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I imagine its very hard for Celestia & Luna to form genuine relationships.
I imagine most guys balk a bit at dating a girl who's not only older than most cities around, but the leader of the free world who no doubt many ponies are vehemently dependant on. You want to break the heart of the ageless Monarch of the dominant culture?! Even if she did deal with it well, I doubt everypony else would! You would get an entire Fan-Cult on your flank for even making her feel a little down!
I doubt you could even have a night out at a restaurant with Celestia and it not be newsworthy. Believe we've seen that Celestia's job is pretty much day-in/day-out random government ponies coming in to ask & nag things of her while she tries to stay calm and as regal as Equestria needs her to be.
Not to mention both mares kind of have, uh, serious baggage they've had to spend decades dealing with. Immmortal they may be, but a Mare still has her needs! Ya gotta have somepony you let down the cold, aloof, Ruler persona for! Somepony who doesn't treat your every action like its a declaration of law or war!
I can see a few headlines around Canterlot: "Today, Princess Celestia dropped a dirty chalkboard eraser on a stallions head and giggled. Does this mean she loathes the lower classes and feels education is unimportant?!!?" "Today Luna got up grumpy and frowned a little out her window. Does this mean she cannot take the toll of the job of leadership?! I, as a pony not of fearsome reams of magical alicorn magic, have a much closer role to the everyday horse and have great plans for the aim of Equestria's future in...."
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I just found a pocketbook on Tuck Everlasting.
I think it comes back to the burden of immortality. I feel that's an untold lesson in the show. Discord, I feel, got disillusioned with reality because he could outlive anything he cared about. He needed to be reminded of something that can last forever, having a friend... even if you know you won't always have them.
I think Celestia & Luna feel responsible because they kind of have to help the present remember the past. Growth happens through being aware of what has come before.... and it helps decision making to have somepony go "Well, yes, but I do distinctly remember this same decision, set up & goal before being undertaken by much the same people." Perhaps why Equestria is so peaceful, they have someone who can directly tell you, from first-pony perspective how wars came about, ended and the results thereof.
They're living for other people. I think it's obvious Celestia's aim is to nurture a new generation, make sure a future happens. (She is prophetic btw~) and Luna very much likely is the sort to get mired in past mistakes. (...probably why she doesn't get much screen time. Kind of depressing for the kiddos.)
One can't very well be self-serving. No doubt all three have done that (Discord clearly has!) and seen that road as just as wavering. ...but one can't only live by the definitions of others either. Equestria can't grow if it has to bow to their image leader every time they need to make a decision.
........ I dunno. I really super want Fanfics of the Royal Sisters trying to date! So much awkwardness shtick!