Strawberry Letter

Dear Steve and Shirley, I’m a 52 year old widower. I lost my wife 4 years ago and I’ve recently started dating again. I live in a great neighborhood and my neighbors have been very supportive while I’m adjusting to being single. I’m really cool with one of my college buddies that lives around the corner from me. He has grown kids and he and his wife own a gas station. They are essential workers so they aren’t home a lot................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m writing for my friend because she has lost her mind and I need her to realize what she’s doing is wrong. My 28 year old friend has 2 children by her mother’s 56 year old boyfriend who I’ll call “Larry.” Her mother thinks that she has been dating a guy that she met in college and she’s never even asked to meet this guy. I honestly can’t stand “Larry” and whenever I’m around him, he seems like a pervert.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am in a relationship with a cheater and I need your advice. Last week my man was cutting the yard and he left his phone in the kitchen by mistake. It kept dinging and ringing so I checked it. His so-called female best friend texted him, “Bring me some of that Corona D.” I answered her, “When and where?” She replied, “Now. Come pick me up.” I put on a sweat suit and called my sister and told her I was coming to get her............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 34 year old divorced, former model and beauty pageant winner. 5 years ago, I met and married the most perfect man. My husband is the CEO of a major company so we had an ideal lifestyle. I was young, wealthy and beautiful, with a passion for bad boys. I went to the gym daily, and a year ago, I met a man that was my age, with the best body I had seen in my life. I started sneaking around and sleeping with the guy, although my husband was devoted, loving and very attentive.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my girlfriend and I have been together for 4 years and we had a normal relationship, having great sex on the regular, until two weeks ago. She started tripping about us having sex and we’re not married, but she lives with me, which also goes against the Bible. We were conflicted about it, but she moved in anyway. After having sex with her for 4 years straight, I am doing my best to stop pressuring her for sex.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 29 year old workaholic and I don’t have time to date, so I met my boyfriend on Tinder. We met two years ago and were good friends until New Year’s Eve, when he asked me to be his girlfriend. We hung out early in the evening, but he brought in the new year with his friends that were in town for the holidays............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 28 years old and my fiancé is 35. We have a baby on the way and I recently moved across the country to be with him. Now that I’m living in his home, I’m not sure that I am making the right choice and I’m questioning whether or not I should marry him. When it comes to his family, there is an open door policy with his family. They come and go as they please and his sister has a key to our house............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m in my mid 30s. I’ve been married 13 years and we have 4 kids. In the beginning of our marriage, I was hardheaded and I had a lot of growing up to do. Seven years after we got married, I had an affair and my wife ended up catching us in the act, in my car. I fought hard to get my wife back and since then, I have been the ideal husband and father............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 30 year old single female and last year, I moved back to my hometown. I got an apartment in a nice area of town and my community has a pool and a walking trail, so I’ve been using them both since the weather is nice. Shortly after I moved in, I met an older male neighbor and he’s 71 and recently divorced. Whenever I run into him, he flirts with me and I jokingly flirt back. He’s very inappropriate most of the time, but I figured he is just lonely and totally harmless............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 63 year old black woman and I’ve never been married and I don’t have any children. I was raised to believe sex outside of marriage was wrong, so I didn’t have sex until I was 32 years old. It was never that exciting to me, so I did not put much effort into having a great sex life. I always met and dated great guys, but they would all tell me that I had no passion or promise in the bedroom. For that same reason, I have never had an orgasm until this year.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m back… after listening to all the advice you guys had, it lifted my spirits a little bit. Even J. Anthony Brown and Tommy were trying to help. But I’ve had more drama and my stress level is even higher. Steve, I thought I still had some player left in me, but no, I don’t. My wife’s niece still comes to the house to cook, but I steer clear of her. I have stayed in the basement or left the house, just to avoid her. She was there recently and I told my wife I was going jogging. When I came back, I went in through the basement because the niece was there................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am 49 year old, divorced woman with 2 grown children. Two years ago, I prayed that God send me a real good man and life partner. I was dating with a purpose and I had a list of non-negotiables and must-haves. Six months into praying and dating, I met the most incredible man and he checked off nine of the ten boxes on my list. He lives in a different state, so either I visit him or he comes to see me twice a month............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 56 year old man with lots of swag and I’ve had fine women all my life. Eight years ago, I decided it was time to get married and I found a good woman to settle down with. I’ve always fooled around with Lotto and bought scratch-offs and a year ago, I got lucky and won $800K. My wife and I retired, paid everything off and traveled a little bit. My wife’s 26-year-old niece is in culinary school, so we hired her as our personal chef and she came three days a week to cook................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a married man but I have not been happily married in a while. I have no intention of leaving my wife and I’m not a cheater. I own a small bar downtown and my best employee is also my worst employee. She’s been with me for so long, that I’ve overlooked her raunchy behavior for years. She is a hoodrat and I knew that when I hired her as a bartender. This was supposed to be a part-time job, but now it’s the only job she has because she is loud and unprofessional................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I truly embarrassed myself and I want to pack up and move out of town. I live alone in a quaint little area of town and I am the only black resident on the street. My neighbors and I sit on our front porches in the evening and laugh and talk to each other to pass the time. The other evening, as I was sitting on my porch, I noticed that my azaleas were blooming, so I decided to pull the weeds and put out some plant food for them................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 37 year old married man with the most perfect wife a man could ever ask for. She accepted me with all my flaws and we never argue. Instead, she calls me out on my BS and we talk things through logically. I have a female friend that is single and bitter and whenever I brag about my great marriage, she always throws shade. She always says that my wife is hiding something because women love to argue.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 24 year old woman who’s dating a 28 year old man. Our relationship is great, but I’m holding a secret that could start a war within our social group. Here’s my problem, my boyfriend’s best friend is a pervert. Two years ago, he told me that I didn’t need to wear the jeans I had on anymore because he couldn’t keep his eyes off my booty. I told him that he was being inappropriate. When I told my boyfriend what he said, he handled it immediately and they almost got into a big fight................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been with a liar for 7 years and I thought we had been married for 3 years. When we first met, he told me that he is an only child. 3 months into our relationship, I went by his mom’s house to drop something off for him and there was a woman sitting on the porch with 2 little girls. I got home and asked my man who the woman and the girls were. He said it was his sister and her daughters and they’re staying with his mom for a little while............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 30 year old man and I have been dating a new girl for about 3 months. Intimacy came after we had known each other for at least a month. I would sleep over at her house or she’d stay at mine. One evening in late March, we were watching the news and heard about the mandatory stay-at-home order. We decided that she would stay at my house for a while until things got back to normal. She brought comfy clothes and a few of her personal items to my house............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a married woman in my mid-forties and my husband is too. We’ve been together a total of five years and we’ve been married three years. Early on, he explained that he had some medical issues that sometimes kept him from having sex. When we got married, we had only had sex once, but he had found other ways to please me, so I was happy and our marriage was great. I hoped and prayed that he could get his libido back and we could have sex like a real married couple................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a happily married woman in my mid-thirties and my husband and I have a son and a daughter. My son is 15 years old and my daughter is 8 years old. We have all been cooped up in the house, but my son has found a new way to keep himself occupied. I found out that he watches porn on his phone. He’s been up in his room, day and night and I was worried about him so I barged into his room the other day to check on him................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 57 year old married woman and I have been married for 25 years. It’s been an agonizing marriage because my husband has cheated on me several times with many different women. He got caught most of the time and I would act a fool and threaten the females, then he’d apologize and promise to stop cheating and I’d believe him........... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been with my fiancé for five years and I’m looking forward to a fabulous fall wedding with him. I have one problem that has been bothering me and I need your advice. I started having vivid sexual dreams about one of my fiancé’s best friends, about 2 months ago. I’ve even started fantasizing about him when I’m having sex with my fiancé and I have to concentrate on not saying the wrong name................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have an old friend that I’ve been holding a grudge against for 3 years. She was one of my best friends until she ended up sleeping with my boyfriend. She and my boyfriend were good friends too and whenever he and I had problems in our relationship, he would run to her to tell his side of the story. A few times he got so mad that he left me and stayed overnight with her because he didn’t want to be around me. Call me crazy, but at the time, I would be so mad that I didn’t care where he was sleeping............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been in a relationship for a little over a year with a wonderful man that I met online. We’re both in our forties and never been married. He is on the shy side and hasn’t dated a lot. When we met, I could tell that he was a lot more laid back than me and he did not have much experience with women, so I was patient with him and he started opening up more. I was also patient with him in the bedroom, after I noticed he was not as experienced as I am.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I've been divorced for four years and my 7 year old child is caught up in a dysfunctional mess with me and my ex-husband. After my divorce, I found out that my older sister was having an affair with my husband. Throughout the divorce, she was my rock and I turned to her for advice, since she’d been divorced 3 times. All of the signs were there that they could have been messing around, but I was going thru hell, so I didn’t notice............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I grew up in a two-parent home and both of my parents earned college degrees and worked hard to provide a good life for me and my siblings. I have a college degree as well and I’ve been married for over 20 years to a great woman and we have two teenagers. My teenagers are well mannered and really smart kids. So, here’s my problem… I met my wife in college and fell in love with her, but I can not stand her family............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 38 year old single mother of a nine year old son. I love my son with all of my heart and I’ve done the best I can to discipline him and instill great morals and values in him, but he is just terrible. His behavior is the worst of the worst and he may not make it through this quarantine with me. Since he started elementary school, his teachers have said he has a major attitude problem and is a very selfish child. He makes up excuses for his bad behavior and always says his teachers are picking on him. I have observed him, without him knowing it and he is bad as heck in class. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 45 year old woman and I've finally met Mr. Right, or so I thought. He has a steady job, a nice home and treats me like a queen! We've been dating two years and he recently proposed to me, but there’s just one issue with him that needs to be fixed before I agree to marry him. It’s his language. Steve, I know you are proud of your cussing skills so I need your help. Whenever my man gets frustrated, he cusses like there’s no tomorrow. Shortly after we met, he visited my church with me and while the sermon was going on, he got a call from his ex-wife............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I've been dating a man for almost 4 years and I’m trying to do the right thing by not living with him before we are married. I live alone and he shares a house with a guy that he has been friends with forever. My boyfriend has one child that he has joint custody of, but he doesn’t really get along with the child’s mother. I’ve had a few run-ins with his child’s mother, but recently, things between us got worse when this woman moved in with my man and his roommate................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have dealt with an older guy off and on for about 7 years and he meets all of my physical needs and we enjoy spending time together. He is 60 years old and he’s never been married and he does not have any children. He told me that I’m the only woman he’s ever been with for this long, because he hates it when women get clingy. I think he is my soulmate, but I’m worried about what goes on in his mind................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my fiancé and I have been together for 10 months and I just had a baby girl two months ago. My man’s phone is a constant source of arguments for us. He gets so many late-night calls and texts that I’ve started snooping. I never could see anything because he deletes all of his texts and that makes me think he has something to hide. One night recently, he got a text while he was in the shower and it said, “Can you talk?” I got his phone and responded, “No, but I can text. What’s up?” The woman texted that she’s been blowing his phone up for the past 2 days because it was an emergency............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 57 year old very attractive widow. I started back dating four years ago, after giving myself time to deal with the loss of my husband. Over a year ago, I met a really nice man at a bar and he told me I was gorgeous and he’d love to take me to dinner. We went on our first date and I was hooked! He told me he was looking for a deep sexual connection and whoever he was with, he would treat her like a queen............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 35-year-old lovely woman and my husband and I are having a dilemma. Four years ago, my husband of 10 years cheated on me with a woman he used to work with and he got her pregnant. He told me about the affair and I was livid, but after the baby was born, I was able to forgive him and move on. A year or so later, I had an affair with a guy that I met at the gym. He was good in bed and I quickly got hooked................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I met a guy online 2 years ago and we hit it off pretty good and have great chemistry. We hang out a lot and I’m ready to take the relationship to the next level. I mean the next level, as in sex. We have never been intimate and it’s becoming a problem for me. Whenever we’re alone at my place or his, I have tried to rub up on him or touch him in a way to let him know I need a little something something. He always moves away from me or he blocks my hands from touching him in places that I want to feel on.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have a problem that I hope you can help me sort out, because I’m really confused. I have had a fiancé for 8 years. She and I have been together since college and we always planned to get married, but we can’t commit to setting a wedding date or planning the wedding. We have been living like a married couple for years. In December of last year, someone at my job got my attention and I have a couple of issues with it............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a black man in my mid-thirties and I’m married to the woman of my dreams. We moved back to my home state a few years back and we joined a great new church. We are friends with several of the young married couples there, but we’re having a problem with one couple in particular. We used to hang out with them and we got really close and would double date with this couple and have game night at their house or ours............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a divorced female and I am crushed and lonely without a man in my life. That’s why I’m writing you and that’s my only problem. I am one of those women that doesn’t like to be without a man and someone to lean on when I feel down or when I’m going through things. I was in a tumultuous marriage for about 10 years and I’ve been single for 3 years now. Even though my marriage was crazy, I wanted to work things out so I would not end up alone................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been married to my lovely wife for 8 years and we have three children. My wife is great and we have a normal marriage and enjoy each spending time with each other. When my wife and I started dating, my siblings loved her, but my mom tolerated her. When we decided to get married, my wife told me that she could tell my mom was not happy about it. I blew it off and thought everything would be fine. Well, it’s not fine and I feel bad for my wife................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I've been married for 24 years and my marriage started out great. My wife was beautiful and kept herself up and this was what attracted me to her. We started a business together after we got married and it was hugely successful mostly because of my wife’s sacrifices. She started putting the business in front of our family and she neglected a lot of her responsibilities to me and our children as the years went by. My wife also failed to be intimate with me and we went for almost a year without sex.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 28 year old married man. I’ve been married for two years and it’s been a rocky two years so far. Right after I married my wife, she cheated on me with her ex-boyfriend. I suspected something was going on all along and she finally did admit it to me, but said she was drunk and it only happened once. I forgave her eventually and we’re still together. After it happened, my wife said she felt terrible and she told me there was only one way to make things even.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been married twice and I believe my second husband was the man of my dreams, but I truly didn’t see it at the time. During my second marriage, I got bored with the relationship, even though he was a great man. He had a tendency to be jealous, so I stopped hanging out with my girlfriends to keep the peace at home. After about 3 years of staying home, I decided to start back meeting my girlfriends after work often. My husband would be angry when I got home, but I didn’t care, because I had met a handsome and intriguing man and I was having an affair.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have a problem and I really need advice from the guys on the show, but Ms. Shirley, you can take a stab at it too. I’ve been single for most of my life and I finally figured out why. I’m a 28 year old man, never married, no kids and I own my home. I make really good money and I have a leadership position at my job. My problem is that I’m starting to realize that I’m not the most handsome guy in the world.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 30 year old married woman and my husband and I have been together for 6 years. We have a 3 year old son and since I had the baby, our intimacy has gotten a little stale. We tried role playing, watching videos and talking dirty to keep the magic going, but nothing helped. A friend suggested we put a full-length mirror next to our bed because it worked for her and her hubby. They love watching themselves getting it on. My husband and I decided to try it............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, My mother is 70 years old, but she is the new 70s woman. She’s a size 8 and her skin is as smooth as can be and she doesn't have one wrinkle or gray hair in sight. She's a well-known, respected member of our church and she’s active in church ministries. My mother and I have always had a great mom and daughter relationship, until recently. We have been having a lot of problems, since my mother started dating the organist at our church, who is only 31 years old............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my wife and I have been married for 17 years and have always considered ourselves to be a politically conscious black couple. We are both grads of an HBCU and we have great jobs. Our marriage was always solid and we were die-hard Democrats. We worked hard to get Obama elected for his first and second terms. During President Obama’s second term in office, my wife lost her job and she blamed it totally on President Obama. There were some trade agreements that affected her job and she was laid off because of that................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have a real big problem. I'm a 32-year-old single father of two kids and I fell in love with my doctor who's 6 years older than me. We had a loving and caring friendship that grew into a romance. It lasted more than a year and a half. When I found out she was married, it crushed me, but she told me she was leaving her husband. It didn't happen. Eventually, I decided to try to move on from her................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my child’s father is a habitual liar. We’ve been dating for three years and he has lied to me about the most stupid stuff. We have almost been evicted because he lied about paying our rent. After I had our son, he told me he bought a ring and was going to propose, but he got in a financial bind and had to return the ring to pay off some debt. He has taken money out of our son’s bank account for petty things that he needs and then he lies about it and says it was for bank fees or something else.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my husband and I have been married for almost 30 years. We both have professional jobs and we make a good living. My husband is genuinely a good guy but he’s also a big time cheater. The first time he cheated on me, I was pregnant with our oldest child. I forgave him then because I was young and pregnant, but years later, I found out he was still cheating. I let it slide again and things just kind of went back to normal. Over the years, I have confronted him about his inappropriate contact with women............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.