<p><em>Updated* June 2, 2019</em></p>



<p class="has-medium-font-size">She&#8217;s Kristin Cavallari&#8217;s best friend, a stylist to all of Nashville&#8217;s biggest stars, but who has been in Kelly Henderson&#8217;s personal life? The <em><a rel="noreferrer noopener" aria-label="Very Cavallari (opens in a new tab)" href="https://wud.tpx.mybluehost.me/website_9bd75fcc/tag/very-cavallari/" target="_blank">Very Cavallari</a></em><a rel="noreferrer noopener" aria-label="Very Cavallari (opens in a new tab)" href="https://wud.tpx.mybluehost.me/website_9bd75fcc/tag/very-cavallari/" target="_blank"> </a>star opened up on Sunday&#8217;s new episode about her dating history, and got some great advice from Kristin and her squad. Keep reading below for all the details!</p>



<h2 class="wp-block-heading">Who is Kelly Henderson? </h2>



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<p class="has-medium-font-size"><strong><a href="https://wud.tpx.mybluehost.me/website_9bd75fcc/news/kelly-henderson-heres-what-you-need-to-know-about-kristins-bff/">Kelly Henderson is Kristin&#8217;s BFF, and has been for a long time.</a></strong> Kelly is a stylist for country music&#8217;s biggest stars, and works as a lifestyle influencer with her website Velvet&#8217;s Edge. </p>



<p class="has-medium-font-size">Kelly and Kristin actually originally began hanging out at Vanderbilt, because Kristin was dating Jay who played football there, and Kelly&#8217;s fiancé at the time also played there. </p>



<h2 class="wp-block-heading">Who has Kelly dated? </h2>



<p class="has-medium-font-size">While she didn&#8217;t name names, Kelly&#8217;s now ex-fiancé was a friend and teammate of Jay Cutler&#8217;s (Kristin&#8217;s husband). They were engaged to be married, but the relationship ended about 3 months prior to the wedding. The reason? He had been cheating on Kelly during their relationship. Since then, Kelly hasn&#8217;t been as open or trusting with guys, because it&#8217;s very difficult to put yourself out there again after it&#8217;s been blown to pieces. She confided this sentiment to Kristin and the rest of her friends during their trip to Palm Springs, which was aired on this week&#8217;s episode of <em>Very Cavallari</em>.</p>



<figure class="wp-block-image"><img src="https://wud.tpx.mybluehost.me/website_9bd75fcc/wp-content/uploads/2019/04/kellyhenderson-bobbybones.png" alt="Kelly Henderson and Ex-Boyfriend Bobby Bones" class="wp-image-40492"/></figure>



<p class="has-medium-font-size">It was revealed in an episode on &#8216;<em>Very Cavallari</em>&#8216; Season 2 that she went out with a guy who has recently been rising to fame. You may have seen him win the mirror ball trophy in the latest season of &#8216;Dancing with the Stars,&#8217; his name is Bobby Bones. He is also a correspondent for American Idol. He made an appearance on the E! Reality Show since Kelly works with him, styling him for his photo shoots and television jobs. <strong><a href="https://wud.tpx.mybluehost.me/website_9bd75fcc/news/very-cavallaris-kelly-henderson-dishes-on-ex-boyfriend-bobby-bones/">They once had a spark but are no longer dating. </a></strong></p>



<h2 class="wp-block-heading">What does Kelly&#8217;s dating life look like now? </h2>



<p class="has-medium-font-size">Last season on <em>Very Cavallari</em>, we saw Kelly go out with a guy she met from Canada. Dubbed &#8220;The Canadian&#8221;, the guy ended up staying with Kelly for a long weekend after numerous phone calls and text exchanges. Things fizzled out rather quickly, but there was no major love lost for both parties involved. Since then, Kelly hasn&#8217;t posted about any new relationships – <strong><a rel="noreferrer noopener" aria-label="only her amazing style (opens in a new tab)" href="https://wud.tpx.mybluehost.me/website_9bd75fcc/fashion/get-the-look-kelly-henderson-of-very-cavallaris-showstopping-style/" target="_blank">only her amazing style</a></strong>, podcast, and of course, everything <em>Very Cavallari</em> related. <strong><a href="https://wud.tpx.mybluehost.me/website_9bd75fcc/news/kelly-henderson-digs-into-jay-cutlers-life-on-very-cavallari-tonight-for-her-podcast/" target="_blank" rel="noreferrer noopener" aria-label="Did you see her hilarious and raw podcast interview with Kristin's husband Jay? (opens in a new tab)">Did you see her hilarious and raw podcast interview with Kristin&#8217;s husband Jay?</a></strong> </p>



<figure class="wp-block-image"><img src="https://wud.tpx.mybluehost.me/website_9bd75fcc/wp-content/uploads/2019/03/very-cavallari-s2-ep2-1024x528.png" alt="" class="wp-image-27490"/><figcaption>Kelly and Kristin discussed their relationships on the latest episode of &#8220;Very Cavallari.&#8221; Image Credit: YouTube. </figcaption></figure>



<h2 class="wp-block-heading">What has she learned from love?</h2>



<p class="has-medium-font-size">In the previous episode of <em>Very Cavallari</em>, we saw Kelly talk about how she needs a guy who &#8220;has their sh*t together&#8221; – and Kelly gave some very good advice during her confessional. She told the cameras: &#8220;I&#8217;m not going to make myself small&#8221; and Kristin wholeheartedly supported this statement. Kristin added that Kelly&#8217;s super-busy lifestyle can be kind of scary for guys, which can make them feel a little intimidated. But Kelly is <em>so</em> right – she should not let someone make her feel like she&#8217;s not worth it. You can check out the full clip below: </p>



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<h2 class="wp-block-heading">Kelly&#8217;s Blind Date</h2>



<p class="has-medium-font-size">In &#8216;Very Cavallari&#8217; Season 2, we even saw Kelly agree to go on a blind date. With some hesitation, she went out to a local hotspot to meet a young man named Brandon. It was a nice enough time but sparks weren&#8217;t flying for a romantic spark. <strong><a href="https://wud.tpx.mybluehost.me/website_9bd75fcc/news/kelly-henderson-goes-on-blind-date-with-brandon-on-very-cavallari/" target="_blank" rel="noreferrer noopener" aria-label="Get the recap on that right here. (opens in a new tab)">Get the recap on that right here.</a></strong></p>



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<p class="has-medium-font-size"><strong>Be sure to follow Kelly on Instagram @<a rel="noreferrer noopener" aria-label="velvetsedge (opens in a new tab)" href="https://www.instagram.com/velvetsedge/" target="_blank">velvetsedge</a>, plus you can see her, Kristin, and all their friends on </strong><em><strong>Very Cavallari</strong></em><strong> when new episodes air Sunday nights on E!</strong></p>



<p style="text-align:center" class="has-background has-pale-cyan-blue-background-color"><strong>MORE ON KELLY &; VERY CAVALLARI</strong></p>



<p class="has-text-color has-background has-very-light-gray-color has-vivid-cyan-blue-background-color"><strong><a href="https://wud.tpx.mybluehost.me/website_9bd75fcc/news/kelly-henderson-digs-into-jay-cutlers-life-on-very-cavallari-tonight-for-her-podcast/">Kelly Henderson Digs Into Jay Cutler’s Life on ‘Very Cavallari’ Tonight for Her Podcast</a></strong></p>



<p class="has-text-color has-background has-very-light-gray-color has-vivid-cyan-blue-background-color"><strong><a href="https://wud.tpx.mybluehost.me/website_9bd75fcc/news/kelly-henderson-goes-on-blind-date-with-brandon-on-very-cavallari/">Kelly Henderson Goes on Blind Date in Nashville with Brandon on ‘Very Cavallari’</a></strong></p>



<p class="has-text-color has-background has-very-light-gray-color has-vivid-cyan-blue-background-color"><strong><a href="https://wud.tpx.mybluehost.me/website_9bd75fcc/news/very-cavallaris-kelly-henderson-dishes-on-ex-boyfriend-bobby-bones/">“Very Cavallari’s” Kelly Henderson Dishes on Ex Boyfriend Bobby Bones</a></strong></p>



<p class="has-text-color has-background has-very-light-gray-color has-vivid-cyan-blue-background-color"><strong><a href="https://wud.tpx.mybluehost.me/website_9bd75fcc/dating/jay-cutler-gives-kelly-henderson-dating-advice-on-very-cavallari/">Jay Cutler Gives Kelly Henderson Dating Advice on ‘Very Cavallari’</a></strong></p>
<div class="saboxplugin-wrap" itemtype="http://schema.org/Person" itemscope itemprop="author"><div class="saboxplugin-tab"><div class="saboxplugin-gravatar"><img alt='Kari' src='https://secure.gravatar.com/avatar/dc123c9a3d7e4ec8ab5ae2bc43ec3c76760ee3993ed05afc6ffdbd1ed8f7ae25?s=100&#038;d=mm&#038;r=g' srcset='https://secure.gravatar.com/avatar/dc123c9a3d7e4ec8ab5ae2bc43ec3c76760ee3993ed05afc6ffdbd1ed8f7ae25?s=200&#038;d=mm&#038;r=g 2x' class='avatar avatar-100 photo' height='100' width='100' itemprop="image"/></div><div class="saboxplugin-authorname"><a href="https://feelingthevibe.com/author/kari/" class="vcard author" rel="author"><span class="fn">Kari</span></a></div><div class="saboxplugin-desc"><div itemprop="description"><p>Kari Highman is a Beauty and Fashion Blogger at Feeling the Vibe Magazine. Otterbein Alum (2017) &#8211; English &; Psychology. Always learning &; creating. Avid fan of mid 2000&#8217;s TV &; pop music. Comments or tips, email kari@feelingthevibe.com</p>
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