Upcoming Match-ups

Who Will be Taylor Swift’s Next Boyfriend? Odds Favor Dylan O’Brien & Harry Styles

Brady Trettenero

by Brady Trettenero in Entertainment

Updated Jun 20, 2023 · 2:48 PM PDT

Taylor Swift next boyfriend odds.
Taylor Swift performs at Nissan Stadium in Nashville , Tenn., Friday, May 5, 2023.
  • Odds have been released for Taylor Swift’s next boyfriend
  • Teen Wolf star Dylan O’Brien is currently the favorite over Harry Styles
  • Read below for Taylor Swift next boyfriend odds, plus predictions

Who will be Taylor Swift’s next boyfriend? Dating rumors have been circulating following news the ‘Midnights’ singer split with former boyfriend Joe Alwyn in April 2023. The couple had been dating for almost six years prior to the break-up.

Sportsbooks are joining in on the speculation by offering betting odds for who will be Taylor’s next boyfriend. They are listing Teen Wolf actor Dylan O’Brien as the most likely choice to date Taylor next, despite rumors the singer could already be dating the 1975’s Matty Healy.

Let’s take a look at the odds to be Taylor Swift’s next boyfriend, and determine who is the most likely candidate.

Odds for Taylor Swift’s Next Boyfriend

Person Odds
Dylan O’Brien +400
Harry Styles +450
Shawn Mendes +500
Pete Davidson +700
John Mayer +850
Jake Gyllenhaal +1000
Drake +1200
Jack Dorsey +1500
Michael B. Jordan +1700
Milo Ventimiglia +2000
Bradley Cooper +2200
Connor Kennedy +2500
Luka Doncic (DAL) +2500
Pedro Pascal +2500
Scott Eastwood +2700
Alexander Skarsgard +2900
Andrew Garfield +3000
Austin Butler +3000
Devin Booker (PHX) +3200
John Boyega +3500
Liam Hemsworth +3500
Paul Mescal +4000
Price Sebastien of Luxembourg +4000
Theo James +4500

Odds as of May. 17.  

Taylor Swift has been linked to 16 different men since she began dating back in 2008, including actors such as Taylor Lautner and Jake Gyllenhaal, plus musicians John Mayer and Harry Styles.

Most sportsbooks mention in the fine print that Taylor Swift has to actually confirm this relationship herself for the bet to be paid out. This means any casual hookups and/or flings likely won’t count.

Matty Healy Absent in Taylor’s Next Boyfriend Odds

Sportsbooks aren’t fully sold on rumors that the 1975 frontman Matty Healy and Taylor Swift are dating. The internet was set ablaze when pictures surfaced of the two pop stars hanging out in both New York and Nashville. Recently, the two were spotted leaving a party at Electric Lady Studios.

Taylor Swift fans may not want to believe that she chose Matty Healy as her new boyfriend, but it’s hard to ignore the evidence. Entertainment Tonight reports that Swift and Healy are seeing each other after producer Jack Antonoff reconnected them.

According to ET’s source, “Taylor and Matty like each other. Taylor has a crush on Matty and they are having a good time hanging out. Matty also thinks Taylor is awesome and incredibly talented, too. They dated briefly in the past.”

Perhaps Swift dating Healy in May 2023 could just be a short fling, but there’s no reason for Healy to not be somewhere in the Taylor Swift next boyfriend odds. If you can find a sportsbook that offers Healy in the odds, we recommend betting on him before this relationship potentially becomes official.

Dylan O’Brien, Harry Styles Top Betting Choices

Although Taylor Swift has been spotted with Matty Healy recently, sportsbooks are listing American actor Dylan O’Brien and English singer Harry Styles as the top choices to be her next official boyfriend. Neither has odds greater than 12.5%, however, meaning the field is fairly wide open.

O’Brien and Swift have never been linked romantically, but they do have a history. The two have spoken praise for each other’s work in the past, with Swift telling the Late Night’s Seth Myers, “I watch everything he’s in. I’m a huge fan of his.”

Swift also cast O’Brien in her 2021 “All Too Well” music video, which went on to win the best Music Video Award at the 2023 Grammys. The two friends likely became even closer celebrating their great accomplishment together.

When it comes to Harry Styles and Taylor Swift, these two do in fact have a romantic history. Though Swift never confirmed it herself, media outlets reported the pair dated back in 2012 for a short period of time. There has been speculation that a couple of songs on Taylor Swift’s 1989 album were written about Styles.

The odds suggest there’s a decent chance Swift and Styles will reconnect and perhaps date more seriously in the future. We wouldn’t count on anything imminent, however, as Styles has been linked to Emily Ratajkowski in the past month.

Canadian pop singer Shawn Mendes rounds out the top-three favorites in the Taylor next boyfriend odds. The 24-year-old Mendes is notably nine years younger than Swift, and the two haven’t been linked romantically. Swift and Mendes have collaborated on a song before, but Mendes is reportedly dating Camilo Cabello, which should take him out of the running to be Taylor’s next bf.

Prediction for Taylor Swift’s Next Boyfriend 2023

Considering Healy is attending Taylor Swift shows and the two have been hanging out, it’s only a matter of time before sportsbooks move the 1975 singer atop the Taylor next boyfriend odds. The question becomes whether Taylor confirms the relationship and posts about it on her social media or not.

Many fans are disappointed with the latest Taylor Swift dating news due to Healy having a controversial past, so perhaps this is a relationship Taylor doesn’t publicize too much and keeps under the radar. Or maybe it’s just a summer fling that runs its course in a few months.

For our official Taylor Swift next boyfriend prediction, we’ll take a flier on actor Andrew Garfield at +3000. Yes, Garfield used to date Swift’s good friend, Emma Stone, but his aesthetics and humble personality seem like a perfect match for the pop singer.

Longshot Pick: Andrew Garfield (+3000)

Author Image