No, Quagmire has never slept with Bonnie.
While their relationship is often characterized by playful banter and flirtation, their interactions have always remained platonic. Quagmire's character is known for his insatiable desire for casual encounters, often with women he encounters in bars or through his work as a doctor.
Bonnie, on the other hand, is portrayed as a more grounded and responsible character, who is focused on her family and her relationship with her husband, Peter.
It is important to note that the show is a comedy, and the relationships between characters are often exaggerated for humor.
