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June 19, 2023 13 mins

Dear Steve and Shirley, for the past year I have been sleeping with my best friend's little sister. When I went to college, I lost all contact with her until we reconnected last year at her brother's 4th of July party. I hadn't seen this woman since she was a young girl and my oh my God she’s aged like fine wine. I’m 14 years older than her but we’re all grown now. The Lord took his time with that body..................

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Speaker 1 (00:00):
Time now for today's Strawberry Letter. And if you need
advice on relationships, dating, work, sex, parenting, and more. Please
submit your Strawberry Letter to Steve HARVEYFM dot com and
click submit Strawberry Letter. We could be reading your letter
live on the air, just like we're going to read
this one right here, right now.

Speaker 2 (00:21):
All right, ladies and gentlemen, the time for the Strawberry
Letter with my good friend Shirley Strawberry.

Speaker 3 (00:26):
So happy you're back to junior. Thank you. Subject.

Speaker 1 (00:30):
I'm stuck between a sister and a brother, Dear Stephen, Shirley.
For the past year, I have been sleeping with my
best friend's little sister. When I went to college, I
lost all contact with her until we reconnected last year
at her brother's Fourth of July party.

Speaker 3 (00:46):
I hadn't seen this woman since she was a young girl.

Speaker 1 (00:49):
And my, oh my god, aged my own mind, god,
she oh my, oh my god, Oh I get it, my,
oh my god, she's aged like fine wine.

Speaker 3 (01:00):
Yes, Steve, sorry, you.

Speaker 2 (01:01):
Want to start over, because I don't know who you
If you're talking about the Lord, I don't know now.

Speaker 3 (01:06):
I just figure that one out.

Speaker 4 (01:09):
God, oh God, it.

Speaker 1 (01:10):
Was God, And my oh, my god, that's what he's
trying to say.

Speaker 3 (01:16):
But I'll start over, all right, Dear Stephen Shirley.

Speaker 1 (01:18):
For the past year, I've been sleeping with my best
friend's little sister. When I went to college, I lost
all contact with her until we reconnected last year at
her brother's Fourth of July party. I hadn't seen this
woman since she was a young girl, and my, oh
my god, she's aged like fine wine. Okay, I'm fourteen

(01:38):
years older than her, but we're all grown now.

Speaker 3 (01:42):
The Lord took his time with that body. That evening.

Speaker 1 (01:45):
We caught up, had a few drinks, shared some laughs,
and as the night progressed, we ended up in her
brother's coat closet. This woman did things to me that
I'd never had done to me. Since then, we have
become increasingly close, and we've talked about taking it to
the next step. She has said it's of utmost importance

(02:08):
that we go about this the right way and tell
her brother about us. The problem is, her brother is
a six to sixth bodybuilder that is very protective of
his sister, and he's a hot head. Because of his size,
He's always ready for a confrontation.

Speaker 3 (02:25):
Over the smallest stuff.

Speaker 1 (02:27):
I have personally never had a disagreement with him in
all of the years we've been friends, so I'm skeptical
on telling him face to face. I don't want to
clash with him, but I really love his sister. And
it's been almost a year. The sneaking around is getting old,
and I hope he can process the information in a
maturer manner to put things in perspective. Her brother and

(02:49):
I are in our mid forties and we have been
friends since the eighth grade.

Speaker 3 (02:53):
I never had these.

Speaker 1 (02:54):
Kinds of feelings for his sister when we were young,
so I need to be clear about that up front.

Speaker 3 (02:58):
How should this go?

Speaker 1 (03:00):
We do it together or should I talk to her
brother alone first? Please advise? All right, So my answer
is going to be sure because I don't really see
a major problem here.

Speaker 3 (03:10):
Are you really afraid of her brother?

Speaker 1 (03:13):
I mean, someone you've been friends with since the eighth grade?
That should be all the more reason for you to
tell him straight up you love his sister. I know
it's his sister, but you guys are no longer in
elementary in high.

Speaker 3 (03:26):
School, and his sister's a grown woman now.

Speaker 1 (03:29):
She's free to come and go and date and love
whoever she pleases, even if it's you. Do you have
a reputation of being like a bad boy or a
player or something? Or does he have a rep for
putting his hands on all the guys that his sister dates?
Because if not, you know, put your big boy pants on.

Speaker 3 (03:50):
Go tell him what's up. Just go tell him.

Speaker 1 (03:52):
I think she will respect and love you more if
you man up and just go by yourself and don't
bring her One question though, I get that he's six ' six,
he's a big guy. He likes to fight and all that.
You said that, but what is your size? You did
not bring that out in the letter. You said he
likes to confront thing, confront people over the smallest stuff.

(04:13):
So what is your size? You failed to mention that.
Is that why you're so scared to tell him? I
just say look at it this way. The sooner you
tell him, the happier shield be because you did what
you wanted her to do.

Speaker 3 (04:27):
Okay, you're a little guy.

Speaker 4 (04:29):
Steve Shirley read this letter as a woman.

Speaker 2 (04:34):
I'm gonna read this letter as a man, and so
you can understand why this man wrote this letter.

Speaker 4 (04:40):
Okay, for the past year, I've been.

Speaker 2 (04:42):
Sleeping with my best friend's little sister right there, right there.
They already know you out of line. You already know
you all already know how we are because we know
each though. If these dudes have been best friends, then

(05:05):
they know each other. So now, what you doing with
my little sister? After I know all this about you?
That's the first.

Speaker 4 (05:16):
Problem we're dealing with.

Speaker 2 (05:19):
Then, he said, when I went to college, I lost
all contact with her. Because we reconnected last year her
brother's fourth to July party.

Speaker 4 (05:26):
I ain't seen this woman since she was a young girl.

Speaker 2 (05:28):
Oh my god, she in age like fine wine, I'm
fourteen years older than her.

Speaker 4 (05:33):
But we all grown now.

Speaker 2 (05:35):
The Lord took his time with that body. That evening
we caught up. Here we go here the rest ever
got real. Jankie got caught up, had a few drinks,
shared some last night progress. We ended up in her
brother's coat closet. Okay, all right now, I'm gonna strongly

(05:56):
suggest that when you do talk to him, you definitely
got to leave that out. Said See see the reason
he wrote this letter, Shirley, because as a man, he know,
I'm dealing with my best friend who who and I
been running dirt and running women together. Now the way
behind his back and got his little sister and I

(06:18):
got him at the Fourth of July party and had
him in his coat clause he see, he can't tell none.

Speaker 4 (06:23):
Of this here, shuld Yeah.

Speaker 2 (06:26):
The woman did things to me that I never had
done to me before. Gonna probably need to leave that
part out too, See, Shelley, that's why he nervous, because
he got all this information. And then we come back,
I'll tell you the rest of him.

Speaker 3 (06:40):
Okay, all right, thank you, Steve.

Speaker 1 (06:42):
We'll have part two of Steve's response to I'm Stuck
Between a sister and a brother that is the subject
of today's Strawberry Letter.

Speaker 3 (06:50):
Right after this. You're listening Steve Hardy Morning Show. Come on, Steve.

Speaker 1 (06:56):
Let's recap today's Strawberry letter. The subject I'm Stuck.

Speaker 3 (06:59):
Between assistance and a brother.

Speaker 2 (07:02):
Yeah, this dude get got itself in the jam. He
has stuck between his sister and brother. They been best friends.
He ain't seen him since college. He go back to
his friends Fourth of July party and his young sister
is there, and now she got a banging body and
all that they didn't have some drinks and some laughs,
they wind up in the closet together.

Speaker 4 (07:22):
Now two things.

Speaker 2 (07:25):
It's your best friends little sister, you know, and you
had her in the clauset, his closet at his house,
and then she did some things you you ain't never
had done before. You got to leave all this information out.
I don't know why you wrote it in the damn letter.

(07:48):
I hope you hear this letter. Now we've become increasingly close,
and we talked about taking it to the next step.
She said, it's utmost important that we go about is
the right way and tell her brother about us.

Speaker 4 (08:04):
Now.

Speaker 2 (08:04):
The problem is her brother six six bodybuilder that is
very protective as his sister, and he's a hot head.

Speaker 4 (08:13):
Okay, so now right here, you scared.

Speaker 2 (08:17):
Yeah, yeah, And Charlie and Shelly ain't no, are you scared?

Speaker 4 (08:21):
He's scared.

Speaker 2 (08:22):
Yes, he's scared, and I'm gonna tell you why in
a minute.

Speaker 4 (08:26):
Because of its size.

Speaker 2 (08:28):
He's always ready for a confrontation over the smallest stuff.
Well this ain't small though. See you thene got behind
his back. He gonna say you snuck behind his back
and you got his little sister.

Speaker 4 (08:46):
That's what you fitting to deal with.

Speaker 2 (08:51):
Now, hold up, I personally never had to disagree with
him in all these years, and we've been friends, So
I'm skeptical of telling him face to face because I
don't want to clash with him.

Speaker 4 (09:03):
Oh, it ain't the clash you wear it about. It's
that ass whooping you wear. I ain't the clash.

Speaker 2 (09:12):
It ain't got nothing to do with the clash, homie,
What does it have to do with.

Speaker 4 (09:18):
It's that ass whipping you scared to take it.

Speaker 1 (09:22):
Right? Keyword clash ass.

Speaker 4 (09:29):
That's all this is.

Speaker 2 (09:31):
But I really love his sister, and it's been almost
a year and the sneaking around is getting old, and
I hope he can process the information in a mature manner.

Speaker 4 (09:40):
He ain't. He can't. He's six ' six here bodybuilding.
What bodybuilding?

Speaker 2 (09:45):
You know other than Lee Hainey know how to process
information in a sensible fashion.

Speaker 4 (09:51):
He's the only nice bodybuilder I ever met.

Speaker 2 (09:53):
All the rest of them jack then want steroids, which
affects their mental capacity at all times. And hell yeah
they hot head because they got steroids in the ass.
Oh okay, he feel to kick your behind dog he
had moved Swain. He feel to bet your behind. You
already know this to put things in perspective. Her brother
and I are in our mid forties and we have

(10:15):
been friend since the eighth grade.

Speaker 4 (10:19):
You already know you're getting your ass whoop?

Speaker 2 (10:20):
Now you already too long? Yeah, you have seen him
jump on a lot of people. That's why you're scared.

Speaker 3 (10:28):
Yeah.

Speaker 2 (10:31):
Now, I never had these kind of feelings for his
sister when we were young, So I need to be
clear about that up front.

Speaker 4 (10:37):
How should this go?

Speaker 2 (10:39):
Well, I know how it should go, but now you
know how it's gonna go, and that's what you're scared about.
So now should we do it together? That's another scary
ass statement. See, you need protection. That ain't how you
do it. You got a man up dog and going

(10:59):
over there and handle this yourself. You gonna to take
this ass with him like a man. So there's a
chance he gonna suck a punch of Yeah.

Speaker 4 (11:09):
Should we do it together? Or should I talk to
her brother alone?

Speaker 3 (11:12):
First?

Speaker 4 (11:13):
Please? You gotta go to her brother Alan.

Speaker 2 (11:16):
He said, Hey, man, I don't want to talk to
you with nobody in this room but us, because we men.
See if you take the girl in there and he's
looking at his little sister, he gonna knock your ass
out for sure.

Speaker 3 (11:30):
He Now is he a little guy though you think?

Speaker 4 (11:34):
No, he ain't no little guy. He just ain't six
six and nobody building.

Speaker 2 (11:37):
Yeah, you know he might be you know, five ten,
you know, something like that, little little man like Tommy
or something.

Speaker 4 (11:46):
He probably little.

Speaker 2 (11:47):
He probably tom side Tom a small lass dude, Yeah,
Thomas or Jay's size.

Speaker 4 (11:52):
Whatever you want to do, you can get to throw
j old lass in there. Tom.

Speaker 2 (11:58):
Oh, now you want to be bigger than Tommy? What
happened to team Tom? Yeah? Now you know your friend?
Look well, well you know okay, So what I'm telling
you is you gotta go in there and you got
to say, hey man, this is what. Let me talk
to you about something. Look, man, I don't want you
to handle this the wrong way, but me and you

(12:19):
we got to talk about this, okay.

Speaker 4 (12:23):
All right, his deal.

Speaker 2 (12:25):
Hey man, I've been I've been talking to your sister
and we've been talking for a while now. The first
thing he gonna say it, Hell, you mean talking been
talking about what?

Speaker 4 (12:35):
Talking about? What? Talking about?

Speaker 2 (12:37):
What?

Speaker 4 (12:37):
I'm telling me, Well, we've been talking about, you know,
being together, being together? Like how in what way? Being together?
What do you mean like being together? Like going to
the store, coming back to that. No man, no man,
like we got feelings for each other.

Speaker 3 (12:52):
We got to figure out.

Speaker 2 (12:53):
Yeah, right there, that's what you're probably gonna get put out,
But you don't come back. Come Gon gonna come and
you'll be fine. I've been knocked out before. You don't
even know it.

Speaker 3 (13:04):
For a while, you're listening to Steve Harvey Morning Show
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Host

Shirley Strawberry

Shirley Strawberry

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