Strawberry Letter

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Latest Episodes:

I’ll Take It Any Way That I Can Get It Jul 19, 2022

Show notes

Dear Steve and Shirley, I’ve been dating a man or we have been messing around, as he says. It’s been almost five years and he’s not the settling down type, so I’ll take it any way I can get it. I have fallen in love with him and he knows it. I think he uses it against me at times. He’s dating other women because I see him posting pictures in the club and he’s hugged up with other females.......................

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A Game Of Cat And Mouse Every Night Jul 18, 2022

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Dear Steve and Shirley, my husband and I got married 2 months ago and I haven’t been getting any sleep. I need your help on how to get my husband to calm down. I married a very religious man and he wanted to be a pastor, but changed his mind about a year ago. Because of that, he already thinks he is one. He insisted that we wait until marriage to have sex, so we did… kind of................................

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I Need To Get Away For A While Jul 15, 2022

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Dear Steve and Shirley, I’m a 43 year old married woman and my husband and I have 4 children. The teenagers are fine, but I went and had 2 younger children that get on my last nerve. They take so much time and energy that I don’t feel like I have any time for myself. My husband doesn’t help me out at all with the children so I’m a full-time housewife and mother. My husband used to come home during the day for a quickie, but he stopped doing that.................................................

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He Doesn’t Cover All The Bases Jul 14, 2022

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Dear Steve and Shirley, I’m in my late forties and I’m raising three children on my own. I’ve had my fair share of dating horrors and I would love to be married, but the dating pool has pee in it. So, I’ve decided to like the man that likes me, but I’m also doing whatever I need to do on the side, to be sexually satisfied. My boyfriend is a decent lover, but he doesn’t cover all the bases................................

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A Whole Lot Of Give And Take Jul 13, 2022

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Dear Steve and Shirley, I’m a 28 year old female and I was dating a man for 3 years and we broke up after Valentine’s Day because he found out I went to dinner with an old male friend. It wasn’t like I was hiding anything, but I didn’t tell him because I didn’t want to ruin our Valentine’s Day. He gave me a diamond necklace and a set of expensive luggage. Later, his sister told me he was going to take me to Hawaii and propose, but I messed all of that up since I chose to be a cheater...........................

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She’s Too Phony And Bony Now Jul 12, 2022

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Dear Steve and Shirley, I’ve been married for 4 years to the love of my life. When we met, she had just had a handsome baby boy and we bonded over us both being heartbroken. I was engaged to a self-centered woman before I met my wife and 2 weeks before our wedding, she ghosted me. My wife had been dating a man for a long time and when she got pregnant, he ghosted her. We were two damaged friends that became lovers......................................

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One Of My Sidepieces Is Stressing Me Out Jul 11, 2022

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Dear Steve and Shirley, I am a successful executive and my job involves a lot of travel. I have been married for 20 years, but for the last 5 years, my wife has had some medical issues and she’s gained a lot of weight. At first, she tried to keep her weight down, but then she just let herself go and she is not happy with herself so she stopped having sex with me. I did a very selfish thing and started seeing other women when I am on work trips. At one time, I had four different sidepieces in four different states. They are all great women but they don’t hold a candle to my wife, so I knew I was wrong..............

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My Man Loves Being in the Dog House Jul 08, 2022

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Dear Steve and Shirley, I am a 28 year old woman, dating a 34 year old man. We were together 9 months and waited almost 5 months before we started having sex. He was very kinky and liked to keep it interesting in the bedroom, but it ended up being way too much for me. You’ve answered a letter like this before, but mine is a different because my man is more extreme. My issues started one night about three months ago, when out of nowhere during sex, he started barking like a dog and licking me all over my face.........

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I’m Thinking I’m Playing With Fire Jul 07, 2022

Show notes

Dear Steve and Shirley, I'm an older single man and I’m very nice looking, not your typical old cornball pops type. Dating is hard for me because most women my age have let themselves go and look matronly. I love online dating sites and I have a great time meeting and hooking up with various women. Recently, a 30-year old bombshell sent me a message to say that she was looking for a little financial help, in exchange for some confidential fun. So we have met up for “lip service” a few times and that’s it..............

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I Need To Help This Poor Child Jul 06, 2022

Show notes

Dear Steve and Shirley, thirteen years ago I became friends with a newly-married, young couple at church. They have two children and they are good God-fearing people with large hearts. The only problem is that they are not book smart and the wife is lacking in the common sense department too. They both speak terribly and their subject and verb agreement is always off. Their spelling is even worse...............

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