Linda's revelations had shocked Jim to his very core. Shocked, but also excited. Jim was as sexually excited as he could ever remember. He had just witnessed Linda, in her role as Red-woman, fuck at least twenty-five men and half again that many women. Her cunt, ass, mouth all received their share. That was exciting, but there were other tidbits to absorb. In front of an unknown number of guests, Linda had announced he was a "lousy fuck" because he was too damn nice and gentle. Additionally, because he could not or would not meet her needs for hard fucking she had gotten it elsewhere since before they were married. That meant she had fucked around on him for the at least twenty-five years. As he had said before, "What a smuck! How could I have been so blind?"
Jim was in a mixed predicament in that his ass was still plugged, but his eyes were not yet covered. His dick was incredibly hard, but he remained tied to a portable frame. The mitigating aspect was a delicious pussy stretched over his face. It was a fine tasting cunt to which he applied all his focus. So much so he didn't feel the pinch and sting of the little needle in his arm. A moment later he thought nothing at all. His next conscious thought was wondering how he got in the enema position.
A familiar, yet muffled and unidentifiable sexy voice to his left asked, "How long do you think you can hold that fluid in your ass after I remove the plug? Are you willing to place a wager?"
His blindfold prevented Jim from seeing this twenty-year-old creature of loveliness. She was five feet two inches tall, long wavy brunette hair, green eyes, a well-balanced body with tits of roughly C-cup size, a smile to die for, and as enjoyable a person as you could imagine.
On Jim's right a male voice, familiar, but also not identifiable asked, "Would you wager a month of control over your body such as you have experienced today against the opportunity to fuck the owner of that voice? Or maybe you would like to fuck me. I have seen your interest in dicks. Is it true you would like to have one cum in your mouth, and another in your ass? Would you wager for that?"
The female spoke, "You are of course at a disadvantage. You don't know the terms of the bet. You don't know what you will win or lose. You don't know what we look like. Lastly, you are wondering if your wife would approve. After what you have seen tonight does it matter if she approves? I think not, but to put your mind at ease Linda has evaluated and approved the wager."
"Here is the deal" the male said, "If you win the bet you get to run our lives for one month of weekends, and as many other days as we can get together. For you that means you can fuck us all you want. If we win we run your life for the same amount of time."
Sexy kicked in, "The bet is whether you can get from your present location to the bathroom without dropping your load after we remove your plug. That is a distance of roughly 25 feet with no obstacles. Oh, by the way, Linda says if you don't accept the bet you will have serious reason to regret your decision. Do you have any questions?"
"From this location right now to the toilet without dropping the load?" I asked. "Yes, that is correct."
"I win I get both of you?" "Correct."
"Why do I want you?" "To please yourself and Linda."
"Why do you want me? "That is our business, but payback is part of it. Don't ask, it will be obvious when we win!"
"Blindfold on or off? "Off, and hands untied, but no using them to hold your ass closed."
"Am I allowed to see you or at least feel your bodies before I decide?"
"You can not see us. What do you mean by feel our bodies? Is your real question whether you can fuck us?"
"I didn't know fuck was an option, but I would like to fuck you."
"You can fuck US. You must play with both, and not just the female."
Jim nodded his agreement to the rules, and was taken to a nearby bed. The walk was not long so he figured it was the same bed used earlier by his wife. He was correct, and the audience who previously watched her were now going to watch him.
You might think a prick kept erect for a long time would explode when finally touched. For most men, including Jim, that is normally correct, but this was not a normal time. The injection he received created an erection that could not reach orgasm. It was just one more aspect of Jim's miserable condition.
The couple kept him on edge for an hour. Jim fucked and sucked just as he was fucked and sucked. He kissed a man and swallowed cum for the first time. Jim was pleasantly surprised to find he enjoyed the sensation of cum squirting into his mouth, and he also liked the taste. Because of the pending wager, and only because of that, there was no anal activity for Jim. He remained an anal virgin as no human cock had yet entered his ass.
The woman had him squeeze her tits and pinch her nipples. She forced his face into her juicy cunt and held him in place as she experienced multiple orgasms. This woman tasted much like Linda, but Jim knew it was not her because the body was different; shorter, fuller tits, totally shaved cunt. After pleasing her orally Jim was allowed to fuck her pussy. He was extremely pleased when he heard her moan as he rammed his rigid shaft through her vaginal folds to near the entrance to her womb. He pounded over and over as she grabbed his dick with the walls of her cunt. She had pleasure, but in the end Jim had only frustration because he could not climax and squirt his juices.
In the sequence of events everyone reached orgasm except Jim. "Hey, what's the deal? I haven't cum yet?" Jim complained.
Linda answered, "You are not supposed to. That is part of our plan. Losers must prove their worth before they are allowed to cum."
In frustration Jim cried out, "Fuck you and the horse you rode in on!
"Stop!" Linda roared, "I never gave you permission to speak in that manner! You will pay! I will give you a punishment that teaches you the meaning of obedience."
The couple led Jim back to his rack where he could contemplate his future. He had some decisions to make. A punishment, probably severe, was before him. Would he accept the punishment and take the bet. The answer was yes, or leave his life and Linda behind. After a very short consideration, Jim signaled he was ready to answer the wager question.
'I am confused by your threat of payback, but I really have no choice other than to take the bet."
"Wonderful, you have no idea how much we are looking forward to controlling your life." The man said.
