Strawberry Letter

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Latest Episodes:

The Motion of the Ocean Jan 10, 2024

Show notes

Dear Steve and Shirley, I caught my husband on the phone with a female reminiscing about the sex they had earlier that day. I tried to control my laughter so he wouldn't hear me. I was cracking up inside because the girl was talking about how he put it down and it was the best she had in a long time. She sounded young, so I wondered how many men she'd been with. I was very relieved to hear that they used protection..............................

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His Sister Catfished Me Jan 09, 2024

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Dear Steve and Shirley, I'm thirty eight years old and I've been with the same man for five years and he's not focused on marriage or taking our relationship further, but he won't let me go. He accuses me of seeking attention from other men because of the way I dress and I see that as him not trusting me. He's so paranoid all the time, so I reassure him that I'm not up to no good when I'm hanging out with my friends. I told myself i'd give him another year to propose. I would never tell him about my deadline because I don't want him to propose unless he really wants to........................................

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New Year, New Me Jan 08, 2024

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Dear Steve and Shirley, I have been married for eleven years and can honestly say that I trusted my wife and loved her unconditionally, but now I'm questioning our commitment because she lied and withheld information. The week before Christmas, she and her best friend went to Orlando to do some Christmas shopping and she transferred thousands of dollars to her personal account, like six thousand dollars, but I was cool with it because she works hard and she is a great mom. While she was gone, I took the kids to Tennessee to visit with my parents. My wife and I were both distracted, so we didn't talk much during the few days we were apart. I told her that I would be back in time to pick her up from the airport, but she said she would ride with her best friend......................................

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Three Years Later We’re Still Friends Jan 05, 2024

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Dear Steve and Shirley, I’m 34 years old and my significant other is 39 and we’ve been together for 3 years. I call him my significant other because he has yet to define our relationship. We started as friends, just like most couples do and as we got closer, he told me that he didn’t want anything serious but he enjoyed spending time with me. We started having sex a month after we met and at that time, I was very busy at work and helping my sister with her new baby, so I was not ready for anything serious either.............................

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I Don’t Know My Husband At All Jan 04, 2024

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Dear Steve and Shirley, I am an older married woman and this is my second marriage. When I met my husband, he was extremely handsome and generous. We connected spiritually and he joined my church. We didn’t court for long and he said he knew I was his soulmate the minute we met. I knew things could be going too fast because I’m his third wife, but I felt the same connection to him so I agreed to marry him................

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His Ex-Wife Won’t Let Me Visit Jan 03, 2024

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Dear Steve and Shirley, My boyfriend and I have been dating for about 5 months and he’s the best man I’ve ever been with and he treats me really good. There’s a situation that I’m dealing with and my man doesn’t understand why it’s bothering me. When we first met, he had just gotten a divorce. I mean it was literally finalized the day before I met him. Because it was a quick divorce, he was still living in the house he shared with his wife.....................

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My Best Friend’s Wife Too Much Jan 02, 2024

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Dear Steve and Shirley, I am a 27 year old man and I have a best friend and we've been super tight for years. We have been thru all the good and bad girlfriends together and now that he’s married, I want to tell him so bad that his wife is too much. She’s too much of everything. She’s tall, thick, wears big hair, big lashes and her nails and toe nails are very long.....................

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She Took Away All My Joy Jan 01, 2024

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Dear Steve and Shirley, I am having a major problem. My fiancé and I have been together for almost 2 years. She is 37 and I am 29. In the early stages, we use to throw down in the bedroom! I'm talking about doing it everywhere like 5 times a week and multiple sessions at a time, to the point where we ended up with bruises or bite marks. Her hair could never stay done back then. But lately, I can barely get her to take care of my needs and her mood about sex has drastically changed..................

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Choosing Between Two Toothless Men Dec 29, 2023

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Dear Steve and Shirley, I am a 48 year old single, educated and professional woman that has never been married. I have dated 3 guys in the last 8 years and decided to give it a rest until recently when I met a very nice man that works with my aunt. We talked a few weeks over the phone before we met. Then he called me one day and said he’d been in a bad car accident and his face hit his steering wheel so he had to have emergency oral surgery and all he could think about was me....................

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My Homie Is My Sidepiece Dec 28, 2023

Show notes

Dear Steve and Shirley, I'm a 32 year old single man and I started a sexual relationship with a female that hangs out with me and my boys. She’s like one of the boys and we party together, work out together and she travels with us on our annual guys’ trip. She is a good friend and we respect her and her sexual preference. We’ve never talked about her love life, but I assumed she never dated a man before. We’ve been friends since middle school and she has always been a pretty girl........................

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