round two or three?

We spend the next half hour or so in a sort of afterglow bliss. Sylphid was in no hurry and gently cuddled us while both Fisti and I tried to get our strength back.

“H-How late is it?”, Fisti managed to ask.

“I dunno”, Sylphid grinned innocently. “My eyes are still closed, you know.”

I somehow managed to get me up enough to glance at the clock. “Just about half past nine”

“Still a ways to go till midnight then, eh?”, Sylphid stretched herself. “How about we spice this game up a bit?”

I wasn't sure I liked the sound of that. Unfortunately, Fisti was all ears.

Sylphid gladly explained what she had in mind. “So, you are trying to get me to say I’m a dork before midnight, right?”

I guess this has somehow devolved into this, yes.

Sylphid grinned at me. “Lets make a bet of it. If you don't succeed you both become my sex slaves for a week once this is all over.”

...

“S-sex slaves?”, Fisti swallowed hard. Was fairly easy to tell that she was already on board with this.

“Uhu. And I mean all bets are off sex slaves. I am going to put you through the wringer like you won’t believe! The full course!”

I could only sigh at Sylphid's depravity. “And how am I supposed to fulfill Femto’s conditions during that time?”

...

...crap. I shouldn’t have brought that up. Did I just ruin the mood?

“Eh, don’t worry. I convince the devil.”

Apparently not.

“And why would I agree to that?”

“Because!”, Sylphid booped my nose. “If you manage to win I will…”

“If you say “become your sex ****” I give you the Beatrice treatment”, I threatened.

Bullseye.

“Uhh…” Guess I at least managed to throw her off for a bit. I need to take the mall victories. “Alright, how about I wear this diaper for a week? Handsome seemed to be really into it.”

“Yer nasty, Mari”, remarked Fisti.

“Stop trying to make me out as some diaper fetishist!”, I roared. "How about an orgasm block for a week and all the girls get to tickle you? In fact I order them to tickle you for at least 10 minutes per day."

But Sylphid laughed. "That’s it? Handsome, please. Make it an hour per day/girl if you really want to punish me. Oh and Snakey counts for two.

I am pretty sure that would kill you.

"I have a better idea", I stated with calm vengeance.. "No flirting for a week. No Sex, no masturbation. Not even provocative clothing. For one whole week you will stay completely chaste”

Sylphid gasped in horror. "What! That's ****! You evil monster!"

"Good, It's supposed to be a punishment", I stated.

The martial artist huffed a bit, now seemingly very worried. “B-But what about Fisti? That’s pretty evil to her, you know?”

Hm.

“D-don’t take me for some kinda pervert! I’m fine with Lady Sylphid being wholesome! We can do lots of fun activities, like sparring and collecting sea shells. It will be a hoot!”

Excellent.

"Eh. Whatever" With a grin Sylphid pulled Fisti in a tighter hug. "It's not like I am going to lose against you two cuties anyways.”

Fisti immediately squealed. Tsk, she is way too easy to manipulate. Guess I will have to do the heavy lifting here. "Let's go back to not moving your body, except for your face. Fisti?"

"Y-Yes?"

"I am sorry but I will need you to tend to Sylphid's feet, with your tongue."

This was an order of course, but even so, Fisti didn't seem to be disgusted by that in the slightest. She dutifully lowered herself in front of Sylphid's feet and started to gingerly lick them.

Right away Sylphid started to shriek.

"Good thing you have that diaper on, huh?" I gave it a small pat to see if it was still dry. So far she was holding out.

I decided to change that and attacked her sides again.

The double pronged attack did the trick. After a little while came the tell tale sound of Sylphid relieving herself.

"Good girl", I praised, while not letting up with the tickling in the slightest. "It's a pretty bulky diaper, so there is plenty of room. Feel free to pee as much as you want.”

"Fuhuck Handsome!", Sylphid pressed out between giggles. "You are totally into this!"

Fisti gave a disapproving grunt.

"Torturing you?", I asked while I lazily used the feather to tickle her nipples. "It is very amusing I agree and you need to be brought down a notch. Being a diaper wetting little brat is the perfect look for you.”

"You are so going to get it once, I win! Y-You have no idea!”

I had to admit, that was a prospect I should most definitely avoid. Sylphid is known for getting rather intense after all. I shudder just thinking about the fate that would have awaited me if I lost in today’s match.

Luckily, I still had some tricks up my sleeve.

The device I subtly readied looked a bit like a toothbrush, but according to Maria it's intended function is rather different. I made sure to dip it into the recommended liquid first, before gently lowering it into Sylphid's belly button.

Fisti was still keeping Sylphid busy with her feet, so this should come as quite as a surprise and sure enough Sylphid jumped a bit once the brush made contact with her soft flesh.

But the real fun was only just beginning. I flicked a switch and the small toothbrush started to vibrate.

Sylphid screamed.

That was because the tiny hairs on the toothbrush started to tickle the inside of her bellybutton. It was specifically designed for that purpose and while I certainly had many questions, particularly of the WHY variety, the ticklish feeling is supposed to be utterly unbearable.

And according to Sylphid's reaction that was quite accurate. I was actually getting a bit worried and stopped the vibrating. "Hey Fisti? Lets stop for a bit and let her catch her breath, alright?"

That took about a minute.

Sylphid was panting like crazy, her body glistening with sweat and I don't even want to know what's going on in that diaper of hers.

"Fuuuuuuuuuck", she cursed. "I never wanted to cum so bad in my life."

"You can give up whenever you want", I reminded her.

"No fucking way! Hit me with all you got, Handsome. I can take it!”

I should have expected as much. Well, nothing to be done but oblige her. This will be the last thing I do before entering the void for a year of training. And I intended to make it count.

Sylphid is going down.

…

..

.

What the hell?

We tried everything.

Every utensil Maria readied for us. Every possible combination of tickling spots. And every lotion and aphrodisiac available.

Sylphid cursed and moaned and turned her diaper into a soggy mess but stubbornly refused to give up.

Fisti was reaching her limit as well. This was exhausting! I had to remind her to drink lots of water.

Of course I had to make sure Sylphid stayed hydrated as well. The amount of fluid she lost, one way or the other, seemed very dangerous.

"It might be time to take the diaper of", Sylphid suggested. "I don't think I will need to pee for a while and it is starting to itch down there."

We definitely should. The insane intensity of this session made me worry about Sylphid's mental and physical well being.

The moment I undid the clasp the odor was overpowering. It wasn't as much the pee as the pure scent of sex.

Fisti immediately took an unnecessary long whiff. "I uhh..dispose of this if ya don't mind." She gently pulled the diaper away from Sylphid and put it into a sealed plastic bag.

Meanwhile I took a moment to look at Sylphid's vagina.

It was...engorged and looked very aroused. It was also quivering and trembling a fair bit. "I-Is this normal?"

Sylphid chuckled at that. "Ah Handsome. I love how cute you are. Yeah, that's what happens when girls get horny as fuck."

Fisti had returned with a wet cloth. "May I?", she asked and I gave a brief nod. She then proceeded to gently pat Sylphid's crotch down, cleaning it from all the residue.

As expected, Sylphid moaned pleasantly at the touch."Thanks, Fisti. Really don't want to get a rash down there. That sucks.”

I was at a loss.

It was one thing when the game was to get her to an orgasm, but Sylphid was clearly capable to take any amount of edging we can dish out.

I glanced at the clock. It was almost eleven. Time was slowly but surely starting to run out. Fuck. Losing here is just bad karma. I mean come on. That’s not how I want to start my training!

But then I had an idea.

"Be honest", I demanded. "What would get you to say I’m a dork?"

“You could just order me to.”

I mean, come on. Not even I am that pathetic! “What else?”

“Hmmm...tough…” Sylphid thought about it for a while. "If you would threaten to cut off your own penis, maybe?”

Maybe.

“A-anything that doesn’t involve castration?”

“Hmmm…” Sylphid took a deep breath. “I guess **** stimulation? Increase my sensitivity tenfold. Then have Fisti use that toothbrush on my bellybutton while you ram your dick inside of me. Then don't stop until I give up. You have a tendency of going too soft on me."

“H-hold it, Lady Sylphid!”, Fisti protested. “Won’t that fry yer brain or something?”

“Eh, probably not.”

Yeah, I’m not screwing around with her brain. But the rest at the very least sounded fairly straightforward. "Alright, lets do it. Are you ready, Fisti?"

The martial artist gave a grim nod as she brandished her weapon. I guess at this point her desire to get Sylphid to submit was just as big as mine.

I put myself in position and aligned my dick with Sylphid's wet and ready entrance. Fisti lowered the toothbrush into perfect bellybutton position. All of us somewhat knew that this would be the final ****.

We plunged forward simultaneously and Sylphid screamed.

The feeling was insane. Sylphid's pussy was extremely tight and seemingly contracted itself around my dick. It unfortunately took only a few seconds for me to come. I really didn’t want to cum inside her but Sylphid only laughed. Although I don't think it was because of my performance but rather Fisti's ****.

"Ya need more stamina!", Fisti complained and I could only nod sheepishly.

Thankfully, Sylphid's inside felt so good that my dick didn't need long to be ready for round two. This time I should hopefully be able to hold out longer.

Sylphid was a mess of moans and giggles but refused to give in. But I couldn't give up either. I had to press on!

There was no helping it.

“Double the sensitivity!”

The shrieks became even louder as I resumed my pumping. “Keep going, Fisti! We almost have her!”

Or so I thought.

My next orgasm came and went and still that stubborn girl refused to give up. I wondered if she was even capable of surrender.

“Grrr, triple the sensitivity!”

Now things were starting to get insane. The howls Sylphid let out were barely even human.

Wasn't this getting dangerous? Even after all the assurances, I was still worried about Sylphid’s well being. The way Sylphid trashed around was completely unnatural. I also was scared she might injure her throat if she kept that screaming up.

"Fuck", I finally cursed. "Sylphid, cum!"

The shriek that followed almost ruptured my eardrums. My dick was squeezed so hard that it was painful. A sea of fluid sloshed around and spurted high enough to reach my face.

It goes without saying that I came once more as well.

Then Sylphid's body went limp. A feeling of complete and utter bliss on her face.

Fisti naturally stopped just in time too and let herself down next to Sylphid. Being the only one left unsatisfied she gently grinded herself against Sylphid's body. The later didn't seem to mind.

Personally, I rolled to the side, completely spent.

"Haaandsome", Sylphid slurred. "That was amazing."

It admittedly was, but I do hope that future sessions won't be quite as intense.”

“We still have a bit of time, Let’s try ten times sensitivity next.”

...

Screw getting me to relax. I’m going into the void in order to escape this.

"Don't even think about losing", Sylphid warned me. "You have to become my sex slaves first, he he he.”

Right. No question about it. Sylphid had won this game.

We spend the remaining time we had cuddling.