anything goes with emma chamberlain - wait idk how to flirt
Episode Date: December 18, 2025[video available on spotify] i have a little crush right now. and while this crush is really not that serious, it was a wake-up call to realize i can’t even make eye contact with this guy. i want... to get comfortable with talking to boys. so today, we're gonna test my baseline flirting ability, and learn how to flirt. Learn more about Venmo Stash, visit http://www.venmo.com/stash-rewards This episode is sponsored by State Farm®. Like a good neighbor, State Farm is there.® Learn more about your ad choices. Visit podcastchoices.com/adchoices
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let's begin this episode with a story. I have a little crush right now, okay? A little crush. And when I say
a little crush, I literally mean a little crush. This is a crush so little that it will never
leave the confines of my mind, okay? I will never pursue this man in real life. This is simply a little
crush for my brain to enjoy in this moment of being newly single. Like this is just a little
something for my single brain to chew on and nothing more. I will never date this man in real
life. I can almost 100% promise you that. I can like 98% promise you that. Why? Because there are
so many variables in place that make it so that I should never be with this man, probably can
never be with this man. Like it just doesn't make sense. But here's the deal. I see him all the time
in passing. I see him multiple times a week. And you want to know the craziest part. I have
have never spoken to him, never once. It's very clear that this person is shy. Apparently I'm shy
too. I cannot talk to him. In fact, I can't even look at him. I've barely ever even made eye
contact with him. I've only ever looked at him from a farm and like, wow, really handsome.
And then the second, like, his head moves to where maybe he could slightly see me, I look away.
Now, this is an issue. I need to get comfortable with talking to boys.
And even more than that, maybe flirting a little with boys.
I don't even know how to make eye contact with him.
How am I supposed to talk to him?
Now, I know what some of you are thinking.
Emma, he's not talking to you either.
True.
And I've thought about it a lot.
Like, is that a red flag and a guy if they don't, you know, initiate?
I don't think it is.
I don't know.
I'm actually really conflicted about it.
I don't know if it's a red flag or not.
On one hand, it's like, for me, personally,
I do prefer a guy to be forward with me to make the first move.
I prefer that. I kind of need that. I can't even make eye contact with a guy that I sort of
a little bit have a crush on that I will never date. Like if I can't make eye contact with a guy
where there's no stakes, like obviously I can't make the first move with a guy where maybe
there are stakes because maybe I actually might like this guy. You know what I mean? Imagine.
So I really rely on the guy to make the first move. So for me, is it a red flag if they don't? Well,
kind of up until this point because we just probably won't speak. But on the other hand, maybe
it's a red flag, maybe it's my red flag, that I'm afraid to talk to them. What does that say about me?
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Venmo.m.me slash stash terms. Now back to the episode. If I were to look inward, why can't I
make the first move? Why can't I? Fear of rejection. That's it. And I actually know where it stems back
to, or where it stems from. Stems from high school. This guy I had a crush on. At a beach bonfire
decided that he was going to make out with me that night. Lucky me. Well, at the time, I was very
inexperienced and very, very, very frightened by boys, which clearly I still am, perhaps because
of this experience. Um, so he, like, walked me. He actually carried me. He was very bizarre. He, like,
picked me up and carried me, kind of as a joke, but whatever, into kind of a private area
behind some rocks at the beach started making out with me. And I didn't know what to do. And I
clearly did not perform well. And he very quickly stepped back, looked at me, looked disgusted,
turned around, and walked away and left me there by myself to just rot. I have never
been the same from... Wait, this just got so deep. No, but I have never been the same. And now I'm so
afraid of making the first move or like doing anything because I'm like, I don't want to ever feel
that feeling again. And there's a potential to feel that feeling if you put a little effort in.
Make a little flirty little eye at a guy, you know? I'm like scared to look at this guy that I have a
little crush on and maybe like smirk a little would I ever do that I don't even know if that is that even
a thing people do I don't even know but I'm afraid to like even open anything up because I'm so afraid
of rejection and again this is with a guy that I will never date like I'm not going to date this man
it's just fun for my brain but I'm I can't make any sort of first move because I'm so afraid of
feeling rejected but I really do think another reason why I'm afraid is because I'm not confident in my
flirting skills necessarily. If someone's flirting with me and is like the banter is so good and they're
really steering the ship, I can banter easily. No problem. If somebody's good at it, I can be good at it,
right? But if somebody's not great at it or not super forward with it, I don't know how to steer the ship.
And I think that that would be a nice thing to know how to do. I think it would be nice to feel confident
in my flirting skills as like an initiator.
Because who knows what shy, wonderful guys I'm missing out on
because I'm too afraid to do a little flirt first and see what happens.
It's confusing because I know I have it in me to flirt, right?
I do because if somebody's flirting with me really hard, like I'm there.
I can show up.
But they have to really be into me.
I have to like, no, it has to, they have to like basically be like yelling in my face.
Like, I'm obsessed with you and I need to be with you.
And I need to see your body.
body. Like, I need that. I need it to be very clear. And I think that is maybe holding me back
from exploring potential options that could be actually really wonderful options. Who knows, right?
And so I've decided it's time for me to learn how to flirt. I want to learn how to take initiative.
Because here's the thing. I am very outgoing. Talking to people, conversating with people,
it can sometimes be exhausting for me. But I'm good at it, I think. I think I'm pretty good at it.
like I avoid awkward moments. I'm good at, you know, like the talking itself is not what I'm nervous
about. It's getting a little flirty. That's what scares me. But see, the thing is, when it comes
to like talking to boys, right, I get intimidated to just talk normally to boys feeling like,
wait, well, what if there's an opportunity to flirt and I don't take it? So then it just sikes me out
all together. I think I'm not going to like talk to this crush that I see multiple times a week and
immediately start flirting with him. Like that's, this is more just simple.
symbolic of the work that needs to be done, which is I think if I felt more confident in my
flirting skills, if I felt more well-rounded, then perhaps I would be not intimidated by walking up
and going for it. And I know that like a lot of flirting and stuff is intuitive. It kind of
needs to be intuitive. But I genuinely don't know what to do. Like I don't know what to do if someone
else is not guiding the situation and I genuinely want to learn. To start, I thought we would take a
quiz. I just love taking online quizzes, to be honest. I think it's so fun. It's a weird thing that I like
to do. But I like to do it. And so we're going to do it. And we're going to see, we're going to test
my baseline flirting ability. Because it's like, I can share with you all how I think I am.
But let's have a random quiz from the internet tell me how good I am. You know what I mean?
Okay. First question. Pick an opening line.
Option one. Is it just me or did the room get a little brighter when you walked in?
No one's ever said that. I will never say that. It's let stop. Next, have we met? No, we should fix that.
That's pretty bad too. Well, it's also like, have we met? No, we should fix that. It's like, well, now you're meeting.
You know, you already, now you've already met because now you're talking. So, but that one, maybe. Next, is this seat taken? Do you want it to be?
that one's actually not that bad
like if you really pulled it off
it's a little corny but like
that's not terrible okay next
are you a camera because I see you
and can't help but smile
like no one's ever said that
so it's between have we met
no we should fix that and is this seat taken
do you want it to be I like is this seat taken
do you want it to be I could see myself
doing that sarcastically
and the guy cringing a little
but being like aw
she's cringe
but it's like charming like she's being silly with that one being like have we met no we should
fix that that's kind of icky i don't know it that that one might not come off as as cute
okay next how much eye contact do you use when you flirt i actually would say i i'm pretty normal
with the eye contact i'm not somebody who's going to like stare into the eyes unless i'm like
really drunk and i don't drink anymore see that's complicated things too whoa that just added a whole
new dimension. I'm going to have an existential crisis because every other time I've ever been
single, it's been hard enough for me to like get out there and really flirt and really go for it.
And that was with alcohol. Now I'm sober. You know what? It's going to be an incredible growth
experience. And for that reason, it's totally fine. Okay. Back to the question at hand.
How much eye contact do I use when I flirt? Well, when I am flirting, I would say the eye contact's
normal. I don't overdo it unless I'm like really drunk. And it's like,
really a moment. But for the most part, I would say normal eye contact. It's the same as like how I
would make eye contact anyway. Next question, what's your go-to style of flirting? Option one, make sure to
drop lots of flattering sweet compliments. Option two, tend to use humor and my quick wit to draw them
in. Option three, honestly, just focus on holding the conversation and see where it goes from there.
Option four, I do pretty much anything to get their attention and then keep it however I can.
I would say the most me would be either the humor one or just focus on holding the conversation
and seeing where it goes.
I would say I usually try to use humor, which can be good and bad.
It can be good if we're working with somebody who's funny.
It can be bad if we're dealing with somebody who maybe isn't so funny.
So it's like hard to bounce off of them.
Perhaps like, I don't know, they're not getting it.
So I'm going to say humor because that's what I like to do if it works out.
Okay, next, choose your favorite physical way of flirting.
Ooh, scares me.
Option one, sly, suave, wink at just the right moment.
No one does that.
Like, I would maybe do that.
Like, I'm trying to imagine, is there any world where I would do that?
Maybe, as a joke.
As a joke, maybe.
But even, I don't think I would ever do that.
And I would probably do that if I was, like, friends with a guy that I wanted to flirt with.
Like, if we had been friends for six months and the crush developed.
And then it's like, okay, a little fun.
funny wink, maybe, but not, that's weird. Nobody actually does that. Seriously, I feel like,
maybe I'm wrong. Next option, accidentally brushing hands together for a moment of contact.
I would do that. Yeah. Next option. Sorry, I just had a memory of one, somebody, of one of my exes did
that to me. And it made me kind of sad, but like, not that sad. But like, it just, it brought back a
memory. Let me be nostalgic. Moving on. Next, shifting in my seat to face them and give them all my
attention. I would do that. And lastly, biting my lip super seductively. Again, no one does that. I wouldn't even
do that in the most seductive of moment. Like I, it could be, I can guarantee you this. I will be on my
deathbed and I will have never bit my lip seductively seriously. Like I will be, I will look back at my
most sexist sex. I will look back at the most, oh my God, wow, Emma had sex that day.
Like, that was the day Emma had the most sex she ever had, and I will have not bit my lip.
Do you know what I'm saying?
Like, that will never happen.
So I would say the most likely thing I would do, I think before I'd even be confident enough
to brush the hands together for a moment of contact, I would probably shift in my seat to face
them.
I do that anyway.
Like, that's just who I am.
So maybe actually that's not flirting, because I just would do that.
I would do that with a guy and I'd do that with an old woman I met.
on a bus.
You know what I'm saying?
So I'm going to say accidentally brushing our hands together
because that's actually flirting, whereas the other one's not.
Okay, next.
How close to the other person do you like to be when you flirt?
Option one, super close as long as they're comfortable with it.
I like to have each other's full attention.
Option two, close enough to touch them if the moment feels right, like we're good friends.
Option three, I like to keep a respectful distance away, like a table between us,
honestly, that's clearly me right now. Option four, I'll flirt from across the room if I have to.
I like a challenge. I would say in an ideal world, how close would I like to be? I would say not
super close. I don't like being super close. It's a little bit too much for me. I would say close enough
to touch them. Because I think like being a table length away, listen, that sounds wonderful because I'm so
afraid of flirting. But I think in an ideal world, if I'm flirting with somebody and the vibe is good,
I mean, I want to be close enough to touch them.
What the fuck?
Next question.
Do you like to make the first move?
No.
Okay, easy one.
Next, do you like having a wingman to help set you up?
Yes.
Oh my God.
I forgot about this.
Yes.
I can't.
It is so hard for me to flirt alone.
I am so guilty of like having a friend next to me and like bouncing off of them and like
using them as a crutch.
It's so bad and I need to stop.
So I'm answering.
Sometimes it helps. I won't lie. Next question. How do you usually feel when someone attractive is
nearby? Option one, someone attractive, you mean me? I feel totally comfortable wherever I go.
Option two, they're definitely on my radar, but I keep it casual, normal. It's no big deal.
Next, I might get a little nervous, but I think I keep it together pretty well. And last, I feel like
their competition, and there can only be one winner. Oh, wait, but why are you competing with somebody
you're attracted to? Oh, what? Okay. Um, well, I think,
the answer that seems to be resonating most is they're definitely on my radar, but I keep it
casual, normal. It's no big deal. But sometimes I'm like too casual, too normal, too no big deal to the
point where it's like, I'm like not even like looking at them. Okay, next. Be honest and no judgment.
Have you ever lied about your interests to impress someone else? No. Well, I mean, like maybe when I was
eight, because let me tell you, I have been in a cycle of having a crush consistently since I was
literally four years old. Like I have barely ever had a break. I love having a crush. I always
have a crush. It's just who I am. That's why I have a crush right now. That's like not even somebody
that I actually should ever be with because I just always have to have a crush. And right now,
for whatever reason, this guy has just become my crush. But like it could, I will drop it in a
second if I, if something that actually makes sense comes around. But I just, for my brain, for whatever
reason, need to always have a crush. I've always had a crush. It's who I am. Yeah, I don't
need to lie. Like these days, I'm not lying. That's weird. Okay, next. Who do you usually flirt with?
Option one, I usually only flirt with my date. Option two, I tend to flirt with total strangers.
Option three, I mostly flirt with people I've known for a little while. Option four, I'll flirt
with just about anyone who seems interesting. I would say I've mostly flirt with people I've known
for a little while, for sure. Mainly people I'm dating who I know like me and even flirting with
like somebody I'm dating can be hard if like I'm no well maybe not hard but like once you're dating
the flirting changes it's not the same type you know so then it's kind of in a different category
uh okay next question choose a way to impress someone you're flirting with option one recite a classic
romantic poem from memory that is hell to me hell who no that is no to me to me that's a little
maybe a little cringe and I'm very afraid of being cringe on accident you know like I don't ever
want to be it's not even it's cringe because it's a little performative you know but then again
I don't want to be like rude if somebody you know memorized a poem and wants to share it like
who am I to judge right but if I were to do it it would feel performative and so that's why I think
it would be cringe okay next I bring up a tiny detail they mentioned earlier to show them that I'm
paying close attention that's me coded
option three i do something small and polite like hold the door or pay for their meal i would also do
that option four i show them one of my special skills like tying a knot in a cherry stem with my tongue um see
that it would be nice to have some sort of like little like subtly almost kind of like hot little thing
like that i don't have that um so that's definitely not i mean i'd love to do that but see that also i feel
would be performative if I were to do it.
So, no.
I would say the most me is bringing up a tiny detail they mentioned earlier.
And last question, do you like to give gifts to the other person to win them over?
No.
Gift giving is not my love language at all.
So no.
And like I already get anxiety about giving gifts.
If it was to somebody I had a crush on, like no.
Okay.
Let's see my results.
Oh, it says you've got natural charm.
You're not a huge flutter, true, but you've got tons of charisma and you tend to charm the people
you meet anyway. Sometimes you're probably not even aware you're doing it. That's so nice and I needed to
hear that. I like start crying because I'm so scared of flirting. When you flirt with someone,
they tend to have fun, just talking to you and seeing what you'll say next. And if you're not
spending the rest of the evening chatting together, they're walking away with a smile and a little
flutter in their heart. And we know you already know, but just remember to stay respectful and
make sure others are comfortable, which is key to a successful flirt. Now, get out there and
strut your stuff. It says, thank you, WikiHow, randomly my favorite website. Yeah, I, that's the other
thing with flirting. I always am afraid of, like, weirding them out or creeping them out. Like,
I don't ever want to be creepy. And so my, like, fear of being creepy also gets in the way.
It's like, there's so many things, so many mental blocks that I have getting in the way.
of me flirting. And to be honest, perhaps it's not even that I need to look up a guide on how to
flirt online, which I'm still going to do anyway, because I'm curious if it'll help me.
But perhaps it's actually addressing the root issue, which is that high school trauma,
but also too, fear of rejection, but also to being afraid of being creepy, right?
Like, I know I'm not creepy. I know I would never do anything creepy, but it's like,
I'm such a overthinker that, you know, I psych myself out. But anyway, that's really, that's
reassuring, like, I have it in me. Even this random quiz I found online told me, I have it in me.
But let's get into this article I found also on WikiHau. How to flirt with a guy. Let's see what it has to say.
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Now back to the episode.
Part 1. Flirting from across the room.
Number one, make eye contact.
Eye contact is a key flirting technique, which can be implemented anywhere at any time as long as your crush is in sight.
While you don't want it to look like you're staring deep into his soul,
lingering eye contact will show him you're interested. Here's the thing. I, and see, this is why I'm
nervous because this, okay, I have to preface, this crush that I have now, it's so not serious.
It's so not that deep. But this is like the first guy that I've been exposed to enough where
like a little crush has been able to form. There's actually an opportunity where it's like,
oh, maybe I could talk to him and flirt with him and have a little bit of fun, not even like flirt
with him. Who knows, right? I'm still trying to get over the bear.
of just even talking to him at all or even making eye contact with him.
But he's more of sort of this wake-up call for me of what I need to work on because I'm
imagining what it would be like if there was like an opportunity to flirt with him where
it made sense, like a little something.
And I'm like, oh, wow, I'm not prepared.
So just keep this in mind.
Anyway, I see this man so often and I literally have never looked at him.
And there has been, there was an opportunity literally today.
where we were we walked right by each other and you want to know what I did looked at the ground I
kid you not I looked at the ground I walked my oop head down I am really I'm bad at even this okay um
you know I think eye contact is like the easiest first step but I think what's hard about it is like
you don't want to be caught staring because that's kind of see that feels creepy to me
that's the issue with like looking from across the room is I don't want to seem
creepy. And to me, like, staring seems creepy. And then it's like, okay, if he looks back
and I like smile a little and look away, that's not really creepy. But I'm scared that I would
get startled if he looked back at me. And then I would like look away really quickly because I
would get startled. That's my fear. And I'm also afraid of like, what will my little smirk look
like? I don't know. I literally don't know. So I don't know that I'm ready for this one. I actually
feel like this one's more advanced than we all would think. I think I need to build a little bit more
confidence first. But at some point, it would be nice to feel the confidence to like look from
across the room and make eye contact and then, you know, do a little smirk and maybe look away.
Well, that leads us to step two when flirting across the room to smile. Studies have shown that
smiling actually makes you more attractive to other people. So work that into your advantage by flashing
those pearly white sea. I will say there is something that I do that is a weird, indirect form of
flirting, which is that for whatever reason, naturally, when I'm around somebody that I have a crush on,
I will smile so much more. I can't stop smiling. I can't wipe the smile off my face. And I think it is
a subconscious thing. Like I know deep down that that is an attractive thing. It's like almost
biological. It's instinctual. I know that. Also, I think too, because I'm feeling so joyful,
because how joyful it is to be around a crush. What's better? But,
This I actually think I already do. However, smiling from across the room, no, but smiling around them, yes. In fact, with this particular crush that I have right now, I can't stop smiling and laughing when I'm around him, even though he's far away and is not looking.
Okay, next. Use body language. Even if you haven't opened your mouth, you can say a great deal by just using your body language. Smiling and eye contact are part of this, but there are a few other things you should be aware of. Don't cross your arms. Ooh, see, that's a bad habit I have. When I get nervous, I do cross my arms. And a lot of times when I'm around a crush, I will sometimes get a bit agitated inside and I will cross my arms out of instinct. I know that I do that. So that's something to consider. And, you know,
people have given me advice before. They're like, Emma, just be open, be light. And I'm a very tense
person. So that's hard for me. Next, it says, flip your hair. Well, that is not going to work for me
because I don't have much. And next, play with your jewelry, such as a necklace. I don't really
wear a necklace is a lot. But yeah, okay, I just need to be more open. I need to, like, have a more
open, like, loose energy. I need to, like, be mindful and loose in these moments. Okay, next, find subtle ways
to put yourself in his path.
This is something I'm actually better at.
Like, I'm good at that because I'm, you know, like, I'm good at the plot.
I can plan ahead.
I'm a planner.
I love planning things.
I love my Google calendar.
I love my paper planner.
I use a Google calendar and a paper planner.
That's how much I love planning.
So planning an interaction for me, planning like a run-in, you know, not in like a creepy
way, but like being like, oh, he's walking this way.
Maybe I'll walk that way too.
Like, I'll cross path.
I can do that part.
but then once I'm in the moment, I'm looking at the floor.
I am looking at the floor.
Okay, next, look your best.
Give yourself an added boost of confidence by looking your very best
whenever your crushes around.
This doesn't mean tiny skirts, high heels, and lashings of mascara.
It just means you should take some pride in your appearance
by being well-groomed and neatly dressed.
I think this is good advice, and I actually think this is something that I do.
I, now more than ever in my life, like to feel put together, well-groomed, clean.
It makes me feel good.
It definitely helps with confidence.
Clearly, not enough, but, like, imagine if I didn't feel cute and I was nervous, you know?
This definitely helps, but it's not really advice I need right now.
Next, consider making the first move.
Okay, well, that's an issue because I clearly am not good at that.
So tell me how to do that.
I don't know how to do that.
That's why we're here.
Okay, next, flirting in person. Okay, now we're getting into it, right? See, with my current situation,
my symbolic situation, the situation that got us here, the situation that is causing this
reflection, right? We're not even there yet. We're, and we might even never, we might never be
there, to be honest. I might never, I might go my entire life and never ever speak to this man,
but eventually I will be flirting with somebody in person, hopefully soon. Maybe tomorrow. Who knows?
Um, okay, start talking, it says.
One of the best ways to move the situation along and flirt more openly is to get involved
in a conversation with your crush.
Find an opportunity to chat him up about something you have in common, whether it's
school, work, or a recent event.
Open with a question with a note to try to avoid asking questions that can be answered
with a simple yes or no.
Transition to talking about him.
People love to talk about themselves and use his name a law.
It's a fact that people love to hear their own name in a conversation.
See, the thing that I struggle with is I never want to feel, I never want it to be obvious to
the other person that I'm like trying to start a conversation.
And so I want it to happen naturally because it's so obvious when someone's coming up with
a question that's just kind of like empty for the sake of starting conversation.
And I never want to do that because I never want to reveal my intentions too soon.
I always want to because maybe I don't like them after talking to them, right?
Like you don't want to start flirting, right?
off the bat before you know their personality. What if you start talking and you're like,
ooh, I actually don't think I'm interested at all and I don't want to be flirty. I just maybe would
want to be friendly with this person. So I would always, I want conversation to come up naturally,
but you can't, like you can't force that. But also is this just an excuse for me to not start
conversation? Like maybe I just have to be smart and like think of how to naturally start
a conversation in a way that feels truly organic, but is actually.
actually, you know, kind of plotted, I guess. Okay, next, smile and laugh. I know, you guys already
told me this. Smiling and laughing throughout your conversation shows that you're comfortable around
your crush. And more than that, you enjoy listening to him talk. See, I feel like once I'm at a point
where I'm in a conversation with a guy, like, smiling and laughing is easy. That's just who I am.
I love to smile and laugh in a conversation if smiling and laughing is, is, is, makes sense.
Next, break the touch barrier. Okay. See, now.
we're, now we're getting ahead to like, things have to, we have to know that this person
likes me back. The flirting has to be obvious. Otherwise, this to me is like, I'm scared.
Touch his forearm lightly while you're talking. Casually put a hand or elbow on his shoulder.
Ooh, that feels a little. Well, I guess if you're like facing, if you're like face to face and
you like put his hand on the shoulder, that's a little. But if you're like standing side by side,
maybe not as weird. See, like that's, yeah. Okay.
accidentally lean into him if you're walking together, straighten his collar. Oh my God. See,
at that point, if I'm straightening up a collar, we're dating. Unless I'm like really, if I was like really
good friends with a guy and I wanted to flirt a little, maybe. I do think that breaking the touch
barrier, it is important. I do think it kind of like, it sends a signal like, hey, you know,
it does move things along a little, but I'm nervous about it. But I think the key to it for me is just
going to be like I just need to do it in a way where like I would do this with a friend I would do that
with anyone you know but within the context of like oh but maybe there's a little bit of flirtiness too
it could read more flirty but I think that's going to be the key for me because I'm actually not
a super touchy person unless it's like with my best best friends I'm I wouldn't consider myself to be a
touchy person but I'm going to keep it in mind because I do think it helps next draw attention to
your body. Guys, this is crazy. Guys are visual creatures, so nothing gets them like a sneaky
flash of flesh here and there, subtly drawing attention to your body every now and then we'll get
his heart racing and help him realize how much he likes you. Rub your shoulder. Ask if you should
get your belly button pierced, lick your lips. Be careful not to overdo things here. Drawing attention
to your body can work very well, but only if it's used in moderation. Okay. See, I...
feel weird about this one.
Like, this one scares me.
And I think it's because I lack confidence in, like, a sexual way.
Like, I have, like, imposter syndrome with being, like, sexy, you know?
And it doesn't make any sense because, like, I'm so down to, like, wear a sexy outfit.
But then, like, to me, I'm like, this might be a sexy outfit, but, like, I have imposter
syndrome about being sexy in the outfit.
Does that make sense?
Like, I, even though I'm wearing the sexy outfit and I feel sexy, or no, I don't
feel sexy. That's the problem. But even though I'm maybe in this sexy outfit, even though everyone
is sexy in their own way, I have imposter syndrome and feel like I am not. I'm funny and I'm silly
and I'm outgoing and I'm playful, but I'm not sexy. That's an issue. That's deep down. That's like
Emma needs to call a therapist for that one. That one is deep in the gut. We're going to have to
get that one out. We're going to have to take a laxative to get that one out. We're going to have to
get a colonoscopy and really get the camera up there to see like what's all lodged up in there
this is okay I took this all too far but that's something I need to address on a personal level so
let me just go ahead and journal about that tomorrow and we'll see what I discover um okay
moving on dance with him ew this is my biggest fear um says dancing with a guy is a fun way
to show him that you're into him without being too serious
See, this is tough when you don't drink, right?
Like dancing with a guy blackout at a bar, well, I guess more so at a club.
You know, that's one thing.
Doing it sober, it's possible.
But it's tougher.
Not that I'm not down to dance.
Like I'm at a point in my life now finally where I can go out and dance and have fun and not care.
You know, I used to get kind of embarrassed.
But yeah, I don't know.
I also don't really go out to places where like dancing happens a lot.
I'm not going to the club very often.
You know, I'm not really going to parties like that very often.
So there's a chance that this could happen, but probably not.
Okay, moving on, pay him a compliment.
Don't expect the compliments to go one way.
Guys love to be complimented too.
Making your crush feel noticed and appreciated shows him that you're interested in him as a person
and that you're paying attention to what's important.
See, that's easy enough.
But see, the key to that is that's not even really flirting.
I mean, I guess if I was like, wow, like your hair looks amazing.
But the problem is I'm a very complimentary person.
I love compliment people.
I always will compliment people, especially if I feel like it's due.
But even if not, sometimes I'll just, I love, I want to make people feel good.
Even if say, okay, like I'll give an example of that.
Like, even if somebody did their makeup in a way that maybe I don't like, like it's not
my style, right?
If I can tell that they put effort into their makeup, I'll say, your makeup looks incredible
tonight.
It might not be my taste.
But if I can tell somebody put effort into something, I will compliment it because I
think that that deserves a compliment. I am a very complimentary person. So this isn't, like, yeah,
this is easy for me, but that's because I would compliment literally anyone. So this is just my
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possibilities made easy. Um, next, playfully tease him. Some playful teasing can be a
great flirting technique if used correctly. Teasing can create a sense of intimacy and show the guy
that you have a sense of humor. Just be warned. If you give it, you need to be able to take it.
I'm good with this. The teasing I'm good at, I think. Well, it's interesting. The teasing vibe to me
feels, I was going to say it feels kind of immature, but maybe not. Maybe not. I like the teasing
because it's kind of protective in a way. You know what I mean? It's not vulnerable. I'm scared of the
vulnerable stuff. This is not as scary to me. I would love to tease my crush. Easy, you know,
if I'm at that point. It's like touching the arm that's scary because that's a little bit more
vulnerable. Teasing somebody is not necessarily like saying that you like them. If anything,
it's like really the opposite. And so that's not that hard for me. And when it comes to like
being able to take it, I can take it. In fact, I actually, for me, I love being teased by a guy.
I love that kind of banter. I mean, obviously, there's.
like a limit, right? Like, you don't want to only get teased. You want also to get a compliment, too.
But I like a little teasing. In fact, I think I need that kind of banter. Like, I need teasing and
like funny in order to feel, for the lack of a better word, aroused. But like that is kind of crucial
for me I've learned over the years. Like, I need to be silly with the boy or else, yeah, it's like I'm
not there, you know, like I can't be there sexually, honestly. So.
Am I sharing too much?
I don't know.
Okay, moving on.
Leave him wanting more.
Don't let the conversation drag on so long that he has time to get bored or distracted.
Instead, walk away while he's still interested so that he can't wait to see you again.
This is easy for me because I am so hyper aware of overstaying my welcome in a conversation.
Like, I'm constantly giving people an out because I never want anyone to feel like, oh my God, I'm talking to Emma.
I don't want to talk to Emma anymore, you know?
Like, I'll even say shit, like, I can't remember a time where I've said this, but it's not
out of the realm of possibility that I would say something along the lines of like, you don't need
to talk to me anymore, by the way.
You can go, you can, you can do a lap.
Don't let me hold you hostage.
Like, I would say that.
Now, here's the thing.
That's a complicated thing, right?
Because it's like, if I'm like, I'm holding you hostage, I can let you go.
Like, if I say that, does that really give them an out?
Like, they're still kind of, what are they going to do?
Say, yeah, you know, now that you mentioned.
mention it. I'm out of here. Like, and I'll even try, like, I really try to not stay in conversations
for too long either. I will try to, like, the second it starts to slow down, I'm out for everyone's
sake. Okay, next, we have flirting over text. Okay, see, here's the thing. Flirting over text,
no problem. I don't even need to read the advice. Actually, maybe I will. We'll skim it. We'll skim it
and see if there's something I don't already know. But flirting over text is easy because you have
time to think. It's easy. You can, like, phone a friend. You know, I can text a screenshot into my
group chat with my two best friends and be like, what do I say?
And then boom. And that goes back to like needing a wingman, as I mentioned earlier.
Like I, I, when I have help, when I back up, flirting's no problem. It's when I'm alone.
Let's see what it has to say about flirting over text. I'm curious. First piece of advice, text
him accidentally. If you're not sure how to get a text conversation going, one good tactic is to
text him pretending you think he's someone else, like your best friend. No, I would never do that.
I don't like games. If I want to text somebody, I want to do it with intention. I want to
text somebody and be like, you know what? Hi. Hey. Or I want to like, like, I'll send them
something. I'll be like, oh my God, thought of you. L.O.L. I'm not going to like fake
accidentally text somebody. That to me is like weird. I don't like that. That's like weird.
Okay. Next, don't be boring. Boring text messages are pointless. Texting things like what's up or
what's the weather forecast for tomorrow. Has anyone ever said that? If anyone has ever said that,
they need to be reading this article and they maybe they are um wait an example of a text that's
interesting that they think is interesting is quickly help me choose donut or chocolate muffin
if anyone wants to know my answer i would probably choose a donut but that's weird see like that's still
that's like too far in the other direction like i think texting your your crush out of the blue and saying
quick help me choose i really can't that's actually kind of funny that's kind of fun but that to me
reads and feels like you're just trying to talk about whatever like i i think we're all busy people
you know we got shit to do who has time to be like bantering like that you know i'd rather be a bit
more uh intentional with it and and say something like what's an example of what i maybe would
think would be like a good text that's not boring see i always think of like sending a photo of
something, like if I saw something interesting that day, but like what? Like what would I send a photo?
Oh no, I'm screwed. Maybe I do need to be reading this because I'm clearly, I don't know.
I don't know how to not be boring over text. See, but I don't love like text flirting like this.
I would rather hang out in person and then for like that to like inspire ideas of like what to text
about in between to kind of keep the contact going. Like if the last time we hung out, we talked about
donuts, for example. Okay, then maybe it does make sense to like send a picture of like
you know a donut case at a coffee shop and be like getting one because of us you know what i mean
like that's maybe kind of cute i don't know okay next leave some questions hanging once you're in a
text conversation try not to be overly enthusiastic responding to every single thing in his last message
these kinds of text messages can be confusing and make you seem too eager see again this feels like
games to me like if i've been asked questions i'm going to answer the fucking questions you know
I'm not going to play games and be like,
I'm going to tactfully choose not to answer this one because I'm trying to.
I don't like that.
If somebody likes you,
they're going to want you to,
like it's going to be a green flag if you're a good communicator.
So no, I don't like that advice.
Next, be suggestive.
Once things really get going and you feel more comfortable with your texting,
you can start to heat things up a little,
dropping not so subtle hints that you're interested in being more than friends.
An example text would be,
I can't stop thinking about how great your arms looked in that shirt today.
I would never say that.
I would never say that.
See, I actually think that's,
I would rather, like, touch a guy's arm than text in that.
Okay, let's see more examples that they have.
They haven't, here's another one.
I'm just about to watch a scary movie.
Wish you were here to stop me from being too scared.
See, that feels cliche.
And I never want to feel, I never want to,
I avoid clichés and flirting, you know?
If you want to get a little racier,
you could say something like,
sorry I was in the shower.
and his mind will do the rest.
See, actually, saying sorry I was in the shower is like the least flirty to me.
Like, that's actually kind of chill.
It's like, wait, sorry I didn't respond.
I mean, I guess it's kind of like, why are you telling me you're in the shower?
Obviously, because it's like, think about me.
But yeah.
Okay, next, don't send more than two texts in a row without a reply.
No worries.
That's no problem.
I would never do that.
If I don't get a response, I am done.
We are never speaking again.
easy next picture text picture texting can be a fun alternative way to communicate and also ensures
that your crush has a picture of you on his phone he can go on my instagram you know like that's what
instagram's for i don't need like what i'm going to send a selfie no a picture of something maybe but a
picture of me that is weird see that's something like my mom would do if my mom was like
flirting with a guy she would like send it like sexy selfie and i love my mom but it's not really
like a modern move you know next make a date texting me a great way to ask a guy out particularly if
you're nervous about doing it face-to-face this is true and like but see i'm always i always want them to
make plans with me i don't want to make the plan my crutch is to be like try to incorporate my
my crush into like my friend group at the time so that we can all make a group chat and then invite
the guy to stuff without me having to do the inviting super super super
afraid of rejection, as you can tell. It would be nice for me to learn how to initiate. Not even learn.
It's like so easy. But it would be good for me to build that confidence. Okay. And that's the end of the
article. Great. You know what, you guys? Did I learn a lot? Yeah, but in ways I didn't expect to.
You know, I think just talking about all of this, do I feel more prepared? No, but I think what I realize now is that
I need to go inward. Yeah. I have some work to do on the inside. I need to. I need to
start seeing myself as a sexy goddess for one um i need to figure that out so we'll keep you posted on
that need to come into my sexual energy you know feel better about that feel more confident in that
without being in a relationship right i mean even in a relationship i struggle with it too but i need to
like get comfortable with that side of myself okay we'll figure that out together not literally but
you know can't help but talk about this stuff on my podcast uh i always
also think I just need to let go of the fear being rejected. I know myself. I'm never going to flirt
to the point of like really being rejected. And also, who cares if I get rejected? It's like if the guy's
not into me, if I like do a little something and, you know, the guy's not picking up what I'm putting
down, I know myself. I'll pick up on it and I'll be like, all right, done. And yeah, it's not going to feel
good. But also, that's the price you pay. Like I want to date, you know, I want to. I want to.
I want to be flirty. I want to have fun. I want to leave no stones left unturned. I want to talk
to every guy that I want to talk to. And I don't want to have to rely on them talking to me first.
So if this is the price I must pay, I'll keep you all updated on my journey, my flirting journey.
I can't wait to come back on here and be like, you guys, I flirted. I flirted with someone.
And I initiated it. That's going to be a wonderful day. And I'm going to feel amazing.
It'll be euphoric, I think. I think the thing is I know I have the potential. We all do. I just
I need to get over myself, really.
That's what it is.
Anyway, I hope you all learn something too.
Maybe you learn something.
Maybe this inspired you to get a little flirtier in your life.
If you're not already good at it.
If you are good at it, please message me tips.
If you have like some niche tip that we didn't go through today, let me know.
I want to be, you know what, 2026, I'm going to learn to flirt and I'm going to get fucking
good at it.
I want to like, I want to be good at it.
It's such a cool thing to be good at.
How cool.
You know?
how cool how confident I want to be that and I will okay 2026 Emma's fucking flirting that's the end of it
I love you all thank you all for listening and hanging out it's always a pleasure new episodes of
anything goes every Thursday and Sunday anything goes is anywhere you stream podcasts although if you
want to watch video that's on YouTube and Spotify anything goes is on social media at anything goes
I'm on the internet at Emma Chamberlain and my coffee company is on the internet and in the world at
chamberlain coffee I love you all I appreciate you all I'll talk to you very soon and
Stay flirty. Bye.
