Canon lenses what to upgrade next?

[mavers]

Have the itch to spend a bit more on my photography set-up. Currently have an entry level old 1000d, with a 50mm f1.8 lens. Mostly used to take pictures of my little one and family get togethers.

Happy to spend around 300 to 400, what would be the best bang per a buck upgrade?
1. New glass, have looked at the 85mm f1.8. Happy to consider alternatives.
2. Contemplating getting a proper flash, though I'm not sure how much this will add to my photography.
3. Have been checking occasionally the MM for a second hand canon body. Though not sure if I'd get more out of new lenses as opposed to a newer body.

All suggestions welcome!

 

[mavers]

Mostly will be used for pictures of the little one and family/friends. I'll do a bit more research on the lenses mentioned!

 

[mavers]

Went Park Cameras near Tottenham Court Road. Very impressed with the staff. Tried many lenses, but have whittled it down to either the 28mm F1.8 or 17-55mm F2.8. Probably going to go with the former, and upgrade the body to full frame next year.