Can my fiance bring her daughter in the US onces our Fiance visa application approved. She is turning 20 this July

Yes the child under the age of 21 may enter the US as a K-2 the marriage should occur before the child turns 21. Work with an immigration attorney...

Yes except countries restricted by the US Department of State.

Fully reply to the RFE with the accurate supporting evidence and get the other documents corrected.

I'm going to apply for political asylum in GUAM. How many days/weeks I will be able to move to the mainland USA (New York)?

As my colleague has pointed out not a good plan as you may be detained in Guam.

When would be a right time to hire an immigration lawyer for OPT STEM extension?

Generally, it is better to have guidance before an issue arises. DWI is causing DOS to revoke visas, generally CIS has not been cancelling status.

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Can my wife enter in states on h4b visa if I get naturalized while she is travelling to another country ?

Your wife's h4 status is dependent on your H1b status. If you are a citizen you no longer have H1b status, and consequently your wife's H4.

Can i get green card?

Yes - if you married and in a bona fide relation with your US citizen husband, your spouse may petition for you and you may adjust your status to...

My girlfriend has F-1 for 5 years. We want to marry. After that, Can I apply for F-2?. How could I do that?

Yes it is possible as my colleague has noted. The issue you will face is your intent when entering the US as a visitor.

Apply Wife's AOS after husband's AOS Approval

Yes the adjustment for you wife may be filed if she is in status in thUS.

Obtaining a re-entry permit does not delay citizenship. Remains outside the US too long may.