My longest tickling session was a little bit over an hour.
A while ago, in my senior year of high school, I was living with my grandparents. They had gone out of state overnight and left me with the apartment to myself.
I invited over a couple of friends to hang out, watch a football game, play video games, etc. As the night wore on, most had left but this girl Melissa stayed. Apparently she had a big crush on me or so I was told, and I didn't particularly like her. She was one of those beautiful, rich, but snotty and bitchy types.
She stayed behind and spent half an hour flirting with me and making petty small talk. The conversation got pretty intense when she straight up asked me if I was a virgin.
Now, I lost my virginity at the age of 16, so my answer was no. I decided to entertain her questions because, hey, maybe I'd get laid out of it if I dealt with her long enough. She proceeded to ask a string of annoying questions that you would expect out of a horny 18 year old girl, like what did I know about sex and did I think I could handle her, etc etc. Finally I just said, "you keep asking me questions....why don't I just show you?"
We went upstairs and she laid on the bed, and asked me what kind of tricks I knew about, smiling, like she knew something I didn't. I said something to the effect of, "Well, have you ever been...you know...tied up?" She giggled and said she always wanted to try it.
So, we made out a little and lost some of our clothing. Soon she was in noting but her underwear and I had on my jeans. I grabbed a necktie from the closet and tied her wrists to the headframe above her head. Acting like she was all sly, she wiggled around and looked up at me with batting eyelashes. When I got off the bed for a moment and went for more neckties (I had to go deeper into the closet...never wore them much at the age of 18), she asked me what I was doing, and started to sound a little nervous.
I told her it shouldn't be a big deal, she's the one who said she wanted to be tied up. She didn't seem so cocky as I was tightly tying her ankles to opposite corners of my bedframe.
I straddled her hips, and she tried to keep up the tough, sexy girl act. She said, "Whatcha gonna do now?" with confidence.
Her eyes got wide and she looked rather scared when the next words from my mouth were, "Tickle you."
Tug and pull as she might, she couldn't get loose from the neckties. I sat on her hips and proceeded to tickle the living hell out of her underarms and ribcage, making her scream and swear, laughing like a madwoman. I was surpised at how ticklish her ribs were, they made her buck enough to nearly send me airborne. After a few moments I gave her a breather and toyed with her taut tummy while she sputtered curse words at me and yelled about how she was going to kick my ass when I let her go.
It was dissapointing to find that her belly was not ticklish at all.
She continued to yell and curse at me, so I grabbed the duct tape from the toolbox in the closet. She tried to turn her head away but I was too quick for her, and soon, three strip of silvery tape kept her from screaming quite so loudly. The next 45 minutes were quite possibly what made her never speak to me again.
I tickled her from head to toe, literally...teasing her ears and neck, stroking my fingertips in her armpits, probing and prodding her ribcage, teasing her bare thighs, holding her toes back and cruelly scraping my fingertips up and down her soft soles. She was a delicious toy, despite the screaming, squealing laughter that was only barely muffled by her tapegag. After the first half hour, tears were streaming from the corners of her eyes, and her neck and upper chest area were very blushed.
I spent the last fifteen minutes focusing on her deliciously ticklish soles, giving them little licks and nibbles as I tickled them all over. By this point she wasn't so much trying to twist her feet away as she was just tugging weakly at the ties, so it was very easy to focus on her worst spot: the arches.
Oh what fun I had with her. We didn't have sex that night. I finally untied her when I figured she'd had enough. She didn't move away when I curled up behind her, to cuddle. After a few minutes of sobbing and catching her breath, she said, "I gotta go home..."
I walked her out to her car. We didn't say a word.
Each time I saw her in the hallways of school and we made eye contact, she blushed FURIOUSLY and looked away. She never looked disgusted, hurt, or ashamed, just REALLY embarassed.
I wonder if I can find her on facebook or something...
the longest i've been tickled was the day we made the video...i think all together it wa like 62 minutes or something? but i did get breaks between costume changes...and drinkies lol
