Hollywood · Public relationship record

Sean Penn

Sean Penn has no publicly confirmed current partner. Past relationships on record include Madonna, Robin Wright and Scarlett Johansson and 2 more.

Sean Penn portrait
Photo: Harald Krichel · CC BY-SA 3.0 · View on Wikimedia Commons

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Sean Penn is an American actor and director who won Academy Awards for Mystic River and Milk.

This page records the sourced public timeline below. A missing date means the reviewed public sources did not establish a reliable day-level date; it is not inferred.

Who has Sean Penn dated?

  1. Aug 16, 1985 — 1989

    Madonna

    divorced · Confirmed

    Madonna married actor Sean Penn on 16 Aug 1985, her 27th birthday; she filed for divorce in December 1987, withdrew it, filed again on 5 Jan 1989, and they divorced in 1989.

    Madonna's full dating history →

  2. Apr 27, 1996 — Jul 22, 2010

    Robin Wright

    divorced · Confirmed

    Sean Penn began dating actress Robin Wright in 1989 and married her on 27 April 1996; they have two children. After filings and reconciliations, their divorce was finalised on 22 July 2010.

  3. 2011 — 2011

    Scarlett Johansson

    past relationship · Widely reported

    Johansson and Penn were publicly linked in spring 2011 after reports of a Mexico trip, a wedding attendance, and public hand-holding. CBS, citing People, reported on 2011-06-03 that a source said they were no longer dating; the reporting did not include a direct confirmation from either person.

    Scarlett Johansson's full dating history →

  4. 2013 — 2015

    Charlize Theron

    past relationship · Confirmed

    Sean Penn dated actress Charlize Theron from December 2013; she later said they were never engaged. They split in 2015.

    Charlize Theron's full dating history →

  5. 2020 — 2022

    Leila George

    divorced · Confirmed

    Sean Penn began a relationship with actress Leila George in 2016; they married in 2020 and divorced in 2022.

What is Sean Penn's zodiac sign?

NameZodiac signNationality
Sean PennThis page Leo American
Leila GeorgeFormer wife Pisces Australian
Charlize TheronFormer girlfriend Leo South African / American
Scarlett JohanssonFormer girlfriend Sagittarius American
Robin WrightFormer wife Aries American
MadonnaFormer wife Leo American

Zodiac signs are Western sun signs worked out from public birth dates; nationality is from Wikidata. A dash means the information is not public. Rumoured links are not included.

Frequently asked questions

Who is Sean Penn dating?

Sean Penn has no publicly confirmed current partner.

Who has Sean Penn dated?

Sean Penn's sourced relationship history: Madonna (divorced, 1985–1989); Robin Wright (divorced, 1996–2010); Scarlett Johansson (past relationship, 2011); Charlize Theron (past relationship, 2013–2015); Leila George (divorced, 2020–2022).

How many times has Sean Penn been married?

Sean Penn has 3 recorded marriages: Madonna (1985–1989), Robin Wright (1996–2010) and Leila George (2020–2022).

Who else in Hollywood is with who?

See every Hollywood couple →

Record scope

General information and entertainment only. Rumours appear only with a visible Rumoured label. The site excludes allegations, private details, and relationships involving minors. Read the full methodology.