How to Rogue / Rogue stories

Hey Veeky Forums long time Str martial player here, I need your help.

I'm making my first rogue in an upcoming 5e campaign, And need to know ways to be creative with a dexterous mentality and fighting style.

DM is a long time cool dude, always fairly open to us doing stunts and tricks if we roll high enough, did plenty of grappling, throwing, pushing, and general brute shit in the past, but this is my first Dex style character.

Any tips or cool things youve done or seen rogues do in your campaign? any fun ways to abuse the tool proficiency or sneak attacks?

You can always pin people to things with throwing daggers or be streetwise although thats more a general way of thinking than anything else. Always try to be thinking on how to make money.

in theory can a thief archtype use their action to throw dust or sand in someones face and the sleight of hand bonus action to remove the weapon from their hands?

I doubt you can sleight of hand someones weapon considering it is something they are actively holding rather than something you can sneak away from them.

First session, new group, characters made over text chat.

Dirk enters the tavern, asks for a glass of wine, and pays ten times the price to get on the tapper's good side. Then he tosses the wine, stuffs the glass into a leather sack and smashes it with the butt of his dagger.

First encounter happens, and Dirk reaches into his pouch with his gloved hand. He produces a handful of glass sand, which blinds the thug attacking him permanently because it's roleplay and not rollplay.

Suddenly I'm the party leader just because I'm the only person who thinks of plans more complicated than "I cast Magic Missile"

now thats the kinda shit I wanna do, I love it

Our group is VERY role>roll so if I can think of shit like that, I can make it work

hm, what do you think would be enough to make someone lose their grip or at least loosen it? blackjack sneak attack?

I would rule that, because the target is blinded, you could roll DEX or STR to disarm the opponent. But I like to allow that kind of thing, I could definitely understand a GM ruling it out, too

The key to having fun as a Rogue is to pretend you're Batman, and always be making plans. Always assume you're about to get into a fight, and always be preparing a way to subvert the enemy.

Also steal ideas from movies and books, the more obscure they are the cooler people will think you are because they think you're so original

A real rogue would have already stolen the weapon before the encounter or seen signs of the fight set it up so he had the advantage. Do things underhanded, hire thugs, hide gold in your boot in case someone steals from you, keep your weapons hidden, don't let people know your the sneaky guy tell people your a mercenary rather than rogue. Bluff your way into places, watch Fletch. Think about what rogues in movies would do or how they'd play a situation, sneaking doesn't always mean not being seen.