It's no secret that Taylor Swift's love life has inspired her best songwriting and biggest hits! From elbow bumping with strangers and being Enchanted to meet them, to relationships tied by an Invisible String, let's dial it back to the very beginning of her discography - and pick apart all the hidden meanings! Contents [hide] 1 Drew Dunlap 2 Jacob Alford 3 Drew Hartwick 4 Sam Armstrong 5 Joe Jonas 6 Taylor Lautner 7 John Mayer 8 Adam Young 9 Jake Gyllenhaal 10 Conor Kennedy 11 Harry Styles 12 Calvin Harris 13 Tom Hiddleston 14 Joe Alwyn 15 Matty Healy 16 Travis Kelce Drew Dunlap Drew Dunlap was Tay Tay's high school sweetheart, and according to her, they broke up after he left for college. She dedicated her smash hit Tim McGraw to him, which is the song that most Swifties claim as the first one they ever heard. A single that put her on the map! Jacob Alford Jacob Alford is the inspiration for one of Taylor's angriest songs to date. Fans will know Picture To Burn is an iconic moment in her discography - one she ended up later changing the lyrics to because she wrote it in such a tempered frenzy! But was it justified? We mean, she says the guy left her for another girl... And then they ended up getting married! Oof! Drew Hartwick Drew Hartwick isn't exactly an ex, but he held a special place in teenage Tay's heart. She wrote her legendary song Teardrops on my Guitar after crushing on Drew for a while. Reports say he didn't even know Taylor liked him until after the song came out, to which he ended up going over to her house and asking her on a date - but it was too little, too late. She declined him! Sam Armstrong Another early-life beau for Tay - and one she probably wants to forget. Sam Armstrong inspired the song Should've Said No, which the pop star wrote after he cheated on her. She got her revenge, though! In her CD booklet for her debut album Taylor Swift, she capitalized the letters S, A, and M in the lyrics. Ha! Joe Jonas Here's where we get into the more famous exes of Taylor. Joe Jonas is an iconic one for all the wrong reasons - he broke up with her in that infamous 27 second phone call back in 2008! And even though these two are cool now, he inspired some of her biggest heartbreak ballads, including Forever & Always, Last Kiss, Mr. Perfectly Fine, and Holy Ground. It's even rumored she wrote Better Than Revenge about his ex, Camila Belle! Taylor Lautner Dubbed everyone's "favorite" T-Swizzle ex, Taylor Lautner might've only been a part of her love life for three months in mid-2009, but was the inspiration behind what's probably her most self-reflective song. Tay's songs usually have a theme of her getting her heart broken, but this one was her breaking his heart. Back to December is a classic we have to listen to every December (and beyond)! John Mayer John Mayer is another infamous Taylor ex, who is remembered for all the wrong reasons after their four-month fling back in late 2009 and early 2010. Their age-gap relationship was messy and wild, and if you want to know ALL the details, just listen to these smash hits: Dear John, Ours, Superman, The Story Of Us, I Knew You Were Trouble, Would've Could've Should've. Adam Young While Owl City's singer Adam Young wasn't an official boyfriend, we had to include him for inspiring Taylor's gorgeous Speak Now song Enchanted. A staple in Swifties' worlds, we're so glad Adam was enchanting enough to give us this banger! Jake Gyllenhaal Jake Gyllenhaal is another one of those ex-boyfriends that fans would like to forget, but he sure did inspire some amazing songs after their three-month fling in late 2010! Hey, it may have been a short-lived romance but clearly it left an impact! A shooting star, if you will. Some of Taylor's most praised lyricism comes from songs that were inspired by the actor, including We Are Never Ever Getting Back Together, I Almost Do, State Of Grace, All Too Well, Red, The Moment I Knew, Better Man, Babe, and I Bet You Think About Me. Wow! Years after their love story ended, as Taylor was reworking her catalogue with her own versions amid the war for her Masters, she released a 10-minute version of All Too Well. It was such a masterpiece she had to make a music video for it - and that she did, with herself as the director! Watch the short film starring Stranger Things' Sadie Sink and Dylan O'Brien (below): Conor Kennedy Conor Kennedy was a short-lived love story, but Tay still used him as a muse in one of her earlier songs. They only dated for four months in 2012 and were torn apart after his mother passed away. Begin Again is rumored to be about him, while his grandparents Ethel and Robert F. Kennedy are speculated to have inspired Starlight. Harry Styles Harry Styles had Haylor shippers in a chokehold for so long, despite their relationship only lasting two months in December 2012 and January 2013. Some fans still reminisce on this iconic mid-00s relationship! But who can blame them when he gave us hit after hit, including Out of th