Sean was a normal high school boy. He had just turned 18 and was finishing up his senior year. His mother was Mary, 43 years old. She was short, blonde, sweet, and cute. Think Reese Witherspoon for a reference.
They had always had a good relationship, and sometimes she felt more like a friend than his mother. One Sunday evening they were sitting on the couch talking, and for one reason or another, Sean brought up the fact that one of the kids in his school was into some weird porn. And he used tickling as an example.
"What?" Mary asked confused. "That's bizarre. Why?"
"You got me," Sean replied. "He likes it. He thinks it's hot."
"The kind of porn people like will never cease to amaze me. What actually happens in it?" she asked. "Just, women being tickled and laughing?"
"That's pretty much the gist of it," Sean replied.
"Well, I could never do that, because I'm not very ticklish."
"Oh?" said Sean, curious. "Not at all?"
"Not really. Never have been."
Sean knew a dare when he heard one. "So, there is nowhere on your body that would make you laugh. I don't believe you."
"Not that I know of, buddy."
"I'm going to try," Sean said boldly. Before Mary could protest, Sean took a hold of each of her hands, and placed them above her head. "Let's start with your armpits."
He very gently began running his fingers over her exposed underarms. She was wearing a loose fitting tank top and shorts, so it was easy access.
"Nothing?" he said, looking at her.
"Not a thing," she replied matter-of-factly.
Sean moved his hands down her sides, and began gently tickling the area around her rib cage. Nothing.
"I think we can call this experiment of yours a failure," she said, looking almost bored.
"One more thing I'm going to try," he said, as he grabbed the base of her little shirt and pushed it up, exposing her belly. She made a surprised noise that almost sounded like a laugh.
"I think we may be getting somewhere," Sean said, while gently tickling the exposed skin.
Mary now had a look of almost amusement on her face. Sean lowered his head, and began softly blowing on her stomach. After getting no response from this, he lowered his head forward and started licking the area around her belly button.
Sean felt himself getting hard as he licked his mother's stomach. What's happening? he thought to himself. He didn't know, but he knew he wanted to keep going.
"Oh," she said, instinctively, as her son's tongue explored her lower torso. As he reached the waistline of her shorts, she felt his fingers working on the button. It popped free.
Mary then felt her son pulling on her zipper. He got it all the way down. She looked at her now-exposed panties.
He moved his tongue down to the waistline, and licked her there. When she felt his fingertips attempting to make their way under, she decided that was enough.
"Nope, still not laughing. And we're calling it quits there," she said, sitting up and adjusting her shirt and shorts back to their original positions. "You lose!" she teased.
"Maybe," Sean replied. "But I'm not giving up!"
"Oh, ok" she said sarcastically. "Come on, let's go get dinner."
Sean was thinking about what he would have done if she hadn't stopped it. Would he be taking off his mom's shorts right now? He needed a moment to adjust himself.
These were certainly new feelings for him. The challenge of getting his mom tickled in the right spot was very erotic. Touching her in different places, seeing what she would let him get away with, where all she would let him touch.... He pushed the thoughts out of his head.
Fast forwarding now a few days....
Mary and Sean were boarding a plane, on the way to visit colleges across the country. The flight was now underway, and would last another two hours or so. Mary had the window seat, with Sean next to him, and the isle seat empty.
Sean had the idea the day before, and couldn't wait to get started. Mary was wearing a white blouse that snapped up the front, and a black skirt. She was reading during the flight and wearing her reading glasses. Her hair was pulled back in a pony tail.
The plane was about half full. There was one person in the window seat across from them, and he was buried in his book. Sean couldn't wait any longer.
"Mom, remember what I said the other day about trying again to tickle you?"
"Yes, I do," she replied, still looking down at her iPad. She looked up. "Wait, are you saying..." she started, as his hands made contact with her midsection.
"Here?" she said, in a loud whisper. She remembered how the last time ended. She thought he might be enjoying that game a little too much.
"Yeah. In public you're more likely to be ticklish," he said, completely making stuff up. His hands started pulling up on the base of her shirt again, until it had been freed from under her skirt. He tickled her bare stomach, or tried to, before moving up towards her rib cage.
He lifted the arm rest between them, so he could move closer to her. She was now basically pinned against the window of the plane. His hands were moving in soft circles on her abdomen.
"Nothing?" he asked.
"I told you, I'm not ticklish," she said quietly.
"Somewhere you are," he said, moving his hands up her sides. "Let's try your neck," he said, suddenly having an idea. He lightly tickled her neck, before his hands drifted to the collar of her shirt. "Maybe your upper chest...." he said softly, as he began to apply gentle pressure on both sides.
Sean was practically laying on top of his mom, and could feel her breath against his skin. He pressed harder on the material of her shirt, and began moving his hands towards her shoulders. The top snap on her blouse started to give.
Mary looked down and watched as the snap popped free. "Sean!" she whispered, looking at her semi-open shirt. Her son began lightly tickling the area now exposed.
There was no response, and at this point Sean wasn't really expecting one. He took a quick look around the plane and made sure no one was watching, and resumed the pressure on his mom's shirt. He grasped the sides that he had just opened, and began to lightly pull.
Still looking down, Mary said "Sean, my shirt is...." as she watched the second snap of her shirt pop loose. She squealed. Her cleavage down to her bra was now on display.
His hands went back to her waist, and grabbed the shirt by the bottom. He pulled. *snap* Another one came free. He was getting there; This was really happening. He was slowly unfastening his mom's shirt.
A flight attendant walked by, and Mary momentarily covered herself. After she had passed, Sean again took her hands and put them above her head, against the wall of the plane.
