When Rob went into work that Saturday, he thought it would be the perfect time to dress up as Sarah. All the work he had to do was filing and other ‘secretary type’ work – so he thought it would be perfect – and the office was always deserted on Saturdays. He flip-flopped back and forth with the idea of …
Read MoreLucas was a Junior in high school. He had a twin sister named Phoebe and sometimes when she was gone he would secretly dress in her clothes. One day Phoebe was going out prom dress shopping with her boyfriend. As soon as she left, Lucas went into her room and quickly put on his favorite animal print dress. Fortunately …
Read More“Hey Tiffany, you’re looking hot girl! Love the new look!” Terry stared at the text from his best friend. Five minutes had gone by yet he still didn’t know how to answer. How did James know about his other side? He looked back up at his monitor to see the blonde beauty looking back with a worried expression. His …
Read MoreSince I started wearing skirts and dresses all the time, I decided to indulge in my love of vintage clothing. The styles of the 40s and 50s wear just so much more classic and feminine, but also ladylike and modest. I’ve found that for a real vintage look, you have to wear vintage foundation garments. This means girdles! I wear …
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Read MoreTaylor styled his blonde hair as he took the selfie making sure his tuck job showed no signs before sending it to his best friend. They both met after one day at school he had noticed Tyler wearing a thong and mentioned he cross dressed too, naturally the pair became best friends sharing their girly sides. That soon turned into …
Read MoreSo, this is what you have been getting up to since I have been at college huh Jack? You are in so much trouble when I call mom and tell her what you have been doing. She said she always waned another girl and now she can have the best thing…a little sissy son haha!! Ermm…wait…I can explain…I was just …
Read More‘Frank, this club started as a place for us crossdressers to dress once in a while and meet gentlemen admirers. But look! Most of the gentleman admirers have become dressers themselves. At first, there was just you and me, but then Bill and Ted are now dressing, and I just heard Bill ask our last admirer, Andrew, to try dressing …
Read More“Leave your message at the beep.” “Hi, Honey. I was just calling to let you know I have to stay at the convention for a couple more days. Nothing big, just a potential client I have to work. Anyway, I’ll be back on Monday. Give me a call back when you get this. Love you!” You end the …
Read MoreLook, I know it was just supposed to be for the day. And I really appreciate you going along with my fantasy of dressing a guy up all goth and everything. I mean Damn! Look how well you turned out? Nobody would have ever… that’s not helping is it? Sorry. Anyway, my boss, Mr. Hendricks, well, he can’t …
Read MoreHey, baby, don’t be nervous now…. I won you fair and square at the Costumed Crossdressing Party. You were the one who entered it. And you’re the one that is wearing the dress, so I know you want to be a girl. And baby, by the time that your week with me is over, you will not only know how …
Read MoreI’d come to the store to buy one thing, a lubricant. The clothes I wore were chosen specifically for the task. I wanted to push myself to do something I knew would be embarrassing. It sounds silly, but it gets me so turned on to find myself in a humiliating situation. Anyway, I wandered around the store in those obscene …
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