https://mytinydick.com/tags/high-heels/videos/ Tue 21 Apr 2026 09:52:35 +0200 https://mytinydick.com/video/1164/victoria-s-creepy-encounter-with-a-tiny-dick-pervert/
Sexy Victoria, on the bed with a massive dildo, offers blowjob tips like eye contact, leaving beginners eager. Post-tutorial, a creep breaks in, finding her panties and getting caught. She threatens to call in the cops, but he begs for mercy, promising anything. Despite stripping and humiliating him, she still becomes aroused and gives him a blowjob, but she feels nothing. Attempting to fuck him with the hope of feeling something apart from anger fails with such a small penis that barely has any effect on her; riding him and doggy style fail to satisfy. Threatening to call the cops, she demands an orgasm, but he fails. Finally, she makes him cum on her tits, settling for that. ]]> Fri 16 Jan 2026 09:00:00 +0200 https://mytinydick.com/video/1164/victoria-s-creepy-encounter-with-a-tiny-dick-pervert/ https://mytinydick.com/video/1096/big-titted-milf-s-laughter-as-shy-guy-s-tiny-dick-disappoints/
A perky, big-titted blonde MILF is here to teach us how to find the G-spot, but the real fun starts when a shy guy knocks on her door, claiming to have a massive dick. She undresses, eager and excited, only to burst into laughter when she sees his tiny, pathetic excuse for a cock. Despite her best efforts at jerking him off, blowing him, and titty-fucking, he barely responds. She lets him fuck her but feels nothing, almost dozing off as he struggles. Finally, she finishes him with a blowjob, watching as he shoots his tiny, pitiful load. ]]> Fri 14 Nov 2025 09:00:00 +0200 https://mytinydick.com/video/1096/big-titted-milf-s-laughter-as-shy-guy-s-tiny-dick-disappoints/ https://mytinydick.com/video/1051/three-girls-suggest-tiny-dick-satisfaction-tactics-for-beginners/
Three girls mock tiny cocks; one will laugh if it doesn't satisfy her, while another may pity you when your thrusting fails. If she refuses to have sex, you can either beg her to perform oral sex on you or use your skilled fingers to pleasure her clitoris; if you're wealthy, consider paying her instead. Buy her off. Broke? Forget it. Craft intimacy, massage her right, and flash charm - your cock won’t grow, but relentless tongue or cash might shut her up. ]]> Fri 03 Oct 2025 09:00:00 +0200 https://mytinydick.com/video/1051/three-girls-suggest-tiny-dick-satisfaction-tactics-for-beginners/ https://mytinydick.com/video/1012/embarrassed-guitarist-seeks-help-for-his-tiny-dick-disappointment/
A tiny dick guitar player nervously visits a sex therapist, finally mustering the courage to reveal his pitiful problem. As he drops his pants, his tiny cock springs free, leaving the therapist in disbelief. It's the tiniest dick she's seen in ages, barely a match for the banana on her desk. Kneeling, she measures his pathetic excuse for a dick, feeling a pang of pity. She suggests surgery, then attempts to jerk him off, struggling to find any enjoyment in the task. Offering a private session, she hopes to find ways to make his tiny dick grow and perform better, though the challenge seems daunting. ]]> Fri 29 Aug 2025 09:00:00 +0200 https://mytinydick.com/video/1012/embarrassed-guitarist-seeks-help-for-his-tiny-dick-disappointment/ https://mytinydick.com/video/936/milf-s-first-time-letdown-tiny-dick-doggystyle-balls-bouncing-against-clit-no-orgasms/
Sexy blonde MILF, eager for her first solo encounter with her guy, lies in lingerie, ready to be pleased. He sucks her tits, but disappointment strikes when she sees his tiny dick - barely there, hidden by his balls. 'Has he ever pleased a woman?' she wonders, doubting their future. She deepthroats him easily, something new for her, and tries to enjoy the doggystyle fuck, but feels mostly his balls on her clit. She can't tell if he's even in her pussy. At least he enjoys it. She fingers herself for satisfaction. What a letdown! There were no orgasms, just a tiny dick and bouncing balls. ]]> Fri 20 Jun 2025 09:00:00 +0200 https://mytinydick.com/video/936/milf-s-first-time-letdown-tiny-dick-doggystyle-balls-bouncing-against-clit-no-orgasms/ https://mytinydick.com/video/921/mistresses-humiliate-pathetic-loser-with-nipple-and-ball-pegs/
The pathetic loser is back for more humiliation training, naked on the couch as his mistresses measure his tiny dick. They're getting creative with his humiliation, scratching him with their nails and brushing his sensitive skin with a rough brush. They clamp his nipples with pegs, which the little bitch accepts with ease. They then proceed to peg his tiny dick and balls, but he remains unflinching. Squeezing his balls, they remark on how big they are for such a small cock. ]]> Fri 06 Jun 2025 09:00:00 +0200 https://mytinydick.com/video/921/mistresses-humiliate-pathetic-loser-with-nipple-and-ball-pegs/ https://mytinydick.com/video/888/tiny-dick-slave-endures-a-humiliation-session-by-2-mistresses/
A Tiny Dick slave, on his knees, crawled naked into the room, where two mistresses in high heels awaited. They swiftly tied him up, ready to humiliate and mock his small dick and oversized balls. They teased him with the idea of her sucking his pathetic little dick if only he behaved. Their heels ground into his tiny cock, forcing him to kiss it in submission. One mistress measured his pitiful excuse for a penis, finding it even smaller than expected. ]]> Fri 09 May 2025 09:00:00 +0200 https://mytinydick.com/video/888/tiny-dick-slave-endures-a-humiliation-session-by-2-mistresses/ https://mytinydick.com/video/873/mistress-trains-45-year-old-with-small-dick-in-submission-humiliation/
The naivety of our protagonist, unaware of the humiliation awaiting him, leads him to stumble into a mistress's lair. He confesses his struggles with being submissive to his girlfriend, a plea for help that is met with eager ears. Sensing his vulnerability, the mistress decides to delve deeper, specifically asking about the issue at hand — his tiny dick. Unwillingly, he exposes himself, revealing the extent of his inadequacy. Undeterred, the mistress summons her assistant, who joins in on the teaching, guiding him through submission training. They instruct him to kneel, head between her legs, kissing her feet like the goddess she is, while they whip his body, rub their feet against his small dick, and pinch his nipples. Throughout, they repeatedly remind him to accept their dominance by calling him a 'good dog'. They alternately slap his balls and his ass with their bare hands and a whip. ]]> Fri 25 Apr 2025 09:00:00 +0200 https://mytinydick.com/video/873/mistress-trains-45-year-old-with-small-dick-in-submission-humiliation/ https://mytinydick.com/video/797/a-tiny-dick-loser-jumps-up-and-down-on-a-dildo-at-his-mistress-s-command/
Today we got a special treat for you, as we got to film a session between a professional mistress and her tiny dick slave, as she's giving him exactly what he needed! In an attempt to measure his cock, she puts on two pairs of glasses and a magnifying glass to see it. She prepares a small dildo especially for him and instructs him to sit on it, which he happily accepts, jumping up and down on it and making himself cum! ]]> Fri 14 Feb 2025 09:00:00 +0200 https://mytinydick.com/video/797/a-tiny-dick-loser-jumps-up-and-down-on-a-dildo-at-his-mistress-s-command/ https://mytinydick.com/video/704/a-frustrated-wife-seeks-help-from-a-sex-therapist-for-her-husband-tiny-dick-issue/
A frustrated wife, who finds no sexual pleasure from her husband's pathetic small dick, books an appointment with a sex therapist in the hopes that she can help her. In an attempt to clarify her situation, she presents her husband's dick to the therapist and compares it to various items in the office. Despite her best efforts, neither she nor the therapist can find a solution to this problem. Despite involving a former patient, the situation remains unresolved. Ultimately, the sexy physique of the therapist captivates the wife, kissing her gently and suggesting she should join them in bed. ]]> Fri 22 Nov 2024 09:00:00 +0200 https://mytinydick.com/video/704/a-frustrated-wife-seeks-help-from-a-sex-therapist-for-her-husband-tiny-dick-issue/ https://mytinydick.com/video/597/he-sneaks-into-his-stepsister-s-room-and-is-caught-red-handed/
Tiny Dick Perv sneaks into his stepsister's room when she goes out and goes straight for her red panties and uses them to jerk off on her bed, but is caught in the act by her. She couldn't believe what he was doing in her bed, and she was even more amazed by how small his dick was. She wondered if he could ever please a woman with such a tiny shrimp dick! Because she was so full of herself, she decided to check out his dick and see what she could do with it, giving him the best handjob (in her mind) he could ever ask for. P.S. Hey everyone! Say hello to JL Tampa, one of our awesome subscribers who turned his dream into reality. He wrote a killer script for a scene he wanted to see, and we brought it to life just for you. Want to see your own script or idea made real? Hit us up, we're always down to hear from our crew. ]]> Fri 23 Aug 2024 09:00:00 +0200 https://mytinydick.com/video/597/he-sneaks-into-his-stepsister-s-room-and-is-caught-red-handed/ https://mytinydick.com/video/531/seeing-a-tiny-dick-pic-makes-her-wonder-could-she-would-she/
Sophia's friend told her to expect a surprise message today, and she expected to get a nice big cock picture but was shocked to see a tiny dick pic instead. She wonders how this guy can show off his dick in such a way, and if given the opportunity, would she even be able to play with it? Only time will tell! ]]> Fri 28 Jun 2024 09:00:00 +0200 https://mytinydick.com/video/531/seeing-a-tiny-dick-pic-makes-her-wonder-could-she-would-she/