“You’re going to hold your pee until I tell you to piss.” It was about seven-thirty in the morning when we started this. By 8:30 a.m. Heather was squirming. By 9:00 a.m. Heather was pushing her hand across her crotch over her jeans and bouncing her legs. “Need to release?” I asked. “Yes,” Heather said, her voice cracking a little. “Not yet. I want to see you really struggle.” Heather’s face flushed and she stood up. She started doing a little pee-pee dance with her eyes closed and her hands pressing against her crotch. “It’s working,” Heather gasped. I was getting aroused knowing my wife’s bladder was so full and she was struggling to maintain her composure. I wanted nothing more than to see her desperate and then wet her tight shorts in a huge gushing release. “I want you to piss your shorts and Stacey’s panties,” I told her. In the past, I had encouraged and asked Heather to piss her jean shorts or other pants. I knew this was something she was not keen to do. Heather did. Her hole looked so tiny but he knew it would expand. Phoebe felt Billy’s cock start to press in to her ass hole. She just kept saying to herself, “relax, breathe, relax, breathe.” She grabbed hold of the sheets in anticipation of the pain she knew would happen. With all of the lube on his cock and hands, Billy could not get a real good grip but good enough. He slowly pushed in her shitter. If he could just get his head in, it would be downhill from there he thought. Which seemed like an eternity, but which was only about a minute, of trying to wiggle his cock head into her asshole, it finally popped in. Phoebe moaned a combination of pain and pleasure. Tears started welling in her pretty blue eyes but she did not say anything. Relax, relax. As soon as his head passed her outer asshole muscle, he moved slowly in further. He pushed in around three inches then pulled out two. He did this a few minutes to loosen up her very tight asshole. Billy thought her cunt was tight when he first.
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