We had been friends with Jack for years when the incident occurred. It wasn't something any of us had ever planned or anticipated, but sometimes that is how life's most memorable experiences happen.
There was nothing wrong with my relationship with Liz, per se. The sex was as amazing as always, and she was my best friend, my partner in every way. The problem was with me; the last couple of years had taken a toll on me, physically, and I was having difficulties for the first time in the feeling desirable-arena. I knew Liz desired me, but it didn't have the same erotic effect of me feeling like a powerful, sexual creature, the way I had when I was younger.
The night the idea was proposed began as an ordinary Friday night. A bunch of us had planned to meet for drinks at our local watering hole, but due to childcare snafus and other unforeseen circumstances, only Jack was able to join us. We had a few rounds under our belts, and decided to nip outside for a cigarette (none of us smoked regularly, but we had an unspoken agreement that whenever we went out drinking, we would share a pack between us). We were heading towards the outdoor patio area, arms linked to keep us from being separated in the crowded bar, when a guy approached us.
"Man, you are the luckiest son of a bitch." This comment was directed at Jack. "I would love to know your secret". And with that, the stranger held the door open for the three of us, bowing us out of the bar as though we were royalty.
Jack blushed a little, because that's what nice guys do, but Liz and I thought it was hilarious. Liz ran her hand up Jack's chest, teasingly. "That guy thought you were such a pimp," she said laughingly. Jack blushed even deeper and caught Liz's hand. "That guy was hammered," he muttered, "He didn't know what the hell he was talking about." I lit a cigarette and handed it to him, to calm him down.
"C'mon, Jack, what's the big damn deal anyway?" I soothed him. "So what if some random guy thinks you're hooking up with two cute lesbians...isn't that every man's fantasy?"
As Jack smoked his cigarette and considered what I had said, he visibly relaxed. "True," he said with a little smile, "although, and I can't speak for every man, but personally I would be happy just to get to watch." As soon as the words were out of his mouth, a look of horror crossed Jack's face, as he realized it sounded as though he were talking about us specifically. But my eyes had met Liz's, and I could tell we were both thinking the same thing.
Liz and I had been talking for some time about the possibility of letting a straight man watch us fuck. No plans had been made or anything, but we had sort of batted around the idea, to test our levels of comfort and establish the boundaries of what we each might be willing to do, but until this moment, I don't think either of us had truly considered these discussions as anything other than hypothetical.
But now, watching her eyes darken with excitement, I knew this was something Liz wanted to do. The thing is, Liz was actually bisexual, and while she was certainly beyond satisfied with our sex life, there were certain things she occasionally missed that I just could not provide for her-specifically, she missed having a guy come all over her tits. I could fuck her with a strap-on, or do any number of other things to pleasure her, but that was one thing I simply couldn't offer. We had agreed that we could both live with a guy that we liked and trusted offering that service, but I don't think either of us had ever thought of Jack for the job. But now that we were silently considering it, it seemed like a good fit. I gave a small nod of consent to Liz, who smiled and bit her lower lip. Jack was completely unaware of the silent exchange that had passed between us, and so was completely clueless when Liz snaked her arm around his waist and asked him, point-blank, "Would you like to watch us, Jack?"