We'd spent the evening with wine glasses in hand, naked in the Jacuzzi, under the starlit sky. Joy and Jason were married, but they'd gone through a rough patch and during that time Joy had been with another. Jason eventually realized that he was alright with Joy's escapades; in fact he was infatuated with the thought of her and a lover taking each other in front of him; though he still had moments of jealousy and worse, self-loathing, for allowing his wife to fuck someone else without consequence. For her part, Joy had really thought that they were through and she had cared about the man she'd been with deeply, but when the chance to repair her marriage presented itself, she'd jumped at it, forsaking the thrill of newness for her long-term happiness and stability.
Since then, they'd gotten along well, though she often harbored thoughts of her former lover's body. Sometimes, when Jason mechanically performed their routine, she'd imagine her lover's cock instead of Jason's penetrating her. Secretly, and buried more deeply inside, she also reveled in the memory of the day that she'd fucked her lover and then Jason had come over to talk; her lover - his friend - running out the back door, stealing away to avoid the explosion they both thought would result. She'd somehow connected with Jason again that afternoon, for the first time in a long time, and they'd made love, Jason sliding his cock into her still-dripping pussy, and at one point, she realized that Jason's dick was coated with another's sperm as it plunged the depths of her pussy and suddenly she'd had the most explosive orgasm of her life. Since then, Jason had found out about the fling, and they'd talked through a hundred difficult and intimate things; even Jason's sudden, inexplicable prurient interest in her taking another lover, but she'd never told him about that day or what it did to her to think of him getting sloppy seconds.
So this night, maybe Joy or Jason, or both, had ideas about what could happen, but neither were being too forward. I'd come over to hang out, have a drink and dinner with friends. It turned out that of the four or five people that were invited, it was only me that night that made it. My wife was also invited; she was very close to both Joy and Jason, but she was out of town on a two day business trip. So eventually, after a glass or two of wine, we'd decided to hop in the pool, and when I pointed out that I didn't have a suit, Joy (only half-jokingly) suggested that I didn't need one. It was one of those moments that came on so quick that I didn't have time to judge my reaction, but the look on Jason's face conveyed that something was different tonight, that I could take Joy's playful comment seriously and we all might actually skinny dip. So I did, maybe because of the wine, or maybe because I wanted to see Joy naked and that overrode my normal inhibitions, but whatever the reason, I was right about Jason's reaction.
I said "I'm up for it." And Jason almost immediately said "Me, too."
There was an awkward moment where we all looked at each other, knowing that Joy's response was critical because if she had truly been joking then she probably wouldn't react well to her friend and her husband blatantly and unrepentantly accepting a suggestion she thought so obviously unacceptable. The awkward moment, though, lasted less than a minute, and she smiled mischievously and dared us to drop our pants.
"Ok. Go ahead, then. Let's see it boys."
At this point, I began to question whether I'd read the situation correctly; I suddenly imagined that Jason was really joking and I was about to drop my pants to the eternal amusement of my married friends, who would laugh with each other all night and forever afterwards, at my naiveté and presumptuousness; at my expectation that they were willing to share their naked bodies with me, and my obvious willingness to share mine with them.
But again, I had only a moment to question myself; I caught Jason's eye and realized he was unbuckling, and watching me to see whether to continue. So I kicked of my flip-flops and unbuttoned my shorts, trying to look nonchalant and willing myself not to look at Joy who was clearly looking at me and her husband stripping, amused. I pulled off my shorts, revealing my boxers, and then lifted my t-shirt over my head, as Jason was doing the same. I noted that we'd both chosen to leave the boxers till last. I purposely didn't concentrate on the moment of truth, dreading another pause where Jason and I look at each other, deciding whether to proceed, and instead just dropped my boxers and went toward the water immediately.
Joy cat-whistled and laughed heartily, blatantly checking out my package and then my ass as I turned toward the pool. I interrupted her, asking "Aren't you getting in?"
"Oh yeah. But I have to go get my bathing suit first!" She teased.
Jason and I protested loudly and she responded, "Just kidding. Fair's fair and besides, I've been wanting to skinny dip ever since we got the pool. The idea of gliding through the cool water and watching the stars sounds so relaxing."
Jason yelled "Quit stalling and get naked!" and Joy, to my complete delight, complied. She made a small show of it, which turned me on immensely, because it wasn't like her to be so forward around me, and I imagined that it was because she was really feeling (and approving) the sexually charged atmosphere.
