I made a country CD for a friend the other day that may work for your purpose, so I will list below with some modifications and will include some others I think you would enjoy. Most, if not all, will be uppity songs. Here we go!
"It's 5 o'clock Somewhere" - Alan Jackson
"Save a Horse, Ride a Cowboy" - Big and Rich
"Some Beach" - Blake Shelton
"Mud On The Tires" - Brad Paisley
"Boot Scootin' Boogie" - Brooks & Dunn
"Awful, Beautiful Life" - Darryl Worley
"How Am I Doin'" - Dierks Bentley
"Friends In Low Places" - Garth Brooks
"Jambalaya (On the Bayou)" - Hank Williams Sr.
"Why Dont We Get Drunk And Screw" - Jimmy Buffett
"Straight Tequila Night" - John Anderson
"She Thinks My Tractor's Sexy" - Kenny Chesney
"Good To Go To Mexico" - Toby Keith
"Luckenbach Texas" - Waylon Jennings & Willie Nelson
"On The Road Again" - Willie Nelson
"99.9% Sure (I've Never Been Here Before)" - Brian McComas
"If The Devil Danced In Empty Pockets" - Chet Atkins & Hank Snow
"Tennessee River Run" - Darryl Worley
"You Never Even Called Me By My Name" - David Allen Coe
"We Danced Anyway" - Deana Carter
"Sin Wagon" - Dixie Chicks
"9 to 5" - Dolly Parton
"Guitars Cadillacs" - Dwight Yoakam
"This Kiss" - Faith Hill
"Friends In Low Places (Live/long version)" - Garth Brooks
"Drinkin' Dark Whiskey" - Gary Allan
"Honk If You Honky Tonk" - George Strait
"Adalida" - George Strait
"Homewrecker" - Gretchen Wilson
"Family Tradition" - Hank Williams Jr.
"Margaritaville (with lost verse)" Jimmy Buffett
"My Give A Damn's Busted" - Jo Dee Messina
"Jeans On" - Keith Urban
"Texas Plates" - Kellie Coffey
"Keg in the Closet" - Kenny Chesney (there's a mention of Lambda Chi in this song)
"I'll Think of a Reason Later" - Lee Ann Womack
"This One's For The Girls" - Martina McBride
"Down At The Twist And Shout" Mary Chapin Carpenter
"Drink, Swear, Steal, and Lie" - Michael Peterson
"Speed" - Montgomery Gentry
"Thats When I Love You" - Phil Vassar
"I'd Rather Ride Around With You" - Reba McEntire
"Cadillac Style" - Sammy Kershaw
"Perfect" - Sara Evans
"Man! I Feel Like a Woman" - Shania Twain
"Jose Cuervo" - Shelly West
"Next To You Sittin Next To Me " - Shenendoah
"I Wanna Do It All" - Terri Clark
"Indian Outlaw" - Tim McGraw
"I Love This Bar" - Toby Keith
"Watermelon Crawl" - Tracy Byrd
"Dixie Rose Deluxe's Honky Tonk" - Trent Willmon
And last but not least: "I Was Country When Country Wasn't Cool" - Barbara Mandrell & George Jones
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