Will bank give you two mortgages at the same time?

[Jesse Soriano]

I don’t have any investment properties yet. I have over 100k saved up in my 401k and I can borrow 50k. I was planning on buying a duplex cash. But I decided that its better idea to just use finance and buy two duplexes with 25% down on each. 
my question is, will a bank let me apply for two mortgages at the same time if my debt to income ratio adds up? I'll be applying with a brand new LLC as well. Not my personal name.
Want to also know if it’s just a better idea to just do one at a time.