Two I forgot about from a few years ago:
1) My neighbor has a hot tub. She is single, super sporty. Very weird, but nice to look at. She invited me over into the hot tub one afternoon. As I was climbing in, she said, "The jets on this side are the best, so if you want to cuddle up with me and share a jet, that's fine with me." It was so completely unexpected that I freaked out a bit and sat totally opposite her. I used the hot tub with her a few times after that, and we always sat opposite from each other from then on. (I wouldn't have messed around with her, but cuddling sure as heck would have been nice!) I told my wife about what the neighbor said, and my wife rolled her eyes and told me that I need to grow a pair some day because I avoid this type of thing way too often. (But that is also probably why my wife trusts me so much.)
2) Same neighbor was walking her dog. She took her outer shirt off because she was hot, and she had on a pj tank top and was clearly braless. She realized it right away and put her top back on and said, "oops, that's why I was wearing a second top, I forgot that I didn't have a bra on." What I wanted to say was, "There is nothing wrong with that. I think it's fine to have your other top off," but instead I said...nothing. I probably had a weird look on my face. It would have been nice to chat with her for 20 minutes with her outer top off.
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