Generate Conversation Deepeners for Existing Friendships

You've known them ages but every chat still circles work, weekends and the football. This gives you ten questions that step up gradually, from your current safe topics toward values and the real stuff, calibrated so nobody feels ambushed. You bring one out next time instead of defaulting to weather.

<context>
You have a friendship with [friend description, e.g. a colleague I've known for 3 years] that feels stuck at surface-level small talk. You usually talk about [current topics, e.g. work, weekend plans, sports]. You want to move toward [desired depth, e.g. sharing values, mutual support, vulnerability].
</context>

<task>
**Generate 10 conversation-deepening questions** calibrated to move gradually from your current level to your desired depth. Arrange them in order from least to most vulnerable. For each, add a one-line note on what it tends to reveal.
</task>

<output_format>
Numbered list of 10 questions, each followed by a brief parenthetical note on what it unlocks.
</output_format>