Spokes keep breaking A couple of weeks ago, I broke 2 spokes and my rear wheel (27 inch) was seriously bent. I replaced these spokes and re-trued the wheel, but the next day the same thing happened, another 2 spokes snapped and my wheel was bent again. So I replaced the spokes again and re-trued the wheel. 

Sure enough, the next day I broke 3 more spokes. I have repeated this "cycle" 5 times now within the last 2 weeks and I have no idea what I am doing wrong.

At first I thought the spokes were too lose so I made them all tighter, while ensuring that there was even tension around the wheel and a little extra tension on the freewheel side. When this failed I thought that maybe I had them too tight, so I tried again with the spokes a little looser but this failed too.

This wheel was purchased only 2 months ago and I have probably ridden it probably 1500 km. I also weigh about 85kg (190lb) and I very rarely ride on anything not paved. I am not convinced that the wheel has met its expected end of life based on this.

I cant determine why my wheel keeps breaking over and over again. Either there is something I am doing critically wrong in the truing process, the wheel is irreparable, or the bike shop just sold me a bad wheel. At what point should I just give up and buy a new wheel?

Edit:

I have been spray painting the spokes as i put new ones in and i found that the non painted spokes were breaking. Also they were breaking at the hub flange.

I have fixed the wheel to the point where I can ride it without the spokes breaking, but i still need to true it a little more. Im still not sure what I was doing wrong though.
The biggest cause of broken spokes, that I know of, is inadequate tension. When the spokes are tight enough they flex a little bit with every turn of the wheel as the spokes at the bottom of the wheel unload slightly and then tighten again as they move around to the top. Over time this bending back and forth weakens the spokes – usually at the bend where they pass through the hub – and eventually they break. The cure is to build the wheel with sufficient tension to prevent the flexing.

If the wheel is old (and since it is a 27" wheel, I'm inclined to think it is) then the damage may already be done – although it sounds like you've replaced close to half of the spokes by now.

All of the above assumes that you're riding a more-or-less normal bike in more-or-less a normal way…

To be much more help to you it would be helpful to have answers to the comments on the original question above. As a very quick and dirty check of tension you could grab a "handful of spokes" (a set of 4 from both sides of the wheel) where they cross and try squeezing them. It should be quite hard to get any flex out of them.