Strawberry Letter

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Dear Steve and Shirley, I am torn to pieces over my breakup. I was dating an old friend for two years. I am 52 and he is 45. We talked about marriage and we were in the process of buying a home. We were a picture perfect couple and then things started changing. I would see him throughout the week and on weekends, but, lately he has been busy on weekends...............

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Dear Steve and Shirley, I am a 25 year old female that has been dating a 55 year old man for 2 years. He is the same age as my father and he’s very established and he takes good care of me. He has 3 children that are around my age and they don’t seem to have a problem with us dating. I don’t want to have any kids and he doesn’t want anymore, so that’s not an issue...............

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Dear Steve and Shirley, I hope my husband is listening today because I have a problem with him and he thinks it’s no big deal. My problem is that my husband is obsessed with an ex-girlfriend that he dated 35 years ago. She was very beautiful and popular when she was in high school and he was the star football player. When he went off to college, she married a wealthy older guy that owned several businesses in town. Then she moved to Texas and my husband lost contact with her.....................

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Dear Steve and Shirley, I’m a 30-year-old man and my wife is 28. I was recently laid off due to the pandemic, so money has been a little tight. Because of it, my wife is making me feel like less than a man. We have a 2 year old child and she is a stay-at-home mom so I am the sole breadwinner. My wife’s attitude has been horrible for weeks so I have been avoiding her, to avoid arguing with her.................

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Dear Steve and Shirley, I’m a 30 year old divorced female and I’m working on my master’s degree in nursing so I wasn’t focused on dating after my divorce. But, 6 months ago, I met an amazing 25 year old man that was heaven sent! He’s tall, dark and handsome with a nice house, car, and two jobs. He is my everything and he takes good care of me. He pays bills, cooks, cleans, everything. There is just one big problem that I have with him and I need your advice to see if it’s a dealbreaker..................

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Dear Steve and Shirley, I’m in love with a woman that has carried herself like a garden tool all of her life. In other words, she’s been “loose” since high school when we started dating. I dated her into my early 20s and after we broke up, I found out that she cheated multiple times. Here we are, 15 years later and she’s married now and she’s cheating on her husband with me. I have a connection with this woman and I can finally admit, after years of fighting it, I am in love with her...........................

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Dear Steve and Shirley, I’m a 28 year old engaged female and my wedding was put on hold because of the pandemic. My fiancé and I are living together for the first time because he thought it would be fun to be quarantined together. I’m very grateful that he moved in because I’m learning a lot about him and it’s quite shocking. He is smart, a great provider and he’s got a great personality, but he is straight from the ghetto and sometimes it’s too much for me to handle...............

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Dear Steve and Shirley, I have been with my boyfriend for eleven years and he’s eleven years younger than I am. When we met, I had two children from a previous marriage and he said he always wanted to have his own child with me. Well, we never got around to having children together and now I can’t have kids. I suspected that women his age would eventually get his attention, but I never expected him to cheat on me multiple times...................

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Dear Steve and Shirley, I’m a 52 year old widower. I lost my wife 4 years ago and I’ve recently started dating again. I live in a great neighborhood and my neighbors have been very supportive while I’m adjusting to being single. I’m really cool with one of my college buddies that lives around the corner from me. He has grown kids and he and his wife own a gas station. They are essential workers so they aren’t home a lot.................

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