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1910s 2boys 5girls aroldo_bonzagni audience balding bdsm bondage bondage_furniture cardinal catholic catholicism christianity clothed_female_nude_female clothed_male_nude_female female fine_art flogging human human_only hypocrisy hypocrite leaning_forward light-skinned_female light-skinned_male light_skin male nun nun's_habit nun_outfit prayer_hands praying public_domain public_humiliation public_punishment punishment punishment_spanking religion sitting spanked_ass spanking spanking_bench stripped traditional_media_(artwork) vintage watching watercolor whip whip_marks whipping
1910s 2boys 5girls aroldo_bonzagni audience balding bdsm bondage bondage_furniture cardinal catholic catholicism christianity clothed_female_nude_female clothed_male_nude_female female fine_art flogging human human_only hypocrisy hypocrite leaning_forward light-skinned_female light-skinned_male light_skin male nun nun's_habit nun_outfit prayer_hands praying public_domain public_humiliation public_punishment punishment punishment_spanking religion sitting spanked_ass spanking spanking_bench stripped traditional_media_(artwork) vintage watching watercolor whip whip_marks whipping
ball_gag begging_for_mercy bondage bondage_furniture captured_heroine comic control_freak_(dc) dc dialogue fixxxer fuck_bench gag gagged_speech paddle raven_(dc) spank_marks spanked_butt spanking spanking_bench teen_titans text torn_clothes
ball_gag begging_for_mercy bondage bondage_furniture captured_heroine comic control_freak_(dc) dc dialogue fixxxer fuck_bench gag gagged_speech paddle raven_(dc) spank_marks spanked_butt spanking spanking_bench teen_titans text torn_clothes
1girls 3d amelie_lacroix anal anal_insertion anal_penetration ankle_cuffs ass athletic barefoot big_ass big_butt blizzard_entertainment bondage buttplug captured dark-skinned_female dark_skin dat_ass facing_viewer feet female female_antagonist female_only fit fit_female helpless human imminent_spanking indoors interrogation karasu_3da naked nervous nude overwatch penetration plugged purple_skin pussy rear_view restrained round_ass sex_toy solo solo_female spankable spanking_bench spread_legs stockings tattoo thick_thighs thighhighs villainess vulnerable widowmaker wrist_cuffs
1girls 3d amelie_lacroix anal anal_insertion anal_penetration ankle_cuffs ass athletic barefoot big_ass big_butt blizzard_entertainment bondage buttplug captured dark-skinned_female dark_skin dat_ass facing_viewer feet female female_antagonist female_only fit fit_female helpless human imminent_spanking indoors interrogation karasu_3da naked nervous nude overwatch penetration plugged purple_skin pussy rear_view restrained round_ass sex_toy solo solo_female spankable spanking_bench spread_legs stockings tattoo thick_thighs thighhighs villainess vulnerable widowmaker wrist_cuffs
3d anal anal_sex ass ball_gag big_butt bondage bottom_heavy clothing female femsub fishnet five_nights_at_freddy's footwear gag hi_res high_heels human looking_back male male/female mammal naked_footwear naked_heels naked_stockings naked_thighhighs nude offscreen_character penetration riding_crop scottgames setrixart sex_toy sex_toy_in_ass sex_toy_in_pussy sex_toy_insertion solo_focus spank_marks spanking_bench stockings thick_thighs thighhighs vaginal_penetration vanny_(fnaf) vibrator vibrator_in_ass vibrator_in_pussy video_games whip whip_mark
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2girls avatar_the_last_airbender azula ball_gag blush bondage bondage_furniture broken_rape_victim clothing crying_with_eyes_open drooling english_text feet female female_only femdom fenixfantasies fuck_bench gag gagged_speech hair_grab human katara lezdom mirror multiple_girls red_toenails small_breasts spank_marks spanking_bench tattoo_on_butt tears text tickle_torture tickling tickling_feet toenail_polish trembling wide_eyed worried yuri
2girls avatar_the_last_airbender azula ball_gag blush bondage bondage_furniture broken_rape_victim clothing crying_with_eyes_open drooling english_text feet female female_only femdom fenixfantasies fuck_bench gag gagged_speech hair_grab human katara lezdom mirror multiple_girls red_toenails small_breasts spank_marks spanking_bench tattoo_on_butt tears text tickle_torture tickling tickling_feet toenail_polish trembling wide_eyed worried yuri
ass audience cane dress_raised_for_spanking dress_rolled_up dress_up exposed female femdom femsub humiliation ian_hamilton looking_at_pussy multiple_girls nun punishment school_uniform schoolgirl schoolgirl_uniform spank_marks spanked spanking spanking_bench stage tan_lines
ass audience cane dress_raised_for_spanking dress_rolled_up dress_up exposed female femdom femsub humiliation ian_hamilton looking_at_pussy multiple_girls nun punishment school_uniform schoolgirl schoolgirl_uniform spank_marks spanked spanking spanking_bench stage tan_lines
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1girls 2girls anus backboob ball_gag bdsm big_anus big_ass big_breasts big_butt black_panties bondage bondage_furniture bondage_horse breasts bunny_ears butt dark-skinned_female dark_skin feet female female_only femdom femsub fuck_bench gag gagged garter_straps hips imminent_penetration imminent_rape looking_back lube lube_drip lube_on_sex_toy multiple_girls nervous oiled oiled_skin painted_toenails partially_visible_anus partially_visible_vulva plump_labia pussy restrained sex_toy shocked sleepygimp soles solo_focus spanking_bench stockings submissive submissive_female surprised sweat swollen_anus tan-skinned_female tan_skin thick_thighs thighs thong toes violet_white wide_hips
anal anal_fingering anal_sex ass ball_gag barefoot bdsm black_and_white black_hair blonde_hair bondage bondage_furniture bondage_horse bunny_ears bunnysuit chains corset crying domination dungeon evelina_le_fey feet female female_only femdom femsub fingering fingering_ass forced_yuri fuck_bench gag gagged garter_belt highres hook imminent_anal lezdom looking_back lube mask monochrome nancy_templeton open_mouth pussy skull sleepygimp soles spanking_bench speech_bubble speech_bubbles spread_toes stockings strap-on strapon tears toes watermark yuri
anal anal_fingering anal_sex ass ball_gag barefoot bdsm black_and_white black_hair blonde_hair bondage bondage_furniture bondage_horse bunny_ears bunnysuit chains corset crying domination dungeon evelina_le_fey feet female female_only femdom femsub fingering fingering_ass forced_yuri fuck_bench gag gagged garter_belt highres hook imminent_anal lezdom looking_back lube mask monochrome nancy_templeton open_mouth pussy skull sleepygimp soles spanking_bench speech_bubble speech_bubbles spread_toes stockings strap-on strapon tears toes watermark yuri
! 3girls ? anal anal_insertion anus areolae ass ass_grab ball_gag barefoot beauty_mark big_ass big_lips bondage bondage_furniture bondage_horse bound_ankles bound_wrists breasts cleavage comic constricted_pupils dark-skinned_female dark_skin dialogue dildo domination dominatrix domino_mask english_text eyelashes eyeshadow feet female female_only female_pubic_hair femdom femsub fuck_bench gag gaping_anus gloves highres huge_breasts human insertion large_breasts latex looking_back lube mask masked masked_female mole monochrome multiple_doms multiple_girls nancy_templeton nancy_templeton_in_trouble_again navel nipples original_character panties pov_feet prodding pubic_hair pussy rape sleepygimp soles spanking_bench speech_bubble spread_toes stirrup_legwear stirrup_socks strap-on text thighhighs toeless_legwear toes toned undressing violet_white wide_eyed wooden_horse yuri
! 3girls ? anal anal_insertion anus areolae ass ass_grab ball_gag barefoot beauty_mark big_ass big_lips bondage bondage_furniture bondage_horse bound_ankles bound_wrists breasts cleavage comic constricted_pupils dark-skinned_female dark_skin dialogue dildo domination dominatrix domino_mask english_text eyelashes eyeshadow feet female female_only female_pubic_hair femdom femsub fuck_bench gag gaping_anus gloves highres huge_breasts human insertion large_breasts latex looking_back lube mask masked masked_female mole monochrome multiple_doms multiple_girls nancy_templeton nancy_templeton_in_trouble_again navel nipples original_character panties pov_feet prodding pubic_hair pussy rape sleepygimp soles spanking_bench speech_bubble spread_toes stirrup_legwear stirrup_socks strap-on text thighhighs toeless_legwear toes toned undressing violet_white wide_eyed wooden_horse yuri
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9x9 animal_genitalia anus ball_gag balls bondage bound chains duo erection gag humanoid_genitalia male mammal nude paddle penis rhinoceros rhinovember simple_background spanking_bench yaoi