Visitor Visa - B2

B2 VISA QUESTION!!
I just want some input on my b2 visa/ travel plans. I am a NZ citizen and my boyfriend is a USC, we have been dating for six months and I have visited twice, first for two months (well 7 weeks) and the second time, just for two weeks over the holidays. I have never had an issues at the border, the second time round I said I was visiting my boyfriend, he didn't ask to see my return flights or letter from my employer, probably because I was only staying for two weeks. So that's the background.. This May I am planning to return to the US but for considerably longer, I realise the B2 visa does not guarantee entry to the US, but that in most instances you have 6 months. I plan to stay there until the end of August, I will primarily be staying with my boyfriend, but additionally will be traveling within the US for a bachelorette party, I'll be in the bridal party for a friend and be doing a cruise in the Caribbean. I am hoping this will suffice as evidence I am there to travel and enjoy the summer. I will however not have evidence of a job in New Zealand as I am contracted to a company until April, with this I won't look for employment until I get back in September. I don't know how else I will show ties to NZ since I am only 26 and don't have any properties. I am well aware of the fact I cannot work in the States, I will have sufficient finances to support myself whilst there. I am wondering if any of yall see any red flags with this plan and how to ensure I won't have issues with being admitted entry.