Journey For Sexual Freedom

by Jackie Boy

27 Nov 2023 1862 readers Score 8.9 (10 votes) PDF Mobi ePub Txt


There I lay. In the middle of my bedroom that I share with my girlfriend, crying and hyperventilating. And naked except for one body accessory. A chastity cage that I had no intention of buying on my virgin trip to a sex toy shop earlier that evening.

The plan was simple. Drop the gf off at the airport and stop at some adult boutique just for a dildo to play with while she was gone. Somehow I'm so stupid that I couldn’t even get that right. Not only is there a bag full of sex toys that I didn’t even put in the bag but I allowed some strange man to fondle my privates and encase them into a chastity cage. The worse part is I left the store without the keys. 

So here I lay. Crying and thinking how dumb I am. Stupid slut. My internal voice degrading my self. 

“That’s right, stare at the bag of shame you brought into this home. You dumb fuckin slut.”
Without even thinking about it, my hand reached back and smacked myself full force on my face. I wasn’t even expecting it as the stinging shot through my skull. Like I said, I always was very degrading to myself. 

My internal voice started taking over and ordered myself to crawl over to the bag and kneel by it. I followed my commands and found myself next to the black unmarked shopping bag of toys. I went to go grab the bag but stopped myself by smacking my hand.

“Who said you can look in the bag! You really are a slut. Look at you. Turn around so you can see yourself in the mirror. Yeah like that you worthless whore. You should be ashamed of yourself. What type of person would let a strange man touch their penis within seconds of meeting them? (Pause) Answer me!” As I began a flurry of smacks across my own face, alternating from cheek to cheek. “Answer me!”

My slaps stopped as I hung my head, sobbing like a little bitch. I grabbed my hair and pulled it back so I was staring at myself in the mirror. My face was red as an apple.

“Dumb fuckin slut,” I murmured. 

I threw myself to my side landing hard on the floor. My face was right next to the bag. 

“So say it out loud. Why the fuck did you go into that adult store? Did you want to have a man touch that now useless pecker? You some kind of queer?”

“No, I'm not queer. I just wanted a dildo to play with. I wanted to try oral and maybe anal play.” Saying it out loud, made me really question if I was straight. 

“Yeah that doesn’t sound gay at all, slut. Fuck why am I stuck inside this sissy body. You make me sick. Well lets see if it was worth it. Just take the dildo out of the bag for now and open it up.”

I obeyed my orders and reached in and felt around. It was the biggest package in the bag, so it was not hard to find. As soon as I opened the package, you can smell that awful new sex toy smell. The strong odor burned the hairs in my nose. I held it right under my nose to make sure I took in a big whiff. Time to form this memory into all of my 5 senses. 

“Kiss it!” My mind getting more aggressive in my head.

I reluctantly give it a small peck before I leaned back. 

I smacked myself right across my face with the firm dildo. “You call that a kiss?”

“It says I should wash it first before use.”

“Wash it! I’ll show you wash it.” As I began another flurry of slaps across my face but using the dildo this time.

I made myself kneel in front of the mirror again. My mind was racing and took control. I followed whatever my head was saying. Within seconds I had the “average” sized dildo suctioned to the mirror almost at eye level. My nose pressed to the tip as I stared at myself. My face was red from crying, hand smacks, and now penis slaps. There was even a nice penis shaped red mark right on my forehead. 

I knelt there staring and all of a sudden pleading to the dildo as if it was the penis of the voice in my head. “I’m sorry.” “Please let me wash you.” “Please, I want to take this all back.” Such a blubbering idiot. 

Then my internal voice told me to compare my penis to the one hanging off my mirror. I stood up. Knees shaking. As I positioned my locked up member next to this fleshy veiny toy. Sure mine is locked up and would not even be close but the sheer difference made me realize that I am not average sized.

Internally I laughed. “That’s right. That's a regular run of the mill sized cock that your girl deserves and not that thing dangling from your legs. Whats the opposite word for a cock? Come on you know what I'm talking about. Look at yourself and say it.”

I rested my tiny locked up prisoner on top of this fresh new toy and looked right into my eyes. 
“I have the opposite of a cock. I have a clitty. A locked up useless clitty.”

“Yeah that's right you sissy faggot. Say it again.”

“I have the opposite of a cock. I have a clitty. A locked up useless clitty.”

“Again!”

“I have the opposite of a cock. I have a clitty. A locked up useless clitty.”

This went on for at least 3 minutes until I started to form tears again. As they rolled down my face, my internal voice allowed me to get a bucket of soapy water and my wash cloth. I was back at the mirror and kneeled in front of the fleshy sword and very seductively washed the big textured balls. Once they were nice and soapy I moved on to the base and slowly worked my way up to the tip. My hands wrapped the wash cloth around it and slowly stroked it. Feeling its girth in my hands was very foreign to me compared to gripping my clitty when I would enjoy jerking myself off. My eyes locked on the tip as I could feel saliva forming in my mouth. My member was trying to get hard as I was falling into an arousal state of mind. I was washing my new flesh colored toy and was really looking forward to jerking off to it. Thats when my little dick reached its capacity in the cage and quickly reminded me of my predicament. This now just made me hornier which then made me tear up again. This time it was because I knew I wanted pleasure and I couldn’t get it in my traditional ways. I now need to figure out new ways to satisfy my urges. 

When I was done giving my dildo a sponge bath and dried it off. I asked myself what am I supposed to do next.

My internal voice came back laughing. “So useless. Its been awhile since your girl sucked you off that you have no idea. What a useless slut. Pathetic. Fine lets see what you have in skills. Try to deep throat it dry. You should gauge your gag reflex.” 

Why did my mind jump right to that? But I obeyed and tried. The keyword was definitely try. It wasn’t even an inch past the tip when it hit the back of my tongue. That triggered the loudest gag that reverberated from my body. I could still smell that new silicone smell but now I have that taste on my tongue. My mouth started salivating hard as I tried to wash the taste of my tongue. Drool dripping out past my lips. 

I made myself kiss it all over for the next 5 minutes followed by me lightly spitting any excess saliva on to it. My hands began to rub the natural lubricant up and down its shaft until it was glistening. I then slid my face under my new toy and gave a very detailed tongue bath as I could feel the slimy snake lay across my face. 

After a few minutes, I tried to deep throat it again. Dry or glistening in my spit, I could not even get half way down the shaft. It was no where near my tonsils and definitely not even close to the balls. I bought this dildo for the main purpose to see how hard it actually would be. I thought it would be easier. Boy, was I wrong. 

“God you aren’t even good at being a slut. You’d choke to death even on your tiny meat stick. This just won’t do. Luckily, you have lots of time to practice.”

As the Dom voice in my head belittles me, my clitty, and now my cock sucking skills, I feel super turned on. My tongue extends and I rub it all over the well defined tip. My tongue darts across its piss slit as I imagine tasting any precum it would be leaking. I then focus sliding my tongue just on the rim of the tip and letting any drool slowly slide down my tongue. After a few minutes, the mirror is getting coated in small slime trails of my spit. I am watching the small saliva bubbles travel down the length of the shaft and pool up where it meets the mirror. I lean underneath and lick the mirror, filling my mouth and recycling my spit. 

For the next couple of minutes, I am rubbing my lips up and down the sides and picking up speed. I find myself starting to moan. 

“Oh god, this is so fucking hot.” 

I’ve been sucking and licking this dildo for over an hour. I completely forgot where I was and what was going on. My face was covered in sweat and drool. I found myself rubbing its slippery member all over my face when I needed a break. Long strings connected my lips to the tip of my new favorite toy. 

My little peepee may have been locked but it was in full sensory overload. Especially when big globs of drool found its way to my clitty. The cool slime caused all kinds of sensations. It really wanted to get hard. It tried to break through which caused little discomfort, which also made me hornier. I think when Tony the Stranger used those cold soda cans to stop my erection, he took advantage of its shriveled up state for a much smaller cage.

Eventually my knees started to lock up so I stood up. Making sure to drag the dildo down my chest. I then grinded my clitty all over it. Moaning things like “Oh daddy” “Please cum for me.”I spun around and proceeded to slide the fleshy cock between my ass cheeks. This felt amazing. “Oh daddy please fuck me” 

Every thrust I did back against the mirror had the tip of the dildo coming out past my legs and punching my hanging balls. I was in a trance. I feverishly tried to jerk my caged clitty but it was pointless.

I went back to my knees and started sucking it half way. I found myself getting further and further down the shaft. I was still a long way off from hitting its balls.

I looked up, pretending to make eye contact. “Daddy, please fuck my virgin ass.”

My inner voice spoke as my hand gripped the back of my head. “Only a good sissy who can deep throat can get fucked. You have one minute.”

With that, my hand guided my lips down the shaft as I hit the half way mark. A small but mighty improvement from earlier tonight. I decided to try to push myself and started going in and out and picking up speed. Face fucking always works in porn, right? Well this isnt porn. I tried. I was able to hit my tonsils but that caused the biggest retch in my throat. I still pushed on. Every couple of thrusts I was surprised by a punch to my tonsils. Eventually I began choking on all the spit in my mouth. I felt like I was going to puke. One big cough and I felt all that slime explode out my nostrils. This caused me to fall back. Coughing and gasping. My entire front was coated in spit. My nose was leaking thick globs of saliva, sweat, and now snot. Every breath I tried to take was causing bubbles to form out of my nostrils. 

I looked at the clock and realized that I was doing this for over 2 hours. 

“Look at yourself slut. Take a good hard look at yourself. You should be ashamed of yourself. Take your skank ass to bed. Tomorrow is another day for you to prove how worthless a slut you really are.”

After staring at myself for a few minutes, I crawled into bed without washing up. I laid my naked slimy body in bed and passed out within minutes.

by Jackie Boy

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