The gym helps me prepare to give a little and take a lot

I may not be a real detective, but I like to think that I have certain deductive powers. When I joined up with ODD, my thought was that I'd be using those in the service of solving mysteries for clients and those in trouble. Instead, I'd more often found myself using them to twist this cursed life of mine into as manageable or desirable a situation as I could manage. All of that is to say that my creativity is the only thing I can count on in many cases. At this time, I found myself teetering on the edge of madness; instead of mitigating any sort of risk, I felt like my mind was focused on how to swipe a diamond and replace it with an object of equal weight, like Mr. Jones in a lost temple.

I couldn't just stand by and watch the Princess do as she pleased! I stood up straight and told her-- in an anticlimactically quiet voice, meant only for her-- that I wanted to be the one to have sex with my good friend.

The woman smirked for a moment, then tilted her chin up even further. "Oh ho? I'm surprised, Ms. Hojo. I understand that Ms. Hawthorne is an old friend of yours, but apparently, being her friend was not the highest goal you aspired to? Not that this is a particularly high mark to aspire towards. After all, as you can see, she's quite ready to present herself to anyone who wants to watch," the Princess chuckled. "As far as a servant goes, she's eager to please. Don't mistake my observation of her willingness as my desire to demean her. She chooses the path of the submissive, but she's adept, when it comes down to it. As for you..."

I gulped, waiting to see if the Princess would willingly grant my request. Here, her eyes grew cold again.

"What do you propose I do while you satisfy your craving? Am I supposed to watch from a distance? I've become aroused as well," she scoffed, gesturing down towards where her massive cock was standing out against her yoga pants. With the black fabric against the dark room, I'd failed to notice it, but now that I was looking, my eyes were stuck there.

Eager to calm her down, I told her I had thought about that, but first I needed to confirm one thing. I asked her if she was in love with Charlee herself.

"Hah! Not quite," the Princess laughed, looking more amused than offended. "When the Princess finds a specimen suitable for long-term companionship, that shall be a true miracle and a paradox, for there is not fit to be my suitor." She flipped her luxurious black hair over one shoulder, then regained her usual frown. "That must be a load off your mind, Ms. Hojo, but still, I have no desire to fully surrender my role here and act as an idle observer. I will not submit to a quick and dirty handjob, if that's what you're offering me."

"No," I murmured, lowering my eyebrows. I knew I couldn't retract the offer once I made it. Was it worth making? I'd gone too far to back out now! "So... if all you want is to be sexually satisfied and you don't care whether it's with Charlee specifically..." I squinted my eyes, feeling a sudden, alarmed twitching in my anus. "Couldn't you fuck me while I fuck Charlee?"

The Princess's eyebrow cocked; she hadn't expected that answer. "What?"

"Like a stack... If Charlee's on the bottom, I can lay over her and stick my dick in... Th-Then you could stick it in me. You can picture that, right?" I questioned.

With a short chuckle, the Princess moved one hand off her hip to place it onto my shoulder. With the other, she untucked herself from the yoga pants, allowing her huge, girthy shaft to stand out against the room's spotlight. Scattered cheers shot out from Genkei Big Body's crowd, whom I'd nearly forgotten in all of this. It was hard to listen to them, as my eyes were drawn to the head of the Princess's cock, so long in its erect form that it seemed like it could poke my belly at this distance, somewhere between familiar and respectful. "It's not the positioning that I'm critical of. I'm asking if you actually think you can absorb the degree of my endowments that you're picturing. Have you ever allowed someone to put anything in your asshole before? I can be gentle in respect of your novice nature, but you should should remember what you're in for. The strength and size of mine are in a league of their own and I have to suspect that you're... a tad tight."

I wasn't going to be dissuaded so easily. "I can take it!" I reassured her.

"Not without proper lubrication you can't. There's being courageous and there's being ridiculous. However, assisting you in that manner is beneath me; get Ms. Hawthorne and the rest of the gym to help you with that."

If the lubrication that the Princess was the end of my adventure at the Labors of Love gym, it would already be far more excitement than I'd planned to endure for the day. The thought that I still had the Princess's ludicrously over-qualified futa genitalia coming my way gave me a feeling akin to knowing I'm cramming for a two part exam with no way to prepare for the second part. For now, the first part was plenty; Charlee and I were both hoisted up in the arms of gym attendants, who spread our legs and presented our asses for the task ahead of us. The throbbing, male cock beneath me initially sent a wave of panic through my body, as my own, less significant member flopped partially erect above it. I didn't sign up to be fucked by sweaty meatheads I don't even know!

Sensing my fears, the Princess crossed her arms and shook her head. "They all know better than to act beyond their stations, Ms. Hojo. Try to be like Ms. Hawthorne and keep calm," she sighed.

"Calm" wasn't the word I'd use to describe Charlee at the moment. My friend's lips trembled in anticipation as her legs were parted from either side, allowing her ribbon-tied dick to point upward-- hers was much firmer than I'd managed to get mine in these bizarre circumstances. The hands clenching her thighs and hoisting her up to the man's chest level didn't seem to bother her in the least; they were having the opposite effect. I really didn't want to get into the same frame of mind as she was. "Try to relax, Katsumi. It actually feels lovely once you're used to it!" she encouraged me, seeming all the more turned on as my eyes remained glued to the twitching shaft.

I managed to tear my eyes away and told her that I didn't get what was so great about being ogled like this.

"That's not what I was talking about," she sighed. I didn't discern her real meaning just yet, but I would shortly.

Another buff gentleman approached, busily rubbing his hands together as though he was looking at an especially tasty meal. What a pervert! Perhaps I was being just a bit hasty in judging him-- after all, I was only in this situation because I couldn't keep my lust for my friend under control. Still, he ought to have a little more tact than that! His behavior made a little more sense once I realized the real purpose behind his hand-wringing; he was busy oiling up his hands with some glistening, translucent liquid that I wanted to think was massage oil or soap, but was much more likely to be anal lube. Did he really have to do both hands that way?

As it turned out, he had a good reason for doing both hands this way. I'd been considering myself an observer, waiting to see how Charlee handled the intrusion (and perhaps anticipating it), but I was quickly dragged into the dual performance as the man reached his hands into our nether regions, cupping the palm at our balls and hooking a finger into each asshole. Charlee gave a quiet moan and I saw her toes curl. My reaction was a lot less sensual and graceful; I let out a comedic cry of "aaaaah" and squirmed against the hold of my captor. Having something in that hole was as weird as I figured it was going to be! I've never masturbated using that place before... I've always stroked the cock. The feeling of something going in is just too bizarre!

That said, his technique isn't bad. Getting his fingers slippery and wet was a good idea and one finger was a decent starting point, even if it was a meaty one. I may have made a pretty undignified face once my wailing stopped and I quit struggling. Unclenching my ass made it feel even better... which he took as a signal to move to two fingers. Alarmed, I snapped out that I was just getting used to two! I even told him that felt pretty good. Why was he escalating so quickly?!

"Ha ha! My apologies, but you've seen the Princess's cock, right? I think you're going to be glad I broke you in first," he guffawed, surprisingly good-natured about the whole thing. I took a moment to notice the huge tent pitched against the front of his speedo... It was hard to imagine that my senior detective was bigger than he was, but judging by the admiration in his voice, she probably was. I remembered back to the look of her huge "sword" that I'd seen back at the wrestling arena. "With that in mind..."

Three fingers! That's got to be about the thickness of her dick's circumference right there, doesn't it?! The feeling of my asshole being stretched this much without any prior experience was so uncanny, I don't think I'll ever forget it.

"We're getting closer! To bring it all home, we've got a newly opened, fresh-out-the-box dildo that's at least close to her girth. This is going to feel a little different, so as a reminder: don't clench, at least not yet!"

I noticed that at this point, Charlee's ass-play had stopped altogether and she'd been let back onto her feet. Apparently, two fingers was plenty of prep for taking my futa equipment, which... okay, fair. I envied her for the fact she'd managed to catch a break. I, on the other hand, was facing down a tremendous, rubbery dildo, which another of the gym's clients had brought over to my caretaker. I begged the guy to tell me he wasn't about to stick that all the way into my anal corridor.

"Not all the way, no. It wouldn't be fun for you or the Princess to do that. It's going to get some pretty significant distance in, though. Watching how deep something can go into the ass can be like watching a magic trick! Ha ha ha ha!"

I told him I didn't appreciate that metaphor at all.

He grinned and began to press the tip against my hole. "Just relax! We'll take it slow to start." The feeling of my anal virginity being broken for the fourth time today after over twenty years of a squeaky clean record, in front of a room full of staring musclemen, my estranged childhood friend, and my senior coworker, was so foreign, I could only imagine I was either dreaming or transported to some alien dimension. Regardless, the most amazing part of it all is that my ass could take it. The guy wasn't lying-- human butts are capable of some incredible feats.

I didn't have a great view of my asshole, of course, but from that position, I could see the man's hand tightly grip the dildo and move it in and out. First, I felt just the head penetrate, wider in girth than even the three fingertips that had gone in earlier. Next, I felt a portion of the shaft following the head in. I couldn't imagine that there was enough space in there for it to move in and out, but it managed. I clenched my teeth, fearing that something was going to break inside of me as my glasses bobbed against my forehead and my small body rocked with the increasing **** of the plumbing sex toy, but nothing ever broke. I was resilient! I handled every bit of the new experience and felt proud when I came out the other side with nothing injured but my dignity.

Well, there was one other thing I was worried about. I asked if my asshole was going to stay stretched by all of this. I'd never done enough research into butt-play to know these kinds of things.

"Not at all! Common myth. It will go back to normal in no time at all. Still, it's where we need it for the Princess. I'd say you're ready to receive!"

... I wasn't so sure, but I nodded along, just for the sake of finally being released by the man behind me, who was so much like a statue in all of this that I'd nearly forgotten he was a living human being. Quite a thing to manage, when you consider how hot and sweaty he'd gotten after getting his futanari voyeurism fix from so close a range.