Focusing on the Rogue actions, are these all allowable for a single Round? Could there have been any other actions taken?
5e Starter Set Encounter begins:
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Fighter (lvl 2) engages 3 Ruffians in Melee.
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Rogue (lvl 2) hiding behind a pillar 10 feet from 3 Ruffians.
- Action: Move 10 feet to perform Sneak Attack with Shortsword getting 2d6+3 (extra 1d6 Sneak dmg).
- Action: Offhand Attack with Longsword + 1 getting 1d8+1 dmg. (<– does Sneak dmg apply here too?)
- Action: Disengage (Cunning Action lvl 2 Rogue)
- Action: Moves 10 feet back to Pillar.
- Action: Use Item: Drink Potion of Healing.
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Other PC's / Ruffian actions.
- End of Round
Best Answer
Each combatant gets 1 action, a bonus action if they have a power to use it, a reaction and movement equal to their racial movement ability.
The rogue has way too many actions.
On action 1, do they have advantage or a buddy in melee? If so then they get SA. Action 2 if they have used SA, they don't get it again. Their bonus action is used to make this attack (see note below, this cannot be done with the longsword). Action 3 is impossible as they have no actions remaining. Action 4 is permissible, though it would provoke an opportunity attack. The rogue is left with some remaining movement but nothing else to do.
Also unless your rogue is human, and has taken a feat at L1, it cannot attack with TWF using a longsword. TWF requires light weapons be wielded in both hands.
So we have: