It really depends. Some people do what you do all their life without an issue; others get bounced after a few times.

One thing the officer will look for is ties to the UK. Another thing is 'a residence abroad that the alien does not intend to abandon' which is mandatory for the VWP.

Also, be aware that a certain amount of time in the US fiscal year (6 months I think) can subject you to US tax residency and then you'd have to experience the IRS.