Strawberry Letter

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...

Dear Steve and Shirley, I am a 33 year old single female and for the past year or so, I have been having a romance with an inmate that has been in prison for 17 years. He’s my best friend’s brother and he tried to date me for many years and would write me letters but I just wasn’t interested. Well last year, I had surgery and I was out of commission for a while and he sent me the sweetest letters...

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 that’s why I fell for him… he has a really great body. His modeling has been an issue in our relationship because of all of the raunchy comments he gets on social media. He loves the attention. He says it’s all just for fun and he never responds to the...

Dear Steve and Shirley, I am a 26 year old man with 2 children and a wonderful wife of 4 years. My wife recently graduated from medical school and she’s studying for her certification exam, so she is not working right now. She is at home studying most days or she’s on campus with her study group. I had no problem with all of the free time my wife had, nor did I ever question her loyalty in our mar...

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...

Dear Steve and Shirley, I am dating a beautiful, strong, talented woman and everything was okay in the beginning, until we had sex for the first time. She controlled everything from start to finish and she did not let me do anything. She got on top and that was it and it seemed to go on forever. I tried to talk to her and plead with her to let me do some of the work, but she was not trying to have...

Dear Steve and Shirley, I'm a 28 year old married woman and my husband just turned 30. We have a great marriage, but I need you to help me settle an argument. We are both black, but we come from very different backgrounds. He was raised in a poor, urban area that was predominately black. I was raised in a middle-class suburb that was very racially diverse. I often have to tell him that certain thi...

Dear Steve and Shirley, I am dating a distinguished retired man and after our second date, he told me that I needed to have an open mind about sex because he lives an alternative lifestyle. He told me that he is in to bondage and domination. I told him we are not compatible because I’m not into kinky sex. After a few days, he called and told me that he liked me so much, he’d change just for me. So...

Dear Steve and Shirley, My life could not be more complicated. I'm a 36 year old woman and I've been dating the same man for 21 years. Yes that's right. He's my boyfriend and we've been together off and on since middle school. He was my first love and my first sexual encounter. We have three teenage children and we've been through all of the ups and downs that married couples have but we've never...

Dear Steve and Shirley, I have a big problem. Two years ago I relocated for work. Before I moved I had a special lady that I enjoyed spending time with. She was a big fine woman, thick in all of the right places. It's been a year since I had seen her and I was missing her good loving so I called her and told her I was sending her a bus ticket to come visit me. Yes, a bus ticket because a brother a...

Dear Steve and Shirley, I’m in a bad situation and I need your advice. A few months ago, I was in a great relationship and my man and I were happy. I had a male neighbor that I only talked to on social media. My man found out about us sending each other messages and he accused me of messing around with the guy. He said it was inappropriate and I needed to stop, so I did, but my neighbor kept on li...

Dear Steve and Shirley, I am a 46 year old single lady and I am ready for the next chapter in my life. In 1999 I dated a man off and on for a while, but finally ended things with him when I found out he got another woman pregnant. I moved on with my life and he moved to another state. Well, in 2018, he and I reconnected on social media. Since we live far apart, we texted and called each other dail...

Dear Steve and Shirley, I am writing you for advice since I have heard you guys talk about this on the show before. I’m in my mid 30s and I’m an educated man with a great job and I’m financially secure. I was in a 10 year relationship that ended a few years ago and since that breakup, I have had problems meeting women. I have been ignored by women when I try to speak to them or strike up a convers...

Dear Steve and Shirley, my husband and I have been married for over 20 years and we have 4 children, 3 daughters and 1 son. My husband is a truck driver, so he’s gone a lot and I’m left to care for the kids. When my husband is home, he tries to step in and take over the father role, but we argue constantly about disciplining the kids. My husband has been driving trucks for 10 years and that’s when...

Dear Steve and Shirley, I have a five month old son who was conceived during a threesome. I had an affair on my boyfriend of three years with a guy that I’ve known all my life. My boyfriend and I were having problems, so my male friend offered me an all expense paid trip to Miami and I didn’t have anything to do, so I went to clear my mind. When I got there, he picked me up and we went to the hote...

Dear Steve and Shirley, I am a 39 year old engaged woman and my fiancé is terrific, but I need your advice. My fiancé and I met in the Emergency Room, when I treated him for a minor illness. He flirted a little and told me that his mom used to be a nurse, so that made me even more attractive. We went on a date a couple of weeks after that and we’ve been together since then. I do most of the cookin...

Dear Steve and Shirley, I have a situation that has become a huge frustration in my life and I need advice on setting healthy boundaries with a good friend, so that I don’t seem like a prude, which I’ve been called. I have a good friend who seems to be having a problem with alcohol lately. I don’t care what people do in their own homes and on their own time, however, when you include me in your me...

Dear Steve and Shirley, 5 years ago, I got involved with an older   married man that was my boss. In the beginning, it was strictly business and I met his entire family. Then after several business trips together, we ended up having sex and we’ve been together since then. He’d stay at my house at least four nights a week and he paid all of the bills. He was also very controlling and stopped me fro...

Dear Steve and Shirley, my best friend and I met five years ago and we had a lot of mutual friends. I had just gotten a divorce and she was there to console me through the hard times. My friend’s husband is a known cheater in our small city, but my friend acts as if they have the perfect marriage. I have heard that he cheats with multiple women and he does it out in the open. In January, I got a c...

Dear Shirley and Steve, my husband and I have been married for two years. When we met, he told me that he and his ex-wife have a great system of co-parenting their two children. I did not have a problem with that. I love his children and I met his ex-wife early on so everything was fine in the beginning. After my husband and I got married and bought a house, the ex-wife rented a house down the str...

Dear Steve and Shirley,  I have been married to my amazing husband for 18 years. We have 3 children, ages 18, 14, and 10. I love my husband, but his job requires a lot of traveling and that leaves me feeling lonely. The loneliness got so bad that I started having an affair with a co-worker, strictly for the amazing sex and companionship. There are absolutely no feelings involved. Well, a few weeke...

Dear Steve and Shirley,I am a 31 year old female and I’ve been dating a 36 year old married woman for two years. Recently, she and her husband were having serious financial problems, so I offered to move in with them and help out with the mortgage and bills. We told her husband that I was just a co-worker that needed a place to live temporarily, and he bought it, so I moved in. When the husband wa...

Dear Steve and Shirley, I am dating a man that I consider to be my soul mate. We have a long distance relationship but we see each other often. He always comes to visit me and I would always make sure that my house was clean. I would go out of my way to impress him. This past weekend, I went to visit him for the first time after driving for four hours, I got to his house and I was immediately shoc...

Dear Steve and Shirley, I’m a married associate pastor and my wife is a stay-at-home mom. Two months ago, I went to Africa on a mission trip and when I came home, my wife was acting weird. She would be either really happy or really sleepy so I thought she was having a nervous breakdown, until one night I leaned in to kiss her and I noticed a strange smell in her hair and breath. It was weed! I ask...

Dear Steve and Shirley, my boyfriend and I have been together for five years and we’ve been faced with many obstacles, but the main one started over two years ago when I cheated on him and admitted it. I swore to never do it again and we moved on. I really thought that all was forgiven, but my boyfriend still has major trust issues with me and here’s why… He has a high sex drive and so do I, but I...