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November 6, 2025 13 mins

The Strawberry Letter heard on The Steve Harvey Morning Show Thursday, November 6th, 2025. Subject: "I Think My Boyfriend Is Homeless"

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Episode Transcript

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Speaker 1 (00:00):
It is time now for the Today's Strawberry Letter, and
if you need advice on relationships, dating, work, sex, parenting,
and more, please submit your Strawberry Letter to STEVEHARVEFM dot
com and click submit Strawberry Letter.

Speaker 2 (00:13):
We could be reading.

Speaker 1 (00:14):
Your letter live on the air, just like we're going
to read this one right here, right now, and you
never know, it could be yours.

Speaker 3 (00:21):
It could be yours. Buckle up and hold on tight.
We got it for you here it is Strawberry.

Speaker 1 (00:25):
Let us all right, neph you, thank you. Subject I
think my boyfriend is homeless. Here Stephen Shirley. I'm a
thirty two year old female and I'm dating a man
that has been married before. He's thirty four, and he
has a great job and a nice car. He's thoughtful
and caring and helps me out with my bills without
me asking. We've been dating for six months and I

(00:47):
invited him over to my house after getting to know
him for only a month. I thought it might be
too soon, but it turned out for the best. He's
type a personality like me, so he cleans up behind
himself and he keeps the floors mopped and washes my
car every week. I bragged to my best friend about
how great he is, and she told me that he's

(01:08):
doing all of these nice things for me so he
can stay with me. She said that my boyfriend has
moved into my house, and I'm so caught up that
I didn't even notice it. She thinks my boyfriend is homeless.
When we met, he told me that he has a condo,
but it's older, so he's been fixing it up so
he can use it as an airbnb. When I think back,

(01:31):
he never invited me over to his place, maybe because
I told him that he might be a serial killer
and I didn't visit men's homes, but he was welcome
to come to mind. Honestly, it has never crossed my
mind until my friend pointed it out that he spent
hundreds of nights at my house and I've never been
to his. It's an eerie feeling when I think about it.

(01:54):
His mom lives about an hour away and he visits
her a lot, so maybe he lives with her, too
ashamed to tell me. Maybe that's where he moved after
his divorce. Is it weird that I haven't been to
his house? Should I accept that he's unofficially moved in
or should I say something, Well, that's your house. Of
course you should say something. You just can't let this

(02:16):
man sneak and move in on you like that. I mean,
not without a full fledged conversation and some boundaries and
goals and rules. I mean, if that's what you truly want.
Have you and this guy talked about a future together
or a marriage or anything? I mean, how do you
know he's not just being nice to you to move
in your house? How do you know that? How do
you know he's not homeless or that he doesn't live

(02:38):
with his mom? Does that matter to you? These are
a lot of questions that you should be thinking about
and asking. And how does your best friend know so much?
Is she a hater or is she just very observant?
What is she saying that you're missing? If there are
red flags, please do not ignore these red flags. You

(02:58):
got to talk to this man, and you got to
talk to him more about his house and where it is.

Speaker 2 (03:03):
And all of that.

Speaker 1 (03:04):
You've got to go see his house if he has one.
You got to make him come correct, no lies, no
cover ups. Then you can make an informed decision about
you guys living together. Because you don't want to be
living with someone that you know, you don't really know,
and that's what you're doing right now. You've got to
be able to trust this guy.

Speaker 3 (03:23):
Who is he?

Speaker 1 (03:24):
You got to find out more.

Speaker 4 (03:25):
Steve, Well, they've been dating for six months. Shirley's correct,
and that you should know some of this stuff by now.
But the question is at the top of the letter.
I think my Boyfrid is homeless now as some tail tale.

Speaker 3 (03:44):
Signs that is not going well.

Speaker 4 (03:48):
If you homeless, I'm gonna just stop the letter every
now and then and do one. You're thirty two years old.
You dating a man been married before. He has a
great job and a nice car. What he got a
great job and a nice car. That them two things
don't say homeless, thoughtful and cared, and he helps you

(04:10):
out with the bills. What he giving you money? He
got a nice job and a nice car, and he
giving you money. We've been dating for six months. I
invited him over to my house after getting to know
him for only a month. I thought it might be
too soon, but it turned out for the best. He's

(04:32):
a type aid, cleans up behind hisself, keeps the floors mopped,
and washes my car every week. I bragged him my
friends about all these nice things he does for me.
She said, she's doing that so he can stay with you.
She said, your boyfriend had moved in with you. You don't
even nothing you caught up. You ain't even notice. I

(04:54):
think she thinks my boyfriend is homeless. I'm gonna tell
you in a minute. Sure five ways to know that.
But he said he had a condo fixing it up,
so he turned it into an airbnb. Then the girl
realized he has never invited her over. Maybe because I

(05:15):
told him he might be a serial killer, and I
don't visit men's homes. Well, you stuck around in the relationship,
you don't. Well, let me ask you something, Laddy. He
never invited you to his place. Maybe it's because you
told her he might be a serial killer, and I

(05:37):
don't visit men's homes. Okay, so you think he's a
serial killer, you don't go by his house, but you
will sleep with him. That don't make no sense what
you said. But I got a couple of courses. I
got to ask you, and you'll be able to tell
if he's homeless or not.

Speaker 3 (05:56):
Okay, so that's what I'll do. Shirley Okay, all right,
I like it.

Speaker 4 (06:04):
Oh well, hold on, Sherley, I'm sorry. I thought he's
out of time.

Speaker 5 (06:09):
No.

Speaker 4 (06:10):
I was like, okay, let me ask you a question.
In the driveway, is there a grocery card with an air.

Speaker 3 (06:21):
Conditioning in it? I'm just asking you this, right, he did,
it's a way.

Speaker 4 (06:26):
Well, it's some ways to know if he's homeless or
not if there's a grocery card in the back with
the air.

Speaker 3 (06:32):
Condition in it.

Speaker 1 (06:34):
We'll have part two of your response coming up at
twenty three minutes after today's.

Speaker 3 (06:39):
Spend Signs to know if he homeless.

Speaker 1 (06:42):
Today's Strawberry Letters subject, I think my boyfriend is homeless,
and Steve's gonna tell us there are some signs out
there when we come back.

Speaker 2 (06:50):
Right after this.

Speaker 1 (06:52):
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Speaker 1 (07:54):
All right, Come on, Steve. Let's recap today's strawberry letter.
The subject is I think my boyfriend is homeless.

Speaker 3 (08:01):
I think my boyfriend is homeless.

Speaker 4 (08:03):
What do you know, Well, there's some surefire ways to
tell this. But you say, he got a nice job,
and he got a nice condent. He got a nice
job and a nice car, and he helps you with
the bills, and he washes your car every week. Your
girls say he'd have moved in with you. You trying
to argue at that point, but he seems like he

(08:24):
has moved in with you according to this letter. It's
an eerie feeling when I think about it. His mom
lives about an hour away. He visits her a lot,
so maybe he lives with her and it's too ashamed
to tell me what man, Maybe that's why he moved out.

Speaker 3 (08:39):
He's divorced. Is it weird that I haven't been to
his house?

Speaker 5 (08:43):
Yeah?

Speaker 3 (08:43):
Yeah, it is. It is.

Speaker 4 (08:45):
Should I accept that he's unofficially moved in or should
I say something? Well, it's easy to tell if your husband,
your man is single, I mean homeless.

Speaker 3 (08:56):
Number one. Here's the number one thing I got several.
Number one.

Speaker 4 (09:01):
If you look in the backyard and there's a grocery
card with an air conditioning it, he could be homeless.
Here's another way to tell if he's homeless or not.
If he don't ever discuss no series on TV. He

(09:26):
ain't seen Black Beauty. He ain't seen that either. He
ain't seen Godfather Harlem. See when you ain't got no house,
you don't watch no series yeah, because you ain't got
no TV. Here's another way. Let me ask you another

(09:46):
question about him. Does he have on several outfits at
one time? Does he have on like four pair of pants,
three shirts, a jacket? That's that's a good way to
tell if he homeless. Look at his shoes? Do they
have duct tape on him? I'm just just going over

(10:08):
some ways that you might be able to tell if
he homeless. When he come over your house, when he leaves,
do he always have some fall with him?

Speaker 3 (10:22):
Huh?

Speaker 4 (10:23):
I'm just trying to let you know if your man
is homeless or not. Does he know does he know
where all the gas station bathrooms is? That's another sign
that he could be homeless.

Speaker 5 (10:38):
Uh.

Speaker 4 (10:46):
Do he go to buffets and spend a lot of
time in the line and he eat most of his
food in the line, Because I've done that before. It's
just a lot of ways. I don't think you guys
homeless at all. I really don't. In this letter, I
just think that he'd have moved into your place, seemed
like a good man. Though you ain't got no complaints

(11:06):
against him. It's just your friends is talking about it.
But your friends ain't got nobody either though, have you
noticed that tell over there by theyself and they mad
at you? Now he got a divorce, he might, but
here's a deal. He's helping you with your bills and
he washing that car. Now just look in the backyard.

(11:27):
You've never been to his condo. Now if he don't
discuss no series on TVs because he ain't got no TV.
But I do have a partner man that don't watch
no TV at all, none. He never cuts his TV on.
I have a friend who does not watch any television
at all.

Speaker 1 (11:45):
Not homework.

Speaker 4 (11:48):
Oh no, he doing really really well, just not a TV.
And he don't listen to music. Oh wow, technically I
don't know why he living and.

Speaker 1 (12:00):
Why is he your friend?

Speaker 2 (12:02):
Because you're on TV and on the radio that plays.

Speaker 4 (12:05):
Well and he he don't know none of that really,
I mean, he know I'm on TV, but he could.

Speaker 3 (12:10):
He's good brother fat.

Speaker 1 (12:13):
So you don't think this guy is homeless.

Speaker 4 (12:16):
No, I don't think he's homeless at all. He got
extra money to help you with the bills. He go
visit his mom all the time. So that car, you
know car, you got gas up a car because you
can't steal gas like I used to you got to
pay now that pay.

Speaker 3 (12:31):
Before you pump.

Speaker 1 (12:33):
Confessional.

Speaker 3 (12:35):
Yeah, I'm just letting y'all know.

Speaker 4 (12:36):
I'm I'm solely responsible for the sign you now see
that says pay before you.

Speaker 3 (12:44):
Pump, because.

Speaker 4 (12:48):
I used to roll up on him, fill it up,
drive off. I didn't have it now. I just didn't
have no money, so I had to resort to that.
And you needed gas, Yeah, I've yeah, you got, especially
in Nicole. That's why I drove down South a lot,
because if you're gonna be homeless, you need to be
down in Florida somewhere. I don't know who'll be doing

(13:08):
the Chicago homelessness.

Speaker 3 (13:10):
Yeah, it's rough.

Speaker 1 (13:12):
Well why does where does this guy live?

Speaker 3 (13:16):
Though?

Speaker 1 (13:16):
Where does he live?

Speaker 2 (13:18):
You know, with her?

Speaker 3 (13:20):
With her.

Speaker 4 (13:22):
And he got that nice car. You need to pop
that trunk. See what's in there could be everything.

Speaker 3 (13:29):
It's life.

Speaker 4 (13:30):
And have you looked in the backseat of the car.
If there's an IGLU cooler in his back seat.

Speaker 3 (13:36):
He homeless? All right?

Speaker 1 (13:37):
Post your comment on Today's Strawberry Letter at Steve HARBFM
on Instagram and Facebook, and check out the Strawberry Letter
podcast on the free iHeartRadio app. You're listening to the
Steve Harvey Morning Show
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Host

Shirley Strawberry

Shirley Strawberry

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