Note: there is a dice game in which the tie-up and position for the final round are determined by a roll. For this, I rolled for real and stuck with the outcomes of the dice. I’ve planned to adapt the story to the outcomes, but know that this part of the adventure is completely up to chance

One thing is certain: I was getting tired of passing out. Each time losing control as I fell back into sleep. Each time waking up in a new situation. But every time, I would get to dream of Chase. For those brief moments, which could last forever yet not long enough in dreamt-time, we would have fun. I started to wake, leaving that wonderful dream state in order to fight to win against Corey.
He was right there when I opened my eyes, waiting and smirking. I felt cold handcuffs holding my hands behind my back. I was sitting in a wooden chain, my feet cuffed to each of the front legs. I wasn’t wearing anything, again, and was starting to believe that Corey liked me that way. He was in normal gym clothes with shorts and a T-shirt. The clock read 3:00 p.m. We stared for a few seconds, and he could tell I was getting annoyed with his “games”. They definitely were not fair, and I wasn’t looking forward to having to beat this cheater for the final round. If he won, he could do whatever he wanted to me, which was strange since he has had every opportunity to do just that. But maybe Chase had made him promise to not do certain things to me, and this game was his way of forcing me into saying I was okay with whatever else he had planned. He stood up and brought out a sheet of paper and a pen.
“This last round is all up to chance,” he said. “There are three categories: Attire, Position, and Challenge. We both will select three for each category, and then take turns rolling dice to determine what happens next. For example, you could roll to be in full leather, hogtied position, and have 30 minutes to escape. Right now you are naked, handcuffed to a chair, and could have X number of minutes to escape. Since we both pick half of the possible choices, it should be fair; you pick stuff you like and I pick stuff I would like to see you in. I know the last two rounds haven’t been as fun for you as they were for me, and so this is your chance to even the playing field.” Finally, a fair game. Though he could just as easily use trick dice and claim that the game is still fair. He could pick some dastardly positions or challenges that even if the dice lands on them fairly, there would be no way of escaping. But not like I had much choice.
I asked him, “Do all of the challenges have to be escapes? Could we have other challenges like that dog bowl round or something else?” He nodded his head in agreement. “And once I win,” “If you win,” he interrupted, “Once I win, what happens? Do I still have to wait all night for Chase to pick me up tomorrow, or can we change the stakes?” He raised his eyebrows.
He replied, “Let’s design the attire, positions, and challenges, and then we will talk about reward for the winner. Anything is possible, so be as creative as you want. If I don’t have what we need if the dice roll that way, then I’ll run out and grab what we need, or make it. We have all afternoon, all of tonight, and some of tomorrow morning to have fun.” I thought long and hard about my choices. Anything, huh? Choose something fun, and risk having to cope with it until tomorrow. Choose a short escape timeframe, and risk losing and having all of that extra time at his mercy. I told him my attire interests:
1) baseball uniform with pants, shirt, and eye black grease marks
2) leather jockstrap, leather chaps and top harness
3) straitjacket top with a jockstrap.
I have wanted to try a straitjacket for a while, but never got around to it since it’s more of a two-person setup; I did make my own out of a long-sleeve shirt and belts, but it was never as secure as I wanted it.
His attire choices were:
4) nude (of course)
5) dog mitts, boots, butt plug, muzzle, and collar
6) business suit, tied, blazer, pants with belt, and shoes.
I was fine with all of the choices, though the butt plug threw me off a bit. He said that the straitjacket idea was more of a position, and that any position choice would be adapted to the straitjacket; hogtied would turn into legs locked in leather restraints, me set on my stomach on the floor, and the leg restrains hooked to the back of the straitjacket. Next were our choices for position (mine as 1-3, his as 4-6). He said that anything with handcuffs or locks would have the keys incorporated into the challenge. My first choices did not include gags or other items, which he said was fine, but that he would make sure his choices included them:
1) hogtied with rope
2) spreadeagled to bed with rope
3) hand taped, feet taped
4) handcuffed to the chair as I was, only with his socks taped into my mouth, blindfolded
5) immobilized/mummified in plastic wrap, taped, then placed in a sleepsack, with a bit gag (buckling)
6) his “special” bondage
He wouldn’t give me any details about his last choice, which I said was unfair. “Hope you don’t get it then. Of course, if I win, then expect to end up in that position anyway,” he replied. Last on our list were the challenges. He made sure to be creative with his choices:
1) 30 minutes to escape the position
2) 1 hour to escape the position
3) switch roles, reroll for new challenge
4) watch “Jeopardy” with him while bound in the position. For each wrong answer, 1 spanking with a paddle. For each correct answer, 1 less spanking. Money and difficulty had no weight.
5) “ice-locked” until the locks/key melted. (as interesting as this was, it did not seem like a challenge to me, other than having to endure the position until free)
6) same rules as #4, but for 1 minute of tickling and 1 minute strapped to the sucking machine.
He didn’t like my last challenge to change roles; basically, if I rolled a 3 for the challenge category, we would swap and he would be in my attire, position, and would roll for a different challenge. If he rolled a 3, it would be back to me, until one of us did not roll a 3. But he let me keep that choice, so long as I would stay handcuffed to the chair if he ended up having to take on my role. He would consider his victory my defeat; if he won his challenge, I lost the round, and the game. He looked over the list, asked if there were any changes I wanted to make, and then brought out a pair of dice.
He rolled the first die, getting a 3: straitjacket with jockstrap. My cock twitched at the thought of being bound in a straitjacket, and at least I wasn’t in the dog gear. He placed a second die in my mouth, held out a plate, and told me to roll. I spit out the die and it landed on a 5: mummified with a bit gag. He said that the straitjacket and jockstrap would stay on, but that my legs would be wrapped in plastic and taped, then zipped up in a leg sack. This was getting more and more interesting, and I was stiff at the thought. He noticed, grinned, and rolled for the challenge. I was also glad that I didn’t end up with the “special” bondage. For the last roll, we got a 3! His face paled. He grabbed the dice and rolled again (though I should have rolled this time), getting another 3. Now back to me. The tension was high. He rolled again, landing on a 2: an hour to escape the straitjacket leg sack and bit gag.
He stood up, triumphant that he did not have to endure his own game. I sat there thinking of how I was going to escape. I had an hour to break free of a straitjacket (which I had never been in) and a leg sack (which I had never seen). He went to his closet and pulled out a leather straitjacket (
http://www.mr-s-leather.com/SJ050/essen ... acket.html) and the leg sack (
http://www.mr-s-leather.com/SJ011/all-l ... -sack.html). The bit gag was next. He laid out all of the gear. One hour, let’s do this.
Note: the rolls were fun to do live. I set up the lists for each category, and got hard after each roll, especially after getting two 3’s in a row for the last category. It would have been interesting to see Corey tied up, but you enjoyed this piece and the future segments.