Part 2 of an on-going story.  I had to break up my first entry because it wouldn't fit on one blog entry.  Hope you like it!  Comments, suggestions alawys welcome (Please be kind)!

Dinner (Continued) 

"Now it's my turn," Bill said. John just knew if he hit him in the balls they'd be totally crushed and have to be cut off. He forced back the sobs, but the tears still rolled down his cheeks in a waterfall.

"What's wrong, Sissy-Boy," Bill smiled? "Afraid I'm going to wrack your balls, too? Well, relax. I wouldn't think of it after your dear wife did such a good job of it."

"Go into the kitchen and wait," Bill continued. Dianne and I have a couple of things to get first."

John walked into the kitchen and waited. He was worried because he had no idea what Bill had in mind for his punishment. And, what could they possibly be looking for to use on him?

It only took Bill and Dianne a couple of minutes to round up what they needed, but to John it seemed like it took forever. He saw Dianne was carrying a penis shaped dildo and a tube of some sort of lotion. It was about 6 inches and had a fake ball sack on it. A wire came out the back going to the controller. Bill had a string of christmas bells. John was afraid of what the dildo was for, but curious about the bells. Dianne went to one of the kitchen drawers and took out a pair of scissors.

"Turn around, pull your shorts to your knees and bend over," Dianne demanded. Whimpering John did as he was told. He knew the dildo was going into his asshole. Except for supositories and enima tubes - both when he was very young - nothing had entered his ass hole. And, the 6 inch dildo looked entirely too big!!! John heard a farting noise and realised it was the tube of lotion being squeezed. He hoped the lotion would at least make the entry less painful, but wasn't at all confident it would. Dianne handed John the tube of lotion.

"Put this on and in your ass hole," She instructed. "And, I'd recommend you put a lot IN your ass hole. Nice and deep. 'Cause, if you don't, the entry could be pretty painful."

John squeezed a good amount of the cool lotion into his palm and began applying it around his ass hole. It didn't take any time at all for him to realize he'd have to stick his fingers in his shit hole to get any of the lotion inside. He squirted some more directly on his first two fingers and began pushing them in. The embarrassment of doing this both in front of his wife and his boss was almost too much. But, for some reason, his little dickette began stirring as he pushed his fingers deeper and deeper inside.

"Very good, sweetheart," Dianne cooed. "Now kiss the nice little toy and ask me to put it in your butt hole. No, beg for me to put it in you - your sissy pussy! The sweeter you beg, the easier I'll be."

Beg to have a dildo invade his ass hole? John couldn't believe Dianne actually wanted him to do that. But, it was his fault he was in this situation. He'd told her about Bill, and agreed to do whatever she wanted if she let him fuck her. Now here he was about to beg his wonderful wife to stick a 6 inch dildo up his ass.

"Please, please fill my sissy pussy with that enormous dildo," John whimpered.

"That would earn you all 6 inches in about half a second," Dianne said. "I'll give you one more chance. You'd better convince me that you really want this plastic cock in your virgin ass hole, or else! Convince me you're a sissy and just HAVE to have this dildo in you."

Half a second? That would rip him apart, John thought. He took some deep breaths, calming himself. In his mind he was convincing himslef he could do this. All it took was falling into the part - acting, he thought.

Finally, he said in as feminine a voice as he could "Please mistress, please fill my virgin sissy pussy with that wonderful toy. Make me feel as much a woman as this pitiful sissy can by taking my cherry and making me the sissy slut servant you truly diserve."

"My god! That was great," Dianne commented. "I actually think you mean it! I think I just might make it part of your attire, just like the cock cage."

John was totally shocked by her comments, She told him to make her believe he meant it, and now that he did, she's probably going to make him wer that monster all the time! But, before he could object Dianne started pushing the plastic prick into his ass hole. The lotion had done its job, and all he felt was the pressure of his spincers moving out of the way, and the head burrowing deeper and deeper into his innards.

It didn't really feel all that bad, John thought. And then he realized his little dickie was responding to the anal invasion by getting harder and harder. He knew both Dianne and Bill saw the reaction of his penis, and now wondered just how he was going to explain it away. Even he had to admit his cokette getting hard again so soon after cumming from having something shoved up his ass was quite incriminating. It showed his body truly enjoyed it, even if his mind said it was wrong. Hell, he couldn't convince himself, much less them.

Just when he thought the dildo was going to end up in his stomach John felt the plastic ball sack against his ass cheeks. Dianne turned on the vibrator and his little dick jearked. Both She and Bill giggled. "Looks like we found ourselves a real sissy slut here, huh, dear?"

John had no idea how to answer that. If he said no, they could say he was out of character. Plus, they could point out his penis said otherwise. If he said yes, he could end up like this more and more.

"Yes Mistress, I think you have," John finally replied. "Even I'm surprised at how I've reacted." He'd decided the truth was the best route, no matter what that might cause. And, this really didn't feel all that bad.

Next John felt Dianne putting something around the ball sack of the dildo. Then he heard the christmas bells as she attached them to the twine around the dildo balls.

"Pull your shorts back I place, Sissy-Boy," Dianne demanded. "Make sure the bells come out of them in the center of your back." As John complied he realized the shorts would be even tighter with all the additions. They began pressing his little balls inside. It was an uncomfortable feeling, but not unbearably so. Dianne finished up by putting the speed control of the dildo at the front of John's shorts.

"I put out a different pair of shoes for you to wear in the bedroom. And, when you're walking, make sure you sway that ass of yours. We want to hear the bells any time you move."

"Yes Mistress," John replied.

"No, use that sweet feminine voice you used when you begged for me to put the dildo in your ass hole. That's the only voice I want to hear from you tonight."

"Yes Mistress," John replied with the female voice.

"Better," Dianne replied.

John walked to the bedroom, making sure the bells rang on the way. He saw a pair of white high heels where the flats had been earlier. His voice cracked even though he wasn't talking! He couldn't believe they wanted him to wear those. He'd never worn heels and wasn't at all sure he could do it without breaking an ankle, or two.

John shucked off the flats and set on the bed to put on the heels. He felt the dildo work deeper into his ass. 'Nice,' he thought. God, he couldn't believe he was thinking that way! Had he always been a sissy without knowing it?

Heels on, John stood and took his first tentative step. He actually found that if he swayed his ass as he took his steps, it was much easier to keep his balance. Slowly, his conficence increased. Slowly, but with increased confidence John made his way to the living room, the christmas bells sounding gaily as he made his way. Both Bill and Diann were casually setting, only holding hands. From the look on their faces, they had been doing some heavy petting before John arrived.

"I'll be going to the kitchen to check on the dinner," John said sweetly. "Is there anything I can bring either of you on my way back?"

Both replied in the negative, so John made his way to the kitchen. Luckily the dinner was realtively easy, so all the unscheduled activities hadn't affected it. And, it was ready. John carefully removed the roast from the oven and replaced it with the buns - they only needed heating. He got the gravy dish out and ladeled the juices from the roast into it. He put the potatoes and other vegies in seperate bowls, placing them on the counter within easy reach for him. Next he cut four pieces of the roast off. The salad had been premade, so he simply poured it out of the plastic bag. Finally, he took out the heated buns, got the butter, salad dressings, wine and, if needed, steak sauce from the fridge. With a final look, John turned and went to the living room to announce that dinner was ready to be sserved.

Once the couple were seated, John lit the candles and prepared each a bowl of salad after asking their preference in dressings. He again poured a small amount of wine in Bill's glass for his approval.
Once getting it, he filled their glasses with the dark liquid. After making sure the couple were happy, John positoned himself next to the counter with the dinner in case either wished anything else. He made sure he stood perfectly still so the bells didn't continually toll. All that came from him was the muffled hum of the dildo in his sissy cunt.

Funny how even he now called it his sissy cunt - in his mind at least. It was amazing how his mind set had changed in only an hour or so. The fact that his wife and his boss were busy eating and carrying on their own conversation, completely ignoring him unless they needed something, seemed both natural and proper. And him waiting on them hand and foot, not eating unless there was time later, seemed the way things should be as well.

John was overjoyed that the dinner went without a hitch. He was available to refill wine glasses, provide seconds, serve the desert, and anything else the couple needed. With dinner over, Dianne and Bill retired to the living room once again with two glasses and their third bottle of wine. This time Bill carried the wine and Dianne the glasses. The only comment they made to John was for him to come to the living room once the kitchen was clean.