Strawberry Letter

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Latest Episodes:

I Was In The Closet The Whole Time Oct 25, 2021

Show notes

Dear Steve and Shirley, I’m 28 years old and single and I’ve had the worst dating history of all of my friends. I was recently dating a guy that told me he had a stalker and we had to lay low for a while until she left him alone. I understood why he might have a stalker because he is fine and sexy with a bald head and full beard. He’s 36 years old so I was intrigued by dating an older man for the first time........................

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Nothing Is Free Over Here Oct 22, 2021

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Dear Steve and Shirley, I’m 39 years old and I’m twice divorced and back on the dating scene. When I got married the first time, I was 22 years old and I married an NFL player. We dated during high school and he promised to treat me like a princess if I ever married him. When he proposed, I got a Range Rover, a ring and the keys to a retail space and he told me I could open up any type of business I wanted. We divorced after 6 years and I had never opened up a clothing store or a nail salon like I told him I would............................

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I’m Getting Played By An Old Man Oct 21, 2021

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Dear Steve and Shirley, I’m a 28 year old divorced woman and I fell on hard times during the pandemic. I got laid off and then I got a bad case of Covid and had to move in with my father and step-mom. That’s where I met my step-mom’s 69 year old brother and he swept me off my feet. We started working out together and we ran a marathon together. He started out giving me money for my hair and nails and then he gave me a car to drive.....................

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My Friend Or My Cousin Oct 20, 2021

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Dear Steve and Shirley, I would never write into your show but I’m in need of help. I’m a 32 year old single man and I have a female best friend. We had been in a plutonic relationship for 8 years and we messed all of that up after we started living together. It got too convenient and although she’s a little overweight, she’s still a very sexy woman and she knows how to please me. It’s been a friends with benefits type of situation for the past year and some nights I sleep in her bed all night..................................

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Love At First Bite Oct 19, 2021

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Dear Steve and Shirley, I’m a 57 year old single woman but I am dealing with a man that is slightly older than me. He’s a nice man and he just lost his wife so he’s trying to settle down with me. We have great chemistry in the bedroom and that is what’s the most important to me. He matches my freakiness and has taken it to a whole new level but after five months of dating, he said he wants to only do certain things for special occasions................

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He Doesn't Want His Ex To Hate Him Oct 18, 2021

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Dear Steve and Shirley, I have been dating a man for almost two years and I won’t move in with him until I get a ring and he’s fully over his ex. He was in a 10 year relationship when we met and he said that he was just looking for a reason to leave. He said that he didn’t love her and would never marry her because she has anger issues and she started smoking cigarettes...........................................

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I Been Faking It And Got Caught Oct 15, 2021

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Dear Steve and Shirley, I’m a 47 year old single man and I moved to Atlantic City recently and I share a home with my elderly uncle. He has always been like a father to me, so what’s his is mine and vice versa. He has always had the flashy cars and nice suits and he still wears a huge diamond pinky ring. His wife died a year ago so he’s adjusting to the single life since he’s a young 72 years old.................................

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I Want That Old Thang Back Oct 14, 2021

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Dear Steve and Shirley, my wife and I have been married for 22 years but for the past 4 years, we’ve lived apart. We talked about divorce but we never did it. It’s very weird but we fell into a pattern of co-parenting and just never filed for divorce. Every holiday, she invites me over so our family can be together. Every Christmas, I sleep in the guest room and wake up, cook breakfast and then we watch our kids open presents..................

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My Mother And My Ex Are Besties Oct 13, 2021

Show notes

Dear Steve and Shirley, I’ve been divorced for almost 3 years and I moved away after the divorce to start anew. My husband was an avid cheater and my mother finally told me after he’d been having an affair with a woman for over 6 months. My mother is employed by my ex-husband as his accountant. He has two businesses that do very well in the small town they’re in.................................

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I’m The Man Of This House Oct 12, 2021

Show notes

Dear Steve and Shirley, I’m 35 and my husband is 42 years old. I met him at a gas station 3 years ago and he had a cast on his leg and he was trying to pump gas. I saw he was struggling, so I went to assist him. We stood and talked for a few minutes and then he asked me out. The rest is history. We moved in together a year or so later and that’s when I realized that I fell in love with a soft man that is fine with a woman leading him......................

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