Strawberry Letter

I Will Be Satisfied, No Matter What

02 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I’m an attractive 45 year old independent woman and I’ve been in a relationship with a 41 year old man for a year. We don’...

By Golly, He Wants To Be Poly

30 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’m in my early thirties and single but I’m finally ready to settle down again, after dating a mentally abusive man for cl...

You Can Call Me Petty If You Want To

29 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 56 year old woman with a lot of past trauma and family issues so I’ve been single a long time. I got out of my comfo...

He Ruined His Chances For Intimacy

28 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I need your input please. I live in the UK, right outside of London and I love your show. I have known this gentleman friend o...

I Can’t Stand My Family. Period

27 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 23 year old woman, living with my grandparents and I have a major problem with them. Recently my grandfather has been ...

I Don’t Want To Hurt The Little Guy

26 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I dated a guy off and on for about 3 years but we never had sexual relations because I was having myself a good time dating se...

He Can Do It, But I Can't

23 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, my husband and I were on vacation and strolling along the beach one night and discovered a portion of the beach that was for n...

Thanksgiving Surprise

22 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I'm a 57 year old married man and I’m on my second marriage. My wife has two daughters from a previous marriage and they’r...

My Employee’s Wife Is Crazy

21 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I have an employee that is married to a crazy woman that constantly harasses me. She has it in her head that her husband and I...

This Is A Messy Situation

20 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 51 year old single male and I was dating one of the sweetest women I’d ever met. I spent a lot of time trying to imp...

Her Parents Don’t Think I’m Good Enough

19 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 30 year old man, dating a 25 year old woman. We’ve been together for 4 months and things just got ugly between us. S...

I Want To Sleep With My Pastor

16 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 44 year old woman and I’ve been attending a church in my city for about 7 months now. It’s a small church and I lov...

There Are Way Too Many People In One Bed

15 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been married for 22 years and I have a big problem with my husband. My husband’s co-worker recently bought a motorcyc...

My Wife Needs Performance Enhancing Medication

14 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 39 year old black man, married to a beautiful black woman and we have a 10 year old son. We have been married for 11 y...

Women Seem To Love A Man In Uniform

13 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 28 year old black man serving in the United States Army and I’m doing quite well for myself and it’s causing a pro...

His Wife Called While We Were In His Car

12 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a single mom and I met a great guy at work. We dealt with each other for a month and the sex was really good, but I foun...

I Call You Daddy But I'm Not Your Child

09 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, my husband and I have been together for 9 years, and married for 8. One year after we met, I got pregnant with our first child...

She Must Think I'm Boo Boo The Fool

08 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, my marriage has been very rocky and it has gotten worse. My wife and I had four kids in a short period of time, so it was stre...

I Never Should Have Let Him Come Inside

07 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I'm a 36 year old woman who just found out that I'm pregnant by my co-worker’s son. Her son is 24 and I met him at her birth...

My Best Friend Is Not Who I Thought She Was

06 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 39 year old divorced man and I’m the head coach of a high school girls basketball team. My female best friend works ...

One Crazy Night Has Ruined My Entire Life

05 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I got accepted into medical school and my sister wanted to celebrate by throwing me small party. I drove 3 hours to her house,...

He Left My Sister For My Girlfriend

02 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 28 year old man and I need your advice because the only way I know how to solve a problem like mine, is with my fists. ...

My Husband's BIG Brother

01 Oct 2020

Contributed by Lukas

Dear Steve and Shirley, I was a faithful and committed wife to an undeserving man for 3 years before I decided to flip the script on him. My soon to b...

I'm Trying To Keep All Of My Women Happy

30 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I'm going to dive straight in. I’m a 28 year old father of 3 daughters, by 3 different women and my girlfriend’s pregnant ...

It’s Really Hard For Me To Honor Thy Mother

29 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I’m currently living with my mom because of a back injury I got a few years ago. I had to humble myself and ask her if I cou...

Her Parents Heard Everything

28 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I’m 25 years old and I am in big trouble with my girlfriend’s parents. My girlfriend and I got pretty intense in the bedro...

He Won’t Shave, I Won’t Either

25 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 41 year old married woman and my husband and I are at odds. Since the pandemic began, he has been growing his hair out ...

I Cut My Mama Off My Husband

24 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, my husband and I have been together 7 years and he’s always treated me as a queen and he truly values me and our marriage. H...

I'm Trying To Get Away From My Wife

23 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 51 year old male who is currently going through a divorce. I was married for 28 years and we have both committed adulte...

When I Say Crazy, I Mean Crazy

22 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 38 year old wife and mother of 4 beautiful daughters. My husband and I have been together for 18 years and married for ...

Watch What You Say About My Wife

21 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 38 year old married man and I need your advice on how to handle my wife’s ex-boyfriend. We all go to the same church...

She Knew It And She Married Him Anyway

18 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I’m writing this letter to get some advice on how to handle my sister and her new husband. My sister called to let me know s...

He Doesn't Like To Wash First

17 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, my boyfriend and I are both in our mid 50s. We have been dating almost a year and are very much in love with one another. Our ...

What Did You Just Say To Me

16 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 43 year old man and I’m a manager at my job. I have a new regional director that will be working in our office. We a...

Should I Tell Him To Stay With His Wife

15 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I’m 56 years old and I’m dating a 61 year old man that is separated from his wife. He had been pursuing me for a while and...

My Boyfriend’s Son Is Creeping Me Out

14 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I'm a 35 year old woman and I'm at a loss for words when it comes to my new boyfriend's four year old son. I’ve been with my...

She Had My Clothes On When He Walked In

11 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I got in a bad fist fight with my best buddy because of a woman that he is secretly in love with. I had a house party recently...

I Went From The Main House To The Out House

10 Sep 2020

Contributed by Lukas

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My Mind Says No But My Body Says Yes

09 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, my husband and I have been married for 9 wonderful years and we’ve never had any major issues in our marriage. He's great wi...

Don't Bring Anymore Kids To My House

08 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 62 year old married man and I’ve been married for 30 years. My wife and I have one daughter that is 31 years old and ...

My Husband's Friend Can't Stay Here

07 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I am a very happily married woman in my early 50s and I have an issue with my husband’s long-time friend and fraternity brot...

My Baby Won’t Stop Cussing

04 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 27 year old married woman with a two year old son that won’t stop cussing. Recently, whenever he gets frustrated or u...

He’s Louder Than I Am

03 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 33-year-old woman and I recently started dating a 25-year-old man. The age difference really didn’t bother me at firs...

My Best Friend’s Sidepiece Was In My Bed

02 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, my roommate has ruined his relationship and mine. I’m in my late 20s and I have been roommates with my best friend since col...

Pick Me Or Your Mama

01 Sep 2020

Contributed by Lukas

Dear Steve and Shirley, I am a young woman in my early 30s and I have been dating at 44 year old man for 10 years. We have had a great relationship un...

Please Don't Bring Any Food To The Cookout

31 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 33 year old entrepreneur and I need your advice because Labor Day is coming soon. I live in a nice big neighborhood an...

I Wish His Wife Would Leave Us Alone

28 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 40 something single female and my boyfriend is 69 years old. When we first started dating, he was my sugar daddy and h...

My Wife Keeps Leaving Me And Coming Back

27 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 35 year old man with 2 kids and a stepdaughter by my wife. I love my family, but I have come to a breaking point with ...

I Can't Find A Man In Real Life Or Online

26 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, this isn’t a typical letter about cheating. I am in my mid 30s and I’ve been single for too long. I’m a nurse and I meet...

Can’t Nobody Be That In Love

25 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 37 year old single lady and I work with a married couple that gets on my last nerve. They’re the most happy couple i...

Believe Of What You See And None Of What You Hear

24 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I am best friends with the stupidest guy in the world. He’s been dating a woman for one year and he’s ready to give her th...

Does He Have A Problem Or Am I The Problem

21 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I’m married to a wonderful man that is 13 years older than I am. He is my everything and in the beginning of our marriage, w...

The Country Bumpkin Is Not Welcome In My Family

20 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I need your advice because my daughter is in love with a country bumpkin. She is 24 years old and she got engaged recently and...

He Loves To Mention His Ex-Wife

19 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I’m married to my high school sweetheart but we have only been married for 4 years. After high school, we went our separate ...

I Wasn’t Able To Tell Her Husband Goodbye

18 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I have been sad for a while now and I’m seeking advice on how to move past this situation. I have been in a relationship for...

I Taught This Young Man Everything He Knows

17 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I have a confession to make and I know I can count on Steve to give it to me straight. I’m a divorced female and I work as a...

If My Wife Hates Her I Have To Hate Her Too

14 Aug 2020

Contributed by Lukas

Dear Steve and Shirley. My wife had a friend that she was friends with for many years and she stopped being her friend because a non-credible person t...

The Best Dessert I’ve Ever Had

13 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 29 year old single man and I’m in a bad situation. My cousin is a pilot and because he’s always out of town, he’...

I’d Rather Be In Prison Than Live With Her

12 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I was released from state prison a few months ago. While in prison for 23 months, I thought my girlfriend had my back and we’...

My Finance’ Is A Social Butterfly

11 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I'm 28 years old and I live with my fiancé that’s 32 years old. We have one child together and he will be the stepfather to...

Why Is He Going Through My Dirty Clothes

10 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, when you read my letter, I know you are going to think my boyfriend and I are young, but I am 43 and he is 48. We’ve been da...

The Lowdown And Dirty Deacon

07 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I’m in my early thirties and I’m eager to meet a nice man and settle down one day. But in meantime and in-between time, I ...

I Thought I Was Dating Him Not His Mama

06 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 29 year old woman and I was in a relationship with a 31 year old man. We both have degrees and promising careers. He ca...

My Mom Is Hooked On A Homeless Hustler

05 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I have a 52-year-old single mother who is a loving and giving person. Three years ago, my mom kept saying she was going to rei...

He’s Leaving A Lasting Impression On Women

04 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 32 year old divorced woman, who filed for divorce after only 2 years of marriage. Right after we said “I do,” I no...

His Wife’s Picture Is On The Nightstand

03 Aug 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 53-year-old single female and I’ve been casually dating a man for 3 years. His wife died 6 years ago and he’s a sin...

I Asked A Married Woman To Marry Me

31 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, for the past 10 years, I have lived with a really good female friend. Over the years, we’ve shared a bed at times and we’v...

My Frumpy Friend Needs A Makeover

30 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 29 year old woman and I need your advice on how to help a friend. She’s been in quarantine alone so all I’ve been ...

You're Single Unless You're Married

29 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I am 36 years old and I’ve been in a great relationship for 4 years. A year ago, I noticed a change in my man and changes in...

I’m Well Known By A Lot Of Men

28 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I'm a 44 year old woman who's been with a man for 5 years and he has had the same complaint for 5 years. He always whines abou...

Love Can Make You Do Some Crazy Things

27 Jul 2020

Contributed by Lukas

Dear Steve And Shirley, I am a beautiful black 29 year old woman and I’m in love with a deadbeat dude but I don’t know how to get him out of my sy...

I Have A Rat In My Basement

24 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 48-year-old man and my wife and I have a 23 year old daughter that graduated from college and she moved back home. She...

Why Can't We Both Have A Sidepiece

23 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, my husband and I have been married for 3 years. Our marriage was going good until a year ago, when he told me he was having an...

He Really Thinks I Took Advantage Of Him

22 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I’m in my late 30s and I’m dating a man that I met at church. I found out that he talked to our pastor about me and the pa...

Why Must He Continue To Text Other Women

21 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been with my husband for 6 years and we’ve been married for 2 years. I have myself to blame for what I’m going thro...

I Love My Man But I'm Cool With His Ex-Wife Too

20 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I feel like I already know my answer, but I want your advice anyway. My partner and I have been dating for 7 years. Yes, seven...

I Hate To Breakup With My Girlfriends Kids

17 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, about 6 years ago, I wrote in to get some advice about a woman I was messing with. You may not recall my letter, but I’m mar...

My Children’s Mama Or My Sugar Mama?

16 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I love my wife very much and she is the mother of my children, but I have another woman. My wife is very beautiful and smart, ...

The Cookie Lady Is Back In Town

15 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 43-year-old woman and I have a small group of friends who have all known each other since high school. We’ve all been...

At Least My Fiance' Is Honest

14 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I’m getting married soon and I need your advice. My fiancé and I met less than a year ago and we quickly fell in love. With...

My Husband Needs To Learn A Few Things

13 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, my husband and I have been married 4 years and the sex is terrible. We dated for 2 years before we got married and we agreed t...

I Make Her Weak In The Knees

10 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 30 year old man and I’m 6 feet tall and I weigh 202 pounds. I work out and eat right and take care of myself. In Febr...

I'm Married To An Escort

09 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been married for almost 2 years and I met my wife on a dating website. She was the most beautiful girl I’d ever seen ...

The Sidepieces With Trust Issues

08 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 32 year old female currently dating a 35 year old male and we’ve known each other for years. When he was married, I w...

I Want My Man To Spoil Me

07 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been dating my boyfriend for 2 years and it was really good for the first year. We spent a lot of quality time together...

My Ideal Man Is On This Radio Show

06 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, this is my fourth time writing you so I pray you respond this time. My daughter is leaving home for college in the fall and I’...

Do I Chose My Man Or My Friends

03 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I am a young, healthy and wise beyond my years single woman, that is a leader to my peers. At my young age, I have found the m...

Somebody Has A Secret Admirer

02 Jul 2020

Contributed by Lukas

Dear Steve and Shirley, I really need your advice for this issue I’m having. I have fallen for someone that I have never met in person. I have heard...

My Lover Calls Me Mom

01 Jul 2020

Contributed by Lukas

Good morning Steve and Shirley, I am 50 year old divorced lady with a 28 year old lover. We’ve been together for two years but I met him when he was...

My Husband Is An Embarassing Butthead

30 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, my husband acts like an absolute child at times and I can’t deal with it. It’s like having a third child and I am so tired...

He's Handsome And So Is She

29 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 55 year old mother of 3 handsome boys. My youngest son is getting married, but I have an issue with his fiancé and I f...

My Husband Switched From Hymns to Hennessey

26 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 39 year old Latino woman, married to a 53 year old black man. We’ve been together for 7 years and we’ve been marri...

He Has Sleepovers With His Best Friend

25 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, I am in my early 30s and I'm dealing with a guy in his mid 30s. We hung out for a couple of months and he was ready to get ser...

Should I Cancel The Party Or Cancel My Girlfriend

24 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been with my girlfriend for 10 years and we’re having our first major issue. When I met my girlfriend, she was new in...

Is He Here For Me Or Just The Baby

23 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 27 year old woman and I have a 1 year old son. I met his father almost 2 years ago. When we met, I assumed he was singl...

How Daddy Got His Groove Back

22 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, I have been married for 25 years and last weekend, my wife and I took a road trip to see my wife’s dad. My wife’s mom pass...

I Want To Teach These Twins A Lesson

19 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, you are not going to believe this. I am 30 years old and my longtime girlfriend has an identical twin sister. I can barely tel...

Is My Husband Openly Cheating on Me

18 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, I have been married for 15 years and my husband is an associate pastor. He has office hours at the church and the church secre...

Torn Between Two Lovers

17 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, 2 years ago, I met the man of my dreams and he loves me, motivates me, and we can’t get enough of each other sexually. We've...

He's Balling Out Of Control With My Money

16 Jun 2020

Contributed by Lukas

Dear Steve and Shirley, I’m in my early 50s and my husband and I have been married for 7 years. Since the beginning of our union, he knows that I’...