Heads and Tails, Part 60


Michael ran his hands up Diane’s stomach and grabbed one of her breasts. “That was nice,” he said, “but we don’t have time for cuddling.” He pinched her nipple hard enough to make her squeal. “We can cuddle in Colorado.”

Diane smiled and rolled over to face him. “So what next?”

“Well, that depends. What time do you need to leave?” Michael asked.

The clock on the wall above the dresser said 3:30. Diane knew it would take about a thirty minutes to clean up and leave the hotel, half-hour to get home, and another half-hour to clean up so that her husband wouldn’t suspect anything. “We have about two hours until I have to get ready to leave,” she said.

Michael smiled and kissed her. “That is plenty of time for some fun,” he said as he rolled her onto her back. He moved next to her and sucked one of her nipples into his mouth while he slid his hand down her body.

Diane gasped and spread her legs as Michael’s fingers pressed against her clit. He pinched and rubbed it between his fingers until her back arched in ecstasy. Michael slipped two fingers into her cunt and continued to rub her clit with his thumb. The sound of his fingers plunging in and out was a loud sequencing noise as their combined fluids worked their way out. Michael did not relent until she had cum twice, then he removed his fingers and pulled her to the edge of the bed and he knelt between her legs. He licked her clit and tongue fucked Diane until she was screaming and begging him to stop.


Michael relented and stood up. Diane’s heavy breathing and the tragic look on her face made him smile. He turned his back on her and opened one of the gift baskets full of goodies. He pulled out a bottle of lubricant and a small vibrating anal plug before turning back to Diane.

She was lying on he bed, her eyes closed, making little cooing sounds every once in a while. Michael slid his fingers back inside her dripping pussy and Diane’s eyes immediately shot open. She propped herself up on her elbows and looked at him. “What do you think you’re doing?” she asked.

“Just making sure you’re still alive,” he said as he curled his fingers upward.

Diane’s eyes rolled back in her head for a moment before she regained control. “Very much alive thank you, and very sensitive at the moment, thank you very much.”

“Well let’s give you a little break than shall we?” Michael smiled as he pulled his fingers from her cunt. He moved them down and used one to manage her anus.

“Mmm…I haven’t gone there in years,” Diane said.

“Well we will have to fix that,” Michael said as he knelt back down and ran his tongue across her rose bud. He could taste their cum on her ass, and it only excited him more. He pulled out the lube and poured some on a finger. He spread it around for a moment then slowly pushed his finger inside. Her ass was very tight, it was so tight he was not sure she would be able to handle his width. “I think we’re going to have to get you ready for me first,” he said.

Diane simply moaned and tightened her anus around his finger.

Michael took the plug and liberally coated it with lubricant before he pressed it against her ass. He worked it in with measured care, turning it, adding more lubricant, and pushing until she had taken the entire thing. “How does that feel?” he asked.

“It hurts a little,” she said, “but in a good way.”

Michael flipped the little switch in the base of the plug and it began to vibrate. “And now?”

“Oh…God,” was all Diane could manage as he back arched and her fists clenched.


Michael picked her up and laid her in the center of the bed. She grabbed hold of his arm and pulled her to him. They kissed and shared the taste of her on his lips. Diane grabbed hold of Michael’s. Cock and stroked it hard. She pushed him onto his back and got on her knees beside him. She grabbed his dick and lowered her mouth onto the tip. She flicked her tongue all about it and let her teeth gentle graze it before she took more of it into her mouth.

With every second that passed the blowjob became more frantic. By the time the anal plug had coaxed her to two more orgasms she had completely lost control. She fucked him with her mouth with all the abandon of a wild animal. Michael’s warning went unnoticed and the sudden shot of seven in the back of her throat was the only thing that brought Diane back to earth.


She swallowed everything he gave her and did her best to clean up when she withdrew, but there was spit and cum everywhere. She looked back at Michael sheepishly. “Sorry about that,” she said.

“Don’t be,” he said through panting breaths. “That was amazing.”

“I don’t usually lose control like that,” she said. “I think the vibrations made me do it.” She winked at Michael and looked back at his cock. “My God, you’re still rock hard.”

“I am at that,” he said.


“Well no sense letting that go to waste,” she said as she climbed on top of him and positioned his rod for entry. “I think that after this we might just have to pull that plug and give it a whirl.”

Michael could not agree more.

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