KeepItSimple
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- Jun 3, 2014
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I'm a social worker in a high stress job and I have a female supervisor who just turned 55. I'm 28 years old and I've worked for her for five years. I'm not gonna lie, I'm pretty good at my job and sealed my reputation with her as someone she can rely on and trust to get the job done right. Also I'm the same age as her son so she kinda took me under her wing. Over the course of five years, I've gotten pretty familiar with her and comfortable with non-work related topics and things. She also lets me go barefoot in the office when it's the last hour of work and has stated that she kinda likes it when I go barefoot at work. It's kinda my thing and everyone else at work just accepts it and kinda calls me the hippie guy. I'm cool with that. Anyway, she doesn't have an attraction to my feet that I know of (I've had a lot of opportunities to check that and I think she just likes my barefootedness in a non fetish way). This has led to plenty of conversations about foot health, pedicures, massages, alternative options for health care...things like that. Since we're comfortable with conversations like that, I told her I give a heck of a foot massage in passing during one of our random conversations (yeah we waste time at work on occasion, lol). I kinda meant it as a joke and she jested back that it was a good thing to know. I took notice but didn't push it because I felt pretty paranoid about offering to massage my boss's feet. Didn't want to get fired or accidentally let it get out at work that I was rubbing the boss's feet. Makes you look like a pretty big brown noser so I let it sit for a while. Anyway, about two months later, she had some knee problems that she had to see the doctor for. This, in turn, made her feet very sore since she had to change her gait to compensate for pain. She was actually hurting quite a bit and had her shoes and socks off at the end of the day in her office. I came to drop off paperwork and she was clearly hurting in her feet and trying to rub some soreness out of them. I gave her the documents and she said thanks but was so occupied with her discomfort and job stress (her boss had been a major douche bag the whole day) that she barely acknowledged me. I had wanted to rub her feet and test their ticklishness for a long time but never dwelled on it because it was unrealistic to think about that with your boss but this time I actually knew I could help her and offered to massage her feet since she already knew my interests in massage and working with feet. She paused for maybe one or two seconds to think about it and then said "Yes, please, I would be very grateful." I closed up her office door, locked it, set up a chair for her to place her feet on and she gave me some lotion from her desk. For being a little older, her feet were in pretty good shape. She then confessed that she had never had her feet massaged. I was surprised and asked "Like...never even a casual foot rub from a boyfriend or something?" She said never. Crazy, right? Anyway, I did my best foot massage that I could muster up and she really needed it. She knew I appreciated her feet but we had kept it distant and chilled out in that regard but I really poured on the appreciation by running my thumbs and fingers across her wrinkly arches and gently sliding the pads of her toes around in my fingertips. We casually talked about nothing in particular like we have hundreds of times and she was visibly relaxed and said her feet were feeling great. I massaged her bare feet for probably half an hour and then decided to get a little brave because I seriously just had to know if she was ticklish on her feet. I'm pretty good about keeping my desires under control and being decent about it but I had to give this a test. I told her I would finish up the massage with some light strokes across the feet and that it's very relaxing with the right mindset. I took all my fingers and stroked them up at the same time starting up the heels and making long, deliberate strokes until I slowly reached the balls of her feet and began gently stroking (attempting to tickle) her toes and pads of her feet just under them. She smiled and I felt her feet gently twitching in response underneath my fingertips and she said it felt good. I decided to play with her head because I knew she was thinking it tickled and was trying hard to keep it in so I said "Yeah, sometimes this technique can tickle a lot, but that can be stress relieving too if it's done right." (I was trying to sound all therapeutic and crap, but whatever. Sounded cool when I said it) Immediately after I said that she began laughing and tipped her head back to the ceiling and laughed out loud for about five seconds while I continued gently tickling the upper part of her feet and toes. She said "Oh my goodness that does tickle!" I stopped my strokes and chuckled a little and was about to reply and she said "It didn't start really tickling until you mentioned it could tickle!" I laughed with her and replied "Well you held out there for a little while so you win some points there! I've got a few more minutes of the light strokes left that I usually do when I massage people's feet." I decided not to give her a chance to reply again and I began the light strokes again, starting back at her heels. She had a look of curiosity on her face mixed with some delight and I realized that this woman has never really had her feet touched, let alone massaged and tickled so this must be a new and fascinating experience. I stroked up her bare feet again and paused on her arches which rewarded me with a smile with her feet gently twitching. I briefly spider tickled her arches and she giggled and bit her lip. I switched back to stroking my fingertips in unison and met the balls of her feet and toes again (which were pretty soft since she almost never goes barefoot. She told me she wears her shoes virtually all day until about an hour before bed). She began gently laughing again when I stroked her feet for a bit and then I switched to just straight tickling her bare feet all over with the spider motion of my fingers. She tipped her head back again and laughed good and loud and I tickled her like that for about 8 to 10 seconds. I was getting nervous that there would be someone hearing her laughter and wonder about it, even though it was the end of the day and almost everyone was gone. I kinda got nervous and embarrassed with the sudden realization that I had just massaged and tickled my boss's bare feet. I tried to be all cool and pretend it was just part of the massage routine and she actually believed it but recognized that had a little fun at the end. She was very grateful for the massage and thanked me for it. She hasn't asked for another one since (its been about 5 weeks...yeah this just recently happened. Still can't believe it!) and I'm not brave enough yet to even bring it up but I get the feeling she's favorable for it. I might give it a few months to be safe and try again but I kinda like my job and get worried about jeopardizing it. It was so worth it though and we both loved it. The tickling part only lasted probably a minute...maybe a minute and a half. Hard to keep time with tickling. Anyway, that is definitely one of the best tickling experiences I've had. I've got some more encounters from when I was in college and I might put them up later. Been dying to share that story with people who realize how cool that was. Thanks!
Thanks for sharing your experience here. 
