Strawberry Letter

Dear Steve and Shirley, I’m in my early thirties and I’m eager to meet a nice man and settle down one day. But in meantime and in-between time, I was keeping myself entertained in online chat rooms and online dating. I met a man that I paired perfectly with and his profile said he was 6’2” and athletic. His picture was nice but not really my type. We started chatting offline and would stay on the...

Dear Steve and Shirley, I am a 29 year old woman and I was in a relationship with a 31 year old man. We both have degrees and promising careers. He came from a solid, middle class family and I was raised by a single mother, with very humble beginnings. We have been dating for 2 years and my boyfriend’s mother does not like me. He told me his mom had always tried to hook him up with successful wome...

Dear Steve and Shirley, I have a 52-year-old single mother who is a loving and giving person. Three years ago, my mom kept saying she was going to reinvent herself and dress differently so she can meet a good man. My mom has always had a lot of nice men that come in and out of her life and it breaks my heart when she gets attached and the man ends up leaving her. The current man she’s dating will...

Dear Steve and Shirley, I’m a 32 year old divorced woman, who filed for divorce after only 2 years of marriage. Right after we said “I do,” I noticed a change in my husband and he could go 3 weeks without having sex with me. He kept making excuses to leave the house and would be gone for up to an hour when he left to “run a quick errand.” Then about 8 months ago, I walked in on him as he washed hi...

Dear Steve and Shirley, I am a 53-year-old single female and I’ve been casually dating a man for 3 years. His wife died 6 years ago and he’s a single dad, raising a daughter. He lives in my complex and when we met, we instantly clicked and started dating. After a few months of dating, he told me he wanted to take a break so he could focus on his daughter. That was 3 years ago and I showed support...

Dear Steve and Shirley, for the past 10 years, I have lived with a really good female friend. Over the years, we’ve shared a bed at times and we’ve had sex when it was convenient. Other than that, it was more of a roommate type of arrangement. She dated other men and I dated other women. When we were at home, we were best friends that happen to sleep in the same bed sometimes. We never had our boy...

Dear Steve and Shirley, I’m a 29 year old woman and I need your advice on how to help a friend. She’s been in quarantine alone so all I’ve been hearing is how lonely she is. Well, here’s why… She looks a hot mess all of the time and being inside for 3 months has made it worse. I know everybody has been looking crazy since we are stuck inside, but she’s put on a few pounds and looks like she hasn’t...

Dear Steve and Shirley, I am 36 years old and I’ve been in a great relationship for 4 years. A year ago, I noticed a change in my man and changes in our sex life. If I initiated sex, he made up excuses like he has acid reflux and he’s scared sex might give him a heart attack. Then I saw a text on his phone that said, “I love you too.” I asked about it and he said he texted her some relationship ad...

Dear Steve and Shirley, I'm a 44 year old woman who's been with a man for 5 years and he has had the same complaint for 5 years. He always whines about me knowing too many men. I was raised in the city we live in and my father was a prominent businessman and my family is well-known. When my boyfriend and I would go out, I'd run into guys that I grew up with, guys I worked with, went to high school...

Dear Steve And Shirley, I am a beautiful black 29 year old woman and I’m in love with a deadbeat dude but I don’t know how to get him out of my system. He’s 36 years old and we currently live with his parents. When I met him, I was the side piece for a year. I got pregnant and had nowhere to live, so he let me live in his car. His parents found out about me and they let me stay with them. Now he's...

Dear Steve and Shirley, I’m a 48-year-old man and my wife and I have a 23 year old daughter that graduated from college and she moved back home. She asked her mom and I if one of her school mates could live in our basement for three months. I was hesitant, but my wife coerced me to let the young man stay temporarily. He was polite at first but then he started coming upstairs and trying to engage w...

Dear Steve and Shirley, my husband and I have been married for 3 years. Our marriage was going good until a year ago, when he told me he was having an affair. Shortly after we met, he told me about a female friend of his that lives out of town and she’s like a little sister to him. I met her 5 years ago when she came to town for homecoming. We got along great, but I don’t trust any females around...

Dear Steve and Shirley, I’m in my late 30s and I’m dating a man that I met at church. I found out that he talked to our pastor about me and the pastor hinted that he might be ready to propose. I got excited and decided it was time to take our relationship to the next level, meaning it was time for sex. We have been together for six months and we were friends for 2 years before we started dating. W...

Dear Steve and Shirley, I’ve been with my husband for 6 years and we’ve been married for 2 years. I have myself to blame for what I’m going through now, because it was an issue before we got married. My husband has a problem with texting and talking to other females. When I’ve addressed the issue with him, he always says “Nothing is wrong with texting and talking, as long as I’m not crossing the l...

Dear Steve and Shirley, I feel like I already know my answer, but I want your advice anyway. My partner and I have been dating for 7 years. Yes, seven! We are both divorced and have adult children. He is 63 and I am 49. His ex-wife and I have become good friends and she has told me that he’s a good man, but a terrible husband. We live in a big beautiful home but it’s in his name only. He treats me...

Dear Steve and Shirley, about 6 years ago, I wrote in to get some advice about a woman I was messing with. You may not recall my letter, but I’m married and I was having an affair with a lady and it was getting out of control. I was very connected with this woman and I had started paying her bills and helping her take care of her children. The children had grown fond of me and had no idea that I w...

Dear Steve and Shirley, I love my wife very much and she is the mother of my children, but I have another woman. My wife is very beautiful and smart, but she doesn’t submit to me like my mistress does. My wife wants me to be the man of the house all of the time and when I ask her for help on certain things, she huffs and puffs. I just want a partnership with her and raise our children together.......

Dear Steve and Shirley, I am a 43-year-old woman and I have a small group of friends who have all known each other since high school. We’ve all been strict about quarantining, so we agreed to meet once a week for drinks and dinner. It’s really helped us feel better and maintain a sense of normalcy with the craziness going on in the world. About a month ago another girl we went to high school with...

Dear Steve and Shirley, I’m getting married soon and I need your advice. My fiancé and I met less than a year ago and we quickly fell in love. Within six months, he proposed. I called up my bestie and asked her to be my Maid of Honor. My bestie got married last year and she moved to another state. We’ve been friends since we were 5 and she was dying to meet my fiancé. Two weeks ago she came to tow...

Dear Steve and Shirley, my husband and I have been married 4 years and the sex is terrible. We dated for 2 years before we got married and we agreed to wait until our wedding night to have sex for the first time. I was focused on us having a great friendship as well as a spiritual connection, which would lead to a great sex life. He romanced me and did things to me physically that satisfied me so...

Dear Steve and Shirley, I am a 30 year old man and I’m 6 feet tall and I weigh 202 pounds. I work out and eat right and take care of myself. In February, I met a beautiful woman that is a few months younger than I am. She is 5’6” and she weighs 330 pounds. I like what I like, and that happens to be big girls. She is big and soft in the right places and she’s always fly and sexy................. Le...

Dear Steve and Shirley, I’ve been married for almost 2 years and I met my wife on a dating website. She was the most beautiful girl I’d ever seen and when we met in person, we quickly fell in love. I came with a little baggage and she admitted that she did too. We are in our mid-forties, so we agreed that our past was the past so that’s where we’d leave it. She works as a guest service manager at...

Dear Steve and Shirley, I am a 32 year old female currently dating a 35 year old male and we’ve known each other for years. When he was married, I was his sidepiece. When he got divorced, I was married and he was my sidepiece. I got divorced and we decided it was time to stop playing games and become a couple. We got together and made it official four months ago. He is everything I ever wanted in...

Dear Steve and Shirley, I’ve been dating my boyfriend for 2 years and it was really good for the first year. We spent a lot of quality time together and got to know each other by going on great dates. Now that we’ve been together a while and he’s started saying that he loves me, he feels it’s enough to make me happy. He won’t do the things he did in the beginning. I don’t get flowers anymore and h...

Dear Steve and Shirley, this is my fourth time writing you so I pray you respond this time. My daughter is leaving home for college in the fall and I’ll be an empty nester. I got divorced 12 years ago so mama is single and ready to mingle. I’ve been praying for God to send me a man and then I heard your show one morning and you were talking to your longtime friend that’s on the show about how he n...