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Warlock, oddly. Only two spell slots makes things easy, and no confusion over casting a 1st level spell in a 3rd level slot (or choosing which spells to "prepare" from a long list of possibilities). They're by far the most user-friendly casting class. Fighter (Champion). If you want to add a...

Or, you could cast a spell that requires a save (instead of a spell that requires an attack roll).

Unarmed Strike is a simple weapon (PHB 149), so anyone with proficiency in "Simple Weapons" is proficient with Unarmed Strike. Rogues are proficient in simple weapons. So, enjoy that 4-damage punch at full proficiency. Note that Unarmed Strike is not a light weapon. So, if you want to be a...

Oh wow, is that what he meant? I misunderstood. Yeah, casting a spell over and over all day every minute is ridiculous. And would likely piss off your god, if you're operating under The Order of the Stick's conceptualization of the cleric/god relationship...

It'd be a poor cleric who had the ability to offer his god's Guidance for the benefit of the party, and declined to do so at every opportunity.

I have to admit, I'm curious if those responding with "I'd never watch an RPG / that sounds awful" have ever seen any of the Acquisitions, Inc videos. Because man, that's some compelling content. I agree with what others have said: random people playing a random game isn't interesting...

Ask your local game store for any of the D&D Expeditions games. Some of the Organized Play adventures are short/intended for single-session.

My favorite hidden gem is, probably unsurprisingly, Find Familiar. More specifically: a familiar + the Help action. http://www.enworld.org/forum/showthread.php?394636-Is-Find-Familiar-essentially-quot-gain-Advantage-on-all-skill-checks-and-attacks-quot Second favorite is using Battle Master...

Mephista, I too play a GOO Chain Warlock and have had a lot of fun with invisible flying shapechanging familiars (usually a Quasit). However, the miles-away Suggestion trick doesn't work RAW. Yes, you can see out of your familiar's eyes and thereby satisfy the "a creature you can see"...

I think Bane is pretty good if you've got other casters in the party, and those casters cast save-based spells. In the above case it combos with the caster's own Vicious Mockery and Dissonant Whispers.

There's that, but there's also the Familiar's mobility. An Invisible familiar (a native, at-will ability of a Chain Warlock's Quasit, Imp, or Sprite) can accompany the otherwise-solo Rogue or Ranger. Or a flying or climbing character. Or be dismissed, then re-summoned by a Gaseous Formed caster...

I agree with Joe, that nova builds are fun exercises but not necessarily the most fun/interesting at the table. Still: 100 points of burst damage is pretty sweet. Or rather: 200 damage since you'll probably want to Twin that Inflict Wounds spell (delivered by you to another target within 5'...

Just thought of another one: Rogue 3/Cleric X. Take the Assassin path. An interesting quirk of the Assassinate feature is that it works with "any hit." Doesn't have to be from a weapon attack. So, when you surprise a creature, hit them with an auto-critical Inflict Wounds. 6d10 damage at...

The Find Familiar spell gives you a creature that rolls its own initiative. It can't attack* but can take other actions as normal. One of those actions can be Help. This action gives advantage to the skill check of a creature, or can be used in combat to give Advantage to an attack. This is...

I'm still a fan of mixing Warlock with a dip into Cleric or Bard for Cure Wounds. "Running out of HP" is a common reason for ending an adventuring day, and being able to cast two (or three, at Warlock 11) Cure Wounds at a high spell level will get your party back on its feet in just a few short...

In noncombat situations with no time constraint, assume the cleric or druid always casts Guidance before any ability/skill check. One of the most useful advantages of SOPs is efficiency. A SOP for camping/watches saves a bunch of table time. Not a SOP, but another time saver: having the group...

Just wanted to chime in and say I'm taking my own advice, and adding a level of Bard to my primary character (currently Rogue 1 / Warlock 3). Great Old One, Chain pact, mask and chain lord invocations. Skill: arcana. Instrument: pipe. Pied Piper vibe seems to go with Great Old One & Chain pact...

What's your goal/vision when you say "ninja/assassin"? If you're going for style points/theme, then it's hard to beat straight Monk (Way of Shadows). If you're going for the ability to kill a target in one round (assassination), then it's hard to beat straight Rogue (Assassin). If you...

1. I'm a big fan of multiclassing Warlock with another casting class. Because you can cast spells from that class using Warlock slots (which refresh every short rest). Very powerful with a class that has healing spells. 2. Yes you'd get those proficiencies. 3. No. Eldritch Blast requires the...

Hex is a powerful spell for the diplomancer and worth considering for Magical Secrets. Gives the target Disadvantage on ability checks for one ability (no save). Choose Wisdom or Charisma, depending on how your DM handles opposed social rolls.