Wait for a week. One last e-mail should not hurt but would not be obvious that you're "interested" in Him. Simple welcome back, how was your trip and keep in touch. IF he have any interest in you He should be glad that you kept thinking about Him.
Self assured but never arrogant. + Informed, innovative, understanding, inquisitive, compassionate, funny...without ever "having a need" to "prove" himself........ just to start with.
IF Trump would get elected (how many divorces, AND BANKRUPTCIES did He have???, just for a start), rich would get richer and middle class would likely disappear....
It really does not matter. A Man should cover the bill (+ good tip) if He invited a Lady, and regardless of how the date went. And if He is cool and have manners, He should cover the bill even if She has invited Him.
In my opinion the first date would not call for a dinner. Getting to know one another while having few drinks, and perhaps a walk, would be more important and appropriate for both of them.
And then, I wonder, would we handle the box differently if He/She showed up one day in front of us, not with a written word but in person, and we hear again that familiar voice saying simply something like "I've been thinking about you all of these years".
Of course, in case that their split was not caused by a third person or a luck of love for each other but perhaps by events beyond their control.
RE: should i contact my ex
...and why wouldn't you? Without expectations of course!Just go for it.