What’s all this Sissy stuff about?


My name is Charlotte Haven and I am a 27 year old Engineer, Sissy, Crossdresser and/or T-Girl from Gosport, Hampshire in the UK.  I have been interested in crossdressing since I was in my mid-teens.

I remember watching a programme on TV and for a joke they made the male contestants
dress as females. I don’t know why or how, but when I watched it I became very aroused
and slightly jealous that I wasn’t wearing what they were wearing. From then on I was
hooked. I did all the standard things like stealing lingerie from my sister and trying on outfits
when my parents were out, and the more I tried the clothes on, the more I felt great.
I also remember a time when I was round at a girlfriend’s house and she wanted to put
make-up on me. I was 15 and although I was secretly wearing women’s clothes and the
odd bit of lipstick on occasion, I had never properly been given a makeover. She did my
make-up fully and put me in a dress and then, when I looked in the mirror I loved the
reflection. My man mode had been eradicated and I loved the person I was transformed

By my late teens, I had started going out with my male friends and the crossdressing kind
of took a step back. I had also been pushed into joining the Navy, as I didn’t really know
what I wanted to do as a career. During the six years I spent in the Royal Navy, I met a
girl and got married. With hindsight, I should really have been honest early in our relationship,
and told her about my urges to want to dress and act like a girly girl on occasion.
However, at the time I was ashamed and buried my feelings. It was only a year after I
finally got married and left the Navy that I finally told her about Charlotte.

Initially she was shell shocked and very upset and felt like she had not married the man
she thought she had, which was fully understandable, I guess. However, after talking and
reassuring her of my love for her, she decided to let me dress occasionally.
I was so happy! I could order some nice dresses and feel comfortable enough to wear
them around her. I would class myself as a sissy as I love all those frilly sissy clothes and
all of the delightful fabrics they come in. Don’t get me wrong though. I love wearing
standard pretty female clothes, but I also love OTT sissy clothes and the reactions from all
my fans when they see me in a big frothy, frilly sissy dress… lol.

So for the last three years my dressing and acting like a female has increased. Initially it was very few and far between as it took my wife a long time to adjust. But slowly over the past few years I’ve been able to dress more often and also delve into other things.

At the start of last year, and with the agreement of my wife, I decided to seek a mistress to teach me to be a proper sissy and serve properly. Unfortunately this relationship with my new mistress didn’t last long but during that time I was very lucky to film with some very good websites and shoot some very nice pictures.  I have also been writing a blog since the start of last year, to share my thoughts with all my followers and fans.  I meet up with other sissies from time to time and we share fashion tips as well as different dress ideas. Most sissies tend to be owned and are very shy as most of them hide their sissiness from their wives and husbands.

I’m an everyday kind of guy who has a full time job as an engineer and I only occasionally dress as a sissy, do photo shoots and go to events, mostly at weekends and during holidays.  I don’t have any plans to become a full time sissy as I enjoy the novelty of being Charlotte when I can and I do not want to mix the fantasy with reality.

Many sissies do like the idea of going full time however, but in most cases this is pure fantasy. Often, they go through a phase of being a sissy and then end up wearing regular women’s clothes and choosing to transition to become female.

There are many places where you can dress up and meet other sissies and admirers in the UK and these tend to be at fetish events around the country. You can find most of the events on the web.  There are many communities of sissies on the web too, on fetish websites such as Birchplace and FetLife and also on social media sites like Facebook and Twitter.

I absolutely love exhibitionism, and I really enjoy being in front of the camera. I also love the praise that comes with it from all of my Twitter followers (@prissysissy88). If I’m honest, I get high from it. When I’m having a really shit day at work and I read a tweet with a lovely comment, it just makes my day and I love it.

For me being a Sissy means transforming into a very pretty girly girl and wearing the frilliest of dresses, which make me stand out from the crowd.  When I wear my outfits in public or on camera I love feeling like the
centre of attention. When you wear those clothes and makeup, you regress into a more submissive state. I like to be submissive, because I believe a sissy should not only be pretty and beautiful but to also serve a purpose. That’s why I myself and many other sissies are in female led relationships.

I am not sure what the future will bring just yet but it would be great if I could set up my own dressing service and teach young sissies how to dress properly and how to act as a proper sissy should. I am also currently in training for a charity half marathon in London, so I am very busy, busy, busy.  I want to continue having fun and having lots more exciting experiences, and just feeling good as Charlotte.

Frock ‘n’ Roll – Virginia Wright


My name is Virginia Wright.  That’s “Virgin…YEAH RIGHT!”

I’m a singer, songwriter and drag artist from Virginia, U.S.A.  I’m mixed race (Lao & White) and the youngest of three siblings.

In 2005, I moved to London, UK to study fashion design at university. I then went on to do an MBA in international business administration, just in case all my fashion plans fell through.

Throughout my studies, I was working with a few different music producers of different genres including R&B, indie and pop. I first recorded under my boy artist name, Creegs, with pop, electro and 80’s influences and later began recording completely under the name Virginia Wright. She represents the ghetto girl in me and adds rap and hip hop to the mix. Virginia’s first recording debut was actually a feature on one of Creegs’ tracks, ‘Oblivious’. A sort of duet between my boy self and drag persona about living in one’s own fantasy world and not having to deal with reality.

For me, drag was a way to create a persona and a platform for my music. My looks were always androgynous but Virginia gave me an extra edge that Creegs was missing. I’ve always loved dressing up ever since I was a child. Halloween was and still remains my favourite holiday. This explains why many of my looks tend to be more spooky than glamorous. I’d rather be scary than pretty. I love the transformation and seeing just how different I can make myself look.

I first started doing drag with friends on nights out. Drag wasn’t a completely foreign concept to me. I had watched RuPaul’s Drag Race when it first aired in the States. Nina Flowers is still one of my favourite queens to this day and I can’t wait to open for her at West 5 Bar in September. A lot of my closest friends have been artists especially after studying fashion design in London, which introduced me to all sorts of creative, flamboyant characters. My best friend, Christyna Kay, who is a fantastic make-up artist, would also give me tips and has done my make-up for a few shoots however a lot of what I’ve learned has been self –taught from experimenting or from watching online tutorials.

A few years ago, I met fellow London drag queen Candy Vanity Heals at a club night in East London. We became fast friends and she invited me to be a part of Lovebites, a new monthly night she was starting. Lovebites was a group of talented queens including Scarlett Harlett, Tiffany Diamanté, Kitty Vulgaris, Snow White Trash, and Philomena Fingersnatch. We first performed at The Green Carnation in Soho and was later re-homed to Camden’s legendary Black Cap.

Through Lovebites, I met friend and gay porn star, Mickey Taylor. We’ve since recorded a single together called ‘Professional’ which is available to download from all major music distribution sites. ‘Professional’ will feature as one of five tracks on my EP and is about being sexy, werking it and getting paid; Something Mickey and I could both relate to!

Apart from my music, I also do quite a lot of modelling and acting work. A lot of this is through collaborations with other artists and friends, but I also get booked for various jobs through Ugly Models. Ugly is the world’s largest character agency. I was signed to them in 2012 as an androgynous boy but have since been booked both in and out of drag appearing on a television shows such as Never Mind The Buzzcocks and BBC Watchdog’s Rogue Traders. I also work full-time as an art director for an international bag company.

My EP is scheduled to release mid November along with two music videos, one of which I’d like to get as many people involved as possible so make sure you’re following me on Facebook and Twitter so you can get involved!

If you see me out on the town, say hi!
For more Virginia, check out her Facebook page at:

Nathan’s Dream

Nathan Brewer
Nathan Brewer by Alex Solla Photography

18-year-old Nathan Brewer loved his senior trip to the Adirondack Mountains in June. His enjoyment not only stemmed from his time together with classmates, but Brewer said one of his biggest highlights was sleeping in the male cabins since no one was opposed to his desires to do so.

Throughout his high school career, Brewer’s peers have continually accepted him. Whether he performed in Beauty and the Beast or played on the all-male high school baseball team, Brewer kept finding himself more comfortable with his gender expression.

Brewer attends Tompkins Cortland Community College in Cortland, New York. However, these were not his original plans. Despite pursing a college education, Brewer’s true passion is becoming a marine for the United States military. And in the next six months, it sounds like his dream may come true.

On July 31, Secretary of Defense Ash Carter released a memo stating a trans-related policy change within the U.S. Army’s medicalization standards. As of July 13, trans U.S. soldiers may be discharged from service only by the Brad Carson, the Pentagon’s top official for personnel. But Carter stated he will develop a plan to incorporate trans-identifying troops across military ranks by the end of May 27, 2016.

Brewer said he was elated to hear the news. But he also said he will not jump to the opportunity too quickly.

“I definitely want to wait a little bit because I don’t want to deal with any backlash,” Brewer said. “I’m just weary about joining because I’m just suspicious that they’re making it a lot harder than it sounds.”

Brewer remembers when the transgender ban had much tighter reins. He was a junior in high school.

About a year ago, Brewer took his usual morning commute from Ovid, New York to Charles O’ Dickerson High School. To his surprise, U.S. military recruiters showed up during his lunchtime period to give out information about joining the service. Brewer was ecstatic. With a ray of confidence, Brewer approached the recruitment table. The recruiter saw Brewer and matched his energy: the recruiter himself was thrilled to see Brewer passionate about wanting to be a marine.

As Brewer became comfortable with the officer, Brewer shared that he was transgender. Then the mood of the officer completely changed.

He told Brewer that the military currently does not accept transgender people, and that Brewer would not be allowed to serve. Brewer was furious: he thought he had been rejected by personal prejudice. But as soon as he got home from school, he looked up the latest version of the U.S. Army’s medicalization standards. And Brewer found the recruitment officer was right.

According to the U.S. Army’s Standards of Medical Fitness, a history of, or current manifestation of, a gender disorder render an individual administratively unfit. Brewer was shocked. But only months later, there was hope for potential openly trans soldiers.

The U.S. Air Force became the first military branch to openly combat the other military branches on the trans ban issue. On June 4, a statement issued by the U.S. Air Force said that among enlisted airmen, there was no outright grounds for discharge for anyone with gender dysphoria or self-identifying as transgender. An individual would only be subject eviction from the air force if his or her condition interfered with their potential deployment or performance on active duty.

Well, at least one of the five military branches jumped on the trans advocacy board. But where were the other voices of the military? According to multiple past interviews, many high-ranking military officers advocated trans expression and recruitment. This includes the former U.S. Secretary of Defense, Chuck Hagel, and the President of the United States, Barack Obama.

In May of 2014, former Secretary of Defense Chuck Hagel said in an interview that the military should continually review its prohibition on transgender people in the armed forces, calling into question whether the Pentagon’s ban may eventually be lifted. And in Feb. 2015 when current Secretary of Defense Ash Carter stated he did not hold anything against trans men and women defending the country, only one day later did U.S. Secretary John Earnest state President Obama endorsed Carter’s comments.

Recent media have cited the trans military ban issue as the new “Don’t Ask Don’t Tell (DADT), a reference to the 18-year ban of gay, lesbian and bisexual military personnel. Morale to quicken the repeal of the trans military ban continues to thrive due to public figures like Kristin Beck, Landon Wilson, and Sean Sala.

Kristin Beck served two decades in the U.S. Navy Seals. In 2013, Beck began her transition into womanhood. Beck said just as women should soon serve the U.S. Navy SEALS by their qualifications and not their gender, the same should apply for any individual to fill any military position.

“It’s a team and just because you “open the doors” doesn’t mean it will be less or open to immorality, weakness or other issues,” Beck said. “. . . opening doors just means that quantified or quality people who are capable of joining and enhancing the team will be able to apply.”

Landon Wilson believes in a similar philosophy. In 2012 Wilson was handed his DD 214 discharge papers when a head officer found out about his original sexual identity. As an advocate of SPART*A, a LGBT military support group, Landon said he does not want other trans soldiers to have his experience.

“I want [military branches] to see the 15,500 [trans] members who want to serve,” Wilson said. “It’s time they receive the same treatment as everyone else does. Your unit can be stronger if you bring your full self.”

Sean Sala is the founder of the Military Freedom Coalition (MFC), which attempts to unite many supporters of the transgender community. Sala was one of the main advocates in causing the repeal of Don’t Ask Don’t Tell in 2011. Sala said transgender inequality is not what reflects in the U.S. Constitution. He said its up to the people to fight for their rights.

“This is not American core values,” Sala said. “These soldiers have sworn to defend the United States. Much like Martin Luther King, Harvey Milk, Elizabeth Stannon, they need to take a stand.”

Nathan Brewer is the founder of the Facebook group  “Allow Transgender People To Serve In The United States Military,” which has over 1,300 likes. When asked what he thinks should happen next, he gave a similar response to Sala: he said it was up to people’s actions to make a change.

“We have to show people that trans individuals are not going anywhere,” Brewer said. ”I think if more trans people show up at recruiting stations, that will make a difference because there are many people who want to fight for their country. “

Brewer said he looks forward for the future. He said he is ready to see what will happen.

“I’m waiting for actual change,” Brewer said. “Not just talk.”

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Letter to Christine Jorgensen


Dear Christine, I’m writing to you from the 21st century where transgender issues are still pretty taboo, especially in the U.S.A. I know, I know. Don’t get up or roll over. Just kidding. But you should see what you helped to start! It’s been over a half century since you stepped off of that airplane in New York and stunned the world with your beauty and courage after having one of the first, if not the most publicized sex change operations of the times. Sorry to say, you probably wouldn’t even get a byline in any of today’s papers, which I guess is both good and bad depending upon how you look at it, but your passion for photography and performance still stars you in my mind. Sure, I didn’t know what to make when I first saw you on television and I was just a like five year old-in-my-head or something, yet I can remember what I said to my mom. I’ll never forget the startled look on her face as she answered, “Don’t ever tell your father what you just told me!” LOL. Out of the mouth of babes, as they say.

After reading your memoirs, I can’t imagine what it would be like to walk in your shoes if they fit because you were a size eight and I’m a size nine, but girl talk aside (who can ever have enough, right?), if I could ask you just one question it would be: Why didn’t you take better care of yourself (not smoke and drink so much)? Sigh. I guess we all do dumb things to make the pain stop but you might even still be with us but, hey! the brightest stars always shine briefly and then are seen by us mere mortals light years later, right?

Say hello to your Grandma and Aunt Augusta for me. Your love for your family was so deep. I see that when I read your letters to them from your hospital bed in Denmark where you were at for two years getting ‘demasculinated’ as they called it back then. Today we call them ‘gender affirming’ procedures which is hyper cool, so you see, some progress has been made, especially, finally, in the USA where the Supreme Court at last legalized gay marriage in all fifty states recently. A lot of work still needs to be done in getting equal rights for Lesbian Gay Bisexual Transgender folks (I’ll be as bad ass bold as you were and move the “T” to the front of the line, calling it TLGB–the new orange, sister). You’d definitely have your own reality television show if you were around now. Don’t even get me started on YouTube and the amazing selfie (self portrait instant photography)world of Instagram and other social media. Let me just say you can post those gorgeous pictures that you make FOR THE WHOLE WORLD TO SEE immediately from the comfort of your chaise lounge chair, sexy in your Hollywood satin. 51BRtn0EqcL._AA160_

The way you felt nature through imagery was beyond amazing. Your first trip out west to see the Grand Canyon and then California reads like a fairy tale. And the connection you made with the God you believed in and the reconciliation of your mind, body and spirit continues to inspire many, I’m sure. You were probably too busy with all those nightclub and Vegas offers to meditate more on the meaning and that’s a pity because I found nature to be a great comfort during my own journey and I’d like to share some pictures I took with my iPhone with you in heaven. Oh. An iPhone is a small, square device that you can carry in a purse and communicate with anyone in the world to at any time as long as you are in a place where you can transmit and receive cell tower waves, the 21st century equivalent of satellite communication which you were familiar with. No. I’m not making this shit up. Seriously. Grand_Canyon_view_from_Pima_Point_2010

I get geese bumps when I follow your words. [more than one bump-not goose] Very moving, Chrissy. I knew a sweet Chrissy when I lived in Seattle and worked at The Salvation Army store. Nothing like a thrift store haul to make a girl feel cheap and classy at the same time. She wasn’t Scandinavian like most of the women there were back in the day, more Slavic and slanted in her thinking and we hit it off great because she told me once with lowered, soulful eyes and a diving down glance at nothing, but something there between us. She said, “Sometimes people were meant to come into your life. You’re one of them for me.”

So that’s my Chrissy story, hon. Besides that, I’ve got nothing but love, joy and peace to wish you from the future where crazy love, crazy beautiful, crazy wonderful Christine Jorgensen’s story still lives on and is accessible to all at the tap of a fingertip. Have a moment in your heavenly afterlife and smile at us all down here because faith and hope pulled you through a wild ride and now is the time for a good, glossy billboard with your timeless talent in lights, radiating a heart that always hoped. Oh yeah. Just some latest fashion gossip craze stuff–neon fails!



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