Thinking in Pictures

Oye!  I'm intrigued by everything going on here.


Now what do i do with myself?

I've never had anal sex (giving or receiving).  Wondering what's the appeal and what it's like.  Seems so verboten but something i'm missing out on at the same time.  Can anyone chime in here?  In so many of the video's and photo's i've seen, it seems like the person being penetrated is flaccid.  Does that mean it's not enjoyable, physically?  I would think I would be hard if I were into that type of thing.  Kinda like I am hard right now thinking about it.

But i'm still in the camp that women are beautiful and i'm attracted to everything about them.  Still sorting things out.

More exploration to come... :)

- Jess

Enjoying some alone time once again!

I put on some tights today along with a beautiful set of glitter heels.  These photo's don't do the outfit justice due to the lighting, but i really liked the look of the tights and the shape of the heels.  I really like this first photo because it elongates my legs.

The undies were lacey thongs that rode up me very intoxicatingly.  The tights held my undies and privates in place very well.  Atop everything was a Mossimo sheer top with beading which swayed nicely.

 Ooppss!  I forgot to wear something on my underside, so i hope you don't mind the extra visuals.  :)

Tonight I don't think things are going to get too messy, but I still plan to sleep in as much of my garments as possible, minus the heels.

 

In recent times, I've found myself wondering what I could be wearing while at work or running errands.  If only i could do so... I think it would be really fun and nice to do.  But I don't see that happening in my lifetime.  Dare to dream:

I've still been thinking about how I can enjoy myself with somebody else.  I'm so aroused by women, that anything short of being with somebody feminine doesn't work for me.  I'm just not turned onto men.

But me dressed as a woman also creates a perverse desire to do womanly things, like interact with the male organ. I still think about this, and would not resist the opportunity one bit if it presented itself. What is that opportunity?  It's probably to be with another crossdresser or transexual.  I have dark hair like the woman in the image above.  I want to make out with the blonde in the photo but wish she had a penis so I can then experience intimacy as a woman.  Is there any other way to do it?  Do I have the courage to meet up with somebody to play out my desires and curiosities?

 

Uh, oh... things might get messy afterall!

Best,

Jess

 

 

Feminine Exposure

I've been receiving some really nice comments from viewers in recent times and i've gotta say, it's a new experience to hear from other boys on my looks.  As a man, it's not often that you hear somebody telling you how sexy you look, or that you have nice legs, or that the outfit you're wearing is nice and asking me where i bought it.  It's really nice and i've enjoyed talking back/forth with my viewers.

I'm really itching to get back into some heels and dresses but haven't been able to find the alone time needed to do so.  I'm looking forward to the swaying of a soft dress and feel of stockings, panties and heels encompassing my body from hip to toe.  Aroused just thinking about it.


I wouldn't mind going to bed (or waking up) in the outfits below.  i would just hope things didn't get "messy" early on:
 


Which brings me back to my earlier point whether or not I want to experience all things feminine, which includes the clothing, etc, but also the intimacy which involves being with a man.  As stated before, i'm not attracted to men, but I am finding myself curious to experience intimacy as a woman which involves somebody else's penis.

WHAT DO I THINK ABOUT THE IDEA OF GIVING HEAD, OR BEING PENETRATED MUCH LIKE A WOMAN?

DO I RELEASE MY USUAL ROLE AND  PLAY THE PART OF THE WOMAN (WHATEVER THAT MEANS)? 

I will be thinking about this more and keep you posted!  Still have no idea where this journey will take me.  In the meantime, I've got to keep my hands occupied with something else!  :)

- Jess

Crossdressing Imagery

This is me...

and this is where i'd like to be...

this is my first blog posting and i'm looking forward to the journey i'm about to undertake.  is it the dressing that gets me going, or is it the idea of living a feminine lifestyle that intrigues me?  We'll see where this goes in terms of my sexuality and what choices I make.

 

From the get-go i can tell you that i'm always checking out women and their beauty.  But now i'm not sure if it's because I want to be WITH them, or LIKE them.  I'm not particularly attracted to men, but i am attracted to the idea of being with another TS/CD.  Beautiful TS/CD's are a big turn on for me.  Not sure what that means... any thoughts?

 

What started out as a simple crossdressing as a young boy, has recently expanded to include ideas of being treated like a woman, which includes intimacy and sexuality.  Do i explore this further?  only timidity is stopping me and my "regular" life.

 

Should be fun!

Best,

Jess!