Image via Complex Original
New York Yankee Derek Jeter has been spotted with Hannah Davis, a green-eyed Ralph Lauren model born in the Virgin Islands. For him, this is atypical. Sure, she's pretty as hell, but compared to the big-time movie stars, TV actresses, and singers he's been cavorting with since his arrival in New York, Hannah is relatively low-profile.
But that doesn't change the fact that she's freaking gorgeous. In fact, Jeter really only dates gorgeous girls, and at the age of 38, he's got a resumé better than the most debonair Hollywood bachelors.
Exactly where does he rate among the Leo DiCaprios, Warren Beattys, and Wilmer Valderramas of the world? Find out in our list of The Top 10 Male Celebrities with the Best Dating Track Record.
Ryan Gosling
Women dated: Sandra Bullock (2001-2003), Famke Janssen (2004), Rachel McAdams (2004-2007, 2008), Jaime Murray (2009), Kat Dennings (2009), Blake Lively (2010), Casey LaBow (2010), Olivia Wilde (2011), Eva Mendes (2011-present).
Gosling started his celebrity babe-bagging ways with a bang, embarking on a substantial relationship with Sandra Bullock when he was 21 and she was 37. Although his raw numbers aren't extraordinary, he has tended to shack up with only the best. There is the whiff of the boy toy to him—Famke Janssen is also 16 years older than him, and Eva Mendes (rumor has it they're talking marriage) is six years older.
Orlando Bloom
Women dated: Sienna Miller (January 2001), Kate Bosworth (2002-2006), Kirsten Dunst (2005), Vanessa Minnillo (2005), Penelope Cruz (2006), Naomie Harris (2007), Miranda Kerr (2008-present)
Bloom has come a long way since The Lord of the Rings and Pirates of the Caribbean. And it hasn't been the good kind of long way. Still, he managed to get together with top-notch hotties despite being more elf than actor (perhaps his career luck will change with The Hobbit, coming out in December). On the home front, he's perfectly happy to be Mr. Mom-ing it with wife and Victoria's Secret model Miranda Kerr, content that he sewed his oats with incredibly sexy women from three different continents. Well played, Bloom.
Wilmer Valderrama
Women dated: Jennifer Love Hewitt (1999), Majandra Delfino (2000-2001), Mandy Moore (2001-2002), Lindsay Lohan (2004), Ashlee Simpson (2005), Rihanna (2009), Avril Lavigne (2009), Demi Lovato (2010), Minka Kelly (2012)
A ladies' man in the style of Scott Baio, Valderrama's professional status is frozen in amber: He will forever be "that guy who was on That '70s Show." But who needs a lot of so-called acting success when your personal reputation is "that guy who gets all the famous chicks"? The second-youngest guy on this list, Valderrama has plenty of time to carve more notches—the inevitable reality show Wilmer Valderrama is 45... and Single doesn't begin filming until 2025.
Justin Timberlake
Women Dated: Fergie (1996), Britney Spears (1999-2002), Jenna Dewan (2002), Alyssa Milano (2002), Staci Flood (2003), Cameron Diaz (2003-2006), Scarlett Johansson (2006, 2007, 2011), Jessica Biel (2007, 2011, 2012), Olivia Munn (2010), Mila Kunis (2011)
We know what it must be like for these women because we really didn't want to like Justin Timberlake. He was in NSYNC, after all, and boy-band boys who want to go legit really have their work cut out for them. Yet, Timberlake actually turned out to be much cooler than he should have; he's virtually a Saturday Night Live cast member at this point and he's a credible movie actor.
Ok, so we've been seduced by Justin Timberlake and he's had his way with us. It's called a man-crush, OK? It's no wonder Jessica Biel got him to put a ring on her.
Derek Jeter
Women Dated: Mariah Carey (1997-98), Lara Dutta (2000-2001), Joy Enriquez (2001), Jordana Brewster (2002-2003), Vanessa Minnillo (2003-2006), Jessica Alba (2004), Adriana Lima (2006), Jessica Biel (2006-2007), Minka Kelly (2008-2011), Hannah Davis (2012-present).
Props to an athlete who works it as smooth as a Hollywood leading man. Today's pro ballpayers are known for having rap sheets, blowing money in strip joints, and accidentally shooting themselves in nightclubs. Not Jeter, though—the man scores with some of the most desirable female celebrities around. Coming off a run of Minnillo-Alba-Lima-Biel-Kelly —"hitting for the cycle" barely describes it—has to be rough, but perhaps his current girlfriend Hannah Davis, a 22-year-old Ralph Lauren model, can be of some consolation to poor 38-year-old Derek.
Sean Penn
Women Dated: Elizabeth McGovern (1983-1984), Madonna (1985-1989), Jewel Kilcher (1990), Robin Wright (1990-09), Elle Macpherson (1996), Petra Nemcova (2008, 2012), Natalie Portman (2009), Jessica White (2009-2010), Charlize Theron (2010), Valeria Golino (2011), Scarlett Johansson (2011), Garcelle Beauvais (2011), Shannon Costello (2011), Calu Rivero(2012) Dates unknown: Stacey Nelkin, Peggy Trentini, Brigitte Nielsen
For a guy whose claim to fame was playing a dumb-as-a-brick stoner in Fast Times at Ridgemont High, Sean Penn's been doing pretty well for himself in both the acting and dating departments. It seems like the star profile of his female conquests have only gone up as his own profile has. And now that he's at his peak, we can assume he has his pick of whomever A-list celeb he wants.
Leonardo DiCaprio
Women Dated: Juliette Lewis (1993), Brittany Daniel (1994-95), Bridget Hall (1995), Claire Danes (1995-96), Kristen Zang (1996-1997), Helena Christensen (1997), Linnea Dietrichson (1997), Eva Herzigova (1998), Vanessa Hayden (1998), Kidada Jones (1998), Bijou Phillips (1998), Amber Valletta (1998), Demi Moore (1998, 2002), Gisele Bundchen (2000-2005), Sienna Miller (2005), Bar Refaeli (2006-2009, 2010-2011), Emma Miller (2009), Ashley Roberts (2009), Anne Vyalitsyna (2009), Blake Lively (2011), Alyce Crawford (2011), Kendal Schuler (2011), Madalina Ghenea (2011), Erin Heatherton (2011-present)
Words fail. In terms of quality, Leo is unmatched. This is the age of serial monogamy, remember—a guy is just not going to put up Warren Beatty numbers. Some of these ladies carbon-date to the "Pussy Posse" era, when DiCaprio led a group of young bird-doggers that included Tobey McGuire, Kevin Connolly, Lukas Haas, and magician David Blaine, company that insured Leo was always the best looking guy in the room.
When it comes to your own pursuit of the pretty girls, don't waste your time praying to God or bargaining with the Devil. Just ask yourself WWLD—What Would Leo Do?
Note: No, we don't know what Leo would do. And if we did, we sure as hell wouldn't post it on the Internet for free. It's more of a rhetorical question.
Burt Reynolds
Women Dated: Lori Nelson (1959-1960), Judy Carne (1963-1965), Inger Stevens (1970), Chris Noel (1970-1971), Mamie Van Doren (1971), Lorna Luft (1974-1975), Catherine Deneuve (1975), Kim Basinger (1976), Chris Evert (1977), Tammy Wynette (1977), Sally Field (1977-1981), Gig Rauch (1979), Tawny Little (1981), Loni Anderson (1983-1993), Pam Seals (2000). Dates unknown: Adrienne Barbeau, Doris Day, Faye Dunaway, Miko Mayama, Sarah Miles, Dinah Shore
Acting was a consolation career for Reynolds: His football career at Florida State and (as he hoped) in the pros died a premature death when an injury from a car accident left him unable to play. Ah, well, might as well try Hollywood.
Oddly enough he proved to be a bankable star in movies about football (The Longest Yard, Semi-Tough) and driving fast (Cannonball Run, Smokey and the Bandit). He also proved irresistible to the women of the day. Once he posed in his hirsute for Cosmopolitan, bagging sweethearts like Gidget and Jennifer Marlowe was child's play.
Scott Baio
Women dated: Kristy McNichol (1978), Brooke Shields (1978-1981), Erin Moran (1981-1982), Heather Locklear (1982-1985), Melisa Gilbert (1984), Julie McCullough (1986), Nicole Eggert (1987), Nicollette Sheridan (1987-1988), Lesley Ann Warren (1989), Pamela Anderson (1990-1993), Erika Eleniak (1992), Liza Minnelli (1993), Natalie Raitano (1999), Jeanette Johnson (2000-2004), Renee Sloan (2005-present). Dates unknown: Sue Carlson, Beverly D'Angelo, Sheila Kennedy, Denise Richards
There are the guys who are born to be players, and then there are the ones who greedily grab all they can because they know they're not supposed to be there. Scott Baio is without a doubt the latter; nothing in his career-defining TV work (Happy Days and Charles in Charge) suggests he'd serially bed cute actresses and leggy nude models. (For different reasons, Liza Minnelli also defies explanation.) In the 1980s, Baio made himself at home in the Playboy Mansion but, according to legend, was banned for sleeping with too many Playmates. (Legend further has it that he bagged all twelve of them in a certain year.) You have to be a real punk for Hugh Hefner to shut you down for behaving too much like, well, Hugh Hefner. And that's something to be proud of.
Warren Beatty
Women dated: Diane Ladd (1957-1958), Elizabeth Hubbard (1958), Jane Fonda (1959), Stella Stevens (1959), Diane Baker (1959), Joey Heatherton (1959), Greta Chi (1959), Joan Collins (1959-1961), Vivian Leigh (1961), Susan Strasberg (1961), Inger Stevens (1961), Cher (1962), Natalie Wood (1962-1963), Samantha Eggar (1963), Diane McBain (1963), Claudia Cardinale (1963), Leslie Caron (1964-1966), Bernadette Peters (1965), Susannah York (1966), Morgan Fairchild (1966), Juliet Prowse (1966), Maya Plisetskaya (1966-1967), Faye Dunaway (1967), Mary Johnson (1967), Barbara Harris (1967), Julie Christie (1967-1974), Brigitte Bardot (1968), Maria Callas (1968), Princess Elizabeth of Yugoslavia (1968), Marisa Mell (1968), Barbra Streisand (1969), Britt Ekland (1970), Goldie Hawn (1971), Joni Mitchell (1971), Liv Ullman (1971), Carole Mallory (1971), Carly Simon (1972-1973), Michelle Phillips (1973-1976), Lana Wood (1975), Constance Mooney (1977), Serena (1977), Iman (1977), Barbara Minty (1978), Diane Keaton (1978-1980), Bitten Knudsen (1979-1981), Janice Dickinson (1980), Mary Tyler Moore (1980), Christina Onassis (1980), Isabelle Adjani (1986-1988), Melanie Griffith (1987), Joyce Hyser (1988), Madonna (1989-1990), Carol Alt (1990), Stephanie Seymour (1991), Annette Bening (1991-present). Dates unknown: Barbara Allen, Carol Alt, Jaid Barrymore, Candice Bergen, Bebe Buell, Judy Carne, Connie Chung, Pat Cleveland, Germaine Greer, Daryl Hannah, Dayle Haddon, Brooke Hayward, Lillian Hellman, Margaux Hemingway, Barbara Hershey, Kate Jackson, Bianca Jagger, Christine Keeler, Madonna, Princess Margaret, Elle MacPherson, Linda McCartney, Robin Menken, Sharon Mitchell, Stacey Nelkin, Suze Randall, Vanessa Redgrave, Diana Ross, Diane Sawyer, Jessica Savitch, Jean Seberg, Dewi Sukarno, Mamie van Doren, Diane von Furstenburg, Raquel Welch.
Beatty is known as the most sex-having-est celebrity ever. In the biography Star: How Warren Beatty Seduced America, author Peter Biskind did some math and came up with a figure of "12,775 women, give or take, a figure that does not include daytime quickies, drive-bys, casual gropings, stolen kisses and so on."
Whatever the real number, it is undoubtedly very large, more than all the other guys on this list combined. It is frankly amazing that the man found the time to act in 24 movies and a handful of TV series. We're a little winded just thinking about it all.