Strawberry Letter

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Latest Episodes:

She Wants To Buy My Special Sauce Aug 02, 2021

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Dear Steve and Shirley, I am a 37 year old married man with one son from a previous marriage and one son with my new wife. I’ve been remarried for almost 4 years and my life is great now. I have a great relationship with my ex-wife and my son is staying with me because he needs a strong male role model in his life. My wife is friendly with my ex-wife and that makes me love her even more. I do believe she’s what I needed in my life all along................

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Why Is Her Husband So Insecure Jul 30, 2021

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Dear Steve and Shirley, I am happily married and my wife and I have two kids. The problem is I have a female friend from college. My female friend is also married with two kids and she lives in another state. We hardly ever see each other, but we do keep in touch. Over 15 years ago, she and I had sex. My wife knows we were intimate in the past because we all went to the same college. The other day I was talking to my friend on the phone, we chatted about reality TV shows, I congratulated her on her anniversary and we talked about our children.............

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My First Major Dating Mistake With Brothers Jul 29, 2021

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Dear Uncle Steve and Aunt Shirley, I am a young female that graduated from high school two years ago. Yeah and I am in a sticky situation. You see after graduation I met a guy on an online app and we texted back and forth and decided to spend some time together. We ended up going on dates and messing around a lot. He is a really great person but he was not the one for me so we ended our fling. We stayed in touch for a while through text messages but that was about it...................

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My Sister & My Mister Jul 28, 2021

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Dear Steve and Shirley, a year ago I found out that my husband cheated on me with my sister. We were married for 9 years so it was not unusual for him to have a great relationship with my sis. They joked around and would play fight like they did not like each other. All along I thought it was cute and I had no idea that it was foreplay. I caught them in our garage one day, years ago, behind the car and my husband jumped up and told me they were trying to scare me. Boy was I stupid back then..........................

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Am I Number One Or Two Jul 27, 2021

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Dear Steve and Shirley, my husband and I have been together for 6 years and married 3. He’s 37 and I’m 31. He’s divorced and has a son and a daughter from his marriage. I absolutely adore them and they spend weekends and summers with us. My husband has always put his children first and I love that about him. He still finds time to spoil me by doing all of the cooking, planning dates for us and sending me flowers at work or randomly calling me during the day to say he loves me........................

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Should I Punch Her Or Pray For Her Jul 26, 2021

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Dear Steve and Shirley, I’m a 57 year old single mother and I am all up in my daughter’s business. My daughter is 31 years old and a professional woman. She’s dating a man that I can’t believe she would ever be attracted to. He is a 40 year old single father with twin sons that are 6 years old. He owns a car wash and makes a good living, but he’s flashy and loves to be the center of attention. He’s always been respectful to me, but I have a problem with how he tolerates certain behaviors from his twins’ mother....................

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Oh No She Didn't! Jul 23, 2021

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Dear Steve and Shirley, I’m in my late thirties and I found out that my husband of 10 years has a girlfriend on the side. I have been tracking his car for months and he picks her up from work, takes her to dinner and then comes home. I even know where she lives and I’ve sat outside her house and blew the horn and waved at her. She knows who I am, so it’s odd that she’s never mentioned anything to my husband. A few weeks ago, I noticed a change in my husband’s pattern...................

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He Doesn't Like Different Types Of Cookie Jul 22, 2021

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Dear Steve and Shirley, I am 35 year old married woman and I have been married for three years, but, I've been with my husband for over 8 years. He was supposed to be a one night stand but he ended up rocking my world and I kept going back for more. He grew on me and I ended up falling in love with him. It's no secret that he fell in love with me first and he loves to tell people how he pursed me until I gave into him..................

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I’m In Love With My Godson Jul 21, 2021

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Dear Steve and Shirley, I’m a 62 year old widow and I live in the great city of Chicago. I was married for 34 years to a wonderful man and he died 3 years ago. Since then, I have secretly fallen in love with my 31 year old Godson. I know I should be ashamed of myself, but I’m not. When my husband first got sick, my Godson is the only person that would check on me and make sure I ate and I was getting some rest..............

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She Used To Be My Sugar Baby Jul 20, 2021

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Dear Steve and Shirley, I am a 49 year old retired businessman. I had a start-up in the early 2000s that did very well and I sold it in a multi-million-dollar deal. I make the majority of my income now from my real estate investments. That’s how I met my 27 year old fiancé. She was renting one of my houses and after three months of her living there, we had sex and I started taking care of her in every way. Here’s why…..............

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