September 21, 2022 • 13 mins
Dear Steve and Shirley, I am a 47 year old woman and I’m with a man that is out of my league. Don’t get me wrong, I have a great job and I’m educated but my past is sketchy. He’s a surgeon and his daughter just finished medical school. He’s been divorced for 6 years and he’s ready to settle down with me. We met on a site for professional singles and we’ve been dating for almost a year. I’ve never been married but I worked as an escort and lived with a man for 14 years.........................................
See omnystudio.com/listener for privacy information.
Mark as Played
Transcript
Episode Transcript
Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:01):
All right, it's time now forward today's Strawberry Letter and listen.
If you need advice on relationships, work, sex, parenting, and more,
please submit your Strawberry Letter to Steve HARVEFM dot com.
All you have to do is click submit Strawberry Letter.
We could be reading your letter live on the air,
just like we're gonna read this one right here, right now.
All right, ladies and gentlemen, it is time for the
(00:23):
Strawberry re Letter. My good friend, Shirley Strawberry. Are we
really good? Stevens Junior? I were really good? Okay? Subject?
Thank you. Subject. I'm trying not to run him away.
Dear Stephen, Shirley, I'm a forty seven year old woman
and I'm with a man that is out of my league.
(00:44):
Don't get me wrong. I have a great job and
I'm educated, but my past is sketchy. He's a surgeon
and his daughter just finished medical school. He's been divorced
for six years, and he's ready to settle down with me.
We met on a site for professional singles and we've
been dating for almost a year. I've never been married,
(01:06):
but I worked as an escort and lived with a
man for fourteen years. Some say he was my pimp,
but I looked at it as a business that we
ran together and we made a lot of money. During
that time. I had a son by one of the
guys I saw regularly. The guy found out he was
the father and he filed for custody and one because
(01:29):
of my lifestyle. I have a good relationship with my son,
and I paid for his private school tuition up until
he graduated two years ago. I want to share this
part of my past with my new boyfriend, but I
do not want to run him away. I can't get
that time back that I wasted as an escort, but
I made sure that I changed my life for the better.
(01:51):
My new man and I have run into my ex
pimp or whatever he was, and I told my boyfriend
that he's an ex boyfriend. In the past, my exp
purposely destroyed a great relationship I was in simply because
he was jealous. I can't let my new man find
out that way. I have not even told him that
I have a son. What kind of man will be
(02:13):
okay with this? I feel like the longer I wait,
the worse it will be. I have been in counseling
because I don't feel worthy of a good man like this,
But I know we all have skeletons. Do you think
he will judge me or dump me? Well, he might
do both, but that of course depends on how he
(02:35):
feels about you and the plans he has for you. Guys,
moving forward, you said he wants to settle down with you,
but he doesn't have all the facts. He doesn't know
about your past, and he doesn't know that you have
a son. Everyone in life, each and every one of us,
has a past. Yours is different, and yours is way
(02:55):
more colorful than a lot of people's. Yes, it is,
But the thing is, you say you are no longer
that person. That's what I'm going to focus on. You've
changed for the better, but you can't seem to get
past your past. So how do you expect others to
get past your past? You are constantly judging yourself. You're ashamed,
(03:16):
you haven't forgiven yourself. You're living with all this guilt
and fear. This has to be eating you up inside.
But who are you now? Who are you now? That
should be your focus. You know you do need to
sit down with this man and tell him you have
a son who stays with his dad. Not telling him
that looks very suspicious, like what else is she hiding?
(03:38):
He's going to be thinking. You do not want him
to think you're faking. You do not want him to
think that you're not who he thought you were. I mean,
you're not, but you know you will have to explain that.
You don't want him to find out from someone else.
You will lose his trust that way. You gotta tell
him you have a son. He will ask you why
you didn't tell him before. That's going to be a
(04:00):
flag for him. So I honestly think it's best to
come clean with your guy now, right now, and tell
him about your past. You've got to do it. You
don't have to tell him every little detail. And please
don't want to mention the word pimp to him. Please
don't do that. But tell him something you have to
because at some point you're gonna have to face your past,
(04:22):
deal with it, let it go. It happened, you cannot
change it. You're better personnel, You're worthy and valuable. You're
seeing a therapist. I hope that they're telling you not
to beat yourself up. You beat yourself up enough about
your past. It's time to look to the future. If
your boyfriend really loves you and wants you, he will
accept you for who you are now. But you also
(04:44):
you also have to accept who you are and who
you were, deal with that and move on with your life. Steve,
I don't know if I can. It wasn't because what
I'm gonna tell you it's going to be a little
bit different from what ship we say, and you have
to wear it out for yourself. All right, let's go.
(05:06):
I'm trying not to run him away. I'm a forty
seven year old woman. I'm with the man that's out
of my league. Don't get me wrong. I have a
great job and I'm educated, but my past is sketching.
Whenever you start a letter like this, we have a problem.
How are you dating a manness out of your league
when clearly men have one objective to marry up. We
(05:33):
will get the best chick that we could get, the
one that makes us look and feel the best. So
stop thinking you're out of his league, because you're not.
Now because I know the whole letter I was going
to tell you. You say, I'm educated, but my past
(05:55):
is sketchling. I know a lot of people, some sketchy
pass I can't tell you for mine. He's a surgeon
and his daughter just finished medical school. He's been divorced
for six years, and he's ready to settle down with me.
We went on the site for We met on the
site for professional singles. We've been dating for almost a
year now. I've never been married, but I worked as
(06:20):
an escort and live with the man for fourteen years.
Some say he was my pimp right here, Hold on, Steve, Yeah,
we got to kill all this right here. It's going
down here with these two escort pimp down here, friendin't on,
find anybody got a pass? Shoot what we're going to do?
(06:41):
All right, Hang on, Steve. Part two of your responses
coming up at twenty three minutes after the hour. Today's
Strawberry Letters subject I'm not trying to run him away.
We'll get back into it right after this. You're listening
to Steve Harvey Morning Show. All right, come on, Steve,
let's recap today's Strawberry letter subject I'm trying not to
(07:02):
run him away. Well, it's forty seven year old lady
that's dating a man. She claims he's out of league,
and she just says, don't get me wrong, I got
a great job and educated. But my passes sketching, well,
her passes sketching. But you shouldn't be You shouldn't allow
yourself to be married to your past. It's the future
(07:22):
and who you are now that's the key to this
whole thing, right. But now we have problems because we're
gonna get some informa. He's been divorced for six years,
rady to settle down with me. We met on the
site for professional singles. We've been dating for almost a year.
I've never been married, but I worked as an escort
and I lived with a man for fourteen years, and
(07:43):
something say he was my pimp. Some say he was
my pimp, but I looked at it as a business
and that we ran together and we made a lot
of money. Don't repeat that ignorant ass nine to nobody else. Now,
we can't help if you're gonna keep saying dumb sugar honey,
iced tea and that's all this is. Damn it. Write
(08:10):
us with this information and then want some damn health
talking about I've been mad. I worked as an escort
and I live with a man fourteen years. Something say
he was my pimp, but I looked at it as
a business that we ran together. We made a lot
of money. But during that time I had a son
by one of the guys. I saw regularly what the
(08:30):
guy found out he was a father and file for
custody in one because of my lifestyle, what lady, you
can't tell listen to no damn body, it ain't going
over good with me. I don't even want you, and
you don't judge like that. I don't. But you give
(08:52):
me this information and the next word out of my
mouth is I want to marry you. Some wrong with
me at this point, I'm just gonna be honest with
all y'all listening. Steve, give a hope and all like that.
You messed up though, because you started the relationship wrong.
You didn't divulge this information, and you can't pop this
(09:15):
on this man. Now. I have a good relationship with
my son and I paid for his private school tuition
until he graduated two years ago. I want to share
this part of my past with my new boyfriend, but
I don't want to run him away later. He gone.
As soon as you say this, he gone, And I
(09:37):
can't thinking no man that would state unless his other
hustle when he ain't being a surgeon. Is is he him? What?
I don't know of a guy that can sign up
(09:58):
for this. I can't get that time back that I
wasted as an escort, but I made sure that I
changed my life for the better. Okay, now we're working
with the positive. You've changed your life, you're moving forward.
That's good. Congratulations. But the thing about seeing is that
I learned it cost you more than you want to pay,
(10:20):
and it makes you stay longer than you want to stay.
And everybody gotta seeing that they got to deal with.
Congratulations on pulling yourself together and climbing up and changing
your life. And I commend you with that system. My
new man and I have run into my ex pimp
or what I've just told you to say. Stop saying
that I just told your ass full lines back, Stop
(10:43):
saying escort and pimp. Now you're talking about you ran
up into your ex pimp or whatever he was. You
know what he was. He was the pimp. Y'all run
a business together and you're the only one with the product,
and he's staying at the house collecting money. That's a pimp.
And I told my boyfriend that he's an ex boyfriend
in the past, my ex pimpton. Damn it, I just
(11:07):
told you to quit saying pimp. My ex pimp purposely
destroyed a great relationship I was in simply because he
was jealous. I can't let my new man find out
that way. Well, how gonna find out? I have not
even told him that I have a son. Later. What
(11:28):
kind of man will be okay with this? I don't
know unless he pimp'd a pimpt flash surgeon told. Unless
he is a surgeon and he's pimping on the side,
I feel the longest I wait, the worst thing will
be you already been a year. I will be in.
I've been in counseling because I don't feel worthy of
(11:50):
a good man like this. You can get out of counseling.
You need prayer. But I do know we have all
halves keleton. Do you think he would judge me and
dump me? He gonna go right this one off? Start over, douces.
The next man you meet, tell him that you have
(12:11):
a son. You can leave your path out of this.
What have you been doing? I've been working various jobs.
Stop saying that escort. Stop saying you had a pimp.
You don't have to report that news to nobody. It
ain't nobody's damn business. Everybody deserves to recover and get
it right right now. You now, I think you should
(12:33):
go ahead and tell this guy and see what he do.
All right, Steve, Please leave your kind of letter on
Instagram at Steve Harvey FM and check out trying not
to running when you tell him this. Up next, it
(12:54):
is Sports Talk with a newly married junior. Right after this,
you are listening to the Day Harvey Morning Show
All right, it's time now forward today's Strawberry Letter and listen.
If you need advice on relationships, work, sex, parenting, and more,
please submit your Strawberry Letter to Steve HARVEFM dot com.
All you have to do is click submit Strawberry Letter.
We could be reading your letter live on the air,
just like we're gonna read this one right here, right now.
All right, ladies and gentlemen, it is time for the
(00:23):
Strawberry re Letter. My good friend, Shirley Strawberry. Are we
really good? Stevens Junior? I were really good? Okay? Subject?
Thank you. Subject. I'm trying not to run him away.
Dear Stephen, Shirley, I'm a forty seven year old woman
and I'm with a man that is out of my league.
(00:44):
Don't get me wrong. I have a great job and
I'm educated, but my past is sketchy. He's a surgeon
and his daughter just finished medical school. He's been divorced
for six years, and he's ready to settle down with me.
We met on a site for professional singles and we've
been dating for almost a year. I've never been married,
(01:06):
but I worked as an escort and lived with a
man for fourteen years. Some say he was my pimp,
but I looked at it as a business that we
ran together and we made a lot of money. During
that time. I had a son by one of the
guys I saw regularly. The guy found out he was
the father and he filed for custody and one because
(01:29):
of my lifestyle. I have a good relationship with my son,
and I paid for his private school tuition up until
he graduated two years ago. I want to share this
part of my past with my new boyfriend, but I
do not want to run him away. I can't get
that time back that I wasted as an escort, but
I made sure that I changed my life for the better.
(01:51):
My new man and I have run into my ex
pimp or whatever he was, and I told my boyfriend
that he's an ex boyfriend. In the past, my exp
purposely destroyed a great relationship I was in simply because
he was jealous. I can't let my new man find
out that way. I have not even told him that
I have a son. What kind of man will be
(02:13):
okay with this? I feel like the longer I wait,
the worse it will be. I have been in counseling
because I don't feel worthy of a good man like this,
But I know we all have skeletons. Do you think
he will judge me or dump me? Well, he might
do both, but that of course depends on how he
(02:35):
feels about you and the plans he has for you. Guys,
moving forward, you said he wants to settle down with you,
but he doesn't have all the facts. He doesn't know
about your past, and he doesn't know that you have
a son. Everyone in life, each and every one of us,
has a past. Yours is different, and yours is way
(02:55):
more colorful than a lot of people's. Yes, it is,
But the thing is, you say you are no longer
that person. That's what I'm going to focus on. You've
changed for the better, but you can't seem to get
past your past. So how do you expect others to
get past your past? You are constantly judging yourself. You're ashamed,
(03:16):
you haven't forgiven yourself. You're living with all this guilt
and fear. This has to be eating you up inside.
But who are you now? Who are you now? That
should be your focus. You know you do need to
sit down with this man and tell him you have
a son who stays with his dad. Not telling him
that looks very suspicious, like what else is she hiding?
(03:38):
He's going to be thinking. You do not want him
to think you're faking. You do not want him to
think that you're not who he thought you were. I mean,
you're not, but you know you will have to explain that.
You don't want him to find out from someone else.
You will lose his trust that way. You gotta tell
him you have a son. He will ask you why
you didn't tell him before. That's going to be a
(04:00):
flag for him. So I honestly think it's best to
come clean with your guy now, right now, and tell
him about your past. You've got to do it. You
don't have to tell him every little detail. And please
don't want to mention the word pimp to him. Please
don't do that. But tell him something you have to
because at some point you're gonna have to face your past,
(04:22):
deal with it, let it go. It happened, you cannot
change it. You're better personnel, You're worthy and valuable. You're
seeing a therapist. I hope that they're telling you not
to beat yourself up. You beat yourself up enough about
your past. It's time to look to the future. If
your boyfriend really loves you and wants you, he will
accept you for who you are now. But you also
(04:44):
you also have to accept who you are and who
you were, deal with that and move on with your life. Steve,
I don't know if I can. It wasn't because what
I'm gonna tell you it's going to be a little
bit different from what ship we say, and you have
to wear it out for yourself. All right, let's go.
(05:06):
I'm trying not to run him away. I'm a forty
seven year old woman. I'm with the man that's out
of my league. Don't get me wrong. I have a
great job and I'm educated, but my past is sketching.
Whenever you start a letter like this, we have a problem.
How are you dating a manness out of your league
when clearly men have one objective to marry up. We
(05:33):
will get the best chick that we could get, the
one that makes us look and feel the best. So
stop thinking you're out of his league, because you're not.
Now because I know the whole letter I was going
to tell you. You say, I'm educated, but my past
(05:55):
is sketchling. I know a lot of people, some sketchy
pass I can't tell you for mine. He's a surgeon
and his daughter just finished medical school. He's been divorced
for six years, and he's ready to settle down with me.
We went on the site for We met on the
site for professional singles. We've been dating for almost a
year now. I've never been married, but I worked as
(06:20):
an escort and live with the man for fourteen years.
Some say he was my pimp right here, Hold on, Steve, Yeah,
we got to kill all this right here. It's going
down here with these two escort pimp down here, friendin't on,
find anybody got a pass? Shoot what we're going to do?
(06:41):
All right, Hang on, Steve. Part two of your responses
coming up at twenty three minutes after the hour. Today's
Strawberry Letters subject I'm not trying to run him away.
We'll get back into it right after this. You're listening
to Steve Harvey Morning Show. All right, come on, Steve,
let's recap today's Strawberry letter subject I'm trying not to
(07:02):
run him away. Well, it's forty seven year old lady
that's dating a man. She claims he's out of league,
and she just says, don't get me wrong, I got
a great job and educated. But my passes sketching, well,
her passes sketching. But you shouldn't be You shouldn't allow
yourself to be married to your past. It's the future
(07:22):
and who you are now that's the key to this
whole thing, right. But now we have problems because we're
gonna get some informa. He's been divorced for six years,
rady to settle down with me. We met on the
site for professional singles. We've been dating for almost a year.
I've never been married, but I worked as an escort
and I lived with a man for fourteen years, and
(07:43):
something say he was my pimp. Some say he was
my pimp, but I looked at it as a business
and that we ran together and we made a lot
of money. Don't repeat that ignorant ass nine to nobody else. Now,
we can't help if you're gonna keep saying dumb sugar honey,
iced tea and that's all this is. Damn it. Write
(08:10):
us with this information and then want some damn health
talking about I've been mad. I worked as an escort
and I live with a man fourteen years. Something say
he was my pimp, but I looked at it as
a business that we ran together. We made a lot
of money. But during that time I had a son
by one of the guys. I saw regularly what the
(08:30):
guy found out he was a father and file for
custody in one because of my lifestyle, what lady, you
can't tell listen to no damn body, it ain't going
over good with me. I don't even want you, and
you don't judge like that. I don't. But you give
(08:52):
me this information and the next word out of my
mouth is I want to marry you. Some wrong with
me at this point, I'm just gonna be honest with
all y'all listening. Steve, give a hope and all like that.
You messed up though, because you started the relationship wrong.
You didn't divulge this information, and you can't pop this
(09:15):
on this man. Now. I have a good relationship with
my son and I paid for his private school tuition
until he graduated two years ago. I want to share
this part of my past with my new boyfriend, but
I don't want to run him away later. He gone.
As soon as you say this, he gone, And I
(09:37):
can't thinking no man that would state unless his other
hustle when he ain't being a surgeon. Is is he him? What?
I don't know of a guy that can sign up
(09:58):
for this. I can't get that time back that I
wasted as an escort, but I made sure that I
changed my life for the better. Okay, now we're working
with the positive. You've changed your life, you're moving forward.
That's good. Congratulations. But the thing about seeing is that
I learned it cost you more than you want to pay,
(10:20):
and it makes you stay longer than you want to stay.
And everybody gotta seeing that they got to deal with.
Congratulations on pulling yourself together and climbing up and changing
your life. And I commend you with that system. My
new man and I have run into my ex pimp
or what I've just told you to say. Stop saying
that I just told your ass full lines back, Stop
(10:43):
saying escort and pimp. Now you're talking about you ran
up into your ex pimp or whatever he was. You
know what he was. He was the pimp. Y'all run
a business together and you're the only one with the product,
and he's staying at the house collecting money. That's a pimp.
And I told my boyfriend that he's an ex boyfriend
in the past, my ex pimpton. Damn it, I just
(11:07):
told you to quit saying pimp. My ex pimp purposely
destroyed a great relationship I was in simply because he
was jealous. I can't let my new man find out
that way. Well, how gonna find out? I have not
even told him that I have a son. Later. What
(11:28):
kind of man will be okay with this? I don't
know unless he pimp'd a pimpt flash surgeon told. Unless
he is a surgeon and he's pimping on the side,
I feel the longest I wait, the worst thing will
be you already been a year. I will be in.
I've been in counseling because I don't feel worthy of
(11:50):
a good man like this. You can get out of counseling.
You need prayer. But I do know we have all
halves keleton. Do you think he would judge me and
dump me? He gonna go right this one off? Start over, douces.
The next man you meet, tell him that you have
(12:11):
a son. You can leave your path out of this.
What have you been doing? I've been working various jobs.
Stop saying that escort. Stop saying you had a pimp.
You don't have to report that news to nobody. It
ain't nobody's damn business. Everybody deserves to recover and get
it right right now. You now, I think you should
(12:33):
go ahead and tell this guy and see what he do.
All right, Steve, Please leave your kind of letter on
Instagram at Steve Harvey FM and check out trying not
to running when you tell him this. Up next, it
(12:54):
is Sports Talk with a newly married junior. Right after this,
you are listening to the Day Harvey Morning Show
Popular Podcasts
1. The Podium
The Podium: An NBC Olympic and Paralympic podcast. Join us for insider coverage during the intense competition at the 2024 Paris Olympic and Paralympic Games. In the run-up to the Opening Ceremony, we’ll bring you deep into the stories and events that have you know and those you'll be hard-pressed to forget.
2. In The Village
In The Village will take you into the most exclusive areas of the 2024 Paris Olympic Games to explore the daily life of athletes, complete with all the funny, mundane and unexpected things you learn off the field of play. Join Elizabeth Beisel as she sits down with Olympians each day in Paris.
3. iHeartOlympics: The Latest
Listen to the latest news from the 2024 Olympics.