I always enjoy these kinds of threads. I will start!
My first documented costume (not my first actual costume) was Edward from Cowboy Bebop back in 2002.

Probably still my most favorite costume. There's a lot of photos of me walking on my hands and running around like a nut, but I've always liked this one.
My newest is Miku from the Vocaloid PV Sandplay of the Singing Dragon, made this year.

Definitely the most labor intense costume I've made. I wish I had pictures that showed of the details, but I sadly don't. There's 200 beads hand sewing and all the applique you can't see and trim was hand sewn on. There are a total of 13 circle skirts in this costume, haha.
Show me your costumes!






My first costume was a distastrous attempt at Mion Sonozaki from Higurashi. It looks so bad I think I'll skip posting it. The wig was horrible *shivers
However supposidly by Sat for A and G Ohio I will have Girl Natsuru from Kampfer ready to go.
Please participate in the Shohan USA Anime themes tournament!
Round 2 Has just started!!
http://www.shohanusa.proboards.com/index.cgi?board=tourneys
Make sure to get your opinion heard!!
My first costume was probably Ryoga from Ranma from 199Xish, though it was for halloween and it was for high school. My first real convention cosplay was either Gundam Deathscythe Hell Custom or Fei from Xenogears in 1998, I can't recall which.
My latest costume is technically Chocobo since I'm fixing it up right now, but timeline wise, my newest is blue Canti from FLCL, I just haven't put pictures of him online anywhere.
I'm old. ;_;
I have tusks though. Rawr!
@Audri I always wanted to make the waitress outfits from Higurashi, they are super cute. I'm sure your costume was fine! Be sure to post photos of the new costume!
@Happy I've been cosplaying since 1999, thankfully there is no documentation of anything from that time period...
You like to make Robot costumes? I'd love to see the Canti!
Trust me it wasn't fine.. Green wigs on short notice equals bad very bad LOL. It was kindoff funny though because this was at Gencon two years ago on a Sunday and the only other anime cosplayer was Shion!
Ill certainly post some pics when I can.
Please participate in the Shohan USA Anime themes tournament!
Round 2 Has just started!!
http://www.shohanusa.proboards.com/index.cgi?board=tourneys
Make sure to get your opinion heard!!
I wonder if this will post properly. I guess that's why we're testing it!
I haven't had a chance to take the costume out for a real photo shoot anywhere. I like making mascot costumes. 
edit: Image looks broken, guess it doesn't like hotlinking cosplay.com? Hmm, wonder if I can link it from here?
Ling Yao (FMA) was the first costume I made and wore to a con (AWA 2010). I spent a lot of time on it because it was the first time I would be cosplaying and Ling is my most favorite character ever, so I wanted everything to be perfect, haha. It came out great and I don't think I'll ever make anything better. <3
Technically, my Ling outfit doubles as my most recent, as I haven't made anything else since. However, I do have Hetalia cosplays planned for this year, so...
@Happy That is so cool! I love FuriKuri. What's it made out of?
Mostly blue sleeping mat foam (extruded closed cell foam) and fun foam. The face is a fresnel lens that you use on the back of RVs and campers put on top of a one way mirrored piece of plastic.
This is they closest thing to my first cosplay

Of course this isn't me and this isn't my exact costume, but what I mean is I wore a white ranger for Halloween. Whenever I do get a chance to go to a convention I want to where a Luffy movie 10 cosplay.
My first cosplay ever was Sailor Moon. Like a million years ago. The first cosplay that I have a good image of was Kiba from Naruto.
My most recent cosplay was Akira from togainu No Chi. I think some of my favorite photos came from this shoot.

"Failing to find value in the lives of others, only lessens the value of your own."