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I'm not even sure if it's possible since getting married in a town as small as Portia should be big news and none of the people there seem scummy enough to break up a loving marriage. Plus there's the fact that if you have multiple girlfriends/boyfriends and get married to one, the other ones will send a letter to you saying about how you broke their heart.
Does the achievement require you to get married or just have multiple lovers?
Now I am just thinking I might need to do a backup save, divorce Gust, date someone and then confess to someone else. Kill two achievements with one stone.
To get the achievement you need to get caught going on a date with someone else.
Or, you know, you could just be a good person and skip this horrible achievement
I will just load a backup save and my boo will be none the wiser. Only I will live with the guilt.
Just like real life!