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When a Relationship Ends But the Venmo Requests Don’t
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October 22, 2026 PERSONAL FINANCE When a Relationship Ends But the Venmo Requests Don’t “We broke up over two years ago, but he still owes me money.” By Charlotte Cowles Photo-Illustration: by The Cut; Photos: Getty Images Breakups are complicated. When money’s involved, they’re even messier. If one person owes the other a debt — or the other claims they do — there isn’t much in the way of protocol: Unlike divorces, regular breakups involving unmarried couples aren’t governed by family law, so exes have fewer apparent ways to settle arguments over who paid for what. Civil court can be an option, but informal IOUs don’t always hold up — and the associated legal fees may not be worth the battle. (Of course, as any fan of Judge Mathis knows, financial disputes between former romantic partners are quite common in small-claims courts.) Below, four women share their own experiences of owing (or being owed) money after a breakup, how they handled the debt, and what they wish they’d known before the Venmo requests began. READ MORE Celebrity News Gossip, revelations, and timelines. Sophia Bush denies her marriage started as an affair. Judi Dench says her eye condition keeps her from acting. Natalie Nunn approves of North West’s Halloween costume. Gigi Hadid is defending Elsa Hosk’s Victoria’s Secret Walk. Today’s Top Stories ‘Is there any good advice for first-time parents?’ Columnist Amil Niazi helps a reader investigate. READ MORE Ten “What I Can’t Live Withouts” that defined celebrity shopping. READ MORE The spookiest new shows to watch this season. READ MORE No one is more excited about the Glee-boot than the Glee cast. READ MORE Subscribe now to get unlimited access to everything New York, including subscriber-only newsletters, exclusive perks, the New York app, and more. Subscribe Now ADVERTISER CONTENT The Mini Cut Shop For more shopping advice, sign up to get the Cut Shop newsletter every Friday. The Best Housewarming Gifts Under $100 According to experts. Banana Republic and Zankov Just Launched the Coziest Collaboration of the Season Read one fashion editor’s review of the 27-piece collection, available to shop now. Madewell Has Teamed Up With the New York Public Library The denim brand’s new collaboration with the New York Public Library draws on the library’s archives. READ MORE FROM THE CUT ASTROLOGY Your Daily Horoscope by Madame Clairevoyant Try to keep a clear head under today’s Pisces moon. Read more. ADVERTISER CONTENT Sign up for Personals A newsletter about sex and relationships. SIGN UP follow us on instagram • tiktok • twitter • facebook unsubscribe | privacy notice | preferences This email was sent to you@example.com. Was this email forwarded to you? Sign up now to get this newsletter in your inbox. View this email in your browser. Vox Media, LLC 1701 Rhode Island Ave NW, Washington, DC 20036 Copyright © 2026, All rights reserved