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Cuckold Sessions – Jill Taylor & Tiffani Madison – Jill Taylor And Tiffani Madison Show How To Handle Cock

Jill Taylor & Tiffani Madison – Jill Taylor And Tiffani Madison Show How To Handle Cock
Released: June 7, 2025

Jill Taylor and Tiffani Madison met at the local nail salon and have become fast friends and as girls do they talk about their relationships. Jill has confided that her BF is having a lot of cuck fantasies but she doesn’t know how to handle it. Tiffani has advised her that she and her BF Don Sudan, who has an enormous cock, know just how to help her out. So they all meet for a couples dinner and right away Don and Tiffani spot how Dante, Jill’s BF is quite the little house husband setting the table and catering to all.

Jill is just adorable in her very Trad Wife outfit and soon she is sitting on Don’s knee wiggling her ample ass onto his Huge Cock. As Dante notices how flirty and very friendly this new couple is he gets more and more flustered. When he comes back in the room with Don’s cock deep into Jill’s mouth he gasps with shock. But Jill reminds him she knows this is his fantasy and he should just relax and take a seat in the corner. But when the girls start taking Don’s Huge Cock in their asses Dante asks Jill that he thought she didn’t want that. Of course her reply is something he will get used to hearing. ‘Honey Just not With you.’ But when it comes time for Don’s creamy mess to be cleaned off of Jill , Dante is informed he is now gone Full Cuckold.

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Nick Marxx – Tiffani Madison – I Cheated and Made Him Watch – E184

Tiffani Madison – I Cheated and Made Him Watch – E184
Released: March 17, 2025

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Anal Mom – Tiffani Madison – Embracing My Inner Cougar

Tiffani Madison – Embracing My Inner Cougar
Released: February 22, 2025

After sending her only son off to college, Tiffany, a conservative mother and housewife, decides she’s ready for a thrilling change. Longing to date younger men but unsure how to start, she seeks guidance from a friend of hers who assures her that seducing younger guys is effortless. She hires a local house painting service, hoping to meet some attractive young men, but is shocked when the painter who arrives is none other than Nick, her son’s best friend who stayed home to work for his family’s business.

Despite watching him grow, she can’t say she had never entertained the idea of playing with her son’s best friend and letting him come in through her backdoor. Determined yet awkward, she makes obvious advances, but Nicky seems clueless and too nervous to respond to her intense flirting. Despite the initial struggle, Tiffani’s persistence eventually pays off, leading to an unexpected anal adventure.

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Family Strokes – Chanel Camryn & Tiffani Madison – “Squirt Alert!” Fuck Before We Feast!

Chanel Camryn & Tiffani Madison – “Squirt Alert!” Fuck Before We Feast!
Released: November 29, 2024

I already hated Thanksgiving, but my stepbrother was making it worse by pranking me all day. He even stole my panties! I had to wear my Thanksgiving costume with no underwear, but my skirt was way too short for that; any could see my pussy! Later in the dinner, I realized that maybe that was not such a bad thing when I spotted my stepdad checking out my vagina from underneath the table. He is really hot for his age, and I have a thing for older men, so the second time I saw him looking at my pussy, I started fingering myself.

His reaction was priceless. His dick was getting bigger and harder, but I was way too wet to let things go. I put his dick in my mouth and sucked it until his moans were so loud my stepbrother and mom caught us. Luckily for us, they were doing the same thing. I guess we were all as horny, so why not fix that as a family? That’s what Thanksgiving is for, right?

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