It might work for Scotty. Scotty was 11 years older than Kirk. But the others besides Spock? No way.
Scotty is actually one I think couldn't do it since he needs time to serve on all those ships he talks about in Relics.
At the moment it looks like Uhura, Chapel and M'Benga (who leaves and comes back perhaps?). They don't come out and say Chapel joined Starfleet after Corby disappeared, in WALGMO. It could work if the reason they delayed their marriage was because she wanted to serve in Starfleet. That's why she didn't go with him on the expedition in the first place, which actually makes way more sense than what is implied in the episode.