Strawberry Letter

Dear Steve and Shirley, I am a married father of two girls and I have a problem at home. Last week, I popped my sixteen year old daughter in the mouth after she raised her voice at her little sister and then raised her voice at me when I told her to stop. When I hit her, she lunged at me and punched me in my face. I tried to hold her to keep her from hitting me again and we ended up scuffling in t...

Dear Steve and Shirley, I need some serious advice right now. I’m a 30-year-old and I’m dating a 29-year-old woman. She is a very sexy, sweet woman with a great figure, but she has one flaw that is hard to overlook. She has hairy feet, a hairy chest, and her back is hairy. When we first met, it was in the middle of the winter so she wore sweaters, she wore jeans and boots mostly and kept her socks...

Dear Steve and Shirley, I'm an older single man and I’m very nice looking, not your typical old cornball pops type. Dating is hard for me because most women my age have let themselves go and look matronly. I love online dating sites and I have a great time meeting and hooking up with various women. Recently, a 30-year old bombshell sent me a message to say that she was looking for a little financi...

Dear Steve and Shirley, I am a 54 year old black professional man who has been married for 25 years. I am 6’6” and 270 lbs and I am not to be played with. But my wife seems to think she could play with me and get away with it. We’re in the middle of a divorce now because I found out that she was taking and sending nude pictures to an ex-boyfriend. I also found out that she’d been having an affair...

Dear Steve and Shirley, I am a young man who is in love with my girlfriend and I feel a need to protect her. We have been dating for two years and I’ve met her family and I love them all, except for her father. I don’t know where to begin. Her father argues with everyone in the family and he has started a few fist fights with the other men in the family. He smokes weed constantly and he does it in...

Dear Steve and Shirley, I’ve been seeing a guy for 8 months now and our relationship is strictly sexual. When we first met, he told me that he has a girlfriend that lives in another state and he had no plans to break up with her, but she can’t fulfill his needs when she’s so far away. We first met at a club and I would run into him at local parties, so we were bound to hook up sooner or later. We...

Dear Steve and Shirley, I am a black young lady in my mid 20s and I have been in debt since I graduated from college in 2016. I assumed I would be stepping out into the real world and paying a few bills, but not as many as I have now. While I was in college, my mom opened multiple credit cards in my name and proceeded to max them all out on her bills and personal items. Fast forward to today, my c...

Dear Steve and Shirley, I am 54 year old married man and I have been married for 36 years. My wife and I have 12 kids, so my wife has never worked a day in her life, besides raising our family. I’ve always done my best to keep us on track financially, working two or three jobs at times. I have always been the best dad I could be and I make sure my family is well taken care of. My only problem is t...

Dear Steve and Shirley, I am a single black woman with no kids and I’m writing in response to the letter “I Want to Live With All Four Women.” No, I’m not one of the women in the letter but I'm thinking that the letter writer may be on to something. After years of dating and being discouraged, I am willing to try anything. I’ve tried dating apps and I represented myself respectfully but I didn’t g...

Dear Steve and Shirley, this isn’t your typical letter, but just like everyone else, I need advice. I am a 37 year old female and I am professional wedding planner but I also have a corporate job that pays the bills. Six months ago, a co-worker asked me to help her put together her dream wedding. I was excited at first but then I realized that she had a very limited budget and very ghetto ideas. W...

Dear Steve and Shirley, I am a single man that’s just enjoying life and I need some advice. I have four women who all love me and want to be with me. I have a child by each one of the women and I love all of them, but I find it hard to pick one to settle down with because they are all so good to me. I rotate my time with them, by going on dates and having sex with them regularly, and they don’t se...

Dear Steve and Shirley, I have been married for almost 25 years. My husband and I have been through a lot but we’re still together. I have a situation that I need help with, and it doesn’t involve my husband. A year ago, a guy at the gym came on to me. It was fun at first because it was all hugs and kisses, but then it escalated to sex. We were intimate on several occasions and each time, I was so...

Dear Steve and Shirley,  I am a 29-year-old man and three months ago, I started seeing a gorgeous woman in her mid-20s. She has the best body, smooth and glowy chocolate skin, the sexiest voice. She is the best that I ever had if you know what I mean. She’s very affectionate and she treats me well. But she’s missing one important thing: a brain… Learn more about your ad-choices at https://www.ihea...

Dear Steve and Shirley,  I met and older guy and I was attracted to him, but played hard to get. He begged me for a first date and I eventually agreed to go out with him. He asked to pick him up and I didn’t think much about it since his house was on the way to the restaurant. When I got to the house, he came out and so did a much older lady. He got in my car and told me that was his mom and that...

Dear Steve and Shirley, I’ve been married for 10 years. We don’t have any children together, but my husband has two grown kids and another “play daughter.” Before we got married, he had an ex-girlfriend and started dating her when her daughter was only two-years-old, so he became really close to the little girl. The girl even calls him “daddy.” When she was younger, he taught her how to ride a bik...

Dear Steve and Shirley,  Two years ago I met a guy on an online site for dating and we became close. In the beginning, he told me that he was in an open relationship with a woman and he wanted me to meet her. I agreed, since I wasn’t looking for anything serious. I met the girl and she and I have become the best of friends. When I’m hanging out with her guy, she’s okay with it because she has anot...

Dear Steve and Shirley, I am 57 years old and have been married to an intelligent, extremely good looking 60 year old man for ten years. We’re admired by friends and family because we seem to have the perfect marriage. At home and in public, we act like two teenagers in love. We send each other silly texts all day and we play all kind of silly games at home.............. Learn more about your ad-c...

Dear Steve and Shirley, I'm a 50 year old devoted wife with a big problem. I've been married to a great man for 23 years and we have two kids in college. He is a great provider and we both have solid careers, but he has always had a big dream… He wants to be a big Broadway actor. My husband wants badly to be an actor but he's never been able to make it work. He’s auditioned for a lot of commercial...

Dear Steve and Shirley, I’m a 30-year old man and I love working out. I started a new, very intense workout routine last month and my trainer suggested I get a good deep tissue massage to get out the kinks. So, I scheduled a 90-minute deep tissue massage with a massage therapist. It’s an in-home massage service that came highly recommended by my trainer. A day later, a female therapist showed up a...

Dear Steve and Shirley, I'm a 32 year old man and I just started a job teaching adults that are getting a GED. I'm loving it so far, but I need advice on how to handle a very aggressive female student in her early 60s. At the end of one of my lectures, she approached me and asked what gym I go to because I have a very nice body. I blushed and didn't know what to say! She winked at me and left........

Dear Steve and Shirley, I love myself very much and I love most of my family but I developed this deep dark hatred for my sister. You see, my sister has the life I prayed for. I turned to God and asked God to bless me with a husband with all the qualities her husband has. God gave this wonderful man to my sister and my sister has never prayed for anything! She did not even want to be in a relation...

Dear Steve and Shirley, I'm a 22 year old college student and I just started my senior year at a new school. I've joined a frat and met an awesome girl and it was all going great until last week. We threw a party to kick-off the semester and when my frat brothers saw my girlfriend they all got awkward and quiet. She didn’t stay long after that and when she left, I called them out for acting weird...

Dear Steve and Shirley, I'm a 40 year old man and my wife and I have a strong marriage and a great life together. We just have one little problem in our home. It’s my wife’s sister. My wife’s sister has been living with us for the past 7 years since she got a very nasty divorce. She said it would be temporary until she got on her feet, but she is still here. I do love my sister-in-law and she cont...

Dear Steve and Shirley, my friend hooked me up with a great guy and before I met him, we had great conversation and he seemed to be a cool guy. He sent me a picture of himself and I sent him a picture too. He had a beautiful smile and I commented that he had perfect teeth. He told me that he had false teeth. I asked him why he chose false teeth over implants and he said that implants were too expe...

Dear Steve and Shirley, I’m a 29 year old single woman with a great job, but I have an issue with a co-worker. I went to a local bar a couple of weeks ago and had a few drinks. I noticed a man and woman in the corner cuddling and didn’t think anything of it at first. Later on, I went to the bathroom and passed the couple and realized it was two of my co-workers in the corner boo’d up. Both of them...