Strawberry Letter

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Latest Episodes:

Did I Make It All Up Aug 30, 2022

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Just Tell Me The Truth Aug 29, 2022

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Dear Steve and Shirley, I’ve been dating a 42 year old man for a while and his sister is one of my old acquaintances from college. I don’t use the word “friend” to describe her because she’s done a lot of shady stuff lately. She introduced me to her brother and he initiated our relationship. At first, he was dating someone else and his sister made sure I knew it. She said she loves his ex-girlfriend but didn’t want her dating her brother..................................................

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A Little Poo Ran Off My Boo Aug 26, 2022

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Dear Steve and Shirley, I'm a 33 year old single female and I was dating a 35 year old man that ghosted me. We met and it was like no one else existed in our lives. We went on a trip two weeks after we started dating and he spoiled me and I spoiled him. He was at my house or I was at his house every night. He was the best lover and that deepened our connection............................

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Traditional Ways Bore Me Aug 25, 2022

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Dear Steve and Shirley, I’ve been married for 23 years and my wife is very set in her ways. I listen to you all the time and I want your opinion on how to keep the spice in my marriage. Everything about my wife is old school and she doesn’t like change. We have not bought new furniture in 15 years and when I tried to redo my man cave, she got her sister’s old couch and recliner and had it in the basement when I got home one day........................

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He's A Totally Different Man At Night Aug 24, 2022

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Dear Steve and Shirley, I am a 52 year old female and I am dating a 60 year old young man. We clicked instantly and we have been together for two months. I may have been too forward with him after the first few dates because I wanted to rub and feel on him to see what he was working with. I hugged him tightly one day and it felt like he was wearing a back brace. I decided not to ask him about it right then..................................

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Why Does He Keep Me Around Aug 23, 2022

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Dear Steve and Shirley, my husband and I have been married for 14 years and we’re hanging on by a thread. We have two children and sometimes I wonder if that’s why he stays with me. We never talk about our problems. Things have happened in our marriage that would make a normal couple split up, but we’re not normal. At our wedding, one of his exes showed up and cried loudly while we said our vows. She was escorted out and he apologized to me on the altar..............................

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He Thought It Was On And Poppin Aug 22, 2022

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Dear Steve and Shirley, I’m married and in my mid-forties and my husband turns 40 in a month. He decided he was going to have a guys’ weekend in Mexico and then he would come back and we would celebrate together with a small group of our friends. He got his little plans together and I was watching all of the emails going back and forth........................

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Why Is He In My Brothers House Aug 19, 2022

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Dear Steve and Shirley, I’m writing for my brother because he is too upset to do it for himself. My brother is 38 and his wife is 35 and she has planned a trip for Labor Day with two girlfriends and a guy that has been her friend since they were 18 years old. This guy was married before and he has one child. Now he’s no longer dating women..................................

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Hoochie Daddy Shorts and Tight Jeans Aug 18, 2022

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Dear Steve and Shirley, you two are very fashionable, so I need your advice on how to talk to my husband. He seems to be going through a midlife crisis or something similar. We’re both 56 years old and been married since we were 30. We did get married so I could become a U.S. citizen, but we were in love. I met him when he was stationed in my country and we both had a lot of growing up to do. He was never trendy or fashionable because he wore a uniform to work until he retired recently........................................

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My Wet and Wild Older Man Aug 17, 2022

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Dear Steve and Shirley, my husband is 76 years old and I’m 60. I worked with his daughter years ago and that’s how we met. When we started dating, he loved having a much younger woman on his arm, but as he gets older, he’s getting more paranoid and asked if I would ever leave him for a man my age. I took my wedding vows seriously and he knows I love him, but he’s on my last nerve..............................

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