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Imagine if your wife told you that she wanted you to start wearing panties every day, would you? Then she hands you a pair, tells you to put them on, then we are going shopping to get a strapon for her.
Imagine if he saw her face and said something like, "hey, I know where she works". Now you would know that he knows where she works and what she looks like without her clothes on. Since you were on a cuckold chat, he probably figures he has a green light to try and get into her panties.
Did your mom ever do "ironing" when any of your friends were around? I am sure they thought she was a MILF. Wonder if any tried and possibly succeeded at getting those panties off.