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Thanks for the offer of trying the Scrambker but I'm in Glasgow so...!
I think ima put a tail tidy on the Duke and paint the wheels black. As much as I hate the lack of noise, I like how neatly tucked away the can is and it seems like anything other than the ktm approved akra kit loses hp and the akra stuff is about £1k and only gains you 3hp so I think I'll leave the exhaust as is and just deal with it.
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Was going to suggest a sportier exhaust - I've got a Duke 3 with the the Akra system and it's a complete hoot - the stock can sounds like a sewing machine.
You should try a few other bikes before you put yours on ebay - for city riding and a bit of b road messing about I think the 390 is hard to beat. The lightness, quality of the chassis and punchy little engine are quite intoxicating and confidence inspiring - I had a right laugh weaving around the Chilterns on an RC390 courtesy bike last Summer.
I'd vote to keep your Duke. Maybe a different exhaust? Or some body mods?
If you're insured on other bikes you can try my Triumph Scrambler. It's now at the same height as a bonne and other than the engine pretty much the same.
IMO if you've only got one bike an Enfield is a bit of step too far.
Otherwise, I'd try out something like an XSR 700 / 900 for a balance of character and street hooliganism.
In the flesh I think all v7 look good, mods or not. Not sure how fast they are though.
This time of year I'd just map out a list of dealers and go for a load of test rides. There's a Yamaha dealer somewhere near Kingsbury I think that also sells Moto Guzzi. You can also ride straight out towards Hertfordshire or Bucks.