1. Kirsten Dunst: Kirsten Dunst played the role of Mary Jane Watson in Sam Raimi's Spider-Man trilogy (2002-2007). Mary Jane is a model and actress who becomes Peter Parker's girlfriend and eventually his wife.
2. Emma Stone: Emma Stone portrayed Gwen Stacy in Marc Webb's The Amazing Spider-Man films (2012-2014). Gwen is a classmate and close friend of Peter Parker, and they develop a romantic relationship.
3. Zendaya: Zendaya plays the role of Michelle "MJ" Jones in the Marvel Cinematic Universe's Spider-Man films (2017-present). MJ is a classmate and friend of Peter Parker, and they eventually develop a romantic relationship.
4. Bryce Dallas Howard: Bryce Dallas Howard portrayed Gwen Stacy in Sam Raimi's Spider-Man 3 (2007). However, her role was relatively minor compared to Kirsten Dunst's Mary Jane Watson in the same film.