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My first tickle session (F/M Tickling, Teasing)

josherman

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Apr 12, 2013
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(So, this story takes place about 10-ish years ago. I hope you enjoy, let me know if this resonated with any of y'all's first time 🙂)

For years I wondered what it might be like to be tied up and tickle tortured. On the internet, I consumed plenty of tickling content, all the while fantasizing about what it might be like to be bound and helpless at the will of another person. I remember one video from Real Tickling starring the fiery redhead Priscilla James tickling the hell out of a masked man in his underwear. His body was literally a playground for her to explore. He was so utterly hopeless to stop what was happening to him, his hands were bound, his feet locked in wooden stocks,. The way she enjoyed tormenting him, ignoring his begging pleas, using his own ticklishness against him; it all made my head swim. I had to know what that felt like. I needed to be at the mercy of someone else who truly enjoyed tickle torturing their bound and utterly submissive victim.

One afternoon I was reading the Tickling Media Forum and I stumbled across a true story detailing a message therapist who offered 'tickle sessions' in my area. My heart began to race, I knew about the services a dominatrix would offer at this point in my life, but I was incredibly intimidated by the idea of contacting one. Plus, they were expensive and I was still a broke college student. This massage therapist sounded a lot more reasonable priced, and for some reason, more approachable. I reached out to the person who posted the story on TMF and they were kind enough to give me the massage therapist's contact information.

I sent an email to the masseuse as soon as I could. For the sake of this story, let's call her Jan. I can't quite remember exactly what I wrote in my initial email, but I do recall asking her if she offered tickling sessions and especially if she was willing to tie me up so I couldn't escape. She replied within an hour. Jan confirmed that she would not only tie me up, but also she'd tickle me until I couldn't take it anymore. She also said that she had been tickling people in this way for over 15 years and loved to watch people laugh and squirm as she found all of their worst spots. She explained that it was service she'd offer on the side, usually relying on word of mouth to guide like-minded folks to her table. I could hardly believe what I was reading and was so excited by her response. If this was for real, she was the kind of experienced tickler I had always dreamed of.

My hands were shaking as I sent a follow-up email asking Jan for her next availability. I also told her that this was my first time and that I was very nervous. I'll always remember the last line of the email she sent back to me; "And don't worry hun, it's only tickling!" Jan mentioned that she could meet me the next day around noon. I confirmed the time, as I pressed the send button I felt my mouth getting dry, my throat tightening. I had to get up and go for a long walk to ease my jittery legs. Before bed, I made sure to lotion my feet and place them in thick socks for the night. I could hardly sleep knowing what awaited me the next day.

I woke up, showered, re-applied lotion, got dressed, and left my home. Luckily, my drive was a short one as I was almost in a trance-like state of anxious excitement. I arrived at Jan's place a few minutes before noon. My heart pounded in my ears as I walked down the hallway to her apartment. I knocked on the door gently and she immediately swung it open. Before me stood a striking, barefoot older woman in her 50's. Standing at about 5'4", she was wearing comfy clothing. A jade shawl covered her white tank-top. Her baggy, green silk pants stopped just above her dainty ankles, showcasing her well pedicured and delicate feet adorned with light-blue painted toenails. Jan had short, curly red hair, which bounced around as her bubbly voice greeted me and welcomed me into her apartment.

There was a brief moment of awkwardness from me as I came in and she closed the door behind us. Honestly, I felt outside of my own body, like I was walking into a dream. I'm sure she had seen a look like this on a client before, because Jan's green eyes peered at me with a wisdom and assurance that was very comforting; "You can take your shoes off here and leave your jacket right on the coat rack behind ya." She said with a smile. I could see waves of wrinkles lining the sides of her eyes and deep trenches of dimples along the sides of her mouth; "Come on hun, let's sit on the couch and talk for a minute." She said, beckoning me over to her cozy living room couch.

We sat next to each other on the couch. I was so nervous that I wasn't even sure what to do with my hands. I placed them on my knees, she reached out and placed her warm hand on top of one of mine; "So, you mentioned in your email that you want to be tickled, for one hour straight? That's great, I love having tickle sessions." Jan smiled, it was so warm and welcoming; "It's alright to be nervous, but don't worry, we're going to have lot of fun."

Jan grasped the top of my hand a little tighter. I nodded and told her that she could tie me up too; "Oh that's right. Well, even better! That way you won't be able to wiggle away from what I want to do to you." Jan's hand traced up my wrist as she finished her sentence: I almost melted into the couch. Jan laughed in a way that I would come to know as her signature, a lively; "Ah ha ha!" It was a fun, taunting, melodic laugh she would bellow out when she was really enjoying herself.

Jan stood up, and gestured to the room down the hall. I stood up and went inside. The room was warm, dimly lit and very cozy with incense smoke filling the air. A padded massage table draped with intricate cloth occupied the very center of the room. As I looked behind me, I saw Jan in the doorway lightly clasping her hands together; "Okay, now you can strip down to whatever you're comfy with, I'll come back in a few minutes. If you'd like to strip all the way down, I have a doily for you right on the table." Jan left the room, I could hear her washing her hands in her bathroom sink down the hall.

Now, I didn't consider the idea that I might be fully nude for my first tickling session. But, the fact that she offered the option was enthralling to me... after all, I thought I might feel so much more ticklish with my entire body exposed. Pondering my options, I eventually decided to go completely naked into the unknown and quickly undressed. Looking at the table, I saw what Jan meant by a 'doily.' There was a small hand towel resting on the table. I placed it off to the side as I climbed onto the massage table face-up, fully nude and very exposed awaiting Jan's return.

Jan was humming a little bit as she re-entered the room. She looked over to me with a smile and then over to the doily. She gently smiled as she walked over to the table, grabbing the small towel and gently placing it over my private parts. She tucked the towel around my balls and gently tapped around the edges of the towel until the small cloth had enveloped my shaft as well. I shifted a little bit as I started to get hard from all of the friction, Jan noticed and just chuckled; "Ah ha ha! Oh, that'll do for now, let's get you restrained, hun." She patted the towel lightly and I nodded gently, mildly embarrassed of my aroused state.

Jan moved over to a footlocker in the corner of the room. She pulled out lengths of long, blue straps from the footlocker, a devious smile adorned her mature face as she turned back to me. She walked slowly over to my ankles with a focused determination, tying each of them tightly to the foot of the massage table. After my ankles were secured, she traced a light fingernail up each of my now helpless bare soles. I let out a slight giggle; "Ah ha ha! Oh, you're so in for it." Jan said gleefully as she made her way up to my wrists. She tied each wrist securely over my head to the top of the massage table and paused for a moment, looking down at me; "Blindfold?" She asked as I looked down over my naked, now very bound and vulnerable body. All I could do was muster another nod, swallowing hard as I did so. Another wicked smile appeared on Jan's face before she walked back the footlocker. She produced a long, soft pink silk cloth that she proceeded to blindfold me with. The last thing I saw before complete darkness was her lovely, mischievous grin.

Silence. Time passed as I listened to my slightly labored breath. This was actually happening. I was now bound spread-eagle, blindfolded and totally nude, save a small cloth over my groin. My mind raced, I became even more aroused. The helplessness I felt was so incredible, all of my senses were now intensified in a way I'd never experienced before. I could hear Jan rustling through the room now near the foot of the massage table. I heard a creak, possibly a chair? With my senses heightened I took in the smell of the incense; my mind raced with anticipation. Jan broke the silence; "Ohhh-kay. Now then, are we ready?" She asked, her inflection was playful and she was clearly excited to begin my ticklish torment.

Before I could answer I felt something brush underneath my toes on my right foot. I was surprised that I twitched so frantically. With my blindfold on, I had no idea what was brushing against my immobilized sole. The sensation was soft and bristly and I imagined it was a feather duster. I instinctively tried to move my foot away, only to be reminded of my restraints; "Nuh uh uh, no wiggling away for you. Remember, you're all tied up! Ah ha ha!" Jan laughed as she now increased the speed of the strokes, feathering up and down the entirety of my right sole. I started to let out audible giggles; "Oh, someone's so ticklish." I could sense a Jan's sly, devilish smile even though I could not see it.

"I got youuu." Jan purred. It drove me crazy to here the joy in her voice: She was relishing this. "Oh-oh, what about this other one?" Jan cooed as she grabbed my left ankle with one of her hands, holding it tightly in place. Suddenly, I felt something different. Her well-manicured nails were now lightly stroking the heel of my tender left foot; "Can't get awayyy!" Jan's taunts made it so much worse for me, reminding me that I was her ticklish captive. A wave of submission crashed through my body, causing the towel tucked between my thighs to tighten and lift.

Jan started to lightly explore around the edges my foot with a careful diligence. Her light pokes and scrapes around the side of my foot began to inch closer and closer towards the center of my sole. She was so meticulous, so calculated in her movements. She walked her fingers one by one, inch by inch, over each wrinkle of my helpless foot. For a moment, she lingered on what I would learn to be the most sensitive spot on my feet: my instep. Her fingernails glided up and around the ball of my foot, circling it, she'd pause right in the center of the ball and then drag her fingernails slowly down to my instep again. I started to break, laughing deeper now. I was actually surprised by the sounds that were being milked from me as I gasped, snickered, and giggled. I writhed in my bondage, hopelessly trying to protect my foot from this tickle torment.

Ticklish panic began to set in for the first time in my life as I felt Jan's fingernails begin to caress my other foot. Both of my bare soles were now simultaneously stroked; "Tickle, tickle." Her taunting sent shivers through my naked body. Jan's fingers started at the base of my heels, then she would mechanically flutter her fingers all the way up the soles of my feet. Once she'd reach the base of my toes, she'd poke around underneath the soft pads of my toes, only to then slide her nails down my soles and back down to my heels. She repeated this many, many times as I cackled and bucked about on the massage table.

Jan's wriggling fingertips even found their way over to the top side of my naked, sensitive feet. This was a sensation I had never felt before and it tickled like crazy. I was laughing harder now, trying to move my tied feet away from her teasing pokes and prods to no avail. "Oooh, even your toenails are ticklish? That's a rare spot! Ah ha ha!" She pinned my toes down in between her fingers, scratching her nails over my helpless toenail beds. I could wiggle my toes a little, but they would just find their way back into a flutter of fingers as they flailed up and down.

Jan paused her tickles for a brief moment; "I know your worst spot, and now... I'm gonna get you really, really good." She must have been noting my reactions, seeing which spot on my helpless feet caused me to jolt around the most. She now zeroed back in on my soft insteps; "Ah ha ha! Oooh there we are, you're mine now, beg for me, come on, I wanna hear you beg!" She said with a surprising menace in her voice as she held one of my big toes in one hand, raking all around the ultra-sensitive arch of my foot with the other. I gasped for air and regretted lotioning my feet the night before. I laughed in ways I'd never heard myself laugh before and let out an involuntary plead of; "N-ahaha no, pl-heheease!"

"That's IT? Oh come on, you can beg better than that." Jan taunted me as she now slid each of her fingers in between each of the toes on my left foot. This was like another layer of bondage as now my foot was completely immobile in between her fingers. She began frantically tickling the sole of my left foot for several minutes as I thrashed about, laughing hysterically and trying to beg more convincingly; "Oh pl-eheheease, n-not th-hererere!" I said without even thinking. Suddenly she stopped; "Not there... huh?" She giggled and released my left foot. For a moment I caught my breath... only to feel each of her fingers slowly sliding in between my toes on my right foot. "Then we'll go here!" I guess I should have been more specific.

As she was locking my foot into place, she teased me even more; "I still don't think you're begging enough yet!" She waited a moment, I tried to flex my toes, but they were held completely still by Jan's sturdy hands. "Oh you aren't going ANYWHERE, hun!" Jan began to twitch one single finger in rapid, random motions down my right arch. My back arched, I howled with laughter. All of her fingers joined in one by one, each uniquely digging into my loitioned, buttery-smooth arch. Once and a while, she'd take her free thumb from the hand holding my toes still and use it to stroke the pad of my big toe. The combination was overwhelming. I laughed and laughed, almost coughing as I begged for mercy through my hysterics; "Mercy, mercy please!" I whimpered, surprised at how weak I sounded.

"Ah ha ha! Ohh-kay, okay, we'll give these feet a break... for now." Jan cackled and patted the tops of my feet as I heard her get up from the creaky chair at the foot of the massage table. I took deep breaths, now feeling feathers glide up my ankle and towards my inner thighs. I hadn't noticed, but during my foot tickle torment, my thrashing body had knocked the small towel covering my private parts loose. My throbbing business was now completely exposed. As Jan brought the feathers past my thighs and up near my hips, she took a moment to flutter the duster over my shaft, gliding its teasing tendrils down and underneath my balls. She paused the duster for a moment, then shook it rapidly between my legs, causing me to burst out in a cascade of giggles. I was helpless, unable to close my thighs together. All I could do was laugh in confusion as I had no idea I was ticklish down there!

"Oooh, that's a good spot too, huh? Ah ha ha!" Her enjoyment of my ticklish suffering kept turning me on even more. She darted the feathers all around my very sensitive private parts. A mixture of grunts, laughter, and moans emanated from my mouth. It was thrilling, none of these reactions could be controlled. I was so helpless and she was so incredibly good with the feather duster, mixing in teasing strokes with quick swipes. She'd feather my shaft, then I'd feel a quick fluttering of fingers underneath my knees, down my leg, and back to my bare soles. The mixture of teasing and tickling felt amazing; I began to leak. With the blindfold on I could not predict any of Jan's movements. My body was electric with tingling sensations and ticklish reactions.

Jan's feathering made its way from in between my legs up to my stomach. She twirled the feathers around my exposed bellybutton for a good while, sending me into a fit of giggles. My abs flexed, I tried to turn away, but it was useless. She suddenly brought the feather duster down hard, slapping the feathers against my chest near my nipples. After each feather slap, she'd wiggle the duster around my nipples briefly before slapping my chest, groin, inner thighs, or balls again. My body's sensitivity was through the roof at this point, as she confused me with several different sensations. I was blind and helpless to stop her. I could feel tears forming in my eyes from laughter, sweat was building up from exhaustion and arousal.

Jan would change the intensity and amount of slaps with the duster, then bring it away entirely for a few moments. I'd catch my breath only to feel a quick flash of feathers brushing behind my knees. As I would turn to escape the feathers, the duster would smack back down onto a sensitive area like my balls or inner thighs several times; "Hold still, hun." She'd place the feathers just under the sensitive area behind my knees, grabbing my leg and lowering it down to make contact with the bristles. This game went on for a while, each time I'd try to escape the wicked ticklishness of the feathers, I'd be met with several whacks from the feather duster. I whimpered as she toyed with me.

"My, my. We are so squirmy." Jan said as she moved both of her soft, elegant hands across my chest, stopping to lightly pinch my nipples between her fingers. I let out a quiet moan, my hips gently swayed on the massage table; "Much better. Mmm, that feels nice, doesn't it?" I felt the feathers flick over my privates again, tracing their way back up my sides... and then... she brought the duster to my armpits.

I yelped, a jolt ran through my body. Jan giggled with glee. "Ah ha ha! Ohh now this is going to need some attention." I heard hear moving around me, I then heard the dreaded creak of her chair again, this time behind my head. This meant she was getting comfortable... she was going to be here for a while. Fear set in, I began to feel that ticklish panic again. I started to try and to bring my arms down from above my head, I tugged at my wrist restraints frantically. Jan was still and quiet. I imagined her watching with amusement as I strained in my bondage, failing to escape what was about to happen next. My whole existence was now experienced through bare, totally exposed underarms.

I felt her fingernails rest gently on my exposed wrists. Jan patiently slid her nails over my forearms and down to my biceps, taking her time; "I'm coming for youuu, you're so in for it." Jan taunted me again, I almost began to cry at how helpless I felt. Lightning shot through my body, if I wasn't bound so tightly to the massage table, I would have flipped right onto the floor as she crept further down my helpless arms. I instinctively tried to close my arms together to protect my bare hollows, but I knew it was futile. I already started to beg, knowing this was going to drive me crazy; "Please, please not my armpits, please don't!" I begged, it fell upon deaf ears.

"Take a deeeeep breath!" Jan whispered into my ear, I could feel the hairs standing up on my neck as her breath fell over me like a heat wave. Jan hovered her fingernails just centimeters away from my armpits, I already started to laugh. "Ah ha ha! What? I haven't even touched you yet." She kept teasing, occasionally allowing the tip of one of her fingers to graze my armpit. I was wiggling in my bondage, pleading and trying to escape. She slowly lowered her wiggling fingertips into my armpits and I exploded in a wave of gasps and desperate laughter. I was begging in between breaths, sweating and crying for mercy.

"Mercy is just a five-letter word hun, oh I do love hearing you beg. Ah ha ha!" Jan mixed in strokes of the feather duster between my legs as she continued to tickle torture my ultra-sensitive armpits. Just as I thought it couldn't get any worse, she grabbed one of my elbows, pinning it to the massage table. Weakened by the tickle torture, my arm was held completely immobile by this surprisingly strong older woman. The extra helplessness of being pinned to the table made me even more sensitive, even more submissive. Jan raked her fingernails up and down the inside of my arm, each time she'd pass closer and closer to my armpit. She shocked me once or twice by reaching over and lightly pinching my nipples in between each pass. Jan leaned even more of her weight onto my arm and reached a flurry of fingernails into my trapped armpit. My laughter was now manic, mixed with moments of silent elation as I tried to catch my breath. When I could breathe, I'd kept repeating; "M-mercyyy! Mercy! M-mmahahah!"

Jan relented, she lifted her weight off of my arm. For a brief moment I was able to gasp for breath. I could barely think straight... and then Jan placed her weight onto my other arm; "We can't leave this one out of all of the fun... can we now hun? Ah ha ha!" Before I could protest Jan was back to tickle torturing me into a completely delirious state. I could barely move from what I'd already been through. I wasn't even begging anymore, instead, I sobbed and heaved heavy exasperated laughter. Jan moved her quivering fingers from my armpit, over my nipples and down my stomach. She began to slowly count my ribs, pretending to lose count each time she'd near the end; "Ah ha ha! I'll have to start over now!" Tears rolled out from under my blindfold as she absolutely wrecked my poor ticklish body. This was truly torture.

Jan finally let up as I felt like I was about to pass out from her tormenting fingertips. My voice was becoming hoarse. I was totally shattered. I might as well have been untied, as I had no strength left to fight. I was a sweaty disheveled puddle on the massage table. "Oh you are so much fun to tickle hun, so sweet, so ticklish, and so very excited!" Jan says as she brings the feather duster back out, teasing my hips, upper thighs, and engorged groin again. Now though, her strokes with the feather were far more deliberate and sensual. She pressed the tips the light quills onto the base of my shaft, dragging them slowly upwards to the head, playing and teasing with me, twirling the feathers around me in a way that produced more quiet moans. "Mmm hmm, very nice. Now, I'll untie one of your hands, you can release if you want to, okay?" She said in a soft, mesmerizing voice.

I was absolutely aching in between my legs now. I have to admit, I wasn't expecting this at all. Yeah, I had a tickling fetish, and obviously, Jan's teasing strokes did wonders for me... but I was very turned on by how helpless and frantic the tickle torture predicament made me feel. Jan untied my right hand and dripped oil onto my throbbing member. She left the rest of my limbs tied, my blindfold was still secured. "Is it okay if I tickle these feet while you release?" Jan asked in a low, soothing voice. In a way, I was glad that she was having me do this to myself, and of course, I was really aroused by the fact that she'd want to watch me. I nodded through my blindfold, then slowly began to work myself over. Jan lightly brushed the soles of my feet with the feather duster, it felt so amazing. She'd grab one of my toes and flick the feather back and forth between the gaps. I giggled and moaned, I heard her let out a low chuckle.

I'd say it took less than a couple of dozen strokes before I experienced one of the most explosive orgasms I've ever had. Needless to say, I made quite a mess. As I finished, Jan dropped the feather duster, entrenching her fingers in between my toes again. I gasped, she raked my sole furiously for a few seconds; "Ah ha ha! Thought I was done with you!? Tickle tickle tickle!" My free right hand flailed, I cackled and cried out for the tickling to stop. This was somehow even more intense now that I came! I struggled wildly, begging for more mercy as she repeatedly stroked my hyper ticklish post-orgasm feet. She paused and rested her fingers just barely onto each of my insteps; "Did you think I forgot about this spot? You can beg better than that, remember? Ah ha ha!" Her fingernails dug back into my soft insteps, my arches wrinkled and flexed to try and escape. My hoarse voice cried for mercy again and again. After a good while she finally stopped the tickle torment, now massaging my feet in between her strong hands.

"Ah ha ha! Alright, alright. I believe you now... Well then! You did good hun, what fun!" With those words, Jan stood up from the creaky chair again and left the room. For a moment, I lied on the table, alone in blind heaven despite being covered in a mixture of both my sweat and my own fluids. Jan returned, dabbing a warm towel over me, cleaning me up. She gently untied my arms and legs, removed my blindfold, and handed me another set of towels to clean myself with. I was grateful, she looked at me with almost a prideful glee; "Make sure to get up slowly, you're gonna be light headed after all of that."

I got up from table, she was right, I was wobbly and dizzy. Bracing my hand on the massage table for balance, I slowly began to get dressed. Jan was gathering the bindings up and placing them back into the foot locker as she turned to me; "So, how was that?" Jan asked smiling wide with her wrinkly eyes and deep dimples. My face was tingling, I could feel heat just radiating from my body. I felt calm, like a new person, all I could do was smile back to her and say; "Just... incredible."
 
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