I got into drawing two days ago, so this is rough. How'd I do for a first attempt?

Hah, I could do better with three days' pra...wait.

Interesting.... Although i can't personally do better.

Although more interesting, what program(s) did you use? And what style were you sort of going for? My GF prefers using Sai over PSP or PS, and the program and approach can heavily change it from looking crayon-like to water-painting or other.

Personal thoughts? I hesitate to give positive or negative opinions, mostly because the amount of time it takes to get good at drawing/painting. If you plan on being good, then practice and practice some more, until you train yourself and become something truly awesome.

Not bad for a start, it's always nice to see someone else getting creative. What program are you using?

GIMP. Drew a VERY rough sketch on paper, and because I lack a scanner, took a picture, sent it to myself, traced it, colored it, smudged it, and ran the oilfy filter over it. As for the style, wanted a hazy dreamlike look.

I love Sai, cost me less at full price than my student copy of Photoshop and it has far more functionality for painting. Gimp is one of the better free programs, so it's a good place to start learning. You definitely got a hazy look to it, kind of like a Van Gogh painting. I personally would recommend less smudging and more experimentation with different brushes and blending.

Some free software you may find fun / interesting:

http://al.chemy.org/

https://krita.org/

https://www.inkscape.org/

http://copic.jp/en/sketchbook-ce.html (this was entirely free before - now looks like it might be a trial / limited version)

https://www.sketchbook.com/ (theres a free, feature-limited version of this)

...and if you fancy playing around with some 3D...

http://pixologic.com/sculptris (very easy to use)

I've never heard of Krita before, that actually looks quite nice.

Another fun 3D tool is SculptGL. Don't even have to download it.

Gotta love the smudge tool in GIMP (and tracing rules for artistic-impaired like me ^o^). Example from last week:
https://twitter.com/alfrancke/status/560454711896465408
(messed up the neck and a few shadows but well...)

If you want a workflow more geared at digital painting, I would suggest Artrage when it's on sale for 25$ (same period than steam):
http://www.artrage.com/demos/
The program is simpler but it's more practical when you work with a graphic tablet (like a "real" painter) coupled with a touch screen (your stylus in the right hand and the left hand to choose your tools).

I don't have a tablet, actually. Though I just browsed Amazon and Wacom makes some that around $70-$100. Guess that'd be a good place to start.

I'd practice observation and drawing first.

Find some objects at home, pile 'em up, and shine a single strong light on them. Draw what you see. Move the light source. Draw again. Shuffle the pile, draw again. Or heck, find a new pile.

Stay the hell away from filters, smudge tools, and other digital enhancements til you can reasonably represent what you see without them. If the structure isn't solid, smudging and lens flares won't make it so.

Once you can draw what you see, you can move on to drawing what you can imagine. But even then, use references: photos, objects, other drawings, etc. Your work will be more convincing.

If you ever need any early criticism, post what you've drawn and a photo (no flash!) from the same perspective. There are lots of practiced folks here that can point out what you are and are not seeing. (Evidence in the Fandango thread!)

edit:
Also, thanks for posting your work.

Well, if you're going for ultra simplicity that's alright for a first try, otherwise you have many tutorials to read. :P
At the risk of sounding harsh, I would suggest you try to make the smudging less obvious (try to go for a brushstroke look), especially around the sun and those clouds(?), otherwise decent work!
Listen to grimwerk and keep practicing. :)

If you don't mind off-brand, for the same price range you could get one of these:
http://www.amazon.com/dp/B00GIGGS6A/ref=psdc_16034531_t2_B00DKRLAFY
It's a large tablet that does what the $100+ Wacoms do for a good deal cheaper.

Edit: And listen to Grimwerk. ^^ He knows what he's talking about.

Not bad for only two days:-)

I would recommend the Intuos Pen & Touch medium. Yes, it's 200 bucks, but for drawing you really want to have its larger working surface.

I can't draw, but I use my tablet for photo editing (working on details with a mouse feels strange and makes my hand cramp after a while), which is a bit like drawing (working with masks to cut out parts of the image, you have to "draw" what you want to cut out). With smaller tablets you have to zoom in a lot, which means you have to scroll around a lot in your image. Especially if you want to work on some details like hair or trees. The larger surface of the Intuos M is really worth it.