Strawberry Letter

Dear Steve and Shirley, I’m a married man and I work a few part- time jobs. I make really good money, so my line of work has never been an issue in my marriage. I work as a modern-day gigolo and I mostly get paid to entertain women at corporate events, dinners and family functions. I also have a few older ladies that call me if they need a tune-up, if you know what I mean. I get paid well for that...

Dear Steve and Shirley, I am a 28 year old, women's lightweight MMA fighter and I’ve been fighting for the past 13 years. I’ve had the same coach since I started and he’s been a great role model in my life. His motto is, “ladies should be respected and protected at all times.” He has a 20 year old son that works as a trainer for the female fighters and he travels with us. Over the holidays me and...

Dear Steve and Shirley, I have been dating my boyfriend for the past 4 months and I thought things were getting serious with us, so I told my brother about him. My brother and I are close in age and he always gives great advice on my relationships. My brother wanted to see my new boyfriend, so I gave him my phone and let him swipe to see a few of my boyfriend’s most recent pictures...................

Dear Steve and Shirley, six months ago I met a man and I had no idea that he was married when I met him. We waited a month to have sex and a week after that, I was talking to a group of friends and told them I met someone and that’s when I found out that he is married. When I confronted him, he didn’t deny it and he said it would not be a problem for long. Unfortunately, I was already in love. I h...

Dear Steve and Shirley, I’m a 31 year old, Republican black man and I can’t find a woman to call my own. I have dated all kinds of women but I can’t get a woman to stay with me after we have sex for the first time. I’ve had sex with black women and they told me that I am disturbed and I need help. I’ve had sex with white and Mexican women and they said they’re very uncomfortable during sex. They a...

Dear Steve and Shirley, I met a very handsome man a year ago. In the beginning, things seemed perfect. He has a great job and his own house in a very nice neighborhood. He’s a great father to his children and he and his ex-wife are good friends. He says he would love to have more children so that was big for me, because I want kids someday. I wanted us to take things slowly and get to know each ot...

Dear Steve and Shirley, I truly need your advice on this one. I’m 28 years old and so is my girlfriend. We have been together six months and I really like her, but lately I think she’s lost her darn mind. She has a crazy new habit that’s very embarrassing and illegal. I don’t want to lose her, so I’ve been going along with it. She likes to have sex a lot and that’s fine with me, but she has become...

Dear Steve and Shirley, I’ve been married for 11 years to a very religious man. When I say my husband loves the Lord, he loves the Lord! He is 5 years older than me and he dedicated his life to Christ 3 years before meeting me. He said it was the Lord that led him to me. Because of him, I got saved and really got into church. I am a faithful Christian, but I can’t quote scriptures like he can........

Dear Steve and Shirley, my wife and I have been married for over 15 years and we’ve come close to getting a divorce a few times in the past few years over our finances. My wife has had issues with managing money, so I don’t trust her when it comes to keeping up with our money. We have always had separate accounts. I have a personal savings account and I’ve been able to save a great deal of money f...

Dear Steve and Shirley, I have an issue with my man and he told me to listen to Steve, so I’m writing for advice. The issue with my guy is that he’s very self-centered and loves himself to death. He is looking at his phone literally all day and he keeps it with him at all times… in the bathroom, while he’s cooking, and by his pillow every night................. Learn more about your ad-choices at...

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 way the pastor thought you should, he would call you out. I have had a few run-ins with him over stuff I post on my personal Facebook page. I told him that I can post what I want on my page and it has nothing to do with him or the church. I’m sure the re...

Dear Steve and Shirley, I’ve been married to a wonderful man for almost 3 years. It’s his second marriage and my first. Everything is fine with us, except the fact that his mom and his aunts don’t like me. My husband has never tried to fix this problem because I think he’s scared of the women in his family. Recently, things got out of hand and my feelings were hurt. Here’s what happened… His mom h...

Dear Steve and Shirley, I’m desperate for some sound advice. I’m a 36 year old divorced female, with 2 kids. My mom is in her early 70s and recently widowed. Her life changed drastically so the kids and I spent a lot of time with her. About six months ago, I saw that my mom was getting back into her normal routine so I backed off a bit and let her have some space. When we visited with her, she see...

Dear Steve and Shirley, I’m a single mother and I met a nice guy two years ago at a local bar. I wasn’t interested at first because he is significantly older than me and his overall look is completely different than what I typically like in a man. I didn’t pay him much attention and I didn’t give him my phone number. As I was leaving the bar, I told him how to find me on social media. Later that n...

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 robust sex life until 2 years ago when everything changed. My husband gradually lost interest in sex and whenever we’d try, he would stop in the middle of it and tell me he was tired. I had no idea what was wrong with him and I started to think that he wa...

Dear Steve and Shirley, my boyfriend and I have been dating for three years and we moved in together with a plan to get married and start a family. I'm 30 years old and he is 25. After a year and a half of living together, he bought me an engagement ring and I found out because he was dropping hints about it. Then one day in November, he admitted to me that he had bought the ring but he’s not as h...

Dear Steve and Shirley, I’m a 27 year old single man and I love dating beautiful women. I have been messing around with a close friend of mine for about six months. We’ve been friends for years and then one thing led to another and we had sex. I knew that if I messed this up, I could lose a friend, so I was careful to keep her happy. The sex is amazing and everything was going really great until r...

Dear Steve and Shirley, I’m a 30 year old woman that’s in a dirty situation with my man. I love my man and couldn’t have asked for a better partner, but there’s one thing about him that ticks me off. He hates to wash his hands! We've been together for 6 years and we just got engaged. We moved in together last month and that’s when I noticed his nastiness. He works long days at a factory and when h...

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, my wife has had some medical issues and she’s gained a lot of weight. At first, she tried to keep her weight down, but then she just let herself go and she is not happy with herself so she stopped having sex with me. I did a very selfish thing and sta...

Dear Steve and Shirley, I am a 31 year old single man. I'm 6'4” and I work out 5 days a week, so I’m in great physical condition. I am a doctor now and I come from a large family, so to put myself through medical school, I worked as a male dancer and porn star and I was able to make a lot of money. Sex was never a problem for me and when I worked, I was having sex up to 5 times a day with all kind...

Dear Steve and Shirley, I am a hard-working, faithful man. I was married for 15 years to my college sweetheart. I never had any problems in my marriage until I tried to help out a friend. Here’s what happened… my wife had a best friend and the friend was married to a bigtime cheater. We were always there for her if she was going through drama with her husband. Their marriage finally ended when her...

Dear Steve and Shirley, I am heartbroken and I need your advice. My boyfriend broke up with me in September 2018 and I’m having a difficult time letting him go. We’ve been close friends since we were in middle school and we had a deep emotional and physical connection for many years. When he dumped me, he tried to still be friends but it was awkward for me, so I didn’t talk to him much because I n...

Dear Steve and Shirley, I’m a single man in my mid-twenties and I met a woman on an online dating site. She’s 3 years older. She is gorgeous, has a great body and she’s more mature than girls my age. We started dating late last year and I’ve fallen for her really quick, but now I have a big problem. We decided to go public with our relationship over the holidays and I posted a picture of the two o...

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 husband made bad choices and he was sentenced to 8 years in prison for selling marijuana. I stood by him the entire time he was incarcerated because I knew he was my soulmate. When he got out of prison, he kept his promise to be with me forever and we ha...

Dear Steve and Shirley, I am a single black female in one of the craziest love triangles ever and I need your advice. A year ago, my kids and I moved to a new house and I became good friends with a married couple across the street. I got really close to the female and she and I actually started dating. Her husband found out and asked to be included in our sexual fun, so we let him join in often. S...