Maybe have a warning pop up on the options that would cause you to miss an important event? Like if skipping 30 days would make you miss meeting a love interest, put a big red exclamation point next to the text on the option? If something like that isn't possible then I'd say go with the first option. It doesn't take that long to meet the guys, IMO, and playing that part over again won't be too bad, especially with the skip feature.