Josh Allen Is Engaged: Who Did He Date Before Settling Down With Hailee Steinfeld?

<p id=”par-1_103″>Josh Allen signed a lengthy contract with <a href=”https://www.cheatsheet.com/entertainment/much-younger-buffalo-bills-star-stefon-diggs-girlfriend-tae-heckard.html/”>the Buffalo Bills </a>a few years ago. While he was ready to settle down professionally a few years back, he just decided it was the right time to lock things down in his personal life, too. Josh Allen is officially engaged to Hailee Steinfeld. The duo shared the news on social media on Nov. 29, although the proposal happened on Nov. 22. While the pair have been spotted together for the last year, Steinfeld isn’t his first steady girlfriend since joining the <a href=”https://www.cheatsheet.com/tag/nfl/?swcfpc=1″>NFL</a>. So, who did he date before proposing to Steinfeld? We have the details.</p>

<h2 class=”wp-block-heading” id=”h-who-did-josh-allen-date-before-hailee-steinfeld”>Who did Josh Allen date before Hailee Steinfeld?</h2>

<p id=”par-2_43″>Before popping the question to Steinfeld, Josh Allen was in a long-term relationship with a woman he met when he was just a kid. Allen dated <a href=”https://www.cheatsheet.com/entertainment/who-is-buffalo-bills-quarterback-josh-allens-girlfriend-brittany-williams.html/”>Brittany Williams</a> from 2017 until 2023 when they parted ways. They knew each other even longer, though.</p>

<figure class=”wp-block-image size-full” id=”emb-1″><img decoding=”async” src=”https://www.cheatsheet.com/wp-content/uploads/2024/11/GettyImages-1203402096.webp?strip=all&quality=80″ alt=”Brittany Williams and Josh Allen attends the 9th Annual NFL Honors at Adrienne Arsht Center” class=”wp-image-3747186″><figcaption class=”wp-element-caption”>Brittany Williams and Josh Allen | Jeff Kravitz/FilmMagic</figcaption></figure>

<p id=”par-3_95″>During an appearance on <em>The Morning After</em> in 2022, Williams recalled how she met Allen as a kid at a party. While they first met as young children, they only reconnected once they were teens. Williams claims she and Allen flirted and shared a kiss before he ghosted her for a year. When he reached out to her again in 2017, they decided to make their relationship work. Williams moved across the country to be close to Allen when the Buffalo Bills drafted him in 2020. Just a few years later, the relationship ended abruptly.</p>

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<p id=”par-4_71″>Williams, who has built a following on social media, never spoke directly about what caused the end of their relationship. Still, rumors have swirled that Allen may have cheated on his college sweetheart. According to <a target=”_blank” href=”https://www.marca.com/en/nfl/buffalo-bills/2024/02/28/65de99fdca474111338b45a9.html” rel=”noreferrer noopener”>Nikki Swift</a>, Williams might have even hinted at Allen cheating on her with Steinfeld by liking a comment that suggested Allen and Steinfeld had connected before the official breakup. She unliked the comment fairly quickly, though.</p>

<h2 class=”wp-block-heading” id=”h-where-is-brittany-williams-now”>Where is Brittany Williams now?</h2>

<p id=”par-5_41″>While Williams and Allen’s relationship appears to have ended on a sour note, they have both moved on. While Allen is engaged to <a href=”https://www.cheatsheet.com/entertainment/higher-net-worth-quarterback-josh-allen-girlfriend-hailee-steinfeld.html/”>Hailee Steinfeld</a>, Williams seems to be playing the field in New York City as she builds her business.</p>

<figure class=”wp-block-image size-full” id=”emb-2″><img decoding=”async” src=”https://www.cheatsheet.com/wp-content/uploads/2024/11/Brittany-williams-and-josh-allen.webp?strip=all&quality=80″ alt=”Brittany Williams and Josh Allen attend Cash App’s ‘Night Of Fancy Fun’ presented by Visa at Faena Hotel on May 06, 2022 in Miami Beach, Florida” class=”wp-image-3747187″><figcaption class=”wp-element-caption”>Brittany Williams and Josh Allen | Aaron Davidson/Getty Images for Cash App</figcaption></figure>

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<p id=”par-6_47″>Williams appeared on <em><a target=”_blank” href=”https://www.instagram.com/reel/C3yNUSERc01/?utm_source=ig_web_copy_link” rel=”noreferrer noopener”>Martinis and Bikinis</a> </em>earlier this year and delved into her personal life a bit. She said she didn’t expect to be dating again but was enjoying the process. While Williams is pretty active on Instagram, she hasn’t posted anything since Allen announced his engagement.</p>

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