The Gentlemen's Panty Club

"Put your hands on top of your head, Little Joey, so I can get a good look at your privates."

I did what she asked. I knew by now my face was bright red. She looked intently at me from head to toe. With her hand she motioned for me to turn around so she could look at my backside. I nodded and rotated my body around for her. After a few seconds she said, "Ok Joey, you can put your girly clothes on, now."

A few minutes later I was transformed into a pretty panty girl! There was a full-length mirror on one of the walls, and I looked at myself. At first I was shocked, but upon closer inspection I started liking the way I looked! A strange feeling came over me, but it was a nice feeling. I felt so feminine and pretty!

Mistress Norma smiled.

"Yes Joey, I really think you're a very pretty little girly."

I squeeked, "Thank you Mistress Norma. I feel all bubbly and nice."

She smiled at me again. I thought she was breathing deeply as she asked, "Where do you feel bubbly, Joey?"

I was embarrassed but muttered, "Sort of down below, Mistress."

She smiled as she led me on, "Do you mean you're bubbly up in your pink dress, and inside you pretty pink panties?"

"Yes Mistress."

"So what you mean, Joey, is that dressing up as a girl has made your cock big?"

I blushed, "Yes Mistress. It's big and hard."

"That's marvelous Joey. I think you'll do very well indeed."

As she spoke she reached forward and thrust her hand between my legs. She didn't put here hand up my dress. She simply caressed my penis through the silky pink material. I groaned in excitement.

She got a serious look on her face.

"For your initiation you will masturbate with a pair of panties wrapped around your penis. You will have successfully completed the initiation when you ejaculate. There will be five women in the audience watching you, and during the entire ceremony two women will be on the stage with you, making a video of you. One woman will capture the entire scene from a distance of about six feet, while the other woman will be much closer, and will focus on your cock, to capture the moment when you cum, with your white cream spurting out of your slit."

I thought, "Wow, that's so outrageous, but also so fucking erotic!"

I usually masturbate two or three times a week, so I was feeling confident.

I chuckled, "Ok, I can do that. In fact, if I close my eyes and fantasize, I can spurt in about ten minutes."

She laughed at me.

"Sorry Joey. You're not allowed to cum until all of the women in the audience agree to let you cum. What that means is, each woman needs to 'happen' at least once if she wants it, some may decide they don't care, before you get to have your 'happening'. Each woman will raise her hand when she gives consent for you to cum. I will keep track, and I will tell you when it's ok for you to spunk for us. Also, for the first twenty-five minutes the women can give you instructions, and you will comply with those instructions without hesitation. Do you understand the rules Joey?"

This was a surprise. I wasn't sure about stroking for half an hour and not coming. Too long a time and my prick would get sore and start to hurt, and if that happened I'd be screwed. I wouldn't be able to cum, no matter how much I wanted to.

"I have a question Mistress."

"What is it Joey?"

"You said the ceremony would last no longer than one hour. Is there a deadline on when I am allowed to cum?"

"That's very perceptive of you, Mister Mason. The answer is yes. If the ladies have not given you permission after thirty minutes, I will grant you permission to cum."

I thought, "Ok, this could be challenging, but I can manage those constraints."

I heard a ring tone coming from her cell phone. She picked it up and looked.

"The ladies are waiting for us. Are you ready Joey?"

I looked her in the eye. "I'm ready Mistress Norma. Let's go."

She gave me a warm smile, "Good luck, Joey!"

I followed her into the meeting room. I was feeling very positive when we entered the room, but when I surveyed the attendees sitting in that front row of chairs I was stunned.

Sitting in the first chair on the left was... Bridgett O'Brien, my fiancé!

Sitting next to her was Edith Chatsworth, the woman who crushed my heart!

Sitting in the third chair was Edith's mother, Julia Chatsworth!

Sitting in the next two chairs were two attractive middle age women whom I didn't recognize, and sitting in last chair was... my mother!!

I was shocked to see my mother there. She was dressed nicely in a smart skirt and white blouse. She didn't say anything, but smiled encouragement.

Mistress Norma took my arm and escorted me onto the stage.

"Alright, I think we're ready to begin. For those of you who don't know the candidate, this is Mister Mason, but he prefers to be called Joey. I have explained the rules of the initiation, and he has agreed to follow them."

She looked over at Bridgett and Edith.

"Mistress Bridgett will capture the video of the entire scene, and Mistress Edith will shoot the close ups. Ladies, please remove your clothing and join us on the stage."

Two minutes later Bridgett and Edith were both naked and walked up onto the stage. They each had a video camera in their hands. Bridgett looked at me and smiled. She took her position at one side of the stage, about six feet away from me. Edith looked at me, but her expression was blank. She leaned forward, grabbed the elastic waistband of my pink panties and yanked them down to my knees. Then she aimed her camera at my genitals. Mistress Norma sat in one of the empty chairs, and addressed the audience.

"Who would like to let Joey use their panties?"

One of the women that I didn't know stood up and smiled at me. She looked to be in her early forties, and was very nice looking.

"I am Mistress Molly, and this is my good friend Mistress Rita. We'd like to offer you our panties to wank with, Joey."

"Thank you Mistress. I appreciate your help."

She sat back down. She looked at her friend Rita, and then they both started to giggle. At the same time the women pulled the hems of their skirts up to mid thigh, and then they opened their legs, giving me a full view of their panties. First my eyes fixed on Molly's crotch. She was wearing simple white cotton knickers which I always had an attraction to, and the gusset appeared to be damp. I looked her in the eye and grinned.

She smiled back "Do you want my knickers, Joey?"

I was really excited now, and I muttered, "Yes please Mistress."

She smiled again and looked at my mother, who smiled back at her.

Then she said, "I've had them on all day, Joey. They're a bit niffy. They have been right up my cunt!"

I groaned.

She lifted her hips off the seat of her chair, and then slowly eased her panties down to her ankles. She reached down to retrieve her underwear and then threw them up to me. I caught them with one hand, and then held them to my nose, taking in her scent. I felt my penis stirring.

She spoke to my mother "He likes smelling my panties Mrs. Mason."

My mother nodded.

I turned my attention to Mistress Rita. She had pulled her gusset to the side revealing her hairy cunt to me. It was lovely to look at. Molly reached over with one hand and started rubbing her friend's clitoris with her fingers. I couldn't help thinking that she must have done this to her friend many times. Rita simply looked down so lovingly at her friend.

Molly pleasured her friend for about a minute, and then she knelt down on the floor and pulled Rita's panties down. Again she tossed them to me on the stage. They were made of a pink lacey material that was very pretty and feminine. I wrapped the pink material around my stiffening cock and started moving my hand up and down on my shaft, while I continued sniffing Molly's knickers. I closed my eyes and concentrated on the pleasant sensations.

Rita closed her eyes and started to moan softly. Molly shoved two fingers inside of her friend's wet vagina.

"Yes my dear, that feels so nice. You're making me feel quite squishy."

Molly stared at me while she continued fingering her friend, "We like the idea of us undressing you and making you wank for us. Take your panties off Joey, and let us look at you closely."

I replied, "Yes of course, Mistress."

By now my penis was poking out of the top of my pinky panties and was rampant.

Molly smiled at my mother saying, "Your son obviously likes being a little girly, Mrs. Mason"

My mother simply nodded.

My little pink panties dropped to the floor, and I stepped out of them. I walked to the front edge of the stage directly in front of Molly and Rita. The ladies approached the stage. Molly stood beside me with her arm around the back of my thighs. Rita stood in front of me watching, while Molly grabbed my cock. I was rock hard. Mary started stroking me, hard and fast, but all the time she watched my face.

"What are you thinking right now, Joey?"

I squeeked, "Spunking on your face Molly!"

Rita reached in and squeezed my testicles.

"What about now, Joey?"

I thought for a few seconds before replying. Molly was distracting me greatly.

"I'd like to watch you and Molly squishing each other, while I sit in the corner wanking my prick."

Mistress Norma called out, "Ladies, that might be too much stimulation for our panty girl. He's not allowed to cum yet. Please take your seats."

Molly released her grip on my penis and gave me a passionate kiss. Rita released my balls and rubbed her palm sensuously under my scrotum, and then they both sat down in their chairs. They pulled their skirts up and masturbated, while continuing to watch me pleasuring myself using their panties.

About a minute later they both began to moan with pleasure, and then each woman raised her hand in the air, indicating to Mistress Norma that they had "happened" and they gave their permission for me to cum.

I looked over at the other women. Mother and Julia were sitting naked, with their clothes piled up around their feet. Mother was pulling on Julia's nipples. Julia was flicking her clit and smiling at me. I continued to stroke with Rita's pink panties wrapped around my cock, and with the crotch of Molly's cotton panties under my nose. Everyone was very serious now, and the only sounds were heavy breathing, and the squishing sounds coming from all of us. Julia closed her eyes and her body began to tremble. A few moments later she raised her hand in the air, signifying her "happening." Then my mother smiled at me and raised her hand in the air, giving me her permission. As far as I could tell she did not "happen" and was just trying to help me.

Mistress Norma looked at her watch, and then announced, "We are twenty minutes into the initiation, and the ladies of the audience are in agreement. You can ejaculate whenever you're ready Joey."

She smiled at me, "In fact, we're looking forward to it!"

I moved the panties up and down on my shaft. At the beginning I was stroking slowly; up and down my hand traveled the length of my cock. After a couple of minutes I increased the strength of my grip and I doubled the pace. My cock felt like a bar of steel... it was so hard, but it was also starting to hurt. I knew I had to cum soon.

I looked over at Bridgett. She held her camera in one hand pointed in my direction, and she was furiously rubbing her clit with her other hand. She was moaning.

I turned my attention to Edith. Her camera was aimed at my penis, and her eyes were fixed on it. She had a sour look on her face.

"What's the matter with your prick Joey? Is it getting chafed and sore? You poor baby!"

Her attitude pissed me off. She obviously wanted me to fail my initiation.

"I'll show you Edith, you bloody bitch!"

I picked up the bottle of lube from the table and squirted a generous amount of the slippery liquid onto my cock. Then I grabbed the vibrator, turned it on to the highest speed, and placed the tip against the most sensitive spot of my penis, just below the head. I closed my eyes and concentrated on the tingling sensations that traveled up my shaft. The feelings were marvelous, but something was off. I was getting close, but not quite close enough to "happen."

I was starting to lose confidence when I heard my sweet mother's voice, "Would you like to spunk on Mommy's face Joey?"

I opened my eyes. Mother was standing in front of me. She had a fire in her eyes, and a lecherous grin.

I squeeked, "Yes I would Mommy!"

She stretched out on her back with her head between my legs and her feet pointed at the audience.

"Kneel down Joey."

"Yes Mommy."

I did as she instructed. Her face was directly underneath the head of my penis. She reached up with one hand and started tickling my scrotum with her long fingernails. It felt so lovely. She reached down with her other hand and started to rub her clitoris with her fingers. My head was spinning. There was so much adrenaline running though my blood I felt like I was stoned. Then to my surprise, Julia Chatsworth got up and knelt on the floor between my mother's legs, and stuck two fingers inside of my mother's pussy. She moved her fingers in and out, slowly at first, and soon after she was fingering her as fast as she could. Slurpee squishing sounds came from my mother's wet cunt. That's what did it for me, pushing me beyond my limit. I started to moan loudly.

"Oh fuck Mommy. I'm so close!"

Edith moved her camera in for the close up shot.

"This is all for you Mommy! FUCK!

I felt my prostate begin to spasm, and my anus clench shut. I looked down at my cock, and a six-inch strand of white cum squirted out the slit, landing on her beautiful face. I closed my eyes and my prostate spasmed five more times. For a brief moment I thought I was going to faint, but that feeling soon passed. I opened my eyes and looked down at the amazing woman who is my mother. She was looking back at me with a warm smile on her face, and a twinkle in her eyes.

"That's exactly what I wanted Joey. My face is drenched in your cum, and I want you to know I loved every second of it! That was the most exciting experience I've ever had in my entire life! Thank you darling!"

Then it dawned on me... I had passed the initiation thanks to my mother. I felt so grateful to her. I felt like crying. I knelt down on the floor beside her, and carefully wiped my semen off of her face with Molly's white cotton panties. I moved my face towards her and kissed her cheek. Then my mother surprised me one more time. Using both hands she pushed her big breasts together so that her nipples touched. She looked me in the eye.

"Suck Mommy's nipples Joey. Mommy needs it."

I remembered my conversation with my father by the pool, and what he told me about my mother. I smiled back at her, "Of course Mommy. Your panty girl needs it too."

I brought my mouth down to her chest, and licked her nipples with the flat surface of my tongue.

She whispered, "Yes Joey... yessss!"

Mistress Norma announced, "Joey has successfully completed his initiation. Ladies, put your hands together and let's all welcome him into The Gentlemen's Panty Club!"

The ladies in the audience started clapping, and then they all started to cheer for me!

"JOE...EY!, JOE...EY!, JOE...EY!..."