Many transwomen post photos of their surgeries online and while I have taken a look at these photos, I would have to say that I have no desire to ever take photos of my new vagina simply because of the fact that it just simply goes beyond my comfort level. In this post, I want to explain why it is that transwomen choose to share photos of their surgery results. I also want to explain the differences between them and me, as there are a few fundamental differences between these women and I which would prohibit me from sharing these ...

And so it ends, the first ever “Epic Experiment in Crossdressing”, wearing a bra everyday for a month. Time has seemed to speed by as I experienced this interesting journey and here we are at the end. I’ve actually learned a lot during the past four weeks and will share my conclusions as well as [...] ...

I read a post called “Why Do Women Let Themselves Go?” on Super Kawaii Mom and while that was quite an interesting post and I really did enjoy reading it, I do have to say that there are a few additional points that would inspire a transsexual woman to let herself go as well. I have thought about this and I have wondered why it is that I have seen some pretty gorgeous crossdressers on Flickr and people who really doll themselves up like Becky from Becky’s Web but most transsexuals you see are usually fairly frumpy – ...

Yes, for Erica Moen and I, there is truly no denying this fact and I do have to say that with all certainty in the world. Even though I am looking for a man, I would be truly blessed to find a partner who is a transsexual man. And even though it would be so nice to find this transsexual man of my dreams, I do not think that I would find such a man within the Denver-Boulder corridor. But I thought I would like to tell you why it is that transsexual men are just so fucking sexy ...

In this economy, it is quite expensive to develop and refine your practice and it becomes less possible what with the inability to get hired, job loss and things of that nature. And as we all know, there are a lot of classes and retreats that cost way too much for people who aren’t upper-middle class to afford. However, I have written a few things below to help you afford to develop your practice. 1. Go to Naropa The one thing that I have to say about Naropa University is that it offers you so many opportunities to develop your practice. ...

Much time has passed since we last visited our girlfriends at the Real Housewives of Late Night. The underrated and underappreciated late night comedy sketch has given us many laughs and it is with mixed emotions that I share with you the conclusion, entitled “The Gift”. In this episode, Denise plans a holiday party for everyone, [...] ...

With the third week of my “bra challenge” completed, I head into the home stretch. In case you missed the details of the endeavor, the introduction is here. My first recap, written a week after I started, can be found here and the second recap here. Now, onward to updating you all on the details [...] ...

Wow, it’s been a while since the last Mainstream Crossdressing post, I am happy to be writing a new one. Be on the lookout for several more entries in the coming days and weeks. I forgot how much fun it was scouring the web for any sliver of news relating to cross-dressing. Martin Lawrence must be [...] ...

You know, this is a very funny post to be writing, especially considering that a fellow gamer geek and I were having a discussion earlier today about the viability of the Macintosh as a gaming platform. Well, today when I go to check my e-mail, I catch a story that was posted on MacWorld that says that Valve has been hinting at a release of Steam for the Macintosh. As a person who is definitely interested in many of the games that Valve makes, such as Half-Life 2, Portal, Team Fortress 2 and Left 4 Dead, I would have ...

While driving around town the other day, I happened upon a costume shop that was having a big sale. Later that evening, it dawned on me that costume shops sell, among other cool things, wigs! I told my wife that I would head over to that store the next day to rummage through the clearance [...] ...

And then I made my first big mistake (on this trip). We wanted to go see the area north of Auckland, the Bay of Islands to be more precise. So there were two towns to choose from: Paihia and Russell.... [[ This is a content summary only. Visit my blog for full links, other content, and more! ]] ...

Another week has passed and I am a smidgen more than halfway through my first Epic Experiment in Crossdressing, wearing a bra every day for one month. In case you missed the details of the endeavor, the introduction is here. My first recap, written a week after I started, can be found here. Now, onward [...] ...

Today, I was reading an article on Questioning Transphobia about the evil transphobic Julie Bindel and her paranoid delusions about how transsexual women are sick, evil and wrong. You know, extrapolating the things that the religious right community call all queer people upon transsexuals alone. This statement is quite apt, considering that Julie, like most transmisogynistic feminists, cozied up to the religious reich and wrote an article for them against transsexuals. She levied a number of charges against transsexual women, which I guess would be something that a transmisogynist would do but I am only going to address ...

The other night, I was checking the web statistics for jessicasideways.com and I found that a particular transmisogynist that I had written about had visited this website after seeing a post I wrote about them on the blog. They have written some hurtful misinformation about  transsexual women, without regard for intellectual honesty. In fact, if they were working for any newspaper outside of the conservative ultra-right wing spheres of influence, they would be questioned about their lack of intellectual honesty in many of their opinions and be watched… carefully, if not terminated outright. But such is the case when ...

I am writing to update my status in the experiment of wearing a bra every day – detailed in this post. It’s been slightly over one full week and thus I sat down to recap the first quarter of this adventure. So far my plan of writing down my thoughts or recording myself talking has [...] ...

I have accomplished so much in my transition and I have written a great number of words and said a great number of things about transsexuality and gender issues. I do not recant anything I have said nor am I ashamed of anything I have written but I have finally gotten to the point where this isn’t the story I really want to be telling anymore. I have focused so much on transition and queer activism that I haven’t given too much thought to the woman I intend to become, now that I am mostly past transition. Almost all of ...

A few months ago my wife and I were talking about crossdressing and we approached the topic of underwear. Many, if not all, cross-dressers experience intense feelings — emotional and otherwise — when wearing women’s underwear. Everyone’s experience differs slightly but all in all wearing lingerie is thrilling, exciting, daring and amazing. However, both genetic and [...] ...

Hello My Friends: For the last couple of months I have really neglected this blog and my communications with all of you. I am very sorry for this. At first, it was all of the holiday hustle and bustle that kept me away. Then, a short but sweet vacation. Next, we moved into a new place! [...] ...

Today I bought a Vodafone SIM-card. People had told us it would be a lot cheaper to temporarily sign up with a New Zealand provider than to use international roaming from my normal provider. But this... [[ This is a content summary only. Visit my blog for full links, other content, and more! ]] ...

We quite liked Auckland by night. One of the most prominent features of this city, especially during the night is of course the Sky Tower. It is 328 meters (1094 feet) high amd that makes it the... [[ This is a content summary only. Visit my blog for full links, other content, and more! ]] ...