Author: Successpool

Chapter 1.2: I found out my friend’s secret and it led to a nearly 5 year relationship. [FM]

Text from Claire: hey

Holy crap, this text popping up at this exact time made me nervous as hell. My mind started racing. Did I invade her privacy? Is this going to ruin our friendship? Does she see me as a creep?

I eventually decided that maybe it was a coincidence and that I should keep the conversation with her short and let her lead to feel her out.

Me: hey, what’s up?

Claire: nothing. What’re you up to?

Me: at work til 4:30, why?

Claire: Are you going to Jason’s party later?

Thank goodness. It was a confidence. I breathed a sigh of relief at this point that I wouldn’t have to face the music, at least not yet.

Me: yep, I’m going. Are you?

Claire: I’m going but I need a ride. Are you drinking tonight?

Me: maybe a little. I can pick you up and Uber from my place? (My place was closer to the party, rides would be cheaper)

Claire: sounds good :) what time?

Me: can’t remember what time we said we’d meet in the group chat but we can figure that out later Read more »

Chapter 1.1: I found out a friend’s secret and it led to a 5 year relationship. [FM]

This is a rewrite of a story I had previously posted and shared to a few subs that have since been removed/deleted. To follow along with the series please check and follow my profile so no content gets lost this time.

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When I was in my mid 20s, I was part of a somewhat large group of friends, all around the same age. It was a mixture of men and women, but most of the women came from being the significant other of one of the guys.

Claire wasn’t one of them. She had been high school friends with most of us and had been hanging out for the better part of a decade when this story begins. Claire had a tendency to blend in in high school, but really came into her own afterwards. Now, at 23, she was as beautiful as ever. Her strawberry blonde hair ran just past her pale shoulders, and her eyes and smile were to kill for. She stood about 5’7, a little taller than all of the other girls in the group. Read more »

My first femdom part 11: borrowed at the studio [MF]

First 10 parts are in my profile!

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“So close to cumming already?” the Mystery Woman asked while stroking me.

“Yes,” I replied.

“You’re gonna be here for a while, so I’ll stop for now. But I’m gonna make you cut before I give you back to your woman.”

MW stopped stroking, which was a huge relief. I was not into cum eating, and I was desperately trying to save myself for Claire.

“Let’s make this a little more fun – I won’t make make you cum if you don’t want to.”

“What’s the catch?” I asked.

“The catch is that by the time Claire comes to pick you up you’ll be begging me to make you cum. I’m not sure if you heard us talking before she left, but she let me know every single little thing that turns you on.”

Without skipping a beat, MW delivered a light slap to my balls, making me flinch to defend myself. The slap itself wasn’t too hard, but it caught me by surprise since I was blindfolded, handcuffed and wasn’t expecting it. Read more »

My first femdom part 10: an evening swap [mf]

First 9 parts available in my profile.

Disclaimer: a bit of a time jump in this one. All previous entries took place within the first few months of Claire and I getting together. Now we move to about 2ish years in.

This is a long one – it’s split into sections so if you don’t like reading the background you can skip to the last section.

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I awoke early to head over to Claire’s place. I’m a night person, so waking up before 10am on a weekend is difficult.

Claire was set to move out of her apartment and into a new house that she’d bought. In the last 18 months, her career as a freelancer began to take off, and she was aided by a few other financial factors.

Today was closing day on her new house, and I had the privilege of being the only one asked to help move (more like ordered). Claire’s reasoning was that I’m the only one who’s seen her plethora of toys and other things we enjoy using.

I arrived at Claire apartment and everything had mostly been packed into boxes and organized, ready to move. Read more »

My first femdom part 9: role reversal [mf]

First 8 parts in my profile. Would recommend reading them first.

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I strained against my bonds. My balls were numb from being pulled away from me. My shoulders hurt from arching backwards in an attempt to alleviate the strain. Claire was seated just inches away from my face.

“Please, come a little closer,” I begged.

Claire let out a giggled and grabbed my by the hair, pulling me closer to her. The extra bit of tension was enough to increase the pain and strain on me immensely.

“The sooner you start licking, the sooner I’ll release you.”

I began eating Claire out like my life depended on it. Without her holding me in place, I wouldn’t have been able to reach.

After about a minute Claire released her hand from my hair, and slid herself back away from me, standing up and walking behind me. She released some of the tension on the rope attached to my balls, and a wave of relief came over me. My hips were still slightly suspended above the floor, but the strain was significantly less. I felt like I could breathe better and more fully since I had been taking shorter breaths before so my body wouldn’t move so much. Read more »

My first femdom part 8: trading favours [MF]

Parts 1-7 can be found in my profile. Sorry I can’t link them, it gets caught in some subreddit spam filters and autoremoved.

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I was in a familiar position. Handcuffed, laying on Claire’s bed. Claire sitting on my face. She occasionally took the time to reciprocate the pleasure I was giving her between her own moans.

I was still reeling from the evening – I finally thought I finally had Claire figured out, only to realize I was wrong. She didn’t want a boyfriend, she only wanted to use me as one. I hadn’t thought of a relationship with Claire until a few days ago, but that was out the window…

Thinking about it made me soft. Claire brought me back into the moment with a few light taps to my balls. Well, light her standards…

“Getting soft on me?”

I didn’t reply, instead focused on her pleasure. I pressed my face into her as she began stroking me, putting extra emphasis on my frenulum, which is a huge turn on for me (and every other guy, I assume). Once I was fully erect again, she began running her tongue up and down the underside of my cock, really springing me to attention. Read more »

My first femdom part 7: the boyfriend fantasy [mf]

First 6 parts in my profile!

TL;DR: I’m in a fem/sub relationship with Claire, who has one stipulation: if I ever use my safe word, she’ll end our arrangement and find someone else.

This story is a slight departure from the rest. It’s a little more wholesome with a twist, which caught me by surprise at the time.

—-

My back was still aching. My limbs were stiff from being in the chair. Still all I felt was Claire’s mouth on me, so none of the pain mattered.

I had already cum 5 times, over the course of 5 hours or so. My mind was still high from my first ever unprotected sex, but more from the fact that she used me to teach someone else a lesson.

“I feel your cock pulsing,” Claire said, taking me back in.

“I think I can do one more, maybe,” I replied.

Claire’s head bobbed back and first slowly, and she let my cock slide out of her mouth, followed by twirling her tongue around the head.

“You owe me two more, remember?” Read more »

My first femdom part 6: ending our ‘first date’ [MF]

Other parts are posted in my profile! I recommend reading them, you’ll enjoy this entry more.

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An hour had passed since Claire had left me in her apartment, strapped to this chair. Saliva was running down my face thanks to the gag. Worst of all was my back. If you’re a restless person like me, sitting in one position for even an hour is hard on your back.

“Heyyy OP. How are ya?” I heard Claire’s voice.

Her google home speaker lit up to indicate that she was intercomming in from her phone. How was I supposed to respond to that? I had a gag in my mouth.

“Nod your head if you’re okay, shake your head to indicate your safe word.

Easy choice – this sucked, I was uncomfortable, bored and a little cold. But It wasn’t worth losing Claire. I nodded my head.

“Good. I’ll be home soon. I’ll check in every half hour.”

Contradictory statements… How many half hours are still considered ‘soon?’ Read more »

My first femdom part 5: the long weekend [MF]

Links to the other parts of the story in my profile!

TL;DR: A friend of mine named Claire owns me sexually. She does whatever she wants with me, but will stop seeing me if I ever use my safe word. I find it too hot to quit, no matter how far she pushes me. These stories take place about 7 years ago, so I’m writing from my memory.

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After my third orgasm I was begging Claire to stop. This was by far the most intense orgasm I had ever had (a statement I was getting used to on a regular basis with Claire.)

“Babe, that was intense. I need a break!! Turn off the vibrator please!!”

My legs were still tense from whatever was in my ass. I couldn’t bring myself to let go of the tension for fear that it would slip further into me.

“I can’t stop, we still have 4 more orgasm to go to beat the record. I’m not about to be second best to your hand.”

“When I told you 6 times in one day that was over the span of hours, now pleaseeeee give me a break.” Read more »

My first dom part 4: the chair [mf]

Part 3 in my profile! Can’t seem to link without it being auto-removed.

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I furiously kept working on licking Claire to the best of my ability while my penis was still being overstimulated by whatever Claire had me hooked up to. I was still handcuffed behind my back with Claire seated on my face. She placed my phone back on the bed beside me after hitting send on the snapchat to my friends.

She began grinding her hips back and forth, making moaning noises to let me know she was on her way to orgasm. By now the oversensitivity had passed and I was well on my way to cumming again. For those of you who haven’t read part 3, Claire had my cock inserted or gripped by some type of vibrator that made me feel like I was being jerked off from the inside. It sent intense continual pulses through my cock and had me cumming within a minute. To this day I don’t know what the machine was, but I haven’t experienced anything that fast and intense since. Read more »