In 2002, Stephanie got involved in a romantic storyline with Big Show, a giant of a man and one of WWE's most dominant superstars. The on-screen couple's romance was met with disapproval from Vince McMahon, leading to a dramatic and intense feud between Big Show and the McMahon family.

During the Attitude Era, Stephanie's on-screen relationship with Triple H took a complicated turn when she began feuding with The Game, a character played by Triple H. The storyline involved Stephanie being caught in a love triangle between her husband Triple H and her on-screen father, Vince McMahon. The Cerebral Assassin, a ruthless and cunning character, added another layer of complexity to the storyline.

In 2011, Stephanie got involved in a brief romantic storyline with Zack Ryder, a up-and-coming WWE superstar. The on-screen couple's romance was short-lived but added another layer to Stephanie's character development as a tough and powerful authority figure.

Stephanie's relationship with Triple H (Paul Levesque) is perhaps one of the most well-known and enduring storylines in WWE history. The two began dating on-screen in 1999 and eventually got married on an episode of in 2000. The on-screen couple's romance was filled with drama, power struggles, and controversy, often mirroring their real-life relationship. The two eventually got married in real life in 2000 and have three daughters together.

As a key figure in The Authority, Stephanie's romantic storylines often took a backseat to her on-screen role as a powerful and ruthless leader. Her on-screen relationships were often used as a means to an end, with Stephanie using her romantic partners to further her own interests and consolidate power.