As a ticklee, I'm fairly hard to trick into being tickled because I'm always atuned to when a guy is thinking along those lines. BUT...
There has been a time or two that a guy has been able to genuinly take me off guard and tickle me. One time in particular comes to mind -
I was in college and just lounging around the dorm where I lived (in the common area which had a TV, a couple of chairs, tables and couches.) I was in there with my RA (who at the time I had a huge crush on). We weren't really engaged in conversation because he was watching TV and I was writing in my journal (which I kept for most of my teen years.) During one of the commercials he glanced over to me and asked what I was working on. I said that I was just jotting down a few things in my journal. I guess I peeked his curiousity because he got up from his position on one of the chairs and came over to where I was on the couch. Not wanting him to see what I was writing, I closed the book and held it tightly. He persisted with the "oh c'mon, you can trust me" comments with one of those innocent little boy faces that you guys put on when you want us to trust you (lol). After awhile of telling him that there was NO WAY that I was going to let him see my journal's contents, I got up to go back to my room (mostly just to put my book safely back in it place under my bed.)
Before I knew what hit me, he had wrapped both his arms around me (so that he had me in a bear hug from behind) and began to tease me that he was going to get my journal away from me. In an effort to get away I lifted both my feet off the floor and tried to make myself as heavy as I could so he would lose his grip on me. After a couple seconds of holding onto me, he dropped me and I landed in a heap on the ground. I then tried to scramble to my room (which wasn't too far away from the lounge), but we ended up in a wrestling match on the floor instead. In a slight panic that he might actually win this play fight and get to my journal, I slid the book underneath the couch (which was up against the wall.) I heard the book hit the wall and knew that he would have to crawl halfway underneath there to get to it (a move that I was going to make damn sure he didn't do.)
At this point we are both laughing and trying very hard to get the upper hand. The end result was a very tiring struggle that left us both out of breath and laying on the floor. "Okay, you win. I won't try to read it" was what he said after catching his breath. "Promise?" I asked hesitantly. "Promise" he assured me with another one of those innocent little boy faces. He went to get up from the floor and go back to his seat on the chair, and I lay there still for a couple more minutes. After feeling fairly sure that he had given up, I went to retrieve my journal. I laid myself (face down) on the carpet along side of the couch and tried first to just reach my arm underneath there to see if I could reach the journal (the thought of crawling underneath the couch didn't appeal to me since it looked as though the cleaning service hadn't vacuumed under there since the dawn of time). There was a couch leg in the middle of the frame that blocked me from being able to reach it from that angle. And just as I was about to try a different tactic, my RA decided that he couldn't pass up another opportunity to play.
He quickly slid himself along side of me on the floor so that I was sandwiched in between him and the couch. He caught me while I was still reaching for the journal so my left arm was up above my head and now pinned in that position because the couch leg prevented it from being able to come down. I started to say things like "Hey! I thought you said you weren't going to try and read my journal!" to which he assured me that he wasn't going to. Not believing him for a second, I then asked him what the hell he WAS trying to do. "Just this" he said before he reached one of his arms around me and began to tickle the hell out of my left side and underarm. I was truly taken off guard because my only thoughts at that time were of preserving my privacy and trying to keep him as far away from my journal as I could. For once, tickling was the last thing on my mind (lol).
I couldn't believe how trapped I had become. I couldn't push far enough away from the couch to get away because he had wedged me in. Through my laughter I tried to plead with him to let me up, but he was apparently having a blast taking advantage of his newly found upper hand. He eventually tried to bargain with me that he would stop tickling me if he could read one of my journal entries. Knowing that his name graced the pages of my journal a time or two there was no way I was going to conceed to that term, so his tickling continued.
Thankfully, after what felt like forever, he decided to show a little mercy and let me up (even though I hadn't agreed to let him read my journal.) He walked away with a smug grin on his face and just said "Wow, there must be some pretty juicy stuff in there for you to take that kind of torture." He had no idea....
So, I guess the tactic of lulling your 'lee into a false sense of security before you pounce and tickle the hell out of them works pretty well...at least for this gullible 'lee 🙂
Maggie