Best way to ask out people-pleasing guy over text?

I feel like because he's the people pleasing type, I might make him feel obligated to say yes if I text, "would you like to go out with me?". But if I ask him instead if he's looking for a girlfriend or if he's open to dating, he might not realize it's because I'm trying to ask him out (and then I won't know how I'm supposed to act around him afterwards).

Would you like to go out with me?
Are you looking for a girlfriend?
Are you in the dating mindset?
Other
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Best way to ask out people-pleasing guy over text?
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