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The bathroom door was near the bed and easy to find in the dark and the sink with the medicine cabinet above it was right across from the door. I had seen a small jar of Vaseline there and with a little fumbling found it, opened it, scoped up a gob of Vaseline in my right hand, and smeared it on my cock from head to root.As I climbed back into bed and assumed my former position, I whispered into mother's ear. "Drop you bottoms, mom, because I don't want to stain them." Surprisingly, she did so without comment. I gently opened her mouth with my left hand and began to massage her gums and the inside of her cheek."I'm going to be very slow and gentle as I penetrate you," I whispered, giving her ear lobe a nibble. "If you feel that I'm hurting you, just bit down on my fingers and I'll stop."But mother didn't bit me but rather lowered her left hand and began stroking her pussy as I slowly entered her rectum. At the same time, I ask mother to raise herself slightly so I could cup my right. I asked if it was okay for her friends that I'd be around and that they dont' mind me being there, she says yes. On the night of the party, I wasn't planning on hanging around for long so I mostly stayed in the entertainment room and binged watch a few movies. Later that night my wife asked if I could plow the snow since it got thicker. I said yes. But then she said "this is DARE time". I was like "really?", she laughs. Then she said. "I dare you to plow the snow without any underwear on". I confidently said "That's it? For sure." "But after, you'll join us downstairs and you'll wear your compression underwear and your pajama top" she added. "WTF?!" I said. She already was thinking what I was about to, my penis will shrink further down to nothing in the cold and then I have to wear tight underwear after. I was right. Soon after I plowed the driveway I joined them wearing what she told me to wear. I was walking around offering drinks and chatting with other women on their undies. Most.
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