Strawberry Letter

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Latest Episodes:

My Ungrateful Young Employee Feb 12, 2021

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Dear Steve and Shirley, I’m a relatively successful entrepreneur and I have had a lot of help along the way. I believe in returning the favor and helping other minorities advance any way I can. To that end, about year ago, I hired a 26 year old black female that graduated at the top of her class. I set her up with an excellent starting salary and her own office. I noticed she was not much of a team player and worked better alone and that was fine with me because she was very smart and didn’t need a lot of direction...............

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Me Him And Her Feb 11, 2021

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Dear Steve and Shirley, I have been in a relationship with a man for at least 12 years and we’ve known each other since we were children growing up in the church. We are the perfect couple. We have great memories and we always planned to spend the rest of our lives together. The only thing that’s coming between us is the woman he lives with. My man was in prison for 14 years but I was faithful to him the entire time....................

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He’s Too Boujee For My Church Feb 10, 2021

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Dear Steve and Shirley, I’m a 46-year-old woman and I need your advice on dealing with the man I’m dating. He was the first in his family to graduate college and now he is a successful doctor with his own private practice. I am a doctor too and I work in a public health clinic, which is not in the safest community. My boyfriend loves to joke about me working in the hood. He is opinionated and arrogant at times and it drives me crazy..................

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My Mom And Baby Daddy Feb 09, 2021

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Dear Steve and Shirley, I have known my baby daddy since high school. When I was 20, I got pregnant and we moved in together, but he cheated a lot, so when my son was 6, we broke up and my mom offered to let him live with her temporarily. My son is 16 now and my baby daddy still lives with my mom. My mom has 7 sisters that are very messy and they’ve always joked with my mom about having a fine young man living with her................

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The Little Gremlin Is Here To Stay Feb 08, 2021

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Dear Steve and Shirley, I’m a 32 year old single woman and one of my best friends recently got engaged to a man she’s known for less than a year. I have a close-knit group of girlfriends and we were all single before the quarantine, but one of our girlfriends got bored and started talking to a guy she met in the airport. We think she got lonely at home alone with nothing to do and the little man filled that void................

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Why Is Your Mama Always Drunk Feb 05, 2021

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Dear Steve and Shirley, I’m married to a man that can’t control his mother. We’ve been married for 2 years and I have dealt with this since I met him. His mother went through a late-life crisis and has started shopping at Forever 21 and hanging out at cafes at night. I have warned her about Covid but she says alcohol kills the virus. If that’s the case, she won’t need the vaccination because she is always a little tipsy when we see her......................

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Sexual Expectations Feb 04, 2021

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Dear Steve and Shirley, I’m a 33 year old woman and I’ve been in a relationship for a year with a man that sends me mixed signals. We haven’t had sex because he’s the assistant pastor at church. I was a very sexual person before I met him and it’s hard for me to lie next to him without wanting to rip his clothes off. He decided to compromise so that I can get some kind of satisfaction. He allows me to provide oral stimulation to him whenever I want...................

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Somebody’s Got To Break The News To Her Feb 03, 2021

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Dear Steve and Shirley, I’m a 41 year old woman needing advice on how to deal with my 39 year old friend. As you all know very well, we’ve all been dealing with being isolated in quarantine and while my friend was in lockdown, she decided she wants to be a popstar. She got laid off from work so she’s got a lot of free time and she says it’s time to pursue her dreams.................

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I’m Tired Of His Grunting Feb 02, 2021

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Dear Steve and Shirley, my husband and I are both in our early seventies and we've been married for 30 years. My husband has gained a significant amount of weight in the last 10 years and he’s changed in a lot of other ways. His table manners are terrible and he throws food in his mouth and sounds like he's out of breath the entire time he’s eating. He grunts and moans while he chews.....................

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The Old Lady Has Got To Go Feb 01, 2021

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Dear Steve and Shirley, I am a 27-year-old woman and I inherited my great grandmother’s house 5 months ago after she died and I am having a big problem with my great grandmother’s caretaker. She’s my great grandmother’s closest friend and took care of my great grandmother for years. She’s had full access to the house and everything that belonged to my great grandmother, but she fails to realize it’s my house now and she has to stop coming and going as she pleases, in my house! I noticed her going through my mailbox daily, picking out her mail................

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