I don't know if it's the wildest, but the wife loves masturbating at windows, balconies and sliding doors whilst on vacation. Once we were in a small place and she got super horny and I had her at the 2nd floor massive window that was knee height from the floor (typical in Japan). The windows of this type are usually about 5 foot tall, so if she stands in the women you can see everything from the knee up basically. I had my finger in her wet pussy from behind while she was masturbating herself right up at the window. There was some ligh from outside so it wasn't pitch black or anything. While she was really getting into it a guy walked past and stopped and looked at us. I told my wife and she went wild. He took off after a couple of mins and then a car drove past and stopped for about the same amount of time (it was a small side street that the window looked over). Again I told her and she again went wild and her signature "Look at me" came out. After I asked her if she thought they could see her and she was dubious, but I went outside and stood where they were with the wife in the window and you could definitely see. She wasn't embarrassed, but proud of herself! Haha.
Alas this only every happens on vacations, never at home. I'm cool with that though as our jobs are too sensitive to screw things up.
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