I worked with a woman who had just turned 66. She was about 5’2 and likely weighed under 105#. She basically ran the place (an adult day program) and we spent a lot of time together, especially before and after our open hours. She was exceptionally fit and had implants, which she was not afraid to expose. She was also very tan and had short blonde hair, typically wearing glasses. She was nonstop active (as was I) and she enjoyed being a constant flirt. I honestly bet she poked or tickled my sides or back at least once a month. I was always scared to retaliate, she was quite a lovely woman. One day I was on the couch relaxing and she jumped on top of me, took off her sandals and said to rub her feet. I’m not as into feet, but I did not complain. She was always in sandals and like the rest of her, very attractive. They were tan, lovely, and softer than I imagined. I waited patiently for an opportunity, then the phone rang. I said I’ll get it and gave her a quick flutter tickle and she lost it. Huge laugh with a lot of thrash but never really pulled away. I’m sure I did it longer than I should have but she never mentioned anything. Weeks later she came down and jumped on my lap while I was typing something up for her. She was being sassy about it and she reached up to point something out and I went for it. I tickled her armpits, then ribs, then even some sides and stomach, joking I never would have thought she’d be so ticklish. She was literally in hysterics the whole time. She was bending over and turning but honestly kept leaning into me and never said stop or tried to get away. When I got one side she turn on e and I’d get the other. Her stomach was very firm yet soft. Her shirt popped up a bit and her stomach was flat, tan, and she had a deep innie that literally melted me. She could not form a word but kept trying. Her laughter was turning silent and I figured I’d pushed my luck enough so I stopped. She leaned into me hugging me tight and said “I’ll get you for that.” Then she got up, straightened her shirt, gave me a quick attack tickle and ran upstairs back to work. I seriously sat there for ten minutes, just replaying what had happened.
Was definitely one of my favorite tickle moments.