The issues that ultimately wreck marriages—money and monogamy, career and kids-are hard to gauge until you're actually hitched. So after a few years of dating, Jill Andres and Brook Silva-Braga mapped out forty revealing challenges simulating the issues that could tank or strengthen their union. For a month, they swap credit cards, for a weekend they borrow a baby. An embarrassing lunch with their exes tests their trust issues. Sexual gymnastics are required to recreate TV love scenes. From a night of speed dating to 24 hours handcuffed together, the crazy, awkward, emotional trials fling them headfirst into assorted marital minefields. Is their love strong enough to weather real life? Only forty dates will tell..