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My views on the Shy Guy (Mario reference asking another person out? I used to be shy and thankfully I was asked out by a more outgoing person. Now I'm slightly more comfortable with strangers, but there are a few things I try to remember to help me:
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Perfume is the most unsexy thing there is. Many times I have chosen to not ask out a woman for a second date because she was drenched in perfume on the first date. Prior, I have given women the opportunity to not wear so much perfume only to have them either not listen at all or to eventually revert to drenching themselves in perfume again.
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I used to share my beautiful wife with lots of other men. Some were friends and some were picked up by her. I would dress her in short skirts with no panties, button up shirts braless. She would unbutton several buttons. When she picked up some man we would take him to our hotel room. She picked up one black guy with a huge cock. He fucked her everywhere. Fucked her pussy first, then her mouth and ended up fucking her ass. Since had already fucked her twice, it took him almost an hour to cum in her ass. She was on her hands and knees at the end of the bed. He was standing up behind her. By the end of a half hour she started shaking due to being in that position so long. At the end of the hour after he finally came she was a quivering mess. We rolled her over on her back and her legs were shaking so bad. I took advantage of that and fucked her myself. She had lost all control of her body and it was the best fuck ever with her.