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depressing

1girls anthro depressing desperate female femsub mario_(series) mario_and_luigi_(series) nintendo prostitution starlow suggestive tagme
1girls anthro depressing desperate female femsub mario_(series) mario_and_luigi_(series) nintendo prostitution starlow suggestive tagme
beewomanlol blood boobs breasts burn_marks burn_scar cum depressing dirty female female_focus female_only futa futanari grey_background light_gray_background long_hair reupload scar scars tagme wound wounded wounds
beewomanlol blood boobs breasts burn_marks burn_scar cum depressing dirty female female_focus female_only futa futanari grey_background light_gray_background long_hair reupload scar scars tagme wound wounded wounds
areolae breasts bullying comic depressing envy erection female long_hair male masturbation nipples nude nude_female original original_character penis sad speech_bubble straight text tongue_out wjs07
areolae breasts bullying comic depressing envy erection female long_hair male masturbation nipples nude nude_female original original_character penis sad speech_bubble straight text tongue_out wjs07
abuse balls beewomanlol black_hair bleeding blonde_hair blood bodily_fluids bra breasts bruised clothing cum cumshot depressing ejaculation erection eye_scar eyewear facial_scar fan_character filth filthy footwear futanari girly glasses gore hair hands-free handsfree_ejaculation heterochromia hi_res honey_(disambiguation) human looking_pleasured mammal orgasm_without_stimulation panties peeing penis penis_out sad scar scientist smiling socks solo source_request torture underwear
abuse balls beewomanlol black_hair bleeding blonde_hair blood bodily_fluids bra breasts bruised clothing cum cumshot depressing ejaculation erection eye_scar eyewear facial_scar fan_character filth filthy footwear futanari girly glasses gore hair hands-free handsfree_ejaculation heterochromia hi_res honey_(disambiguation) human looking_pleasured mammal orgasm_without_stimulation panties peeing penis penis_out sad scar scientist smiling socks solo source_request torture underwear
1boy 2girls areolae assisted_masturbation big_breasts blue_eyes blush breasts brown_hair collecting_cum condom_on_penis cum cum_in_condom depressing dialogue erection female gloves hand_holding handjob holding_hands large_breasts long_hair looking_at_viewer male mare_ten milking_handjob missionary_position nipples nude nurse nurse_uniform open_mouth original original_character penetration penis penis_milking pleasured pov pussy pussy_juice sad_sex sex shaved_pussy smile speech_bubble spread_legs straight text trembling vaginal_penetration veiny_penis virtual_reality visor vr vr_headset wearing_condom
1boy 2girls areolae assisted_masturbation big_breasts blue_eyes blush breasts brown_hair collecting_cum condom_on_penis cum cum_in_condom depressing dialogue erection female gloves hand_holding handjob holding_hands large_breasts long_hair looking_at_viewer male mare_ten milking_handjob missionary_position nipples nude nurse nurse_uniform open_mouth original original_character penetration penis penis_milking pleasured pov pussy pussy_juice sad_sex sex shaved_pussy smile speech_bubble spread_legs straight text trembling vaginal_penetration veiny_penis virtual_reality visor vr vr_headset wearing_condom
1futa 6+girls akiza_izinski being_watched cheating cheating_girlfriend cinder_fall crossover crying cuck cucked_by_futa cuckold cuckquean cum cum_on_body cum_on_breasts depressed depressing english_text female futa_on_female futanari glynda_goodwitch human implied_futanari jinn_(rwby) long_hair netorare ntr relic_of_knowledge ruby_rose rwby sad sinccubi teenage_girl teenager text velvet_scarlatina weiss_schnee yu-gi-oh! yu-gi-oh!_5d's
1futa 6+girls akiza_izinski being_watched cheating cheating_girlfriend cinder_fall crossover crying cuck cucked_by_futa cuckold cuckquean cum cum_on_body cum_on_breasts depressed depressing english_text female futa_on_female futanari glynda_goodwitch human implied_futanari jinn_(rwby) long_hair netorare ntr relic_of_knowledge ruby_rose rwby sad sinccubi teenage_girl teenager text velvet_scarlatina weiss_schnee yu-gi-oh! yu-gi-oh!_5d's
1boy 1girls 2020 alternate_breast_size barely_clothed belly_chain belly_dancer belly_dancer_outfit big_breasts blush blushing chain_collar chained_collar collar crying depressed depressing english_text eyebrows_visible_through_hair female female_focus flower_in_hair furry_ears holding_head huge_belly league_of_legends mostly_nude naked naked_female neeko netorare nude nude_female ponytail practically_nude pregnant pregnant_belly pregnant_female pubic_tattoo purple_hair rakan ratatatat74 ready_to_pop red_hair riot_games sad shaved_crotch shaved_pussy simple_background small_breasts source_request speech_bubble text transformation transparent_clothing tunic vastaya veil white_background white_hair xayah
1boy 1girls 2020 alternate_breast_size barely_clothed belly_chain belly_dancer belly_dancer_outfit big_breasts blush blushing chain_collar chained_collar collar crying depressed depressing english_text eyebrows_visible_through_hair female female_focus flower_in_hair furry_ears holding_head huge_belly league_of_legends mostly_nude naked naked_female neeko netorare nude nude_female ponytail practically_nude pregnant pregnant_belly pregnant_female pubic_tattoo purple_hair rakan ratatatat74 ready_to_pop red_hair riot_games sad shaved_crotch shaved_pussy simple_background small_breasts source_request speech_bubble text transformation transparent_clothing tunic vastaya veil white_background white_hair xayah
1boy 1girls areola areolae blue_panties blush boku_no_hero_academia brown_eyes brown_hair camera color depressing dialogue double_v exposed_breasts humor izuku_midoriya kneeling looking_at_viewer medium_breasts meme my_hero_academia nipples ochako_uraraka on_bed on_knees onlyfans open_mouth panties partially_colored peace_sign prostitution sad shadow speech_bubble suoiresnu text underwear v white_background white_skin
1boy 1girls areola areolae blue_panties blush boku_no_hero_academia brown_eyes brown_hair camera color depressing dialogue double_v exposed_breasts humor izuku_midoriya kneeling looking_at_viewer medium_breasts meme my_hero_academia nipples ochako_uraraka on_bed on_knees onlyfans open_mouth panties partially_colored peace_sign prostitution sad shadow speech_bubble suoiresnu text underwear v white_background white_skin
1futa 2girls being_watched blackmail caught caught_in_the_act cheating cheating_girlfriend comic cuck cucked_by_futa cuckold cuckquean depressed depressing english_text female futa_on_female futanari netorare ntr on_top penis penny_polendina robot ruby_rose rwby sex sinccubi testicles text weiss_schnee
1futa 2girls being_watched blackmail caught caught_in_the_act cheating cheating_girlfriend comic cuck cucked_by_futa cuckold cuckquean depressed depressing english_text female futa_on_female futanari netorare ntr on_top penis penny_polendina robot ruby_rose rwby sex sinccubi testicles text weiss_schnee
2020 animal_crossing anthro beverage blush bodily_fluids breasts canid canine canis clothed clothing depressing domestic_dog english_text female food fur genitals hair head_down isabelle_(animal_crossing) mammal masturbation muffin nintendo panken pussy relatable relaxing sad sex_toy shih_tzu solo speech_bubble tears text toy_dog vibrator video_games yellow_body yellow_fur
2020 animal_crossing anthro beverage blush bodily_fluids breasts canid canine canis clothed clothing depressing domestic_dog english_text female food fur genitals hair head_down isabelle_(animal_crossing) mammal masturbation muffin nintendo panken pussy relatable relaxing sad sex_toy shih_tzu solo speech_bubble tears text toy_dog vibrator video_games yellow_body yellow_fur
1girls ass carton_of_milk clothes dark depressing dildo female female_only filth fingering fingering_self i_dont_want_to_be_horny_anymore idolmaster idolmaster_cinderella_girls legs_together looking_at_phone masturbation messy_room napkin panties peeing peeing_into_container phone pillow pussy_juice relatable short_hair solo sunaba_suzume tissue tissue_box trash trash_bag trash_can underwear urination urine urine_in_container vibrator watching_porn white_panties yumemi_riamu
1girls ass carton_of_milk clothes dark depressing dildo female female_only filth fingering fingering_self i_dont_want_to_be_horny_anymore idolmaster idolmaster_cinderella_girls legs_together looking_at_phone masturbation messy_room napkin panties peeing peeing_into_container phone pillow pussy_juice relatable short_hair solo sunaba_suzume tissue tissue_box trash trash_bag trash_can underwear urination urine urine_in_container vibrator watching_porn white_panties yumemi_riamu
abuse anthro areola arm_tuft armpits bad_end balls bangs big_areola big_breasts big_dom_small_sub big_nipples big_penis black_nose blue_eyes blue_fur blue_hair blue_tail blush bodily_fluids bound breasts breeding_slave broken_rape_victim canid canine captured cleft_of_venus clenched_teeth clitoris comic crotch_tuft cum cum_in_nipples cum_in_pussy cum_inflated_breasts cum_inflation cum_inside cum_on_breasts curvaceous curvy curvy_figure depressing dialogue dipstick_tail english_text erection eyebrows eyelashes faceless_male female female_focus fluffy fluffy_tail forced foreskin fox frenulum front_view frown fur fur_markings gang gangbang genital_fluids glans glistening glistening_breasts glistening_eyes glistening_hair glistening_nose gold_(metal) gold_jewelry green_balls green_eyes green_glans green_penis green_scales grey_background group group_sex hair hair_over_eyes hakiahki half-closed_eyes hard_translated hi_res huge_ass huge_breasts huge_cock huge_thighs humanoid_penis humanoid_pussy inflation inner_ear_fluff jewelry krystal larger_male lizardman long_tail male mammal markings mind_break multicolored_fur multicolored_tail musclegut muscular muscular_male navel never_back_down never_give_up nintendo nipple_penetration nipples nude objectification pecs penetration penis pink_areola pink_clitoris pink_nipples pink_pussy pregnant pregnant_sex pregnant_sex_penis_bulge prick_ears pubic_mound public_sex_slave public_use pussy raised_arm rape reptile retracted_foreskin scales scalie sex sex_slave sharpclaw short_hair simple_background size_difference slave small_waist smaller_female smile snout solo_focus star_fox stomach_bulge straight sweat tag_panic tail_jewelry tailband teeth text thick_penis thick_thighs translated tribal tribal_markings two_tone_tail ugly_man uncut urethra vaginal_penetration vein veiny_penis video_games voluptuous white_belly white_fur white_markings white_tail wide_hips
abuse anthro areola arm_tuft armpits bad_end balls bangs big_areola big_breasts big_dom_small_sub big_nipples big_penis black_nose blue_eyes blue_fur blue_hair blue_tail blush bodily_fluids bound breasts breeding_slave broken_rape_victim canid canine captured cleft_of_venus clenched_teeth clitoris comic crotch_tuft cum cum_in_nipples cum_in_pussy cum_inflated_breasts cum_inflation cum_inside cum_on_breasts curvaceous curvy curvy_figure depressing dialogue dipstick_tail english_text erection eyebrows eyelashes faceless_male female female_focus fluffy fluffy_tail forced foreskin fox frenulum front_view frown fur fur_markings gang gangbang genital_fluids glans glistening glistening_breasts glistening_eyes glistening_hair glistening_nose gold_(metal) gold_jewelry green_balls green_eyes green_glans green_penis green_scales grey_background group group_sex hair hair_over_eyes hakiahki half-closed_eyes hard_translated hi_res huge_ass huge_breasts huge_cock huge_thighs humanoid_penis humanoid_pussy inflation inner_ear_fluff jewelry krystal larger_male lizardman long_tail male mammal markings mind_break multicolored_fur multicolored_tail musclegut muscular muscular_male navel never_back_down never_give_up nintendo nipple_penetration nipples nude objectification pecs penetration penis pink_areola pink_clitoris pink_nipples pink_pussy pregnant pregnant_sex pregnant_sex_penis_bulge prick_ears pubic_mound public_sex_slave public_use pussy raised_arm rape reptile retracted_foreskin scales scalie sex sex_slave sharpclaw short_hair simple_background size_difference slave small_waist smaller_female smile snout solo_focus star_fox stomach_bulge straight sweat tag_panic tail_jewelry tailband teeth text thick_penis thick_thighs translated tribal tribal_markings two_tone_tail ugly_man uncut urethra vaginal_penetration vein veiny_penis video_games voluptuous white_belly white_fur white_markings white_tail wide_hips
2017 age_difference alcohol anthro beverage bojack_horseman bottomless chromosomefarm clothed clothed_sex clothing comic cunnilingus depressing dress feline female giraffe giraffid glory_hole hi_res interspecies jewelry looking_pleasured lying majike male mammal mature_female monochrome necklace night office older_female on_table oral orgasm princess_carolyn pussy pussy_juice raised_dress regret sad sex shame smile solo stranger table tears through_wall tongue tongue_out unprofessional_behavior vaginal_penetration
2017 age_difference alcohol anthro beverage bojack_horseman bottomless chromosomefarm clothed clothed_sex clothing comic cunnilingus depressing dress feline female giraffe giraffid glory_hole hi_res interspecies jewelry looking_pleasured lying majike male mammal mature_female monochrome necklace night office older_female on_table oral orgasm princess_carolyn pussy pussy_juice raised_dress regret sad sex shame smile solo stranger table tears through_wall tongue tongue_out unprofessional_behavior vaginal_penetration
2017 anthro bojack_horseman chromosomefarm clothed clothing comic cunnilingus depressing feline female giraffe glory_hole interspecies jewelry looking_pleasured lying male mammal monochrome necklace night on_table oral princess_carolyn pussy pussy_juice reverse_gloryhole sad sex solo stranger table through_wall unprofessional_behavior vaginal_penetration
2017 anthro bojack_horseman chromosomefarm clothed clothing comic cunnilingus depressing feline female giraffe glory_hole interspecies jewelry looking_pleasured lying male mammal monochrome necklace night on_table oral princess_carolyn pussy pussy_juice reverse_gloryhole sad sex solo stranger table through_wall unprofessional_behavior vaginal_penetration
1girls 3boys abigail_walker ahe_gao alcohol anal anal_sex bad_end breasts broken_rape_victim chris3000 clothed_sex cum cum_in_ass cum_on_body cum_on_breasts defeated defeated_heroine depressing dialogue double_peace_sign drugged drugged_sex drugs earrings english english_text enjoying erection female female_focus fetch_(character) foreskin foreskin_folds fuck_meat game_over gangbang group_sex humiliation infamous:_first_light infamous:_second_son infamous_(series) intact mind_break nipples partial_male peace_sign penis purple_hair retracted_foreskin shaved_crotch straight tongue tongue_out torn_clothes uncut used_condom veiny_penis
1girls 3boys abigail_walker ahe_gao alcohol anal anal_sex bad_end breasts broken_rape_victim chris3000 clothed_sex cum cum_in_ass cum_on_body cum_on_breasts defeated defeated_heroine depressing dialogue double_peace_sign drugged drugged_sex drugs earrings english english_text enjoying erection female female_focus fetch_(character) foreskin foreskin_folds fuck_meat game_over gangbang group_sex humiliation infamous:_first_light infamous:_second_son infamous_(series) intact mind_break nipples partial_male peace_sign penis purple_hair retracted_foreskin shaved_crotch straight tongue tongue_out torn_clothes uncut used_condom veiny_penis
abuse alice_margatroid depressing marisa_kirisame reimu_hakurei text touhou yukkuri_shiteitte_ne
abuse alice_margatroid depressing marisa_kirisame reimu_hakurei text touhou yukkuri_shiteitte_ne
autumn autumn_leaves bar_censor blue_eyes blue_hair censor_bar censored censored_pussy depressed depressing kneesocks leaning_against_wall loafers masturbation medium_hair original pleated_skirt pussy_juice saitom seifuku thigh_belt vibrator wall
autumn autumn_leaves bar_censor blue_eyes blue_hair censor_bar censored censored_pussy depressed depressing kneesocks leaning_against_wall loafers masturbation medium_hair original pleated_skirt pussy_juice saitom seifuku thigh_belt vibrator wall
depressing inazuma_eleven inazuma_eleven_go kyosuke_tsurugi tagme
depressing inazuma_eleven inazuma_eleven_go kyosuke_tsurugi tagme
ancient_greece ancient_history charles_mengin cliff depressed depressing european_mythology female fine_art greek_mythology history imminent_suicide mythology painting_(artwork) public_domain sappho straight_hair topless traditional_art tragedy
ancient_greece ancient_history charles_mengin cliff depressed depressing european_mythology female fine_art greek_mythology history imminent_suicide mythology painting_(artwork) public_domain sappho straight_hair topless traditional_art tragedy
1futa blush breasts censored depressing dickgirl erection futa_only futanari hair huge_cock human hyuuga_hinata intersex naruto nipples nude open_mouth penis short_hair solo solo_futa testicles text transplanted_penis uzumaki_naruto veins veiny_penis what white_background
1futa blush breasts censored depressing dickgirl erection futa_only futanari hair huge_cock human hyuuga_hinata intersex naruto nipples nude open_mouth penis short_hair solo solo_futa testicles text transplanted_penis uzumaki_naruto veins veiny_penis what white_background