This week on Dilemmas… we’re tackling one of your spiciest questions yet: “Should I do it?” — but with a twist… there’s a 10-year age gap.

Is it hot, harmless, and nobody’s business… or a situation that’s going to get messy fast? We dive into the pros, the power dynamics, the red flags you might be ignoring, and whether age really is just a number (or very much not).

Plus, your other chaotic “should I do it?” submissions — from risky texts and ex hook-ups to big life decisions that could either change everything… or completely derail it.

Jake & Ottie break it all down, give their honest takes, and help you decide: is this a send… or an absolutely not?

Because sometimes you need a sign, and sometimes… this is it.

Submit dilemmas here

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