What A Deal - S01 E91

Story 1 week ago

What A Deal - S01 E91

Read Story: SEASON 1 EPISODE 91

This was going to give me a big head… well, big heads. "Where shall I start?" It was a rhetorical question that I was asking myself, but apparently the ladies had planned this out.

Becky turned. "I got first dibs. I haven't been ass-fucked in a while and you know I have always loved it. Please, get over here and fuck my ass."

It was true. We had found out that Becky and her deceased husband had loved to have anal sex. I was not as long a practitioner of it as she, but I loved fucking her nice, big, round, pale ass. She had introduced me to it and we had been training Cindy for it, but hadn't taken the plunge – so to speak.

I walked over and squatted over Suzanne's body. I reached down and squeezed her tits and then sat astride her chest. Becky bent over further and arched her back. She put her ass up in the air and I could finally see Suzanne's face.

Suzanne smiled. "Hello."

"Well, hello, it's my favorite little slut under there."

She grinned and just reached up and grabbed my balls. I leaned forward and lined my dick up with Becky's pussy. I slowly buried it in and she groaned. I could feel Suzanne licking my dick, balls, and Becky's pussy under me. I fucked Becky for about 10 strokes and then pulled out. I lined up my now soaking dick with her pretty little pink star and pushed. Becky helped immediately by pushing back and pushing out with her ass. Since she was a regular at anal sex, she easily opened up and my dick popped in. I started fucking her slowly. She groaned and I could tell that Suzanne was still licking and sucking her pussy. That combination and the lack of anal sex must have gotten to her because it wasn't two minutes before she thrashed and came and spasmed under me. I was just starting to get really worked up, but with four naked women in the house, I was sure I wasn't going to suffer.

As I pulled out Becky collapsed forward off Suzanne's face. "Oh! My! God! That was so good. I really miss that."

I grinned. "Anal sex, or having a woman lick your pussy, or my dick in particular?"

She laughed and rolled over on her back. "All of the above."

Suzanne was licking and sucking my dick and working toward a good blowjob, but I had something else in mind.

I stood up and Suzanne groaned as I took my dick away. Cindy had also sat back and Suzanne seemed really primed. But I had other ideas. I turned to Katy who had been just sitting there watching and slowly fingering herself. "Katy, get the good lube."

Katy scrambled upstairs to get it and I turned to my wife. "Cindy, honey, you have been a very bad girl!" She looked at me quizzically at first, but then she smiled. She was getting the hint.

"Yes, sir."

"You need to bend over that ottoman and take your punishment now." I pointed to the small round footstool that we had that was very low and padded. It was only about 15 inches off the ground and made a great place for someone to kneel and bend over to receive a spanking.

Cindy bent over it and I kneeled next to her. Suzanne and Becky had gotten up and now sat on the couch where they could see Cindy from behind. Katy came back in with the lube and I held out my hand to take it. Then I put my hands up and motioned like I was taking a picture, indicating that I wanted Katy to get the camera. She smiled and went to get it. I turned my attention back to my wife and ran my right hand over Cindy's ass and between her crack. She groaned. "Are you ready for your punishment, slut?"

"Yes, sir."

I smacked her on her right cheek fairly hard and it made a nice smacking sound. Cindy jerked at the contact, but didn't rise up. I saw Katy take her first picture. I did it to the left, then right, and then left again. I spanked her fairly hard on both cheeks for 5 strokes each until her ass was a nice bright pink. Katy continued to take photos of me turning Cindy's ass red. Cindy was moaning and I ran my hand down thru her crack and she was still wet from the earlier activities and the spanking seemed to have kept her that way. I turned to the other ladies and smiled. "Becky and Katy, I will need your assistance." I turned and leaned over toward Cindy's ear. "Honey, we started down this road a long time ago, but with everything else that's going on, we have not completed our journey. Prepare to lose your cherry." As I said that last part I ran my hand over her asshole, letting her know that she was about to have anal sex for the first time. We, Katy, Becky, and I, had used plugs on her regularly, but I had never completed the act of fucking my beautiful wife in her cute little ass. It was time to remedy that omission.

I moved back behind Cindy, my dick bobbing and pointing at the target. "Becky, please talk Cindy thru this. Katy, prepare her ass to be assaulted." Becky moved over alongside Cindy to talk to her about what was to happen and be there as it did. Katy handed the camera to Suzanne, took the lube, and squirted some liberally onto the cute little pink star that was my wife's asshole. She rubbed it in, all around it, and then slowly worked her index finger into it. Cindy moaned. She pulled it out, put some more lube on her index and middle fingers and worked both of those into Cindy's ass. Cindy was much more comfortable with anal penetration now after using the plugs, but she had still not been fucked there. Katy sawed her two fingers in and out and Cindy was moaning as Becky held one of her hands and whispered encouragement to her. I moved forward and Katy immediately took her lubed fingers and applied some of the lube to me. I was definitely hard as a rock now. I looked over at Suzanne and she was taking a few shots of Katy and me as we prepared Cindy's ass.

I slowly inched forward until I was between her legs and my dick was resting along her ass crack. I slowly moved back and forth and then pulled back enough to press the head against her sphincter. Becky continued to calm Cindy and I leaned forward and pushed against her resistance. My dick was slowly going in, slowly, slowly, until finally the head popped past the muscle. Suzanne was leaning over, getting shots of the initial entry.

Cindy moaned. "Oh, fuck, that's big!"

I stayed still for a minute.