Strawberry Letter

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Latest Episodes:

Best of 2020: There’s No Way To Bless This Mess Dec 29, 2020

Show notes

Dear Steve and Shirley, I’ve been kicked out of my church and I need some advice. I attended a very messy church and if you did not do things the way the pastor thought you should, he would call you out. I have had a few run-ins with him over stuff I post on my personal Facebook page. I told him that I can post what I want on my page and it has nothing to do with him or the church. I’m sure the real problem was the fact that I was sleeping with one of the deacons, but the pastor couldn’t say anything because everybody knew he was having an affair............

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Best of 2020: Does He Have A Problem Or Am I The Problem Dec 29, 2020

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Dear Steve and Shirley, I’m married to a wonderful man that is 13 years older than I am. He is my everything and in the beginning of our marriage, we were very active and traveled a lot. Now it’s like he’s settled into being old and boring and I can barely get him to take a walk with me. I asked him if he was depressed and advised him to see a doctor. He went to the doctor and got a clean bill of health. We used to enjoy a martini in the evening to unwind and reconnect, but lately he’s turned to drinking brown liquor and I’ve noticed a change in him.................

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Best of 2020: One Of My Side Pieces Is Stressing Me Out Dec 29, 2020

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Dear Steve and Shirley, I am a successful executive and my job involves a lot of travel. I have been married for 20 years, but for the last 5 years, my wife has had some medical issues and she’s gained a lot of weight. At first, she tried to keep her weight down, but then she just let herself go and she is not happy with herself so she stopped having sex with me. I did a very selfish thing and started seeing other women when I am on work trips. At one time, I had four different sidepieces in four different states. They are all great women but they don’t hold a candle to my wife, so I knew I was wrong..............

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My Boys Can't Be Trusted Dec 29, 2020

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Dear Steve and Shirley, I have been worrying about my marriage and how my past actions may threaten it. A few months ago, my friends and I went on a guy’s trip. We always go on trips together and the wives get together and take trips too. While I was on the trip, I ate good and drank a lot. We went clubbing and since I love to dance, I was salsa dancing with the ladies and may have been a little too close to one particular lady that danced very sensually. I didn’t make out with her or anyone else, but my body language was inappropriate for a married man............

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My Man Wants To Share His Goodies Dec 28, 2020

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Dear Steve and Shirley, I'm a 27 year old female and my man is slightly younger than I am. He's an underwear model for several online magazines and that’s why I fell for him… he has a really great body. His modeling has been an issue in our relationship because of all of the raunchy comments he gets on social media. He loves the attention. He says it’s all just for fun and he never responds to the women and men that hit on him. The attention has really gone to his head and he told me that while he was on a modeling gig last week, a producer approached him with an offer to get into the porn industry...............

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Best of 2020: I Have A Rat In My Basement Dec 28, 2020

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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 with our family.................

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You Can't Hide A Beautiful Body Dec 24, 2020

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Dear Steve and Shirley, I am a 30 year old single woman without any children and I am dating a 41 year old man that has 3 young daughters. We’ve been together for 5 months and all of a sudden, he does not approve of how I dress. He told me that I dress as if I want attention from other men and not like a wholesome woman. I am a full-time legal assistant at a popular law firm and I take law classes at night..............

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My Husband Is Raising My Boyfriends Son Dec 23, 2020

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Dear Steve and Shirley, I’m just going to jump right in and get to it. I’m married and he’s married. We both have families. I have 3 kids and he has 4 kids. One of my kids is his. Our affair had been going on for 11 years and now we have a 2 year old son. He left me when I told him that I was pregnant. We both agreed for me to terminate the pregnancy, but he refused to give me the money, so I changed my mind because deep down I wanted another child. I know it’s his son but he questioned it.............

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Your Baby Is Not Cute At All Dec 22, 2020

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Dear Steve and Shirley, I am a 30 year old married woman and my husband and I need your advice on an issue with our closest friends. Our friends are first time parents and their daughter is a toddler now. Since the child was born, we’ve been in a group text with the couple and 15 other people. My husband and I both hate text groups, but we humored the couple because they are really nice people. The couple started the group chat so they could send us pictures of their newborn daughter...........

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One Big Happy Family Or Nothing at All Dec 21, 2020

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Dear Steve and Shirley, I’ve been dating a man for 3 years and we get along great. We’ve talked about getting married, but we have to work out a few kinks first. Both of us have teenage kids from previous relationships and I spend a lot of time with his kids, every other weekend. He is always around my kids because I have sole custody of them. We always joke about how his kids like hanging out with me more than with him..................

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