Strawberry Letter

Dear Steve and Shirley, I’m 44 years old, divorced and single for 10 years. My husband divorced me because I cheated on him and the man I cheated with was married and he’s still married. We met at work and the rest is history. We are still in a relationship and it’s been 10 years now. Our sex life is great but our relationship has a few challenges. We have a 6 year old son and he has 2 children wi...

Dear Steve and Shirley, I've been with my man for two years and we have lived together for the past year. We have a really good relationship but there's one problem. He will not have any kind of sexual relations with me and this has been going on since we started living together. He says he wants to wait until we are married but he has not even proposed. We're not at that point in our relationship...

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've lost my best friend. We've been best friends for over 15 years. Thee best of friends. We were thick as thieves and nothing could keep us apart. Whenever she got in relationships she introduced me as her brother and I got along with all her boyfriends. She started dating her current boyfriend and I didn't approve of him at first because he had a reputation of being a lia...

Dear Steve and Shirley, I am a 30 year old mother of two and I've been married since I was 18. Well recently I met a man online and initiated the conversation with him about sports since we like the same teams. I was completely attracted to him when I saw him online and we decided we should meet in person and once we met we started out as friends and we talk to each other and saw each other daily....

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, my family has a church that they’ve been going to all their life and I recently joined. I decided to devote my life to fellowship and service at this church. My pastor is great but I always thought he was a bit creepy because of the strange relationship he has with my cousin. I had been watching them for a while and then in a stewardship meeting, my pastor mistakenly called...

Dear Steve and Shirley, I met a guy that I thought would be the man of my dreams, when we first met. He is a man of God and he would be a great father and husband to the right woman, but that woman is not me. I have a very high sex drive and this guy can’t keep up, so I lost interest in him and we broke up. He still takes me out on very nice dates and he visits me and my family every week, in hope...

Dear Steve and Shirley, I am an ordained minister and I’ve been a pastor at my church for 13 years. I’ve been married three times so I’m single by choice now. The church had a problem at first with a nice looking and suave single pastor but I managed to keep them out of my business until recently. My first wife went public with the details of our divorce about a month ago and that snowballed into...

Dear Steve and Shirley, I am 42 year old married woman and I’ve been married for 4 years. I have 2 children from my first marriage and he came with 4 children from his first marriage. A month ago, we celebrated our fourth wedding anniversary and I found out that he’s had a girlfriend for as long as we’ve been married. She called him early on the morning of our anniversary and I answered since he w...

Dear Steve and Shirley, I am a 34 year old woman and in my past I messed around with a man that was married and I was living my best single life. I was getting what I needed as far as money and great sex from my married man and a few other men I had on the side. Hey, I was young and enjoying myself. I kept it classy and I made sure my reputation stayed intact. I was in the clubs in short dresses a...

Dear Steve and Shirley, I’m a 32 year old man and my girlfriend is 30 years old. We’ve been together almost 4 years and at the start of our relationship, things were great. I proposed last year but she told me she needed her mom’s blessing before we got married. I thought her mom and I had a good connection, but she won’t give her blessing until she gets to know me better....................... Le...

Dear Steve and Shirley, I was in an emotionally abusive marriage for 8 years. I have been divorced for 2 years and I’m trying to get on with my life. My ex-husband talked down to me and called me names but I chalked it up to him being childish and inadequate as a man, so I was able to be friendly towards him for the sake of our 8 year old daughter, until recently. He adores our daughter and he got...

Dear Steve and Shirley, I am a 31 year old woman and I’ve been divorced for 5 years. I hate dating but I do want to be settled in a relationship soon. I’ve met some really weird men and I’ve started to weed them out by who has the least amount of issues. The last guy I met online is 31 years old and he lives with his parents. He’s employed, but says he’s looking for a better job. He said he had a...

Dear Steve and Shirley, I am an older married woman and this is my second marriage. When I met my husband, he was extremely handsome and generous. We connected spiritually and he joined my church. We didn’t court for long and he said he knew I was his soulmate the minute we met. I knew things could be going too fast because I’m his third wife, but I felt the same connection to him so I agreed to m...

Dear Steve and Shirley, I am a 27 year old man and I have a best friend and we've been super tight for years. We have been thru all the good and bad girlfriends together and now that he’s married, I want to tell him so bad that his wife is too much. She’s too much of everything. She’s tall, thick, wears big hair, big lashes and her nails and toe nails are very long..................... Learn more...

Dear Steve and Shirley, I’m 34 years old and my significant other is 39 and we’ve been together for 3 years. I call him my significant other because he has yet to define our relationship. We started as friends, just like most couples do and as we got closer, he told me that he didn’t want anything serious but he enjoyed spending time with me. We started having sex a month after we met and at that...

Dear Steve and Shirley, I'm a 26 year old married woman and I’ve let my mother stay with me for 3 months. We live four hours apart so when I had my first child, she came to help out. My mom is one of those older women that looks great, dresses in trendy clothing and loves to change up her hairstyle. She’s single now after going through her second divorce and she lives with my grandparents............

Dear Steve and Shirley, I'm a 32 year old single man and I started a sexual relationship with a female that hangs out with me and my boys. She’s like one of the boys and we party together, work out together and she travels with us on our annual guys’ trip. She is a good friend and we respect her and her sexual preference. We’ve never talked about her love life, but I assumed she never dated a man...

Dear Steve and Shirley, I’ve been with my fiancé for 3 years and we’ve been engaged for almost a year. We have had sex almost every night since we met. Since he proposed, he’s been wearing me out physically. He has raised the bar so high in the bedroom that I can’t keep up. He’s doing all kinds of positions and tricks on me nightly and I’m exhausted. He knows I work two jobs and we have a small ch...

Dear Steve and Shirley, I am in need of advice. I am a 36 year old divorced man and I’m engaged to be married. I’m a middle school teacher and I have 2 children by my first marriage. My first wife is also a teacher at the same school and we divorced after I caught her cheating on me in her car with the track coach at our school. After the scandal, he transferred to a high school and my ex-wife mar...

Dear Steve and Shirley, my boyfriend and I have been together 2 years and we had planned to get married soon but I got pregnant instead. He’s 27 and I’m 25 years old and we moved in together so he could help me with the baby. My family didn’t really care for him before I got pregnant and they really don’t like him now since he's still not working and I’m paying all of the bills. Let me set the sce...

Dear Steve and Shirley, I am a 55 year old mother, still raising a 24 year old man and he’s still living in my house. All of my family calls him Casanova because he’s very handsome with a head full of black curls. He’s never been full of himself, but he’s well aware of how good he looks. He’s never been in a relationship and when he was in high school, girls used to call my house so much I had to...

Dear Steve and Shirley, I am a 30 year old single woman, forced to live with my 46 year old father for the first time ever in my life. I moved in with him last year after I got pregnant and lost my job all in the same month, during the pandemic. My parents got pregnant with me in high school, so I was raised by my 2 grandmothers and I thought of my dad as an older brother or a playmate because he...

Dear Steve and Shirley, I have been in a relationship for 4 years and my boyfriend and I live 3 hours apart. We’ve always been in a long-distance relationship and I thought everything was fine, until recently. He started talking about marriage after we dated 2 years and he said he would gladly move to Philly to be with me. I got all excited about marriage and I started preparing myself emotionally...