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My wife is ok with me dressing in private, but I realized Halloween is my first opportunity to step out, so I'm putting together a witch costume, nothing too revealing (I'm not a young girl!) , just a beautiful black midi dress, my first bra, and lots of costume accessories, and some nice open toe heels (and of course ordered a couple more pairs of shoes at the same time to take advantage of a coupon). Going to practice the makeup every weekend so I can get it right. No real pressure to get it perfect, and I'm certainly going to drama it up as part of the costume...just going to wear it to a club, but it's an opportunity for me to practice. Not really hoping to pass, just want to look acceptable and have fun. Excited!
Jamie, the nice thing about going to a club for halloween is that you dont have to worry abuot passing. After all it is jsut a costume , right? Lol and you might also go a bit heavy on yoru makeup for the same reason. Have fun
Jamie,
Sounds fun and exciting. I hope you have a wonderful time.
Jessica
Jamie sounds like fun go out girl and have a good time. Dressing up for Halloween would be a lot of fun, that would make going out so much easier especially a first timer like my self. Have fun dear and must have a update on your adventure. . 🌹
Jamie.....have a great time! What, no flying monkeys ?????? Oh I see, the party is at a club....so the monkeys need to get juiced first LOL!
Have a few for me!
The first time I ever dressed fully fem and went out was also to a Halloween party. Have fun with it.
One of the great things about my relationship with my wife lately is that we talk more. Even though it's just a halloween party, she's a bit reluctant to go with me in costume, and isn't big on clubs anyway, so it may not happen. I don't want to weird her out anymore than I have so far. But she's keeping an open mind and she wants to help me get my makeup right and dress in private on the weekends leading up to it, so that's good. By then maybe she will be ok with it and want to go, even if not, it's still a win for me to be able to dress more, and I may just go alone this time.
One problem, she loves the dress and wants to steal it from me! Guess I'll have to buy a second one for her. The bra I initially bought was a bit snug and she ended up getting that too. Damn clothes thief. 😉
Hey Jamie. Good luck out there! My plan is to go out dressed for the first time on Halloween as well. I'm going as red riding hood. Cant wait to hear how it goes!