I had a couple days before I was to visit the club and see Kelly. They were many mini-humiliation events I may come back to later. But this is about the club experience. I apologize for the length of this writing, but this was pretty intense.
When I finally got back to Ft. Lauderdale, it was a little late in the evening. I had mapped the address to the club. I didn't want to get there too early. I was also a bit shy about showing up in my sissy attire a club like this, even though I figured it would be friendly to someone like me. I started to get ready for the night. I put on a padded bra and black shiny tights. Over it, I wore the thong leotard I bought at the dancewear store where I met Kelly a few days earlier. It was burgundy, with a cowl neck and long sleeves. My come-fuck-me pumps with a 5" heel made me look like a complete sissy slut.
I put on a bit of make-up and lipstick. But that was it. No wig. I don't want to pass as a girl. Just the sissy slut boi that I am. Not knowing what I would be able to do at the club, I packed a little bag with my favorite 10" dildo with a suction base, a butt-plug and lube.
It was getting pretty late when I finally got to heading for the club, and I reasoned that a place like this would only be getting started fairly late anyway. I put a jogging outfit on over the outfit and more comfortable shoes so I could leave the hotel without making a scene. Once in the car, I took off the jogging suit and put on the heels and drove in slut mode to the club.
It was located on the edge of a industrial park complex in a somewhat scary area, so I was cautious. When I arrived, the parking lot didn't seem to have many cars parked there. I double-checked the address. There was a small sign at the door so I knew I was at the right place. Nervously checking around, I got out of my car, locked it and headed for the door. It's always makes me feel so sexy and vulnerable when I'm outside wearing an outfit like this.
There was a buzzer at the front door, and my heart was racing as I rang it. I figured I could always jump out of my heels and run in my stockinged feet if I had to. There at the door was a heavy-set woman, obviously a dominatrix, wearing a black leather bustier and a black skirt. She was smiling and happy to see me.
"Hello, come in!" She was looking me up and down as I stood timidly in front of her.
"I'm Mikel. I met Kelly at the dance store the other day?"
"Oh yes! She told me about you! I'm Mistress Jackie. Nice to see you, Mikel. There's no cover charge for boys in drag. Kelly said you'd be in your leotard and tights. Very nice. Very cute."
I was mincing around in front of her feeling very self-conscious as she was clearly checking out my ass. I felt like a girl being ogled. I held my little bag in front of my tight crotch.
"And what have you here?"
"Well," I explained, "I've never been to a club like this, only to a private Domme, and I brought some things with me."
"And what kinds of things have you done with your Domme?" she asked.
She was being very nice as we chatted, and we were alone in the foyer of what looked like a former office. I moved closer to make a confession, "Well, I've been made to suck on her big strapon... and she'll fuck my mouth with it... and she puts a butt-plug in my pussy-bottom... and she gives me some very sound spankings--of course the butt plug always helps make the spankings so much more effective... and then she makes me wank my... little... wee-wee... and has me squirt it on the dildo?... and then I have to lick it clean like it's a real man's cock. It's so humiliating and disgusting, but she says it's good practice."
As I explained the details of my humiliating scene to Mistress, I became more and more sissified, and she could tell by my mannerisms. She nodded and affirmed her understanding of each of the details of it. Then she explained that because this is a public club they could not do anything anal and they could not have any masturbation on the premises. She said I could get a spanking and get my mouth fucked and get the humiliation. "If you're good, I may give you permission to go home and cum onto your dildo and lick it clean, OK?"
"Yes, Ma'am," I answered timidly.
About this time, Kelly came into the room as bubbly as ever. "Hello!
"Kelly, you remember Mikel?"
"Yes! Hello Mikel!" She gave me a light hug. "I was afraid you weren't going to make it. I'm so glad you came! Come on, I'll show you around the club."
Kelly chatted with me a little and took me through the door into what was a mostly empty club. There was another Domme talking to a man. There were a number of other people just talking to each other, but nothing was really going on. I felt a bit self-conscious because I was the only sissy. There were no guys in drag. But nobody really paid attention. Kelly explained that not all that much happens on Friday nights and they were going to close pretty soon. I was glad I got there when I did.
The room had mirrors all along one wall. There was a small stage where scenes were acted out. Toward the back, it got much darker. There was an area that had a cage with bars and rings in the wall. At the very back of the room was a caged contraption almost like a coffin where a man was totally confined. Kelly explained that he's into complete restriction, and that he'd been there all night and would remain there. The other domme went back to check on him.
I chatted with Kelly about what she did there. I wondered if she got into any of the scenes. She just seemed so sweet as to be out of place here. This was just a part time job for her. She just acted as a hostess. She helped with drinks and cleaning up and entertained a little. She was just so innocent.
When we got back to the foyer, Kelly said she'd leave me with Mistress Jackie and to let her know if I needed anything to drink or anything. Mistress explained the tribute system for the club, and we worked that out.
Mistress Kelly pointed to my little bag. "You have your butt plug with you?"
"Yes ma'am" I answered.
"Come over here..." She took me to a little corner. "Put it in, right here, where only I can see... Do that right now..."
I took the plug out of the bag and lubed it up with KY. It was very awkward because I had to pull down my tights enough to slide the thong strap of my leotard aside and then insert the plug. I squatted down and plugged myself in a dark corner while she hovered over me with her hands on her hips smirking at me. I got even more sissified and pathetic, whimpering and saying "Oh my... oh my... oh!" as I pulled up the tights and repositioned the thong strap over the butt plug. I gasped as I stood up. Mistress just laughed as I wiggled and minced on my heels.
She told me to go back into the club and have a seat. I went back to the outer area. The other domme who never introduced herself stopped me on the way and said, "What's your scene?"
I didn't quite understand at first because she said it in a very businesslike manner. I figured she was going to set something up for Mistress Jackie. "Uh... dildo cocksucking, spanking, and sissy humiliation," I replied.
She pointed to a bench. "Sit over there."
I sat quietly holding my little bag and my plug now starting to cause my pussy-bottom to throb. I didn't know if I should get out my dildo. I didn't want to be sucking a strange dildo anyway. Then she walked by several times as if looking for something. I said, "If you're looking for a dildo, I have one..." She got close to my face and said, "If I need your help, bitch, I'll ask for it. Now sit there and shut up."
My eyes dropped to the floor and I sat there like a chastised little girl for what seemed like an eternity. Then suddenly, I heard the heavy steps of high heels on the floor. I looked up and saw Mistress Jackie marching her way toward me wearing a strapon dildo with a giant black rubber cock. "Shit!" I said aloud before she got there.
I sat up prim and proper, stealing scared glances at the giant black cock hanging in front of me. I crossed my arms in front my bosom and nervously tried to shield my eyes from the obscene phallus.
"Have you been a bad girl?" She asked quietly.
I nodded in quick, small, frightened nods, looking down.
"What have you done? she quickly demanded.
I wasn't prepared for a confession. I was going to make up some naughty fantasy of sucking off the boys in the neighborhood when I caught sight of beautiful, innocent Kelly talking to some of the others in the club. My mind went back to when I first met her in the dance shop and I was in the fitting room trying on girlie thong leotards and prissing in front of the mirror and listening to her talk to the shop clerk.
"Well? What have you done? Mistress demanded in a more stern voice.
"Well..." I started out slowly, "the other day when I met Kelly? When she came in the dance shop, I was trying on leotards and prissing in the fitting room... and she was talking to the clerk... and I was listening to her sweet, bubbly voice... and I was playing with myself..."
Mistress' eyes widened, "Oh... you... DID... did you?!" She pointed to the floor in front of me and commanded in a quiet, determined voice, "Kneel." I wasted no time. I had the feeling it would have been better if I had just made up a fantasy confession and left it at that.
"You have fucked up, missy!" She held out a condom in a package. "Do you know what this is?" I nodded. "Do you know what this is for?" I nodded. "Open your mouth." I obeyed. She held the package in front of me. "Hold it in your teeth." I did.
Mistress walked off and returned with a wooden chair and sat down. "Put the condom on my cock."
I was getting so prissy by this time and acting so revulsed by the size of the black rubber cock between her legs. I was saying things under my breath like, "It's so huge and black and disgusting."
"Suck it." She pointed at it and ordered calmly.
"Um... but it's so big and black," I protested helplessly.
She grabbed the back of my head by my hair, twisted it, and pushed my face to it. "I said suck it."
I put my hand around the huge phallus and started to lick the head shyly at first. Then within only a short moment, I was bobbing up and down on it.
"That's what I thought. You are a cocksucking slut. You sissies are all alike. Look at you. You love sucking cock." She let me suck and slurp and moan shamelessly on this giant black prick for another minute or so.
"Get up, slut!"
With a sweep, Mistress Jackie grabbed my wrist and had my over her lap before I knew what had happened. I was amazed, even frightened by her strength. When she started spanking me, she almost knocked the wind out of me. Despite the fact that I was being spanked through my dancing tights, it hurt like holy hell!
I was whimpering helplessly like a child. "Ow! Ow! Owww! You're hurting me!" I pouted.
"Oh, shut up! I haven't even begun to hurt you, little missy!"
The Other Mistress must have been within distance. Mistress Jackie stopped the spanking just for a moment to talk to her, "Will you get that handled dildo and bring it here, please? Thank you." She immediately returned to my behind, which was already smarting. Mistress repeatedly told me to stop my whining as she smacked my bottom. By this time, I knew I was going get a lot more than I had bargained for.
Mistress Jackie pushed me to the floor and I started rubbing my bottom. She stood and again directed me to suck her cock. I could hear Kelly chatting and laughing with some people off in the distance.
"Kelly, will you come here for a moment please?" I had the feeling this was not going to go well. Meanwhile, Mistress started fucking my mouth very hard. She was trying to jam this huge, black rubber cock down my throat. It was hurting the roof of my mouth, and it was gagging me. I was trying to push back against her hips, but she was much stronger than me.
I had tears running down my face from gagging. Apparently Kelly had been standing there for some time. Mistress said to her, "Mikel has something to tell you." But she kept fucking my face and said to me, "Don't you?" I nodded. She crammed the dildo hard to the back of my throat. "Don't you?!" I gagged and coughed.
I was still on my knees. Mistress had me turn around. There was sweet little Kelly. Behind her was the Other Mistress with a curious look on her face. "Tell her!" Mistress ordered.
I had tears running from my eyes from the choking. "I uh... the other day... uh... when you came in the store..." Kelly was listening like there was nothing wrong. I continued, "I was in the fitting room... um... and you were out in the store... and I was playing with myself..." Kelly looked confused and looked at Mistress. She filled in the blanks, "He was listening to you talk, prissing in front of the mirror in his little sissy outfits, wanking his little wee-wee, getting off on your voice." Kelly just made a troubled smile. The other Domme glared.
Mistress said, "We're going to need to teach him a lesson for taking advantage of my girls." The other Domme stepped in with a large 12" dildo on a handle, waved a condom in front of me, gave it to me, and said, "You know what to do with this, dontcha bitch? And hurry it up."
While I was unwrapping the condom and putting it on the cock, Mistress Jackie told her, "I want that dick in his mouth while I spank him. He's a whiner, and I don't want to hear it. Then she said to Kelly, "You really don't have to worry about him wanting to fuck you, Kelly. He doesn't have much of a dick to begin with. A little pussy-boy like this, all he'd really want to do is put on your clothes. That's all sissies ever want to do is put on your clothes.
The Other Mistress had put the handled dildo in my mouth, and she added with laugh, "And maybe suck your boyfriend's cock. He obviously likes that."
Kelly chuckled, "Yes, I can see that." This normally bubbly girl was now quite serious and quiet. I felt like I was being chastised by the mother of the family for some great infraction against her daughter.
"Oh, and tell Kelly what you have back here." She was referring to my butt-plug. I closed my eyes and sighed. I mumbled, "I have a butt-plug in my pussy-bottom."
Kelly dropped her head lower to try to hear the sissy kneeling in front of her, "In your... what did you call it?"
"His pussy-bottom," the other domme repeated in a mocking tone and big smile.
Kelly politely covered her mouth as if to either mask her horror or stifle a laugh. She just looked down. I was feeling so small. Here I was totally exposed in front of this very cute young girl as the complete sissy as I am. She knows that I had been playing with myself in the fitting room while listening to her. She's watching me suck on a dildo, and now she knows that I have a plug in my ass. What a fucking loser, she's thinking.
Mistress had me kneel on the chair. Kelly gave me a concerned look and asked me, "So you hide in women's fitting rooms and masturbate?
I started to explain so she didn't think I was a total perv. "I was trying on some leotards in the fitting room, and you came in, and..." The other domme crammed the dildo back in my mouth and mocked my tone of voice, "I was trying on women's clothes and wanking off when you walked in... suck it bitch!"
I was really getting scared how this was going. Mistress Jackie told the other domme, "Keep that in his mouth. He's a whiner, and I don't want to hear it." She started up with the spanking again, and it was every bit as bad as the first. Every time I whimpered, the other domme jammed the dildo harder into my mouth. She would slide it in and out and say, "You want to wear Kelly's clothes and suck her boyfriend's cock don't you, sissy? Don't you?" I would nod, and the spanking would come harder. Mistress would stop and press on my butt-plug causing me to moan out loud, causing the other domme to jam the dildo tighter into my mouth, causing me to gag.
Thankfully, this spanking didn't last too long, but it was utterly humiliating. I was about to start crying. Kelly just stood there, pretty much without emotion.
"Back on your knees." I quickly complied. "You will apologize to Kelly now."
I muttered a soft, "I'm sorry," with a very scorned look on my face.
Mistress got right in my face and over-enunciated, "I'm sorry, Miss Kelly... say it!"
"I'm sorry, Missy Kelly," I repeated humbly.
She continued in a loud voice, "For wanking my little wee-wee in the fitting room while listening to your voice..." she started this litany and I repeated each line.
"I'm just a little sissy faggot wanker..." (I was hearing some laughing in the distance.) I repeated.
"My dick is too small to ever fuck you..." I repeated.
"All I could ever hope to do is put on your clothes and suck off your boyfriend..." I repeated.
"I hope you'll forgive me. I'm so sorry." I repeated and looked at the floor.
Kelly just kinda did a half chuckle/half roll of the eyes and said OK and then turned to Mistress to ask her some question about something she wanted done prior to closing. It was totally business, and I was clearly inconsequential.
The other Domme had already walked off. Kelly walked off to take care of her work. I slumped on the floor on my knees feeling completely belittled. Mistress Jackie snapped her fingers three times. I looked up to see her pointing to the end of her massive black rubber dick. "Right here," she said calmly.
I moaned and mumbled an, "Oh no, please Mistress."
"Oh, you're not done sucking yet, honey," she insisted.
I sighed and took it in my hand and stroked it. The condom was smeared with my lipstick. She pushed my head onto it. I began sucking it with all I had and started moaning. I started to become possessed as Mistress talked to me about how I sucked cock.
"You really do like that, don't you? You wish it was real, don't you? You really do wish you could suck Kelly's boyfriend's dick. Don't you? You wish this was a real cock so I could cum down your throat, don't you?" I nodded an affirmative each time. I kept right on sucking and breathing harder and harder like a wanton cocksucking bitch.
"You wish I could turn you over right here and now and yank down your pretty tights and fuck you right up the ass, don't you? Don't you? Don't you?! Say it!"
"Yes, Mistress! Fuck my ass!" I said.
"Tell me what you want, bitch, I can't hear you!"
"I want you to fuck my pussy-asshole. PLEASE fuck my ass, Mistress! Fuck me the bitch I am!" I yelled.
She fucked my mouth hard and called me a disgusting, cocksucking slut.
Then, she sat down and pulled me up on her lap. This was the grand finale spanking. It was like the end of a fireworks display, and I thought she would never stop. She berated me in the most viscous tone of voice with a non-stop list of humiliating names. Somewhere along the line, between the pain of the spanking and the verbal assault, I started to melt and break down.
"Yeah, let me hear you cry," she said with some degree of pleasure as she continued the spanking. She knew she'd get me to this point. "That's right. Let me hear you cry, little girl."
That was all it took, and I started sobbing. "Yeah. Cry like a little girl!" I collapsed, draped on her lap.
With that, Mistress Jackie just stood up, and I rolled off her lap and fell to the hard floor with a thud. The fall stunned me and then the tears started again. I could hear her walking off in that same march that she came in with some 30 minutes earlier. She had totally broken me, humiliated me, and left me crying on the floor. This session didn't come with a "happy ending" like I had always had with private domme sessions. She had totally head-fucked me and left me in a heap.
I looked around and realized that I was laying there alone. After some time, I managed to get up to sit in the chair. I was shell shocked. I just sat there in my self-pity. A little while later, Kelly came by in her cheerful self as if nothing was wrong. She put a hand on my shoulder and asked me if I wanted something to drink. The gesture caused my face to pout and start up the tears again. I am such a pathetic sissy crybaby. I so wanted her to hold me and hug me. She gave me a bottle of water and told me to just take my time and relax.
The other domme walked by wearing surgical gloves carrying the strapon Mistress had been wearing. This was surreal. It was as if I had gone in for some medical procedure. The surgeon had left the operating room. The assistant was now taking out the primary instrument that had been used in the procedure, and here was a nurse helping me in recovery. I was still feeling the effects of all the emotional and physical pain I had endured.
A few minutes later, my mind started to clear, and I got back up on my feet and made my way to the foyer. Of course, I was still teetering in my heels and the butt plug was reminding me of the glow on my bottom. When I reached the outer area, Mistress was out of character and back to her cheerful self when she first greeted me. "How are you doing?"
"Much better now, Mistress. Thank you." I was very contrite. We had a nice chat.
In a very meek voice, I asked, "Mistress, may I use the restroom to remove the plug from my pussy-bottom?"
In a parental tone of voice, Mistress answered kindly, "No you may not. The plug will have to stay in place until you get home. Okay?"
I "Yes, Mistress," I answered. "Mistress? When I get home, may I please have permission to masturbate my little wee-wee and lick my sissy cum off my dildo?"
Mistress smiled and said, "Yes, you may lick up your sissy cum, but you must not miss any of it. Okay? You have to eat it all up."
I was relieved to hear this. "Oh, thank you Mistress."
I thought of one more thing. "Mistress? May I fantasize about sucking off Kelly's boyfriend while I'm doing this?"
Mistress Jackie raised an eyebrow. "Well, I think you should ask Miss Kelly that first. Kelly?"
Kelly was nearby and came over. Mistress told her I had something to ask her. I was feeling like a complete loser and this would completely confirm it. I almost couldn't get through what I was going to ask her.
I was had my head down in my hand was mumbling like a little girl, and Kelly had to come closer and look at my mouth to understand. "Uhm... Mistress has given me permission... when I get home? ...to masturbate my little wee-wee onto my dildo?... and lick it up?... and I asked her if while I was doing that... if I could fantasize about... uhm... oh god... I'm sorry... I'm embarrassed now... if I could fantasize about... sucking off your boyfriend."
Kelly immediately started to laugh and put her hand over her mouth to avoid being rude. "Are you gay, Mikel?
"No, I'm just a sissy. I fantasize about really beautiful women making me service their boyfriends or husbands," I explained. "I'm sorry if it bothers you."
Kelly answered, "No, I'm just trying to understand. That's fine. You have fun with your fantasy. My boyfriend's name is Paul. You have fun sucking his dick, OK? I'm so glad you made it out here, and I hope you'll come back to see us the next time you're in Florida!"
This time, Kelly held both of my hands, gave me a big smile, and bade me goodbye. No hug this time. Here was this little queer boy wearing a butt-plug, padded bra, thong leotard, tights, heels, and smeared makeup. He was about to go back to his motel room and suck on a big dildo while having a fantasy about blowing her boyfriend while she watches. Then he's going to wank onto the dildo and lick it clean pretending that he's swallowing her boyfriend's load. Okay, buh-bye!
Mistress was very gracious, gave me a hug, and told me I was a good little subbie. "I hope you'll come back next time you're in Florida, hun."
I told her I would. I minced to the door and peeked out. Mistress looked out with me and checked the parking lot. She said she'd watch while I walked to my car. As I often do, I felt so exposed in my little sissy getup with my butt-plug fucking my pussy bottom. I wanted to get back to my motel as soon as possible to play out my little fantasy of sucking off Kelly's boyfriend.