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Use code ASGDEAL for a FREE WEEK of NEXT DOOR TABOO! Featuring Jack Bailey, Jordan Starr ]]> Sun 12 Apr 2026 00:08:07 +0200 https://www.ifuckedyourgf.com/videos/413285/next-door-taboo-horny-stepbro-jack-bailey-pops-virgin-jordan-starr-s-tight-che/ https://www.ifuckedyourgf.com/videos/388289/stepdad-michael-roman-pounds-jack-bailey-tight-asshole/
Michael Roman is eager to give Jack Bailey a special treat for finishing a college semester, so Jack asks for his giant cock! ]]> Mon 16 Mar 2026 18:27:05 +0200 https://www.ifuckedyourgf.com/videos/388289/stepdad-michael-roman-pounds-jack-bailey-tight-asshole/ https://www.ifuckedyourgf.com/videos/342503/horny-horror-movie-night/
Jax and Max’s horny getaway weekend continues as the two friends spend some time with their stepsons, Andy and Jack. Jax is a bit concerned about how Max wants to have sex with Jack once more. They agreed it would be a one-time thing, but both Max and Jack are ready for a second round. When the four gather for a horror-movie night, Max takes a dildo and starts playing with Jack’s ass in front of Jax and Andy. Jax initially wants to stop them, but Andy convinces him to join the other two for a hot foursome. One more fuck sesh can’t hurt anyone! ]]> Sun 31 Aug 2025 05:46:47 +0200 https://www.ifuckedyourgf.com/videos/342503/horny-horror-movie-night/ https://www.ifuckedyourgf.com/videos/194204/fucking-the-former-gay-english-prof-jack-bailey-greg-mckeon/
Years after graduating, Sam Romero (Jack Bailey) gets in touch with his former English teacher, Mr. Howard Dennison (Greg McKeon). After reconnecting on social media, they decide to meet up. Sam is grateful to Howard for allowing him to be himself with him and understand that it's okay to be who you are without apologies. Their affection and tenderness turns sexual as they realize that their growing feelings are mutual. ]]> Tue 15 Jul 2025 10:58:28 +0200 https://www.ifuckedyourgf.com/videos/194204/fucking-the-former-gay-english-prof-jack-bailey-greg-mckeon/ https://www.ifuckedyourgf.com/videos/280462/relaxin-with-jax/
While they have the house to themselves, Jax wants to spend some time with his stepson, Jack. At first, Jack is preoccupied with his phone, but when he sees Jax has other plans, he quickly comes around. Jax fucks his stepson’s sweet feet before pounding him from behind. Jack likes having his ass eaten, but he likes having his tight hole pounded even more. ]]> Mon 07 Jul 2025 10:04:11 +0200 https://www.ifuckedyourgf.com/videos/280462/relaxin-with-jax/ https://www.ifuckedyourgf.com/videos/258715/greg-mckeon-jack-bailey-in-a-sexy-gay-sex-scene/
Years after graduating, Sam Romero (Jack Bailey) gets in touch with his former English teacher, Mr. Howard Dennison (Greg McKeon). After reconnecting on social media, they decide to meet up. Sam is grateful to Howard for allowing him to be himself with him and understand that it's okay to be who you are without apologies. Their affection and tenderness turns sexual as they realize that their growing feelings are mutual. ]]> Sun 06 Jul 2025 14:15:44 +0200 https://www.ifuckedyourgf.com/videos/258715/greg-mckeon-jack-bailey-in-a-sexy-gay-sex-scene/ https://www.ifuckedyourgf.com/videos/278755/first-time-sharing-a-bed/
Jack’s room is under renovation, and while the paint dries, he’ll need to share a bed with his stepbrother, Damian. The issue is that Damian has never shared a bed before, and he knows Jack will disturb his sleep with his antics. Still, he can’t just deny his stepbrother and push him away. Things get weird when Jack wakes up to Damian stroking his own cock. Damian explains it’s a presleep ritual and that it’s the best. Jack is intrigued and wants to learn. The stepsiblings stroke each other’s dicks, and it’s clear they’re both getting turned on. They take a leap forward and start sucking each other off. It’s Jack’s first time having a cock in his mouth, but it feels so right, especially with his stepbrother - the familiarity of Damian makes it all the more sexy and exciting. Damian tops Jack and fills up his tight hole with a hot, sticky load that he’s been holding in. Next, it’s Jack’s turn to top. He’s already tired, but the sex is too good to stop, and he wants to show Damian how much he means to him by fucking him hard and giving him a load, too! ]]> Sat 05 Jul 2025 06:02:25 +0200 https://www.ifuckedyourgf.com/videos/278755/first-time-sharing-a-bed/ https://www.ifuckedyourgf.com/videos/219686/dale-savage-jack-bailey-scott-finn-s-amazing-bareback-threeway/
After Toby (Jack Bailey) loses his virginity to his dad's best friend Carl (Dale Savage), Toby wants something serious with the older man. Unfortunately for Toby, Carl wanted a virgin, and now that Toby isn't one, Carl is not interested. That is, until Toby's father calls Carl to tell him that Toby and his best friend Will (Scott Finn) will be in Carl's town and they need a place to stay. Hearing that Will is coming with Carl gives Carl a bright idea. He opens his home to Toby and Will, and Toby will do whatever it takes to get back in Carl's good graces. ]]> Sat 28 Jun 2025 12:18:45 +0200 https://www.ifuckedyourgf.com/videos/219686/dale-savage-jack-bailey-scott-finn-s-amazing-bareback-threeway/ https://www.ifuckedyourgf.com/videos/278896/jack-s-gratitude/
Jack needs an outfit for his date, so he borrows some clothes from his stepbrother without asking. Damian doesn’t mind when he finds out and instead encourages Jack as a loving stepbrother should. Jack is so grateful for Damian and shows him with a kiss. But the session doesn’t stop there. The kiss soon escalates into a full-on fuck sesh, and Jack finds himself sucking his stepbrother’s cock while wearing the jacket he plans to borrow. Damian looks down at his younger stepbrother and is extremely turned on, watching him suck cock. He never knew he had these feelings for him, but now, seeing him on his knees, Damian knows he wants to fuck and take their fling all the way. He eats Jack’s asshole, showing him how another man should treat him on a date. Damian is the top for this session and fucks his stepbrother’s hole passionately. Their eyes locked, and neither wants the fun to end. Covered in hot sticky cum, Jack looks up at Damian with pure admiration. He’s so grateful to have a hot and kinky stepbrother such as Damian. ]]> Wed 25 Jun 2025 06:21:05 +0200 https://www.ifuckedyourgf.com/videos/278896/jack-s-gratitude/ https://www.ifuckedyourgf.com/videos/85249/cliff-jensen-and-jack-bailey-have-hardcore-anal-sex/
Justin O'Neal's family is sick of his spoiled and entitled behavior. They send Justin (Jack Bailey) to a remediation ranch to curb his destructive ways. At the ranch, Justin learns how to be a cowboy and a gentleman from ranch hand Sam Gillis (Cliff Jensen). Sam is sure he's gotten through to Justin, but old (bad) habits can't be kicked so easily. ]]> Mon 16 Jun 2025 16:38:35 +0200 https://www.ifuckedyourgf.com/videos/85249/cliff-jensen-and-jack-bailey-have-hardcore-anal-sex/ https://www.ifuckedyourgf.com/videos/255491/next-door-taboo-update-secret-sexcapades-service-top/
Since Jack Bailey is pissed at his 'stepfather with benefits' Roman Todd, he's off to see his favorite service top, Johnny Ford. Jack goes to Johnny when he wants his back broken and Johnny is happy to give the cutie his cock. ]]> Mon 16 Jun 2025 03:37:19 +0200 https://www.ifuckedyourgf.com/videos/255491/next-door-taboo-update-secret-sexcapades-service-top/ https://www.ifuckedyourgf.com/videos/251135/chris-damned-reveals-his-uncut-prick-to-jack-bailey/
As Chris Damned prepares for his big day, he makes one last stop to get his shoes shined by Jack Bailey. As Jack is buffing Chris' shoes, he can't help but eye the increasing bulge growing in Chris' pants. Without a word, Jack glances up at Chris and reaches for the cock in his face. Chris nods and unzips his trousers to reveal his uncut cock for Jack. He quickly switches from polishing the groom's shoes to polishing Chris' meat, while Chris works on shedding the rest of his suit. After shining his cock, Jack bends over to let Chris shine his hole with a deep rimming. Now that he's lubed up and ready to go, Chris bends Jack over a chair and works his pole deep into Jack's ass bareback. Since it's all about servicing the customer, Jack lays back and lets Chris pummel his hole until Chris shoots a thick load all over Jack's torso and sticks his cock back in the young, handsome stud. Covered in Chris' cum and stuffed with his cock, Jack rubs his cock out until his own shiny load is pooled on his stomach. ]]> Tue 10 Jun 2025 13:11:36 +0200 https://www.ifuckedyourgf.com/videos/251135/chris-damned-reveals-his-uncut-prick-to-jack-bailey/