Tuxedo Shopping

By moc.duolci@026.slohcinottik

Published on Dec 31, 2024

Transgender

As Rita and I enjoyed our lovely meal, we laughed and carried on about this and that. From the outside looking in we looked like a well dressed couple enjoying a Saturday night out. In part we were but underneath are facade she was my dominate mistress and I was her willing submissive boy.

I flagged down Stephan and he came to our table as soon as he was available. `Stephan, may we get our check please?'

`Right away sir, no room for dessert, I take it.' Rita and I glanced at each other and smirked, if he only new what our before dinner was.

Stephan, smiled, taking our empty plates with him and disappeared into the dish room. In five minutes or so he came back with our bill and a tray with Andes Mints. I handed Rita a mint, as I took out my wallet and put my credit card with the bill; Stephan picked it up and went to take care of it.

Once he walked away, I unwrapped the other mint and put it in my mouth, allowing it to dissolve on my tongue. Stephan came back and said, `please sign and the bottom copy is yours.' I quickly signed and slipped a fifty under the check, grabbed my credit card and put it away.

Rita grabbed my hand and said, `I need to go freshen up, be a dear and call for the car to come around, I will be back.' I got up, pulled out her chair and watched her as she strutted to the restrooms, I counted a few heads, that turned as she did. I texted the driver to meet us outside in five, took a last swallow of my drink and headed to the restrooms myself.

I washed my hands up and walked out the door of the Men's room and started down the hall. As I walked, I felt Rita put her arm in mine and we walked out towards the door. I could feel the eyes on us as we walked, us dressed up and her a gorgeous younger women with an aged bald guy like me. I smiled at my own fortune.

The man at the door said, `have a good evening, let me get the door for you.' He opened the door and we stepped out into the New York City night, our town car waiting for us.

The driver smiled, having the door open for Rita, already, she again slid over and I slid in next to her. She touched my leg gently and leaned over and kissed me hard on the lips. As the driver closed the door after me, then he got in, buckled up and started to our next destination; which where that was, I knew not. Rita and I made out in the backseat as our driver took us into the busy city night, kissing, caressing and nibbling on one another; here, there and every where. We crossed the Brooklyn Bridge in all it's nightly splendor and I knew we were going somewhere in this Burrow. Rita and I were still making out but I had managed to keep track of our surroundings as we went through the city. I grew a bit anxious, in anticipation to where we were heading but knew that this whole night had most likely been pre-planned; much like the hotel room.

Our driver parked in front of a grand looking theater and got out to let us out. I got out first, nodding and mouthing my thanks, I turned and grabbed Rita's hand and helped her up and out. She was beaming but it was a bit mischievous, at the same time.

I said to Rita, as the driver went to park, `we need to stop by the restroom when we get in. Your makeup needs to be fixed.' I grinned at this.

Rita laughed, `we both do, Boy, you have lipstick marks all over you.'

We walked arm in arm and a door man opened the doors for us, inside was as elegant as the outside. It reminded me of the theater that I grew up going to and watching plays at.

We immediately found the restrooms and parted, I also needed a good piss. When I was finished, I washed up and looked in the mirror, ugh, I wiped the lipstick as best I could with a towel. I straightened up my tie and jacket; I seemed a bit ruffled from our intense make-out session on our ride here.

I came out and Rita was there, waiting for me. She put her arm in mine and we walked to the ticket counter. Rita handed the girl a card and they both smiled.

The girl handed it back and said, `the VIP section is upstairs, welcome back Miss Rita.' We walked to the staircase and went up to the VIP room, which was very close to the stage, as I found when we were taking our seats.

We sat down and Rita raised her arm and someone, out of now where's, came to her, `champagne please love.' The young man soon disappeared, as quickly as he had appeared. Minutes later we set two glasses on the small table near us and sat down the champagne on ice bowed and left us.

I waited a moment and then poured us both a glass, `my Mistress, here you are.' We clinked glasses and each took a sip, the bubbles of the champagne danced on my tongue. Rita leaned in and kissed my cheek, gently rubbing off the lipstick that she had left there.

The theater seemed to be pretty full and in a buzz, I still had no real idea what I was in for. There was a small orchestra to onside of the stage, they were playing soft music, loud enough to be heard over the din of the theater crowd. The lights dimmed, this was it, a spotlight shown down on center stage in front of the ancient red velvet curtains.

A stunning women, dressed in fishnet lingerie and a tight corset that gave lift to her ample breasts, walked out into the spot light and said, `welcome one and all I am Madame Cora and I will be your hostess this evening. I am also happy to welcome our VIP guests', she waved at Rita, Rita stood and bowed graciously, pulling me up with her; spot light on us both.

Madame Cora smiled and said, `this is, Burlesque!' The lights dimmed, she exited the stage and the weighty curtains opened. The orchestra began to play, "A Chorus Line," the stage lit up, as scantly clad ladies danced out onto the stage. Rita grabbed my hand and smiled at me, she could see that I was pleasantly surprised.

Having never been to a Burlesque show in my life, I wasn't sure what to expect but for some odd reason I was not surprised. I had started to figure Rita had something interesting planned for us with this little adventure and so far I was right. The nice hotel, the fancy cocktail lounge, a quiet dinner and now a show; what more does she have in store for me.

As we watched, a stage hand came up to us and whispered in Rita's ear. Rita smiled and said, `thank you darling we will be down momentarily.'

Rita looked at me and said, `we need to go backstage your next surprise awaits.' I stood and held Rita's hand as she rose from her seat, she smoothed her dress. Then Rita escorted me to another stair case that took us back stage.

The stage manager seeing us, came to Rita and kissed her on both cheeks, `nice to see you again Miss Rita, it has been a long time. Your number is after the next performance and your backup is all ready. Let's get you over to the makeup area and make sure everything is good for the lighting.'

She escorted us to a makeup area and sat us both down. A young lady came to me and powdered my cheeks a little and then went to Rita and did a little touch up. `You look stunning Miss Rita, as always!' Said the young lady and gave Rita a wink.

The stage manager came back over, grabbed my hand and said, `let's get you ready.' She took me to a throne, had me take a seat and a rigger walked over and started to tie me to it. I had noticed the throne was on wheels and was very comfortable. It was clad in gold leaf with black velvet, tufted seat and back rest, the rope the rigger used was red and he tied it kind of loosely, as to be able to slip out.

The orchestra finished and the dancers all ran back stage, after their number. Madame Cora walked out into the spot light and the orchestra started playing an Ella Fitzgerald song, I heard her breathe in and she started singing `Lady Be Good.' The crowd was, silent, her rendition was amazing, it was like listening to Ella herself.

As she finished with the curtains closed behind her, I was rolled to center stage behind the curtain. I heard the crowd clap and cheer as she had finished and then she said, `now for your enjoyment, all the way from our Nation's Capitol, Miss Rita!'

Rita walked out and they hugged and kissed each other's cheeks, Rita smiled at the crowd, `keep it going for the lovely Cora!' The crowd clapped. I heard the orchestra start to play, the song was familiar to my ears, was it?, it was; The Kinks Lola.

The curtains opened as Rita began to sing and the crowd cheered as the spot light shone down on me. Rita danced around me while she sang her tune.

She got to the first chorus and the crowd started to sing along, `Well, I'm not the world's most physical guy, But when she squeezed me tight, she nearly broke my spine.. Oh, my Lola, Lo-Lo-Lo-Lo Lola...' As Rita sang and danced around me she constantly held eye contact with me, it was mesmerizing and erotic.

Just behind me and out of site of the crowd I felt the rigger undo my ties and put a microphone in my hand. The stage manager was within ear shot of me and quietly told me, `encore next, we set a teleprompter up for you. Use it if you need to remember you will be singing to Rita and ignore the crowd.'

Rita finished and bowed, Cora came out and said, let's keep it going for the lovely Miss Rita.' She looked at Rita and said, How about an encore?' Rita mocked walking away and the crowd, yelled for, `one more.'

The orchestra started playing, it was another familiar tune to me, it was from Dirty Dancing, Bill Medley and Jennifer Warnes `I've had, the time of my life.'

When the orchestra got to my queue, I started to sing, hoping I wasn't off key or timing, glancing once at the teleprompter and then into Rita's eyes as she now held my hand.

`Now I've had

The time of my life

No, I never felt

Like this before

Yes, I swear it's

The truth

And I owe it all

To you

*Rita sang

`Cause I've had

The time of my life

And I owe it all to you...'

Rita and I started dancing as we sang to each other, eyes locked in one another's gaze. We weren't Johnny and Baby, by any means, at least I wasn't but I do believe we were in rhythm as we danced. I saw from the corner of my eye the whole theater was on their feet and dancing almost like the final scene from the movie. I had chills down my spine and my face beamed with both pride and happiness.

We sang the last note and the crowd erupted with applause and cheers, Cora came out, `Keep it going for Miss Rita and Felix!' We took our bows, sweat was pouring off me but I didn't even care to notice it.

Still having the microphone in my hand, I said in my best Elvis impersonation, Thank you, thank you very much.' Then I stepped to the orchestra director and whispered, Queen, Crazy Little Thing Called Love.'

He nodded, he directed the orchestra and said something to them and then one of the members grabbed a guitar and drop tuned it and started playing. The prompt came up with the lyrics, incase I needed, the stage manager just nodded at me, like go for it. When I heard my queue, channeling both Freddy Mercury and Elvis, as best I could, I grabbed Rita's hand and started.

`This thing called love

I just can't handle it

This thing called love

I must get `round to it,

I ain't ready

Crazy little thing called love.'

I danced to the song, as well as I could, looking at Rita and trying to do Queen and Freddy proud; belting out the lyrics. The crowd singing along now with me, Cora slid the throne over and I sat Rita down in it and continued my show. I felt amazing and started to also work the crowd as I came to the chorus. After my last note, I waited for the orchestra to finish, then took a bow; the crowd went nuts.

Rita shook her head but got up and applauded my performance and Cora came back out and said, `Felix everyone, didn't he sound amazing!'

Rita and I exited the stage, someone handed me a towel and I wiped my forehead. Rita lightly smacked my ass and kissed my cheek, once the sweat was gone and smirked; my asshole started to vibrate. I kind of forgot that was there but I knew at that moment that I probably deserved it for putting her on the spot, like I had.

The stage manager gave us both a hug, handed us a water, which after that, I needed it. Then Rita and I made it back up to our VIP seating and took our seats. We watched the show as it progressed and enjoyed our champagne.

When the show was completely over we again, went, back stage and did a meet in greet; with the orchestra, performers and the other production people. I got a lot of hand shakes, some hugs and plenty of kisses on my cheeks. Rita smiled as she watched, all the while at my arm, unless someone pulled her aside to great her.

Rita and I were invited to an after party at a karaoke bar near by, Rita accepted and had me let our driver know not to wait any longer. I did so and figured that she had a mind just to take a taxi back to the hotel when we were done. Which, once that time came, we did but that is further in the story.

In group we exited the theater and walked down the bustling sidewalk to the bar. Rita and I arm in arm, seemed to be leading the troupe along. I opened the door for Rita and stepped in behind her, as someone else grabbed the door for me to enter.

Rita and I walked to the bar and we put in our drink order and started a tab with my credit card. The bartender brought us our drinks and said, `just let me know when you are ready to check out, is the tab for just you two?'

Nodding I said, `yes please, no one gets drinks on me except the two of us, thank you,' and I gave him a twenty dollar bill, he nodded and smiled. We found a group of tables and took a seat close to the stage with the Karaoke machine.

As the night went on the bar emptied until it was just us and the group from the theater, probably fifteen in all, not including us. We were all having fun, carrying on and taking turns on stage. I went up and sang one of my favorite songs from the game Rock Band', Wanted' by Bon Jovi. I always seem to get compliments if anyone hears when I am singing along to it. I loved that song as a kid and particularly liked that John Bon Jovi and the group did the `Young Guns 2' soundtrack, Richie Sambora is an excellent guitarist; I came very close to meeting them once.

While we enjoyed ourselves Rita grabbed my hand and leaned in and whispered, `bathroom, now, Boy!' We got up from our table and walked back to the bathroom area, we both stepped into the men's room together. I went to the stall and left the door open, unzipping so I could relieve myself.

Rita came in beside me and pulled her thong aside and stood next to me and pissed too. I felt the cage as my cock tried to spring to life, she smirked, as I winced. I zipped my trousers and went to wash my hands and once again the anal plug started to vibrate.

Rita walked to the sink, thong in her hand, placing it in my jacket pocket and then washing her hands. This time she didn't stop the toy from vibrating inside of me. She turned her ass to the counter, smiled and lifted her skirt, just high enough for me to see her erect girl cock bobbing up and down.

I knew exactly what she wanted, I made my way to her, as I got down on my knees. I crawled teasingly across the bathroom floor to her waiting cock; I felt the vibe change a little, it felt great.

I grabbed Rita's girl cock, licked her still damp piss slit, rimmed around her head and down the shaft to her soft girl sack. I nosed her sack gently and felt her cock respond to me. I worked back up to the head and started to lick, slurp and suck; slowly taking her into my hot mouth.

I didn't happen to notice the door open nor did I notice that other's started to come into the men's room as I gave Rita a blow job. As I greedily sucked I became aware when Rita said, welcome all, this is my Boy.' She patted my head, as I continued my work and said, Boy, don't be rude, please say hi to our audience!'

As I still sucked, I said through my slurps and her cock in my mouth, `hi-ya!' As good as I was able to with a mouth full of girl cock.

Then Rita announced to the group, `he is my Boy and belongs to me, anyone standing in here may get a blow job from him but no one may touch his asshole or dick, those belong to me!' She shoved my head down as her cock exploded into my mouth and I greedily sucked up every bit of her delicious girl cum.

Staying on my knees, she turned me around and I saw what seemed to be the whole group from the theater. I saw different girl dicks hanging out and ready and a couple of guy dicks too, there were even a few pussy's out. Each one that I saw either had a skirt hiked up or pants around their ankles but any with skirt no longer had panties on.

The first of the group walked over, it was Cora, she hand Rita her lacy thong and smiled at her, then looked down at me. Her girl cock was a bit bigger than what Rita's was, she grabbed my ears, I started down on her. After a second, then she started to fuck my mouth, thrusting her cock deep in and out of my throat. Cora came hard and I felt her hot girl come coat the back of my throat and I gulped hard, to swallow it all down.

This session lasted for a long time, really I don't know how long, that it lasted though. I just know as any one with no panties on came up, they handed their panties off to Rita. I also would see Rita taking pictures, now and then with peoples phones, when they would hand them to her.

I swallowed every drop of cum from the girl and guy cocks that I sucked in the men's bathroom that night. I also had a few of the ladies, who had me suck their pussy's, either cum or squirt in my mouth. By the time everyone was done, my knees were hurting and my mouth was sore but I was still smiling bright.

Rita helped me to my feet and I saw all the panties that she had in her hand, more than what I thought, given the number. So I kind of figured that other people came in as I kept up my work. She smiled at me, turned the vibrating butt plug off and kissed my forehead.

I looked in the mirror and I noticed a damp spot on my pants, I hadn't even realized that during my time on my knees I had came, myself. I washed my face and my hands, smiled at Rita and we went out to the bar and had one last drink before the bar closed down. I didn't even care about the noticeable wet spot on the front of my pants, as we enjoyed our drinks and the group of people around us.

Rita and I closed out our tab and the bar tender had called a cab for us, to get back to our hotel. We walked out into the night air and climbed into the cab, that was waiting for us.

A while later we made it back to the Plaza, paid our fare and exited the taxi. Rita and I walked arm and arm and the door man greeted us and opened up the door to let us in. We made our way to the elevator and up to our suite.

Rita helped me get undressed and then had me help her out of her clothes. She led me to the bathroom and turned on the shower, we climbed in and she started to wash my tired body, gently. The hot water and the tenderness in her hands, felt so nice. When she got to my ass, she pulled out the butt plug vibe and gently washed my hole.

When we were finished with our shower, Rita toweled me off, then herself. She wrapped a towel around her hair and lead me to bed. I looked at the time and saw that it was close to 5 am and it occurred to me that I had been up almost 24 hours but felt good.

Rita pulled the covers back, helped me in, kissed my forehead and went around to the other side and climbed in behind me. I could feel her soft girl cock on my skin as she she snuggled in close, spooning me, saying; `good night Felix.' I fell asleep in her arms.

Next: Chapter 8


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