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Posted 20 hours ago

Sissy Caught: First Time Feminization, Crossdressing (A New Woman (Transgender Women and Feminized Men Romance Stories))

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That’s exactly the point; we are going out as a mother and her two daughters. I have seen what's on your computer; you have been doing this for a while and I’m going to find out exactly how far this dressing of yours has gone.”

By now even Michelle was aggravated and just wanted to go home and hang out with her friends. "Are you coming or not?" So I went to my room and sat on my bed in a couple of shopping bags. Inside was panties, bras, pantyhose, and girl's clothing. There was a note from her saying, " I love you, exactly the way you are." I started crying and felt a significant weight lift inside me. Once I composed myself, I went downstairs and hugged her and told her thank you. We left it at that. We agreed on a time, and he wanted me waiting inside the house, where he would come fully dressed up as well. We would simply both enjoy the moment as pretty women. The next two days dragged on and on… When I was about 20, came home from college for Christmas break. One day, I thought everyone would be at work all day so I went to Target and did some shopping. I still remember like it was yesterday. He then slides his hands inside my dress. I was turned on immediately and my feminine senses go off the roof. We kiss each other passionately.Too bad. I had a couple of outfits now. I loved the one yellow floral dress, because it was such a soft material, and when I whirled around, it would swish against the pantyhose, and send shivers up and down my spine. I just loved it! It turned me on so much! But one day, even in full dress, it didn’t seem like enough. I wanted more! Nobody was home, so for the first time, I left my room dressed as a girl. I was *so* afraid that someone would look in the windows and see me!

He swam a few laps before hearing the garage door open around the side of the house. He thought this was weird as Megan usually just parked in the driveway but thought it must be easier to get the groceries in through there. As I grew a little older, I couldn’t really sneak into my sister’s room and from the internet discovered that I was actually a crossdresser who liked dressing up as a girl every now and then. I felt a little relived knowing that there were many people like me who loved to dress up. Tiffany, Jess, and Michelle were walking home through the park when Michelle saw a boy from school skating with some friends. She had a big crush on him and she thought he was the coolest guy in their grade. They were tugging and pulling at his panties and although he struggled against them he was powerless to do anything but scream.Well if they made me go out while dressed, which I never had the nerve to do before , I was going to make the most of it and get right into it . Maybe after some of my fears have gone I may enjoy it . Anyway, two boys have already nearly chatted me up. the school football captain and now the school bully . so maybe I don’t look that bad and they did not recognise me. I push Samantha to go and he leaves immediately. Now, I had to face Bob and explain everything to him. I was never so embarrassed in my life. Bob had calmed down a bit. Then, I sit down on the chair and with a deep breath, I start explaining everything to Bob about me being a crossdresser and what I had planned to do this evening. Bob then comes a bit closer. Well she does look great. You wouldn’t be able to tell unless he makes little mistakes; like SHE did earlier by saying you’re her sister.”

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