Tuxedo Shopping

By moc.duolci@026.slohcinottik

Published on Jan 3, 2025

Transgender

Monday was a blur, Rita and I stayed in all day, we sent our dress clothes to get dry-cleaned and order in room service. We lounged in just our bathrobes, wearing nothing underneath, it was just a day to relax and veg out. We did enjoy each other's company but we didn't have any play sessions or do anything else, besides putting out the DO NOT DISTURB sign on the door after room service came by.

It is Tuesday morning, I got up early, called down for coffee and went through my phone, thankfully no messages. I checked email, confirmed the time to be at the New Year party, later in the day. Rita woke while I was in my email, gave me a smile and walked naked to the bathroom, for a morning pee. Her perfect ass swaying back and forth in rhythm with her soft girl cock and beautiful tits; as she went.

Room service knocked while she was still in the bathroom, handed me our garments and also wheeled in our coffee. Rita said from the bathroom, is that coffee, darling?' I smiled at the attendant, tipped him and replied, yes and our dry cleaning!' He just nodded in thanks and walked back out the door.

I sat down with my hot cup of coffee and turned on the news, I wanted to see if anything happened in the last few days. I watched the headlines move across the crawler as the news anchor capped off current news. I switched quickly to the weather station, to see what our drive back to DC would be like and went back to the news station.

Rita grabbed herself a cuppa, sat down next to me and kissed me on my cheek. I smiled and patted her on her naked thigh, she took a sip and smiled.

After a few minutes of us, quietly watching the news, I turned and said, `Mistress would you be my plus one tonight, for the New Year's Eve party? I have to attend, I rather not do it alone and would be happy to have you at my arm.'

Rita smiled, `Of course darling, I would love to go and now we both have clean dress wear for the occasion.' Giving me a wink and taking another sip of her coffee, I leaned toward her and kissed her cheek in thanks.

I texted one of the secretaries who was heading up and doing all the planning for the night's event and messaged, Felix plus one.' I got a quick reply, thanks Felix, got it down, see you this evening at 8pm, sharp!'

I put my phone down on the bed, took another sip of coffee, then said to Rita, `we are all set and need to be there at 8 sharp. That gives us time to get checked out, drive back and have time to get ready at home without a lot of rush. I checked the forecast and we should have good weather and road conditions along the way, barring traffic isn't too bad.

Rita smiled set her coffee down grabbed my hand, making it so I had to quickly put mine down too and she lead me into the bathroom; I stripped off my robe as we went. Rita turned on the shower and pulled me in with her, she fell into my arms and we started kissing, as the hot water sprayed our naked bodies.

We washed each other head to toe and continued our play, once we had gotten all washed Rita bent me over and I placed my hands on the grab bar. She rubbed my asshole with her thumb and gently circled my rosebud clockwise and then counterclockwise; the sensation sent chills through my body. Then I felt the head of her girl cock, rub up and down my now waiting hole and she slowly pushed herself in deeper and deeper.

Rita slowly fucked my asshole for what seemed like for ever, as we both moaned at the pleasures we were experiencing. I pushed back on her with each stroke and felt her soft sack slap my wet skin as she pumped. I felt her girl cock expand, as she came and felt her load shoot deep inside of me.

She gently pulled out and turned me around and started kissing me as we continued to make out. I could feel her, girl cum, slowly ooze its way out of me and trickle down my crack, and unto my legs. My legs felt like jello as we stood in the hot water, kissing and sucking each other's lips; it was a perfect end to our trip.

We rinsed the sex off of each other, once we were done with our make out time. I turned off the shower, while Rita stepped out and she handed me a towel. We dried each other off and went about our morning routine.

While I was shaving, Rita came behind patting my ass, she said, be a good Boy and turn around a moment.' I did, she had her key to the cock cage in her fingers, she bent down and unlocked me, then smiled. This is only temporary, I want to give you something on our way back home because you have been such a Good Boy, this weekend.'

I turned back around and continued to shave, it felt good to have my cock free and swinging in the breeze. I wasn't sure what she meant about giving me something on our way home but it didn't really matter either. I gave Rita the bathroom as I went out to get dressed for the drive back home. I pulled on my boxer shorts, pulled a tee over my head, then I sat down to put on a pair of socks and pulled my jeans on.

I grabbed my belt, putting it through the loops, after I had buttoned up my fly. I put my watch on, stuck my wallet in my back pocket and stuck my phone in a front pocket. I grabbed my leather jacket, thankfully Rita had grabbed it while packing for me and put it on zipping it up part way.

Rita strutted out of the bathroom in a jean skirt, low cut top, sporting a pair of cowboy boots with a leather jacket over her shoulder. She looked absolutely stunning, her hair was up in her usual bun, chopsticks in a cross and her makeup was flawless. She winked at me and smiled, as she saw the bulge in my pants, jump a little.

I grabbed our bags and dry-cleaning and Rita went to the door, opening it to let me into the hall, she turned the sign over for house keeping and we went to the elevator. We got to the lobby and checked out, they called valet services, while we waited to bring my car around; it had been a while since I didn't need to think about driving myself.

The door man let us out, as the valet came round with my keys in hand, I popped the trunk and put luggage in. I opened the back door to hang our dry cleaning and then I let Rita in the front passenger side. She kissed my hand as she sat down and I waved to the door man as I closed the door and walked to the driver side.

I turned out into traffic and away we went, our weekend in New York City, drawing to an end. I was thankful to have good road conditions and was able to easily get on the highway, heading back south to DC.

Rita put on some music once we got on the highway, pulled off her jacket and set her sunglasses onto the dashboard. She moved her seatbelt around her so she was more free to move, she leaned in and kissed my cheek, nibbled my ear and kissed down my neck. I felt her hands undo my belt, while still kissing me softly and then she undid my button down fly. I lifted myself gently and she freed my cock from it clothed confinement.

She worked her way down and started to give me road head, she took her time and I just kept my mind on the road ahead. Now and again, we would pass a trucker and they would blow their horn at us; I am sure they could see I was having a good time. She sucked and edged me, our whole trip, except when we stopped for a pit stop and gas break.

Her mouth felt so incredible as she slurped, sucked and licked; I felt wonderful. We were just about to DC, when she finally decided to finish me off. Her sucking got harder and faster and then my cock exploded into her hungry mouth; Rita not letting a single drop fall.

I lifted myself up again and she got my cock put away and got my pants done back up. A few minutes later I signaled for her exit and turned off the freeway. Now that was a present worth my weekend, to wait for.

It was just after noon when we pulled up to her town house, I let her out so she could get her door unlocked. I grabbed her case and both our bags of dry cleaning and walked up her steps. Thankfully she had left the door ajar, for when I came in, closing the door behind me she kissed me hard on the lips and had me take our things to her bedroom.

Rita and I lounged around her place for the rest of the afternoon, waiting for the right time to start getting ready for our evening out. I made plans with her to either come back here and stay or take her to my place once we left the party. Rita and I finally settled on my place, as I lived closer to where the party was going to be at.

Around 6p in the evening Rita started to get herself ready and I slowly followed suit. By 7p we were both dressed to the nines and ready to go out the door. Rita had a small overnight bag with her, I opened the front door, she locked behind me. We walked arm and arm to the car, I let her in and she tossed her bag onto the back seat, as I got in on the driver side and again we were off.

Next: Chapter 9


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2025 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate