New MILF Jessie James Has First Sex On Camera Taking A Big Dick And Facial – Hot MILFs Fuck

The Ailing Art of Erotic Catfishing: A MILF’s First Porn Experience

They say the oldest profession is the oldest profession, but there’s something poetic about the rise of digital-age sex work. In the age of catfishing, casting calls are conducted via Skype, and the casting couch has been replaced by a chair facing a webcam. Such is the world Jessie James enters when she answers that Craigslist ad seeking MILFs for adult entertainment. Little does this 42-year-old divorcee know, this is only the beginning of her exploitation.

The audition commences with the director, an unimpressive fellow who could pass for your pasty uncle, briefing Jessie on the specifics. “We’re looking for someone who can take a big dick and receive a facial,” he explains matter-of-factly. Jessie nods, trying to conceal her nervousness. She’s a natural beauty with long blonde hair, Fuller lips, and a body that hasn’t gone soft despite two children.

As she disrobes, Jessie reveals a pair of breasts that, while no longer firm, still maintain their allure. She turns around to show off her curves, the light tan lines of a hasty sunbathing session betraying her age. The director watches intently, a c*** haring beneath his slacks.

“Now, I want you to show me what you’d do,” he instructs, setting up a camera in the corner. Jessie smiles, playing up her seductive side. She gently caresses her tits, paying special attention to her hardening nipples. Moving downwards, she rubs her clit through her silk panties. A muffled moan passes her lips, and she bites her bottom lip, trying to look wanton.

“That’s good,” the director assures, signaling for her to continue. Jessie slips a hand beneath her panties, her fingers disappearing into her pussy. They reemerge glistening, and she smears the juices across her breasts. The director shifts nervously, boat stirring.

Just then, the door bursts open, and in walks the talent – a 19-year-old kid with a ponytail and an attitude. “You ready to fuck, cougar?” he asks, not even removing his jacket. Jessie smiles deviously, a role she’s eager to play. “Oh, sweetheart, I was born ready to take your cock.” She spreads her legs, holding them open with either hand.

The director gives the camera an exaggerated “Hey Dostoyevsky” signal before the kid commences the action. He unzips his jeans, exposing a huge, hard cock. Jessie gasps, “It’s so BIG!” Her delivery is dramatic, Waas, but for a first-timer, authentic. The kid smirked, taking it as a compliment.

Lowering himself onto the bed, he spreads Jessie’s legs wider, her pussy at perfect clam-loring position with the light. Without any foreplay, he shoves himself inside, the camera catching the first angry “plop.” Jessie arches her back, instantly putting on a show. The kid starts humping away, uncoordinated but enthusiastic.

“I’m gonna fuck you hard like a bitch,” he threatens. Jessie plays along, cooing, “Yes, please, fuck me like the cum slut I am.” In reality, she feels extremely self-conscious, but the moment calls for a lewd economy. She thrusts her hips in rhythm, her wet pussy pushing him in deeper.

They continue like this for a short while, the kid pumping away robotically. The director gets excited, shouting, “Facial, facial, facial!” On cue, the kid pulls out, midway through his thrusts. His swollen head begs for stimulation. Upon her Remove, he shoots thick rope after rope unto Jessie’s face and tits. She lets it happen, eyes scrunched shut, opening her mouth to receive the payload. In the aftermath, she resists the urge to wipe it off, keeping character.

“Good first try,” the director asserts, clearly pleased, before hastily dismissing them. The kid zips up, giving Jessie a casual “peace” sign. She thanked him, but resisted the urge to samples his semen off her face. In post-production interviews, Jessie claimed, “I knew I’d have to take one on the chin – so to speak. I just never thought it would be MY chin.”

And so concludes Jessie James’s first foray into the adult entertainment industry. Many more shots at fame will follow, but this should tide her over for a hot minute. For the discerning viewer, you can find her early work, as it were, online. But be warned – it’s not for the faint of cock.