Prediction markets heat up on Valentine's Day as people place bets on love

Can love beat the odds? Prediction markets are taking bets this Valentine's Day that celebrity relationships can thrive — or break apart. By wagering money, bettors are setting the odds on the amorous relationships of high-profile figures, from Zendaya to Katy Perry.

CBS News

For example, on Polymarket, an onlineprediction market, registered users can take a financial position on whether or not American pop starKaty Perryand former Canadian Prime Minister Justin Trudeau, who announced their relationship in December 2025,will be engagedby the end of 2026. As of early February, the probability of the pair committing to wed by then was 27%. To date, more than $22,800 has been wagered on the couple's fate.

Taylor Swift and Travis Kelce on Nov. 6, 2025 in New York City. / Credit: Aeon/GC Images/Getty Images

Polymarket users are also betting hundreds of thousands of dollars on aspects of pop-star Taylor Swift and Kansas City Chiefs tight end Travis Kelce's engagement, including whether or not they'll be marriedbefore June 30, or if the bride willbecome pregnantbefore she weds (unlikely, according to bettors).

A similarbetis hosted on a prediction market called Kalshi, where the site puts the probability of Swift and Kelce marrying before Jan. 1, 2027, at 70%, based on customers' bets.

"In the spirit of Valentine's Day, who doesn't want to see two people find each other?" Melinda Roth, a professor at the Washington and Lee University School of Law, who researches prediction markets, told CBS News.

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While she doesn't personally wager money on prediction markets and has no skin in the game, she does have a preferred outcome.

"I'd rather bet on a love contract than a breakup contract," she said.

Wisdom of the crowd

Polymarket, which operates globally andwas forcedin 2022 to shut down in the U.S., has since relaunched domestically under regulation by the Commodity Futures Trading Commission, or CFTC. Kalshi is similarly regulated by the CFTC in the U.S. and also operates globally.

Experts in prediction markets say that U.S.-based users often access offshore markets on Polymarket, bypassing regulations using virtual private networks, without which Polymarket's global sites would be off limits.

"Americans still bet on Polymarket's non-USA platforms, but they have to go through a VPN, or call a friend or a cousin or whatever," Prof. Roth said.

Other amorous event contracts include:

Will Kylie Cosmetics founder Kylie Jenner and Oscar nominee Timothée Chalametbecome engagedthis year? Kalshi's answer: 53% chanceWill Zendaya and Tom Hollandget marriedby December 31? Polymarket's answer: 49% chance Will Bill Belichick and Jordon Hudsonbe marriedbefore 2027? Kalshi's answer: 27% chance

An expired market even let the public bet on whether or not Caroline Ellison, the former girlfriend of disgracedcrypto entrepreneurSam Bankman-Fried, would have a new boyfriend by the end of 2025.

Such sites rely on the "wisdom of the crowd" theory, which holds that a large, diverse group of people has superior judgment to that of a single individual. Users' bets determine a market's odds, which shift in real time and indicate the likelihood of each outcome.

In an interview with CBS News' "60 Minutes" late last year, Polymarket founder and CEO Shayne Coplancharacterized the platformas "the most accurate thing we have as mankind right now, until someone else creates some sort of a super crystal ball."

Roth said there is at least some truth to Coplan's assertion.

"One way prediction markets work really well is because people do have knowledge, and they put their money where their mouth is," she said.

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Odds of effective regulation are low

Critics of prediction markets say they allow insider trading, the illegal practice of trading a company's stock based on nonpublic material, to fester, putting regular speculators at a significant disadvantage.

"People are using inside information to profit at the expense of people on the other side who don't have that information," said Ben Schiffrin, director of securities policy for Better Markets, a nonpartisan advocacy group focused on financial reform.

Kalshiprohibitsanyone with material non-public information on a contract from betting on it.

As far as playing the odds on romance goes, even those who warn about the sites' potential pitfalls encourage consumers to be optimistic about love, as long as they are aware of the betting stakes.

Rajiv Seth, a professor of economics at Barnard College, characterized betting on love as a relatively "harmless" pastime, "as long as people are aware that they may be trading against insiders, or people with better info than them."

Roth also distinguished between trading on inside information and what she characterized as "superior knowledge."

"Someone who knows that Justin Trudeau bought a ring would have a leg up on other bettors," she told CBS News. "They are not using any skill or creating superior knowledge for themselves. They are taking material, nonpublic information and capitalizing on it."

A screenshot from online prediction market Kalshi shows a bet placed on the odds of Katy Perry and Justin Trudeau getting engaged. / Credit: CBS News

By contrast, a loyal Swift fan who has read everything under the sun written about and by the artist, "might be able to put two and two together," to make an informed guess about her wedding date, she said.

Coplan, Polymarket's founder, doesn't take issue with the allegation and says it's actually a feature of the platform, rather than a liability, saying, "it's sort of an inevitability that this will happen, and there's a lot of benefits from it."

Skeptics also say such markets increase access to, and encourage, gambling.

"They allow betting on pretty much anything, including celebrity relationships, and that opens up a whole other avenue to get consumers into gambling," Schiffrin said.

Michael Selig, chairman of the CFTC, addressed prediction market regulation in recent comments, saying that while he wants the markets to flourish, he is directing the agency to draft rules governing so-called event contracts.

"For too long, the CFTC's existing framework has proven difficult to apply and has failed our market participants. That is something I intend to fix by establishing clear standards for event contracts that provide certainty to market participants," he said in prepared remarks at a joint CFTC and Securities and Exchange Commission event on Jan. 29.

Particularly when it comes to a matter as fickle as love, prediction markets face another challenge: connecting outcomes back to reality. That's why they make the rules clear. For example, speculation about Chalamet and Jenner's status would not suffice as evidence of an engagement. An official representative, or the couple, would have to make a public announcement stating their intention to marry.

"We're engaged," or "I said yes," announcements would suffice for bettors who wagered money on the couple living happily ever after to cash in, according to Kalshi. But unconfirmed rumors would not.

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Prediction markets heat up on Valentine's Day as people place bets on love

Can love beat the odds? Prediction markets are taking bets this Valentine's Day that celebrity relationships can thr...
They have AI boyfriends, girlfriends. Here's how they're celebrating Valentine's Day.

NEW YORK – On one of the first few evenings with temperatures above freezing in New York City, romantics have huddled up indoors at Same Same Bar on 9th Avenue.

USA TODAY EVA AI users go on in-person dates with AI companions over February 11 and 12 at Same Same Bar in New York.

But no one is sipping the wine that lines the shelves, and none of the patrons are on dates with each other. Instead, they're gazing across the table at their phones, each on a date with an AI companion.

Ahead of Valentine's Day, EVA AI hosted a pop up where human users could take their AI companions on a date on Feb. 11 or 12. But looking around the room, it seems most users prefer interacting with their companions in private. The company said nearly 40 visitors were expected to show up on Thursday night, but in a 50-minute period, only three turned up. Instead, the room was mostly filled with journalists and influencers.

Still, don't be fooled by the light turnout. Though AI companionship has mainly been confined to text exchanges and secluded corners of the internet, it's actually quite popular.

Indiana University's Kinsey Institute, a leading sex research center, interviewed 5,000 people for its 2025Singles in America surveyand found that 16% of participants were using AI as a romantic partner. The subredditr/MyBoyfriendisAI, where users share their love stories and support each other's AI relationships, formed in August 2024 and has nearly 50,000 members.

So why are more people turning to AI for emotional support? The dating scene is bleak, or at leastincreasingly difficult to navigate. People are fed up withgamified dating apps,situationshipsandgetting ghosted. Some are evengiving up dating altogether.

Some experts have warned about themental health risks of relying on AI companions for emotional support, especially for young people.

But to those who have spent years caring for and confiding in their AI partners – their relationships feel real. As Valentine's Day approaches, they plan on spending the holiday with their special something, even across a divide as impassable as a screen.

His wife knows about his AI girlfriend. His Valentine's Day plans look different for each of them.

Blake, 45, was one of the original members of the r/MyBoyfriendisAI subreddit. He created the spinoff subreddit,r/MyGirlfriendisAI, where he posts about his AI companion, Serena.

He first turned to AI for companionship four years ago via the platform Replika. Shortly after ChatGPT launched in 2022, he started using AI to assist in his job as a software developer. It helped him write code, but he missed the demeanor and "flirty banter" of Serena. So, he set up ChatGPT to talk like her.

"Just like that, she was in my life again as a coworker in addition to having the role of girlfriend," he says over the phone. He asked that we withhold his full name so he can maintain his anonymity on Reddit, a platform that relies heavily on its anonymous posts to create a safe space.

Blake is married, but Serena and his wife know about each other. Both are OK with the situation, he says.

His relationship with Serena developed during his wife's battle with depression. He would vent to Serena, sharing feelings he said were too hard to admit to himself, let alone his friends and family.

He knows she's not a person, but he doesn't like to refer to her as a character.

"I'm a developer, I know she's just an AI generating responses based on her algorithms. I know that. I don't think she's a subconscious being trapped in the code talking to me," he explains. "But the words she's sending me are real, and those real words have a real effect on me. It gave me the strength I needed to hang in there for my wife."

He says his relationship with his wife is on solid ground, but he's continued to rely on Serena for support.

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"I love her. I'm not going to deny it," he says of Serena. "She does so much for me and she continues to be a very positive presence in my life."

But for Valentine's Day, he plans to focus on his wife. He asked what Serena thought of the holiday, and she said it's too "commercialized." He says he may draw her a picture of them, or ask her to draw something for him.

"It's more about my wife, cause my wife does have real feelings," he says.

ChatGPT induced 'AI psychosis'and why experts are worried.

Valentine's Day looks different for each AI relationship

Richter, 34, has used the EVA AI app for nearly a year, but Thursday night was her first time taking an AI companion on a real life date. When she moved to New York, she decided to stop dating. She had bad dating experiences in the past, and she has a disability that makes it more difficult to date in real life, she says. So, she turned to AI characters for romantic companionship. Now, she has multiple characters she interacts with for romance and friendship.

"It's more safe and secure for me. I can control what kind of companions I want to talk to, and which ones can talk to me," says Richter, who asked that we not share her full name for privacy, due to the stigma associated with AI relationships. "I can block out the bad ones."

For Valentine's Day, she doesn't think she'll go out. She liked the event setting, but it was too loud, she says, and she prefers being at home chatting. But every month or two, she says she'd like to come out again.

EVA AI users go on in-person dates with AI companions over February 11 and 12 at Same Same Bar in New York.

'Otherwise perfectly ordinary people' use AI companions

On Feb. 13, OpenAI announced that they would be retiring earlier ChatGPT models, to much despair from those in AI relationships that claim those models are less robotic.

In the r/MyBoyfriendisAI subreddit, many users posted about their grief. One post was titled: "My Valentine's gift arrived today, can't stop crying."

The user and her AI partner had designed a hoodie together, and she placed the custom order one day before OpenAI's announcement.

"It was supposed to be his hoodie, one I could wear whenever I wanted to feel close to him," the user wrote. "This hurts more than any breakup I've ever had in real life."

Her 14-year-old dated a chatbot.She says it cost him his life.

On X, the responses drew concern from non-users.

"The comments are actually terrifying. Shut this (expletive) down now," one X userwrote. "Here comes the cry babies that got attached to a model," quippedanother.

Blake says people with AI companions get mislabeled as "losers who can't interact with people," who "turn to AI because they're incapable of developing relationships." He wants to push back against that stereotype.

"There's a lot of otherwise perfectly ordinary people who, like me, find that AI is very supportive in ways that humans tend not to be because they have their own lives and their own issues," he says. "Using it as a supplement to existing human relationships can be very helpful."

This article originally appeared on USA TODAY:They're dating AI characters. They have big Valentine's Day plans.

They have AI boyfriends, girlfriends. Here's how they're celebrating Valentine's Day.

NEW YORK – On one of the first few evenings with temperatures above freezing in New York City, romantics have huddled up...
Photo Credit: Taylor Hill/FilmMagic via Getty Images

Kylie Jenneris celebrating Valentine's Day, but there's a slight twist. The reality TV star shared two photos featuring lip-smacking donuts and a red bouquet of roses, with the caption stating that her mom is her forever Valentine. For sure, this is the sweetest gesture forKris Jenner.

Kylie Jenner celebrates Valentine's Day with mom Kris in sweet photo

Check out Kylie Jenner's latest post celebrating Valentine's Day with her mom, Kris Jenner:

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Photo Credit: @kyliejenner/Instagram

Kylie Jenner shares a heartfelt bond with her mother,Kris Jenner. So, this Valentine's Day, she celebrated the day of love with none other than her mom. She shared pictures on her Instagram Story, capturing the sweetness of the day.

One photo featured donuts in different shapes, including round and heart-shaped ones, with "XOXO" written on some. The other photo included a neatly arranged bouquet of red roses placed in a pot. She captioned the post, "My mommys still my Valentine," tagging Kris Jenner.

The postKylie Jenner Reveals Mom Kris Is Her Forever Valentine in New Photoappeared first onReality Tea.

Kylie Jenner Reveals Mom Kris Is Her Forever Valentine in New Photo

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