Sissy Visits Gloryhole Pt. 01

My heart was pounding as I walked to the adult video shop late at night in the most shady area I could find. Today was the day I was going to put myself out there and explore my sissy side.

I have only just started exploring the sissy lifestyle. I have been watching hypnosis for about a year now. I'm a 19 year old soft, skinny little twink boy with long black hair. My ass was naturally large and my little penis was always small and the hypnosis just helped reinforce it.

I kept purging and throwing out all my sissy clothes and all the toys whenever I let out my little cummies all over the floor. As I went deeper and deeper I found out about chastity.

I searched online and bought many of cages but I could never found the one that would fit perfectly. As soon as I was about to give up and leave it all behind I found the perfect one. It was a bright pink cage with a little slit in the front so I could wear it for long periods of time.

Every now and then however the urge would become too strong and I'd take the cage off. I said I was just going to edge myself and then lock myself back up. In my defence I did do that a lot but sometimes I got so horny and I just got so overwhelmed that I had to let out my cummies.

I would get post nut clarity again and then not wear it for a long time. But I'd always come back and do the whole process again. I told myself that I was going to have to do something about this if I wanted to continue this lifestyle.

I thought that the best thing I could do was find a gloryhole where no one would know me and I would know for certain if this was the life I wanted to have.

I discovered this one in a very shady, mostly black dominated area. Most of the hypno I watched was geared towards that kind of thing. It naturally just spiralled and I went deep down that rabbit hole.

Before the day, I made sure to stay in my cage at least two weeks before going to the store. I wanted to be as horny as possible. Every night I would watch hours and hours of hypno to get me in the mood. I also bought a giant black dildo because I imagined that was the kind of clientele that would be at this store.

It was a warm late summer night. The street that the adult store was on was poorly lit with the only street lamp on the entire street illuminating the store itself like a beacon in the night. This did not help my nerves.

What didn't help my nerves even more was that after I had parked my car a couple of streets away and checked multiple times that it was locked, was as I was walking to the store there were groups of large black men either working on something on their driveway or just standing around in general. I felt their eyes on me at all times. I felt like such an outsider.

At one point as I turned onto the street a group of four large black men were walking towards me. I thought I should cross to the other side but I decided against it thinking that was a silly idea. As I got closer I could see they were looking me up and down. 'What the hell am I doing here' I thought.

Before I knew it they were right in front of me, blocking my path.

"Where the fuck you think you going bitch?" one of the men said.

They were at least a full foot taller then me, I was quite short already standing at 5" 3'. They were the most intimidating group of thugs I have ever seen before. Without me even being conscious of it really, I could begin to feel my penis slowly start to push against it's imprisonment. Was I really getting turned on by this?

"I said, where the fuck you going bitch?" the man said again. "You deaf or something?"

"I'm sorry sir, my friend told me to meet them out here," I said. "I think they said they were in one of those houses down there."

They could see through the lie immediately I could tell.

"Yeah right bitch," one of the other men said. "You keep telling yourself that. We all know you are going to that store down there."

I was shocked and nervous. Was it really that obvious what I was here to do? I just stared up at them not knowing what to do. Eventually they thought I was no fun anymore and decided to push past me. Each one of them gave me a hard slap on the ass making my cage jiggle with pleasure.

At that point I thought about turning back. But I realised that I actually enjoyed being manhandled by these men. The last man to walk past me put his face very close to mine. I could feel the heat coming from his body. The smell was intoxicating.

"We will pay you a visit later bitch," he said.

With that he licked the side of my silky smooth face up to my ear. My knees became a weak at the feeling of it. He laughed and slapped my ass a couple of times before walking away.

I just stood there for a couple seconds in complete shock. I just let a stranger lick the side of my face, and I enjoyed it. I didn't even bother to wipe it off. I just kept walking down the street towards the bright light.

I arrived at the front of the store. On either side of the double doors were pictures of white girls getting railed by big black cocks. It made me wonder if those men back there had giant cocks. If I was thinking that, it must've been a good sign that this was the life for me. I was taught that all sissies should always be thinking of cock and how to please them.

The doors were see through and I could see inside. There were at least two guys looking at the dvd section. The man behind the counter was a giant black man. He was super muscly and I could see the veins on his arms from outside. I was so engrossed in his body that I didn't even notice that he was looking back at me.

My eyes darted to the ground immediately in embarrassment. I looked up briefly to see he had a smile on his face. 'This is is, now or never' I thought

I put my small soft hand on the door handle and pushed and went inside. There was a bell on the top of the door that rung when I entered. The three men in the store all turned towards my direction. I could feel my face turning red and darted into the nearest isle I could.

I kept my head down until I felt they had stopped looking. I peaked over the shelf and saw they were back to shopping. I took and deep breath. This was gonna be it. This was the day I became a sissy slut.

I walked over to the cash register where the giant man was. From afar you could tell he was tall but when you got up close you could see just how tall he really was. It felt like I had to crane my neck back so far just to see his face.

"Hi," I stammered "I heard there was a gloryhole here that people could use."

The words felt so unnatural coming out of my mouth that I just wanted to turn there and run. But something was keeping me in place.

"Giving or receiving?" the cashier asked me.

"Excuse me?"

"Are you going to be giving or receiving tonight?" he replied with a straight face.

I think he already knew the answer but I said in the bravest voice I could muster "Giving."

"Ok then," he said. "There are a couple of rules here that you must understand. Firstly you must pick out an outfit. You may not be able to see the guys but they can see you, so pick something sexy. Secondly, no matter what comes through the hole you must please it. We don't take quitters here. Thirdly you won't get paid. Think of this as a sort of test run. If we like you, you can come back and then we start paying you."

It felt like I was signing my life away by doing this. I took a deep breath and nodded my head.

"Ok good," he said. "One more thing take that overcoat off and show me what you got under there."

I froze. I was not expecting this. What do I do? Do I reveal to this stranger who I really am? There's still a chance to back out now.

No. I was going to do this. I wanted to know who I really was. I slowly undid the band around my waist holding the coat together. I lowered it down inch by inch exposing my hairless, soft body. I got to where the cage was and froze again. I was about to show him who I really was.

I lowered it past the cage. The cage was strained with how much my cock was trying to escape. I was super super horny and just wanted to get in there. I found out at that point that I like being exposed to strange men.

The owner let out a high pitched whistle.

"I thought you was a sissy," he said. "I wasn't sure, but that for sure confirms it."

I turned my face away, feeling heat flush my cheeks.

"We get lots of sissies come through here," he reassured me. "You'll be fine, just keep that mouth open and let them do what they want. They may not pay you money but they certainly pay me money and they will GET what they paid for. Is that understood?"

"Yes sir," I said in a soft weak voice.

"Ok get in there and pick something sexy to wear," he said. "And make sure that little bitch clitty is on display."

I walked into the dimly lit hallway as he shut the door behind me. There was a concoction of smells assaulting my nostrils. This place must've been used by all kinds of depraved people wanting to abuse sissies. I could smell sweat and cum and other things that I couldn't even put a name to.

The first thing my eyes landed on was a pair of fake double D tits. I lifted them out of their dirty cardboard and held them up to the light. There were spit and cum stains everywhere, some that looked like they had just dried overnight.

I was hesitant to wear it but I knew that I wanted to get the full experience, so I pulled the fake tits over my head and pulled them down to my chest. It was kind of tough getting it over my head as it was quite tight and would sit nicely on my chest like an actual pair of tits.

Once in place, I rubbed my hands over the soft yet somewhat firm feeling of them. I was starting to get horny and could feel my clitty pushing against it's pink confinement. I was going to go all out and whore myself out for any man that wanted me.

On the right side of the wall was a rack of very skimpy clothes. There were a lot of options that I was a bit overwhelmed at first with so much variety. There were mini skirts, garter belts, see through shirts, fishnets, and even what looked to be like a nun's attire. I decided to go for a naughty school girl look knowing that my ass and clitty would stick out the bottom of the mini skirt for all to see.

To finish the look I put my hair into two ponytails and put a little bow in my hair. The top buttons wouldn't do up on the shirt because the giant double D tits were breaking out the top of the shirt. The skirt was up high on my waist leaving nothing to the imagination below. I looked at myself in the mirror and was amazed at what I saw. I really did look like a real school girl ready to get her dumb little brains fucked out.

On the left hand side of the hallway were three doors. I assumed that this was where all the action was to happen and that my door was the middle one. I took one deep breath and pushed open the door and entered.

It was a small cramped room with not a lot of space to move around. There was a tv opposite the door playing videos of sissies getting fucked by very well hung black guys. There was a dirty pillow on the floor making me think that I was going to be here for a very long time. Finally the whole reason I was here. Two medium sized holes on either side of the wall for a very large member to fit through.

Heart pounding I rested my knees on the pillow making sure to hike up the mini skirt as high up as possible to give the men the best view possible. I didn't know how they were going to see what was going on. I found out later that the whole thing was being recorded so and there were cameras above each hole just above the light where I couldn't see them.

Minute after minute past with not a sound on either side of the wall. I started to think that no one was going to show up. As I was just about to get up and leave I heard the door in the hallway open and the sound of two guys come in.

I assume these were the two men that were in the store already and decided they wanted to see what all the fuss was. I could hear their muffled voices on either side of the door. Both doors were pushed open and I heard them enter.

There was silence. The only thing I could hear was the pounding of my heart. Was this really about to happen? Was I about to give myself up willingly to these strange men? Yes, and I was going to love every second of it.

The sound of their zippers going down and then the grand entrance of their cocks. I don't know how they managed to do it, but they somehow were able to coordinate their cocks coming through the holes at the same time.

It was a glorious sight to behold. All the nerves that I felt at the beginning were instantly evaporated when those wonderful members made their appearance. I knew then and there that I had made the right decision in coming here and that my life as a sissy was just about to begin.

"Start sucking bitch," one of the men said. "We paid good money for this so you better treat us like fucking kings."

There were still some nerves. I tentatively went to the cock that I thought the voice came from and wrapped my hand around the base of it. Arguably the largest cock I have ever seen. I have seen some big cocks in porn and thought that it was ridiculous to have something just sitting there in your pants all day. Today I was proven that it was true and then some.

He was at least 11 1/2 inches and quite girthy. It looked like milk chocolate and the thought made me lick my lips. I was going to devour all this chocolate. I stuck my tongue to the underside of his shaft and made a slow progress up to the bulbous head.

This earned me a low and deep moan from the other side of the wall. I smiled knowing that I was bringing this strange hung man so much pleasure. Swirling my tongue around the head I knew it was going to be a bit of a challenge as he would want to try and get the whole thing down my throat. It was a challenge I was willing to take.

I popped the head into my mouth and made clockwise rotations over the head. The scent and smell were intoxicating. I don't think this man had showered all day from the ripe sweat smell emanating from his cock. Coming off his head I let out a little moan myself. I was already starting to sound very girly.

"Please sir," I said in my most girly voice. "I really need this job to earn some money for school."

I was going to play the school girl role perfectly.

"Is that right bitch," the man on the other side of the wall said. "Clean this dick up real nice and get it all the way to the base and you may earn yourself a reward."

This was turning me on so much. "Thank you sir, I will try my best," I said.

I made sure to get the shaft nice and slippery and then began to slowly force this monster deeper and deeper down my throat. Thank goodness that I ended up getting that giant black dildo and practised beforehand or else I would not have been able to do nearly half as well.

I got about 2 inches away from the base before I had to come back up for air. Having my throat stuffed full of black cock was one of the best feelings in the world that I can't really describe it unless you've tried it yourself. Feeling it physically widening my throat is such an amazing sensation. Not being able to breath and choosing the pleasure of this monster cock over breathing is something i'll always choose.

I did this a couple more times but ended up getting to the same point again and again. I didn't know what to do. By this point his cock was covered in lots of spit and was glistening like a gem. The guy knew that I was struggling and in one swift motion he pulled his cock out of my throat and through the hole.

This left me with sometime to catch my breath. I couldn't see into the other side as it was so dark. Out of nowhere his giant hand shot through holding a little bottle.

Now to the well practised sissy, you may know what this was already. But for a new found sissy like myself I had no idea what it was. Nowadays I carry one on me always just incase I need it for an especially large cock.

Poppers. It's a drug that you inhale that makes everything loose in your body, especially your asshole and throat. It was a small little black bottle, nothing really to indicate that it was going to make me take any cock easily for the rest of my life.

"Take a hit of this bitch," he said. "I know you sissy bitches love using this stuff and that it makes you uncontrollably horny."

I took the bottle from his hand and slowly twisted the cap off. It must've been a new bottle because I saw the seal break. I hesitantly put the bottle to my nostril and took a deep inhale.

I felt the rush immediately and saw this his sweaty wet cock was back through the hole looking me dead in the eye. He was right and I somehow got even hornier then I already was but I didn't feel a pressure on my cage like I usually do.

Drool was coming out of my mouth, I don't know how that happened but I saw my opportunity and dived throat first back onto the cock. I got up to the point I was at and was able to squeeze the last couple of inches into my throat, nose pressed deeply into his dirty pubic hair.

I was able to hold it deep for about 15 seconds before I had to come back up for air. The rush was still in my head but I could feel it fading so I quickly dove back down onto his throbbing member. It was starting to get easier to get down my tight throat.

A strange sensation began to happen. As the effects of the poppers started to wear off, I could feel my throat somehow becoming tighter and tighter around this strangers hard cock. It was in this moment that I discovered that the poppers were indeed helping me get these cocks down my throat.

I held him in again for as long as I could before having to come back up for air. The feeling was electrifying. If you told me that only a couple of weeks ago I was at home practising on my, now seems tiny dildo, to being able to fully deepthroat and 11 1/2 inch cock. I wouldn't believe you.

Yet here I was. This mans cock had reached places unbeknownst to me. Hitting places that I didn't know could bring so much pleasure. I started to think that I liked getting throat fucked then anything else, almost better then actual sex.

I heard a knock come from behind me. In my daze and amazement, I had completely forgotten about the other man. His cock was pointing through the hole now. It was about the same size as the one in front of me, if not a little bigger. He was darker than night and almost as hard stone.

I spun on my knees to face this monster. I started with the same show that I gave the man previous. This elicited the same response, a low deep moan that just turned me on even more. I don't think that I had ever been so horny in my life like I was tonight.

Getting this monster cock down was going to prove more troublesome then the last one. The cock was hard and erect and I didn't know if it would bend down.

"Has anyone ever deepthroated your giant cock sir?" I asked in sultry tones

"Ain't no white bitch I ever fucked has been able to come even close to halfway," he replied. "I would be very impressed if you can do even that."

I took that as a challenge and set about making his cock as wet as possible to help with it sliding down my throat. Upon a couple of test tries and just fucking it in and out of my mouth repeatedly, I started to think that maybe he was right. But I knew that I had talent and if worse came to worse that I now had my secret little weapon.

When it was covered in a sufficient amount of saliva, I set about trying to squeeze this monster down my throat. It seemed unbending at first but with a little force I felt a little pop and it slid halfway down my throat. My eyes went wide with shock. I had just proven this man wrong and now I was really going to blow his mind.

I reached down for the bottle of poppers and unscrewed the lid. With his cock buried half in my throat, I began to sniff as heavily as possible on the rim of the bottle. This proved a bit hard because my airways were currently clogged up with about 7 inches of black python, but that didn't stop me and I started to feel the effects of the popper again.