D&D 5E Approaching the DM to request special good fortune and misfortune...

[Winterfell]

I have just started playing 5e within the past 3 months and I have had no previous experience with table top games.

I am currently playing a level 5 Half Elf Rogue and when I wrote up my character I chose to follow the goddess Tymora. For those unfamiliar:

Tymora (pronounced tie-MORE-ah), or more commonly Lady Luck, was the goddess of good fortune. She shone upon those who took risks and blessed those who dealt harshly with the followers of Beshaba. Should someone flee from her sisters' mischievous followers or defile the dead, their fate would be decided with a roll of Tymora's dice.
Tymora's followers Dogma - One should be bold, for to be bold is to live. A brave heart and willingness to take risks beat out carefully wrought plans nine times out of ten. Place yourself in the hands of fate and trust your own luck. Bear and conduct yourselves as your own masters, showing your good or bad fortune as confidence in the Lady. Chase your own unique goals, and the Lady aids the chase. Without direction or goals, you soon know the embrace of Beshaba, For those on no set course are at the mercy of misfortune, which has no mercy at all.

With this in mind I get to my questions. Would it be in bad taste to talk with the DM apart from the group and ask the occasional changing of a negative role of the dice (at their discretion) while role playing the risk taking aspect of Tymora's followers in some spectacular (non-idiotic) manner, while also accepting the occasional misfortune they could impart on me at their discretion? Or, should I just look to taking the Luck feat as a flavor addition to my character?

As a more meta question to the DM's here rolling their dice out of sight, would you say you change roll results multiple times a session to keep games and/or characters moving along?

 

[Paraxis]

I have just started playing 5e within the past 3 months and I have had no previous experience with table top games.

Welcome to the hobby and these boards, hope you have a lot of fun.

With this in mind I get to my questions.

Would it be in bad taste to talk with the DM apart from the group and ask the occasional changing of a negative role of the dice (at their discretion) while role playing the risk taking aspect of Tymora's followers in some spectacular (non-idiotic) manner, while also accepting the occasional misfortune they could impart on me at their discretion?

I think having conversations with your DM is always a good thing, the worst they can say is no.

Or, should I just look to taking the Luck feat as a flavor addition to my character?

This is how I would do it and what I would recommend to one of my players with a similar character.

As a more meta question to the DM's here rolling their dice out of sight, would you say you change roll results multiple times a session to keep games and/or characters moving along?

I don't do this because I feel it is cheating, if the dice don't matter none of the numbers matter and I am big on the numbers.
But for DM's that do fudge dice rolls, this exactly why they do it. They turn boring fights into exciting ones by letting a big boss who is having bad luck land a blow, they turn a lucky crit from a no name scrub that would kill a character into a normal hit or miss so the hero doesn't die in a non epic way.

 

[Shiroiken]

There is the option for Inspiration in the DMG (if you roleplay your character's flaws well, you can gain advantage on a roll at a future point). Your DM awards it, and you can only hold 1 Inspiration at a time, but I think this would be a great way to express this.

 

[rjfTrebor]

i generally engineer situations so that i don't have to change the results of rolls to fix problems that arise.

 

[Mouseferatu]

I unapologetically fudge rolls behind the screen, if I think it'll make the game more fun for my group. I know them pretty well, so I have a pretty solid grasp of what that means.

As far as your character idea... If I were your DM, I might think about giving you a limited version of the wild mage sorcerer's Tides of Chaos ability, where you can gain advantage on a roll, but the DM can then give you disadvantage on a future roll of his choice. (I'd probably limit it to a couple of times a day, though.)