Drake and online influencer Adin Ross have become embroiled in a second class action complaint taking issue with the manner of the pair's endorsements of Stake.
A fresh suit filed in New Mexico mirrors a near identical complaint made in Missouri and seeks to hold the two celebrities personally liable for players' losses.
The two high-profile defendants are joined by Sweepsteaks (nope, not a misspelling) Limited, the parent company of Stake.
The sweepstakes (stop thinking about steak) company has maintained a working relationship with Drake and Ross for a few years - in exchange for gambling with the platform on their Twitch streams, they were bankrolled by the operator.
Some reports suggested that Drake was given $100m a year to livestream his extravagant bets.
The argument for both class actions rests on the idea that these promotions were misleading, encouraging consumers to believe that Drake and Ross were gambling with their own money, not the house's.
Plaintiffs, Nathaniel Torres and Rory Michie, allege that this behavior normalizes gambling in a state where online casino is not legal.
Both of the recent legal claims put forward the common argument that Stake.us's positioning as a free-to-play social casino is no more than an attempt to disguise real-money gambling.
It's very possible if the argument is compelling enough to the courts that near identical cases could begin to pop up in all of the states where iGaming is outlawed and Stake.us is active.
If Drake thought the Missouri case was going to be his one dance with the US judiciary, he may be disappointed.
Mr Ross, a video streamer, characterized the claims made against him as "bulls**t"