Nah (SYLPHID POV)

“W-what!” Handsome gasped in outrage. “B-But you promised!”

“Nope, I promised I think about it. Which I did. The answer is nah.”

Upon hearing that, Handsome clicked his tongue. He seemed surprisingly composed. “Tsk, If only you’d agreed. Then I would have tickled you during the 69 and won.”

That sneaky bugger! I can’t believe I almost felt bad for him. “You are awfully smug for someone who is just about to lose.”

“Lose?”, Handsome sighed. “Sylphid, please. I’m sure you have realized that I can’t lose.”

I said nothing and let him continue. “You can’t get at my dick from this position and if you try to turn me around I will immediately start tickling you. The most likely outcome for this scenario is a draw.”

I nodded. “Hm, I see, nice theory. But you made one mistake, Handsome.”

He laughed. “That you can tickle me? Go ahead. I can endure it.”

While I was sorely tempted to test that bravado, I alas had other plans. “Not that.”

I plopped my index finger in my mouth.

Then I shoved said finger into his butt.

Right away, Handsome let out a yelp, his prior composure completely vanished in an instant.

Yeah, I had a feeling like that when I watched his fight against the snake lady. Handsome has a complex when it comes to anal.

Point in case, he completely tensed up right now. The amount of energy he put into throwing me off was honestly impressive. It dwarved all prior attempts, If he were against anyone else he probably would have succeeded.

But I rode bigger prey. This was nothing I couldn’t handle.

Besides, after the initial shock to his system, Handsome seemed to calm down fast. In fact at this point his body was almost reacting on it’s own.

I was going slow at first, not wanting to overwhelm Handsome, but it was clear that he is accustomed to rougher stuff. So I pistoned faster and wiggled my finger around.

“N-No…”, Handsome managed to press out between gasps. His body was heating up pretty fast now. Wow. Anal doesn’t exactly come natural to guys, but Handsome REALLY was into this. I would assume he had a lot of experience but his butt was oddly tight.

But not tight enough to not accommodate for my middle finger.

Doubling the penetration certainly had the intended effect. I was now also capable of doing stuff a penis couldn’t provide like spreading the two fingers outwards. Turns out Handsome was very sensitive to that, who would have thought?

Handsome was shuddering now. It is said that a male anal orgasm is much more powerful then a female one and also beats a regular ejaculation. I’m kinda jealous.

Finally, Handsome was clamping up. It was obviously tough to tell but luckily I had quite a bit experience, so I was pretty sure he just reached an orgasm. I smiled, withdrew my fingers and gave him a few gentle pats on the butt. “Good job, Handsome. You did very well. Oh, and don’t worry about the stuff I said about your girls. That was a bluff, well, mostly.”

I only got an exhausted whimper in response. Poor guy, I initially wanted to punish him for his blatant attempt of cheating but I believe Handsome is in dire need of a bit of pampering.

Taking a look over at Ben, the referee was talking with someone backstage. Goes without saying that for this particular orgasm the magical sensor will need to be consulted.

“I just got confirmation, folks! Mari Beta has received an anal orgasm!”, Ben finally announced to a lot of cheering. “The winner of this special cum battle and our first finalist is Speed Demon Sylphid!"