The web-slinging, wall-crawling Spider-Man has captured the hearts of readers not only through his superhero antics but also through his complex love life. Over his decades-long history in Marvel Comics, Peter Parker has been involved with a number of remarkable women who have each left a mark on his life. Here, we take a look at the 10 best Spider-Man love interests in Marvel Comics history.

1.Mary Jane Watson – The quintessential love interest of Spider-Man, Mary Jane’s relationship with Peter Parker is iconic. Known for her red hair and the catchphrase “Face it, Tiger…you just hit the jackpot!”, her presence has been a constant in Peter’s life through thick and thin.

2.Gwen Stacy – Before Mary Jane became Spidey’s main squeeze, Gwen Stacy was the primary love interest of Peter Parker. Her character took a dark turn when she tragically died at the hands of the Green Goblin, an event that profoundly affected both Spider-Man and comic book storytelling as a whole.

3.Black Cat (Felicia Hardy) – The mischievous Black Cat has had a tumultuous but passionate relationship with Spider-Man. As much as they clashed due to Felicia’s morally ambiguous lifestyle, the undeniable chemistry between them makes her one of Spidey’s most unforgettable romances.

4.Betty Brant – As J. Jonah Jameson’s secretary at The Daily Bugle, Betty was Peter’s first serious girlfriend. Though their relationship didn’t last due to several misunderstandings and Betty’s troubles with her brother’s death, she remains an important figure in Peter’s early adult life.

5.Liz Allan – Initially depicted as Peter Parker’s high school crush, Liz Allan eventually marries Harry Osborn. She doesn’t fully engage in a romantic relationship with Peter until later in life after her marriage falls apart.

6.Carlie Cooper – A relatively new addition to Peter’s love interests, Carlie Cooper is a forensic scientist who provided a more grounded and normal relationship away from super-powered antics, though things get complicated when she learns about Peter’s alter ego.

7.Michelle “MJ” Gonzalez – A short-lived but notable relationship during Peter’s college years; this romance was characterized by its spontaneity but petered out as quickly as it began.

8.Debra Whitman – A grad student and secretary that Parker dates for some time. Their relationship suffers from her mental health struggles and the pressure of Spider-Man’s secret identity when she becomes suspicious of Peter’s frequent absences.

9 Michele Gonzales – After one ill-advised night together Michele who is actually a roommate more than girlfriend provides some tension while emphasizing Peter’s often-chaotic personal life.

10.Silk (Cindy Moon) – After being bitten by the same radioactive spider as Peter, Cindy Moon develops powers similar to his and takes on the moniker Silk.Their shared spider-bite fate leads to a complicated relationship fueled by biological attractions and superhero camaraderie.

11.Silver Sable (Silver Sablinova) – The leader of Symkaria and head of Silver Sable International had an on-and-off flirtation with Spider-Man over several years. Although their countries’ politics often came between them, there was always mutual respect and occasional romantic sparks.

The stories of these loves have entwined with Spider-Man’s adventures over the years, adding depth and humanity to his character as he juggles romance along with great power — and great responsibility.