Through the years I’ve realized there are three kinds of people out there: 

1. Ones that love Christmas music and will start playing it as soon as they possibly can.
2. Ones that tolerate it, but only when (and I mean ONLY when) Christmas is a few days away.
3. Ones that cringe at the sound of it. 

So where do I fit? I fall into the let me listen to Christmas music whenever I need a lift in spirits, and that definitely starts some time in November. 

But don’t worry 2’s and 3’s – I usually keep this to myself through headphones or when I’m in a car driving solo. I won’t subject others to it until, at least, December. 

My favorite thing growing up was playing Christmas records on our huge stereo (that had a radio, cassette player, record player, and cd player). We had a solid collection of Christmas with The California Raisins, Chipmunks Christmas, New Kids on The Block, and I’m sure a few other classics. 

Then the 90’s and 2000’s brought us a few classics like: 

+Mariah Carey (ahem the Queen of Christmas) – Her original Christmas album is the stand out above them all. I remember being young and trying to make up dance routines (by myself) with a single candy cane – as if I was in one of her music videos for “All I Want For Christmas is You”. Fast forward for a second to current time, have you seen her special that includes a festive number with Jennifer Hudson and Ariana Grande? If not, go watch it…now!

+Snowed In by Hanson (things that feel gay, but aren’t gay) – I remember walking in the mall past an FYE (remember those?) and seeing this beautiful album cover. My obsession with this band was so deep, and this album fulfilled all of Christmas music AND Hanson needs (…still does).

+Whitney Houston – She’s a woman that gave us lots of holiday content in these decades – with her ‘One Wish: The Holiday album’ and her role in The Preacher’s Wife.

+*Nsync’s Christmas album (did it even have a name?) – Apparently this album was entitled ‘Home for Christmas’ – who knew? This album is very nineties, but also still amazing from start to finish even in 2020. And that music video for “Merry Christmas, Happy Holidays” yes…please…on repeat.

+Britney Spears – let us not forget “My Only Wish (This Year)” because without Britney Spears what were the 2000s?

+TLC – I don’t know about you, but TLC encompasses everything 90s. “Sleigh Ride” is a necessity to listen to and have on every Christmas playlist. Plus, that video will surely send you back to more cheerful times than the current.

+Hilary Duff – before there was Miley Cyrus on Disney Chanel there was Hilary Duff. I just rediscovered “Down on Santa Clause Lane” when trying to create my latest holiday playlist. And I listened to it about five times on repeat. This song reminds me of the abundance of cheer Christmas music can bring.

+Vanessa Williams (okay but have you EVER seen A Diva’s Christmas Carol? *more on this later in an upcoming post if you haven’t*) – Little gayby me loved Vanessa Williams – so much to the point I can’t explain why entirely. The early 00’s gave us the pleasure from VH1 of dropping a full soundtrack of Vanessa William holiday songs via the movie A Diva’s Christmas Carol. I watched that movie any chance I got, to the point that it irritated everybody else in the house because it was on so much.

+Destiny’s Child – Oh the “8 Days of Christmas” how representative of the times. The music video for this song is so festive and will fill you up with nostalgia. One of the greatest female groups in musical history provided us this song, so if it’s not on your playlist – is your holiday music intake even complete?

I could go on, believe me – especially with all the new music that has come out over the past couple of decades. Instead, I’ll just share my newly created playlist, along with one filled with more of the “classics”. 

Happy Holigays (I needed a more upbeat Christmas playlist, and for it to be super gay)

‘Tis the season (I created this back in 2013, and have been adding on ever since – note: does contain some repeats from Happy Holigays)

So, where do you fall on the holiday music spectrum- are you a 1,2, or 3? Share some of your favorite holiday songs with me below in the comments.