Supernatural Chat: Why I Wish Jensen Ackles Would Sing at Every Convention

Supernatural Season 10 Episode 8 Hibbing 911 02

Hey there, Supernatural fans! Another mini hiatus has come and gone. Whew! I hope everyone made it through that one okay. The show has moved, again, but frankly I don’t care what day it airs, I’m ready for it to just be back on my TV again.

This past weekend I was originally supposed to be at VegasCon, but unfortunately that didn’t end up happening. I’ve been catching up on some of the videos posted from the con and after watching one featuring Jensen Ackles singing his heart out, I decided that would be the subject of this Supernatural Chat.

Every time I see a video of Jensen singing at a convention, I’m overcome with a myriad of feelings. There’s always the heart-stopping moment of realizing just how gorgeous he is, followed by admiration for that amazing singing voice, which is usually followed by a tiny bit of annoyance.

Yes, you read that right. Why am I annoyed when I see Jensen Ackles singing at conventions? Well, because I’ve been to no less than 10 Supernatural conventions (starting with the very first Los Angeles convention in 2008) and I’ve never gotten to see that beautiful man sing live. It’s pure torture to watch videos from other conventions where fans are treated to that and wonder if it will ever happen at one that I’m attending.

But beyond my personal feelings, I am of course happy that Jensen has become so comfortable on stage. I still remember years ago when a friend of mine paid quite a hefty price to hear Jensen sing for a small group of fans at one convention. I heard firsthand just how nervous he was and I remember feeling bad that he was so anxious to sing in front of people who adored him. I hoped that over time he would gain more confidence in his singing and I’m glad to see that has happened.

I hope that he continues to get comfortable with singing on stage, not just because I selfishly want him to sing at every convention. It also just makes me happy to see people find something that they love to do and do it – even if it frightens them. Watching Jensen overcome his nervousness over singing in front of crowds is an inspiration.

I thought it would be fun to take a look at the evolution of Jensen Ackles singing at conventions. This is one of the first videos I was able to dig up, dating all the way back to 2007. Jensen was only willing to sing background for Jason Manns on “Crazy Love” and there are definitely signs that he was fighting nerves – from him chewing gum to the way he keeps his hands in his pockets.

Next up is Jensen singing the same song with Jason Manns, but this time he’s not only singing background, but also taking one verse himself. The fact that this appeared on a CD that was released to the public was another sign that he was getting more comfortable with singing.

This next video is from the Jus in Bello convention in 2010. Jensen is singing “The Weight” with Jason Manns and though he does a fantastic job (seriously, that voice of his is almost too much for my poor heart to bear), you can still see that he’s still not quite comfortable with it all. At around 2:53 he makes the most adorable face when he’s not sure about his guitar playing.

Now we fast-forward to 2014 and you can see that Jensen is beginning to have more fun with his singing. There are still some signs of nervousness – he repeatedly tells the audience to pretend they aren’t there – but overall he’s obviously feeling more confidence. Even when he messes up a chord, he just rolls with it and keeps on singing.

This next video is also from 2014 and apparently from the same convention and in it we’re really starting to see Jensen loosening up. There’s a huge difference between the way he feels singing by himself in front of a quite crowd and how he feels belting out a fun song with Rob Benedict during karaoke. It just proves that everyone loosens up when they sing karaoke.

This final video is from VegasCon 2015 just this past weekend and the difference in Jensen’s demeanor on stage is almost ridiculous. Check out how cool, calm and collected he is while he sings “Seven Bridges Road” with the rest of the guys. But lest you think his confidence is only coming from being with other singers, just watch him belt out “Sister Christian.” That shy guy from the first video is gone and in his place is a man who is sharing his joy of singing with an equally joyous crowd. It’s a moment so pure and wonderful it damn near brought me to tears.

Oh, who am I kidding? It absolutely did bring me to tears. I just hope that someday I get to see this miracle for myself in person.

What about you, Supernatural fans? Have you ever been to a convention where you got to see Jensen Ackles singing? Did it change your life forever? Sound off in the comments below, I love hearing from you guys!