After the first time she asked me to be her guinea pig, we had a few sessions of tickling, mainly by hand, so she could get to know me, and we could get comfortable with each other. Around the third or fourth occasion, she made up some half-assed claim about how clothes ruined machine sensor or whatever, and refused to tickle me more until I got naked. That was when she found out that my cock, once erect, was incredibly ticklish, and after that, she made sure every one of our sessions included some tickling there.
This time, this was her downfall. She used the soft feather on me, like before, which she chose, after weeks of experiments, because of its ticklishness. And it worked! After three minutes, I was a laughing mess as she slid the feather up and down on my erection, especially when it got right under the head, which was my worst spot. But the more I laughed, the easier it was not to cum.
I mean, I was very aroused. When she reached the tip of my cock, the teasing was actually worse than the tickling. But then she'd start dragging the feather down again, and I could occupy my mind with how incredibly ticklish she could make my private part.
At minute 10, I thought I'd lose it, but then she couldn't help herself and brought the feather down to my balls, which tipped the scale in favor of laughing and squirming again. After that, I couldn't help myself anymore, and started moaning, and moving around in my restraints, but this time not trying to get away from the feather, but pressing my pelvis closer, so relief would come.
I very nearly lost it. She draw a circle with the feather over the head of my penis, and I felt the pleasure building up. And then the timer went off. And then I came. It was the best orgasm I'd had during our sessions, especially that, since it happened after the fifteen minute mark, I also won the game.
"Wow. I didn't think you'd make it," Katherine exclaimed, as she cleaned my stomach and cock. "Congratulations."
"Thanks. It wasn't too hard though," I lied. She smirked at me. "What's my prize?"
She disappeared for a moment, then brought back a small device, shaped like a football, with a hole in the middle of it.
"I was going to test this on you. It's supposed to get you off while tickling you, and you can set the intensity of tickling and teasing separately. But you already finished, and I don't know what else I have here that you'd like."
"I like tickling," I suggested.
"But I tickle you all the time. That's not a fair reward."
"Yeah, but you never let me tickle you. That would be reward enough."
After a quick assessment, she undid my restraints. I put my boxer on for decency, while she undressed to just her panties. This was nothing new either; Katherine had never made a big deal of hiding her breasts, especially from me. She was more careful about total nudity though. I decided that wouldn't fly today.
"Don't you have a rule against clothes on new machines?"
She did; that was the same rule that got me naked in the first place.
"I told you that rule was bogus."
"Yeah. You made it up to get me naked. Now I want to get you naked. Chop-chop. Panties down."
As I suspected, it wasn't too hard to persuade her. She stepped out of her underwear, and playfully threw them at me. She had changed in front of me, but I'd never tickled her completely naked, so I was looking forward to that. She lied back, taking my place, and I secured her, just as tightly as she did me, arms above her head, legs spread wide.
I took out another feather from her large collection, considering what I should do to her first.
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