Strawberry Letter

Number Two Will Never Be Number One

09 Mar 2021

Contributed by Lukas

Dear Steve and Shirley, I was a single and attractive, 34 year old woman, losing hope at finding love. I grew tired of the dating cycle and I decided ...

Do I Give Up My Dreams For My Marriage

08 Mar 2021

Contributed by Lukas

Dear Steve and Shirley, I worked from home as a corporate sales leader for 5 years. In February, I quit my job to do a podcast with 2 of my best girlf...

I’m So MF'ing Tired

05 Mar 2021

Contributed by Lukas

Dear Steve and Shirley, I am a 32 year old single mother with one child and I’m pregnant with my second child. I’m pregnant by my best friend, who...

I'm Married To A Narcissist

04 Mar 2021

Contributed by Lukas

Dear Steve and Shirley, I am in need of some sound advice. I got married 6½ months ago after reuniting with my man. We had an on and off relationship...

I've Become Friendly With His Wife

03 Mar 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a 27 year old single female and I just moved to my own place and started a new job. I like my job and I have a few assoc...

My Ex-Wife Made Sure My Son Hates Me

02 Mar 2021

Contributed by Lukas

Dear Steve and Shirley, I’m going to jump right on in. I cheated on my wife two years ago with a woman that constantly threatened to call my wife wh...

My Mama Hooked Me Up With Her Friend

01 Mar 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a 40 year old black female and I’m an office manager at a small business. The owner of the business is an old family f...

He Lives In The Hood And He Loves It

26 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I have been dating a guy for about a year and a half now and I’m concerned that he isn’t motivated to better himself. The ...

I’m Sick Of Seeing My Husband’s Ex-Wife

25 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I have been married for five years and it is a second marriage for us both. My issue is my 46 year old step daughter that has ...

I Never Should’ve Asked Him To Fix Her Sink

24 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, after 18 years of knowing my fiancé, she cut the fool. I’ve been divorced for 21 years and my 4 children are all grown. She...

I Like Big Butts And I Cannot Lie

23 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I believe my wife is tripping for no reason. The other day, we were in the grocery store going down the aisle and there were t...

I'm Stuck Between A Sister And A Brother

22 Feb 2021

Contributed by Lukas

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 he...

Post Valentine’s Day Drama

19 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I need help getting back on track with my girl. My girl makes a big deal about Valentine’s Day even though I spoil her all y...

My Brother’s Mistress Is My Girlfriend

18 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I am a 42 year old single man and I have a good job and my own place. My brother is a married man with 3 children and many mis...

I Don't Think We're Really Cousins

17 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, in high school I liked a girl and she liked me. We talked on the phone and hung out together all the time and her mom and my m...

I Cheated Twice And Had Three Outside Children

16 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, in high school I liked a girl and she liked me. We talked on the phone and hung out together all the time and her mom and my m...

Smiling In My Face While Backstabbing Me

15 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I have been married for 17 years to a man who I thought was trustworthy, honest and a good Christian man. We are both in our 4...

My Ungrateful Young Employee

12 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a relatively successful entrepreneur and I have had a lot of help along the way. I believe in returning the favor and he...

Me Him And Her

11 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I have been in a relationship with a man for at least 12 years and we’ve known each other since we were children growing up ...

He’s Too Boujee For My Church

10 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a 46-year-old woman and I need your advice on dealing with the man I’m dating. He was the first in his family to gradu...

My Mom And Baby Daddy

09 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I have known my baby daddy since high school. When I was 20, I got pregnant and we moved in together, but he cheated a lot, so...

The Little Gremlin Is Here To Stay

08 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a 32 year old single woman and one of my best friends recently got engaged to a man she’s known for less than a year. ...

Why Is Your Mama Always Drunk

05 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I’m married to a man that can’t control his mother. We’ve been married for 2 years and I have dealt with this since I me...

Sexual Expectations

04 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a 33 year old woman and I’ve been in a relationship for a year with a man that sends me mixed signals. We haven’t ha...

Somebody’s Got To Break The News To Her

03 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a 41 year old woman needing advice on how to deal with my 39 year old friend. As you all know very well, we’ve all bee...

I’m Tired Of His Grunting

02 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, my husband and I are both in our early seventies and we've been married for 30 years. My husband has gained a significant amou...

The Old Lady Has Got To Go

01 Feb 2021

Contributed by Lukas

Dear Steve and Shirley, I am a 27-year-old woman and I inherited my great grandmother’s house 5 months ago after she died and I am having a big prob...

Our Sidepiece Lives With Us

29 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I need some real honest advice because I’m in a serious situation. I’ve been married for 15 years to a very beautiful and ...

I’m Ready For A Family She’s Not

28 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I’m 27 years old and I have my degree in business management, with aspirations of owning a business one day and I’m on the...

My Husband Is A Thug And A Prominent Pastor

27 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I’ve been married for 7 years. I’m 43 and my husband is 38, but he acts like the world owes him something and always has a...

Hot And Ready For My Younger Man

26 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I am a 67 year old woman, married to a very handsome gentleman that is 13 years younger than me. We have been married for 4 ye...

He Loves Sweet Smellin' Lotions

25 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I met a 42 year old divorced man online a month ago and he was absolutely everything I had asked God for. We do Bible study ev...

I’m Married To A Man Baby

22 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I need your help to figure out my situation with my husband. He is 36 years old, but he responds to any and every situation wi...

He Wants A Baby, But I Need So Much More

21 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I am a 33 year old woman and I’m dating a 35 year old man. For some background, we met about 3 years ago and after dating 3 ...

I Want To Do More With Her Than Smoke

20 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I am a 41 year old single man and I have a great job, my own car and a very nice apartment. Ideally, I want to buy a house and...

Romantic Comedies Are Ruining Me

19 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I'm a woman in my late twenties and my man is 32 years old. He has only had one other girlfriend and he’s inexperienced in b...

Went From WAP To HAP

15 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I am a 30 year old mother with 3 children. My children’s father and I have been together over 10 years so let me say this be...

My Best Friend Is A Proud Homewrecker

14 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, my very best friend is a garden tool and a proud homewrecker. She intentionally ruined a marriage because she got jealous when...

Is He A Loser, Or A Work In Progress

13 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I'm a 32 year old woman and I'm falling for a 43 y/o man. We met online and bonded because we were both very lonely for the la...

My Boyfriend’s Naked Co-Workers

12 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, the problems with my boyfriend all began when he started a new job. We had been together 2 years and we were doing just fine a...

He Stinks And I’m Shame

11 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a middle age married woman and I’ve been married for over a decade. I work 2 full time jobs averaging 16-18 hours a da...

I've Been With Two Of Her Cousins

08 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I am a 36 year old man, married to the love of my life, with four children. Around 8 years ago I left home, moved about four h...

What Is He Doing In That Bathroom All Day

07 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I'm a 27 year old man and my best friend is causing issues at my job. I recently got him a job with me after he was fired from...

I Really Didn't Click With His Wife

06 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I met a great guy on a dating website and we ended up getting really close and after a few months of dating, we got a place to...

Two Surprises In One Night

05 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a 29 year old divorced woman, dating a 29 year old man that I’ve been friends with for years. I have two children from...

Best of 2020: Why Must He Continue To Text Other Women

04 Jan 2021

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...

Best of 2020: Can You Outgrow Being Ghetto

04 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I’m a 28 year old engaged female and my wedding was put on hold because of the pandemic. My fiancé and I are living togethe...

My Little Ugly Boyfriend

04 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I am a 31 year old single woman and I met the man of my dreams two years ago on a dating website. He lives in Tampa and I live...

Best of 2020: My Husband And His Pretty Best Friend

01 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, I’ve known my husband since I was in high school and we’ve been in an off-and-on relationship for 31 years. Years ago, my ...

Seems Like He's Been Waiting On Me To Leave First

01 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, My husband and I are now 50 years old. We have five grown sons and four grandchildren. Ten years ago my husband had a fling at...

Best of 2020: He’s Got The Sugar, But He’s Not Being Sweet

01 Jan 2021

Contributed by Lukas

Dear Steve and Shirley, My husband and I are in our late 30s and we’ve been together for almost 20 years. We have 4 children and we always had a rob...

Best of 2020: I’ve Fallen In Love With Another Man

31 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, my husband went out of town for military duty and he wasn’t even gone a month before I found out that he was seeing another ...

He's Pulling Out Tracks and Giving Me Whiplash

31 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I'm in a new relationship and about two months ago, we started our sexual adventures. He is an amazing man in and out of bed. ...

Best of 2020: You Cant Have Your Cake and Eat it Too

31 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been dating a guy for six months and he’s one of the sweetest men that I have ever met. This weekend, he disclosed so...

Best of 2020: Can’t Judge A Book By It’s Cover

30 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I've been dating the 6’4 tall drink of water for a few months. He is honest generous humorous and fun to be around. We decid...

My Man Is Too Gentle And Loving

30 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 36yr old female in a long-distance relationship with a man in his early 40s. Things are good between us, and honestly, ...

Best of 2020: My Boyfriend and I Sleep In His Ex’s Driveway

30 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 29 year old female in a confusing dating situation. We’ve been dating for almost 2 years but I waited for 4 months be...

My Boys Can't Be Trusted

29 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I have been worrying about my marriage and how my past actions may threaten it. A few months ago, my friends and I went on a g...

Best of 2020: One Of My Side Pieces Is Stressing Me Out

29 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I am a successful executive and my job involves a lot of travel. I have been married for 20 years, but for the last 5 years, m...

Best of 2020: Does He Have A Problem Or Am I The Problem

29 Dec 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...

Best of 2020: There’s No Way To Bless This Mess

29 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been kicked out of my church and I need some advice. I attended a very messy church and if you did not do things the wa...

My Man Wants To Share His Goodies

28 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I'm a 27 year old female and my man is slightly younger than I am. He's an underwear model for several online magazines and th...

Best of 2020: I Have A Rat In My Basement

28 Dec 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...

You Can't Hide A Beautiful Body

24 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 30 year old single woman without any children and I am dating a 41 year old man that has 3 young daughters. We...

My Husband Is Raising My Boyfriends Son

23 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I’m just going to jump right in and get to it. I’m married and he’s married. We both have families. I have 3 kids and he...

Your Baby Is Not Cute At All

22 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 30 year old married woman and my husband and I need your advice on an issue with our closest friends. Our friends are f...

One Big Happy Family Or Nothing at All

21 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been dating a man for 3 years and we get along great. We’ve talked about getting married, but we have to w...

I’m A Star But Friends Say I Suck

18 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I'm 49 years old, but I look 30, praise the Lord! I'm an entertainer by nature. I love life and I celebrate it every day. I'm ...

I Left In The Middle Of Night

17 Dec 2020

Contributed by Lukas

Dear Steve and Shirley I need your honest advice here because I don't know how to handle this situation. I'm in my late 40s and in a good relationship...

Grandparents Gone Wild

16 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, my grandparents have been married for over forty years and they both have gone buck wild. About a year ago, my grandpa confide...

My Brothers Wife Is Up to Something

15 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, my brother has been married over fifteen years and we’re a close-knit family. My wife and I went over to our good friends’...

I Texted My Wife and Said Goodbye

14 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 54 year old married man and I had an affair with a 27 year old female. I texted my wife of 17 years to tell her that I’...

I’ve Been Watching His Sister

11 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 28-year-old man and I am holding on to a secret. A couple weeks ago my best friend’s sister lost her job due to Covi...

I Want To Pack Her Up And Put Her Out

10 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I am writing you because I need advice. A friend of mine was going through a rough time recently and she and her 4 children en...

We Need Daddy To Act His Age

09 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I don’t know what to do with my daddy. He’s not sick or anything, but in these times of Covid-19, cancer and heart disease...

Is He Hunting Deer Or Something Else

08 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I married my high school sweetheart and we have one child together. He had joined the Coastguard and I chose to put aside my c...

Not Big Enough

07 Dec 2020

Contributed by Lukas

Hello Steve and Shirley, I married the man of my dreams, or so I thought. I insisted on waiting till marriage before having sex. My husband would give...

Election Day Was The Worst Day Of My Life

04 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 27 year old woman and I have 3 children by my ex-boyfriend. I say ex, because we just broke up on election day. We had ...

I Pretend To Be Broke, But I’m Not

03 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I have been dating a woman for about a year and I’ve been keeping a big secret from her. The secret is I’m a wealthy man a...

I Took My Husband To My Boyfriend’s House

02 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I got caught cheating recently after I took my husband to my boyfriend’s house. My husband has accused me of cheating for ye...

Why Do The Good Guys Always Finish Last

01 Dec 2020

Contributed by Lukas

Dear Steve and Shirley, I'm a 49 year old black man and I met a 39 year old black female and we hit it off. She told me she’d just got out of an emo...

I’ve Fallen In Love With Another Man

30 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, my husband went out of town for military duty and he wasn’t even gone a month before I found out that he was seeing another ...

I Need Him to Go a Little Bit Longer

27 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, my husband is a great provider and what I love most about him is the way that he loves the Lord. We dated for 3 years before w...

A Father Should Never Have To See That

26 Nov 2020

Contributed by Lukas

Dear Mr. Harvey and Ms Strawberry, I am a 22 year old guy and my girlfriend is 21. She still lives at home and she’s a virgin, so we’ve been takin...

Will My Man Choose Me For The Holidays

25 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 30 year old beautiful and successful woman and I’m in love with a 44 year old, well-educated hunk that swept me off ...

Thanks For Having A Child For My Man

24 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, let’s get right to it. Here's my dilemma… I’m a 38 year old woman and I've never wanted to have children. Five years ago...

How Should I Approach The Pastor

23 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been in an “entanglement” with this pastor that I met 8 months ago. My office shared a parking lot with his church ...

He Keeps Sneaking Women In My House

20 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I'm a 44 year old mother and I allowed my 24 year old son to move back home after college. I had hoped that he would find a gr...

I Need It So Bad I'll Wear A Mask

19 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 58 year old widow and I’ve been dating my current man for the past 10 years. He refers to me as his wife and most peo...

I Have Three Boyfriends But Somethings Missing

18 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 29 year old woman with a great job and a great body, pretty face, and 3 boyfriends. One boyfriend is 38 and he’s an ...

She Said I’m Obsessed with Sex and Money

17 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I’ve been living with my current girlfriend for 2 years and everything is great until we start talking about our finances. I...

The Cat Is Out Of The Bag

16 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 55 year old, married, successful woman, sleeping with my son’s best friend. He and my son have been the best of frien...

I Couldn't Give Her A Baby, But He Did

13 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I am a 53-year-old man and my fiancé is 35. We’ve been together for 4 years and from the beginning, she told me she wanted ...

Your Best Friend Is My Girlfriend

12 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I was married for 4 years and at first, my marriage was great and my wife was sexy, classy and ratchet so we had a lot of fun ...

We Live In A Shack, But We're Not Shacking Up

11 Nov 2020

Contributed by Lukas

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I Have To Watch My Back Now

10 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 30 year old black man and I grew up in a middle class family, but I had a lot of friends. A lot of my friends were fro...

I Told Him Not To Go To Her Funeral

09 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I have been married for 25 years to my soulmate and we had a great life, until 3 years ago when I caught him cheating. One nig...

My Huband Has Vanished

06 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I’m a 40 year old married woman that got married in September and I’m already having problems. I met a great man in July a...

Nothing He Does Is Enough

05 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I need your advice on how to move past being hurt by my husband. My husband cheated on me several years ago and although I lov...

I Don't Owe Your Dad's Girlfriend A Thing

04 Nov 2020

Contributed by Lukas

Dear Steve and Shirley, I have been with my boyfriend for 7 years now and he was raised by his father and his father’s girlfriend has been a mother ...