Strawberry Letter

Dear Steve and Shirley I'm a 31 year old single mom fresh out of a nine year relationship with my child's father. After we broke up, I focused on school, work and my child. I chose not to entertain any men for a while and I deleted all of my social media pages. I pretty much fell off the grid. Right after my ex and I broke up, we would get together occasionally just for sex but he started wanting...

Dear Steve and Shirley I am I am darn near 50 years old and my wife is 40. We've been married for almost ten years and have two children both under the age of five. I want to make sure you all have the details. First of all I love my wife, but here is the problem. If I want some cookie I have to initiate it Ninety five percent of the time. Some times she will but it is rare for me. I don't want to...

Dear Steve and Shirley, I want your honest opinions. I'm young and I have a great job, my own place and I'm happily single for now. Here's my issue. I don't think a strong independent woman should stand by a broke man or wait for him to reach his full potential. People always say I should not overlook a man that falls short financially but I prefer to remain strong because I am not afraid of being...

Dear Steve and Shirley, I have a question and I need your advice. When should I tell a new love interest that I have been to prison? I'm not the average parolee though. I am an older woman that served a lengthy prison term as a first offender for transporting drugs. Since my release from prison, I have earned a degree and I have had a great career for many years. I own a home and I'm an upstanding...

Dear Steve and Shirley, I have been married for five years but my husband moved out three years ago and moved in with my brother after he got into a big argument with my son. My son really didn't know my husband that well when we got married and he thought that my husband was using me so he didn't like him. My husband tried to come back home twice and my son disrespected him both times so he said...

Dear Steve and Shirley I am a 25 year old woman. I married my husband when I was 19 years old and I am starting to believe that it was a mistake. We both work. His days off are consistent but my days fluctuate. When I'm off. I clean and cook I take care of our two children and I make sure everyone has what they need, but lately I've been the one who needs to be checked on to make sure I'm good.......

Dear Steven Shirley, I've been dating a beautiful woman for about five months. Everything is great. She's special and she does a lot for me. Here's the problem, we've run into a big issue whenever we discuss her sleeping over at my house, she asked me how many sexual partners have I had and undoubtedly there have been quite a few. Then she asked me how many women have been in my bed. That was a to...

Dear Steve and Shirley, I am a 27 year old that is married and together my husband and I have three kids. About 2 years ago, my in-laws and their 21 year old son moved into our three bedroom house. I was on board with them moving in because they had a hardship and needed some help until they got on their feet. Well that was two years ago and I have not seen any signs of them trying to get on their...

Dear Steve and Shirley, I am a 27 year old divorced female with no children. I work full time and I am in school full time. I am finally able to pursue my dream of becoming a comedian. Since my divorce I've been very happy being single and carefree and dating. I don't want a serious relationship right now. See in the past I put all of my time and energy into helping my ex husband build his comedy...

Dear Steve and Shirley, I've been dating a man for six months now. He is divorced and has two kids, a 12 year old daughter and a 10 year old son. I have never had kids and I really like his. My only problem is that he still lets his kids sleep in the bed with him. Whenever I'm at his house, the kids still sleep in his bed with us. They spend the weekend with him every other week and I feel weird a...

Dear Steve and Shirley, I am a 45 year old single black female. My best friend is a 55 year old married female. She and I are on the same dating website. Yes, she’s married. Recently she told me that she has fallen in love with one of the guys she met on the site. They have been seeing each other for 2 years. Her husband is clueless. He takes care of her. She does not have to work and he is a grea...

Dear Steve and Shirley, I was married for 17 years and I've been divorced for six years. After my divorce, I was buckwild for a little bit dating many different women at one time. One of the girls I dated was a sweet church girl and we shared many intimate adult moments. She was a wonderful girl, but I didn't want to settle down so she stopped fooling with me. A year later I saw a picture of her y...

Dear Steve and Shirley, My husband and I have been together for 13 years and we've been married for five years. Before we got married, we broke up for about a year and during that time we dated other people. We got back together in 2010 and we swore that we cut ties with anyone from our past. I moved in with him and we got married. Not long after our wedding, I found out that my husband was still...

Dear Steve and Shirley, I need the code cracker. I am a 31 year old man who's been dating this girl for over a year now and everything is going great. We have the same sense of humor. So we're always laughing and the sex is so good that Tommy could beat Junior in a race for it, but just recently we've been arguing over something so stupid. We were watching a movie the other night and Michael Ealy...

Dear Steve and Shirley, I am a 37 year old man and I've been dating a 31 year old woman for three years. She is the love of my life and I want to ask her to marry me, but I recently found out some disturbing info about her. I got an anonymous message on social media and it got my full attention. The message said that my woman was very friendly in all caps very friendly with a lot of guys when she...

Dear Steve and Shirley, I am a 30 year old woman and I've been divorced for four years. I'm finally ready to start dating. So I agreed to let my sister set me up on a blind date with her husband's friend. I had never been on a blind date before and I was a little nervous. When I got to the restaurant and met my date. I was pleasantly surprised. This man is so perfect and we have a lot in common. W...

Dear Steve and Shirley, I have coached baseball for ten years and in those ten years I have never had a child quit my team nor have any parents ever complained about my coaching style. Well last year a parent from the opposing team yelled at me and called me out of my name. It was all over whether or not his son was safe or out during a game. Things got heated and we had a shouting match in the pa...

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Dear Steve and Shirley, I'm 27 years old and my husband and I have been legally separated for three years. I recently filed for divorce and I cannot believe that he is not contesting it. I just knew it would make him come to his senses and come back home to me and the children. I will admit that I've done some things in my marriage that many people will say is evil but I was just doing me..... Lea...

Dear Steve and Shirley, In the spring of 1976 during my senior year of college, I met a girl….she was a sophomore. We hit it off immediately and we became inseparable. After my graduation, I accepted a job in New York and we would see each other twice a month. After she graduated, we eloped and on our wedding night, we had sex for the very first time. Lionel Richie was our favorite entertainer and...

Dear Steve and Shirley, I need your point of view on my situation. I'm a very successful black male in my late 30s. I have a career and I'm working on my doctorate degree. I own my own home and I live a great life. My only problem is that most of my friends that I hang out with are getting married engaged or are in a very serious relationship and I am the only one that is still happily single. My...

Dear Steve and Shirley, I have a male best friend that I want to be more than friends with. I was taught that the man is supposed to pursue the woman so I've never attempted to tell him how I feel about him. We have been friends for ten years and although we have a strictly platonic relationship, our friends and family make jokes about us already being a couple..... Learn more about your ad-choice...

Dear Steve and Shirley, I have known my husband for 20 years and we've been married for three years. He cheated on me multiple times with multiple women but I'm standing by my wedding vows. I always pray that the good Lord would see us through his infidelity and now we're rebuilding our marriage. Not many women would be as forgiving as I am. Having said all of that I still have plenty of good sens...

Dear Steve and Shirley, I have been in love in a loving relationship for about a year with a man who for the most part has provided protected and professed his love for me. We have so much in common but we have several issues where there is total disagreement. In the beginning, we would laugh as we expressed our divergent views on such things as gun control immigration and sexual orientation.........

Dear Steve and Shirley, I am dating a man that I consider to be my soul mate. We have a long distance relationship but we see each other often. He always comes to visit me and I would always make sure that my house was clean. I would go out of my way to impress him. This past weekend, I went to visit him for the first time after driving for four hours, I got to his house and I was immediately shoc...