Did Tony sleep with Adriana?
Introduced as the very first Tony Soprano mistress, Irina is the girlfriend Tony had at the start of The Sopranos and remained his main Goomah for the first two seasons. A Russian immigrant who moved to the US, Irina has dealt with a lot, not least of all Tony’s rages and abusive tendencies. Irina works in a department store, and the two have some wild fights during their dating arc, making audiences question if this affair is worth it. Eventually, guilt worms its way into Tony’s head, and he breaks things off with Irina in season 2.
She became suicidal and Tony tried to get her help, but ultimately ended up having Silvio pay her off to get out of his life for good. By the time she and Tony break things off, it seems he is more concerned about her in an almost paternalistic way. Later, Irina dates one of Tony’s associates, Ronald Zellman. Tony claims he is fine with this, then later attacks Zellman at his own home, violently assaulting the man for his relationship, which leads to Zellman breaking up with Irina. In retaliation, Irina causes further trouble when she outs Tony to Carmela for dating her cousin Svetlana, who was Livia’s caretaker.
Another Tony Soprano mistress that brings the almost incestuous nature of The Sopranos into question is the tryst that never was with Adriana La Cerva. Adriana and Tony never technically hooked up. However, unlike some other women who reject Tony’s advances (such as Dr. Melfi ), Adriana and Tony absolutely would have become entangled with one another if they had not been interrupted — twice. Tony mentions to Dr. Melfi that he’s attracted to Adriana, and despite his misogyny, this is one more shred of proof of his attraction toward intelligent and driven women.
Adriana is Christopher Moltisanti’s lover throughout most of the series. Due to this fact, any tryst she and Tony might have had would have inevitably caused trouble. Rumors are ablaze about a potential affair between Tony and Adriana in The Sopranos after the season 5 installment ” Irregular Around The Margins.” The episode saw the two hanging out until 2 am and taking a joyride to go grab cocaine that ended in a car accident. Being together at that time of night and nowhere near their respective homes got the rumor mill churning. Tragically, Adriana is killed after she reveals the FBI forced her to become an informant.