Just because this is such a fun thread, I wanted to add another intense fantasy of mine, but this time from more of a sub angle. One of my favorite tickling stories ever is "
The Box," and I've thought a lot about what my own personal version of that would be.
Basically, a large group of both my exes and other friends of mine that I'm desperate to tickle would all gang up on me to punish me for being such a horny tickle perv. I'd be naked and tied down in a chair, legs spread and cock exposed, and basically forced to watch all these girls play out all my tickling fantasies in front of me while I was helpless to do anything. The ex of mine who was the cruelest tease would tickle my most ticklish ex right in front of me, all while teasing me about just how ticklish she is, and I must be soooo desperate to tickle her again.
I have one friend with incredibly tight, sexy abs that I lust over all the time -- she would get another girl to rub her abs right in front of me, telling me how I'm so naughty for getting off to her teasy pictures all the time. As this girl started raking her fingers over my friends abs, my friend would start to giggle, and say stuff like "oh wait, oh I don't realize my abs were so TICKLISH, oh no stop, please, it tickles too much!"
Two especially evil girls would get on either side of me, whispering naughty thoughts right in my ear. "Aww, look at that poor girl getting TICKLED! She's so ticklish, I don't think she can take it!" "Oooh, your cock is so hard and leaky, are you just
dying to tickle all of us, punish us for teasing you like this?" "Oh my god they're tickling her soooooo good, I couldn't stand that, I'm way too ticklish!" "These girls are all so ticklish, but you can't tickle them!" And they'd also be rubbing themselves, getting off over and over on teasing and torturing me.
And then, another girl would be between my legs, lightly teasing my cock and balls with a stiff tickly feather throughout the entire ordeal. Just enough to keep me hard and lusty and frustrated constantly, but never enough to let me cum or even really be satisfying. Maybe every few minutes she'd run her fingers over my cock just for a second, just to make me moan in pleasure for an instant before taking it away and going back to feather tickling. And she'd be touching herself, and laughing at how horny and desperate I was.