Upvote:2
Please keep in mind that it's impossible for anyone other than US Immigrations/CBP to give a definitive decision on questions like this, however...
For your initial entry I would not expect any issues. You have only had 2 relatively short trips to the US over the past >1 year - well within what is allowed, and well within the general rule of thumb that you need to spend more time out of the country than in it. I would not expect you to have any problems in this case.
However when it comes to B2 applications things can be very different. By applying for a B2 visa you are admitting that you are looking to stay in the US for > 3 months. Add that to the time you will have already spent there this year ("less than 90 days" - you haven't said exactly how long) and the fact that you'll have only been out of the country for ~2 months, and there is a real possibility that the consulate staff will be hesitant to issue you a visa for another 3-6 month entry.
As I said above, nobody can say with any certainly what will or will not be allowed - however attempting to say in the US for around 8 months in a 10 month period is probably excessive by most standards, and there is a real chance you will not be allowed to do so.