Piper is the first woman Sam has slept with since his transformation in season 9 episode “Rock and a Hard Place”.

Just My Imagination

Sully

After Rowena’s second death at the hands of Lucifer and subsequent resurrection, her relationship with Sam became closer due to the two sharing traumatizing experiences at the hands of the archangel, giving them a greater understanding of each other.

Danneel Ackles

During the three months Dean spends in Hell (or thirty years in Hell time) Ruby’s relationship with Sam goes openly romantic, with Ruby getting naked to seduce Sam and making him drink her blood. Although Sam sees it as wrong initially, he gives in.

Genevieve Cortese, who played Ruby in Season 4, is married to Jared Padalecki (Sam) in real life and they have three children together; Thomas (born on March 19, 2012), Shepherd “Shep” (December 22, 2013) and Odette (born on March 17, 2017).

According to Cassidy, however, Warner Bros.’s uncertainty about what direction to take Ruby in prompted her to leave when the opportunity to star in the series Harper’s Island arose. Auditions for an unnamed “love interest” were held to recast Ruby with a new actress, and Cortese was hired for the part.

After more than a decade on screens, in March 2019, the news was announced Supernatural was ending. Overall, there have been 325 episodes and a spin-off series Supernatural: Bloodlines.

“He started wearing a hair tie around his ring finger to fight women off. I liked the idea, and we just talked about getting rings. It’s just nice to know we are in a strong committed relationship without necessarily having to get the government involved, as Dean would like to say,” she said.

The tattoos weren’t always foolproof, but they certainly made for fun scenes of the boys showing off their ink. Sam and Dean got their anti-possession tattoos on their chests, so even a match of the mark wouldn’t be identical to the show since the actors got the tattoos on their arms.