A sweet wife slowly learns to let go on vacation

Dinner was once again great. The conversation flowed, with lots of light touching and flirting by the girls. Olivia was a bit more restrained, but more intentional with her flirting. Jennifer, on the other hand, felt so comfortable with Ken that she was just carrying on with him like a teenager. Since it was early, it was mostly older folks at the tables around us giving us disapproving looks, but we were having too much fun to care.

Olivia was wearing a thin dress that was modest by the bikini standards that seemed to be quite popular at the resort. By dress standards, though, it was hot. The straps that came down from the neck got wider as they covered her breasts, but not that wide. Olivia’s breasts were not small enough for this to be simple and dignified either. Those pieces of cloth were not quite covering the sides of her tits, exposing a beautiful roundness on both the inside and outside. It wasn’t trampy, just hot.

Jennifer hadn’t really thought too much about what would be a good outfit for dancing. Olivia’s outfit set the bar a little higher than the casual clothes she was wearing. When we were done with dinner and two bottles of wine, Jennifer said that she wanted to change into something more fun for dancing. She surprised me a bit when she asked Olivia to come with her to pick something out. I know that’s what a lot of women do, but that wasn’t like Jennifer. Also, it’s not as if we had brought a ton of clothes with us, so there weren’t a lot of choices for her.

That left Ken and I to talk for what I’m sure was not going to be a quick trip for the two gals. Part of me wanted to bring up the whole big picture of what he thought of the closeness between the opposite spouses that seemed to be developing. But how do you bring that up? I saw the primary outcome of such a conversation to be possibly ruining everything through awkwardness. So, we kept the conversation light and talked about the kids, work and some wonderful day in the future when retirement was a possibility. It turned out that this was a great conversation to have. There was nothing about the exchange with Ken that made me think he was anything but just a great guy, and I was strangely happy that Jennifer was getting along so well with him. Of course, the conversation that Jennifer and I had heard through the wall while he and Olivia were having sex was not lost from my mind. Part of him very much realized that he thought Jennifer would be great as more than a friend, but he never said anything remotely creepy. And there was nothing that made me think she was upset with all the attention I was paying to Olivia.

When Jennifer and Olivia returned, I did a double take. Jennifer was wearing an outfit I didn’t recognize. I was hesitant to say something and possibly get myself into trouble for not recognizing an outfit that she had bought and showed me, but she quickly volunteered that Olivia had offered to loan her one of her dresses. It was a small, black spaghetti strap number that probably fit her a little tighter than it should since Olivia was a bit thinner than Jennifer. Jennifer seemed to be reveling in it though. She didn’t really have anything like that at home, so I was impressed with her confidence to wear it. I wasn’t sure how much of it was her getting bolder or the wine at dinner, but she wasn’t going to get any complaints from me.

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