True Story: First time on gloryhole by Chrissy

What a lucky sissy. Hope you like her story as much as I did

I was feeling especially girly one day and I decided to make a detour to my favorite little adult bookstore/lingerie store.

I walked in and slowly browsed around, looking at the lingerie and dresses, just enjoying the feel of all the different fabrics and the unique, incredibly sexy smell that is a combination of stripper perfume and sex toys, with just a hint of dirty old man thrown in. There is nothing hotter than that smell. Well, almost nothing – but let’s not get ahead of ourselves. I picked out a cute little black dress, a pair of matching velvet and lace panties and a black teddy with a skull print all over it.

I went back to work, and snuck into the bathroom to try on my new teddy. I spent the rest of my day wearing a teddy and thigh high stockings.

I felt so sexy, I just wasn’t ready to go home when I got off work. I headed to a local strip club – I figured maybe a lap dance could be fun – some hot stripper noticing that I was wearing lingerie under my clothes should be sufficiently humiliating for a sissy like me.

I wandered around the strip club’s adult boutique for a while – looking at their lingerie and sex toys. I was getting ready to head to the main club when I realized they had a “movie theatre.”

I had been to this club before they remodeled and they had a bunch of booths and a small theatre with 2 TVs and some couches and since I hadn’t checked out their new theatre I thought “Why not?” I was expecting a small room with a couple of couches and a TV or two, but what I found was a row of booths.

I took my time strolling down the hallway, noticing the tell tale stains on the floor of each booth – some dried, some fresh – and noticed the hard plastic chairs hastily shoved into each booth. When I reached the end of the hall I noticed that the chair in the last booth was plush and inviting. Since none of the booths were in use I grabbed the comfy chair. I quickly stripped off my boy clothes and threw some money in the video machine.

I scrolled through the videos until I found one of this hot brunette bimbo with huge tits, servicing three cocks at once. I was so jealous of her – not jealous of the men getting their knobs polished, but jealous of this bimbo who had 3 cocks all to herself, and I had none. I turned a little in my chair to get more comfortable… and that’s when I saw it. What I had wanted to find for so long – a gloryhole!

Before this club had been renovated there were no gloryholes and they strongly discouraged “cruising.” I never expected to find one now. I stared in stunned silence. Holy crap! A gloryhole! And then the cruel twist of fate dawned on me – the theatre was empty. There I was all dressed up, horny as hell and ready to suck only inches away from that magic portal that would deliver cum-filled cocks. But there were none to deliver. I resigned myself to my circumstances, pausing for a moment to wipe my finger in a fresh cumstain on the floor, tasting the bitter salty sweetness of some stranger’s seed. I found a full condom on the floor too and dumped its contents on my chin, loving the feel of it sliding down my neck and pooling on the fabric of my new teddy.

But then I heard the theatre door open. I kneeled down on the floor (putting my stockings into another puddle of jizz!) and put my eye up against the gloryhole. Someone entered the booth next to mine. I was so excited I didn’t know what to do. I had never done this before! I sat back in the chair and waited – paralyzed in excitement and fear. I saw an eye peering through the hole and decided to give him a show. I did the sexiest little dance I could muster, then bent over and wagged my tight ass at him. When I looked back the eye was gone, but I hadn’t heard him leave, so I stuck a finger through the opening and gave him that “come here” motion. As soon as I pulled my finger back there it was. A cock. Some anonymous stranger’s cock. I did what any good sissy would do and wrapped my lips around it.

He was a little soft at first, but I quickly felt him harden in my mouth. I bobbed up and down on his cock, licking his shaft, slobbering all over him. I took him all the way in my mouth until my face was pressed against the hard plastic wall of that booth. He began to pump in and out of my mouth, face fucking me like the dirty little whore I am.

Before I knew it I was alternating between swallowing his cock and begging him for his cum. LOUDLY begging. Like some desperate gutter slut who had to have it to survive. Like a junky needing a fix. I felt him jerk in my mouth and then the first spurt of his hot sticky load showered down the back of my throat. Wave after wave filled my mouth, until I couldn’t keep up and I began drooling cum down my chin.

When he had finished depositing his cum in me, he pulled his cock back through the hole and left the theatre. I slumped on the floor, spent from my first gloryhole blowjob. I sat there, with yet another load of cum on the floor soaking into my panties, my random stranger’s cum beginning to dry on my chin, neck and chest. It was a glorious feeling and I took in my surroundings. On the screen some random pornstar was blowing bubbles with the cum that had just been deposited in HER mouth.

Only this time I wasn’t jealous. I had my own cumload to play with. So I joined her.
I then got dressed and headed out, cum still glistening on my chin and neck, the acrid salty taste fresh in my mouth.

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