9 Times Jake Gyllenhaal Made Us Swoon With His Softer Side

POPSUGAR Girls' Guide is your guide to living your '20s in style! We cover everything from DIY fashion and beauty, pop culture and comedy, recipes and food trends, celebrity news, and more. We also LOVE KZbinrs and are lucky enough to have featured some of our favorites on PSGG, including Tyler Oakley, Ingrid Nilsen (Missglamorazzi), and many others.
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[@exodonutic4319]

This is Jake Gyllenhaal we're talking about. He makes everyone swoon by doing nothing. He could literally just stare at you with a blank face and you would melt right there. I know I would.

[@tsquad27]

i did! i was completely & totally starstruck. :)

[@alohamilkyway3]

I'm too. His eyes say a lot.

[@alyssap5553]

EXODo' nutic gooodddd

[@spencerfrankclayton4348]

His big, puppy-dog eyes. 😍😍

[@aubryxu5133]

i will definitely

[@TheKushKuria]

It's the beard, the beard has powers.

[@TaylorKnightCosplay]

Kush Kuria no it’s the face

[@prada.genesis5207]

Nah it’s that smile

[@Potat0_1015]

Nah its everything.

[@AusomeFamBam]

The eyes

[@lazygagalxxxv]

He is my husband and the father of our seven kids in an alternate universe.

[@CrImSoN1708]

Seven little monsters? ;)

[@TaylorKnightCosplay]

Okay that’s just weird

[@sarahvenable4710]

So, does that make me your sister in an alternate universe?

[@DesiVivi]

Why seven!?

[@cana4812]

omg 🤣🤣🤣

[@sapphire962]

i'm just happy that he sticks to his morals and isn't frightened to be himself. It takes a strong, genuine person to do that

[@juliuscervo]

right on

[@purple3951]

dean winchestette

[@joannakef2713]

I think that the older he gets the hotter he becames 😍😍

[@BigBoyYsel]

+joanna kef Wait a sec, are you from the future?

[@joannakef2713]

+Axel Gestsson yesss hi my name is jo and I would like to introduce you my future husband Jake :P

[@JakeJThrillBennett]

+Axel Gestsson hahahahahaha yessssss so freaking funny

[@joannakef2713]

+Vinny Lemon haha I absolutelly agree with you...I fell in love with him since I saw him In "prisoners"

[@joannakef2713]

+Vinny Lemon aww of course I have!! Love him!!!

[@ThaniOruvan22]

Most Underrated Actor Ever

[@autisticvampire2403]

Excuse me... u-n-d-e-r-r-a-t-e-d ??!

[@autisticvampire2403]

Oh wait this comment was 6 yrs ago Well good news boah he's not underrated anymore

[@meloniez427]

As SOON as I saw him come out in the jump suit rapping, I knew Jimmy Fallon was involved

[@MsStefiiiii]

same

[@fluteloopsyd]

same

[@OrangeAni]

Where can I order him? Amazon? Ebay?

[@jordanpost7860]

OrangeAni Craig's list

[@juliuscervo]

sshhhhhuuuuttttttt uuuuuppppppppppp

[@safibel2049]

OrangeAni He is out of stock..

[@Sims-tj9ug]

try Ebae

[@hlaashraf5380]

Lmaoo like samee as ffuuuckkk

[@chevychase]

He was magic in "Brokeback Mountain," a performance that few actors will ever equal.

[@tumadre88]

he is lowkey chaotic by himself but the entire press tour with ryan reynolds he goes so crazy and i'd pin that as one of these moments

[@XenaAthena]

I met him a few years ago and he was so sweet! He's a really great guy. :)

[@syedarizvi7290]

Wow man... so lucky. I wish I can

[@tomknight5727]

I'm jealous

[@misquotes__]

Like how?? I live in India, any suggestions?

[@jpopjrocktrash4986]

I love him so much. he gets hotter with age. anyone think the same?

[@juliuscervo]

shutttttt tuppppppppppppppppppppp

[@nobodybutKJ]

Jpop/Jrock Trash he really does tho

[@valmacclinchy]

Like a fine wine..❤

[@katerinatasiou966]

I will disagree with the fact that Jake SOMETIMES lets his funny soul shine. He ALWAYS does that, because of his spontaneous character

[@kyotolyoko5861]

The entire movie of Donnie Darko is my favorite "Jake Moment".

[@em-yx2ig]

Yessss, lol :D my favourite movie and his best movie role so far, imo

[@kyotolyoko5861]

+Estere Muravska I agree :) great minds think alike.

[@dominicadominique2191]

DONNIE DARKO... man my favorite movie of all time..my 2nd fave is the Godfather .can u imagine the Godfather just next to it....i love movies that leave me thinking and blow my mind and that's Donnie Darko.

[@dominicadominique2191]

and the plus factor is it's Jake G as Donnie Darko-that makes it extra special.

[@prada.genesis5207]

yEs

[@yajo245]

he's great but he's got sad eyes.

[@HorridDave]

stones maybe lol

[@matt7352]

+HorridDave what do yo mean by stones

[@HorridDave]

stoned

[@em-yx2ig]

+ninondoGigantor smokes weed maybe. But I personally think he has beautiful eyes lol

[@yoloswaggins5751]

It's just the shape of his eyes, his sister has a very similar eye shape.

[@amanawangnao345]

I never really thought much about him...till I saw his interviews and saw a genuinely nice human being...looks like his mom has some some good job raising a man like that

[@charleswoodsongoat1258]

Id turn gay for this guy

[@daveheel]

and what would you "straight" guys do for him?

[@charleswoodsongoat1258]

Let him destroy my poop hole

[@daveheel]

Charles WoodsonGOAT you ain't straight then. lol

[@mermaidtingzzz]

deeeew et! deeew et!

[@pyrokatarina]

@@charleswoodsongoat1258 IM ROLLING BCOZ OF THAT COMMENT

[@nattasarocks]

I don't get this speaker. She can't stop mentioning emotions. This guy just acts naturally, being himself.

[@alessia2859]

"I always bring my dates to my mother's house..." 🎶 Photo album on the counter, your cheeks were turning red, you used to be a little kidwith glasses in a twin sized bed. And your mother's telling stories about you on a tee ball team, you taught me 'bout your past, thinking your future was me. 🎶

[@RandomPerson-jd4hm]

Bruh

[@evaberlin]

+Alessia DB Dude

[@bubbles7164]

+Alessia DB stahhhhpppp huhuhuu i used to ship them so bad bc i really think they're zo good together

[@sammaysamsam]

Alessia DB I thought about that song too lol

[@alessia2859]

@ Gissel Flores Monegro & Nilrebave what hahaha

[@vplmuse]

i love jake, he's sooooo hot... ugh :P

[@gangsterbbr]

i'm in love ...

[@valarievals693]

+Emilie with her hah

[@dinarakazenova3819]

When hes laughing so hard and he drops on the table with his head

[@giggiwidit5638]

Every moment that he exists is my 'tender Jake moment' =D

[@rachelrobles7796]

His SNL performance doing the Dreamgirls number had my peeing in my pants from laughing so hard!!! That was one of the funniest skits I've ever seen. What a good sport!

[@poeticanarquica67]

An amazing actor. in Demolition he´s AWESOME!

[@lazygagalxxxv]

I'm watching it right now yaaay

[@juliuscervo]

shutttt upppppppppppp

[@poeticanarquica67]

@@juliuscervo Whyyyyyyyyyyyyyyyy?????? Leet people expresssssssssss theeeeem selfssssss

[@rexs101]

Best clip I've seen so far is where he holds a mic for Ryan Reynolds' interview with his "twin" brother

[@valmacclinchy]

1:28 anyone who can make Jon Stewart laugh like that has magical powers

[@bonniebaybee]

His bald clip lmaoo that was hysterical! Hahaha

[@mattea9518]

Jake and Tom Hardy are my favorite.Every movie with them in it is amazing and I love their personalities.Such humble and unique souls.

[@annajaneblack6372]

Imagine living with this guy like it will be so fun, I can already imagine all the craziness when he becomes a dad!!

[@JakeJThrillBennett]

i'm a guy watching this...

[@sarahhegazi4732]

+Jake J-Thrill Bennett Sorry i have a boyfriend

[@JakeJThrillBennett]

+Sarah Hegazi that's too bad. they even call me jake thrillenhaal. what a waste

[@hangning4578]

+Jake J-Thrill Bennett I know you can think hes a cool guy without beeing gay or being a girl

[@timmmmkay]

Me too. Yet #7 was the only one to make me swoon.

[@johnmcclane3603]

meto man. is it ok to have a boner?

[@roniregacho372]

what comes in my mind is when Jake was in his most vulnerable moment - that episode with Bear Grylls, so epic!

[@Notarealraccon]

I really love Jake's laugh. It's really cute ❤

[@Luis-de7lf]

underrated

[@theexposingpenguin703]

Luis Berg He's hella underrated

[@sabrinaschmidt5]

I would not mind going on a date with Jake Gyllenhaal at all. He is more than just a great actor. He really seems like a great guy.

[@maedehghasemesfahani3129]

except he will not show up on b day / : just sayn...

[@randallflagg242]

Some artists get carried away in so many ways. Jake seems very balanced and worth listening more to.

[@lamia1167]

my favorite moments of him is whenever he smiles, he is the sweetest!

[@caitlyn6303]

He’s just perfect isn’t he

[@katr.9902]

He should do more comedy stuff, he's so funny!

[@Snacktime12345]

Holy hell jake is perfect!! He's my #1 favourite actor 💕

[@Kristine_202]

He doesn’t take his dates to his mom’s house. If you watch that full interview, it’s a call back to something that an audience member said. She was talking about how she went on a first date with a guy and he took her to his mom’s house and it was super awkward. So Jake was like, “That’s what I do on all of my first dates.” It was a joke.

[@sonyarora5883]

he's like......simply brilliant n sweet n hilarious n charming n has a chiseled face as well😊

[@PanjshirAfg]

i love this guy... source code one of my favorite movies and he is amazing in it.

[@shikha832]

Melts my heart every time

[@SheaAujanel]

Ellen is annoying. She's cool. But I get mad annoyed by her sometimes

[@EpicBunty]

Shea Johnson Ellen is Ellen okay?

[@fluteloopsyd]

I agree, she gets annoying sometimes.

[@ShwetaChatterjee]

I don't find her funny at all. It's like she's trying to make people believe so hard that she's cool which she is not and is annoying to death.

[@fluteloopsyd]

@@ShwetaChatterjee True

[@lukijanbugarski3476]

1:40 What a comeback haha

[@babynica13]

When he kept Taylor's old scarf from that very first week, cause it reminds him of innocence and it smells like her. And he can't get rid of it cause he remembers it All Too Well. I love Jake. I love Taylor. I loved them together.

[@lamafiras5681]

How do you know that

[@jjjppp5647]

+MochaVlogs13 - LMAO!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!! Jake is gay and Taylor Swift uses closeted gays to get publicity and sell shitty music.

[@callmeishmael4659]

uhhhhhhhhh

[@markretyayuda6544]

@@jjjppp5647 no he's not gay,,,,,,,,,,,,,that's only in the movie

[@6677kata]

I love his laugh.

WTF he was joking on the braselete Ellen gave to him and that "Not afraid to show fear" wtf he couldnt help that

[@jody024]

Jake is a good actor, and it shows when he's doing TV appearances, people fall for it every time.

[@mackenziehudnall8293]

He’s so adorably amazing.

[@saidarte798]

one of the best actor ever

[@kathy6934]

I'm so in love with this man

[@musiquefrique]

He’s basically perfection

[@claudial3875]

Stop putting the #'s AFTER the clips, it gets confusing af.

[@seafoam7095]

Claudia leal exactly what i thought!!! 😂

[@equilikua]

he seems like such a nice guy!

[@hopevale3501]

2:51 I knew it, I knew it!

[@TheFlowerVolcano]

“He loves bacon so much” hahaaaaa

[@jeneuweenlaf948]

I've never ever seen a man who is so handsome being scared.

[@KidsWithGuns1992]

Dude this video makes my brain hurt. Like... they're talking like they know him? This isn't really quite him, it's his "business".

[@MJsGuardAngel]

exactly

[@Womanwithblackdog]

I love to see him with his Sis.

[@nerdypeachmango]

Bubble Boy Jake Gyllenhaal is still my favorite.

[@alyssap5553]

he's most definitely a very amazing person on earth ☄

[@sarahvenable4710]

Plus, he can be SO relatable.

[@MassDynamic]

1:28 nice comeback.

[@gtruba]

My favorite Jake Gyllenhaal moment is Prisoners.

[@user-et1um7fj5f]

Why there is only a thumbs up not a heart or something lol *luv jake

[@bokehgod4486]

Such a daddy lmao 🙊😂😂😂😂

[@minaledwards8229]

He looks like Rafe Adler from Uncharted 4😂

[@jayestacio4390]

I love jake gyllenhall...best actor and a superstar

[@geromejohnnygranada]

it's pronounced Yillenhawl not Gillenhawl

[@iriskartman7967]

+john hollister NAW MAN, he did an interview awhile back saying it was pronounced "yee-lin-hu-la-hu"

[@enso8762]

+Panda_girl18 I'm from pluto and it's pronounced "rrau ajgen dfao'ka"

[@nephastgweiz1022]

+Panda_girl18 Jake specifically said on Conan that his name is pronounced Yillenhaal. So you're wrong

[@awfulaim912]

+john hollister no its pronounced yeellinhaleh

[@nephastgweiz1022]

+Panda_girl18 First you said it is pronounced "Gyleen Hal", and now you say it is pronounced "yilleeenhaul". Obviously you don't know the pronounciation if you change it in every comment. Also, the pronounciation is not up to people's opinion, since he clearly said himself how it should be pronounced !

[@behinderismus5672]

I love the way he holds puppies

[@thekrayatkaty6235]

I just love him .. and his recent movies are .. my FAVS

[@Kristine_202]

The comment about his mom was a joke. One of Ellen's audience members said that she went a first date with a guy and he took her to his mom's house. She thought it was super weird. So then Jake joked, "I do that all the time."

[@scorpion528]

Donnie Darko Introduced me to this actor been watching him ever since. I guess he owes a lot to that movie.

[@alaahesham4183]

The sweetest man ☹️

[@elizabethmelkonyan2577]

Omgggg number 7 he's sooo cute there wth his hair tho 😍😍😍😍

[@vivrepleinementpassionne4409]

oh he's awesome 😍😍

[@jennyfromtheblock.7153]

I love ❤️ him.

[@Marwa-it7wr]

I love him soooo much oh my gosh he's so beautifuul

[@penelopemomberere5083]

I love this guy, Jake, like love 😍

[@danielle_jireh]

I've loved him since October Sky and I will continue to love him 'till the day that I die ...oh crap, that rhymed

[@sarahlovesyoutube852]

I freaking love jake

[@laurajoseph2282]

Love this channel

[@ghada7nassr]

Perfection😍

[@DanM8195]

This guy rules

[@shogrran]

2:38 "we'd accept an invite anytime"......nuh uh... not after you all laughed when he said it.

[@Cerrinia]

I think #4 pun is so funny!! Such wit.

[@divyaaravindan3977]

The way, he blinks, I would have fainted.

[@emercycrite]

01:30 Such a good burn!

[@Juliezeneth]

Love him. ❤️

[@sangha_238]

Love and other drugs...Wow!! I've came a long way...

[@rashu]

I love Jake G

[@SaraMiko88]

Hee is soooo beautiful, dear Lord 😍

[@alys7262]

He's so beautiful😢

[@TheAnarchyIsReal]

south paw is the best movies he's done so Danny heartfelt and painful I felt his pain he actually played it perfectly I literally broke down watching it he is the best actor I love him. and the role he played in southpaw was my favorite or him he looked hot he's a good looking dude but usually more casual I liked him in the hoodie and sweat pants and the tough boy act it suited him hope for more movies with him playing more of a tough guy idgaf role it's hot

[@grazielaalmeida8438]

What's the song that he performed at 00:40?

[@solitarymaninblack]

It would be nice to see the clips without vacant voiceovers.

[@Vanya11_12]

Any situation involving Ryan Reynolds melts him, and recently when he swooned over Tom Holland

[@deezeeowleyes]

Okay..... that smile/laugh at the end though :’)

[@sly4u247]

Wait... Take them to his mother's house... Tay tay says in all too well... Your mother's telling stories about you on the tee ball team, you tell me about your past thinking your future is me... I get it now!