Update: Janet and her current beau, businessman Wissam Al Mana, are expected to make an engagement announcement before the end of the summer. Rumor has it, her engagement ring will be a double digit carat stunner and we can’t wait to see it!
In 2004, when she was dating Jermaine Dupri, Janet Jackson was spotted wearing this massive 20 carat engagement ring. She never confirmed an engagement, and the couple split in 2009.
Ring Details: Estimated to be 20 carats and worth over $4 million.