Series: Assisting Bossman by Kamu

Big chubby bossman wants some assistance while his wife is away.

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2021 absurd_res age_restriction anthro baseball_bat bat_(object) belly bent_over big_belly big_moobs blush boss_and_employee bossman_(kamudragon) bottomwear brown_body brown_fur brown_nose butt canid canine canis clipboard clothed clothing colored comic countershade_face countershading cover cover_art cover_page distracted domestic_dog duo employee_(kamudragon) english_text front_view fully_clothed fur grey_body grey_clothing grey_countershading grey_fur grey_polo_shirt grey_topwear hat headgear headwear hi_res holding_clipboard holding_object inner_ear_fluff kamudragon looking_at_another male male/male mammal moobs multicolored_body multicolored_fur overweight overweight_anthro overweight_male raised_tail standing tail text topwear tuft two_tone_body two_tone_fur url wolf yellow_bottomwear yellow_clothing
↑151♥464C1Q
2021 absurd_res age_difference anthro baseball_cap belly big_belly boss boss_and_employee bossman_(kamudragon) bottomwear box canid canine canis clock clothed clothing comic container dialogue domestic_dog duo employee_(kamudragon) english_text erection erection_under_clothing facial_hair fully_clothed hat headgear headwear hi_res holding_box holding_container holding_object kamudragon male mammal mature_male monochrome multiple_scenes overweight overweight_anthro overweight_male shorts side_view speech_bubble standing tail text text_on_box url watch wolf working wristwatch
↑72♥137C0S
2021 absurd_res age_difference alcohol anthro appliance beer belly beverage beverage_can big_belly boss boss_and_employee bossman_(kamudragon) canid canine canis clothed clothing comic dialogue domestic_dog duo employee_(kamudragon) english_text facial_hair fridge fully_clothed hi_res holding_beer inside kamudragon kitchen_appliance male mammal mature_male monochrome multiple_scenes open_mouth overweight overweight_anthro overweight_male sitting speech_bubble spread_legs spreading text url wolf
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2021 absurd_res age_difference anthro base_three_layout belly big_belly blockage_(layout) boss boss_and_employee bossman_(kamudragon) canid canine canis chair clothed clothing comic dialogue domestic_dog duo employee_(kamudragon) english_text eye_contact facial_hair five_frame_image fully_clothed furniture hi_res horizontal_blockage inside kamudragon larger_male looking_at_another male mammal mature_anthro mature_male monochrome multiple_scenes older_male on_chair overweight overweight_anthro overweight_male side_view sitting sitting_on_chair size_difference smaller_male speech_bubble table text three_row_layout wolf
↑70♥98C0S
2021 absurd_res age_difference alcohol anthro aroused beer beverage blush body_hair boss boss_and_employee bossman_(kamudragon) bulge canid canine canis clock close-up clothed clothing comic crotch_shot dialogue domestic_dog duo employee_(kamudragon) english_text erection erection_under_clothing facial_hair fondling fondling_self fully_clothed hi_res holding_beverage holding_object in_heat kamudragon male mammal mature_anthro mature_male monochrome multiple_scenes overweight overweight_anthro overweight_male speech_bubble surprise tenting text unprofessional_behavior url watch wolf wristwatch
↑92♥147C0E
2021 absurd_res age_difference alcohol anthro anthro_on_anthro beer belly beverage big_belly blush body_hair boss boss_and_employee bossman_(kamudragon) bulge canid canine canis clothed clothing comic dialogue domestic_dog duo employee_(kamudragon) english_text erection erection_under_clothing facial_hair flirting fully_clothed grin hi_res holding_beverage holding_object intraspecies inviting kamudragon larger_male looking_at_another male male/male mammal mature_anthro mature_male monochrome multiple_scenes onomatopoeia overweight overweight_anthro overweight_male size_difference smaller_male smile sound_effects speech_bubble suggestive tail tail_motion tailwag tenting text unprofessional_behavior url wolf
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2021 absurd_res age_difference anthro anthro_on_anthro barely_visible_genitalia barely_visible_penis belly belt big_belly body_hair boss boss_and_employee bossman_(kamudragon) bulge canid canine canis clothed clothing comic dialogue domestic_dog drinking duo employee_(kamudragon) employee_uniform english_text erection erection_under_clothing facial_hair flirting genitals hi_res intraspecies kamudragon larger_male male male/male mammal mature_anthro mature_male monochrome moobs multiple_scenes open_belt overweight overweight_anthro overweight_male penis sitting size_difference smaller_male speech_bubble spread_legs spreading tenting text undressing unprofessional_behavior wolf
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2021 absurd_res age_difference anthro anthro_on_anthro aroused baseball_cap belly beverage big_belly boss boss_and_employee bossman_(kamudragon) canid canine canis clothed clothing comic dialogue domestic_dog duo employee_(kamudragon) english_text erection erection_under_clothing fondling hat headgear headwear hi_res holding_beverage holding_object in_heat intraspecies kamudragon larger_male looking_at_another male male/male mammal masturbation mature_anthro mature_male monochrome moobs multiple_scenes nipples onomatopoeia overweight overweight_anthro overweight_male penile penile_masturbation profanity size_difference smaller_male sound_effects speech_bubble spread_legs spreading stroking_penis teasing tenting text topless underwear unprofessional_behavior white_clothing white_underwear wolf
↑136♥266C2E
2021 absurd_res age_difference anthro anthro_on_anthro arm_around_partner aroused balls belly big_belly big_dom_small_sub bodily_fluids boss boss_and_employee bossman_(kamudragon) canid canine canis clothed clothing comic dialogue domestic_dog dominant dominant_anthro dominant_male dripping duo employee_(kamudragon) english_text erection erection_under_clothing fondling genital_fluids genitals glans hi_res humanoid_genitalia humanoid_penis imminent_oral in_heat intraspecies kamudragon larger_anthro larger_male male male/male mammal masturbation mature_anthro mature_male monochrome multiple_scenes musk musk_clouds musky_penis oral_invitation oral_request overweight overweight_anthro overweight_male partially_clothed penile penile_masturbation penis penis_poking_out precum precum_drip requesting sex_request shy size_difference smaller_male speech_bubble spread_legs spreading stuttering tail tail_motion tailwag tenting text underwear underwear_down unprofessional_behavior url wolf
↑172♥331C1E
2021 absurd_res age_difference anthro anthro_on_anthro baseball_cap belly big_belly big_dom_small_sub blush boss boss_and_employee bossman_(kamudragon) breath canid canine canis clothed clothing comic domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection fangs front_view genitals hat headgear headwear hi_res holding_partner imminent_oral imminent_sex intraspecies kamudragon larger_male male male/male mammal mature_anthro mature_male monochrome multiple_scenes open_mouth oral overweight overweight_anthro overweight_male partially_clothed penis size_difference smaller_male speech_bubble spread_legs spreading submissive submissive_anthro submissive_male teeth text underwear underwear_down unprofessional_behavior url wolf
↑156♥308C0E
2021 absurd_res age_difference anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro balls baseball_cap belly big_belly big_dom_small_sub blush boss boss_and_employee bossman_(kamudragon) canid canine canis clothing comic dialogue domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection eye_contact fellatio genitals glans glistening glistening_genitalia glistening_penis hat headgear headwear hi_res intraspecies kamudragon larger_male looking_at_another low-angle_view male male/male male_penetrated male_penetrating male_penetrating_male mammal mature_anthro mature_male moan monochrome moobs multiple_scenes older_male oral oral_penetration overweight overweight_anthro overweight_male penetration penile penile_penetration penis saggy_balls sex sitting size_difference smaller_male smaller_penetrated speech_bubble submissive submissive_anthro submissive_male text unprofessional_behavior url wolf younger_male younger_penetrated
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2021 5_fingers abs absurd_res age_difference alcohol anthro anthro_on_anthro athletic athletic_male beer being_watched belly beverage big_belly body_hair boss boss_and_employee bossman_(kamudragon) canid canine canis clothed clothing comic command compliment dialogue domestic_dog drinking duo employee_(kamudragon) english_text erection erection_under_clothing fingers front_view furniture genitals headgear headgear_only headwear headwear_only hi_res imminent_sex intraspecies inviting kamudragon larger_male laugh looking_at_another male male/male mammal mature_male monochrome moobs mostly_nude multiple_scenes muscular muscular_anthro muscular_male nipples on_sofa overweight overweight_male penis sitting sitting_on_sofa size_difference smaller_male sofa speech_bubble text undressing unprofessional_behavior url vocalization wolf
↑141♥265C1E
2021 5_fingers 5_toes absurd_res age_difference all_fours anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arched_back ball_fondling ball_grab balls belly big_belly big_dom_small_sub bodily_fluids boss boss_and_employee bossman_(kamudragon) boxer_briefs boxer_briefs_only breath butt canid canine canis clothed clothing comic dialogue domestic_dog dominant duo employee_(kamudragon) english_text erection erection_under_clothing feet fellatio fingers fondling furniture genitals hand_on_head hi_res intraspecies kamudragon larger_male male male/male male_penetrated male_penetrating male_penetrating_male mammal mature_male monochrome multiple_scenes older_male on_sofa onomatopoeia oral oral_penetration overweight overweight_male panting penetration penile penile_penetration penis penis_on_face raised_head raised_tail rear_view saliva sex side_view sitting sitting_on_sofa size_difference smaller_male smaller_penetrated sofa sound_effects speech_bubble tail text thick_penis toes topless underwear underwear_only unprofessional_behavior url vein veiny_penis wolf younger_male younger_penetrated
↑195♥416C0E
2021 absurd_res age_difference anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro balls balls_deep belly big_belly big_dom_small_sub bodily_fluids boss boss_and_employee bossman_(kamudragon) boxer_briefs boxer_briefs_only breath canid canine canis circumcised clothed clothing comic deep_throat dialogue domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection fangs fellatio genital_fluids genitals good_boy head_grab heart_symbol hi_res internal internal_oral intraspecies kamudragon larger_male male male/male male_penetrated male_penetrating male_penetrating_male mammal mature_male monochrome moobs multiple_scenes older_male onomatopoeia oral oral_penetration overweight overweight_male panting penetration penile penile_penetration penis pictographics precum precum_through_clothing precum_through_underwear profanity saggy_balls sex size_difference smaller_male smaller_penetrated sound_effects submissive submissive_anthro submissive_male teeth text topless underwear underwear_only unprofessional_behavior url wet wet_clothing wolf younger_male younger_penetrated
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2021 absurd_res age_difference anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro asphyxiation balls_deep belly big_belly big_dom_small_sub bodily_fluids boss boss_and_employee bossman_(kamudragon) boxer_briefs boxer_briefs_only canid canine canis choking choking_on_penis circumcised clothed clothing comic deep_throat dialogue domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection fellatio genital_fluids genitals glans hi_res intraspecies irrumatio kamudragon larger_male looking_pleasured male male/male male_penetrated male_penetrating male_penetrating_male mammal mature_male moan monochrome moobs multiple_scenes narrowed_eyes older_male oral oral_penetration overweight overweight_male penetration penile penis precum precum_through_clothing precum_through_underwear rough_sex sex size_difference smaller_male smaller_penetrated submissive submissive_anthro submissive_male text tongue tongue_out topless underwear underwear_only unprofessional_behavior url wet wet_clothing wolf younger_male younger_penetrated
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2021 5_fingers absurd_res age_difference anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro asking_for_status asphyxiation balls_deep belly big_belly big_dom_small_sub bodily_fluids boss boss_and_employee bossman_(kamudragon) boxer_briefs boxer_briefs_only canid canine canis choking choking_on_penis clothed clothing comic deep_throat dialogue domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection eye_roll fellatio fingers genital_fluids headgear headgear_only headwear headwear_only hi_res intraspecies irrumatio kamudragon larger_male looking_pleasured lost_in_pleasure male male/male male_penetrated male_penetrating male_penetrating_male mammal mature_male monochrome mostly_nude multiple_scenes older_male oral oral_penetration orgasm orgasm_face out_of_breath overweight overweight_male penetration penile penile_penetration precum profanity saliva sex size_difference smaller_male smaller_penetrated submissive submissive_anthro submissive_male sucked_silly text tongue tongue_out topless underwear underwear_only unprofessional_behavior url wolf yes-no_question younger_male younger_penetrated
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2021 absurd_res age_difference anal anal_fingering anthro anthro_on_anthro baseball_cap belly big_belly bodily_fluids boss boss_and_employee bossman_(kamudragon) boxer_briefs boxer_briefs_only breath butt butt_grab butt_shot canid canine canis circumcised clothed clothing comic consent_themes dialogue domestic_dog duo employee_(kamudragon) english_text erection erection_under_clothing explicitly_stated_consent fingering frottage genital_fluids genitals glans good_boy grope hand_in_underwear hand_on_butt hat headgear headgear_only headwear headwear_only heart_symbol hi_res humanoid_genitalia humanoid_penis intimate intraspecies inviting kamudragon kissing larger_male making_out male male/male mammal mature_male monochrome mostly_nude multiple_scenes older_male overweight overweight_male panting penile penis precum precum_through_clothing precum_through_underwear sex size_difference smaller_male tenting text topless underwear underwear_only unprofessional_behavior url wet wet_clothing wolf younger_male
↑169♥344C2E
2021 5_fingers 5_toes absurd_res age_difference all_fours anal anal_fingering anal_penetration anal_request anthro anthro_fingered anthro_fingering anthro_fingering_anthro anthro_on_anthro anus arched_back athletic athletic_anthro athletic_male begging_for_anal big_dom_small_sub boss boss_and_employee bossman_(kamudragon) boxer_briefs boxer_briefs_only butt canid canine canis clothed clothing comic dialogue domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection explicitly_stated_consent eye_contact feet fingering fingers genitals headgear headgear_only headwear headwear_only hi_res humanoid_genitalia humanoid_penis imminent_anal imminent_sex intraspecies kamudragon larger_anthro larger_male looking_at_another male male/male male_fingering_male mammal mature_male moan monochrome moobs mostly_nude multiple_scenes older_male overweight overweight_male partially_clothed penetration penis penis_on_butt profanity rear_view size_difference smaller_anthro smaller_fingered smaller_male speech_bubble submissive submissive_anthro submissive_male tail tail_motion tailwag teasing text toes topless underwear underwear_down underwear_only unprofessional_behavior wolf younger_fingered younger_male
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2021 absurd_res age_difference anal_request anthro anthro_on_anthro backwards_baseball_cap backwards_hat baseball_cap begging begging_for_anal belly big_belly big_dom_small_sub boss boss_and_employee bossman_(kamudragon) canid canine canis circumcised clothing comic dialogue dirty_talk domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection fangs genitals glans grinding hat headgear headgear_only headwear headwear_only hi_res hot_dogging humanoid_genitalia humanoid_penis imminent_anal imminent_sex in_heat intraspecies kamudragon larger_anthro larger_male male male/male mammal mature_male moan monochrome mostly_nude multiple_scenes nude older_anthro older_male overweight overweight_anthro overweight_male penis profanity raised_tail sex size_difference smaller_anthro smaller_male stuttering submissive submissive_anthro submissive_male tail teasing teeth text unprofessional_behavior wolf younger_anthro younger_male
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2021 absurd_res age_difference anal anal_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus backsack backwards_baseball_cap backwards_hat balls baseball_cap big_dom_small_sub blush boss boss_and_employee bossman_(kamudragon) butt canid canine canis circumcised clothing comic command dialogue domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection eyes_closed fangs from_behind_position genitals glans good_boy hat headgear headgear_only headwear headwear_only heart_symbol hi_res humanoid_genitalia humanoid_penis intraspecies kamudragon larger_anthro larger_male looking_pleasured male male/male male_penetrated male_penetrating male_penetrating_male mammal mature_male moan monochrome mostly_nude multiple_scenes nude older_anthro older_male onomatopoeia open_mouth overweight overweight_male penetration penile penile_penetration penis penis_in_ass perineum profanity sex size_difference smaller_male smaller_penetrated sound_effects speech_bubble submissive submissive_anthro submissive_male tail tail_motion tailwag teeth text tight_fit unprofessional_behavior wolf younger_anthro younger_male younger_penetrated
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2021 absurd_res age_difference anal anal_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus backwards_baseball_cap backwards_hat baseball_cap bed belly belly_rest big_belly big_dom_small_sub blush boss boss_and_employee bossman_(kamudragon) butt canid canine canis clothing comic dialogue dirty_talk doggystyle domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection eyes_closed from_behind_position front_view furniture genitals grabbing_from_behind grabbing_sheets hat headgear headgear_only headwear headwear_only hi_res humanoid_genitalia humanoid_penis intraspecies kamudragon larger_anthro larger_male looking_pleasured male male/male male_penetrated male_penetrating male_penetrating_male mammal mature_male monochrome moobs mostly_nude multiple_scenes nipples older_anthro older_male onomatopoeia overweight overweight_anthro overweight_male penetration penile penile_penetration penis penis_in_ass perineum profanity sex side_view size_difference smaller_male smaller_penetrated sound_effects speech_bubble submissive submissive_anthro submissive_male text thrusting unprofessional_behavior wolf younger_anthro younger_male younger_penetrated
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2021 5_fingers 5_toes absurd_res age_difference anal anal_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus backwards_baseball_cap backwards_cap backwards_hat ball_slap balls balls_deep baseball_cap belly belly_rest big_belly big_dom_small_sub bodily_fluids boss boss_and_employee bossman_(kamudragon) breath butt canid canine canis circumcised clothing comic cum cum_in_clothing cum_in_underwear cum_through_clothing cum_through_underwear dialogue dirty_talk doggystyle domestic_dog dominant dominant_anthro dominant_male duo employee_(kamudragon) english_text erection eyes_closed feet fingers from_behind_position genital_fluids genitals glans grabbing_sheets hat headgear headwear heart_symbol hi_res humanoid_genitalia humanoid_penis internal internal_anal intraspecies kamudragon larger_anthro larger_male looking_pleasured male male/male male_penetrated male_penetrating male_penetrating_male mammal mature_male moan monochrome moobs motion_lines multiple_scenes older_anthro older_male onomatopoeia open_mouth open_smile overweight overweight_anthro overweight_male panting penetration penile penile_penetration penis penis_in_ass perineum prostate prostate_stimulation prostate_with_heart repeated_text rough_sex sex size_difference slap smaller_male smaller_penetrated smile sound_effects speech_bubble submissive submissive_anthro submissive_male text thrusting toes underwear unprofessional_behavior url wet wet_clothing wet_underwear wolf younger_anthro younger_male younger_penetrated
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