Saturday, March 12, 2011

Am I Crazy to be Jealous of Katie

The first six months of being a sissy were the hardest part. My God, every time I turned around, I felt like I was losing the final scrap of my masculinity only to lose another scrap the next day. Katie, like my beginnings, is not thrilled be be undergoing this transformation, but feels powerless to stop it. So why do I feel jealous?

Colleen had a talk with me before she even began dressing Katie and told me that we filled two different roles. I was her lover, her girlfriend, and at times her boyfriend. Katie was her doll and a chance to do something she's really wanted to since she found out about her brother--feminize a guy. I was pretty much already a finished product when we met.

Still, seeing her all excited about Colleen, is giving me those feelings an older sibling gets when a new baby is born. Colleen is so excited about Katie. I hope when things calm down, it'll be a bit different. I got a lot of questions last time so I thought I'd go through them.

Katy Perry - Very hot in my opinion. Very bland music that I neither hate nor love. I think her look is part of where Colleen came up with the name Katie from.

Chastity - I haven't been in it in a while except as an occasional punishment. It was really uncomfortable. It served Colleen's purpose though of reminding me who controlled me completely.

Moisturizer - Clinique Moisture Surge Extended Thirst Relief. Clinique counters are everywhere.

24/7 - Not quite, but 21/7 I'd guess. I am able to look like a guy, but it does take more work than looking like girl does now. I think this is a place where both Colleen and I are happy. Unable to look like a guy is not something I'd be happy with, but she likes that it's work for me.

Breast Forms - They're pricey for the good ones


  1. I think would be hard not to be jealous. Katie has Colleen's attention.

    What should you do about? Don't pout or throw a hissy fit. Wear something really sexy and let her know that you are eager to please. Show her what a sexy, feminine, sissy she has.

  2. Love the little black dress, hose and black pumps! What a great look!

  3. Gorgeous Cindy, if that is your real hair, it must
    be next to impossible to look like guy. Your skin
    looks radiant. I was wondering if you wouldn't get jealous. Nice that Colleen explained things.

  4. Whatever happened to the loving and sexy relationship between you and Jill? you both looked so adorable together.....

  5. Wow. You've got legs most women would kill for. Do you think there is room for two in that chair? I think all of the sissies should just give up trying to be a guy and hook up with a guy with a lot of money, and let him buy stuff for you. You are all plenty pretty to pull that off. There's not much to be said for being a guy anyway. Get up, go to work, bust your butt for the man, go home. It's SOOO boring.

  6. Cindy,

    Can you tell me more about your chastity belt?
    What kind is it, how secure is it, can you masterbate at all? What is the name of the maker of the belt. My Mistress is very interested in getting one for me.