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Well, I went to the doctor and found out... nah...

In the Sims 2, one of the aspirations your Sim can have is the Pleasure aspiration, and the lifetime goal for it is to have 50 first dates.

Is there any way in-game to find out who you've been on a date with, or at least how many first dates you've had?

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In the tradition of question titles on Gaming SE that seem to be asking something else, I humbly suggest that you retitle the question "How do I remember who I have dated?" – bwarner Aug 23 '10 at 22:08
Good idea! Though, I don't think anything can beat "How can I tell if a corpse is safe to eat?" – Corey Aug 23 '10 at 22:35
To save everyone the search, "How can I tell if a corpse is safe to eat?": – WillfulWizard Aug 23 '10 at 23:25
Do they show up in your sim's memories? – Larry Wang Aug 24 '10 at 0:44
@Kaestur yes, along with every other thing ever recorded in the game. After a while, it becomes extremely tedious and inefficient to scroll through all the memories, and I'm not sure how far back memories even go. – Corey Aug 24 '10 at 1:08
up vote 6 down vote accepted

The only ingame interface is within the Sim's memories.

I believe that SimPE, a third party editor is also able to read the data file, but it's unlikely to give any more information than the memories screen.

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