Tuesday, July 26, 2011

To Wong Fu Thanks For Everything Julie Newmar

We've had to watch about every drag movie from Some Like It Hot to Tootsie to Wong Fu. I thought that the wedding reminded me a lot of To Wong Fu. The reason is that we were so nervous that at the reception, we sort of became the party. I don't know exactly how many of the guest new we were guys and how many didn't, and a wedding that's got a large contingent of hair stylists isn't going to be the most anti-crossdressing crowd out there, but there were aunts and grandmas and uncles who met us and were at ease and fascinated. I guess having Colleen on my arm made me less self-conscious than the others in frocks.

One of the best parts of the wedding events for me was meeting Wendy's sister Jackie. Jackie is a high school student and at first I know Wendy had worries about how she would interact with us, but I think she was more interested in the fact we were in college than the fact we were in heels. She was just so enthusiastic and interested about everything. I think I was the dancing queen of the wedding. I danced with at least a dozen people of all ages, sizes, and genders.

Somebody asked me when the date for my release was coming up. After all, I started this only about 4 months after Jill. I have no illusions. That day is not coming for me as long as I date Colleen. If we break up, I'll probably get more freedom, but I really hope that doesn't happen. Knock on wood, we're doing great.

Monday, March 28, 2011

Another Little Black Dress

I wear things besides little black dresses, I really do. Things with Colleen and I are going much better. We had a heart to heart and I know where things stand. I can't help, but feel a bit sorry for Katie and Xiu as though I love her to death, I know just how devious Colleen can be and they do seem dead set on not only feminizing Katie, but also punishing Xiu. Jill and I had to kiss and make out some, but Xiu and Katie have taken it to a whole nother level.

Wendy's wedding is coming soon and I'm scared to death about this. Her wedding is going to be very nontraditional, but families and such will be there. Within a week or so, Wendy wants us to come in so she can practice our wedding hair styles. This is going to be one bizarre bachelorette party I can say that.

One person asked about passing as a male--I can do it, but it takes a lot of work. I don't have to do it much fortunately. It's very weird to be in this situation, but I hope to eventually be in a situation like Jill is. She looks male all the time now, except when she dresses up and while she might not be quite as pretty as she was when she did it full time--she's still a very hot woman.

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 http://www.thebreastformstore.com/breast-forms-store-gold-seal.aspx

Wednesday, March 2, 2011

Colleen is Such a Kink

Colleen is such a kink. I don't think she can help herself. That day that I came to the realization that the more feminine I was the more excited she was. It's weird because she had absolutely nothing to do with the decision to feminize her brother in the first place--though she certainly approved. While Jill has basic freedom to dress how she wants, if Colleen is around, she'll assert her authority to send him back into a dress. Oscar night, she came over and we all found ourselves digging out our closest approximations to Hollywood glamour to watch the show, while she sat there in jeans smiling the whole time. Aaron has become a new favorite target of hers and while he's not technically being feminized, she has no trouble using her authority over him to torment him. I asked her what drew her to putting guys in dresses and she told me she loved the power most, but the fact she had such a hottie for a boyfriend had benefits too before kissing me square on my lipsticked mouth. Yep, she's a kink alright.

Thursday, February 17, 2011

Winter Formal

Valentines Day went great and although my present was not something I would have picked out for myself, the time we spent together that evening was incredible. I have agreed to go with Cindy to a Winter Formal Dance her dorm is having. The problem is she doesn't want me to be her date. She's been asked by a guy in her dorm and wants me to go with a guy as well. This relationship is strange, but I can't deny it is exciting at times too.

The snow is just about gone, which is pretty amazing considering how much we have had. There is nothing I dislike more than thigh high snow. Wet pantyhose and cold feet aren't fun for anybody. We never get 3 day weekends, but we do have President's Day off on Monday. I really want to get a good 12 hours sleep and I'll be running like crazy all weekend. 3 parties and some serious maid work for one of the parties. Sunday night I will be sleeping real soundly I think.

Saturday, February 12, 2011

Colleenn's Valentines Day Gift

I went and got a professional photograph taken for Colleen for Valentines Day. It was actually her idea. That's what she said she wanted. The problem is since she's still living in the dorms, we have it hanging at my place until she gets an apartment next year. She was beside herself over the picture, so I guess it had it's desired effect, which is awesome, but it's still weird trying to be more feminine to impress her. She is always appreciative of my efforts so I'm not going to question it, though Jill is starting to wonder about her sister's fascination. Without the dressing, just dating your roommate's younger sister is strange. I do still have the tan lines, but they're fainter and I believe they were airbrushed out. I hope everybody has a good Valentines Day.

Sunday, January 30, 2011

We're In the Army Now



I got a call last night from Wendy's maid of honor. She's another hair stylist and they've apparently known each other forever. Gina immediately laid down the law to me that I was a very lucky guy to be chosen to be a bridesmaid and that this was Wendy's special day--all about her not me. I told her right off that I didn't even really want to do this so I would do nothing to put the spot light on me. Rather, than putting her mind at ease, she was not happy to hear me say that. After I was done pulling my foot from my mouth, I could tell I made a bad first impression and worse, I had made a bad first impression for Amber and Jill as well.

She was calling to make sure we could come to try on bridesmaids dresses today and none of us had a very legitimate reason not to so we agreed. I actually do like Wendy, but this just seems so ludicrous to me. Anyway, Gina insisted that we be dressed elegantly and femininely to shop because while she had seen pictures of us and knew we could pass, she wanted to see just what she had to work with.

I can see why Wendy picked Gina as her maid of honor. Gina is extremely demanding and if anything isn't perfect at the wedding, Wendy will not have to to worry because Gina will take care of it. I never thought I'd be trying on bridesmaid dresses like this, but I imagine Jill was even more shocked as she has been given her freedom already.

Sunday, January 9, 2011

New Years


Sorry, it has taken me a long time between postings. We're all supposed to have New Years pictures up by the end of the week, but there were very few good pictures of me that showed off my dress. Most pictures of me were either closeups or pictures of me dancing, that didn't really give a good view. This picture is with a guy that was not my date, but was far more interested in me. He had no idea of my true gender and he was a bit drunk. Colleen was definitely getting a kick out of watching me fend him off. New Year's was pretty wild. We hit a few parties and I guess I managed to get into character enough. Yeah, I kissed a guy at midnight and it was one of those pseudo-romantic cliche big kisses, but in the early morning hours I was with Colleen and that was no cliche.

Wednesday, December 15, 2010

Christmas Picture

OK, I've managed to post two times in 8 days. That's better than I've done in awhile. I realized when I posted about Colleen, people would wonder if I was letting her beat me at wrestling and if I was being beaten. In answer to both questions, yes I use my full strength. Unfortunately, I'm not strong enough to take it easy on her or anybody for that matter. Also, it's just playful stuff that a lot of couples do, she just likes to end up on top. She's very feminine and in fact a lot of people would call her a girly girl, but she enjoys making me feel more and more feminine and stereotypically weaker and weaker. Things aren't going bad though. I think my relationship with her is one of the best things I've got going right now.

Tuesday, December 7, 2010

Pressure

This isn't a real new picture, but after a couple of formal gowns and a lot of Halloween costumes, I thought something more casual was in order. Thanksgiving with Colleen went well, but the second she had us alone she had me dressing up. I think it's taken me a few months to reallize that she the dressing is one of the things attracting her to me. I don't know how I feel about it, but I feel very lucky to have her attracted to me so I'm going to have to work on it. She definitely wants a role reversed relationship and takes great joy in acting as the man calling the shots and such. She always wants to wrestle and this isn't like Heather who can kick any of our asses in 3 seconds. I used to let her win, but frankly I don't have to do that so much anymore. She really enjoys pinning me down and enjoying her power. Though her real power has nothing to do with physical strength.

You heard a bit about our adventure as bunnies in the guy's dorm. It was scary. It's amazing how many people are up at 3AM in a college dorm and not really amazing the reaction guys have to a couple of scantily clad bunnies on a scavenger hunt. We told them it was a sorority stunt and they were extremely cooperative. Both Jill and I had to do a bit of kissing, but it was purely on the cheek stuff.

Tuesday, November 16, 2010

Homecoming

Homecoming went well, but it was pretty crazy. My date didn't know about my gender, although I got the feeling he really wouldn't care. I got the impression he might be a bit bi and I seemed to be there as arm candy and companionship as much as any hot and heavy romance. That was fine with me and I didn't have to worry about groping hands or anything. I am surprised they haven't done something with the Homecoming photos, but there's at least one picture for you. As you can see, I had a very curve hugging dress and had to wear a padded pantie to really make it work.

My grades are outstanding right now. Midterms were poorly timed, but I did well, even more so on the paper that I had than I did on the tests. I'm doing Thanksgiving with Jill and Colleen this year and I'm a bit nervous. Things are going well for me at work too. I've gotten a lot more relaxed with what I have to do and the discount has certainly expanded my wardrobe.

Tuesday, October 19, 2010

Feeling Better

Sorry, I haven't posted lately, but I've been sick for over a week. I'm finally feeling better at least. Work continues. They still want to bring Xiu into the shop when I'm working, but my illness kind of delayed things. Classes are going well. I guess I'm used to showing up in a skirt now because I'm focusing regardless of what I wear. I don't have a whole lot to report other than being sick isn't much fun.

Getting Lost in Girl? Yeah, I think it could happen. We're not transsexuals. We're also not guys putting on a dress for Halloween and that's the end of it. Living 24/7 as a woman is tough for women, even tougher for us. There are times when being a guy, even if I'm wearing panties, hose, and a bra is nice. Some people obsess over gender, but it isn't that huge. It's easier to say that this year when I have Colleen around, but we all eat, sleep, talk with friends, work, study, want to be loved--male or female.

Am I a Girl in the Bedroom? Yes, sometimes. It changes depending on mood. I'm not going to write too much about it for fear of torturing Jill, but I've been male and extremely female in my relationship with Colleen.

Monday, October 4, 2010

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.

Wednesday, September 22, 2010

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.

Monday, September 13, 2010

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.

Monday, September 6, 2010

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.

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.