Strawberry Letter

Dear Steve and Shirley, I am a 28 year old female and I have a 57 year old male mentor that I work with. He has given me great advice and helped me through some obstacles in my life. This is the first man that has ever treated me with respect and did not try to sleep with me. He is like a father figure to me and I call myself his play daughter. The only problem is his wife. He knew that I did not...

Dear Steve and Shirley, let’s get right to it. Here's my dilemma… I’m a 38 year old woman and I've never wanted to have children. Five years ago, I was in a great relationship and we were talking about getting married, but he wanted children and I did not. So we mutually decided to end our relationship. We could not deny that we were still in love with each other, so two years after we broke up, w...

I am 33-year-old woman that is madly in love with a 63-year-old man. We have been dating for over a year and we spend a lot of time together. I am head over heels in love with this guy and I want to spend the rest of my life with him. The only thing that is stopping us from being together is the fact that he is best friends with my child’s grandparents. I’m very close to them and we have a great f...

Dear Steve and Shirley. I need your advice because I really want to kick my dad's wife’s behind. I am a 42 year old single mother of two kids. My children's dads don't help me financially so my father has helped me raise my kids for the past 15 years. Well, I recently lost my job and everything went downhill. I was unable to pay my rent so I had to move out of my apartment at the beginning of this...

Dear Steve and Shirley, I have been dating a guy for a year and he treats me really nice. We live in neighboring states but we're less than an hour apart so I wouldn't consider it a long distance relationship. We see each other a few times a week and either I'm at his house or he's at mine on the weekend. I assumed we were in an exclusive committed relationship until recently. The other day he was...

Dear Steve Harvey and Shirley. Currently I am separated and over 40 can't have any children. Main reason for my divorce anyway. I met a man Mr. Man who was also separated and we became very close. It was great after a year. Mr. Man has his divorce. Once my divorce was final this summer I thought Mr. Man and I would be together. Well Mr. Man told me that he was going to New Jersey to get his ex gir...

Dear Steve and Shirley. I have a problem. I met a guy and I consider him a good friend and I want to get to know him better. He has taken me on a few dates and all went well at first. The problem arose after one of our recent dates after a really good date. We decided we'd pick up some food and go back to his house to chill and eat our food. Well when we got to his house with our food and he turne...

Dear Steve and Shirley, I am a successful 32 year old woman that got caught up with a 45 year old man. Before dating him, I’ve only had one serious relationship, but I am no fool, so I’m not sure how I let this man cloud my judgment. I had my suspicions that he was a cheater, but I could never get any real proof till recently. It was like the angles came down from Heaven one day and made him forge...

Dear Shirley and Steve, I've been married to my wife for over ten years and we have five kids. Before we got married, my wife was in an abusive relationship and over time, our arguments would lead to her getting in my face and scratching me all up. In the first 2 years of our marriage, she gave me 2 black eyes. I would never put my hands on a woman and I can never leave her because her sex is so a...

Dear Steve and Shirley, I've been in a relationship with a married man for ten years. People think that all mistresses have low self-esteem. However, I don't. I am very confident and I love everything about myself. Since I've been with my guy. I have only cheated on him once and I told him about it and promised him that it wouldn't happen again. In the first few months of our affair I tried to end...

Dear Steve and Shirley, I’m in a fairly new relationship with a great guy. Everything was going great the first 90 days of our relationship, so we were mutually ready to advance to a sexual relationship. We talked beforehand about what we enjoyed and did not enjoy during intimacy. But he left out one important detail about what he really likes. On our second encounter, he asked me to use a toy on...

Dear Steve and Shirley, this is probably the hardest decision I've ever had to make. I have two teenage children and their mother and I separated 10 years ago, but have maintained a solid co-parenting relationship. 5 years ago, I got remarried and my new wife seemed to accept my children and played a decent role as a stepmom. That didn’t last long and she eventually started treating them poorly. M...

Dear Steve and Shirley, my husband and I have been married for 25 years and we have a beautiful blended family. We worked hard to provide a great life for our children and we put them all through college. Now that our last child has left home, we are finally empty nesters so we decided to downsize on our house so we can travel and do the things we enjoy. We found a nice, much smaller house and my...

Dear Steve and Shirley, I can’t trust anybody these days, so I’m coming to you for advice. Four years ago, my husband and I were married and we relocated to the city he grew up in, so he could be closer to his family. I didn’t know anyone in the city, but my best friend lived 30 minutes away, so that was good enough for me because she came to visit me often. A year after I got married, I got pregn...

Dear Steve and Shirley, I have a problem and I've been praying over it for years but I can’t seem to get over it. I married a man when I was 26 years old and he was 41 years old. We had a great married life, a nice big home and three lovely children. I thought our fairytale would never end, but it did. We were married for 8 years and on his birthday, he asked me for a divorce and served me papers....

Dear Steve and Shirley, I have a dilemma and I need your advice. I’m in my late 20s and I work for a non-profit organization and my boss is a fine older gentleman. From the beginning, I could tell he was attracted to me and I would catch him looking at me. One Saturday about three months ago, he called and invited me over to watch a pre-season game with him and some friends. I already had plans, s...

Dear Steve and Shirley, I have a problem and I've been praying over it for years but I can’t seem to get over it. I married a man when I was 26 years old and he was 41 years old. We had a great married life, a nice big home and three lovely children. I thought our fairytale would never end, but it did. We were married for 8 years and on his birthday, he asked me for a divorce and served me papers....

Dear Steve and Shirley, I've been married a little over a year and the consistent issue my husband and I have is, he thinks that I talk to my mom and hang out with her too much. My mom is my best friend and I am her only daughter, but I don’t ever let our relationship trump the relationship with my husband. I hang with my mom while my husband is at work and I make sure that I'm home by the time he...

Dear Steve and Shirley, I’ve been in a relationship for a little over 3 years. This man treated me like a queen and I just knew that he was the one. Right when I was ready to get married again, my man’s skeletons came out of the closet. He admitted that there is this woman that has been in his life for many years, but there’s nothing to worry about because he’s not sleeping with her. I believed hi...

Dear Steve and Shirley, I’m a 32 year old female and I am a part time professor at a local university. Teaching is my first love and I’m hoping to get a full-time job as a professor. But there’s one little issue that I need your advice on. I have a very handsome student athlete in one of my classes. He is a golden tan color, has hazel eyes and the best smile. He is a beautiful young man and he is...

Dear Steve and Shirley, I have just wasted 3 months of my life with a guy. When we met, he was my supervisor at work. Shortly after we met, I got a new job, so we decided to hook up and see if we could be more than friends. The first time we went out, we had sex in his car. After that night, he called and texted me daily and he wanted to see me as much as he could. I was really falling for him and...

Dear Steve and Shirley, in March of this year, my husband and I separated and he moved out of the house. During our separation, I started talking to a guy I met at work. We started hanging out as friends and we ended up having sex eventually. My new friend was aware of the problems my husband and I were having and he was supportive. I recently told the friend that my husband and I were trying to w...

Hello Steve and Shirley… and I might need to include Tommy too. I am a happily married 40 year old woman with grown children. I’m completely in love with my husband and we have an incredible sex life, but I have one issue. When we first started dating years ago, my husband could not get enough of me sexually. As you can imagine, that cooled down after a few years, so I wanted to spice things back...

Dear Steve and Shirley, I'm 23 years old and I just got married. I am a little worried that I got married too soon because I realized I can’t do all the things I had planned to do with my life right now. We moved to Illinois after we got married, but I want to finish college in North Carolina this fall. I’m sure now that we can't afford for me to go back and finish school and keep up with our rent...

Dear Steve and Shirley, I have been with my man for 3 years and we started living together 7 months ago. I’m a nurse and he does construction work. I love his work ethic and his commitment to his job and the long hours he puts in. When he comes home from work, he washes his clothes, takes a shower, we eat and then we go to bed. But here’s the problem… throughout the night, while he is sleeping, he...