The Stripper

By now many of you have seen the picture of me with the stripper at Sheila's party. For the most part, the party was OK. I was very nervous around the stripper though and not really excited to have a guy wearing barely anything in that kind of proximity. Yeah I've kind of made out with guys before, but never had them that undressed.

I remember a time when I was the hot sissy. Jill said when she saw how I looked all dressed up, she was actually a bit jealous, but first Amber and now Xiu really put me to shame. Xiu's reputation preceded her, but she's just so small and delicate. It is kind of a mind trick I've learned. When I dress as a guy, I don't want to look unisex, I want to look manly. However, when I'm dolled up there is a bit of competitiveness. Especially, having a girlfriend who enjoys me being pretty.

Here's the work photo everybody wanted. I really needed a lot of Fall clothes so the discount is coming in handy. Xiu will be able to take advantage of it too when she needs a wardrobe. The job is a bit embarrassing, especially when a girl drags her boyfriend or husband and they look so bored while I have to ramble on excitedly about our merchandise. I am learning a lot about putting an outfit together and how to shop.

Batter Up

I always feel a bit embarrassed when I have to do something femininely that I can do quite well as a guy. We weren't playing ball inside, but even picking up the baseball bat I had to stick my butt out and act clueless.

Work has started for me, but I haven't worked long enough to have a huge opinion about it. Unlike Jill, I've worked a lot over the past 5 years so it's a little less of a shock to my system. The girls are demanding, but not particularly mean or anything. I'm learning a lot about women's clothes and I guess I'm going to have to learn a lot before they will let me actually wait on customers. I usually ring them up at the cash register and stock shelves so far. There will be a lot more posted on the new job when I have more to tell you.

New Job

I got a new job. They tried to do with me what they failed to do with Jill, namely give me a job that would embarrass me. I think they have succeeded although there won't be any guys involved. I will be working at a woman's clothing store whose name will remain our little secret. The boss knows I am a guy, but believes I am a transsexual. She has seen me and has told me as long as I maintain a professional and feminine appearance we won't have any problems even if somebody reads me. As is the case with Jill, there are several girls there who know the truth and know me from when I was just starting to build up my wardrobe. They have assured Colleen that they will report anytime I am less than 110% feminine at work and have promised me that we're going to have a lot of fun on our lunch breaks and in general. It took a long time to find a job. I was looking for awhile now.

Happy Labor Day

This is a real busy time. Classes are starting up, college football games are starting up (and it's not just about sports, but parties), and even sorority rush is starting up. Not only is Colleen thinking of going through it, there is a possibility that the girls' friend who is in a sorority may have a plan for us.

Classes are going well. I've got at least one of the girls in each of my classes. Somebody asked about me passing as a guy. Yes, it is harder now than passing as a girl. I have to dress practically 24/7 already, but honestly if I was just running to the drugstore or something I'd probably just touch up my makeup and throw on a skirt. It's a lot easier than trying to figure out how to make my hair and eye brows look masculine. There also is the matter of smell. Using feminine body wash, shampoo, and perfume, has all three of us smelling a bit girlish.

Amber is doing a bit better. She's definitely getting used to things, about as well as anybody can. She's still scared to death of going to class as a girl though.

So, where was I?

It seems that some ideas that came out of one of the blogs, may be making things tough. They've told us that as soon as they get the rules set and find a way to make it fair for Amber, they will be putting us through a series of sissy contests. Colleen has talked about taking me on a double date with her and 2 guys so she could watch me squirm. Things are getting tough I have to admit. I'm exhausted now after a long day of shopping and a night of modeling new and old outfits. I may have a line on a job. I will tell you all about it later.

Colleen is Here

I'm sorry that I have been so late in posting. It's been rather hectic and unfortunately, while I do have computer access at home, as you might imagine posting to the blog is definitely something that I wanted to do in private. Wendy was true to her word and my parents weren't overly concerned by my looks.

Colleen and Kristine have moved on down here and are attempting to do a blog together. They won't make any promises on how often it'll be updated, but they are going to try. I've already been warned that if Colleen posts twice before I post once, I will be spending a day hogtied or suitably punished in another way.

Their blog's URL is http://oursissyville.blogspot.com/

Hello, Be Prepared to Hate Me

Be prepared to hate me, but I wanted to introduce myself. I'm Colleen and I am both Jill's sister and Cindy's Mistress. I don't know if I'll set up my own blog. It kind of appeals to me, but I am already starting to worry about the time commitments. I am so excited about college that I don't want to waste the time sitting over a computer typing. We'll see.

I love Cindy and dating her is definitely something I was never prepared for, but by trial and error I think I've figure out how to be a stern mistress and a loving girlfriend at the same time. It is so much fun!!

The chastity belt is staying, but don't feel bad for Cindy. I gave her a choice. She's dating a horny 18 year old girl whose exploring her own sexuality---me! That means little Cindy will be getting plenty of attention. The chastity belt I put on her is extremely expensive and also gives her a totally flat front, which is real useful.

I enjoy sharing her with you, but just remember this is my kink and not your fantasy. If you think I'm too mean or too nice, I'm sorry, but that's my prerogative. I'm going to do things to Cindy you won't like--nothing permanent, but she's my toy and I will play with her. I'm not going to break her though. I love her too much.

I also am an important part of Jill's life. This past week, I outed Jill kind of to our mom and to a lesser degree to our dad. My parents are actually really cool and Jill's experimentation isn't really that big an issue. Jill had reached a part where she couldn't hide how feminine she had become and I didn't want that causing her to avoid our mom and dad. At first she thought I was the biggest bitch for doing it, but she thanked me later. Mom and dad don't know everything, but they do know she's experimenting with crossdressing. I'll let her tell you the rest. They know she's dating Kristine so they don't think she's gay, but then again they really wouldn't care as long as she was happy.

I had her model some of my mom's old 80s clothes for her and her wedding dress. Dad didn't see that part, which may have been too much too soon, but mom though Jill was really cute and said she Jill looks like one of my aunt's.

That's it for now. I hope you don't hate me too much now. I promise you Cindy's in good hands and in good handcuffs too. Yee-haw!!