Who are Bob and Ana?

Now that one of the conversations has been posted, you might wonder, so who is Bob? who is Ana?  This may be a story of a "forever composed of nows."

Ana is friends with Bob's sister from childhood. Did she ever hang out with Bob before? No.

Bob is not really aware of Ana at all. Has he ever been interested in his sister's friends anyway? No.

Hanging out. 

One night, Bob and the sister's other friends went to meet up.  They called Ana to join.  Bob and Ana sort of met each other just now, even if it was ages ago that they already know each other.  Why did it take forever for them to meet each other?

Conversations

They started sending messages to each other. Talking to each other. Overthinking at times.  Funny and crazy the other times.  Will the conversations last until forever?  Let us just talk about now, ok?

Seeing each other again

A few miles away and an ocean apart, under the stars that align at night.  Will they see each other again? Trick question.

Bob & Ana Conversations 1

BOB:  Good morning Ana, just boarded and on my way home - thank you again for a lovely time and it was good to know you a little more. Maybe we can get to know more .. 
ANA: Good morning too Sir. I'm glad you find my company as lovely as I am. You can get to know me better by Google searching me at your most convenient time. 

BOB: Let me know if you are able to visit sometime in the near future.
ANA: You can always transfer your miles to my Delta card as there appears a good time off for me beginning Dec 26 until Jan 3. 

BOB: That is .. If you .... You can fill in the blanks .. 
ANA: Sir, my more preferred exam type is multiple choice, can we do that instead?

BOB:  BTW send me some of that great photos of yours.
ANA: Attached is one photo I believe you "Like" if I listened correctly to what you were saying last night. I hope not to see this in the next tabloid issue, or your bathroom.