An ex-girlfriend of mine had recently bought a pair of Louboutin heels (the brand where the inside of the heel is colored red). If you look at the photo I'm posting, they were like this but with a peep toe. That red heel drew me in like a moth to a bright light. One afternoon, she came over to my place wearing them along with black Hanes Silk Reflections nylons. I set up my stocks and had her lie down on my bed and put her feet in them with her shoes still on. She had mentioned once or twice before about how she felt like shoes offered her some protection, but I still found a way to get through those defenses. I decided to use that as the focal point of our session.
I had some small feathers, so I took one and inserted it into the peep toe. This drove her crazy. I moved the feather in and out of the peep toe for a minute or two, then I left it there and got another feather. I can still hear her saying "It's still in there" while laughing. Next I alternated running my finger over the top of her foot (very ticklish there) and running another feather under her arch. Her ankles were also ticklish so I tickled her there too. I started with her right foot, tickling that for maybe 5 minutes, then I repeated everything on her more ticklish left foot.
When I was done with the left foot, I went back to the right foot and started unbuckling the ankle strap. Now the panic started to set in for her. Though her giggles, she started begging. "Can you just stick this foot (her right foot)? Leave the other one alone for now." I answered with "Um hmmm", which just drove her insane. "No 'Um hmmm!" 😂 Then I resumed my tickling, starting with feathers and moving on to my microfiber keyboard brush (which she said felt like hundreds of little fingers) and eventually my hands. This went on for another 5 minutes. Then I stopped. Now I started unbuckling the ankle strap on her left foot. I hear a soft, panicked voice say "Oh no." She didn't flail too much at first, but as soon as she felt that the ankle strap was undone she tried desperately to keep the shoe on. She failed of course.
I let her lie there for maybe 30 seconds so she could contemplate her vulnerability. Then I started brushing a feather up and down her sole. She managed to keep her composure through this, but she was cracking. Then I started using my fingers. A panicked "No!" was the immediate response, as she tried to move her foot to avoid my tickling. Then it was "No, no, no, no, no, no." and it was all over for her. She lost almost all ability to speak because she was laughing so hard and losing control. Occasionally, I would hear a "Stop!" through the laughter, but for the most part she had no choice but to surrender to my tickling. I continued for 5 minutes again. Towards the end, she somehow managed to grab a pillow (even though her hands were in cuffs) and throw it at me. 😆 I continued for another minute, laughing at her predicament. Then I stopped and released her feet from the stocks. I remember her saying "I want to be in the fetal position." I let her rest for a few minutes, then I took off her top and her bra so I could start working over her upper body.
It remains one of the best sessions I have ever had. 😊