Strawberry Letter

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Latest Episodes:

When Role Playing Goes Too Far Jul 05, 2021

Show notes

Dear Steve and Shirley, I am in my early twenties and I’m dating a guy that I've known this since high school. He was my high school crush and I always dreamed of being his girl. He had a longtime girlfriend and they broke up last year, so I made the first move to see if he was interested. He was, and we’ve been dating for five months now. He is a good boyfriend and the sex was as good as I thought it would be. Everything about him was pretty normal until recently, when I noticed he had a couple of furry animal costumes in his closet. We were lying in his bed, talking, and I noticed them so I jokingly asked if they were some old Halloween costumes.............

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Ain't Nothing Holy About His Behavior Jul 02, 2021

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Dear Steve and Shirley, my family has a church that they’ve been going to all their life and I recently joined. I decided to devote my life to fellowship and service at this church. My pastor is great but I always thought he was a bit creepy because of the strange relationship he has with my cousin. I had been watching them for a while and then in a stewardship meeting, my pastor mistakenly called my cousin “babe or bae” and she blushed. Immediately after the meeting, I asked my cousin what’s up with her and pastor and she got all awkward and tried to lie at first, but then she ended up spilling the beans.............

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Variety Is The Spice Of Life, Right Jul 01, 2021

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Dear Steve and Shirley, I met a guy that I thought would be the man of my dreams, when we first met. He is a man of God and he would be a great father and husband to the right woman, but that woman is not me. I have a very high sex drive and this guy can’t keep up, so I lost interest in him and we broke up. He still takes me out on very nice dates and he visits me and my family every week, in hopes that we can get back together. In the meantime, I met another guy and he is willing and able to fulfill my sexual needs, but that is about it..........

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The Ladies At The Church Love Me Jun 30, 2021

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Dear Steve and Shirley, I am an ordained minister and I’ve been a pastor at my church for 13 years. I’ve been married three times so I’m single by choice now. The church had a problem at first with a nice looking and suave single pastor but I managed to keep them out of my business until recently. My first wife went public with the details of our divorce about a month ago and that snowballed into an all-out investigation into my dealings with other women in our church................

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Me, My Husband, The Girlfriend, And The Kids Jun 29, 2021

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Dear Steve and Shirley, I am 42 year old married woman and I’ve been married for 4 years. I have 2 children from my first marriage and he came with 4 children from his first marriage. A month ago, we celebrated our fourth wedding anniversary and I found out that he’s had a girlfriend for as long as we’ve been married. She called him early on the morning of our anniversary and I answered since he was putting out the trash.............

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I Didn’t Know There Was Sidepiece Etiquette Jun 28, 2021

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Dear Steve and Shirley, I am a 34 year old woman and in my past I messed around with a man that was married and I was living my best single life. I was getting what I needed as far as money and great sex from my married man and a few other men I had on the side. Hey, I was young and enjoying myself. I kept it classy and I made sure my reputation stayed intact. I was in the clubs in short dresses and heels every weekend..........................................

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I’m Selfish and Tired Of Sharing Jun 25, 2021

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Dear Steve and Shirley, I’m a 32 year old man and my girlfriend is 30 years old. We’ve been together almost 4 years and at the start of our relationship, things were great. I proposed last year but she told me she needed her mom’s blessing before we got married. I thought her mom and I had a good connection, but she won’t give her blessing until she gets to know me better.......................

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She’s In The Middle Stirring Up Mess Jun 24, 2021

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Dear Steve and Shirley, I was in an emotionally abusive marriage for 8 years. I have been divorced for 2 years and I’m trying to get on with my life. My ex-husband talked down to me and called me names but I chalked it up to him being childish and inadequate as a man, so I was able to be friendly towards him for the sake of our 8 year old daughter, until recently. He adores our daughter and he got to keep the house in the divorce because he owned it outright...................

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He Has Never Been With A Woman Jun 23, 2021

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Dear Steve and Shirley, I am a 31 year old woman and I’ve been divorced for 5 years. I hate dating but I do want to be settled in a relationship soon. I’ve met some really weird men and I’ve started to weed them out by who has the least amount of issues. The last guy I met online is 31 years old and he lives with his parents. He’s employed, but says he’s looking for a better job. He said he had a weight loss surgery a few years ago and had some complications so he moved in with his parents for his recovery................

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I Don’t Know My Husband At All Jun 22, 2021

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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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