'Out Last Night,' the new single that Kenny Chesney debuted Sunday at the ACM Awards in Las Vegas, is about a couple of guys who swore they wouldn't go out, but then end up having one heck of a night on the town. So when The Boot caught up with Kenny back in Nashville this week, we had to ask him about the last time life imitated art.

"In Vegas!" he told us with a laugh. "I got there a little early, because my rehearsal was on Friday morning. So that meant I had Friday night to do whatever I want, without having to pay the price on Saturday. [laughs] So I had a fun night. I don't get to do that very often. Me and some of the band and crew went out and took full advantage."

And what a night they had. Kenny and his buddies went to the Playboy Club, where the country superstar was presented with an exclusive gift.

"There were these people with sparklers and a key inside some sort of Playboy Bunny case. They're giving me the key to this club, and I still don't know what it means, but we had a good time anyway!" said Kenny, who also joked, "I've gotta call George [Clooney] and see what it means."

2009 ACM Awards Winners and Performers

    Carrie Underwood performs "I Told You So" at the 44th Annual Academy of Country Music Awards in Las Vegas on Sunday, April 5, 2009.

    Mark J. Terrill, AP

    Hillary Scott, Charles Kelley and Dave Haywood of Lady Antebellum onstage during the 44th annual Academy Of Country Music Awards held at the MGM Grand on April 5, 2009 in Las Vegas, Nevada.

    Kevin Winter, Getty Images for ACM

    Musician Keith Urban performs onstage during the 44th annual Academy Of Country Music Awards held at the MGM Grand on April 5, 2009 in Las Vegas, Nevada.

    Ethan Miller, Getty Images

    Singer Miley Cyrus performs onstage during the 44th annual Academy Of Country Music Awards held at the MGM Grand on April 5, 2009 in Las Vegas, Nevada.

    Ethan Miller, Getty Images

    George Strait performs at the 44th Annual Academy of Country Music Awards in Las Vegas on Sunday, April 5, 2009.

    Mark J. Terrill, AP

    Toby Keith performs onstage during the 44th annual Academy Of Country Music Awards held at the MGM Grand on April 5, 2009 in Las Vegas, Nevada.

    Ethan Miller, Getty Images

    Musician/singer Taylor Swift performs onstage during the 44th annual Academy Of Country Music Awards held at the MGM Grand on April 5, 2009 in Las Vegas, Nevada.

    Ethan Miller, Getty Images

    Kenny Chesney performs onstage during the 44th annual Academy Of Country Music Awards held at the MGM Grand on April 5, 2009 in Las Vegas, Nevada.

    Ethan Miller, Getty Images

    Singer Carrie Underwood performs onstage during the 44th annual Academy Of Country Music Awards held at the MGM Grand on April 5, 2009 in Las Vegas, Nevada.

    Kevin Winter, Getty Images for ACM

    Jamey Johnson performs "In Color" at the 44th Annual Academy of Country Music Awards in Las Vegas on Sunday, April 5, 2009.

    Mark J. Terrill, AP

soKe.flace('music-acm.winners.performers.2009', '476', '600'); var uid = new Date().getTime(); var flashProxy = new FlashProxy(uid, 'http://www.aolcdn.com/_media/modtools/kit_swfpublisher_javascriptflashgateway.swf'); var flashvars = {}; try { flashvars.lcId = uid; } catch (Exc) { }; try { flashvars.targetAds = 'music-acm.winners.performers.2009'; } catch (Exc) { }; try { flashvars.omniture_tracker = '0'; } catch (Exc) { }; try { flashvars.adrefresh_wrapper = '1'; } catch (Exc) { }; try { flashvars.appConfigURL = soKe.fv('http://xml.channel.aol.com/xmlpublisher/fetch.v2.xml?option=expand_relative_urls&dataUrlNodes=uiConfig,feedConfig,localizationConfig,entry&id=552650&pid=552649&uts=1239220543'); } catch (Exc) { }; if (typeof(screen_name) != 'undefined') try { flashvars.userName = screen_name; } catch (Exc) { }; var params = {}; try { params.wmode = 'opaque'; } catch (Exc) { }; try { params.menu = 'false'; } catch (Exc) { }; try { params.bgcolor = '#d2d2d2'; } catch (Exc) { }; try { params.quality = 'best'; } catch (Exc) { }; try { params.allowScriptAccess = 'always'; } catch (Exc) { }; try { params.allowFullScreen = 'true'; } catch (Exc) { }; var attributes = {}; try { attributes.id = 'outlet'; } catch (Exc) { }; top.exd_space.refresher.ads2Refresh(new Array( 'music-acm.winners.performers.2009', new Array('93243970','300','250','0','I','1') )); top.exd_space.refresher.iFrm2Refresh(new Array( 'music-acm.winners.performers.2009', new Array('Placement_ID', '1435671'), new Array('Domain_ID', '1395767') )); top.exd_space.refresher.mmx('music-acm.winners.performers.2009', 'http://www.aolcdn.com/_media/channels/ke_blank.html', ''); swfobject.embedSWF('http://www.aolcdn.com/ke/media_gallery/v1/ke_media_gallery_wrapper.swf', 'music-acm.winners.performers.2009-swf', '476', '600', '9.0.115', 'http://www.aolcdn.com/ke/swfobject/expressinstall.swf', flashvars, params, attributes); top.exd_space.refresher.launcher( 'music-acm.winners.performers.2009',{ dynamicSlide:[''], size:['456t'], photoNumber:['7'], title:['2009 ACM Awards'], numimages:['201'], baseImageURL:['http://o.aolcdn.com/photo-hub/'], imageurl:['gc_gallery/i/a/acmshowst09eb/kenny-chesney-940-040509.jpg'], credit:['Ethan Miller, Getty Images'], source:[''], caption:['Kenny Chesney performs onstage during the 44th annual Academy Of Country Music Awards held at the MGM Grand on April 5, 2009 in Las Vegas, Nevada.'], dims:['http://o.aolcdn.com/dims/PGMC/5/413/546/70/'], showDisclaimerText:[''], disclaimerText:[''], CSS_Title:[''], CSS_Caption:[''], CSS_Disclaimer:[''], CSS_Container:[''], CSS_Border:[''], CSS_PhotoWell:[''], CSS_photoHolder:[''], CSS_Buttons:[''], CSS_BtnOver:[''], CSS_Scroll:[''], topMargin:['0,0,413,546,408,269,0,0'] } );


That key is the only metal Kenny took home from his ACM Awards weekend, but he has no hard feelings about the end to his four-year streak of winning Entertainer of the Year. In fact, he gave this year's winner, Carrie Underwood, a big hug before she took the stage to accept the night's biggest honor, and the two exchanged several words. We were nosy and asked Kenny just what it was he said to Carrie.

"I told her that I loved her, that I was proud of her. I told her to enjoy it and take it in," he revealed. "I know what it means to stand in that spot, and not everybody gets to stand in that spot. What happened to her is historic, and it's hard to get there. I've been fortunate enough to stand up there four times, and I may be able to stand up there again. But if I don't, I'm very excited that my life has turned out the way it has!"

Kenny's 'Greatest Hits II' album is set for release on May 19. The singer also talked to The Boot about the tracks on the compilation that are nearest and dearest to his heart. We'll bring you that part of our interview with Kenny next week.