00:00Have you ever been confronted by someone you've written a song about?
00:03Yes.
00:03She sent me a text and she was just like, really?
00:06I was like, what?
00:07My name is Willa Bennett and I'm gonna go on a blind date.
00:11It's time to put on my blindfold.
00:17Hello.
00:18You smell really good.
00:19What's your fragrance?
00:21It's Byredo.
00:22Do they pay you to say that?
00:23Mm-mm.
00:24Okay, so you don't have a Byredo deal?
00:26Not yet.
00:27Maybe I'll put it.
00:28Hmm.
00:29Do I smell good?
00:30Yeah.
00:31Do you know what's in front of you right now?
00:32It's a good time right now.
00:34Is this why?
00:35Yeah, obviously it's why.
00:36You thought we were gonna go on a blind date sober?
00:38This is my first blind date.
00:40Am I your type?
00:41Yeah, I mean, I don't have a type.
00:42I just like...
00:42Okay, you're one of those.
00:44I don't have a type.
00:46Yeah, especially...
00:46Everyone has a type.
00:47Funny.
00:48Funny?
00:48Yeah, I like funny.
00:49Well, that's convenient for you because I'm really funny.
00:52Tell me a joke.
00:53Knock, knock.
00:54Who's there?
00:55What's your name? Tell me quick.
00:58Yeah, I'm not smart.
00:58How's the bread?
01:00I'm not eating.
01:01You're waiting for me?
01:02Yeah.
01:02So you believe in chivalry?
01:04Yeah.
01:05And when you get to the restroom, I'm gonna stand up.
01:08You're gonna come to the bathroom with me?
01:10No, no.
01:11I'm not gonna go.
01:11You're gonna have to just be like, welcome back type of thing.
01:16Okay, wait.
01:17We're gonna eat now.
01:18Hello.
01:19Wait, are you supposed to do that?
01:20Yeah, I couldn't guess.
01:21Oh, okay, good.
01:22Oh, you're good.
01:23Wait, so did I win?
01:24There's no winning in dating.
01:26There's only love.
01:27Okay.
01:28All right, give me a welcome to blind date.
01:31So, are you gonna write a song about me?
01:33Yeah.
01:34Is it more offensive if you write about me or don't write about me?
01:37Don't.
01:38Because I mean, like, you did not matter.
01:41Because I'll write the song whether it's good or bad.
01:43So I gotta do something mean.
01:44No, no, no, no, no.
01:45That's what you heard.
01:46Yeah.
01:47How do you hear that?
01:49But you can write about me too, though.
01:51It's true.
01:52Yours will probably be like in a journal.
01:53Mine will probably be on stage and they'll all sing about me writing about you.
01:58So they'll take my side.
02:00What are you putting out into the world right now that you're really excited about?
02:02Vulnerable, honest, painful, expensive.
02:08Well, expensive.
02:09What does that mean?
02:10The sound of music that I'm making, it's just, it's all played live.
02:14And it's just a full band and it's just, it's just rich in sound.
02:18Peaches by Justin Bieber is one of my top songs of the year.
02:22This year?
02:22Yeah.
02:23I thought you'd like that.
02:25Yeah, I do.
02:26But sometimes, you know, like some of my bigger songs, I'm like, I don't want to hear this again.
02:30You're one of those.
02:31You're like, when it's mainstream, it's no longer cool.
02:33Yeah, I'm like, I'm Trarian, I guess the term is.
02:36Like, I like to pretend I'm underground, but I'm not underground anymore.
02:42Is that?
02:43I thought that was food.
02:44It's coming.
02:45Who is that?
02:46This is from 1987.
02:48I'm going to read you first date advice and you're going to say what you think.
02:51Oh, and look, I actually got you some food.
02:53Does he work here?
02:55Where are you getting this?
02:57Let's dig into it.
02:58Ladies first.
02:59If someone said they would donate a million dollars to charity if you went streaking, would
03:03you do it?
03:03Streaking?
03:04Yeah.
03:05Like completely streaking?
03:07Like, or just like-
03:08Yes, completely streaking.
03:09Don't edit the questions.
03:11Why not?
03:11You know?
03:12I'll do it.
03:13Would you be willing to reduce your life expectancy by five years to become extremely attractive?
03:20No.
03:21I'm already attractive.
03:22You really are.
03:23You know you're hot though, right?
03:25Yeah.
03:25What's that like?
03:26You know, waking up being like, I'm perfect.
03:28Well, I'm not perfect.
03:30I have a lot of flaws.
03:31Like what?
03:32I'm emotional.
03:33It's not a flaw.
03:34It's not?
03:35No.
03:35Tell that to my ex.
03:36What'd she do?
03:37What did she do?
03:38You already taken my side.
03:39I like you.
03:40Nah, she didn't do anything.
03:41When did you last cry in front of another person?
03:44Oh, her, probably.
03:46That's in that book?
03:47Yeah, in college.
03:47What was going on in the 80s?
03:49People are crying.
03:50Okay.
03:50Okay, this next one's fun.
03:52I'm not.
03:53Okay.
03:54You have anything else to say?
03:55It just sounds scary.
03:56It's just us here.
03:57Don't worry.
03:58Have you had satisfying sex within the last three months?
04:02Mm-hmm.
04:04Really?
04:06Three months?
04:07Yeah.
04:07Yeah.
04:08The last person who was here said she took a whole year of celibacy.
04:11A year?
04:12I'm about to choke.
04:13I think it's not a year.
04:15Okay, how many different sexual partners have you had in your lifetime?
04:18Would you prefer to have had more or fewer?
04:20Because I feel like now you're just asking me stuff you want to know.
04:23Yeah, I'm just like obsessed with asking you all this.
04:26No, I don't really think about it.
04:28So you would say it's about quality, not quantity.
04:30There you go.
04:32What do you think about marriage?
04:33I love marriage.
04:33I want to be married.
04:34Kids?
04:34Kids, yeah.
04:35I want three daughters.
04:36Three?
04:37I have a big family.
04:39Wow.
04:39Benjamin, I keep calling him something else.
04:43All right, you completed the Cosmo quiz.
04:48I got you a canola.
04:49This is insane.
04:51Thank you, Bob.
04:52Okay, so these are blind questions from Cosmo readers.
04:56Yeah.
04:56So I've never seen them before.
04:57So if they're scandalous...
04:59Ooh!
04:59Here you go, Angel.
05:00I don't have a fork.
05:01Brat.
05:04Thank you, Brat.
05:05Are you for or against staying friends with your ex?
05:08Well, I have this theory, right?
05:09If you could be friends with your ex,
05:11you either never loved them
05:13or you're still in love with them.
05:15Whoa, I'm processing that.
05:17What songs or artists are on your post-breakup crash-out playlist?
05:21I feel like my newest album, Beloved, will help a lot.
05:23Because it just goes through all the waves of just the relationship in general.
05:26Not even just the...
05:27Because I feel like you shouldn't just mourn the breakup.
05:31I think you should sit and process the whole relationship
05:33so you can know what you can do different next time.
05:35And there's 14 songs on there, so I'll say that's the playlist.
05:38It's really beautiful.
05:40Complicated, textured, like, deep.
05:43I love that word.
05:44That's my new favorite word.
05:45Willa.
05:48Have you ever been confronted by someone you've written a song about?
05:51Yes.
05:52She sent me a text and she was just like, really?
05:54I was like, what?
05:55Because I have a song called Still Your Best.
05:57And it's just pretty much saying, like, oh, you have a new boyfriend, but you...
06:01Come on.
06:02But that's when I was, like, you know, a little more...
06:04I had a little more hubris, a little more bravado.
06:07I'm more settled now.
06:09How did you get settled?
06:10You know, I matured a bit.
06:12You go to therapy?
06:13Yeah.
06:13Well, sometimes.
06:14Not all the time.
06:15Because music is, like...
06:16Music's my therapy.
06:17Yeah, it's my therapy.
06:18I get to express myself.
06:20You're like, I don't need professionals.
06:21You know?
06:22If your last partner wrote a song about you, what would it be called?
06:27Blocked.
06:28Care to explain?
06:29I'm blocked.
06:30Oh, blocked.
06:31Yeah.
06:31I thought you said locked.
06:32Almost.
06:33You're missing a B.
06:34Right, Brandon?
06:36You've been accused of making male manipulator music.
06:40Do you think you deserve to be thrown into the genre?
06:42Why not?
06:43What's the most embarrassing way that you've been rejected by someone?
06:46Embarrassing?
06:47Nah, I don't really...
06:48I don't get embarrassed.
06:50No, I don't...
06:50Stop.
06:51I just...
06:51I mean, I get rejected.
06:53I just do it in such a low-stakes way to where if it's rejection, it's just like, oh, he just
06:58said hi.
06:59First date in New York.
07:00Where do you go?
07:01I feel like New York, you stack it.
07:03That's the difference between, like, LA and New York.
07:05LA, you just go somewhere.
07:07That's where it is.
07:07But New York, there's a lot more options to just bounce around.
07:10There's a trend called stack dating where you literally stack your dates.
07:14So multiple dates in a day?
07:15But, like, stacked, like, 8 to 9, 9 to 10, 10 to 11.
07:19That's how bad he's got?
07:20Not for me.
07:22What's the biggest red flag you've missed or ignored?
07:25Passive aggression.
07:26I have to guess what's wrong with you.
07:28Or guess if something's even wrong.
07:30Like, just say it.
07:31But I've also grown to realize sometimes I create the environment where they didn't feel comfortable
07:36expressing it.
07:38So you're working on yourself, you'd say?
07:40Yeah, I did the work.
07:41Brady?
07:42Brady!
07:43I got you with me.
07:44Yeah.
07:45But you got another blind date with me?
07:46I'm down.
07:47Cool.
07:48But I got to stack a couple dates after this and see what I'm going to do.
07:51By the way, he actually has a penis.
07:53Say swear.
07:54What is it?
07:54He's in here, Brian.
07:56Yo!
07:57He's in here, Brian?
07:59I'm fucking weak.
08:01That's funny.
08:02He's in here.
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