How do I improve wonky and ugly fence?

[KiwiKirsty]

Our backyard fence is very wonky, and very ugly. I want to make it look better - and my plan is to paint it black, and plant/pleach some trees. I’ll also underplant with various shrubs. 

Is there anything I can do about how wonky it is? The middle post in particular is really leaning forward into our yard. 

One photo is the look I’m going for. Other is what we have to work with! 

 

[Dave-1]

Good Morning @KiwiKirsty 

If the fence moves when pushed then definently it falls towards the time to replace it. Plus the raised height and retaining wall.... Yeah I would be talking to the neighbour about sharing the costs of a new fence. 

If the ground is waterlogged  behind the retaining wall on your side then I would suggest drainage be the first step towards rectifing the issue.

Dave