Strawberry Letter

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Latest Episodes:

I'd Rather Watch Him, Than Talk To Them Dec 07, 2018

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Dear Steve and Shirley, my friends and family say that I have a problem. I don’t think I do. Here’s the issue at hand… I'm in love with a married, handsome, debonair, bald man. He's married to a very beautiful woman and he has a beautiful family that he adores greatly. I want to be clear, I'm not in love with him in a sexual way. I'm just in love with his TV shows... I’m totally hooked. I watch all of his shows and I listen to him daily on the radio. I can watch two shows at a time because I have a Firestick.......

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The Minister Wants More Than My Tithes Dec 06, 2018

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Dear Steve and Shirley, I am a 29 year old single female and my dad is a well-known pastor. I moved back home after college and I’ve been a big part of the church family since then. I help out with the youth ministry and I get along well with the youth minister. He is five years older than me and he’s married. The youth minister and I always had great faith-based talks and I looked up to him as a spiritual mentor, until recently. Two weeks ago after service, he was walking me to my car and he said we need to talk about sex and salvation and I was like, “say what?” I reminded him that I was abstinent and did not want to talk about sex at all............

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One Big Happy Family Or Nothing At All Dec 05, 2018

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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. If I am doing something for my kids, I include his kids. I buy them gifts for birthdays, Christmas, or just because. There is no separation to me. But over the weekend, I had the strangest conversation with my boyfriend about the kids..........

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My Girlfriend's Husband's Baby Dec 04, 2018

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Dear Steve and Shirley, I am a 31 year old female and I’ve been dating a 36 year old married woman for two years. Recently, she and her husband were having serious financial problems, so I offered to move in with them and help out with the mortgage and bills. We told her husband that I was just a co-worker that needed a place to live temporarily, and he bought it, so I moved in. When the husband was at work or hanging out on the weekends, me and my girlfriend would be getting it on, in their bedroom.........

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My Neighbors Are Ghetto Fabulous Dec 03, 2018

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Dear Steve and Shirley, I’m a 32 year old, single, black man. I am a college professor and I just bought my first condo in a nice new development in a quiet suburb. I come from a family of educators and I was taught to be well behaved and to mind my manners at all times. For this reason, I’m having a big problem with my new neighbors. They’re a young married couple and they are, pardon the expression, ghetto as hell. So far, we are the only blacks in the community and they are just too much..........

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I Don't Want To Share My Cookie Nov 30, 2018

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Dear Steve and Shirley, I have been married to my wife for 15 years and we have two beautiful kids. We grew up in the church and we abstained from sex before we got married. We don’t use drugs or drink alcohol and we are active in our church. But lately, my wife is showing me a side of her that I’ve never seen. She’s revealing who she really is and I’m starting to wonder who I married. She had a health scare recently and she said it really shook her up and made her reflect on how she wanted to live the rest of her life.......

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Torn Between My Daddy And My Man Nov 29, 2018

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Dear Steve and Shirley, I am a 32 year old single mom of a 16 year old and I still live at home with my 84 year old father. I have never moved out because I never wanted my daughter to suffer through any hardships or go without having the things she wants and needs. My dad takes good care of us, so that helps me save money. Here’s the problem… I’ve been dating a man for 4 years and we have a great relationship, but he is pressuring me to move in with him, with my daughter........

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I Can't Call Her Husband Daddy Nov 28, 2018

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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 have any plans for Thanksgiving dinner, so he invited me to his home........

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Thanks For Having A Child For My Man Nov 27, 2018

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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, we reconnected and have been seeing each other off and on since then. While we’ve been spending time together, he started a relationship with a new woman and they had a child together and he couldn’t be happier........

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My Old Man And His Old Lady Nov 26, 2018

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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 family bond. I am an angel in their eyes and they would be heartbroken and I would be ashamed if they found out. That’s the one thing that is keeping us from being together, not even the fact that he is married. Yes, that’s right. He’s married and I’m okay with that, because she is basically just at the house as his roommate. I get treated like I’m the wife..........

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