User blog comment:MarvelFan2012/Questions and Answers about Spider-Man/@comment-5347501-20120730021111/@comment-5111260-20120730024800

Out of all the women Spider-Man has dated, the only woman he ever truly slept with is the Black Cat.

And as for Gwen Stacy (his first true love), although he had a serious relationship with her, he never really went that far with her. He originally intended to propose to her, but she had left New York before he could.