Naughty November

Chapter 4

FOUR

BECKETT

Two weeks of building expectations for the Naughty November party means I’ve been edging myself mentally and physically. Charlie makes sure I fill out the sign-up form, and have the proper toys for edging, but otherwise she isn’t a big part of my plans. The whole point is to play with people anonymously.

The bearded man with long curly hair—whose name I didn’t catch while my attention was focused on the list—was helpful. He assuaged my fears about safety, but I also wonder if he’ll be in the line to fuck me through the hole. I find myself fantasizing about who will fuck me and the idea of him being one of them makes my cock twitch in the cage I locked myself in.

The bigger question is: do I want him to fuck me? The fact that he is a man doesn’t factor in except for the enjoyment I get from a bio cock that can fill me with cum. I’m on PrEP, so I selected the box for no barriers needed if the other person has recent test results and is also on the medicine. Trans women I’ve been with always used barriers or strap-ons with me, and I really want to feel what it’s like without the awkward conversation .

That man may not even be into the glory hole, and he was just being helpful, but I hope at least one cis man does fuck me so I can see how I feel about it. I also really want to suck someone off in there. On my knees, my mouth just a hole for them to use while I’m on edge and unable to cum… My dick strains against the cage, letting me know how my body reacts to the thought.

The black, resin-coated surgical steel band around my dick and balls keeps me from coming, and the cage doesn’t allow me to get more than half-hard. I wear the key around my neck in case of emergencies, but I haven’t been out of chastity in a week. I have a long, thick cock, so it’s painful with the edging I’ve been torturing myself with.

Wrapped around the ring of metal to press against my taint is a vibrator. It has been pulsing off and on for hours, including when I cleaned myself out midday. I brought myself to the edge of orgasming from the douche alone multiple times. It was an interesting experience getting dressed and walking to the club, and I had to stop multiple times to hold on to the nearest light pole or wall as the waves washed over me.

Now, I’m sitting in the lounge at X Club right after they opened for the Naughty November party. I opted for a pink-and-black plaid, micro-mini skirt so I don’t have to worry about other people’s latex allergy while being fucked, and a black crop top that says ‘ Slut ’ in pink to match. It’s more femme than I normally go, but I like the headspace it puts me in for the experience I hope to have.

The assembled guests chat near the closed doors to the play space while everyone finishes setting up. Q and A, the two main leaders of the club, open them now and announce it’s time for the party.

“Everyone should find the station they signed up for or stay outside the ropes to enjoy the show,” A calls out over the conversation. “Let’s get Naughty!”

The club is fuller than normal for early in the night, so I’m glad to know I am first up in one of the two glory hole spaces. Charlie waves at me as she enters from the changing space. I see the short girl on her leash is who she has plans with for the evening. I don’t actually know if Charlie plans to visit me in the glory hole, but I am fine with it either way.

“Hi, Beckett. This is my pet for the evening.” She indicates to the girl, who follows behind, and I see a rubber tail sticking out of her skirt. I’m too eager to do anything more than wave, turning to look over people’s heads.

“Hey, Charlie,” I greet her and keep going through the open doors. “I want to head over to my spot to check it out before my time.”

“I’ll walk you over.”

We make our way around the raised play area toward the back, and I see two beds pushed together for the orgy on the right, a medical set-up for role play on the left, and a large, caged area with the sign: “Caution! Sharps and electrical play,” in the back corner. In the middle of them is a wooden wall and an enclosed box that reaches shoulder height.

The three-walled space is the one I signed up for, as the box has a bed inside to stay in one position with a hole on both sides. It seems claustrophobic, and I’m glad I didn’t opt for that one since I don’t think I can sit still for that long. A pair of women walk up to the box and the stockier one in a leather harness lets the taller one in by opening the side, kissing her before I turn to focus on my own spot for the next hour.

There is an oval hole in the middle of the dark-stained wood wall. I’ll be able to see more of the people than I expected, but it will work well for my height. If it was only a small circle, I could see that being hard to adjust. The whiteboard leaning against the front corner has my information, including limits, with a start time of fifteen minutes from now.

“Do you want to see inside?” A large, older man asks. He’s wearing a fluorescent orange armband which identifies him as a Dungeon Monitor.

“Yes.” I point to my info, though it only lists me as B . “I’m up first.”

“Perfect.” He smiles and reaches out to unhook the barrier so I can step in. “Let’s get you set up so you can stay anonymous. Are you two coming as well? ”

“Depends on what he wants.” Charlie doesn’t follow and looks at me. “Need me to stick around?”

Considering my options, I look at the hole and think out loud, “Maybe you could stand outside of the hole for a minute so I can see what it will be like?”

Charlie nods and comes into the play space, waiting in front of the wall with her pet while I’m led around to the narrow entrance in the back. There is a short spanking bench in the triangular room, which will make bending over easier. I set my bag with water and lube down in the front corner next to the cleaning materials the man points out before he leaves. The bench is not heavy, and I push it back to kneel, front and center on the padded floor, with my face near the opening. The top of the hole stops around my nose, but leaning forward puts me at just the right height.

Charlie has her dildo out and she sticks it into the hole, allowing me to take the tip in my mouth. My vibrator chooses that moment to send a series of strong pulses straight to my prostate, and I moan on the silicone material, letting myself sink onto it as the wave of pleasure rushes through me.

“I think he likes it,” Charlie chuckles, though I can barely hear her over the music and muffled sounds of talking and impact play. She pulls her pink strap-on out of my mouth and I can make out her shadow in the dim club lighting as Charlie leans over to make sure I hear her as the vibrations die down and allow me to think straight. “Do you need anything or for me to stick around inside with you?”

“No, I’m good.” I shake my head, though she probably can’t see me. “I’ll get the DM if I need something. Thank you,” I add.

Charlie reaches in to pat me on the cheek and I see her legs walking away, followed by the wagging tail under her pet’s skirt. That’s hot too, and now I have another new kink to try…

Moving the bench back, I lower it so that when I crawl up and scoot down, my ass is in place in the middle of the hole. I know it will be some time, so I pull myself forward and regret it when a pinch to my cockhead has me wincing.

The thought of presenting my hole to passersby while the vibrator teases me has my cock straining against the confines again. Not orgasming for a week, with daily edging, has me used to the pain. It’s still uncomfortable for my caged cock and sensitive balls to rub against the bench.

Settling further back, I know I’m on display. I’m an exhibitionist, and the extra layer of only my most vulnerable bits being visible has a hot sense of humiliation to the position. Reaching back, I tap the button on my vibrator until it is at a continuous, low hum.

All I can do is try not to hump the edge of the bench while I wait.