Strawberry Letter

Dear Steve and Shirley, I’m a 37 year old man and I’m in love with the perfect woman and I want to marry her. I am financially secure and I love taking care of my family. I bought a new home 5 years ago and I made sure I had a separate space for my mother to live comfortably. She has her own entrance from the garage, so she’s still independent. She does most of the cooking and I am happy to have her with me............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

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 before we had sex, to make sure his last relationship was totally over. He has 3 kids by three different women, but the youngest child’s mother has been a problem in our relationship. My boyfriend lived with her when we met, but now he lives inside his RV, that’s parked in her driveway.................. 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 black man. My fiancé is 56 and she’s a great woman, but I’m worried about marriage. We like to kick back and relax and drink wine and alcohol. It depends on our mood, so sometimes it’s wine and sometimes it’s the hard stuff. We pretty much drink every day after work. I’m more relaxed and mellow when I’ve had a few drinks, but she is the opposite of me. She likes to get angry, cuss and fuss and bring up a bunch of old stuff, trying to start an argument................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been in a relationship for 5 years with a man that thinks we are exclusive. I’m in my late forties and my sex drive has been through the roof lately. My boyfriend is 53 and he’s a beast in the bedroom, but he’s not enough for me and he’s not as kinky as he should be. For the first time in my life, I am a cheater. I’ve been having sex with a 30 year old neighbor and it is fun and spontaneous and he gives me the fire that I desire. This is not the only man I’m seeing on the side though............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 38-year-old married woman and my husband and I have lived downtown in a nice condo for the past six years. We get along well with all of our neighbors but a couple months ago, a single young man moved into the condo next door to us and now we’re having a big issue with him. Since we’ve all been quarantined, our neighbor has been into porn and it’s driving my husband and I crazy.............. 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 someone special for four months and so far, he is amazing. He loves the Lord and he has a great personality and a great career. When we first started dating he did not want to rush sex, so we waited a little beyond 90 days to become lovers. Since things were going so great, I took him to meet my parents. He fit in like a glove and they both told me that he just might be the one for me.................. 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 guy for six months and he’s one of the sweetest men that I have ever met. This weekend, he disclosed some information to me and I need your opinion. He and I met when I moved out of my condo. He was the supervisor of the moving company that I used and he was very professional and handsome, so when he asked me out, I accepted. We started out as friends and now we’re in relationship................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am the pretty young thing that wrote you about my lover that is the same age as my father. I took Shirley’s advice and asked my lover if the relationship was going anywhere or if it was just a fling. He told me that in due time our relationship would get to the next level. I didn’t like his answer, so I broke it off with him. Two days later, he sent flowers to my job and my house. I still ignored him.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 27 year old single female and I’m in need of advice. I’ve had a male best friend since high school and he is an active duty officer in the military. He’s been away for nine months and he came home in April. He got married while he was stationed in Hawaii and I was excited to meet his new wife and to see him. He planned a small welcome home party in the backyard and it was just like old times............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m ready to call off my engagement but I need your advice first. My fiancé and I are both divorced and our first marriages were terrible. I’ve been working on my issues so I can be a better wife this time. My fiancé, on the other hand, does not think he has anything to work on, but he admitted to cheating on his first wife, so he’s got some baggage. Now after 5 years of being with him, I think he’s cheating on me............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 22 years old and I recently graduated from college, so I’m quarantined at my parents’ house. They have been married for 37 years and the marriage has been rocky since I was a little girl, but they are still together. My father works out of the country for two months every year, so that gives my mother a break from him. In late March, I found out that my father was not only working while he was overseas, he had started a whole new life............... 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 are having some real marital issues right now and I blame it on Covid-19. We haven’t been stuck together for this long, without being able to go to work or to play tennis or go shopping. My husband says I irritate him all day long and I’m sick of seeing him sitting up all day watching TV. We had a big fight that got really ugly and as my husband left the room, he mumbled that he couldn’t wait to get back to his baby. I asked him to repeat it, but he wouldn’t.................. 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 15 years and we have 2 children. I was helping my daughter with a home school video 3 weeks ago and my husband’s phone is top of the line so I was using it. I saved the video and when I went in to edit it, I saw a lot of pictures of breasts, booties and feet in my husband’s phone. It seems that I’m married to a real creep that randomly takes pictures of women when they are not looking...................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I can hardly believe what I’m about to tell you and I need some advice. I have been with my girl for almost 3 years and I proposed to her. Her family lives out of state so I have not interacted with them much, but her mom comes to visit often and we get along very well. Her father is deceased and she is an only child. Since we’re getting married, we’ve been talking more about family dynamics and how we were raised................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, I am torn to pieces over my breakup. I was dating an old friend for two years. I am 52 and he is 45. We talked about marriage and we were in the process of buying a home. We were a picture perfect couple and then things started changing. I would see him throughout the week and on weekends, but, lately he has been busy on weekends............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 25 year old female that has been dating a 55 year old man for 2 years. He is the same age as my father and he’s very established and he takes good care of me. He has 3 children that are around my age and they don’t seem to have a problem with us dating. I don’t want to have any kids and he doesn’t want anymore, so that’s not an issue............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I hope my husband is listening today because I have a problem with him and he thinks it’s no big deal. My problem is that my husband is obsessed with an ex-girlfriend that he dated 35 years ago. She was very beautiful and popular when she was in high school and he was the star football player. When he went off to college, she married a wealthy older guy that owned several businesses in town. Then she moved to Texas and my husband lost contact with 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 30-year-old man and my wife is 28. I was recently laid off due to the pandemic, so money has been a little tight. Because of it, my wife is making me feel like less than a man. We have a 2 year old child and she is a stay-at-home mom so I am the sole breadwinner. My wife’s attitude has been horrible for weeks so I have been avoiding her, to avoid arguing with 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 30 year old divorced female and I’m working on my master’s degree in nursing so I wasn’t focused on dating after my divorce. But, 6 months ago, I met an amazing 25 year old man that was heaven sent! He’s tall, dark and handsome with a nice house, car, and two jobs. He is my everything and he takes good care of me. He pays bills, cooks, cleans, everything. There is just one big problem that I have with him and I need your advice to see if it’s a dealbreaker.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m in love with a woman that has carried herself like a garden tool all of her life. In other words, she’s been “loose” since high school when we started dating. I dated her into my early 20s and after we broke up, I found out that she cheated multiple times. Here we are, 15 years later and she’s married now and she’s cheating on her husband with me. I have a connection with this woman and I can finally admit, after years of fighting it, I am in love with 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 28 year old engaged female and my wedding was put on hold because of the pandemic. My fiancé and I are living together for the first time because he thought it would be fun to be quarantined together. I’m very grateful that he moved in because I’m learning a lot about him and it’s quite shocking. He is smart, a great provider and he’s got a great personality, but he is straight from the ghetto and sometimes it’s too much for me to handle............... 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 boyfriend for eleven years and he’s eleven years younger than I am. When we met, I had two children from a previous marriage and he said he always wanted to have his own child with me. Well, we never got around to having children together and now I can’t have kids. I suspected that women his age would eventually get his attention, but I never expected him to cheat on me multiple times................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

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.

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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.