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To clarify since you're new, surprise round means combat starts and your party gets to take a full round while most of if not all of the enemy doesn't. It triggers when you attack an enemy before being discovered. Sneak attack requires the enemy be disadvantaged. That can be due to attacking them from stealth, or an ally standing adjacent to the target, or a number of other spells and effects that cause disadvantage.
I think if you just click the target without the manual weapon attack it weight you feeling them up or something. What is that, handsy, pickpocket not sure but it gets their attention.
For even more fun, use Community Expansion 2's pickpocket options to give all humanoids and some undead pickpocketable loot. I try to see how many enemies I can steal from before getting detected. Quite often, I get to pick all of their pockets before repositioning myself behind one to sneak attack. (Full disclosure: that's a shameless plug since I wrote that part of CE2.) Picking pockets is a Sleight of Hand check.