https://www.thepornstar.com/tags/sad/ Wed 01 Jul 2026 11:32:57 +0200 https://www.thepornstar.com/videos/167612/filthy-stepsister-is-upset-about-brother-s-big-prick-sex-video-pinflix/
]]> Sat 20 Dec 2025 10:46:21 +0200 https://www.thepornstar.com/videos/167612/filthy-stepsister-is-upset-about-brother-s-big-prick-sex-video-pinflix/ https://www.thepornstar.com/videos/401931/steven-amp-jack/
This was one of my earliest shoots, so I apologize for the poor lighting and equipment. I ran into Steven and Jack huddled in the doorway of an abandoned building. When it came time for the shoot, Steven professed his desire for Jack, for the first time. Later on, Jack informed me that he didn't know Steven was "that way", and quit hanging with him shortly after the shoot. It's sad how their prejudices can change people. ]]> Mon 08 Sep 2025 12:00:49 +0200 https://www.thepornstar.com/videos/401931/steven-amp-jack/ https://www.thepornstar.com/videos/395761/pete/
While he looks much older than he is, Pete has battled drug and alcohol addiction most of his life. He now struggles with guilt, as his Mother is dying and he can't find the strength to quit his destructive lifestyle. On top of that, his family doesn't want him around. A very sad story, I'm afraid. ]]> Sat 16 Aug 2025 07:13:30 +0200 https://www.thepornstar.com/videos/395761/pete/ https://www.thepornstar.com/videos/151177/blonde-teeny-begs-for-extra-hardcore-treatment/
When hotness itself, Kenzie, says she wants it rough - she means it. If the guy can't deliver it will make her truly sad so it is really hard for her to find the perfect sex partner. This time Brian is the move and he will show this nifty teen how the cock masters fuck. ]]> Wed 30 Jul 2025 14:05:28 +0200 https://www.thepornstar.com/videos/151177/blonde-teeny-begs-for-extra-hardcore-treatment/ https://www.thepornstar.com/videos/173492/boobylicious-office-enchantress-got-some-dick-installed-in-her-vagina/
The PC is broken and if it wasn't the IT dude to fix everything Wellie would have been a sad boss all day long. Such a handy man he fixed everything including her horny muff. ]]> Sun 06 Jul 2025 19:39:49 +0200 https://www.thepornstar.com/videos/173492/boobylicious-office-enchantress-got-some-dick-installed-in-her-vagina/ https://www.thepornstar.com/videos/99513/backstage-of-50-tammy-s-first-porn-mature-movie/
She's well into her forties. If she doesn't hurry, it won't be long before she'll be sitting in a rocking chair, sad about the things she never got to try. Acting in porn was a challenge for her. In life, you have to do crazy things and try everything. So why not start with porn? Our spy snuck backstage and shot what really happened... ]]> Thu 26 Jun 2025 15:56:54 +0200 https://www.thepornstar.com/videos/99513/backstage-of-50-tammy-s-first-porn-mature-movie/ https://www.thepornstar.com/videos/177671/bj-raw-casca-akashova-makes-it-rain-cum/
How could anyone leave a gorgeous woman like Casca behind? Well, that’s exactly what happened and I found her sitting by the marina looking sad because her friends forgot her. I suggested we grab a drink together and next thing I know, my cock is between her giant tits and I am shooting cum on her face! ]]> Sun 01 Jun 2025 20:41:00 +0200 https://www.thepornstar.com/videos/177671/bj-raw-casca-akashova-makes-it-rain-cum/ https://www.thepornstar.com/videos/160134/judy-tests-her-new-boyfriend-in-a-passionate-romantic-session/
This slim teen is all up and ready for her encounter with Duke's dick. Sad she spent so much time choosing the lingerie as she removed it so fast to make place for his tongue and cock. ]]> Mon 26 May 2025 16:42:04 +0200 https://www.thepornstar.com/videos/160134/judy-tests-her-new-boyfriend-in-a-passionate-romantic-session/ https://www.thepornstar.com/videos/155109/anissa-s-boobs-need-a-strong-hand/
Hey handy man don't hide that tool in your pants! Hot Anissa Kate needs someone to install a massive dick up her moist cunt or she will be one very sad sexy housewife that walks around in tempting lingerie. ]]> Mon 26 May 2025 15:20:10 +0200 https://www.thepornstar.com/videos/155109/anissa-s-boobs-need-a-strong-hand/ https://www.thepornstar.com/videos/129664/whatchu-doing-there-buddy/
It is kinda sad that we did not get subtitles for this video, as we'd really like to know what prompted this obviously very laid back gentleman to stick this chick's head in a damn chair. ]]> Mon 19 May 2025 07:51:29 +0200 https://www.thepornstar.com/videos/129664/whatchu-doing-there-buddy/ https://www.thepornstar.com/videos/71521/nanny-group-banged-by-sad-daddy/
A group of hot teen babysitters Roxxy, Kirsten, Kayla and Layla have to convince angry dad Mr. Dean to reconcile their debts. He gets what Mr. Johnson got: deepthroat and doggystyle action. And plants some pretty thick load of cum on three of their pretty faces. ]]> Fri 16 May 2025 21:40:15 +0200 https://www.thepornstar.com/videos/71521/nanny-group-banged-by-sad-daddy/ https://www.thepornstar.com/videos/135948/tough-love-x-caitlin-bell-omnistud/
A superhero’s work is never done. Not even when he gets home to his smoking hot piece of super wife pussy. Poor baby was sad and feeling neglected. That’s what happens when her Omnistud is out saving the world from evil. I was exhausted, but lucky for her, I was able to tap into my hidden powers then tap into her sweet ass. ]]> Sun 20 Apr 2025 09:57:24 +0200 https://www.thepornstar.com/videos/135948/tough-love-x-caitlin-bell-omnistud/