https://mytinydick.com/tags/humiliation/videos/ Tue 21 Apr 2026 13:23:53 +0200 https://mytinydick.com/video/1267/redhead-massage-therapist-frustrated-by-her-customer-s-micro-penis/
The redhead therapist walks in, introducing herself to the client sprawled on the bed. Her skilled hands glide over his hips, whispering, 'Time to get naked.' As his pants drop, so does her jaw. 'What the hell is this?' she snaps, staring at his pitifully tiny dick. 'This is a joke, right?' She grabs it with two fingers, struggling to maintain a grip. 'I've never seen anything so pathetic,' she mutters, her frustration boiling over as she tries to muster a handjob. ]]> Fri 17 Apr 2026 09:00:00 +0200 https://mytinydick.com/video/1267/redhead-massage-therapist-frustrated-by-her-customer-s-micro-penis/ https://mytinydick.com/video/1259/she-jerks-his-tiny-dick-in-return-for-his-promise-to-get-fit/
The sexy blonde personal trainer, eager to earn her pay, coaxed the loser into revealing his 'condition'. She gasped as his tiny dick came into view; her disbelief turned to pity. Determined to boost his confidence, she offered to bare her massive tits and strip naked, hoping her naked body would make him forget his shame in the locker room. ]]> Fri 10 Apr 2026 09:00:00 +0200 https://mytinydick.com/video/1259/she-jerks-his-tiny-dick-in-return-for-his-promise-to-get-fit/ https://mytinydick.com/video/1250/i-ll-show-you-mine-if-you-show-me-yours-sph-edition/
She heard he has a small dick and begged to see it, but he insisted he was average. 'Only if you make me cum,' he teased; he'll show it to her. She bared her big tits, trying to coax him on, but his flaccid little cock barely stirred. He demanded she play with it, hoping to prove it bigger, but her jerking only highlighted its pathetic size. Despite his claims, it remained pitifully small, a sad joke of a cock. ]]> Fri 03 Apr 2026 09:00:00 +0200 https://mytinydick.com/video/1250/i-ll-show-you-mine-if-you-show-me-yours-sph-edition/ https://mytinydick.com/video/1243/a-massage-for-a-tiny-dick-client-with-extra-services/
A massage therapist is working hard on his body, and as he flips over, she takes a peek at his cock, wondering what he's hiding beneath the towel, and she's amazed as it's so small, something she didn't expect. She asks him if he wants 'extra' service in the form of a handjob, and she wonders how big his tiny cock can actually grow. No matter how much she jerks his pathetic small dick, it's not getting any bigger. exposing her tits and wondering if she can fuck his tiny dick with her titties, which she quickly realizes she can't. ]]> Fri 27 Mar 2026 09:00:00 +0200 https://mytinydick.com/video/1243/a-massage-for-a-tiny-dick-client-with-extra-services/ https://mytinydick.com/video/1234/horny-black-babe-was-disappointed-once-she-saw-his-tiny-dick/
After a thrilling day at the theme park, this black beauty still craves excitement, hoping her exhausted friend can deliver. Too tired for sex, she offers him a handjob, demanding a big load and some tongue play from him in return. She exposes her voluptuous tits, but his tiny dick, barely 2 inches, fails to impress her. Unable to derive pleasure, she reluctantly jerks him off, her disappointment palpable. ]]> Fri 20 Mar 2026 09:00:00 +0200 https://mytinydick.com/video/1234/horny-black-babe-was-disappointed-once-she-saw-his-tiny-dick/ https://mytinydick.com/video/1226/she-found-him-hot-until-seeing-how-tiny-his-dick-is/
She invites him in, intrigued, and they end up on the couch, her hands roaming as she exposes her tits, trying to stir his cock through his pants. When he finally reveals it, her eyes widen at the sight of his pitifully small dick. She attempts to jerk it, hoping to coax some growth, but it remains embarrassingly tiny. Feeling a mix of pity and disgust, she continues the handjob until he spurts pathetically between her fingers. ]]> Fri 13 Mar 2026 09:00:00 +0200 https://mytinydick.com/video/1226/she-found-him-hot-until-seeing-how-tiny-his-dick-is/ https://mytinydick.com/video/1218/stroking-his-tiny-little-cock-for-his-step-sister-amusement/
Her stepbrother barges in, catching her in sexy lingerie, his eyes glued to her body. 'Why don't you whip out that tiny cock and stroke it? That'll be hilarious!' She laughs as he reveals his pitifully small dick, barely able to masturbate. She is shocked by his embarrassingly small dick. Her laughter fills the room, mocking his humiliatingly small cock. ]]> Fri 06 Mar 2026 09:00:00 +0200 https://mytinydick.com/video/1218/stroking-his-tiny-little-cock-for-his-step-sister-amusement/ https://mytinydick.com/video/1210/a-small-dick-handjob-in-return-for-raising-her-weekly-allowance/
A creepy stepdad caught her in sexy underwear, teasing him on the sofa. He wanted to discuss her allowance, so they made a deal: she would perform favors in exchange for a raise. She stripped while he took down his pants, revealing his tiny cock, smaller than her pinky. As she struggled to jerk him off, laughter and shit-talking erupted. She felt sorry for her mom, picturing their sad sexual encounters, and vowed to keep her tight young pussy away from him. ]]> Fri 27 Feb 2026 09:00:00 +0200 https://mytinydick.com/video/1210/a-small-dick-handjob-in-return-for-raising-her-weekly-allowance/ https://mytinydick.com/video/1203/blonde-girlfriend-dumps-her-tiny-dick-loser-boyfriend-for-a-new-boy-toy/
A tiny-dick loser keeps showing up to his girlfriend's house, but this time she can't take it anymore and humiliates him for the last time, clearly stating this is the last time he will ever see her, as he could never satisfy her in bed, and all those times she actually faked her orgasms. Luckily for her, her new boyfriend has a massive cock and can fuck her like a man should! ]]> Fri 20 Feb 2026 09:00:00 +0200 https://mytinydick.com/video/1203/blonde-girlfriend-dumps-her-tiny-dick-loser-boyfriend-for-a-new-boy-toy/ https://mytinydick.com/video/1194/she-s-on-a-mission-to-give-tiny-dick-loser-the-best-orgasm-ever/
A lonely guy hired a date for the evening because he struggled to attract women, and despite having a great time together, she understood that the real fun would be in the bedroom. She stripped down, coaxing him to do the same, but when he revealed his pathetic tiny dick—more clit than penis—she gagged in disgust. Never had she seen such a disappointing cock. ]]> Fri 13 Feb 2026 09:00:00 +0200 https://mytinydick.com/video/1194/she-s-on-a-mission-to-give-tiny-dick-loser-the-best-orgasm-ever/ https://mytinydick.com/video/1186/she-dreams-of-him-mocks-his-dick-strips-then-kicks-him-out/
She jolts awake to her ex looming there and spits, 'I just dreamed you died—good, because we’re done, and I want you gone. 'Tonight she'll be dating a hot, well-paid guy—hung, unlike his pathetic little dick. She says no woman will stay with him ever, strips to get ready, and laughs at him for staring before kicking him out of her apartment. ]]> Fri 06 Feb 2026 09:00:00 +0200 https://mytinydick.com/video/1186/she-dreams-of-him-mocks-his-dick-strips-then-kicks-him-out/ https://mytinydick.com/video/1179/cheating-blonde-gf-keeps-tiny-dicked-boyfriend-for-cash-and-comfort/
Pathetic loser boyfriend confronts his gorgeous blonde girlfriend about a text from her fuck buddy, Steve. Her excuse: she needs a bigger dick to fulfill her. The humiliating truth hits him hard. She admits to screwing other guys because his cock isn't up to par. When he stands up to prove himself, his micropenis is barely visible, and she laughs, mocking his inadequacy. Yet, she insists they're perfect for each other. Her true motive: his good-paying job lets her stay home, indulging her every whim. ]]> Fri 30 Jan 2026 09:00:00 +0200 https://mytinydick.com/video/1179/cheating-blonde-gf-keeps-tiny-dicked-boyfriend-for-cash-and-comfort/