Update 2 of 2...
So, my wife and her colleague kept texting about this mystery woman for a few days, and she somehow by some miracle convinced him to bring his girlfriend-something to our house and plan on staying the night. I seriously don't know how she did this, but she did.
Anyway, we had dinner with them, and while my wife and the guy talked about work, the woman and I talked about being the partner that had no idea what our partners even did for work. She was super flirty, and it was fun.
My wife, at 10pm on the nose, said she was going to put her pajamas on. I wasn't excited this time because last time it was kind of boring at first. The woman said she was going to put her pajamas on, too. Of course I was really curious about what her "pajamas" were going to be!
My wife came down in a long, clingy white t shirt....braless! You couldn't really see any coloring of her nipples, but they were poking out a lot and puffy, too, and the shape of her breasts were outlined. She is a d-cup and they are very attractive. And she wasn't wearing pants! Just yellow granny panty underwear.
My heart was thumping so much! The guy looked at her and smiled. She said, "You pretty much saw everything last time so this time I am going to be comfortable!"
A loooong time later, the woman friend came out of the bathroom in her pajamas....a thin, light blue pajama top with matching pants. You could see her red underwear through them, and she had a black bra on. I was so disappointed!
We don't drink, but the woman did, she even brought her own stuff, and after about an hour of talking, she started talking about her days in college, just randomly. She was clearly tipsy and rambling on and on. She made some comment about my wife's nipples "speaking to her" and my wife said, "but you are the one wearing a bra...under PAJAMAS!" The woman said that she thought we were kind of prudes, so wearing her bra would be more appropriate.
Now, my wife is an introvert, but she gets defensive and gets competitive, so my wife suddenly was getting defensive about how she wasn't a prude and such. I took advantage of it and said, "well you are a lot more of a prude than you were even a few years ago." She insisted she wasn't. The tipsy woman asked what used to happen a few years ago, and I said how my wife used to to get changed in front of people and even flash people a few times. The woman said, "oh, flash us now!" My wife said "no way, I think my shirt right now is close to flashing enough as it is."
I said, "see i told you are you becoming a prude". So, without saying anything, she flipped her shirt up very quickly and sort of flashed us. It was so super quick and barely above her stomach that I don't think anyone saw anything. "There," she said.
The woman said "that is it?" and lifted her shirt so we could see her bra. Nothing special, but she wanted us to react like she was naked.
Anyway, everyone was silent for a few minutes, then my wife said she was going to bed. I was hoping something more would happen, but my wife went upstairs. I sat quietly with the guy and his girlfriend, and we all went to bed just a few minutes later.
The next morning, my wife and I went downstairs, my wife still in her pajamas from the night before, and the guy was sleeping but the woman was sitting on the couch reading her phone, but she had lost her pants and was clearly braless now. When she saw us, she said good morning and stood up right away to greet us. The guy stirred and sat up a bit.
The woman apologized for the night before for pushing the prude thing, and I said I think I pushed it even more. My wife said, "that is okay. I said I am not a prude" and she lifted up her shirt and completely exposed her breasts to the three of us for about 4 or 5 seconds, then pulled her top down and said, "what do you all want for breakfast?" It was so casual and seemed completely appropriate in an intimate and stressfree way. I don't know how to explain it. Both the guy and the woman stared at her chest, pink nipples and all.
The woman then asked, "Do I get a turn?" My wife said "sure" and the guy said, "ok." So the woman lifted up her shirt and let us look for 5 seconds or so. Her breasts were really small yet saggy, and I loved it. She had nipples almost exactly like my wife's, too.
It was like the entire atmosphere changed, like we were all best friends and comfortable. We hardly talked over breakfast, and it was just so comfortable.
Anyway, we all got dressed in our respective areas and no one saw any more boobs, but it was pretty neat. The woman lives about 20 minutes from us and we plan to have her over again as friends. It turns out they met at a coffee shop right when the guy came into town, but he never mentioned her to anyone! I still want my wife to sleep with the guy, but he leaves this Friday (two days from now), so I doubt it's going to happen, but watching my wife flash him and his woman friend in the morning when everyone was sober and in a good mood felt so organic and cozy, it was probably more exciting than her sleeping with him. BUT, they will see each other all day tomorrow and part of Friday, so I really hope they flirt in my wife's office or something! I assume she would tell me even if they flirted, so I will let you know if anything happens (though I doubt it will at this point). I will have to have her think of someone else to sleep with!
Anyway, super exciting for me, and if I hadn't been pushing her to sleep with him in the first place, none of this would have happened, so it's like a dream come true, sort of!
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