Steve Starr
- Taylor Swift is reportedly back on the market after calling it off with longtime beau Joe Alwyn
- Dylan O’Brien (+400) and Shawn Mendes (+500) are close friends with the pop star
- Harry Styles (+500), John Mayer (+1000) and Jake Gyllenhaal (+1600) are just a few of the exes on the board
With the news that Taylor Swift has broken it off with longtime boyfriend Joe Alwyn after six years, it’s only natural to look at who the 33-year-old singer-songwriter might date next. Actors, musicians, pro athletes, tech billionaires, and two actual princes are all listed among the pop star’s possible matches.
Before we look at the list of celebrity suitors, here’s where you can check out the top betting sites for Entertainment in 2023 and the latest betting odds for the 2024 Oscars.
Taylor Swift Next Boyfriend
| Person |  |
| Dylan O'Brien | +400 |
| Harry Styles | +500 |
| Shawn Mendes | +500 |
| Pete Davidson | +800 |
| John Mayer | +1000 |
| Jake Gyllenhaal | +1600 |
| Drake | +1800 |
| Jack Dorsey | +2000 |
| Michael B. Jordan | +2000 |
| Milo Ventimiglia | +2200 |
| Bradley Cooper | +2500 |
| Connor Kennedy | +2500 |
| Luka Doncic | +2500 |
| Pedro Pascal | +2500 |
| Scott Eastwood | +2500 |
| Tom Brady | +2500 |
| Alexander Skarsgard | +3000 |
| Andrew Garfield | +3000 |
| Austin Butler | +3000 |
| Devin Booker | +3000 |
Dylan O’Brien tops the list
Who is Dylan O’Brien (+400), you ask? Swift once told Jimmy Fallon, “Dylan and I have become really close friends” and the 31-year-old Teen Wolf star was spotted outside her New York City apartment in early April. O’Brien also appeared in All Too Well, a 2021 short film that was written and directed by T.Swizzle herself.
Shawn Mendes (+500) has collaborated with Swift in the past and the two apparently have a longtime friendship. However, recent tabloids have linked the Canadian pop star with Camila Cabello. Taylor has also been pals with Drake (+1800) for years, aside from a possible social media spat in 2022.
Dylan O’Brien reveals he has a group chat with Taylor Swift and Sadie Sink. pic.twitter.com/WCkfp2ImXu
— Pop Base (@PopBase) July 30, 2022
Long list of exes
Oddsmakers always feature exes prominently when posting celebrity dating odds because, even if the people now hate each other, there’s at least definitive proof they once slept together. While some former lovers such as Calvin Harris, Tom Hiddleston and Taylor Lautner are not listed, there are plenty on the board.
Harry Styles (+500) dated Swift for three months almost a decade ago. Tay Tay bedded John Mayer (+1000) and Jake Gyllenhaal (+1600) way back in 2010. She also enjoyed a summer 2012 fling with Robert Kennedy’s grandson, Connor Kennedy (+2500), and was spotted with Alexander Skarsgard (+3000) in 2013.
All eyes on Pete Davidson
Whenever a notable female celebrity breaks it off with her partner, Pete Davidson (+800) inevitably trends on Twitter. Gisele Bündchen, Melania Trump, and Taylor Swift being the most recent examples. The SNL alum leads a curious list of names that likely have no connection whatsoever to the songstress.
Twitter founder Jack Dorsey (+2000) and Twitter destructor Elon Musk (+6000), for instance. There are popular actors such as Creed star Michael B. Jordan (+2000), Pedro Pascal (+2500), Brad Pitt (+3500) and Leonardo DiCaprio (+4000). And don’t forget athletes like Luka Doncic (+2500), Devin Booker (+3000) and Tom Brady (+2500). There are even two royal family members: Prince Sébastien of Luxembourg (+3000) and Prince Wenzel of Liechtenstein (+4000).
Report: Tom Brady might quit his new 10-year, $375 million deal with Fox Sports.@AndrewMarchand says that right now Brady is at 51% more likely to walk away from his FOX deal before it starts, adding that it's "fluctuating".https://t.co/Q8UUMiJ6J6 pic.twitter.com/BR0GUQbXpT
— Dov Kleiman (@NFL_DovKleiman) May 4, 2023
Best Bet
Fernando Alonso is not even on the board despite rumors connecting the Spanish Formula 1 driver with Swift. For that reason, you should proceed with caution and only make a fun wager with low stakes.
For my money, the silliest, most-implausible name you can bet on is Shohei Ohtani (+6000). This would be yet another impossible milestone achievement for the two-way Japanese baseball superstar.
See below the top sportsbooks where you can wager online and choose the best one for you:
