My First Time In Women's Clothes

I made my second trip out in public yesterday.  In part, it was to get more food.  But the main reason to go out was to buy some clothes for my new female body. 

I know that, unless something changes soon, I'm going to have to continue on as a woman, which will of course require me to go out of the house occasionally.  It would be ridiculous, not to mention awkward and uncomfortable, to continue wearing clothes that aren't even close to fitting. 

But what really pushed me into this decision was the increasing discomfort I was feeling.  Strange as it sounds, my nipples were getting very sensitive and tender from being loose in my shirts all of the time.  My breasts are large enough that their movement is causing too much rubbing.  So as much as I can't believe I'm saying it, I came to the decision that I needed a bra to contain and cover them.  Once I accepted the reality of that decision, I figured that I should get other clothes that fit properly while I was at it, ones that suited my new gender.

So I hit the mall in spite of the Christmas crowds, dressed in what I'd hoped was the least conspicuously odd outfit I could put together.  I went to a large department store first, thinking that I could take care of all of my needs in one place.  Plus I thought I'd be a little more anonymous and receive less attention in a bigger store.  I was immediately overwhelmed though, not even knowing where to begin or what to buy. 

After probably 10 minutes of anxiously and aimlessly wandering around the store, an older saleswoman approached me and asked if I needed help.  Judging by her kindly manner, my guess is that I must have looked completely lost.  Luckily I'd planned a fake story ahead of time that I'd lost all of my clothes in a fire.  I figured that way it would explain my current outfit and lack of clothes.  Plus it would hopefully give me sympathy points so they wouldn't give me a hard time when they found out I didn't even know any of my sizes.  It worked like a charm.  The saleswoman took me under her wing and was nothing but nice to me.

So I ended up getting completely outfitted, since I didn't want to have to do this again any time soon.  She started me out in the lingerie department, apparently so I'd be properly attired to try on other outer clothes.  She sized me up by sight and was able to get several sets of panties for me.  Then I was measured and fitted properly for a bra.  It turns out I'm a 34C.  Surprisingly it was somewhat comforting to have it on for the first while afterward.  I didn't feel quite as exposed as I had up until then.

For general clothes, I decided to stick with jeans and T-shirts (several of each) as I really don't know what I'm doing when it comes to women's clothes.  It's so odd getting used to the fit though.  I'd always been used to my clothes being a little more roomy.  But both the T-shirts and pants were more form-fitting, even form-hugging.  In the new outfits, I realized I had even more of an hourglass figure than I'd noticed before and the clothes really accentuate it.  To keep track and document it, my measurements turned out to be 34-24-25 and I'm apparently a size 4, but the size 2 clothes I think seemed to fit OK too, if only a little snug.  I got myself a winter coat, gloves and boots too (as low of a heel that I could find), just to make sure I was covered for the next little while.

Before leaving, I changed into some of my purchases and walked out for the first time in my first real "girl" outfit.  Part of me was nervous since obviously this was something completely foreign to me.  But part of me felt a great sense of relief, not only because I was no longer wearing those embarrassingly oversized clothes but also because, in some way, the clothes felt more "right" for me.  Psychologically speaking, there was a sense of comfort in having clothes that matched my woman's body.

On the way out to my car, I noticed a few men checking me out, even more so than I had previously at the grocery store.  As I'd thought, the new outfit definitely attracted more attention and I guess showed me off better.  While I'm not really comfortable with this type of attention, at least I know that having a new attractive form can make things somewhat easier for me than things might be if I were otherwise.  It's terrible to say but this can be a very superficial world and, even prior to this, I knew that attractive people are often treated differently. 

And on top of this, I have to admit that I warmed slightly as I involuntarily blushed when I could feel the guys' eyes on me.  I'm trying to tell myself it's just due to embarrassment at the attention from being in women's clothes in public but, to be honest deep-down, there's a part of me that feels that it's not embarrassment at all.  What's happening to me?!