Madonna's dating history: A look back at Madonna's most high-profile relationships, Guy Ritchie and Sean Penn
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://www.lifeandstylemag.com/wp-content/uploads/2022/05/Madonna-Dating-History-Whom-She-Has-Dated-and-Married-Dennis-Rodman.jpg?resize=1200%2C1200&quality=86&strip=all)
Madonna Dating History: Whom She Has Dated and Married
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://i0.wp.com/images.prismic.io/netmums/8b425235-a954-44fe-9f42-9bcb2d41f0a8_madonna+pic+%282%29.png?w=749&ssl=1)
Madonna's Personal Life, Siblings, Parents, Husband, Boyfriend, Kids, Other Family And Dating History »
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://people.com/thmb/pgE04GqtcvM72_QZmRJiNyG3S3Y=/1500x0/filters:no_upscale():max_bytes(150000):strip_icc():focal(751x419:753x421)/Josh-Popper-madonna-030723-02-6df2c87ec5d6481e948b851946a8096c.jpg)
Madonna's Dating History: From Sean Penn to Guy Ritchie
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://i.dailymail.co.uk/i/pix/2009/02/28/article-1157780-039FB693000005DC-80_233x360.jpg)
Is Madonna still in love with Sean Penn, the man who beat her up with a baseball bat?
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://media.okmagazine.com/brand-img/IuPZR50RQ/0x0/madonna-guyritchie2-1678480764580.jpg)
Madonna's Dating History Explained: Timeline Of Singer's Romances
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://www.lifeandstylemag.com/wp-content/uploads/2022/05/Madonnas-Relationship-History-Includes-Industry-Names-From-Guy-Ritchie-to-Ahlamalik-Williams-Brahim-Zaibat.jpg?resize=1080%2C1080&quality=86&strip=all)
Madonna Dating History: Whom She Has Dated and Married
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://people.com/thmb/Cqhedqz452UG6iY2pFGPdUohMiM=/1500x0/filters:no_upscale():max_bytes(150000):strip_icc():focal(999x0:1001x2)/madonna-jean-michel-basquiat-5a7db2416038484bb445b7e11a8c9d63.jpg)
Madonna's Dating History: From Sean Penn to Guy Ritchie
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://media.glamourmagazine.co.uk/photos/6138acd130654311017f77be/master/w_320%2Cc_limit/MM805567.jpg)
Madonna's past boyfriends
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://www.the-sun.com/wp-content/uploads/sites/6/2023/06/GettyImages-804815162jpg-JS548184966.jpg?w=620)
Madonna relationship history explained
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://i.dailymail.co.uk/1s/2022/10/10/03/63291437-0-image-a-21_1665370678493.jpg)
Madonna's Relationship History
![Madonna's Dating History: From Sean Penn to Guy Ritchie](https://pagesix.com/wp-content/uploads/sites/3/2022/09/maddonna-age.jpg)
Since 2008, Madonna only dates guys at least 28 years younger