1. Mistress Sarah Gives Evie an Assignment


    Date: 9/28/2015, Categories: Crossdressing, Author: Maid2frill, Rating: 1, Source: LushStories

    soft fur. For a moment I thought I’d gone too far. I could feel an orgasm coming on. I quickly raised myself up to my hands and knees to relieve the pressure on my cock. I struggled and concentrated on not cumming. I did not want to be disobedient. It took all my energy and focus to hold back and fortunately I was able to stop my orgasm. I slid off the fur panties and made a note in my diary about how much I loved them. Next I moved onto bras. My shoulders were broad and so I could not fit into Mistress Sarah's bras and night gowns but I held them up to my body and admired them. I managed to slip into one black silk teddy that was obviously over-sized for Mistress Sarah. I enjoyed how the silk fabric contoured with my body. I made notes and comments in my diary while I played dress-up with Mistress Sarah's lingerie. I noted my favourite colours and styles. I commented at how sexy Mistress Sarah's red corset was. I even admitted that the thong panties felt nice rubbing along my arse. The next few pages were presented like a self interview. 'My favorite perfume is....' 'My favorite nail polish is...' 'I thought I looked sexy in the following outfits....' 'I experimented with Mistress Sarah's make-up. I really liked....' 'I think my lips look sexiest when they are the colour...' 'When I go to the night clubs I want to wear....' I continued through the diary, experimenting with all the girly things and completing the sentences. I felt naughty and excited exploring all the girly ...
    things. My cock continually swelled and contracted as I played with Mistress Sarah's belongings. I loved the fire red nail polish and glossy red lipstick. Although I could not squeeze into many of her clothes, I imagined myself as a sexy girl and thought about how much fun and sexy it would be to wear some of her skirts and low cut tops. As I immersed myself into her things, my mind transformed further into the feminine world. It had a brainwashing effect on me. Mentally I was starting to think as a female. I even convinced myself to start losing weight so that I would look sexy in Mistress Sarah's clothes. I was having so much fun that I barely noticed the time go by. My phone rang and I was thrilled to see that it was Mistress Sarah. I answered it quickly. "Hello, princess. Are you a woman yet?" I blushed even though I was alone. "Getting there, I guess." "Yes you are, doll. You're almost past the sissy phase of your training. Are you excited about that?" "Yes, Mistress," I admitted, not even sure what to expect next. "I just need to pop your little cherry for you to graduate to the next level of your training. Are you ready to be fucked by my strap-on, sissy?" My cock swelled harder than I ever imagined as I realized the moment of my deflowering was approaching fast. "Yes, I can't wait." Mistress Sarah told me how the taxi driver had been very quiet in the car, so she had moved to the middle of the back seat and slipped her fingers into her pussy. The driver had watched her ...