Strawberry Letter

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 love the members and I am truly blessed weekly by the beautiful sermons the pastor preaches. The pastor is my age, single and fine. After I began attending the church, the pastor and I became friends on social media, which wasn’t unusual because he’s big on...

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 motorcycle and my husband wants one, so he showed me pictures of the motorcycle on his phone. As I swiped through the pictures, my husband walked outside, so I kept swiping thru his pictures. I went as far back as March and came across a video of my husband, nak...

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 years and over the years, I’ve fallen short of being a great husband. I struggled to stay faithful and I slipped a few times and started sexting and having phone sex with women I met online. It’s not my wife’s fault that I did what I did, but she has ch...

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 problem with my love life. I’m hesitant when it comes to dating because I have been meeting the wrong types of women. I am ready to settle down start a family, but I seem to attract female gold diggers............. Learn more about your ad-choices at https://...

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 found out he was married. One day, while we were in his car having sex in the parking lot at work, I asked him to turn on the air conditioner so we could cool off. He cranked the car up and his Bluetooth was connected to his phone, so we listened to some 9...

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, so we got married right away. He’s an excellent provider and great father, but over the years, he’s started treating me like I’m his daughter. I was 22 when we met and he’s 16 years older than I am. I have given everything to this man and he fails...

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 stressful at home with small kids running around. I got a really good job to take care of the family, so my wife could finish her degree. My wife got her degree and she started working when our youngest child started school. That’s when things went from...

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 birthday party earlier this year. We were standing around and I heard him say he was going to smoke and I told him that’s just what I needed to get the party started. He had a bag of really good weed so I asked him if he could bring me some later in the wee...

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 with me as my assistant coach. We met 7 years ago and bonded over our love of basketball. She’s a single mom and a straight up tomboy. She wears sweatsuits and sneakers all the time, no makeup and her long hair is always up in a ponytail. I joke with her...

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, for a quick overnight trip. My boyfriend had to work so he couldn’t go. We had food and drinks out by the pool and my ex-boyfriend from 20 years ago showed up. We’ve stayed in touch over the years and it was good to see him. I did 3 tequila shots an...

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 best friend since college started dating my sister a year ago. I wasn't cool with it at first, but he came to me first and promised me he'd take good care of her because he knows I don’t play about my sister. My sister was happy, so I was happy......

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 be ex-husband and I dated back when we were in college and we reconnected 5 years ago. We got married three years ago and a few months after our wedding, I found out that he had a girlfriend and a newborn baby. He admitted it after the girl came to ou...

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 now. The problem is, I’m trying to be the best father for the girls and best possible sidepiece for all of the mamas. I have a special bond with all of them and I have to have sex with them, if I want to or not, so they won’t put me on child support. If...

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 could stay with her temporarily, after I lost my job. She said I could stay there until I found someone that’s crazy enough to hire me. She is not concerned about my health at all. She calls me lazy when I’m having a bad day and can’t help her out around...

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 bedroom last week and I pulled out my phone and started recording us. It was dark in the room, so the video was not that good, but I kept it anyway because I love to hear my girlfriend’s whimpering and how softly she says my name........................... Le...

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 and I am not a fan of it at all. He hasn’t shaved in weeks and he hasn’t had a haircut in almost 6 months. He looks like a darn grizzly bear and it’s disgusting. He says he’s waiting to see how big his afro can get because he’s never grown it out bef...

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. He accepted my daughter as his own from the beginning when she was an infant. I am 29 and my mom was the best single mother she could possibly be and I got a lot of my independence and determination to succeed from her............... Learn more about yo...

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 adultery and done things in our marriage that I’m not proud of. She has degraded me and humiliated me as a man for years. We have 2 teenagers and initially they both asked the judge to live with me and they stopped talking to their mom............ Learn mo...

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 10. We have been living separately for the last 3 years because my husband accused me of cheating in the craziest way. Less than a year after our last daughter was born, he set up a tape recorder in our home to catch me cheating. He told me about the...

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 and we started having Zoom service for those of us that don’t want to physically go back to church yet. My wife and was having trouble with our internet connection a few weeks ago and I noticed some of the members laughing. I wasn’t sure if they were la...

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 she eloped and she’s happily married now. I could not believe it. Four years ago, she met a guy at a restaurant and she started hanging out with him. He told her he was bisexual and she didn’t have a problem with that. As her brother, I told her she sho...

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 sex life has its hills and valleys due to his health conditions and his hygiene. He’s on medication and we got it regulated, but we can’t seem to get past his hygiene issues. Before bedtime, I like to take a nice, hot bath or a shower and I’ll usuall...

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 are both black men but he’s older than I am and he has a PhD that he brags on often. When he first got there, it was hard to warm up to him because he’s so entitled and thinks he is better than all of us in the office. Then things started getting tense wh...

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 when he got a legal separation and moved out, we started dating. That was four years ago and our relationship isn’t what it used to be because his divorce has taken a toll on him. He has paid over $12K to his attorney and he’s got to pay the wife’s lega...

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 boyfriend for 6 months and he felt it was time for me to meet his 4 year old son. He’s told me that I am the first woman he’s been serious about in years and he can see me as his wife someday. So, I met his four year old son and he’s a bit weird. He l...