Help! I Anit Got No Clothes!

Hi, Y'all! So I have a little problem. I have no freaking CLOTHES! I mean I do. I'm not walking around nekkid, but.. My clothes are boring & lame. My closet is full of long sleeved fitted tee shirts in every possible color and cut from Target or Old Navy. What the HELL is my problem? Well 50% of my problem is that I hate winter and I could really care less about my "winter clothes". I don't really wear sweaters because I'm always hot when I'm inside somewhere. I also don't own a cute coat because "I hate coats". I just have a waist length down coat. I actually have a nice Calvin Klein Pea Coat that my mom bought for me because she always said "Kennnn you need a nice winter wool coat just in case we have to go somewhere dressy". Well the next week my Grandmother passed away then my Uncle so I hate that coat & haven't worn it since their funerals :(
I think part of it is because when I was with the "ex" we never really went anywhere & I became a "comfort dresser". Long sleeve fitted tees & jeans. I also gained a lot of weight when I was with for the first year. Then I lost most of it (thank you Weight Watchers), and now I'm trying to get back to my "single self" weight.
I had such a problem finding something cute to wear in NYC this weekend. I promised "C" that I wouldn't wear a fitted black tee & jeans! I ended up wearing jeans & a fitted black short sleeve scoop neck tee with puffy cap sleeves. I have NO going out clothes. I think a lot of my clothes are up in my attic in my trunk (in those awesome bags that you vaccum the air out of), but I know I'll climb my behind up there and find nothing cute!
I think my main problem is that I hide my shape. I'm 5'3'' & CuRvY! I have boobs, hips & thighs. I'm a size 12-14-16 (depending on the make). That's not an easy range to work with. Especailly tops because of my super boobage ( . ) ( . ) tops that fit them end up too big and flowy in the middle and I end up looking preggo. Smaller sizes look like I'm trying to squeeze the life out of my poor girls.
I usually end up always wearing black. Jeans & a black fitted tee, v-neck tee, tank top..... Like I'm always headed to a casual funeral or something....
Spring & Summer are coming and I want to be able to go out & look cute. Sometimes I'm going to want to look a little sexy..... So I found a website that has some cute stuff & it looks like it would flatter my shape but of course I had to click on PLUS SIZE..... Anything size 12 + is PLUS SIZE! That just puts me off and fustrates me isn't the average American chic a size 12/14?
I also need a killer outfit for my 10 year Highschool reuion on May 2nd. I have my reasons but I can't post on here. If y'all wanna know hit me up on Twitter or AIM. It's a good STORY!!!

So here's my little "editoral" spread of stuff I want. I can't spend another Spring/Summer in Old Navy tank tops everyday.

Excuse my poor Photoshop Skills, I still can't work it!

The site is called Great Glam. Some it's a lot of club wear, Playboy Bunny wear & hoochie clothes (not knocking it, I'd rock it if I could) but they have some regular stuff. The prices are really cheap (like $20 each) so I don't know how good the quality is, maybe like RAVE (no website, they cheap!) or RAINBOW, but I'm mainly looking for stuff to wear when I go out, not everyday. I tried Mandy's but everything in that store is super tiny >_My hair is on point, my makeup game is on point but I'm such a boring dresser. I mean I won best dressed in 2nd Grade! I have a reputation to maintain.

How Would You Dress Me??

Image made on My Virtual Model. My hair & makeup look better that that in real life.

Oh, I'm becoming a Skype -aholic! If anyone has Skype I'm Kgreenel on there "call me" . I sent out a few invites but I think I've been brutally rebuffed by y'all people!

XoX0