This podcast episode features a candid conversation between Caleb and Sydney, blending personal anecdotes, humor, and reflections on life. They start by discussing Sydney’s chaotic habits, like eating candy in the morning, and the advice to see a doctor when something feels off, highlighting the privilege of health insurance. They delve into relationships, arguing that sex shouldn’t dominate—Caleb shares his contentment with quiet moments alongside his girlfriend, while Sydney expresses a desire to move toward asexuality, valuing emotional connection over physical intimacy. Sydney recounts a transformative lesbian cruise in Alaska, where older women’s stories about coming out late in life moved her deeply, reinforcing her pride and authenticity. They touch on ageism, with Caleb planning to age naturally and Sydney hoping to remain a sex symbol, while critiquing the cosmetic surgery culture driven by high-definition cameras. The conversation shifts to friendship dynamics, with Sydney wanting to set boundaries and stop overcommitting, while Caleb emphasizes showing up for true friends. They also discuss the pitfalls of celebrity, including fans interrupting personal moments like dancing or crying, and praise Queen Latifah for her grace. Caleb reflects on his poor upbringing as a grounding force, valuing people over fame. The episode ends with a trivia game and plugs for Sydney’s podcast and Edinburgh show, wrapping up with repeated ads for Apple Pay and Sunglass Hut.
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your moment wave i've had them done twice and i i am obsessed with the idea of you know you want
to upgrade yourself you want to do a little what you have done to them bigger both times yes okay
yes uh and i'm i think if i get another gig i'm gonna get them done again
first of all you know there's always something with me there's always something i do know this
and so i said when i come back on your podcast i want to be like well adjusted i want my life in
order and we're not there yet no we're not there yet no what's going on well the thing is is that
i'm i'm in a relationship things are good comedy is going well yeah um but i i feel like i want to
move towards an adult like when i want to be an adult and i'm not like i eat candy in the morning
i'm drinking i'm smashing a red bull every other day candy in the morning candy in the morning
you thought i was gonna be like i'm doing crack you're like no because i gotta tell you even when
you were saying i'm not doing well i'm like sid you live in a beautiful apartment
i get it
you have a lovely admirable relationship you're getting up constantly i have never seen you turn
up to any function the smallest function an apartment hang out on my couch where the entire
point is to get high and eat snacks you have never not showed up full beat hair outfit so i don't when
you say your life's not together i'm like keep in mind you're more together than i am
and so i'm wondering what the hell you're talking about but then the candy in the morning obviously
yeah i'd like you off the red bull i'd like you off yeah
please please it's just but lisa trager you know we love her she's like you gotta have a vice you
she's like you don't drink you don't smoke you're not committing crimes what is a little candy in
the morning what is you know a red bull at 9 p.m yeah and i said lisa's got a point she kind of
does she's got a point this is one of those moments where we gotta hand it to lisa you gotta give it
to lisa you're like you know what you're you're making sense yeah so but i i want to move toward
because you know i'm getting old and i'm like i'm not gonna be able to do it i'm not gonna be able to
and you were just telling me about going to the doctor and i'm like i really need
to take that seriously i my friend kevin kevin morby who has been on the show
he gave me some of the best advice i've and i really have taken it to heart okay he said after
30 the first time something feels off anytime something feels off go to the doctor just
immediately and nothing feels off i'm going just preventatively like i'm going just to get stuff
wrong because i'm having a weird kind of reflare up of my old hypochondria that i had kicked um
but just the anytime something feels off just go if you have if you have i know and that's a
privilege if you have health insurance and stuff i was like i'm saying if you have that option and
even if it's like it's going to cost you a little bit but you technically could do it and of course
if you're listening and you don't have health insurance i send all my love and i feel bad that
i said the thing but this is for people who do have health insurance okay but look at this this
is what really messes me up right so obviously i'm mentally ill i have adhd anxiety depression
whatever and so i need to get my insurance through and i need to get my insurance through
wga yeah right in order to do that you got to get on the phone yeah and i get on the phone they got
me on hold they got me on hold they said i gotta do this i gotta do that by the time i get to the
person who's actually gonna start my insurance up i don't already hung up and took a nap sid here's
what we're gonna do yeah we and i this i am sending this out to everybody everybody who's listening i
am sending this out over the airwaves to you yes we need to start leaning on our friends even when
we feel like it's not uh warranted what you need to do is you if that's something that needs to get
done yeah
and you know i am not gonna sit on that phone you need to call me you need to call lisa you need to
call marie call somebody and be like do you have two hours this week to come and sit with me and
hold my hand while we do this they do not and they do not you do okay i will make two hours well you
gotta take the dnd off okay text don't play games with me no and don't you guys laugh at it either
no you don't say you don't laugh
no i'll come over i'll come over okay we'll get it sorted we're gonna get it done we'll get it
it is the thing we'll get it sorted it is and and and then after that and then when i do get the
insurance and i go to the doctor and everything is in order i will still find a way to be like
you know what it sucks it sucks yeah it sucks yeah it totally sucks but you're doing i think
you're doing really well i feel like you're in a much better place than a couple years ago
when i came the first time to so true i was fresh off a a breakup i just left la i was talking shit
about everything and everybody i was in a i was like bring back de blasio like i was
saying anything i was saying anything i and i want to apologize for a lot of the things that i said
and now i'm i'm in a good place i am yeah i am i really like i am i the thing is is that
the world is on fire but i'm looking to the little light like you and my friends and you know the
dodo i go to the dodo when i just want to get in a better place what's going on with the dodo you
don't know about the dodo what's up with the come on you know about the dodo what are you going to
do these videos long-winded um rehabilitating animals and so you'll see like a little dog
limping and missing an ear and then all of a sudden you know three minutes in the ear is back
it's the the dog is frolicking yeah it's got like a you know a burberry scarf on like they got a
family like it's those those things where you see this little thing that is doing bad
dodo is like no there's there's there's light at the end of the tunnel and it reminds me of
like if that could happen you know for this beaver then there's hope for me as well yeah yeah yeah
this is a channel of some sort uh yes yes it's on uh instagram it's on it's on tiktok it's on
youtube it's yeah get into it i really might yeah there's otters there's capybara whatever you want
they got owls there was an owl that was found in a in a train and it was overheated and it came out
and it looked a little wonky they were like this this is a little wonky and they were like this is
this owl should be gone but it's still here and they're like he can't he can't really hear or see
but he's alive okay and um they they got him with a another owl that's like older and kind of out
of it as well and they're like besties yeah of course yeah and they'll try to talk to one of
them and they're just like and i said i relate to this is just disassociating you put these two
fucked up owls together yes they made a beautiful friendship yeah that's us yes it is no you're
you're way more you know that's me and you know you're way more you know that's me and you know
that's me and you in a big way dude that reminds me i hooked up with a guy a couple weeks ago not
the not the owls out of it you're like this reminds me of somebody i've had sex it's the
video suggestions okay it's the video suggestions i hooked up with this guy we had a we had a fun
date and we went back to his place and and hooked up and he lives in la and you should have started
with that i know okay and then uh yesterday he sent me a a link to a video and he goes this made
me think of you i should have sent it in the moment this made me think of you the other day i
sent it in the moment but sending it now and i click on the link it's like a 27 minute video
essay that's like what is the meaning of life and i was thinking back on the date and i'm like what
did we get into that this made you think because i'm like i thought we had a nice time but i was
like what did we what did i put across that made you and i was happy about getting the video i
liked it that is the kind of stuff i'm into i was like a 27 minute video essay that's the kind of
follow-up i'm getting well because you know you're very you're very heady what is this cerebral like
you yeah is that you that's not the way you know no i'm just listening i'm just listening to you
i'm taking this in i'm taking this in i feel like you can have really good deep conversations
that it's about you know everything and anything so i think maybe in the date you kind of maybe
we went off to that yeah you're very funny but you could get deep like what else do we have to
offer yeah other than jokes people like to tell me their problems i think i know that happened
on the date he was telling me some of his problems it's not a date if somebody's not
trauma dumping over the the breadsticks you know people are really apologetic when they do that and
i go i would i far prefer this to stupid bullshit tell me your problems let's get into it because
i've also by the way i've got solutions you are we can fix this up we can fix this up you're a type
a person and i like that do you guys think i'm type a i think you're type a okay i think the
way we were supposed to do
we were supposed to go
on a trip
we were supposed to go
to New Mexico
or Mexico City
or something like that
and you had
you know
the Airbnb
the flights
all that stuff
you were on it
the emails
I trust myself
yes
I trust myself
to get things done right
yeah well you also were like
okay Sydney
and Liza's on a chat
these bitches not doing nothing
so that
that was one thing
you were like
I have to come with a plan
because we can't
rely on them
so there was that
but also I wanted to say
you said that
you would never go
on a girls trip
or something like that
and then I saw you
with girls
on a trip
what trip?
did you go to
Ireland
or Scotland
you know what
Dublin
I did
I was in the same city
as some girls
I stayed separate
I stayed separate
I'm not doing
the big house
with girls anymore
I don't know
I'm not doing
the big house
with girls anymore
it's over
I do
I love women
I have a lot of respect
for women
I want to shout out
all women
right now I am
shouting out all women
shout out
to you girls
thank you for everything
that you do in the world
you can't stay
in the same house as me
on vacation
it's a mess
why?
there's attitude problems
there's hair dryers
everywhere
there's clothes everywhere
it's 45 minutes
after we said
we'd get out the door
to get out the door
just to go to lunch
just to go to lunch
we're coming back
for a nap
before we do
the evening stuff
I love women
I have so much
respect for women
we're not staying
in the same house
on vacation anymore
I'll be in my own
hotel room
I will see you
at the plans
you know
I hate when you're right
cause you're right
you're fucking right
you really are
and we're too grown
we're too grown
and by the way
I was never going on
trips with gay guys
that was so far
out of the realm
of possibility
I was never gonna go
the gay guy vacations
where it's like
we're going to
we're going to
cocksuck island
and we're gonna
fire island you mean?
yeah well
whatever they call it
yeah we're going
to cocksuck island
and we're all gonna
stay in a 25 person house
and everyone's bringing
K
yes
I was never
involved in that
so I was willing
to trust women
due to my massive
respect for them
and then I lived
with some of them
on trips
and I said
it's a different situation
it's the thing
is when we all
come together right
that's where
it becomes a mess
if you do one on one
if me and you
went on a trip
yeah
you can deal with
one mess
yes
six messes
that's too much
me and my friend
Allie can go on trips
together we can stay
in the same place
one woman at a time
I'm a one woman
at a time guy
I'm very conservative
you would be an amazing
as a straight guy
amazing
I know it
why don't you do it
I know it
because I
you know
there's varying
responses when I say
this kind of stuff
but I'm not attracted
to women
and that
upsets people
they get really upset
I don't want to have
sex with women
why
do I not want to
have sex with women
yeah
I can't get hard
about it
yeah it just doesn't
make me hard at all
that's an amazing answer
okay
it doesn't make me
hard at all
that's valid
which I have in common
with a lot of straight guys
I've learned
to hear my girls tell it
I'm not
the only guy
feeling that way
I mean
the thing is
I mean
what is hard
you know
what is wet
say that
say that
I feel like
we're so
in a
in a time
where everything
is like so sexual
like we gotta
fuck fuck fuck fuck fuck
we gotta be with
all these people
and it's just like
I'm done
I did all that
I'm
I've juiced that out
and so it's no longer
about the
oh fuck thing
fuck me
it's like
what do we have together
I'm trying to get
to where you are
if we can't have sex
then
then what
yeah
how do you satisfy me
not even just like
mentally
just like
existence
how do you
we be together
and I'm content
you and I
I've actually
come to your house
and if I could just
just be
in a corner
on the couch
scrolling
and you somewhere
you know
doing what you do
on the phone
you know
your meetings
and what not
I could do that all day
I could literally do that
and feel like
we had a solid day
I have that with all my friends
it's the romance part of it
that becomes
becomes trouble
something
and see
that's why you gotta look
you gotta look in
and say
that could be romantic
yeah
yeah
cause that's what I do
with my girlfriend
that's what I do
she'll be on the phone
working or what not
and I'll be scrolling
I'm like damn
this is
whoo
I love this relationship
yeah
you know
and then
occasionally you know
we have sex
and I'm like
this is nice as well
occasionally
but if we don't
occasionally
yes
yes
hey
you guys talk about
you gotta have sex
three times a week
you're
you're not working enough
you got a lot of time
on your hands
you're having sex
three times a week
somebody's unemployed
somebody's got a lot
of free time
somebody's not doing
enough sudoku
if you're having sex
three times a week
yeah
having sex five times
in one night
bitch
you are not dehydrated
I am
I'm not doing five times
you gotta
first of all
I'm doing one time
we're good
Sydney can't be having sex
five times a night
she has candy to eat
in the morning
exactly
she's gotta get up
and go to the candy store
yo
you never just
like
finish having sex
and then there's just
like some sour powers
right now
you're like
something to take the edge off
come on
come on
some of those little rips
sour candies
just straight to the dome
I love the rips
straight to the dome
listen
I just got my teeth in order
you know
a lot of cavities
have been filled
I have Invisalign
I shouldn't even be
fucking with candy
but I'm like again
I need something
I need advice
yeah
I don't care about sex
so it's like
I need the candy
I need the riddle
I don't care about sex
this is crazy to say
on such a wide
platform
yeah
but can you
can you get to the point
where you've exhausted
all of the sexual things
you could possibly do
that you're at a place
where like
yeah I did that
I'm trying desperately
I do think I'm getting close
I will say there's been
a shift in the last
three years
where like
there are times
that I'm like
kind of horny
and someone cute
is messaging me
and like
willing to come over
at the moment
and in the past
I would have dropped everything
I stayed up until
three in the morning
even though I had to be up
at five
I'd do anything
and now I'm just like
there's something that
has shifted
but I'm not fully
where I want to be
I'd like to get to
complete asexuality
that's where you want to get to
that would be ideal
don't you think life
would be amazing
I think you take it too far
but no shade
to the asexuals
hey I love the A
but no
I
A
shout out to the A
shout out to the A
but I mean
being intimate
there's something about that
that is also
beautiful
but the way that they've
ran through
this like
sexual talk
to talk you through it
the
oh let me
spit in your mouth
like all of this
saying it out loud
it's kind of
giving me the ick
like
I don't even
I don't even really do
dirty talk no more
I like silence
oh
nothing
hearing nothing
oh I'm wet
I am
slip off
slip off the bed
okay
nothingness is amazing
just like
cause sometimes
somebody will talk
too much
and you're like
actually
let me call the car
let me get up out of here
see I don't
I can't do no talking
but you talk for a living
Caleb
aren't you exhausted
people are talking to you
cause you gotta hear
everybody's thoughts
yeah
you got
I mean
is your phone bricked up
no I got the android
okay you got the android
I got the android
well
you're close to brick
it changed everything
it changed everything
the green bubbles
android is great
the green bubbles
people are not texting me
people are
people are emailing me
and saying
I think your number changed
I wanted to ask you about this
and I go
that's perfect
keep it in the email
I love that
don't
do not be texting me
unless you're a very dear friend
yeah
I think that
because I hear all these opinions
and I'm seeing all the content
and everybody's got a show
everything's great
it's literally has taken
you know
all the fun out of things
that just hearing nothing
is actually exciting
yeah
to sit in silence
you ever like go to a restaurant
and you're just sitting there
and you're eating
and people are just eating
and they're not
so how was the day
they're talking about work
like
just
not hearing that
yeah
you're like the food tastes better
yeah
the bartender is actually
you could just hear the jigger
and the shaking
you're like
oh that's music to my ears
yeah
but I don't know
maybe it's just me
maybe my
antidepressants is just too damn high
I think I might
have to go down
I'm really happy with the world
I might have to go down on it
the things you're saying
are making me very happy
really
yeah I'm happy for you
do you know what I can't shake
in my mind right now
what
earlier when you asked
if I was type A
the only person that didn't
shake their head yes
was Michelle
and that's completely fine
except for
Michelle texted me yesterday
okay
Michelle texted me yesterday
sent me
a link to an article
okay
hold on
the article was headlined
she sent me a link
to a New York Times article
the article was headlined
celebrity assistants exist
to indulge their bosses
but when does duty cross a line
and
and really
really sent that to me
is that passive aggressive
people don't respect me
I mean
you know
it's really
it's really
really interesting
yeah Michelle
yeah
so what you've been
telling your mom
right
yes
that's what I said
I wasn't gonna bring mom
into it
because I don't know
the comfort level
that's a great question
mom loves Caleb
like huge fan
oh the moms love you
down
she's just like
classic mom
who sends me like
crazy articles
like when she sees like
even a single word
that relates to my life
but she saw assistant
and she was like
perfect
perfect article
celebrity
and assistant
she said
this has to pertain to
when does duty cross the line
when does duty cross the line
sent me
hold on
Caleb
I just want
we do respect you
right
but there's something
about your aura
that just gets us
too comfortable
yeah
where it's like
I could see you
in a authoritative
like manner
but I'm also like
but he's got his knees out
like you can't
you can't tell me
what to do
when I can see your calves
that's what's happening
with all of these guys
over here
I don't know
I will wear
anything to start getting some
respect it's really crazy slacks i want to see some i want some business i will wear a fucking
three-piece suit if that's what it takes you know and also i'm glad that you brought this up about
not being taken seriously me too what's going on okay so i'm here for the pivot because i i people
say that they like everybody likes me oh you're everybody's friend you're so nice you're so i want
to shut it down why i'm ready to just do it i want to be a i want to be a bit not bitch but
i want to be the b-i-c yeah and bitch why is that oh wait did i spell it right no it's b-i-t
comes first but you don't want to be the bit you don't want to be the bit because then what are
you once again a joke let's be the bick let's be the bick the lighter brand i want i want to get
things going on brand for me that i can't like i am the comedy it just comes out yeah i don't
even know what i'm talking about
try yeah but no i'm i'm actually tired of being taken for granted or people just know that i'm
going to show up and i'm going to be supportive and i'm going to report repost and comment i got
to stop all that i got to shut it down i got to start um creating boundaries and i got to make
people miss me and and be like oh maybe she won't maybe she got something else to do yeah i need to
do that why what consequences are you facing you know i you do know that we're we have a lot of
people here and i do think that when people think that you're always going to show they just
they don't they're not as appreciative of your support they're like well you know you always
here you know you always gonna swing by reliable sydney yeah yeah and i want to i actually no i
can't make it to your birthday bitch no i can't i can't make it to your wedding i won't be there
i just won't no i can't yeah but there is a wedding i got in my i am gonna go i just i'm type
b and i i haven't responded yet but i'm gonna rsvp yeah yeah but i i won't be there i won't be there
i want someone to wonder what else could i possibly be doing yeah to not show up to your
shit i like that yeah i need that i like this era for you yeah because don't do it to me no no no i
would never i would never but i do them because we always have our phones and the partifles and the
you know everybody is just like have all this access we have lost the the wonder of like
oh are they coming like will i see them you know that feeling of i wonder if
caleb is coming to my birthday like you came you showed up oh my i was like genuinely so happy
to see you and i think that's lost in the in the oh i know my i know these people are coming you
know let me let me ask these random friend of a friend to come and then be more excited you don't
know even know this bitch's middle name like why are you so so happy to see you know yeah i want
to feel that when i see a friend that yeah i just saw you yesterday but i'm here i'm here for your
but i'm just talking about in general not marie okay yeah marie show me love all the time this is
why i'm this is why i'm telling everybody all the time okay maybe i'll try i'll try to be there i'm
i'm hoping to come by because that's the thing is i don't really know and i don't want to have this
thing where like we speak in such certainty yes they're like i will be there i wouldn't miss it
for the world and then that's the the shit that causes these like you get 10 texts right before
the event being like i know i said i would come but i got i got hit by a bicycle and then it's
pictures of the injury so that we you know they're not making it
up i'm like i don't want to participate in that i don't need to know i trust if you are in the mood
to be at the thing you said you would be at and you said you would come that's cool but if not
you really don't need to like provide evidence and like a court filing to me it's all good do your
thing i think that we also need to be okay with people saying i'm not coming yeah i'm not i don't
need a reason i'm not coming i'm just not coming yeah but people are scared to say that people are
set to hear it and i just want to get in a better place where i'm not feeling bad for like actually
i just don't want to fucking go yeah do you know how many times i've dragged myself to things where
like my eye is kind of pink and my wig is flipped and my toe is dead and my belly button is falling
out and i'm there i'm there in the audience hearing somebody say the same jokes that i
heard but they need me there they need my support because i am a cheerleader and i'm like
well i need to be in bed yeah yeah my friend amina amina
amina amani she always is like sydney it is okay to say no it's okay for you not to be there they
will live and i said you know what i want to get more into that you know i will say you and marie
and mateo and lisa like our whole little crew of buddies y'all are present we show y'all show up
yeah i'm very i'm like i really am impressed by you guys and trying to i'm trying all the time
to be on the level and be as good of a friend to y'all as y'all are to everybody because
i'm like y'all really show up in a way that's crazy well i'm not cool with my family so first
of all let's say that because if i had family oh y'all bitches wouldn't see me
if i had family that i fucked with oh babe i wouldn't be at anything i would the partiful
blocked like i would not be going to nothing but because my friends are my village and everything
i i want people to know that like
this love is real like if i could give you a kidney i would i was i don't suggest you have it
but i would give it up because that is what it's about i think we're so also lost in the the internet
of everything and commodifying everything that you don't know what's real what's fake what's like
endearing and so i when i see my friends i'm like hey i might not post a picture of you but you know
we we locked in yeah that's why i'm trying to get better at when i say i'm not coming and i don't
want to give you the
reasons i'm talking about people that i'm talking about fringe people that i'm like i'm trying to
make more space for the people i really need to show up for yeah i need to show up for the people
who have showed up for me my my good good dear friends and loved ones i need to make more space
for those people and so unfortunately it means that someone that i barely know that i like well
enough no i can't i can't come to your i don't know like trivia for your cousin's work party or
whatever and i i envy people who can make time for that but i'm not gonna be the guy because i
gotta show up for my people that used to be me
that used to be me yeah but i i want to know what are ways that people can show up that is not just
like physical because maybe we need to give people other options yeah like if you can't make it you
know vim on me fifty dollars you know i bought snacks thinking you were gonna i got all this
food thinking y'all were coming send me some money yeah i did i had to because of uh trash
mountain in the filming schedule last year i had to miss one of my best friend from childhood's
like just no way around it because i'm the lead of the movie and we can't reschedule the shooting
schedule because we have no money yeah and i was just like girl i love you but there's there's
simply nothing i can do and i i dropped a fat fucking check on the honeymoon fund like a stack
wow because i was like that this doesn't that to me doesn't replace my missing the wedding
uh i feel horrible about it but when she got that this is what i can do you know what baby
this is what i can do
you can't make it to the baby shower and that's okay yeah i'm good with that too yeah that so i
do think there's ways to show like remorse and participation for when you can't be there the
way you want to be but it doesn't it doesn't replace it's like of course we would have both
rather i just be there yeah but i mean getting back into like my family stuff it's just like
you know i i grew up in a very like not a nuclear home a nuclear home i i grew up with my great aunt
and uncles and so
already i'm not with like my mom my dad my sister my brother and the way that they raised me it's
just like family is everything family is everything and so to be the opposite of where i am like
friends are everything my mind totally flipped and i forget that friends could just cut you off
at any moment if they don't if they don't want to be your friend anymore that's done family
family is forever yeah like my brother my sister they text me and i'm like we are related
yeah i i guess i do need to respond or call you back also we don't do friendship in that way none
of our none of our inner friends would just drop us at any moment you think you're inner you think
marie mateo lisa me amina you think any of us would just be like nah we're done with sydney
no no no i wouldn't let them i'm pulling up baby we were talking about that that's crazy
but i do i do have like some relationships that kind of just drifted off and i'm like
i'm surprised they didn't fight for it you know but like what is this all about was it just
something that you were like oh i guess this was different season different reason you know yeah
because i would fight for our friendship i would fight for oh marie i'll lay on the train tracks
for her you know i would because that is so important i we made a joke when you did our
podcast about like you know we don't have to make all money doing our podcast i'd rather us just be
friends and she's like you don't have to make all money doing our podcast i'd rather us just be
you wouldn't you wouldn't want to make a million dollars you would rather just be friends you know
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I rather have the friendship than the. celebrity, the red carpets, all that stuff.
Because I've seen it, what it's done to people.
They're miserable.
Not you.
Not you.
I like to think I'm a little more invested in the friendship.
Yeah.
Personally, I like to think that's why it's not affecting me that way, the way that we've seen it.
I mean, we've seen it ruin so many nice, good people.
Ruin.
Just destroy them.
Bad.
They're so lonely and sad.
The brain fried.
But it's because they forgot.
And I don't blame anybody.
It's a really insidious thing.
It's really, really hard to. stop it from destroying you.
But they let themselves forget that the biggest gift of all of this is the people.
The biggest gift of all of this is the friendships.
That we get to be around the coolest, nicest, funniest people.
We get to work with the best people who just want to laugh and have fun and make good shit.
That is the best part of all this.
It's not the fucking parties with people more famous than you.
It's not the luxuries of traveling well.
Those things are certainly nice.
But you really can't forget that the people are the best part.
And forsake everything for more money and more status.
Because that's when it fucking ruins you.
The people are the best part.
How did you get to where you are, Caleb?
How are you doing it?
Like, I just. You still look a nice person.
You still look out. How do you not get sidetracked and be like,
Yeah, I'm about to go to Beyonce's party.
Like, how do you not be that person?
I think it's the same. I guess this isn't true for everybody who experiences this,
but it's just growing up.
Just growing up so fucking poor.
Just growing up so poor.
And I just never really forget, like,
yeah, this is all crazy.
It's a gift to be able to pay my bills
and take nice flights and go where I. To have freedom at all.
To have freedom really is such a privilege and gift.
But yeah, I just feel like. It feels impossible to me.
It's not impossible, actually.
We've seen it happen.
I just can't imagine how I would lose myself in it.
I can't imagine it.
Me and Marie went to Soho yesterday.
And we went to March.
And I said, oh, yeah, no, I need to get more money.
Because the way it felt so good to walk up in that bitch
and know that your car was not getting declined.
And then I was looking at these crazy prices.
I was like, yeah, I got that.
Like, I said, oh, now I see why people embezzle.
Now I see why people rob, steal, and kill.
Because I know when we walked in,
they was like, who is he?
You know, we bouncing off the wall.
They're like, they ain't buying nothing.
They just here wasting time.
And then, because, you know,
we are indecisive.
We trying on this shoe.
I'm like, oh, my ankles is ashy.
Marie's like, oh, my feet are feet too dry.
Like, we were being really silly.
And then the sales associate realized,
I was like, no, no, no, we're about to spend some coin in here.
And I said, that's what I want to do.
I want to do this with my friends.
I want to take a trip and us just not think about money.
Because I grew up poor.
And shit, last year I was poor.
So I like, I know how it is.
Let's not forget.
Yeah, let's not forget.
But it just feels so good when you could treat the people that you're with good
and get the things that you want.
Who knows how many times I'm going to wear these shoes.
I go to Union Hall.
I'm not wearing my Margellas at Union.
I'm not wearing my Margellas at Bell House or, you know,
on the side of Bushwick.
Like, I'm not doing that.
But I want to get the nice things.
And I want to do, I want the success like you have.
But I don't think I'm ready.
I'm not ready for everything that comes with it.
That's what it is.
What do you mean?
What do you think you're not ready for?
I think that I come in with my heart first.
And some people are like business or like they're just going to be funny.
I can't do that.
Like we even having this deep, serious conversation, no laugh happening.
That's me most of the time.
I know.
You know?
Yeah.
And so I feel like a lot of people have to be on.
Like they have to mask.
And I don't, I can't do that.
I'm telling you.
I mean, I ran up on Daniel.
I ran up on Daniel Kaluuya yesterday because I didn't think it was him.
And I, I, if I was him, I would be like, you're crazy.
Like I would have just yelled at like, what's wrong with you?
But he was just so kind.
And I'm like, I don't know if I could be professional all the time.
Yeah.
I'd run up on Daniel Kaluuya too.
Have you seen that clip of him and Robin?
No.
That clip?
She, ooh.
The ooh, I'm going to ooh.
Ooh.
There is a clip of him.
There is a clip of him doing Robin.
Oh, what is her last name?
She's so wonderful.
Look it up.
Look it up.
Robin.
Robin Daniel flirting.
Okay.
Robin Daniel flirting Google chants.
It's Robin Roberts.
Robin Roberts.
Roberts.
Who's Robin Roberts?
She is so fabulous.
Robin Roberts.
There's this clip of him.
Robin Roberts?
She has like a show.
There's a clip of him.
Yes.
Let me see Robin Roberts.
Yes.
Play this clip.
Play this clip.
Oh wait, yes.
He is.
Oh wait, she's fab.
I'm buttering you up because can you tell us anything about Black Panther?
Can you tell us any little stuff?
No, I'm not.
You know, you got to give me more butter, man.
That's not enough butter, man.
You got to come better than me.
You better be glad we're not doing the same thing.
I can run back at you.
What will you do?
What will you do?
What will you do?
You are too much.
You are right on time.
The gay is slipping.
The gay is slipping.
The way he's looking at her.
You have to, man.
You got to make it your tallest height.
You got to make it come on.
That's right.
I'll bring more butter.
I'll bring the butter next time.
I need him.
First of all, both things.
I need to hang out with her and I need to hang out with him in a different way.
Yes.
I need.
Oh yeah, you can.
Thank you.
Oh my God.
Caleb.
Caleb.
That's the shit I'm talking about.
Can you do a class?
That's the reason to be alive.
Me?
Yes.
Daniel Kaluuya needs to do the class and I'm going to enroll because I want to see him act like that.
No, you're good at it too.
I see you in the interviews and you're very like, like, like you're not coy, but it's
something.
You got, you have something with you that it's like, I don't know if you would really
have sex with them, but they're, I'm sure somebody in the interview would be like, is
he coming on to me?
Is it me?
It might be me and you.
Sydney, I feel like we have that connection.
We do.
We do.
But you know what?
You let me be goofy and weird and strange and that's what, because people don't know
that about me.
Like they see the outside and they're like, she's put together, all that ass, titties
popping, teeth shining.
Yeah.
And then I'll be like, I don't know.
And they're like, you have nice nail beds.
They're like, what?
Like, who's looking at your nail beds?
Do you think, do you think that people have, do you think that people have a perception
issue with you?
Do people want you to be something that you're not?
Yes.
Yeah.
Yes.
I, like right now I am doing my show called My Black Barbie Story and it's, it's about
like all the Barbies that I find on, on the internet, reenacting stories that have happened
in my life.
It's so goofy and odd and strange.
And it's like, why would you tell these stories?
It's like, cause that's who I really am.
I don't, I want to look good, but I'm a mess.
Things have happened to me that I'm like, I should be ashamed of, but they're not.
Why am I ashamed?
They happen in there.
That's who makes me who I am today.
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So I wouldn't be so interesting or an amazing storyteller
if I didn't allow those things to happen.
And I just want to release myself of, like, posting
and making sure everything looks right
or getting online and making sure that, oh, my lace is not showing.
It's like, I can't.
I'm actually exhausted.
I literally have no strength.
I want to show up in a bonnet and talk shit
and be, like, free like the people on TikTok in Missouri.
Like, I want to be like them.
But because I've set myself up where, like, I'm always wearing a heel.
I'm always a beat.
I got my lashes on.
People see that and they're like, oh, you're going to come and be cool and collect.
No, I'm sweating.
I'm sweating right now.
My coochie is damp.
And it's not because you're making me feel sexy.
I'm just, I'm nervous.
Yeah.
I'm, the anxiety is running through me right now.
So what do you think the perception problem is?
People want you to be X, but you are Y.
What are the X and Y?
The X is, okay, here's the X.
Marie.
They want you to be Marie.
No, they don't want me to be Marie, but Marie is so freaking cool.
She's so funny.
She's like, yeah, I'm not worried about that.
She'll show up late.
She's not going to say sorry.
She's like, hey, y'all, what's up?
Like, let's go.
Let's start.
Like, she's not worried about, like, if you're mad or not.
She's like, well, I know that I'm going to deliver, you know?
That's not me.
I'm saying sorry.
Like, I'm sweating.
I'm stressed.
I'm fumbling.
I have a lisp.
I'm saying words wrong.
Like, I want to come off so together, but I'm going to show every time that I'm not.
But people like you, like her, you just got it.
You just.
You know, Marie, though, there's something really funny that I think about often with
both of you, actually.
Where I think there are a lot of, there are a lot of particularly, like, 20-somethings
in Brooklyn that they're trying to do cool by being aloof and uninterested.
Yes.
They're not asking anybody any questions.
They're not interested in anybody else.
They're trying to do cool through, like, disinterest and, like, nose-in-the-air behavior.
Yes.
But they're doing that to try and impress or be like people like you and Marie.
And nobody actually cool is like that.
Aw.
Y'all aren't like that.
Y'all care about people.
Y'all ask questions.
Y'all, like, no, Marie's not going to apologize for being late.
But she doesn't need to because you know it's not coming from a place of malice.
And it is really like, Marie's, like, getting her energy together.
She's showing up great energy every time.
It's not like she shows up late and then she's a huge bitch.
She shows up late and she's the life of every room she's in.
It's like, there's something about coolness that I think a lot of particularly young people,
like, younger people, are really not understanding that they think being cool is being the,
the person who cares the least in the room.
And the actual coolest people, the ones that they actually look up to, are not like that.
And I'm like, y'all got to get that figured out.
Because it's really not cool.
And you just seem fucking boring and rude.
Ooh.
Do you know what I mean?
Yes.
It really bothers me.
Who's the coolest person you've met?
The coolest person I've met?
Yeah.
As of late.
The coolest person I've met as of late.
Damn, I don't know.
This is tough.
Who is the coolest person I've met lately?
Or you're somebody that you, you went back, you're like,
damn, that was such a good time.
Like, I need to see more of them.
So many people like that.
I mean, but I'm trying to think the coolest person I've met lately.
I've really, it's a funny time to ask me because I've been really in my, like,
trying to support my friends bag right now.
Like, I'm taking trips just to see friends' concerts.
Like, I'm really trying to, like, do that whole thing.
But who's the coolest person I've met lately?
You know what?
Oh, oh, um, uh, there's this guy called Cochime who plays in Kevin Morby's band.
Okay.
And I've been seeing Kevin.
I've been seeing him a lot right now.
And it's not that I've just met him, but we got to really have a conversation for the
first time after the show in L.A.
And just a cool guy.
Just a really nice guy, down to earth, really fucking good at what he does.
He has a fucking, uh, in, in Kevin's show right now, he has a saxophone solo that brings
the fucking house down.
He also plays the flute.
He plays all kinds of cool shit.
Plays the bongos.
Um, to me.
But he's somebody that I was like, because I've known him.
Okay, I'm going to get into him.
He's cool.
He's cool as fuck.
I'm going to get.
He used to play with, um.
Um, Sheeran Jones and the Dap Kings.
You ever listen to them?
No.
They're great.
I'll show you some of their stuff.
They're great.
But, or maybe he still does play with them.
Sorry, Cochime, if I'm getting that wrong.
Do you have a picture of him?
No.
I'm a visual person.
I'll show you one later.
Yeah.
I'll find it.
Okay.
But that was, that was a person who I was like, oh, he's so fucking cool.
I'm really glad we got to chit chat.
You know who's really cool?
I like truly enjoy hanging out with, um, Richard Perez.
Richard Perez is so, we're supposed to have him on the show.
He is so goddamn funny.
You have to.
He's so funny.
DNA funny.
He, like, the characters, but then like, you'll be in the, in the green room somewhere and
he's just like pouring his heart out and like showing you like, oh yeah, no, this, I'm cool
online.
But I do worry.
I am thinking about this.
I do stress.
And I'm like, I love these moments.
Cause online, I'm like, I see this perception and I, I, well, no, I see this thing that
he's putting out and I'm like, oh, he's great at branding and marketing.
But then I also get to see the real him behind the, the.
The curtain and that's what makes me want to hang out with him more, even though I only
see him at the shows, but I, I think he's so cool and Marley, Marley is so out of her
mind, but yeah, very fun.
And just being themselves, Richard.
Yeah.
Marley's so funny.
Richard's so funny.
I Richard's in that, uh, a camp of people in, uh, specifically New York comedy that
I'm like, we've run into each other a couple of times.
I have so much respect for him.
I would like to spend more time with him and I need to, I actually need to make a better
effort about that.
That's something I'm, I'm trying to do right now is.
Like make a better effort.
It's very easy at this point in my life to curate every single minute of my day with
only people and things I like.
Like I could really go every day and never be in an uncomfortable situation.
Really?
Oh yeah.
At this.
Yeah.
Cause at this point I don't have to be anywhere.
I don't report to anybody.
This is my job.
Okay.
Talk your shit.
I hired them.
These are my buddies.
Like I have, I have whoever I want on.
Nobody tells me who to have on my show.
I don't have to, there is no place I have to be that I don't want to be, which is mostly
great, but I'm trying to.
I'm trying to make sure that I'm forcing, not forcing, but creating opportunities to
meet new people and be a little out of my comfort zone.
Yes.
And I'm glad you mentioned that because I was recently on a lesbian cruise.
This Alaska cruise kind of changed your life now.
I've been screaming about it from the mountain tops.
Tell me about it.
I went to, well, I was, I was hired.
It's called Olivia Travels.
And so at first I've been dragging cruises for a whole year because I saw the poop cruise
and I said, you can't pay me.
You can't.
You can't get me to be on no damn cruise.
I don't want to be stuck underwater.
I can't swim.
The food's going to be bad.
The people are going to be in bad shirts.
And then Olivia Travels hit me up like, hey, here's, here's this money.
And then I looked at.
Here's the number.
Here's the number.
I looked at my bank account.
I said, yeah, no, no, no.
I could do, I could do a cruise.
No, for real.
And it's all gays.
Yeah, let's go.
And so the thing is, is that you see the gay cruise for the men and then you see the lesbian
cruise and you're like, it's not the same.
It's not the same.
And which is good because, you know, I'm not a party animal.
I can, you know, I don't do drugs.
I'm sober.
You know, I'm good with a sweater on.
I love a nice little turtleneck.
I don't need to have my tits out and oiled up, you know, so I don't want to be on an
all gay men cruise.
So I was like, lesbian, let's go.
But the thing about this cruise is like, everybody's a lot older and they're not like teeny boppers.
They're not in their twenties.
A lot of people are like 40 and up, uh, 65, 70.
And these are people who.
Listen, they pretty much paved the way for, you know, a gay like me.
So I'm on a cruise, 2000 people plus Alaska.
I don't want to be, I'm not paying to be cold.
Like that's just, I don't understand white people when they're like, I'm going to go
to Mount Everest.
Like, I don't get it.
Why are you paying money to be on ice?
That's, that's insane.
Like just open your fridge, go in your, go in your refrigerator, go in the basement.
I don't know.
But I just, I couldn't pay money to want to be around snow and, um, to be freezing because
I was like, I don't know.
I have anemia.
So I say, yes, I go on and I'm with my girlfriend.
So already I have my security blanket, but I go in and I'm like, I, I have to be open.
I can't be closed off just because these people are older than me or white.
And, um, just from places that I've never even heard of.
It's okay.
You gotta be.
And then I got on there.
It was so transformative because these women were telling me their stories are like, I'm
a late in life, lesbian, a married man.
I had, I had kids.
And I didn't feel this free until I came out.
And I came out when I was 55 and I wanted to die.
die in terms of like tears coming I would just want to melt into the floor because to be somebody
else for 55 years to have this life for somebody else and now you're like oh my god I feel like
I'm twirling in a in a field of just like dandelions I'm like oh my god and this is this
is why I'm like I need to be more out and proud and existing because of people like this and then
I got on stage and I did my 45 minutes I made my you know my little jokes I was like Frankie and
Grace is in the building like you know the golden girls Betty White where you at like you know I was
doing that but for for the whole thing I was basically doing some of the stories that I do
on my Black Barbie show and then from my How to Start a Fire and they were like you are so
authentically you and even when there is moments where you're like oh that didn't go over what
you're you're being yourself and that is so so important to be seen and to be doing your type of
comedy they need this and so they all these women came up to me who I thought I had nothing in
common with other than that were like lesbians were just pouring out their love and explaining
to me how you I think that I'm so different it's like we're all trying to figure it out we're not
that much different and it was I want to go back on that cruise again for sure I thought I was
going to have a threesome or
orgy that didn't happen but you know it was great was there a man on the ship um they working they
doing the work they not they're not yeah but they're like there's trans there's uh non-binary
they're all like you don't have to necessarily be like gender it's like what you are you a lesbian
but there wouldn't really be room for me that's not a space um I could I could bring you I could
bring you I honestly think you would take over and be it would become a cult on the cruise and
I'm scared like I think somebody like you should do this
but I'm scared I'm definitely scared I you I think you would have those ladies going insane those are
my girls those oh oh and you know I just want to talk a little bit about ageism you know everybody's
so scared or their first thing oh you old bitch you old like it's like I'm living yeah I'm alive
I'm a living woman first of all I'm alive you fucking idiot you want me to be dead you want me
to say that the men like when the the hoes are dead and young but I mean I think that getting
older is beautiful it's beautiful what what I the men like when the hoes are dead and young yeah yes
it's true I watch the documentary yeah they're killing these young women yeah yeah but I I went
there and I was like it's all about aging with grace you know when everybody is getting under
eye blephs and cutting their eyelids off and getting all this filler and shit I I do need to
just lean into it's okay to age gracefully it's okay to look like you're supposed to look to me
ageism is only funny when you're not actually scared of aging I'm I think ageism is hilarious
but I'm playing I'm so excited to age I'm not getting anything done I am very excited to age
because I want to play those roles yes that's one thing with these actors I'm like y'all are
destroying your instrument yes why are you doing this yes stop you would you can't you don't look
like anybody who's ever lived before I hate this people look you know like anyone has ever lived
before it's crazy you look like a new species like stop yanking your shit and I'm not saying
don't get anything done it's not my business I know it's different for women whatever everybody
do your thing whatever but I just mean in general I wish everyone would stop yanking and plumping
and teasing their shit until they looked completely inhuman men as well male actors are
fucking destroying their faces and I'm like for what you don't look better I it's really driving
me crazy now there are people who have had some very tasteful work done I'm very tasteful where
I was like okay name the doctor hello but then there's other people that's like name the doctor
so they can go to jail yes okay we must arrest them immediately doctor in prison in prison
underneath yes you know but I I will say that you know I've had my breasts done and um you can't tell
because they're very demure right here but and there I've had them done twice and I I am obsessed
with the idea of you know you want to upgrade yourself you want to do a little what you have
done to them bigger both times
yes okay yes uh and I'm I think if I get another gig I'm gonna get them done again
this is 12 years ago you know what I mean oh I'm pro boob job yeah yeah you know 12 years a d cup
now I'm like what else can I do you know I might I might go smaller who knows but I think obviously
it's amazing to have the the money or the access to if you want to do a little something yeah but
I think it's the cameras that
4k has fucked us up yeah the things that we were we weren't looking at before now we are I was never
like oh my eyelids are drooping now I in that 4k camera of the clips that we got to post to make
sure that we have people in the seats now I'm like why why does it look like it's what do I have a
lazy eye or like did I have a stroke like that's the stuff that I'm looking at now and that wouldn't
happen if we had like a pixelated camera we're from afar it looks good you can't even zoom in
I'm planning to look bad
yeah I'm playing it when I am when I am in my 50s 60s beyond I am planning to look bad I'm planning
to be 62 and people going is he 95 I'm planning to have I'm planning to be in the sun I'm planning
to laugh so much that my shit's all wrinkly and fucked up and weird I am planning to when I scrunch
my forehead's already kind of happening when I scrunch my forehead I'm planning for the lines
to go crazy like waves I am planning to look straight up bad I'm gonna bald in a crazy way
I'm already starting in the back it's good to just be
who you are supposed to be I'm planning to the holes are gonna come I'm going even if you're
not about holes there people are gonna want you they're gonna want you see this is the thing I'm
like you really yeah it's it's an energy thing now you're not gonna get everybody with energy
but you can get a lot of people with energy yes I'm planning to look bad I mean you got it man
you got it for me I think it's a little different because you know I do want to be a sex symbol I do
want to get out there I want to be on out 100 one day you know I just want to be there like
yeah I I am that girl you know that lesbian woman that's out here who's older who's damn you want to
take her out and then you want to go to take a nap with her you know like I'm thinking of who
queen latifah yeah oh my god she is so queen beautiful dana dana so beautiful I I like and
classy and classy and I've ruined that for myself because I've been on podcasts and I'm told all my
business that we both but I guess but
the mystery behind this one and it's not even mystery it's just like you're gonna know what
you're supposed to know yeah okay and the people who know what they're supposed to know those
people are close to me yes some random bitch on a toilet is not gonna hear my business you know
what I mean like that if I could go back yeah I would do it like queen I would do it like she is
she is everything that people should aspire to be I do she is everything to me I saw a video of her
recently one of these annoying fucking paparazzi people if you are paparazzi we should be allowed
and I do
not want this cut to legally you I'm sorry if you're or if you're one of the people that waits
everywhere for the autographs okay legally oh this is a disgusting business you are the scum of the
earth you go you're bothering queen latifah yeah outside of a starbucks yeah I should be allowed to
well yes you should be allowed to get hurt and and well this I I also want to put this out here for
you no shade I'll please don't cut this but I've been out with my friend and you you're literally
you're just trying to get me out of here I'm not going to cut you out of here I'm not going to cut
you I'm just trying to be at a concert you just trying to be out here you with your friends you're
trying to get some coffee you're trying to you're just trying to exist with your people and then
there'll be that I I know I I know your friend is crying I I know their their mom just died but I
can I I just love your pod can I take a photo with you like y'all got to read the room I love
them down now I I I want y'all to you know follow me or whatever but when I'm with you and I see the
I I I I'm sorry that kills me every time because it's like we see you we see you in the peripheral
you know what I will say waiting the here's the only thing I've been thinking about whether or
not I would say this or not because I am really grateful okay no we are I'm a thank you you need
fans you need people who love that and I mean it I really am so grateful for my life this is the
one thing I would say if if anybody listen to me I would say this is the one thing I would say if if
anybody listening to this uh gets the opportunity to do this for me okay when I'm on a dance floor
just leave me alone yeah that's just dancing that's it yeah coffee dinner lunch bike ride
I've made peace with all of it I get it it's part of my job I'm so lucky I just really really really
for my like mental health genuinely need people to leave me alone on the dance floor like in a
very serious way yes it's it's getting to the point I tried to go dancing the other night and
it was it was 12 people lining up to do meet and greet and selfies all I wanted was to go to the
dance with my friend and I literally almost started sobbing I was so sad because I'm like
it just makes me feel really inhuman actually no I see you but I don't complain about this no you
don't really really don't do you never say anything about every time I've been with you you've been
like you know this is this is this is what it is but in the back of my head I'm like hey I know
they saw that we were deep in the conversation like like literally if someone's crying leave us
be well I there have been a number of times that want me or the person I'm with is crying and
someone's like I know I shouldn't and I'm like okay well I'm like okay well I'm like okay well
then just don't this time but most of the time I'm happy I'm happy I want to be a part of people's
day I want to make people happy it's like you do make people happy I love my job but just
dancing and crying I think those are the moments I'd say let it be dancing and crying also
doctor's office is the one i'm having to say now whoa i've had medical providers stop me when i'm
i'm strep throat sickest i've ever been a couple months ago leaning on the counter at urgent care
just like please give me amoxicillin please give me amoxicillin and the girl working the desk goes
i know i shouldn't do this but i was like girl i am dying in your medical office yes i am literally
can barely stand up there are times but what were we even talking about queen latifah queen latifah
someone cornered her someone cornered her one of these while she's getting in her car and they're
asking about tupac and she goes so classy which would be so fucked up she's so classy she goes
you know i miss my friend and we had we had a lot of fun in the 90s sweet i'm gonna cry
sweet i'm gonna cry sweet as can be like i literally love her i want the world for her
queen latifah if you can hear me i just think she deserves everything and i want whatever she wants
i don't know that i want her to keep doing tv shows i think i like her back in movies
stop it i just i love her so much i equalize her brain
bring it back bring it back is it over yes okay you don't know that's for the best and no shade
and i listen law and order svu we gotta shut it down i like we gotta shut it down
i love you olivia benson like i'll i'll get the tattoo yeah but we don't have the equalizer yeah
we have a law and order sv literally it's only about sex crimes yeah that we're doing that for
a hundred more years yeah we don't want to see queen latifah's stunt double do a backflip
back into queen latifah having perfect hair you don't want to see that now that's that's
fucked up yeah you know what that's homophobic i think hollywood the least that hollywood could
do for us they've taken so much from us they have the least they can do is once a year
holiday film with queen latifah and ll cool j oh man 200 million dollar budget yes if that
whatever they need can they do it once a year doesn't by the way it doesn't have to be christmas
every time saint patrick's day fourth of july queen whatever they want to do they make
she makes people so happy i've heard so many people have like incredible um uh experiences
with her and the fact that she protects her family and her personal business and but she
still values her work where is that at i'm gonna cry where is that no she is like she
had an interview with angie martinez and watching her in the whole interview i was like
this is a master class of one letting an interviewer be
an interviewer and not being defensive but also just being genuine and like what you want and need
as an artist you can do that without being an asshole or being you know violent to the people
who pay your bills yeah you know oh i love her yes can you get her on here queen i would never
i would never subject her to this i wouldn't let her come on here why she has no business doing
this she deserves the world she should never have to step into this den of
this den of gay bullshit nonsense i barely even think you should have to do it i mean
i queen latifah you are never allowed in this studio i would do anything if i saw queen latifah
walking towards a puddle and it was too big for her to walk around i'm laying down on the puddle
yes you understand this yes protect her at all costs to me yeah she can't come in the so true
yeah listen there is not a bad living single episode ever ever dana dana and we need i want
more people like that i need more people like that i need more people like that i need more
people out here in the streets just just like you could tell she's just she smells good yeah
she takes care of everybody yeah she was hanging out with she's friends with meg the stallion so
she know you know she know how to have fun yeah okay yeah and that's that's what i want for myself
like she is existing in lgbtq without being like i'm gay i'm gay you know i'm gay like i'm a lesbian
like she's just being herself and i'm like that's what that is what it's about yeah that you know but
you know for pride i do want to be on out 100 like i'm sorry i'm sorry i want to be in one of those
so true to me it was so true to me so true to me you you don't have to have sex all the time
in a relationship you don't i know but you're big on this right now i'm big on it because i feel like
a lot of people are putting a lot of weight on that they're like oh if this sex is not good if
we're not doing it enough we're not doing it enough we're not doing it enough we're not doing
it enough it's like why aren't you focused on the actual experiences you're having outside of the
bedroom yeah that's like at the end of the day what if i can't have sex what if my vagina falls
out or closes up or all my holes are done like what if i lose my legs what if i lose my ass like
what if what if i'm just a nugget yeah and you can't do anything to me yeah would you leave me
oh i can't i can't put my stuff in you i can't finger you no like what about me yeah as just a
you want to spend that time with me and be in a relationship with we could kiss yeah i could put
your finger in my mouth yeah but we don't have to have sex i'll put your finger in my mouth yeah
i hey i love hanging out with you and we don't have sex at all i know sometimes i do feel like
i'm dating you that's really beautiful yeah because when we go we fight over the bill and
then you like run around and you sneak and you do it and then i catch you and then i sneak and
you're like no you can't do that and then i you know and i'm like well he should pay but like
you know i just want to let you know that i have pretty republican views on men in the bill yeah
i get pretty republican about the men in the bill it's it's not it's not it's not cute but so many
people benefit from in my life they're not pushing back at all yeah yeah i get real conservative about
being a man and paying the bill and somebody with with legs like that well legs like those
sydney walked in the studio today and immediately started rubbing on my legs i know that i've never
seen that like they are these guys right here they're juicy these are special like it oh i like
dripping in sweat right now it's a little humid it is a little humid but i again so true you don't
have to have sex all the time in a relationship yeah i support it should be maybe 30 of your
relationship okay it should not you said okay i said okay i just that was 30 the number surprised
me 30 i don't know what number but the thing is i don't know what number i think i just 30 was like
to hear a number two it's kind of okay yeah people think that if they stop having sex the
relationship is over and that is just not true yeah sometimes i i'm not
thinking of it some people just don't want to have it but i still want to be with you i still
want to hold him i still want to do this life with you yeah but then you're like well we're just
friends it's like that's not true i think one of the biggest uh relationship like mixes that can
the hardest thing there's so many different types but i think one of the biggest hardest ones is the
high sex drive low sex drive relationship i think this is the hardest thing to overcome yes and i
yeah i it's tough when someone doesn't want to have sex i yeah i want to say this on camera my
girlfriend is getting it
okay i don't want y'all to think that i'm depriving this woman it's good because i was wondering i
know i know i was wondering she's gonna go out there and be like wait do she do they know you
be throwing it back i do i do i i'm saying all this but i'm i'm also you know in the bedroom
is a little different but i'm just saying that it should be an option yeah yeah yeah and you
guys have a beautiful relationship we do you know i envy what you guys have you guys have a very
beautiful connection we're looking for a third i know i know i know but jokes aside i need to find
my own thing i'm i'm
working on it you got it i'm working on it he's not gonna be in new york how about that you think
yeah that's a really bad news it's okay i moved here kind of thinking that he might only be in
new york that's a fucked up reason to be in new york no i moved here to date isn't that crazy
people say it's horrible but i love it and then i immediately met my ex who i love to death
new york dating has been very good to me hey i just want to let you know there's people who
actually you know zip code they've been here they like they born on you know new york city
and you think your ass just gonna come in gentrify and get love yes hey it's not happening yes you
can't do that my two big plans are to gentrify and find love i'm planning on taking over in every
sense of the word yeah you know me that's what i'm after that's what i'm after don't play a game
yes okay sid i'm gonna ask you i'm gonna read you 15 statements you're gonna tell me as quickly as
you can if they're true or false and if you get 10 or more correct we're gonna give you 50 us dollars
you ready yeah all right scorpions are arachnids true true the first airplane flight lasted two
minutes and i'm gonna give you 50 us dollars and i'm gonna give you 50 us dollars and i'm gonna give
you 50 us dollars and i'm gonna give you 50 us dollars false 12 seconds the capital of south
dakota is bismarck false false pierre neptune has 16 moons true true clark university's mascot is
jonas the cougar false i went to clark university but i wasn't looking at no damn mascot i was
originated in central america true false china moon knight is a moon knight is a marvel comics
character true true condors have the largest wingspan of all flying birds false false it's
albatross microwaves have longer wavelengths than radio waves say that again yeah microwaves have
longer wavelengths than radio waves true false the new york liberty played their first season in 2002
false false 1997 exactly hot air balloons are older than cars
true true the skull was the strongest bone in the human body
true false it's the femur every square is also a rectangle
i should know this i should know this because this was this was on the pod true it's true okay yeah
the vietnam war ended in 1975 i'm not answering that what i'm not answering that
No.
Next.
Next question.
The Soho Grand Hotel.
No.
One of the realest answers I've ever seen on this show.
The Soho Grand Hotel has 17 floors.
False.
It's true.
How'd she do, Chance?
Nine.
Oh, damn.
Give me that one.
Let's give her the, you know what?
The Vietnam War, let's give it to her.
Yay!
Oh, shit.
I'm dead.
Sid.
Oh, my gosh.
I'm not answering that.
No.
Listen.
No.
Cut this up however you, I know I was like,
you don't have ADHD, so I'm all over the place,
and I don't know what I'm doing.
You did great.
I'm sorry.
Sid, tell the people where they can find you,
how they can support you.
Oh, wait, I thought we were done.
No, baby.
No, they got to know where they can find you.
Oh, my God.
You can find me on Instagram, just Sid B-W-J-U-S-T-S-Y-D-B-W.
Don't go over on TikTok.
Nobody cares about that.
I have a podcast called Mess with Marie Faustin.
Please subscribe to that.
And I will be in Edinburgh in August from the 5th to the 16th.
I'll be doing my show, My Black Barbie Story.
Please come through if you're in Scotland,
because I need y'all in the seats.
Love you.
Love you more.
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Podcast Summary
Key Points:
Apple Pay is promoted as a simple, secure, fast payment method using Face ID and contactless technology, with ads repeated throughout.
Sunglass Hut advertisements highlight summer styles, expert guidance, and the Sun Love Protection Plan for accidental damage coverage.
Caleb and Sydney discuss personal growth, mental health, and the importance of seeking medical care when something feels off, as advised by a friend.
They explore relationships, intimacy, and the value of companionship over frequent sex, advocating for connection and contentment in quiet moments.
Sydney shares her experience on a lesbian cruise (Olivia Travels), where older women’s stories about coming out late in life were transformative and affirming.
The conversation covers ageism, cosmetic procedures, and the pressure of 4K cameras, with Caleb planning to embrace aging naturally while Sydney aspires to be a sex symbol.
They critique celebrity culture, the entitlement of fans interrupting personal moments (e.g., dancing, crying, medical visits), and praise Queen Latifah for her class and privacy.
Sydney and Caleb discuss friendship boundaries, learning to say no, and showing up for close friends rather than fringe acquaintances, emphasizing quality over quantity.
Caleb reflects on growing up poor, staying grounded, and valuing friendships over fame and status, while Sydney admits she’s not ready for full success yet.
1
The episode includes a trivia game where Sydney answers questions, scoring 9 out of 15, with a bonus for an unanswered Vietnam War question.
Summary:
This podcast episode features a candid conversation between Caleb and Sydney, blending personal anecdotes, humor, and reflections on life. They start by discussing Sydney’s chaotic habits, like eating candy in the morning, and the advice to see a doctor when something feels off, highlighting the privilege of health insurance. They delve into relationships, arguing that sex shouldn’t dominate—Caleb shares his contentment with quiet moments alongside his girlfriend, while Sydney expresses a desire to move toward asexuality, valuing emotional connection over physical intimacy.
Sydney recounts a transformative lesbian cruise in Alaska, where older women’s stories about coming out late in life moved her deeply, reinforcing her pride and authenticity. They touch on ageism, with Caleb planning to age naturally and Sydney hoping to remain a sex symbol, while critiquing the cosmetic surgery culture driven by high-definition cameras. The conversation shifts to friendship dynamics, with Sydney wanting to set boundaries and stop overcommitting, while Caleb emphasizes showing up for true friends.
They also discuss the pitfalls of celebrity, including fans interrupting personal moments like dancing or crying, and praise Queen Latifah for her grace. Caleb reflects on his poor upbringing as a grounding force, valuing people over fame. The episode ends with a trivia game and plugs for Sydney’s podcast and Edinburgh show, wrapping up with repeated ads for Apple Pay and Sunglass Hut.
FAQs
Apple Pay is a simple, secure, and fast way to pay using your credit or debit card on your iPhone, accepted anywhere contactless payments are accepted.
Apple Pay is more secure because you authenticate purchases with Face ID, and your actual card number is never shared with merchants.
Apple Pay is accepted at millions of places, from big box stores to boutiques, anywhere contactless payments are accepted.
Sun Love provides 12 months of accidental protection for your sunglasses for less than the cost of a cup of coffee per month, with hassle-free and fast replacement at participating stores.
Sunglass Hut offers a premium shopping experience with a wide range of summer styles and expert guidance from shades and tech experts.
The advice is that after 30, if anything feels off, go to the doctor immediately, even preventatively, if you have the option and health insurance.
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