No, not at all. I honestly haven't nailed down exactly when in Kirk's Academy career Kirk was with Janice Lester yet, as there isn't any information to go on outside of this:Are you suggesting that Janice Lester was the blond lab technician that Gary Mitchell stirred his way? Now it makes more sense that she was a Mitchell selection rather than a Kirk selection addressing the judge of character issue.![]()
So all we know is that they were together for a year, they had a bad breakup, and it's one of the few past relationships that Kirk seems to regret.JANICE: I hoped I wouldn't see you again.
KIRK: I don't blame you.
JANICE: The year we were together at Starfleet is the only time in my life I was alive.
KIRK: I never stopped you from going on with your space work.
JANICE: Your world of starship captains doesn't admit women. It isn't fair.
KIRK: No, it isn't. And you punished and tortured me because of it.
JANICE: I loved you. We could've roamed among the stars.
KIRK: We'd have killed each other.
JANICE: It might have been better.
I put Kirk's relationship with Ruth at around 2250-2252, as Kirk says to her simulacrum on the "Shore Leave" planet, "You haven't aged. It's been 15 years." So if I had to guess, I'd say Kirk was with Janice Lester sometime around 2253 or 2254 before he graduated the Academy.
In my mind Carol Marcus was the "little blonde lab technician" that Gary Mitchell aimed at Kirk. This happened in the autumn of 2257 when Lt. Kirk went to Starfleet Command School after the destruction of the Farragut and taught classes to underclassmen on the side. Kirk is with Carol for two years, and proposes to her on New Year's Eve of 2259. Carol breaks off the engagement in February of 2260, realizes she's pregnant shortly thereafter (after Kirk has shipped out for another deep space assignment), and gives birth to David in September of 2260. David is a child prodigy and has a doctorate by the time of TWOK in 2283. (Not a typo. I disagree with the Okuda Chronology's 2285 date for TWOK.) Kirk doesn't learn he has a son until sometime between TOS and TMP, or maybe even TMP and TWOK.
There's no mention of a Starfleet Command School at all in TOS or the TOS movies, but once I came up with the idea to move Kirk's relationship with Carol Marcus forward in time to after the Farragut disaster, I was amazed at how much better so many pieces of Kirk's biography fit. And it gives Kirk a much more realistic career progression than becoming a Lieutenant before he even graduates the Academy.
If you're interested, you can see more of my TOS era Chronology here, where I explain my reasoning even further.