As far as we know, there was no pregnancy before Caylee. If the diary was sold in 2004 only, and the June 21 entry was from 2005, then the entry would be near the end of her pregnancy with Caylee.
There was supposedly a (FAKE IMO) miscarriage with Brandon S. in, I think, Feb 2007 or 2008. Is that maybe the one you were thinking of? I agree that one would not fit any possible year for the June 21 entry. And the situation wouldn't match the message.
Re: whether this will be used in court, the SA has not said anything about what it will use in court. Nothing is in evidence because the trial has not started. Disclosures always include vastly more material than what is ultimately used at trial.
So we have 2 possible dates and interpretations:
-I have no regrets, just a bit worried.
I just want for everything to work out okay.
I completely trust my own judgement.
I know that I made the right decision.
I just hope that the end justifies the means.
I just want to know what the future will hold for me.
I guess I will soon see.
-This is the happiest that I have been in a very long time.
I hope that my happiness will continue to grow.
-I've made new friends that I really like.
I've surrounded myself with good people.
-I am finally happy, let's just hope that it doesn't change.
June 21, 2005 (7+ months into pregnancy with Caylee, but just recently "outed" as pregnant after Rick's wedding): I have no regrets (about unprotected sex, not getting an abortion early, etc.) just a bit worried (about being burdened with a baby and about Jesse maybe questioning the timeline), I know I made the right decision (about keeping the baby and lying to Jesse to get an acceptable baby daddy), just hope the end justifies the means (hope the end of getting an acceptable baby daddy and getting out of the A. house justifies the means of lying to Jesse and not telling the real baby daddy), I just want to know what the future will hold for me (not for my baby because I am so superficial and narcissistic I don't even realize I'm supposed to be thinking about that), I guess I will soon see (baby's coming in less than 2 months and then we'll see what Jesse does and how the presence of the baby affects the dysfunctional A family dynamics), I'm finally happy (stress from hiding obvious pregnancy, lying about tumors, having no baby daddy finally resolved with the new personality of "wonderful young mother" chosen), new friends (Jesse, Chris S and his "group", ...?)
June 21, 2008 (5 days after killing Caylee): I have no regrets (about killing Caylee) just a bit worried (about getting caught), I know I made the right decision (murder), just hope the end justifies the means (hope the end of getting free from motherhood and maybe the A's, and marrying Tony and moving to NYC and maybe being discovered as a singer! justifies the means of murder), I just want to know what the future will hold for me (marriage? singing career? jail?), I guess I will soon see (someone's bound to ask where Caylee is eventually), I'm finally happy (free), new friends (Amy, Tony, etc.)