need help purchasing street radials for my 74 dart sport

I see no problem in the front.

But, it sounds like you are mostly concerned with wheel lip clearance in back. You are forgetting, or don't know that the tires have to clear the leaf springs. Pretty sure 255-60 would be ok but a 275 may get into the leafs. Cheap fix is wheel spacers. A 255 also matches your 8" rim width better. A 275 should have a wider rim.

You don't say what you are going after. Big tire drag look? Max traction?
My personal OPINION is a 255 looks best and a 275 looks forced.
That’s precisely what I’m going for. Big drag look but not tooooo forced (hence why I’m not going with a 4’ front wheel. Want the nice look, added traction but also the normal capabilities of a street oriented car). maybe I’ll try out a 255 first, had a lot of mixed opinions, some say it’ll fit easy some say ehhhhh try out a 255. Better safe than sorry, a 255/60 should probably do the trick anyways