Was it chance their travel schedules places them in the same city on the same day? Each hads a different reason to be at that particular hotel. They are each given a room on the same floor at check-in. Only they know they will only be using just one. She lays out what she will soon be wearing for dinner. Each item is a favorite of his and is carefully placed on the bed. Tonight she will be wearing a matching set of black...

I woke up at 7am when my alarm went off, I was wrapped up in a pink quilt, Mistress Sarah had obviously thrown it over me as I slept. It was soft and comforting despite the fact that I had been sleeping on the floor in the hallway. I had been banished from the bedroom after I had cleaned her strap-on. I had stayed close to the door listening to the sexual tones of Mistress Sarah. I unravelled myself from the quilt and adm...

I knelt by the door, anxious for the arrival of my Mistress. I could feel my arse pulsing around the butt plug in anticipation of what was to come. As I knelt and waited I could smell the pretty floral scent of the perfume that I had sprayed on my neck earlier. I felt soft and girly from all the day's events. I was in a prime mode to be fucked like a sissy. Even though I was not touching my cock, it was pulsing and hard w...

Mistress Sarah led me back into her bedroom and sat naked in a chair in front of a large dressing table. She ordered me to fetch my maid's dress. It was time for me to learn how to properly dress her for a night out and she wanted me in full sissy attire for the event. Mistress Sarah watched me step into my sissy dress. She told me to turn around slowly for her as she pulled down on the pink silky fabric, ensuring the shi...

Samantha and I arrived into our truly magnificent hotel and were checked in and unpacking before midday Paris time. It was a large mini suite comprising a small sitting area with desk and two seat sofa, two double beds side by side and large bathroom with free standing bath and a shower and circular curtain rail over one end. My experience the night before and all the talk on the train seemed to have heightened my awarene...

Discovery, one of the greatest fears he has. All others take a backseat to his fear of being discovered indulging in his passion. You see Kyle is a cross dresser.Like so may others he doesn't know where this desire to dress up came from, but soon it was too strong to ignore. He started out with pilfering a few items from his sister's room and wearing them behind closed doors when the house was empty. But it wasn't enough....

James dug through his pockets looking for the hotel room key, he knew he had it somewhere. He had ducked out to buy himself and Sally some dinner as they had decided instead of going out for the night, it would be more fun to stay in. Of course staying in was their whole plan to begin with. It was very rare they had time alone and already they had been using the two story hotel room to their advantage a number of times. F...

As soon as I got home from the gym on Sunday, I headed to the closet and removed all the boxes containing Melissa's things. They had been cleaned and packed with great care so they looked as good as the day they had been purchased. I then inspected the makeup case and its contents seemed to be in great condition as were the contents of wig case. When Darlene said she wanted to meet my female side, I was so overjoyed that...

I looked at the dark expanse that was my way home. I could hear my heels clicking as I walked down the sidewalk. My body felt heavy and aching after the long day at work. My thong was riding up my ass making me uncomfortable, and my skirt was much too tight, rubbing against my legs. ‘It's okay, not much longer now.’ I kept telling myself. In another fifteen minutes I would be home and could rip these clothes off and have...

It was the summer after my freshmen year of college. In between soaking up the sun and taking trips in the city, I stayed in contact with both Alana and James. Unfortunately though, I hadn't gotten to see either of them again. Of course we flirted and sent naughty pics through texts, but I hadn't felt James's big cock filling up my pussy or Alana's tongue teasing my clit since the last time we met up. That didn't stop me...