Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Click here
Ted almost came from it despite the cage; he could feel the pressure building, but it released before he did. Now that Ted was filled, Josh pulled his panties up for him.
Nancy continued, "Two more things, Ted. First, sissies who wear panties, cages and butt plugs have to learn to handle cocks. It comes with the job. So you are going to jerk Josh off while Sarah and I watch. Josh has been extra good this week and deserves to cum."
Ted was in full submissive mode. A week ago, the thought of touching another man's cock would have been unthinkable. He had stroked Josh briefly Saturday night while he was drunk. He was undeniably sober now, and Ted wanted nothing more than Josh's hardness in his hand.
Nancy said, "Second, after you finish Josh off, you are going to run to the mall and buy some panties while Josh and I fuck your wife. And you should buy some bras too. Josh doesn't just wear panties, do you honey?"
"No, Mistress Nancy," Josh said, and he unbuttoned his dark shirt. Ted saw that Josh was wearing a black lace bra with a little red bow in the middle. Josh took off his pants. He was wearing matching panties.
Josh walked over to Nancy and pulled his panties down. Nancy removed a key from her necklace and unlocked Josh's cage. He immediately grew to his full 8 inches, more than filling the silky black panties. Three inches of Josh was spilling out, hard against his stomach.
Josh walked to Ted and reached for his right hand. He placed it on the outside of his panties and began moving Ted's hand on his hardness. Ted soon took over, and Josh released his hand. Ted stroked Josh, and without prompting, pulled his panties down. Ted took Josh's cock in his hand and began jerking him off hard, base to tip, over and over, right in front of his wife and Nancy.
Sarah watched her husband jerk another man off with wide eyes. Nancy had stopped rubbing Sarah's pussy so she could concentrate.
Nancy started teasing Ted again, "I'll bet you can't wait to get a mouthful of Josh's cock, can you, Ted? You want a man's hot cum to slide down your throat. You've always wanted it; you just didn't know it. You're such a sissy. I'm over here rubbing your wife's pussy while you stroke another man's hard cock."
It did not take Josh long to erupt. Ted felt the pulsing of his cock in his hand and jets of Josh's cum shot out. Some of the cum hit Josh's stomach, while the rest fell onto Ted's hand.
"Mmm, that was nice Ted," Nancy said, "You are going to get quite good at that, jerking and sucking off other men for your wife."
"Josh, clean the two of you up," Nancy ordered.
"Yes, Mistress Nancy," Josh replied simply. Josh reached for Ted's hand and began licking his own cum off it.
"Sissies like you always clean up their own messes Ted," Nancy said. "You won't be cumming any more without eating it all up. In six weeks, after you dump a full load into me or Sarah, you will get us all cleaned up. I wonder which one of us will get the pleasure of your tongue inside us licking your own cum out?" Nancy said and laughed.
After Josh had finished with Ted's hand, Nancy said, "Now go get those panties and bras, Ted. Sarah will be here with another load of Josh's hot cum inside her when you get back."
Nancy stood up and came over to Ted. She pushed her body into him, pressing against his cage, completely aware of the combination of his misery and lust. She kissed him and whispered in his ear, "This will be so much fun for all of us, sissy. But you have to learn to control your dirty thoughts or the next six weeks will be terrible. Now get going."
Ted left. Picking out several bra and panty sets was a humiliating process. He tried to lie to the young female clerk and tell her they were for his wife, but she knew better. Ted's cock strained in the cage constantly.
When Ted returned to Nancy's and Josh's house over an hour later, he heard the sounds of Sarah moaning and crying out from the master bedroom. Ted followed the sound of Sarah's cries.
Sarah was at the end of the bed with her legs in the air. Josh was fucking her hard, while Nancy rubbed her clit and bit on one of her hard nipples. Sarah was in the middle of multiple orgasms, cumming one time after another.
Seeing Ted, Nancy smiled and said simply, "Ok, Josh, you may cum now." Ted saw him pump into Sarah one last time and groan. Sarah came again with this final push. Josh pulled out and sprayed his cum all over Sarah's stomach and tits.
When Josh finished, Nancy turned to Ted and ordered, "It's time to clean up, sissy."
- COMMENTS
subhubby2over 4 years agoTed is going to enjoy the next 6 weeks and the reward at the end of it. If that wasn't enough he is going to clean all the squirties in one of the mistresses and I think it might be not only his but Josh's as well.
I think Ted should start to enjoy the taste before then. The mixture of a sissies squirties nd his mistresses juices will be overwhelming for him.
dorian87890about 7 years agoAuthorThanks for the positive feedback and the constructive criticism. Criticisms are taken to heart and always welcome (except for the troll variety, but just part of the deal).
Several Points -- First, this is obviously fantasy as are most of the stories on this site. It could happen in theory with the right group of open-minded people; but, how many of those are around in the correct combination? Second, chastity play is, of course, voluntary. Nancy comments on this when she taunts Ted about why he has chosen to play along. Ted can break free of the chains that bind him at any moment, but it's kind of exciting for him not to, I suspect, just to see where it all will lead. In the end, it is the fantasy of giving up control. Third, Chapter 3 will be hitting soon. It is indeed a little more twisted as Ted finds himself in this strange new world of submission, and Sarah warms to the new sexual energy in her life as a result. Chapter 3 may be too over the top, but we shall see. Finally, Chapter 4 is percolating in my head as I consider adding more of Sarah's point of view. Thanks again, and I hope you enjoy the future chapters as much as I enjoy writing them.
Anonymousabout 7 years agoAre you sure there is not going to be a 3rd. chapter with a twisted change after the 6 week challenge?
Anonymousabout 7 years agoOf course the cage can be cut off , then where is the fun ? I would love to do something like this with my wife , regular sex after 20 years can get boring. Besides , you always want what you never have. If you have sex all the time it's nothing special , deny yourself an orgasm for just 2 weeks , I'll bet you don't make it.
Anonymousabout 7 years agoAfter reading the asshole of LIT's comments, I think dear annony knows all about cages!! His wife put him in pone the first week they were married. She started to fuck everything that could walk and this asshole had nothing to say about it. he just cleaned her cunt and begged for release.
