Strawberry Letter

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Latest Episodes:

He Can Do It, But I Can't Oct 23, 2020

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Dear Steve and Shirley, my husband and I were on vacation and strolling along the beach one night and discovered a portion of the beach that was for nudists. My husband thought it would be fun to experience it, so we walked over to a cabana like entrance. There was a greeter that told us to take our clothes off and place them in the cubbyholes along the walls. I was reluctant, but my husband was eager to experience it. We walked thru the cabana area and out onto the beach filled with other naked people, mostly couples............

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Thanksgiving Surprise Oct 22, 2020

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Dear Steve and Shirley, I'm a 57 year old married man and I’m on my second marriage. My wife has two daughters from a previous marriage and they’re both grown and live in different cities. The oldest daughter is 29 now and she has a 1 year old son. My wife is looking forward to Thanksgiving because she will have the girls home and she can spend quality time with her grandson, but I’m not excited about us all being under one roof, because I had an affair with the oldest daughter....................

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My Employee’s Wife Is Crazy Oct 21, 2020

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Dear Steve and Shirley, I have an employee that is married to a crazy woman that constantly harasses me. She has it in her head that her husband and I have something going on. I am a manager of an essential business and my employees all have specialized skills that are in demand. Therefore, I rely heavily on them to keep my business going. We are currently backed up on orders, so I’ve been working the graveyard shift a lot and so has my crew...........

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This Is A Messy Situation Oct 20, 2020

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Dear Steve and Shirley, I’m a 51 year old single male and I was dating one of the sweetest women I’d ever met. I spent a lot of time trying to impress her by pretending to be a foodie and acting like I’m into fine wines, because that’s what she likes. Sunday, we went to an Italian restaurant and we shared a pasta dish that had a heavy cream sauce with cheese and asparagus, and we drank a bottle of wine. We had chocolate and vanilla gelato for dessert..................

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Her Parents Don’t Think I’m Good Enough Oct 19, 2020

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Dear Steve and Shirley, I’m a 30 year old man, dating a 25 year old woman. We’ve been together for 4 months and things just got ugly between us. She moved to the United States three years ago and her parents live in Africa. She came to the states by herself to attend college and she’s done quite well for herself. She’s not like the average 25 year old….............

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I Want To Sleep With My Pastor Oct 16, 2020

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Dear Steve and Shirley, I am a 44 year old woman and I’ve been attending a church in my city for about 7 months now. It’s a small church and I love the members and I am truly blessed weekly by the beautiful sermons the pastor preaches. The pastor is my age, single and fine. After I began attending the church, the pastor and I became friends on social media, which wasn’t unusual because he’s big on promoting the church through social media and, like I said, he’s single..................

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There Are Way Too Many People In One Bed Oct 15, 2020

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Dear Steve and Shirley, I’ve been married for 22 years and I have a big problem with my husband. My husband’s co-worker recently bought a motorcycle and my husband wants one, so he showed me pictures of the motorcycle on his phone. As I swiped through the pictures, my husband walked outside, so I kept swiping thru his pictures. I went as far back as March and came across a video of my husband, naked..............

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My Wife Needs Performance Enhancing Medication Oct 14, 2020

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Dear Steve and Shirley, I’m a 39 year old black man, married to a beautiful black woman and we have a 10 year old son. We have been married for 11 years and over the years, I’ve fallen short of being a great husband. I struggled to stay faithful and I slipped a few times and started sexting and having phone sex with women I met online. It’s not my wife’s fault that I did what I did, but she has changed since we got married...................

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Women Seem To Love A Man In Uniform Oct 13, 2020

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Dear Steve and Shirley, I’m a 28 year old black man serving in the United States Army and I’m doing quite well for myself and it’s causing a problem with my love life. I’m hesitant when it comes to dating because I have been meeting the wrong types of women. I am ready to settle down start a family, but I seem to attract female gold diggers.............

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His Wife Called While We Were In His Car Oct 12, 2020

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Dear Steve and Shirley, I’m a single mom and I met a great guy at work. We dealt with each other for a month and the sex was really good, but I found out he was married. One day, while we were in his car having sex in the parking lot at work, I asked him to turn on the air conditioner so we could cool off. He cranked the car up and his Bluetooth was connected to his phone, so we listened to some 90s slow jams and kept on having sex...................

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