Wednesday, August 25, 2010

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.

Wednesday, August 18, 2010

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/

Thursday, August 12, 2010

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!!

Tuesday, July 13, 2010

Update

I'm back and settled in a bit. The news of Wendy's wedding still has me floored. I'll discuss it more with her this weekend when I have my next appointment. In some ways having Colleen here in the Fall will be a huge improvement, in other ways it's going to be really difficult. Jill is even more confused by having her baby sister with tremendous power over her. I promised some answers, so here you go:

1. Were you actually having a good time or was it just an act at the BBQ? It was really embarrassing to be there, but of the people there I really only knew Colleen so that made it a bit easier. I guessed I'd say I started out acting like I was having a good time, but by the end of the party I was.

2. Can you earn more than 1 Girl Point? Yes, it just isn't easy. I find that slow and steady wins the race. My appointment with Wendy may earn me 4 points. Agreeing to be a bridesmaid earned me 2.

3. How did you get such realistic cleavage? The key in this case isn't breast forms, it's the less is more theory. Basically, you're only seeing a bit through my arms, which tape helped to make appear a bit fuller. You'll see the rest of the pro pictures soon.

Monday, July 12, 2010

I'm Back

The reason that I have not approved questions is because you ask a lot of them and I want to answer them all. I'll approve them tomorrow and answer. I will answer two questions that I got a lot now--It's not a CB. It was a Neo-Stell Shemale device that was designed to make me look extremely flat in front even in a tight skirt. It didn't work so well and it's in Germany now being adjusted. The reason that I gave up my masturbation privileges is because Colleen was considerably more appealing to me than masturbation. She got me extremely horny and then made the deal with me, but even without being driven by my lust, I think it was the better deal.
It has made things with Jill a bit odd with me dating her sister, but at least she knows I'm not mistreating her or taking advantage of her.

Wendy dropped a bombshell on us today. She wants the three of us to be Bridesmaids in her wedding. I guess as a stylist, she had several gay male friends she wanted as groomsmen and wound up with 7 groomsmen when she added her fiance's friends. Meanwhile, she only had 4 friends she really wanted as bridesmaids. She got the bright idea of adding us to the wedding and we don't have a lot of choice. It's a bit odd to me and I'm really nervous about the "real" bridesmaids. It's still a long way off, but our newest sissy Amber seemed really upset about it.

Wednesday, June 30, 2010

Hello from the Road


I've been through a lot since I went home. Any hope of a rest from being feminized went out the window rather quickly. At the same time, I can't completely complain. I know you've heard about the handcuffs, and the ballroom dancing, and the photographs. However, Monday night was probably the biggest night.

Colleen chose Monday to lock me into what amounts to a modern chastity belt. I was tied up and helpless at the time, but she later gave me a choice to have it removed and I didn't. It's going to be part of the price for being with Colleen apparently.

She has told me that come this Fall, removal will require me to earn "Girl Points" and she has started that with me this week. I need 10 points to get it removed and I've earned exactly 3. 1 for going shopping on my own for new shoes, 1 for going out with an old high school friend while wearing my feminine underwear, and 1 for picking up an issue of Cosmo on my own to read. The belt is uncomfortable to wear and requires me to sit down to pee. I was doing that anyway, but I now have no choice. I am getting a bit used to it at least. For the next two weeks, don't expect me to get much chance to post. Obviously, there will be a lot to tell you when I get back.

Monday, June 21, 2010

Going Home

Tomorrow, I see Wendy. I have no idea what she can do with this hair to make it look masculine or even unisex without losing a lot of length, but she assures me she is a miracle worker.

On Wednesday I go home and I'm so terrified just walking in the door. I don't have to have a bra on for the big hugging, but I will be putting one on soon afterwards and I will have hose and panties on at all time. I really worry that I will be bombarded with questions. Colleen assures me that her presence in things being introduced as my girlfriend will make my parents think it's nothing serious. I hope she's right.

Colleen isn't my girlfriend, but we have some kind of relationship going on. I know she's going to have a lot of fun at my expense when I go home, but I'm still looking forward to seeing her. Kristine and Elizabeth less so, but they will be far nicer to me than they are to Jill.

I'm about 15 miles from Colleen's house and close to 20 to Kristine and Elizabeth, so it isn't like they will be around me all the time, but they will be checking to make sure I'm pantied, hosed, I'm silky smooth, and my toes are painted the whole time I'm home. They will also be arranging excursions as Cindy that will require me to go to their place or some other private area to change. The list of things they want me to bring home is scary and includes handcuffs, a remote control vibrating butt plug, and a lot of lingerie as well as heels and makeup. I'll only be gone for a week, but this is a scary week. It will be nice to see my family again assuming I don't get caught and it will be nice to see Colleen again assuming she doesn't totally destroy me.