Another collection of memories from one particular willing ticklee, enjoy.
My memories of the 90’s are very good in terms of the amount of ticking I got to do. I was part of a group of about 15 twenty-somethings that got together every weekend to play. It was rarely all of us, but always at least 5 or 6 of us (and usually a newcomer or two) would gather at my place, our favorite watering hole or even downtown early to catch the free admission/open bar hour at one of the clubs downtown. That was my crew and we partied hard. It was a very special group of couples and singles in and out of relationships.
Throughout the decade I only had three relationships of any length and only one lasted more than a year, but I had several ladies who were friends with benefits and it would seem that one of them was always around. Diana is the name I use for one of these ladies.
Diana was about 5’1” and was a little bit bigger than most girls I’ve dated. Maybe 25 lbs over her ideal weight, but she had a beautiful porcelain white face surrounded by very curly jet black hair long and a bit wild. She had a really large set of breasts and decent legs. Her feet were probably a size 7 and were a little wide, but had very nice arches and well kept toenails. What always got me was that Diana loved to wear skirts and dresses with nylons and sometimes bare feet, but never socks. A foot fetishists dream, she seemed to like her shoes off whenever she could manage it.
On several occasions Diana would casually flirt after a few drinks and that was her way of letting me know we could hook-up if I wanted. More often than not, we ended up alone in my apartment and I would be sitting behind her on the couch giving a back massage. I would get my hands under her shirt, massage, tickle, remove the bra and repeat the teasing tickled down her sides, ribs and even breasts, which she seemed to enjoy. Eventually she would switch with me.
She was definitely submissive, as she almost never dared to try to tickle me much, and she knew I loved those feet because without vocalizing anything the legs curled around me from behind and her feet ended up in my lap. She usually wore white or black stockings and I would immediately grab those feet and start testing her ticklishness with soft grazing tickles. She would giggle and her feet would squirm a bit, I’d get a playful “That tickles T,” from her. “Duh, why do you think I’m tickling you” was my usual response and I’d gradually up the tempo and intensity. Those nylon clad feet would wiggle and graze my raging hard on and I would just keep it up. She never got angry or begged for it to stop. Just laughed and squirmed.
Diana had a soft high-pitched voice and her laughter was the same. Not forced, just soft angelic giggles. It was such a turn on. All the while she’d still be rubbing my back, albeit a bit more erotically. Nails down my spine very lightly, giggling into my ear for me to stop. . But she basically went limp and just leaned into my back and took it and eventually promised me just about anything for a break. I know more than once I told her I had exactly what I wanted right then and continued to tickle those nylon soles for over an hour. On those occasions she usually ended up finding some strength, climbing out and over me to put her face in my lap for some of the best oral while I lightly tickled any body part I could reach. Gentlemen, if you ever find a woman who can take some tickling while giving you head, the giggles will blow your freakin’ mind!
One night after a rather lot of drinks, Diana and I ended up alone in my apartment and I had been up to my usual tickling and she was extremely horny. I got the balls to ask and she let me tie her naked, blindfolded and spread eagle to my bed. I know I tickled her cute bare feet with everything I could find. Despite being tied up and blindfolded, she never got panicky or anxious; just more of that delightful laugh and lots of big breast shaking. I tickled and erotically teased every square inch of her until she basically demanded sex. Some of the details are foggy after that. I was pickled, but I know I untied her legs and despite being a bit overweight she was remarkably flexible. Her legs were on my shoulders and I could reach up and tickle a foot during sex.
All in all Diana was a very memorable friend with benefits. There are at least two more I will write about soon. Thanks
My memories of the 90’s are very good in terms of the amount of ticking I got to do. I was part of a group of about 15 twenty-somethings that got together every weekend to play. It was rarely all of us, but always at least 5 or 6 of us (and usually a newcomer or two) would gather at my place, our favorite watering hole or even downtown early to catch the free admission/open bar hour at one of the clubs downtown. That was my crew and we partied hard. It was a very special group of couples and singles in and out of relationships.
Throughout the decade I only had three relationships of any length and only one lasted more than a year, but I had several ladies who were friends with benefits and it would seem that one of them was always around. Diana is the name I use for one of these ladies.
Diana was about 5’1” and was a little bit bigger than most girls I’ve dated. Maybe 25 lbs over her ideal weight, but she had a beautiful porcelain white face surrounded by very curly jet black hair long and a bit wild. She had a really large set of breasts and decent legs. Her feet were probably a size 7 and were a little wide, but had very nice arches and well kept toenails. What always got me was that Diana loved to wear skirts and dresses with nylons and sometimes bare feet, but never socks. A foot fetishists dream, she seemed to like her shoes off whenever she could manage it.
On several occasions Diana would casually flirt after a few drinks and that was her way of letting me know we could hook-up if I wanted. More often than not, we ended up alone in my apartment and I would be sitting behind her on the couch giving a back massage. I would get my hands under her shirt, massage, tickle, remove the bra and repeat the teasing tickled down her sides, ribs and even breasts, which she seemed to enjoy. Eventually she would switch with me.
She was definitely submissive, as she almost never dared to try to tickle me much, and she knew I loved those feet because without vocalizing anything the legs curled around me from behind and her feet ended up in my lap. She usually wore white or black stockings and I would immediately grab those feet and start testing her ticklishness with soft grazing tickles. She would giggle and her feet would squirm a bit, I’d get a playful “That tickles T,” from her. “Duh, why do you think I’m tickling you” was my usual response and I’d gradually up the tempo and intensity. Those nylon clad feet would wiggle and graze my raging hard on and I would just keep it up. She never got angry or begged for it to stop. Just laughed and squirmed.
Diana had a soft high-pitched voice and her laughter was the same. Not forced, just soft angelic giggles. It was such a turn on. All the while she’d still be rubbing my back, albeit a bit more erotically. Nails down my spine very lightly, giggling into my ear for me to stop. . But she basically went limp and just leaned into my back and took it and eventually promised me just about anything for a break. I know more than once I told her I had exactly what I wanted right then and continued to tickle those nylon soles for over an hour. On those occasions she usually ended up finding some strength, climbing out and over me to put her face in my lap for some of the best oral while I lightly tickled any body part I could reach. Gentlemen, if you ever find a woman who can take some tickling while giving you head, the giggles will blow your freakin’ mind!
One night after a rather lot of drinks, Diana and I ended up alone in my apartment and I had been up to my usual tickling and she was extremely horny. I got the balls to ask and she let me tie her naked, blindfolded and spread eagle to my bed. I know I tickled her cute bare feet with everything I could find. Despite being tied up and blindfolded, she never got panicky or anxious; just more of that delightful laugh and lots of big breast shaking. I tickled and erotically teased every square inch of her until she basically demanded sex. Some of the details are foggy after that. I was pickled, but I know I untied her legs and despite being a bit overweight she was remarkably flexible. Her legs were on my shoulders and I could reach up and tickle a foot during sex.
All in all Diana was a very memorable friend with benefits. There are at least two more I will write about soon. Thanks
Last edited:
Thanks for sharing your experience here. 
