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First step
Posted:Jun 6, 2020 1:54 pm
Last Updated:Jun 27, 2020 10:18 pm

It all started when Cassie began telling a gathering of close friends about her 11 month dry spell at a party at my home. She put a very humorous spin on the socially inept and charmless men she'd been on dates with, but as the tale went on, it became clear that her seemingly inexplicable sex drought was taking a toll.

"It's not been good for my ego," she said. (I'd always found her to be funny, charismatic, talented, and attractive.) "I don't want to let my standards slip, but at this point, I just really need to get laid."
"Well, I could help you with that," I said, hoping that a cocked eyebrow would indicate to her, and to our friends surrounding us, that my remark could be meant in jest.
My comment got the flirty courtesy laugh it barely deserved, and then Cassie turned her attention to refilling everyone's wine glasses.

Surprisingly, the next day I got a message from Cassie that read: "I've been thinking about your offer. If you're serious, I'll take you up on it."
As excited as I was, I knew we'd need one crucial thing before this could happen, Linda's blessing. Linda was a family friend of Cassie and, for a little over a year, my wife.

I should mention at this point that Linda and I were not exactly monogamous, though neither of us had done too much about it. As such, the boundaries on what was kosher and what was not were still ill-defined. It as over dinner that night that I decided to kick the tires, albeit carefully.
"Do you know that Cassie hasn't had sex for nearly a year?" I said to Linda, who wasn't able to attend the party. "Wow, that really is a long time," she said.
"Right?" I continued. "So... I was wondering what you thought of me helping her scratch the itch."
"You mean have sex with her?" she said. "With Cassie? Oh, I don't know..."
"C'mon, why not?" I asked. "Look, she knows I'm crazy abou you. I'm a safe subject. It'lll be like a sleepover, really."
"Aside from all the sex," Linda added.
She was smiling now; amused, maybe even excited by the idea. "I think it would be a really nice thing for us to do for a friend," I said.
Linda agreed saying, "She could use a boost."

For the next day or two, we discussed the pitfalls of the project and figured out to avoid them. Finally, Linda gave her consent, saying she knew Cassie well enough to know that Cassie didn't have a malicious bone in her body, and consequently didn't feel threatened by the idea. Linda also liked the message it sent about our relationship. That it was both durable and pliable "It's much harder to break a relationship that's bendy," she said.

I wasted little time telling Cassie, who seemed thrilled. So thrilled, in fact, that I felt compelled to remind her that it was just me she'd be spending the night with and not Idris Elba. But then, 11 months is a very long time. Cassie, ever organized, put our "cheat-cute" on the calendar. Two days prior, I checked in to make sure she was still game.

"Are you kidding me?" She answered. "I can barely stop thinking about it."
In fact, she'd thought about it so much that she had a whole night planned that involved cocktails, dinner, and a visit to an upscale strip club before heading back to her place for the main event. Even though it sounds cliche, I was thinking more "Netflix and chill" but then this was her night, her charter, her call.

If Cassie felt timid about our contrived sex date, she disguised it masterfully when I picked her up at her apartment. Feeling suddenly bashful, I stammered out a hello and we left for a trendy neighborhood bar. There, Cassie told me about how several guys she'd been on dates with had taken themselves out of contention by being insensitive, inattentive, six to eight inches shorter than advertised, or merely dull. After dinner and hirty minutes of pretending that I liked strip clubs as much as Cassie did, we headed back to her place.

A thick silence fell in the elevator on the way up to her apartment. I needed to start bridging the gap between idle chatter and the business at hand. We really had no idea weather we'd have enough chemistry to pull this whole thing off convincingly. Cassie was already looking up at me through her angs as I took as step toward her and put my hands around her waist. With my nerves on edge, we kissed. The instant we went through her apartment door, nearly a year's worth of pent up lust came flooding out of Cassie. She was ripping up he standard sexual playbook with a zeal that laid the extent of her frustrations bare. She raked her nails across my back, bit my ears and turned the air blue with the things she said. Not a style I was used to with Linda; it was all I could do to keep up.

Gradually, Cassie let off enough steam for us to get in sync with each other and turned very submissive when I was fully inside of her. As this was a one night only engagement, we took full advantage of the situation. It was sometimes awkward, sometimes silly, but overall fun evening that lasted well into the wee hours. The next morning, at breakfast with Cassie, I mulled over what an outlandish adventure this had been. By accidentally expressing what I secretly wanted to one woman, and being honest about that want to another, somehow I had pulled off the unthinkable. Before I left, Cassie handed me a card for my wife. It underlined the idea that Cassie had merely borrowed something that belonged to Linda. Now she was returning it, and me, for good.

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