Ever since reading u/nrkatalyst's post from several years back about an interrogation scene based on the "Guess Who" game, I've been wanting to try it out, and so when I was asked recently what sort of scenes I might be interested in, it was one of the first that came to mind. My play partner for this escapade ( u/jayblue122, FtM 28, he/they pronouns) agreed that it sounded like a lot of fun, so we discussed how it should work in our particular iteration.

The Rules

If you're not familiar with the vanilla game, the original post gives a pretty good overview, but the way we structured it was as follows. (We played with the card deck version of the game instead of the more traditional flip-board).

• My partner chose a card from their deck, memorized it, and placed it in a box that was then set aside.
• I then had 10 questions with which to ascertain the identity of the character on the card.
  • The questions had to be answerable with "Yes" or "No"
  • If my partner did not recall the answer, they were able to review the card before proceeding/starting the timer
• After asking a question, I set a timer to count down five minutes. During that period, I could utilize any method (within agreed-upon limits) to obtain the answer to the question.
• If my partner did not offer up the answer within the five minute countdown, I moved on to a different question. Each question could only be asked once: if I didn't get the answer, the question was lost to me. The only exception to this repetition rule would be guessing the identity of the card (because if I knew the answer from deduction but my partner held out, I would need to be able to try again assuming I had questions left).
• Likewise, we also decided that using the same method to extract more than one answer was unfair and uncreative. The same implement might be used, but in a new way.
• If my partner needed to check the card (i.e. forgot the answer) after the timer began, the timer would be reset.
  • If I correctly guessed the identity of the card within 10 questions, I would win and as a prize I could use my partner's body as I liked.
  • If I was unable to correctly guess the identity of the card within 10 questions, my partner would win. As punishment for winning, I would use his body as I liked.

The Scene

The above set of rules being agreeable to both of us, we talked about safety and limits and a couple requests for specific methods and implements. Then they secretly chose their card and we set it aside where it was retrievable if they needed to review it. They undressed down to a pair of lacey panties, and got on the bed we'd established as the play area. Jay is tall and curvy, with dark hair partially dyed a pretty aquamarine and pale skin that shows marks readily. I handcuffed them and had them sit on the bed and wait while I reviewed my own deck of cards to prepare the first question.

Q1 - "Do they have blue eyes?" (Barehanded slapping)

Since any failed question was lost to me for the rest of the game, I decided to test the waters with an relatively unimportant question. A warm-up round seemed like a good way to gauge how much it was going to take to make Jay crack on future questions. Since a third or so of the characters in the game have blue eyes, so it would be helpful information if they yielded an answer, but not crucial information to lose if they held out.

"Do they have blue eyes, Jay?" I asked. I set the timer to go and stepped over to the bed."You have blue eyes," he answered."I wasn't asking about me," I said. "Your friend. Do they have blue eyes?" I grabbed his hair and pulled his head back, and slapped his tits. "Well? Are you going to talk?""Lots of people have blue eyes. And brown eyes, and green eyes and--" I slapped his tits again, harder, cutting him off. He was smiling, clearly enjoying himself. "Shut up," I said, "I didn't ask that.""I thought you wanted me to talk? Was I mistaken?" he said, feigning innocence.This garnered a couple slaps to their face, and several more to their breasts, which were already turning a lovely shade of mottled red. I pulled Jay forward by the hair and they scrambled to follow, face down in the bed with their ass raised. I asked again, "Do. They. Have. Blue. Eyes," punctuating each word with a loud slap to their ass.

"That sounds like information that could get my friend in trouble! I can't just give that away." SLAP.

It went on in pretty much this same way until the timer finally beeped. They'd held out fair and square, and their tits were nicely reddened and even purple in places. Five minutes down, one question I couldn't repeat.

Q2 - "Do they have earrings?" (Nipple Clamps)

So, having just slapped him a bunch, I thought I'd try something a little different. When we'd been setting out the toys, Jay had audibly groaned at the appearance of some butterfly clamps. That seemed to me like good encouragement to give them a try. After asking the question and setting the timer, I pulled a blindfold over Jay's eyes. (It would stay there for the rest of the scene, except the couple times he needed to double-check his card). Then I got the clamps from the little pile of toys, letting the chain jangle a bit as I brought it over. I attached them to his nipples and tugged on them and was delighted at the way Jay squirmed and writhed in response. "I *really* don't like these," he said. "Tell me if your friend has earrings and I'll take them off. The longer they're on the more it'll hurt when I remove them." I looked at the clock; there were three minutes left. I picked up one of the silicon impact toys from the stack; it was thick like a paddle, but trifurcated. Very thuddy. As Jay was stalling for time with another complaint about the clamps, I smacked his thigh with the toy. "You know what, I think I'm just going to tell you," he said as I prepared another swat to his thigh. "They don't have earrings --" --Just a little too slowly; the toy impacted again. "Ouch! They don't have earrings!"

He'd made it two minutes, thirty seconds.

Q3 - "Do the have facial hair?" (Electroplay)

Next I took out my zapper wand. It's just a little device that, when you press the trigger button, makes a loud "pop" and delivers a small static-electricity shock when you touch someone with it. It's more surprising than painful, although if you hold the business end against something with the button pressed or shock the same area repeatedly it can heat up. Blindfolded, Jay didn't know it was coming at all, and nearly jumped out of the bed with a yelp when I delivered the first snap, to their arm. They started talking rapidly, about my beard, about what they thought should constitute facial hair or not, about shouldn't eyebrows really count? --everything to do with facial hair except whether their "friend" on the card had any. I proceeded to use the wand on their tits, their thighs, their buttocks, with occasional pauses brushing the inactive tip against one part of their body to increase anticipation before shocking them somewhere else entirely. It was when I turned them over, butt raised, and put the wand against their asshole. "Oh god, no no no, not my asshole," they said, "No -- no, my friend doesn't have hair on their face!"

They'd lasted two minutes.

Q4 - "Can you see their teeth?" (Impact toys)

Now it was about time to bring in some more impact play. Leaving Jay on his stomach, still blindfolded, I picked up one of the paddles from his collection, a fairly large, heavy implement with one wooden side and one padded side. Jay had asked that the wooden side not be used for the scene, but said that the padded side was open game, so it was with the latter that I started pummeling his ass and thighs. I cannot describe how satisfyingly the color springs to the surface of Jay's ass. And his reactions, in noises and squirms, were just as satisfying. The only unsatisfying element was that he did not seem to be getting near to relinquishing the answer to my question. I should have known when he described it as one of his "favorite" impact toys that he wouldn't mind its extended use. I switched to a slightly stingier toy, and he began writhing and complaining much more promisingly. But, alas, too much time had been spent, and the timer beeped shortly thereafter. Another question lost to me.

Q5 - "Are they wearing a head garment?" (Other Impact Toys)

I asked the above and defined a "head garment" as including hats, head scarves, and any other covering for one's head. Hair bands or scrunchies did not count. The score was tied; I was convinced by the promising later interactions of the previous question, so I continued with the impact play, this time with a more precise implement on Jay's breasts, barking at him to move his hands out of the way when they starting straying upward. He was resistant at first, but his tits were already well-worked and feeling sore, I'm sure. When he twisted away the first time, I brought out the USB flog. That accomplished a cessation of his constant running train of thought speech, which he was euite evidently using to keep his focus away from sensation. It was replaced with little whines and moans and further twisting. This time I allowed him to twist onto his stomach, and then continued with the USB cable on his ass. I glanced at the clock and saw there were only forty-five seconds remaining."Three minutes left," I announced loudly."Three minutes??" he said in a voice of despair. "That was only two? NO, they don't have a head garment!"

Q6 - "Do they have dyed hair?" (Rough Oral)

We were just over half-way through the questions, and I was down to about seven cards left. I was fairly confident that if things kept going the way they were, I could wrap things up by the tenth. I was also, by this point, rather turned on. And with the way that Jay had been talking to avoid focusing on the interrogation, I felt it was time to shut him up for a bit. After asking the question and setting the timer again, I pulled him over on his back and set his head just off the side of the bed and told him to spread his legs and open his mouth. I pushed my cock into his mouth, and he suctioned onto it like a good slut. Friends, Jay's throat feels like heaven. I warmed him up a bit and then started thrusting harder. Shoving myself down his throat and holding it there while he gagged on me. Every once in a while I'd pull out and ask if he wanted to answer the question yet. He would start to talk too much again and I'd shove back into his throat to shut him up. After a minute or so I started spanking his cunt while he sucked, producing squeals and writhing and extra gagging. I kept checking periodically if he'd had enough, but the timer went off with no end in sight. Another question lost to me, but...eh, somehow I didn't mind this one so much.

Q7 - "Do they have short hair?" (Hitachi)

So, I fibbed again here: there were seven cards left, and I made a point of mentioning there were twelve, knowing that Jay wouldn't see. I figured it wouldn't hurt to have him underestimating the importance of the questions. Strategy, you see. Jay had mentioned an intense dislike of the hitachi wand prior to the game, but had left it up for use. So I figured, having slapped his pussy around a bit in the previous round, now would be an opportune time for it. Besides, he'd been sucking my cock pretty hard, it was the least I could do to provide him with some intense stimulation of his own. I had Jay get on all fours with a pillow underneath his stomach and I wedged the hitachi between the bed and his clit. I turned it on the lowest setting. "Do they have short hair?" I asked."God, it feels like sitting on a motorboat," he complained."I didn't ask that. Your friend. Do they have short hair?""What even *is* short, I mean are we talking shoulder length or crew cut? It's such a relative term."I turned the wand up a few clicks, and the whine of it vibrating between J---'s legs became higher-pitched. He swore several times, but didn't give up the answer. He buried his face in the bedding until I grabbed his hair and pulled his head back up. I turned the toy onto "high" mode, put my palm around the ball of the wand, and started fingering him roughly, pressing the head of the vibrator firmly against his clit. His eyes went out of focus a bit, voice trailing off, and I do believe he may have cum in spite of himself at that point. When his eyes cleared up a moment later, he was ready to talk. "They don't have short hair."

He'd made it four minutes that time.

Q8 - "Do they have freckles?" (Nipple clamps redux)

From the previous answer, I had three cards left, so it was a simple matter of finding a small difference. Two of the characters remaining had freckles (although with one it was hard to see, dark freckles on dark skin), and the other did not. Jay had to review the card to make sure when I asked the question, and I told him to look very carefully. With three questions left, I could eliminate at least one and have two questions left to decide between the others. Or I might get lucky and eliminate two at once. This was an important question, so I decided to go with something that was proven to work. When I'd used the nipple clamps earlier in the scene, I'd just put them on and tugged on them a bit. This time, to change the method, I used them as leverage to twist Jay's nipples. Hard. "No fair! You already used those!" he exclaimed. "Not this way," I said. "God! Okay, okay! They don't have freckles!" he admitted.

This was probably the shortest one yet. Maybe a minute had elapsed?

Q9 - Is it Olivia?Rather pleased, I revealed that we were down to just a single card, and the game was all but mine. I set the timer up and Jay braced for the question. "Is it.....Olivia?" I said.

There was a pause."Um, no, it's not," he said."Uh...no? It isn't?" I said. "Are you certain?""I think so...""Hmmm. Obviously something's gone wrong somewhere." I took the blindfold off of Jay's eyes. "Let's go through this again." I spread out the cards on the bed, and we went through the questions one by one together, eliminating groups of cards according to the answers he'd given. Everything matched, all the way up to question 8. "So, Olivia is the only one that doesn't have freckles, so it must be....""Wait," he said. "Does Jessica have freckles?""Yeah, she does. They're a little hard to see against her skin, but they're there." I handed him my copy of the Jessica card and he squinted at it."I did tell you to look closely when you checked last round," I pointed out.

"You did...but it's awfully hard to see when you've been blindfolded for the past hour," he said.

"So your friend is Jessica, then?" I said

"Apparently," he said.

"So...does that mean I win by default?"

"Apparently."

"Good," I smiled. "Then think I'll be taking my prize."

"How would you like it?" he asked.

I took his holes; first his mouth and throat again, then with him on all fours in doggy style, and then finally on his back, legs spread for me. Afterwards he sucked on my cocked slowly as we cooled off for a while. Afterwards, we moved to the couch and ate banana cream pie while we sat closely together and talked about it all.