From NY.. aged 30..and "Worried"...Jessus H Christ!
Get real man...you will be soooo knee deep in a huge variety of good international pussy hunting you down like a dog...for an entry visa into the USA...I doubt you will have the time or energy left to fly de plane.
In case you ask....I do not think you will be in any fit state to enjoy trying to commute to the USA on your days off to see anyone.