
1boy 1male ai_generated anonymous_artist ass ass_focus black_clothing black_eyes black_hair black_pants black_suit building buildings city cityscape dumptruck_ass expressionless fat_ass from_behind fully_clothed gigantic_ass huge_ass library_of_ruina looking_at_viewer looking_back male male_focus male_only project_moon roland roland_(library_of_ruina) short_hair solo suit sweatdrop thick_thighs underwear_outline white_collar wobble wobbling_ass
anal animal_genitalia animal_penis anthro balls big_breasts bisexual black_claws black_eyebrows black_nose bodily_fluids breasts brown_hooves canid canine canine_penis claws clothed clothing cum cum_on_breasts elaine_(character) equid equine eyebrows female female/female fur genital_fluids genitals grey_balls grey_nipples group hat headgear headwear hooves knot male male/female mammal nipples open_mouth penis pink_nipples pink_penis pink_tongue raised_eyebrow roland sex tail teeth tongue tongue_out top_hat trio vurrus white_claws
anal animal_genitalia animal_penis anthro balls big_breasts bisexual black_claws black_eyebrows black_nose bodily_fluids breasts brown_hooves canid canine canine_penis claws clothed clothing cum cum_on_breasts elaine_(character) equid equine eyebrows female female/female fur genital_fluids genitals grey_balls grey_nipples group hat headgear headwear hooves knot male male/female mammal nipples open_mouth penis pink_nipples pink_penis pink_tongue raised_eyebrow roland sex tail teeth tongue tongue_out top_hat trio vurrus white_claws
library_of_ruina project_moon roland rule_63 tagme
library_of_ruina project_moon roland rule_63 tagme
bondage crown cthulhu_mythos cum cum_drip hard_on illithid king male penis pink precum roland simple_background solo_male stripper_pole sweat sweatdrop sweating tagme tail text tied_up wings
bondage crown cthulhu_mythos cum cum_drip hard_on illithid king male penis pink precum roland simple_background solo_male stripper_pole sweat sweatdrop sweating tagme tail text tied_up wings
library_of_ruina project_moon roland rule_63 tagme
library_of_ruina project_moon roland rule_63 tagme
library_of_ruina project_moon roland rule_63 tagme
library_of_ruina project_moon roland rule_63 tagme
angelica_(library_of_ruina) library_of_ruina lovers project_moon roland tagme
angelica_(library_of_ruina) library_of_ruina lovers project_moon roland tagme
anal anal_fingering anal_sex anthro balls bi_domination bisexual bondage canine charly domination emmm fellatio female femdom fingering fox fur furry furry_ears furry_tail gay group male male_and_female_doms maledom malesub masturbation multiple_boys multiple_doms no_humans oral oral_sex penetration penis roland sex submissive tail threesome two_doms_one_sub wolf yaoi
anal anal_fingering anal_sex anthro balls bi_domination bisexual bondage canine charly domination emmm fellatio female femdom fingering fox fur furry furry_ears furry_tail gay group male male_and_female_doms maledom malesub masturbation multiple_boys multiple_doms no_humans oral oral_sex penetration penis roland sex submissive tail threesome two_doms_one_sub wolf yaoi