Strawberry Letter

Dear Steve and Shirley, I am married to a great man and I am truly blessed to have him in my life, but there is one issue. He is a very proud man and he is now the sole provider for our family. We were both in the military, but I retired to be home with the children full time. He’s still enlisted and he makes good money, but it does not always cover all of our expenses, so money and finances are b...

Dear Steve and Shirley, I'm a hard working female that’s ready to  put my belongings in storage and live in my car, because of the problems I’m having in my apartment. I constantly live with noise above me, next door to me and across the hall from me. Above me, people are dragging things across the floor, stomping, and playing music all day and night. On either side of me, I can hear my neighbors...

Dear Steve and Shirley, my wife and I have been married for 5 years and we live in a 5 bedroom home. My parents recently moved to the city we live in, to be closer to their grandchildren, our kids. My wife and I have allowed my parents to stay with us temporarily while they moved into their new home. Everything was going great until my mother started having an issue with my wife. My wife smokes we...

Dear Steve and Shirley, I was attracted to a very sweet, tall, dark, and handsome guy and I was dying to meet him, so I made the first move and I asked him out on a date. I invited him to dinner and I asked him to meet me at the restaurant. He said that he would need me to pick him up because his car is in the shop. I usually don’t drive men around, but I thought, what the heck and I went to get h...

Dear Steve and Shirley, I’m writing you for advice on how to deal with a female family member. I believe that all women should be confident, regardless of their looks or size. But my cousin is an exception to this rule. She has crossed the line of confidence and now she’s downright delusional. She’s over 40 years old, yet she lives on social media all day, every day, constantly posting about how f...

Dear Steve and Shirley, I am a divorced, 44 year old single mom.  As an attractive, curvy, and educated woman, I have no problems meeting men, it’s keeping them that’s the issue. The last man that I dated, we were together for almost 3 months before we had sex. I made him wait for a reason, and here’s why… When we had sex for the first time, he passed out afterwards. He was only out for a short ti...

Dear Steve and Shirley, I am a married woman in my mid 30s and I want to have children, but my husband does not. From the time we got married till now, he said he does not want kids because he just wants it to just be the two of us, no one else. He said that it’s a financial responsibility we don’t need but I think there’s more to it than that. I think he’s just not fond of children at all. We’ve...

Dear Steve and Shirley, I married my husband by mistake. He is in law enforcement on a special drug task force, but I'm starting to think that he is involved on the wrong side of the law. We have a nice big lavish house and he just bought me a very expensive car that's so nice I can't even drive it to work. It just doesn't add up. After asking him millions of questions and getting halfwit response...

Dear Steve and Shirley, I am writing this letter as a concerned third party. I have two friends that have been married for over 15 years and I thought they had the perfect marriage, until recently.  The husband is a wonderful, handsome man that cleaned up his image and left the street life behind, to marry my friend and help raise her 5 children, by a few different men. He worked multiple jobs to...

Dear Steve and Shirley, I have been engaged to my fiancé for a year and I love her dearly. When we met, I had a lot of female friends and I let those friendships die down a bit, out of respect for her. I remained really close with my best friend, though. He and I have been friends since we were 11 years old and we’ve been through a lot together. He lives in a different state, so we talk and text a...

Dear Steve and Shirley, I am in my early twenties and I’m dating a guy that I've known this since high school. He was my high school crush and I always dreamed of being his girl. He had a longtime girlfriend and they broke up last year, so I made the first move to see if he was interested. He was, and we’ve been dating for five months now. He is a good boyfriend and the sex was as good as I though...

Dear Steve and Shirley, I am dating a guy that I am embarrassed of. He and I met in college about 8 years ago and we lost contact initially because he got kicked out of college for behavioral issues and I moved to a different city after I got my degree. He found me a year ago and we have been trying to make a relationship work since then. We were much younger when we met and the way he acted did n...

Dear Steve and Shirley, I am a 30 year old single man and I had a special lady that I dated for 4 years. Over the years, we had our differences, so we were on again, off again. During one of our off periods, she dated another guy and she got pregnant. Things did not work out with the guy and she and I got back together and I vowed to raise the baby girl as my child. My girl and I have paid for eve...

Dear Steve and Shirley, I am a 38 year old single mom and my daughter is a sophomore at a local college. She lives on campus, but she comes home to wash clothes on the weekends. She had been dating an upper classman and I wanted to meet him, so she brought him over to the house a few weeks ago. As soon as she and the guy walked in, I could not believe how fine this young man was. He is a 22 year o...

Dear Steve and Shirley, I’m a 65 year old grandmother that has recently got back on the dating scene. After dating a few losers, I met a really nice 74 year old gentleman on a dating site designed for seniors. We have been exclusive almost a year and not long ago, I gave him a key to my house and he gave me a key to his house. Last Friday, I went to his house after work so I could have dinner read...

Dear Steve and Shirley, I am a 48 year old happily married man. I’ve been married for 17 years to one of the finest women in the world, but six months ago, my wife and I hit a rough patch in our sex life because I’m on high blood pressure medicine and I can’t perform like I used to. I’ve found different ways to make sure my wife is pleased and she has not had any complaints. She tried different th...

Dear Steve and Shirley, I am married and have been with my wife for many years. We were good friends before we became lovers and I helped her work through a lot of bad relationships before we started dating. I’ve never held her past against her and I never throw it up in her face. But, whenever we are out with our married friends, my wife likes to point out how she used to kick it back in the day...

Dear Steve and Shirley, I am a 49 year old female married to a 49 year old man. I have five children and five grandchildren. Here is the problem. My current husband is not the father of my children. I married this man when my children were young. So he's been in their lives for a very long time. My youngest son just graduated from high school and will be going away for college. So now my husband t...

Dear Steve and Shirley, I have been in a relationship for 19 years but we are not married. I stayed in this relationship because I do really love my guy and we have 5 kids together. Since day one, he has cheated on me and I was young, so I let him get away with it, in hopes that he would get it out of his system. Well things got worse over the years and now he has 4 outside kids with 4 other women...

Dear Steve and Shirley, my husband and I need your help. We want Nephew Tommy’s opinion too. We met in college and we’ve been married for 12 years, so sex can get rather boring over the years, even though we work hard to keep it interesting. My hubby completely fulfils my needs and he says that I’m all he needs. But lately, we have been joking about having a ménage a trois with another woman. I kn...

Dear Steve and Shirley, I’m a 62 year old African American grandmother and this past weekend, I took my 5 year old grand daughter, who I call “Baby Girl,” to a playground in LA, because the weather was so beautiful. I kept a close eye on my baby girl, and I noticed troubling body language between her and a little blonde girl. Moments later, my baby girl dropped down on all fours and started crawli...

Dear Steve and Shirley, I've been dating a guy for close to three years and I need some advice on a major issue I’m having with him. I love this man and he is a great guy. He loves me, too, and we have been talking about marriage. But here’s my issue… I can not stand going to his house because it is always a mess. When we spend quality time together, we’re always at my house and I have to encourag...

Dear Steve and Shirley, I am a married man that drives part-time as a Lyft/Uber driver for extra income for my family. Last week, I got home late one evening after working my part time job and I decided to take my wife and 2 year old out to dinner. As my wife was securing our child in the car seat, she yelled out “What the hell is this?” I immediately turned around in my seat and I see my wife pin...

Dear Steve and Shirley, I've been married for 3 years, but my husband and I have been together for 13 years. Our relationship has had its challenges and lately, we have been arguing over bills and the fact that he sometimes stays out till 5am drinking. My husband and I split the household bills each month and the past two months, he’s been coming up short with his half of our rent money. Whenever...

Dear Steve and Shirley, I am in desperate need of advice. I was engaged to be married, but my fiancé and I recently split up after my ex-wife caused a whole lot of problems in our relationship. When my ex heard I was engaged, she called me. I told her that I was extremely happy and excited to get remarried. My ex said that she was happy for me and wished me well, which was a big lie. A few days af...