I stripped out of my clothes and prepared an enema before my bath. A long hot bath with a martini is the perfect way to enjoy a late afternoon before a night out. After toweling off, I laid out my wardrobe for the evening. I chose my very short red tank dress, my camel hair double breasted pea coat, black sheer stockings and black high heel pumps. I chose a strapless black bra and matching pantie/gaffe and garter belt. I...

I woke up on Wednesday morning with a smile on my face, but a little bit of a headache from the martinis and champagne. My ass was a little sore too from my sexual escapades from the previous night. I decided to go for another run and dressed in my running outfit which featured my short running shorts and a sports bra with my short brunette wig. I ate a light breakfast and headed out for my run. I ran for six miles and wo...

I left the hotel feeling great. I got laid, got a job and made a new friend! I slipped on my ballets and placed my high heels in my bag to make my walk back easier. Like I said it was a short walk from my apartment to the hotel down Main Street, the major roadway in this suburb. My apartment was about ten short blocks away (just half a block from Main) and the ten blocks featured shops, restaurants and a couple other hote...

My first full day of my new life was fabulous and day two has started out with a bang. A morning run sandwiched by blow jobs to two different men was the best way to start a new day. I was savoring the memory of sucking off the security guard Greg and looking forward to the rest of my day. It was still early but I could tell from the morning sun it was going to be a very warm day in Boston. I decided to take a quick rinse...

Chapter 2: Please read chapter 1 before starting this one. I texted Jorge back telling him I would love him to come by. I had thirty minutes to get ready. I took off my nightgown and robe and decided to do an enema to clean me all up inside. After completing I slipped my butt plug back in and I decided to keep my minimum makeup on and just add some lipstick and rouge. I dimmed the lights in the living room so I still look...

Hi my name is Cassandra, but everyone calls me Cassie…well at least when I am dressed as a woman. Yes, I am a cross dresser and have been doing it on and off for thirty years. I wanted to share my latest adventures that started to unfold on my sixtieth birthday. I have had some wild adventures over the last thirty years, but have kept Cassie in the closet the five years before my big birthday. I wanted to focus on other t...

Cassie has her first full day as a woman as she continues her seven weeks living as a woman 24/7. EXTENDED VACATION Chapter 3 I arrived at my new apartment around 5 PM, and it took me over three hours to unpack and get organized. It was very enjoyable to move in and have a fresh start. I loved looking at my closet and all of my drawers as everything was for Cassie. My bathroom was exciting as well, as I had lots of make-u...

Chapter Two in my novel of Cassie living 24/7 as a woman...please read Chapter 1 and let me know if you want more. EXTENDED VACATION Chapter 2 After experiencing a great sexual adventure less than two hours after becoming Cassie full time, I was now in a even better mood as I got back on the freeway and headed north. Due to the low air pressure in my tire, I drove around 50 MPH for about ten minutes until I saw a big truc...

Hi Everyone...this is the first chapter of my second book. I will publish more chapters if you like this one.     Extended Vacation   Chapter 1   Hello my name is Cassandra. You can call me Cassie (or Sandy, but recently, I like Cassie). I have been cross dressing for many years. However, the last year, since I turned 40, I have been dressing more than I ever have in my entire life. I made a very smart decision two years...

Girls Night Out Part 2 Well everyone wants to hear about the second part of my night with Julie when I was in New Jersey. In case you didn’t read my first story, my name is Cassie, short for Cassandra (I also go by Sandy sometimes) and I am a cross dresser (CD). A while ago I was spending a hot summer night in New Jersey at a hotel with my friend Julie. We were attending a girl’s night out at a hotel bar with about 25 oth...

Surprise on Girls Night Out in New Jersey I explained in an earlier story that my life took a strange turn when I turned forty. I had not been cross dressing for many years, but I had the urge again to bring out my alter ego and the urge was stronger than ever. I really prepared for Cassie, short for Cassandra (I also go by Sandy) by taking a year to buy all the things I needed and get into great shape so I could wear sex...

A NIGHT IN ST. LOUIS Work can really suck. At this moment I am sitting on an airplane wrapping up a three day business trip. Thank goodness I know how to make work fun. If someone gives you lemons, I say make lemon meringue pie, because lemonade is not good enough. What I am getting at is you have to make the most fun in your life, because life is too short. If you have a passion, make the most of it and enjoy your passio...

Hi All, it required a couple of re-writes to make it better. The final chapter of Sandy's adventures in book 1. Please let me know if I should publish book 2 Chapter 21: Nikki’s Night and Sandy ’s Night to Remember I finished shaving Nikki spending a lot of time shaving her pubic hair. I made a small heart shape right above her clit and took off all the rest of her hair. When I finished shaving my new love muffin, I took...

Only 1 chapter left after this installment....I hope you are still enjoying Sandy's adventures Chapter 19: Last Day in Vegas The next morning Tanya left for her house after exchanging numbers with us and promising to visit Peggy in Phoenix next month. The hotel had arranged a car to take Peggy to the airport for her 9:00 flight. I was sad to see them go, but at the same time, I knew I had work to do and I wanted to have s...

Hi all, hope you enjoy Sandy's adventures. Chapter 17: Viva Las Vegas Peggy and I woke up in each others arms around 5 AM and we made love again. Then at 6AM when we both had to get up we showered and made love again under the water in the shower. We were avoiding the subjects of me leaving for Las Vegas today and her having to be at work at 8:00. I drove Peg to her apartment on the Northwest section of Phoenix and we exc...