Archive for the ‘Crossdressing’ Category

So Jennifer also did some bondage modeling…

When I became Jennifer to show off the back bedroom in the previous post, it was also something of a play session with a friend.  This was my first time getting tied up in far too long, and my first time doing so as Jennifer.  I wasn’t quite sure what I wanted to do with the photo for the previous post, and was considering using multiple photos, so we did a lot of different poses.  I ended up using only one photo, because the post focused on hardware, and Jennifer was really only there for eye candy.  To use multiple photos of a model in various poses in a post about housing and other hardware would have made for a major tangent.

So here are the various other poses, starting with holding the spoon:

Jennifer poses with the spoon in the dungeon room

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I have a house, and now to get a little bit of dungeon equipment…

My, what a year it’s been.  Since last we spoke, I bought and furnished a townhouse in the Maryland suburbs of Washington DC.  It has four levels, which means plenty of space for my girlfriend and me.  We each have our own bedrooms, with my bed in the master suite, and her bed in the finished basement.  That meant that the spare bedroom was upstairs, and thus, my dungeon is in an upstairs bedroom.  In my last post a year ago, I remarked, “After all, I could have a dungeon in an upstairs bedroom, but it wouldn’t be the same.”  Funny how things work out, as the play space ended up going upstairs.  But I think that an upstairs dungeon will work out pretty well, because the room has lots of other desirable features.

Here’s the room as it stands now, with Jennifer modeling:

Jennifer shows off the new dungeon room.

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Jennifer’s night on the town…

I don’t get nearly enough opportunities as I would like to go out as Jennifer.  Thus far, I’ve gone out as Jennifer four times: twice at BDSM events last year, once in June for photos at Pen Mar Park, and most recently, once in Washington DC on Halloween.  For this most recent outing, I was really debating whether I wanted to go out as Jennifer on Halloween, because I’ve always contended that Jennifer is not a “costume” similar to the way people dress up on Halloween.  This is an expression of a different side of my personality, and runs far deeper than merely dressing up.  Ultimately, I decided to go for it, because I had the night off of work, and I figured that this would be as good of an opportunity as any.  I went with a very close friend and play partner, and our original plan was to walk around the Tidal Basin near the National Mall, and visit the Jefferson, Roosevelt, and Martin Luther King, Jr. Memorials.  The way I figured, this would be a nice, pleasant walk around the memorials, and I get some more time as Jennifer.  Plus I could rock my purse, which I had not done before.

Getting down to the Mall, we decided to go into East Potomac Park to make the change.  My rationale was that the somewhat remote location of the park would provide me with additional cover to make the change.  However, the more remote location also meant something unexpected: critters.  East Potomac Park had raccoons running through it at night.  My friend even found one in the ladies’ restroom – eek!  We didn’t linger in the restroom, because critters, so I ended up changing in the car, and then drove to another parking lot closer to the Jefferson Memorial.  There, the hood on the zentai went up, and my transformation into Jennifer was complete.  Jennifer wore a teal-colored dress with knockoff Ugg boots (“Fuggs” as I call them) from Payless.  Definitely a fashion plate.

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Finally, some Jennifer photos…

I finally got some photos of my “Jennifer” persona for you to see.  It took a lot longer than I wanted to schedule an opportunity to do these, but I suppose that good things take time.  I could have done this a lot more quickly, but I didn’t want to do them at the house, out of concern that someone might recognize my decor from other Internet projects.  Since this shoot was to be “vanilla” in nature, my friend and I went up to Pen Mar Park in Washington County, Maryland and did the photos in the great outdoors.

As per usual, Jennifer is created by putting on a bra, adding breasts made from rice (I am eventually going to replace those with silicone, but rice works for now), and then adding a skintone zentai over it.  The wig and the (embarrassingly cheap) jewelry are also standard for Jennifer.

We did the shoot using two different outfits.  The first outfit was a navy blue sheath-style dress with a tan sweater and tan sandals, which we shot against a wooded backdrop:

Jennifer in blue sheath dress and tan sweater, with tan sandals.

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Jennifer makes her debut…

Back at the beginning of September, Jennifer, my feminine persona, made her debut at a private play party.  As Jennifer, I wore a navy blue sheath dress from Old Navy, along with the other effects that turn me into Jennifer, i.e. rice boobs, zentai, and wig.  Unfortunately, however, since I was still recovering from a broken bone in my foot about a month prior, I couldn’t wear proper footwear.  Therefore, rather than wear Jennifer’s shoes, I had to go with a pair of Crocs, since Jennifer’s shoes were too painful to wear with the injury still actively healing.  But hey, at least I didn’t have to wear a boot anymore.

Going out as Jennifer for the first time was kind of “eh”.  I knew the people that I was with, but I hadn’t been able to completely drop my inhibitions and relax.  I felt uptight, not quite knowing how to behave as Jennifer.  I mostly stood back and watched from the sidelines as others did their thing.  I think the biggest thing was becoming comfortable in Jennifer’s skin, and I suppose this first time was as good of a start as any.  However, I have a long way to go before I am really comfortable as Jennifer around others.  Becoming Jennifer at home is one thing, since I live by myself, and I’m just walking around the house feeling the fabric against my skin, and trying to walk convincingly in heels.  Being Jennifer in front of others is an entirely different matter.

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Exploring the woman within…

As I’ve gone through my thirties, I have really been more open to exploring my inner self.  When I was in my twenties, I was more concerned about what “other people” might think.  Now that I’m in my thirties, I have come to realize that said “other people” are too busy dealing with their own insecurities, and therefore aren’t paying close attention to me.  With that realization, there’s a certain level of “fuck it, let’s do it” that comes to mind, because, after all, you only live once.  I also love the freedom that we have as children to do and explore whatever we want in the name of child’s play, and it makes me sad the way society then pushes us into conformity with certain gender norms as we get older.  It raises our inhibitions, and makes us less willing to go outside those norms.

I generally go through life as a cisgendered male.  I have the male anatomy, I dress in men’s clothing, etc.  However, when I was growing up, I remember thinking how much more interesting the “girl” toys that were advertised on Saturday morning were than the “boy” toys.  I also secretly envied the far more exciting and fun outfits that women got to wear.  I loved the clothes, and I loved the shoes.  After all, men’s clothing is pretty formulaic, and the shoes aren’t that exciting, either.  Not much in the way of excitement there.  When I was around 12 years old, I secretly tried on some female clothing, and it actually felt pretty good.  However, at that age, I kept that side well hidden, because, you know, middle school and all.  Then I unconsciously put it away for quite some time.

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