Jessica’s already overheated libido was stoked to full flame after eavesdropping on the cheating pair of men at the restaurant. Their matter-of-fact discussion of whom they fucked and how they got away with it moved into Jessica’s brain and wouldn’t leave. Yes, Jessica had thought about men other than her husband. Yes, she had fantasized about cheating. But, after overhearing those barking dogs brag about their affairs, the intensity of Jessica’s desire began to boil.
Introducing the idea that she might actually act on her needs broke a dam within her. She really didn’t think she ever would, but that she could even remotely contemplate the idea as a possibility, however remote, proved to be extraordinarily exciting to her. Pretending that she might, thinking through scenarios that didn’t yet exist, preparing for fantasy affairs, made Jessica drip.
Jessica bought a cheap burner phone for an illicit lover that she didn’t have. She shopped for lingerie that no one, including her listless husband, would likely ever see. She told her husband lies to cover for a sexy rendezvous that never occurred.
Playing these games turned Jessica on as much as actually fucking around — or so she thought. She rubbed one out in the parking lot after she bought the phone. She did the same in a hotel lounge bathroom when she went there at lunch to “scout it out” as a potential place to meet a lover that she did not have.
Jessica had thought about her close friend’s son for years. It was shameful and embarrassing, but she had thought of young Mark in that way since he was sixteen. Now he was a college sophomore, and watching him trim her hedges with his shirt off was more than enough to get Jessica’s juices running. But to think about actually having sex with the young man? To plan it and paint how it might happen? Oh, that demanded an immediate appointment with her vibrator.
Similarly, she had fantasized about Trevor, a full-of-himself corporate attorney, many times. In little daydream flashes, she had imagined Trevor taking her in the supply closet; or, fucking him in a conference room after hours; or, dropping to her knees and pulling out what she imagined to be a large, veiny cock from his tailored slacks. But, until now, she had never thought through how she would make any of those things truly happen, nor how she would artfully cover her tracks. Thinking about such things had Jessica’s fingers dancing in her panties during her lunch hour.
Young Mark and the confident, thirty-something Trevor were prototypes of the kind of guy Jessica would target if she were like one of those predatory dogs. She had no interest in men her own age or older. If she wanted to fuck a forty-five-year-old guy with a beer gut, she would fuck her own husband. Like those dogs, she also did not want strings, and she very much did not want to be caught. Her husband bored her, but she loved the slug.
“Yeah, young, fit, and inexperienced would be fun.” Jessica thought. “As would a cocky, dominant thirty-year-old stud.”
But, referencing the overheard advice of those cheating braggarts, Jessica knew that neither Mark nor Trevor was a viable option. Mark was her friend’s son. As naughty and exciting as that might be, it was also likely to be discovered. The same was true of Trevor. Office affairs were rarely secret for long. In fact, fucking anyone in her circle was far too risky.
Persistent fantasy tends to break down the walls of reality, eventually. So it was with Jessica. She had a round of business travel coming up. There would be multiple trips to the West Coast, and with those, multiple opportunities to act on her burning fantasies.
Jessica packed accordingly. Lingerie in reserve. Condoms — including some extra large. (It had been so exciting to hand a twelve-pack of magnums and a bottle of lube to the bashful cashier at the drugstore.) A party dress that would never see the office. And, of course, the fully charged burner phone.
Jessica kept an eager eye out at the airport and on the plane. Her head was on a swivel in the hotel lobby. She made sure to loosen a blouse button or change entirely when she was eating dinner out. But on the first trip to San Francisco, she found no prey. The client she met with was a handsome thirty-five, but he was a clear safety violation according to the rules of the dogs.
The following trip to L.A. proved more productive. The hotel bartender was a strapping man named Julio. He was young and flirtatious. Jessica had ducked into the hotel bar for a cognac before bed. Julio was probably twenty-five, with perfect milk chocolate skin and blue eyes. When Jessica finished her drink and said goodbye, he seemed genuinely disappointed. The next night, Jessica resolved to go for it. She changed into her lingerie and slinky dress before taking dinner in the bar.
Jessica dropped all the hints. She laughed and touched her hair. She let her hand rest on his when he handed her a drink. She met his dreamy eyes and held her stare. At last, she opted for the obvious.
“When do you get off, Julio? And, can I help you get off?” Jessica said without a laugh.
“Mamacita,” Julio replied, slipping her his number, “My woman is expecting me. Are you here tomorrow?”
Jessica smiled and made a little wave with the napkin with Julio’s number on it. “Next time,” she said. She went back to her room, simultaneously defeated by circumstance but triumphant in her bravery. She would get it right next time. She rubbed herself to sleep, thinking of Julio’s magical blue eyes and imagining a long, curved, brown cock in her mouth.
Jessica pulled out all the stops on the last trip. Seattle was sunny and warm, despite its reputation. This allowed Jessica to let her inner cougar prowl the shops and restaurants of Pike Place and the waterfront with ease. In a charming bistro overlooking the Bay, Jessica found her prey. A couple of businessmen were celebrating a pyrrhic victory of some sort. They were loud and cocky. They were tall and handsome with big dick energy. They both sported wedding rings, but chatted Jessica up nevertheless. One checked out her legs as the other let his eyes linger on her cleavage. She had found her marks.
Jessica took a deep breath to gather her courage. She reached above her with both arms and let out the loudest fake yawn she could. “Well, men, I’m afraid I need to get to bed…soon. Good thing the Hyatt is just a block away. Listen, I don’t suppose I could get one of you to walk me past those scary folks on First Avenue.”
Jessica’s heart rate surged, and her stomach sank as the guys hesitated. They looked at one another. The bigger of the two spoke.
“You know, I think it might be safer if both of us walked you back. You don’t mind a double, do you?” He said with a lecherous smile, proud of the implication. This particular option had never crossed Jessica’s mind. Ten minutes later, the three of them were in her hotel room.
They were selfish, nasty, and rough. Everything Jessica could have hoped for. Her sexy dress and lingerie were ripped off her within moments of entering the room. She found herself on her knees in nothing but heels and her anniversary tennis bracelet, sucking on two beautiful cocks.
Alternating from one (cut) to another (uncut), Jessica channeled every porno she had ever seen. Rubbing the cocks on her face, gagging until tears made her mascara run, jerking and sucking and praying that they would both cover her with their bull seed. Before that could happen, she was picked up and literally tossed onto the bed.
”Condoms!” Jessica managed to shriek and point before her mouth was filled to overflowing with one guy’s freshly shaved ball sac. Meanwhile, the other with the hairy chest thrust inside of her. While not requiring the magnum size, this guy’s cock was still longer, thicker, and harder than her husband’s. Her orgasm began nearly instantly as she writhed and moaned into the other guy’s balls.
“Damn,” the hairy-chest-guy said as he fucked his way through Jessica’s endless contractions. “We’ve got a live one!”
Soon, shaved-balls-guy was also gloved up, and the two alternated inside her. Thirty or so hard strokes from one, then a high five, and the other got his turn. Back and forth they went. Once the orgasms started, Jessica couldn’t shut them off if she had wanted to. The foulest things came out of her mouth as she urged them on.
“Yes. Yes! Yesss!!! Fuck me, boys! Use me like a slut!”
“That’s the plan, you hot bitch,” one or the other moaned as he hammered into her.
They finished as she hoped they might. Her head hung off the edge of the bed as hairy-chest-guy fucked her throat and shaved-balls-guy drove her into the mattress.
“Oh, fuck, this is good pussy,” he groaned. “I’m going to fucking nut!!!”
“Goddam. Me, too!” hairy-chest-guy yelled.
Shaved-balls-guy tore off his condom and jerked his rod, shooting warm ropes onto Jessica’s stomach and tits. That spurred the guy in Jessica’s mouth to pull out and coat her face, neck, and tits with his own thick jizz. They took her to the shower, where each did her one last time before they left to return to their wives.
Jessica had to suppress a whimper as she sank into her first-class seat. She was pleasantly sore from the previous night’s activities. She sipped a glass of champagne and silently toasted herself. “You are one hot bitch, Jessie,” she smiled.
A good-looking guy, a little older than herself, with a bit of a guy, took the seat beside her. They chatted on and off over the four-hour flight back to St. Louis. He had a wedding ring scar, as he was recently divorced. It turned out that they had some mutual friends. In fact, he lived just a few blocks away from her in the Ladue neighborhood. He violated every rule.
“Hey, why don’t I get your number?” Jessica said as they taxied to the gate, “Maybe we could meet for lunch sometime.” And with that, Jessica typed “Hot Steve” and his number into her burner phone.
