What A Deal - S01 E99

Story 3 days ago

What A Deal - S01 E99

Read Story: SEASON 1 EPISODE 99

The plugs suddenly appeared out of nowhere and I looked at Cindy. She grinned at me evilly. "Ladies, I think we should let Jack stay hard for a while, don't you?" There were murmured agreements all around.

Cindy looked at me and Bobby. She grinned at me and winked. "Okay, boys, time to be plugged!" She received encouragement from the others. She took me by the arm and Suzanne took Bobby. They helped us kneel down, with our hands still cuffed behind us, and leaned us forward over the coffee table. I watched as they pushed our chests down onto the table. Bobby was pushed directly into where his cum was all over the top. The ladies all watched and Mary said that she found that very hot.

Once we were bent over, our asses in the air, they all gathered behind us.

I felt Cindy handling my balls. "Look how his balls are sort of pulled up. I think he was almost ready to cum." She handled them and then I felt two or three other hands feel them and run all over my ass. It was actually quite a turn on to be fondled by them without being able to see who it was.

"Hand me the lube." I heard Cindy ask for it while I could hear the ladies discussing the difference in the look and feel of my balls and ass to Bobby's.

I felt Cindy drip some lube onto my ass, just above my hole and then start to run her fingers over it and smear it around. "Here, Suzanne." I heard her say as she must have handed the lube to Suzanne. "Wow, look how easy my finger goes in." Cindy was showing them how easy it was as she slowly slid one of her fingers in and out of my ass. The finger fucking was keeping my dick hard and I was wondering what the butt plug was going to do. "Okay, a couple of you lube up the plugs." I heard some movement, but couldn't see. Then I felt the tip at my hole. "Relax, Jack. Here it comes." I felt it slowly slide in. It was well lubricated and it went into me fairly easily.

"Okay, Bobby, here comes yours." I heard Bobby moan a little as Suzanne was obviously sliding it into him.

I felt Cindy stand up. "What do you think, girls? Do you like our servants with their asses plugged." That definitely brought a murmur of approval.

Someone was more than approving. "I think I'm going to have to try this with my husband."

Several woman giggled, then Cindy moved in front of me. "If any of you want to see what it feels like to put it in, go ahead and pull it out and put it back in. You can do it to either of these guys." She smiled at the two of us and I immediately felt someone slowly pull out my plug. Then it went back in slowly. I heard Bobby moan as he was probably experiencing the same thing.

"Did you see how his ass slowly closed up after I pulled it out? That was interesting." An unknown voice was enjoying my predicament.

After having this done to me a couple more times, Cindy ended their playtime. "Okay, let's get Jack back up." She came around and two ladies took my arms and helped me up. Cindy then released my cuffs and I rubbed my wrists. "Jack, I think some of us need some drinks while we get Miss Suzanne into her harness."

I took some drink orders, my dick was still very hard and being fondled by the women, and I was feeling stuffed as I walked around with the small plug up my ass. I returned with some drinks for the ladies and found them laughing at their first attempt to get Suzanne into the harness. Apparently, they put it on the wrong way the first time. Finally, they got it on her, fixed the smaller of the two dildos (thank god for that) and she dropped her skirt back into place. She had put it on under her skirt. She paraded around with her ‘dick' poking up at her skirt and they all thought it was hysterical.

Finally, she ended up behind Bobby, who was still bent over the coffee table. She reached down, fondled his ass, and then gave it a nice slap. "Such a nice ass. I am going to love fucking it. What do you say, Bobby?"

"Yes, Miss Suzanne, I am ready."

Suzanne pulled off her skirt. "That's not what I want to hear. I want you to tell me what you want me to do, Bobby." She slapped him on the ass.

Bobby seemed to be enjoying this and responded appropriately. "Please, Miss Suzanne, take out my butt plug and fuck me in the ass."

I could see the ladies looking at each other at the way he responded to that. I think they were shocked at his willingness. At the same time they seemed to reach a new level of sexual confidence and dominance. They all started egging Suzanne on as she readied herself to butt fuck her husband.

I stood there and took the whole thing in, glad it wasn't me. But I also knew I wasn't out of the woods yet. I was still standing there with a hard on and a plug up my ass.

"Hand me the lube." Suzanne kneeled behind Bobby and appeared to be ready. She reached up and pulled out the butt plug, then took the lube that was offered to her, put it on the dildo, and leaned forward to take Bobby's butt-fucking virginity.

Suzanne eased it forward and Bobby moaned. "God, this feels weird." Suzanne spoke and everyone laughed. "I've never thought about what it would feel like to have a dick and fuck someone." She kept easing it forward until the small dildo was buried into his ass. I watched as the ladies all stared at it.

Suzanne reached forward and grabbed Bobby's hair to lift his face up a little. "How's it feel to be fucked, Bobby?"

"It feels weird, Miss Suzanne."

"Do you want me to continue?"

"Yes, please, Miss Suzanne, continue."

Bobby was entering a much more submissive role that I thought he would play. I knew that he let Suzanne fuck around and that he had watched me fuck her, but I didn't know that he would be this submissive.

Suzanne started moving in and out, trying to fuck her husband in the ass, but she was not as proficient as a man at thrusting in this manner. It still managed to stimulate Bobby and he was moaning and moving his hips in time to the thrusts. His eyes were closed and Suzanne was holding him by the handcuffs on his wrist as she finally managed to get into a rhythm.

Suzanne stopped for a minute and reached under Bobby. "Yeah, he loves it. He has another hard on. I think we need to change positions."

Suzanne suddenly pulled out and stood up. She went and sat down on the couch, the small dick sticking up from her harness. "Come here and sit on my dick."

Bobby stared for a second and looked around the room. I wondered if she had pushed him too far and if he would suddenly back out. But instead he stared at it and spoke. "My hands are cuffed. I need some help." Audrey and Stephanie were immediately at his side and helped him turn around for his penetration. He slowly leaned back and they assisted him, each had one hand under an arm and one hand on his ass as he was lowered. Suzanne was holding the dick up with her left hand and keeping track of his asshole with her right. She had them adjust him a little and then they slowly settled him back onto the fake dick. He groaned, but his dick was hard as a rock. Suzanne started bouncing her hips a little and Bobby rocked and they were able to get a little thrusting movement of the dildo in his ass.

At the same time Audrey reached down and started jacking him off. "He's so fucking hard again." She looked right at him. "You really like being fucked in the ass by a woman, don't you?"

Bobby stared back from about 18" into her eyes. "Yes, Miss Audrey, I love having Miss Suzanne fuck me in the ass." Bobby appeared to be ready to acquiesce to anything the women wanted now and it was making me uncomfortable.

Cindy called me over and told me to get two dining room chairs and put them about 1 foot apart. I did so. She told me to stand there and watch as the ladies were now taking turns jacking Bobby's cock while they helped Suzanne fuck his ass. They had pushed him back against Suzanne's chest, his hands still trapped between them, and were working him over. Some were becoming even more aggressive. I kept hearing things like ‘Fuck him good, Suzanne' and ‘Tear up that ass'.

Finally, Bobby could take no more and yelled that he was cumming. All the ladies stopped and watched as Stephanie, who now had control of his cock, jerked him hard and pointed his dick at his chest. The first spurt hit him in the bottom of his chin and the rest spurted over his belly. He was finally completely spent and the ladies all relaxed and sat back.

Suddenly I heard a click and turned to find Cindy taking a picture of Suzanne and Bobby. I looked over and Suzanne was smiling.

"Sorry, Suzanne, but I just had to have a shot of that for posterity."

"No problem. I can't wait to get a copy."

Mary agreed. "I definitely want a copy of that."

They all picked Bobby up and left him standing there watching with his hands cuffed.

Cindy put the camera down and approached me. "Now we have to take care of Jack's very hard and leaking dick."

I looked down and I was definitely dribbling pre-cum.

Cindy pulled me over to the two dining room chairs. "Lay down across the chairs with your dick hanging down between them." I did so, feeling very vulnerable. The last time this happened, I was taken advantage off and I was feeling the nervousness after I watched what they did to Bobby. But I loved my wife and I was going to trust her. She knew my limits and saw what had happened last time. I just had to go with the flow. "Somebody bring me a plate to put on the floor." A plate suddenly appeared under my dick. I could lower my head and look under the chair at the plate and just see my dick sticking down past the seats of the chairs.

Cindy was still in charge. "Gather round ladies. We are going to take turns jacking him off onto the plate. I will go first on his ass and Suzanne on his dick. One lady jacks his dick, two hold his butt open, and one uses the butt plug to fuck his ass. Ready?" I could hear the murmurs, but couldn't see anything. I felt my ass cheeks being pulled open and then a hand grabbed my dick. As another starting pulling out and thrusting the plug in and out of my ass, the hand on my dick started jerking me off. I was not going to last long, but they prolonged it by changing often. I must have gone thru about 5 women on the plug and my dick when I could feel it building.

"I'm cumming!" I announced to them. I suddenly felt the plug get pulled out of my ass and two fingers entered it. They started sawing them in and out as I started pumping cum out and onto the plate.

"Oh, yeah, cum baby!" I heard someone say.

"Look at all that cum. I guess it was good that we made him wait." I could tell that that was Suzanne.

The other ladies all had gathered around me and now stroked me as I had collapsed limply onto the chairs.

I then felt a swat on my ass and heard my wife's voice. "Get up, Jack. We are all thirsty now."

I struggled to my feet and saw that they had now unlocked Bobby. We both took drink orders and returned with a few. Then I saw Suzanne smile evilly at me. "You know, the loser should also have to lick up all the cum of the winner from that plate."

There was a moment of dead silence in the room. I think all the ladies knew that most men would never consider tasting their own cum, much less someone else's. They all stared at Suzanne and then at Bobby, alternating back and forth and waiting to see what happened.

Suzanne ended the silence after also staring directly at Bobby. "Bobby, go over, get down on your hands and knees with your ass pointed toward us and lick up the cum from that plate."

Bobby hesitated and looked around the room. All the women were staring and a few were gaping. They had not expected this at all. Neither had I.

Finally, Bobby looked at Suzanne and answered. "Yes, Miss Suzanne."

Bobby got on all fours, crawled over to the plate, and started licking up the cum. One of the women actually said ‘Yuck', but the others looked on in silence. Suzanne, however, stood up, went over to Bobby, and spread his cheeks. His ass looked a little red and sore. "Look at that. We all know that this man is straight. But he is secure enough to let me fuck him in the ass until its sore while you girls jacked him off on his own chest, and then he will eat another man's cum because we demanded it of him. I think he deserves a round of applause."

The ladies all applauded Bobby and I knew that she was doing this to try to make him feel better. I had not realized that they had gotten this far along in D/S relationship. Or maybe they hadn't and she was pushing him right here. In any case, after a couple of minutes, Bobby stood up and turned around. His face was covered in cum, but he didn't appear to be disgusted by it. Suzanne starting kissing him and licking up the cum until he was fairly cleaned off.

She then turned to me. "And thank you, Jack, for also providing entertainment to this party."

All the ladies applauded again. Cindy then asked them all to sit back down. She picked up the toys, handed them to me and Bobby and asked us to clean them up in the kitchen. We took them in there and did so.

When we returned, the ladies appeared to be packing up their stuff. Cindy turned to us. "Please say good-bye to the ladies in the appropriate manner." Once again Bobby and I went down the line and said good-bye while the ladies shook hands with our dicks. They all departed, commenting on what a wonderful time they had and how they couldn't wait to have another chance to do this. I wondered what that might mean for me and Bobby.

One interesting thing that happened is that Mary was the last one out the door and came and gave me a hug. She whispered to me. "My husband has a home invasion/rape fantasy that I want to explore with you two. I'll call you later."

Holy shit! That sounded interesting.

Once they were all gone, Suzanne and Cindy turned to us and gave us big hugs.

I started removing my hood. They were hot and I'm sure Bobby wanted his off, too. We both got them off and our hair was sweaty and matted.

Cindy kissed me. "Thank you so much for this, honey. I can't believe how much fun that was parading you around and fucking you in the ass while my friends didn't know it was you."

Suzanne held Bobby close. "Baby, I want to thank you for putting up with me being so dominating today. I didn't mean for it to be that way, but with the hood on I felt like I was dominating a stranger and that I could do whatever I wanted."

Bobby kissed Suzanne on the head. "Everything's fine, hon. I loved it. You know we've been getting closer and closer to that all along. As long as this is only role-playing during sex, I can do it." He leaned over and gave her a serious look that he couldn't quite pull off because he was trying so hard not to laugh. "Just don't expect to order me around all day at home. Understand?"

Suzanne laughed. "Honey, you told me how you felt and the rules you set up, I knew exactly what you meant. I don't want you to be my slave except in the bedroom, okay?"

Bill smiled at her. "That's exactly how it should be Princess."

They said their good-byes and left. I turned to Cindy. "Hmmm. My birthday's next month. I can't wait to see what I can come up with for that."

Cindy laughed. "Bastard." She slapped my arm playfully. "You can't stand not to have the upper hand or get the last laugh, can you?"

"You know it!"

To be continued…