beauty and I boarded the Amtrak City of New Orleans in Memphis at 7:50am heading to the Crescent City for three days of food, fun, music and debauchery. The occasion is the annual Black Tailor Ball, which is not a ball at all, well, not that kind of ball.
Once on board, we got settled in our sleeper.
Normally, you wouldn't necessarily pay for a sleeper car for an eight hour day trip, but this was not a normal trip. I love to fuck on a train.
"House rules," I said.
"Yes SIR." beauty removed her clothes and knelt in front of me. her head was down, her knees apart and her hands, Palm up, on her thighs. She is a well trained submissive.
"you will be the most beautiful slut in the room," I said as I slipped her collar around her neck. "you will be safe, MY beauty, but you will be challenged. There will be women and men who will want your sex," I whispered while running my fingers through her long blond hair. "The kinks these people have knows no limit." I bit her neck, harder than I should, I suppose, but she has that power over me. When she is front of me on her knees, I loose control. I have to work hard not to let my passion for her run amuck. Plus, she likes the teeth marks left on her skin.
I ran my hands down her back and eased her forward onto her hands and knees and inserted a jeweled silver plug in her wonderful ass. she jumped a bit.
"Ok?"
"Yes SIR."
"Good girl."
"Thank YOU, SIR."
Well trained, indeed. After all these years together, it is difficult to come up with a scene we haven't done. So when the invitation came for this years ball, I responded immediately. This would be new for beauty but my third time. The guest list rotates each year. The last time, I hosted a female slut that really meant nothing to me so I instructed her to fuck everyone who asked or demanded. That will not be the case with beauty.
My first time to attend, I was the submissive to SIR BRIAN. HE was rather strict that trip and allowed me only minor dealings with the DOMS who wanted a piece of my ass, literally. I was wearing leather chaps, jock strap and vest, a pretty nice look. At one moment, SIR BRIAN bent me over a chair arm and men lined up to eat my ass. HE allowed no one to finger me or touch me in any way other than with the tongue.
"Stand, beauty." she obeyed. she always obeys. her head was still bowed and her hands by her side. her feet shoulder width apart.
"Is the plug ok?"
"Yes, SIR."
I placed my hand on the inside of her right knee and slowly worked my way up to her dripping pussy where I inserted two fingers and worked on her G-spot. she squirmed a bit and even giggled. I know she is loving it when she laughs...and screams!! she was getting close to orgasm.
"May i, SIR?"
"you may not." I continued the G-Spot massage for a bit more. she was biting her lower lip, trying not to cum. I removed my fingers.
"Oh, SIR," she moaned. I smiled. Turning her a quarter turn to her right, she was facing the window as we barreled through Mississippi Delta towns just going about their business.
It's beautiful country and the best way to see it is by train. I leaned her over and she placed her hands on either side of the window and raised her ass. she knew what was coming. I eased my cock into her pussy. Slowly at first, just using the natural rhythm of the rocking of the train. And then I plowed her pussy hard. she moaned and tried not to scream but her efforts were futile.
"SIR...SIR, may i, please?"
"Yes, MY beauty. Please do."
The words weren't out of my mouth before she was cumming with the force of a Cat 4 hurricane. I, too, knew what was coming and held on tight as she bucked like a wild animal. Not my first rodeo, I held on tight before shooting my load deep inside her.
Separating, we moved to the lower berth and collapsed. Recovery. We spooned for an hour or so before getting up to sit by the window watch the scenery blow by. I loved sitting naked with her. She is more comfortable nude than anyone I know. When we stopped in Yazoo City, MS I stood.
"Time to get ready, beauty. you may shower first."
"Yes, SIR." she stood and went to her bag and began digging through it for her things. My cum was dripping down her leg. I walked to the club car for a Hams Beer. I sat at the little bar and perused the room. There were three couples and a single man. One of the couples looked like they were perhaps going to the ball. They were checking me out, too.
After two pretty expensive beers, I went back to the sleeper to find beauty blowing her hair.
That long, blond hair that always smells so good. That long, blond hair that I love to grab. My dick was getting hard just watching her. I love this woman.
I took my turn in the shower. It's tiny but it works. When I stepped out, beauty was standing with her back to me gazing out the window. I walked to her and began to tighten the laces on her corset. she sucked in and I pulled tighter. And then again. I began to dry off as she attached the black hose to the straps on the corset.
"Panties, SIR?"
"For now."
By the time we stopped in Hammond, Louisiana we were both dressed. she was kneeling in front of our window watching passengers unload and load. Always the exhibitionist.
"Stand and put your hands on the sides of the window," I said as we began to pull out of the depot. I could see the smile on her face in the window reflection. she's a tramp. My tramp.
"Come to me," I said indicating she should assume her position in front of me. I pulled the vape pen out and took a couple hits from some primo herb. I wish she would partake, and would if I commanded, but she is a professional singer of arias, art songs and show tunes, so I would do nothing to endanger her instrument. I kissed her lips. She eagerly opened for my tongue. We know how to kiss. Really kiss. I traced my finger over a couple bruises and bite marks from our first sex. She bowed her head, always obedient. I pulled her to her feet and held her in my arms staring into her eyes. Those green eyes. she never looked away.
"Time to get ready."
"Yes, SIR."
We were all packed when we finally backed into the station in New Orleans. Passengers were milling about.
"I have something for you, beauty."
"SIR?"
"A small gift."
I handed her a box. she looked at me and smiled.
"Open it."
she flipped open the box to find an exquisite gold chain. On the chain dangled a nugget of gold, with "beauty" engraved in it
"Oh SIR."
"Let ME put it on you."
I took the chain from the box and attached it to the gold D ring on her collar.
"May i speak, SIR?"
"Yes, you may."
"This is the best gift ever, SIR. It's beautiful."
As we disembarked the train, we walked down the long ramp to the station. Hardly anyone noticed that beauty, being as it was the Big Easy, was wearing her corset, which was quite amazing looking on her. It barely covered her ample chest. She was wearing black panties and hose covered only by her black leather jacket. I led her through the crowd by her new leash. she walked a step behind me, as was usual. The couple I thought may have been kinksters, most definitely were. She was obviously a DOMME and he, her slave. She and I spoke. beauty and "po'boy" did not acknowledge each other. Both well trained.
It was easy finding our Uber. The driver couldn't keep her eyes out of the rear view mirror watching every move beauty made. I pulled beauty's panties to the side and indicated she should finger her pussy. She put on quite a show and when we arrived at the St Anne Hotel, offered her fingers to the driver who eagerly took them into her mouth.
"Y'all have fun at the ball," she said. "Here is my card. Puleaze call me...if I can serve you in any way while in town."
"Thank you, we will," I said taking her card.
Check in was a breeze. We obviously weren't the only Tailor folks staying here. Sitting in the lobby was a leather drag queen sipping on a tall fruity drink, typical in New Orleans. Sitting across from her was a rather scary butch. leather lesbian drinking beer from a can. A couple of leather guys passed through the lobby heading onto the street. Yeah, this was going to be a fun couple days. beauty never looked up. Dang she is perfect. The butch checked her out.
"I hope you'll be available tomorrow night," she said as we headed to the elevator. I winked at the leather lez hoping she took it to mean that she had a good idea.
Our room overlooked the court yard. Cobble stone with tables scattered about and an old fountain in the corner. The room smelled musty, as all rooms do in New Orleans, at least the old ones in the French Quarter. beauty removed her clothes and knelt in front of me. I allowed her to suck my dick. she is great. My dick feels like this is where it belongs. It didn't take me long to cum. She took every drop. And then drained that last bit from my now spent, cock. As always, I needed recovery time.
We had dinner reservations at Galatrois at eight. It is not my favorite restaurant in the city, but she had requested it. We dressed in "civilian" clothes and walked the few blocks. Leather and denim were everywhere. People all in black. We would have fit in, but dressing up like this is fun, too.
Supper was a delight. We flirted with one another and fed each other shrimp. We laughed and visited with the waiter, who had worked there as a waiter since returning from Vietnam. After a dinner of exquisite gulf coast fare, we walked the streets a bit. Arm in arm. Typical tourists. The parties had already begun. Bourbon street was filled with DOMS and DOMMES leading their pets around on leashes. Chaps seemed to be the most popular clothing item. There were male and female asses on display everywhere. One young lady was blowing her man on a balcony. This is New Orleans.
It had been years since beauty had been to New Orleans so we did a few tourist things. A Hurricane at Pat O'Brien's, Dixieland music, street performers. New Orleans is back and it's wonderful.
Back at the hotel, we settled in for the night. We slept until ten o'clock, cleaned up and hit the streets. The French Market and Jackson Square. We grabbed po'boys at a little bistro. We made a bit of a day of it before heading back to the hotel to get ready for the ball.
At eight, Kathleen, our Uber driver, picked us up and carried us to a house in the Garden District. It sat off the street a bit and was gated. I presented my invitation to the man at the gate.
"You sure that invite doesn't say plus two?" Kathleen asked.
We walked the pathway to the house and were greeted by a couple dressed in leather. Her tits were not covered but supported from underneath. Her boots were thigh high.
He was in black leather pants and long sleeve shirt. He opened the door and we stepped into the great hall. The serenity of outside did not follow inside. All along the walls were submissives tied to hitching posts, for lack of a better word. If you are tied to these posts, your DOM/DOMME has offered you to whomever wants you. Most had on some clothes but their genitals and asses were exposed for all.
On the stairs, spaced evenly, were males and females, standing naked. If you won one of the carnival games, you got to choose one as a prize.
As we entered the main hall we were announced. "Maestro and beauty."
