Strawberry Letter

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Latest Episodes:

We Were Nude When We Met Jan 16, 2020

Show notes

Dear Steve and Shirley, I am a 31 year old single man. I'm 6'4” and I work out 5 days a week, so I’m in great physical condition. I am a doctor now and I come from a large family, so to put myself through medical school, I worked as a male dancer and porn star and I was able to make a lot of money. Sex was never a problem for me and when I worked, I was having sex up to 5 times a day with all kinds of voluptuous women. I didn’t think much about sex because it was my job. All of that changed when I met a new girl at work................

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He Stole My Wife From Right Up Under Me Jan 15, 2020

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Dear Steve and Shirley, I am a hard-working, faithful man. I was married for 15 years to my college sweetheart. I never had any problems in my marriage until I tried to help out a friend. Here’s what happened… my wife had a best friend and the friend was married to a bigtime cheater. We were always there for her if she was going through drama with her husband. Their marriage finally ended when her husband got her cousin pregnant...............

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My Married Ex-Boyfriend Wants To Be Friends Jan 14, 2020

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Dear Steve and Shirley, I am heartbroken and I need your advice. My boyfriend broke up with me in September 2018 and I’m having a difficult time letting him go. We’ve been close friends since we were in middle school and we had a deep emotional and physical connection for many years. When he dumped me, he tried to still be friends but it was awkward for me, so I didn’t talk to him much because I needed to heal. Well, shortly after we broke up, he met a nice woman and they had only been together six months and he asked her to marry him. They got married in September 2019 and he had the audacity to invite me to the wedding................

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I Want To Get My Girlfriend Tested Jan 13, 2020

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Dear Steve and Shirley, I’m a single man in my mid-twenties and I met a woman on an online dating site. She’s 3 years older. She is gorgeous, has a great body and she’s more mature than girls my age. We started dating late last year and I’ve fallen for her really quick, but now I have a big problem. We decided to go public with our relationship over the holidays and I posted a picture of the two of us on Instagram. As soon as I posted it, I got a direct message from a stranger, claiming he hung out with her recently and she’s got an STD that she didn’t tell him about................

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My Husband And His Pretty Best Friend Jan 10, 2020

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Dear Steve and Shirley, I’ve known my husband since I was in high school and we’ve been in an off-and-on relationship for 31 years. Years ago, my husband made bad choices and he was sentenced to 8 years in prison for selling marijuana. I stood by him the entire time he was incarcerated because I knew he was my soulmate. When he got out of prison, he kept his promise to be with me forever and we have been married for 5 years.............

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Her Husband Messed Up Our Love Triangle Jan 09, 2020

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Dear Steve and Shirley, I am a single black female in one of the craziest love triangles ever and I need your advice. A year ago, my kids and I moved to a new house and I became good friends with a married couple across the street. I got really close to the female and she and I actually started dating. Her husband found out and asked to be included in our sexual fun, so we let him join in often. She eventually talked her husband into letting me move into their house so we could all be together..............

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I Have Bums Living With Me Jan 08, 2020

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Dear Steve and Shirley, my friend called me one night saying her house got shot up and she was coming to my house with her kids. I didn’t question her or ask her how long she was planning to stay, I just told her to come over with her 3 kids. My son and I have a two-bedroom apartment so we moved some things around so my friend could have some space. Three days later, my friend asked if her baby’s daddy and his mother could come stay at my house because they were homeless since someone fired 32 shots into the house............

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The Child Won't Understand This Jan 07, 2020

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Dear Steve and Shirley, I am a 34 year old single mother. I have had the same best friend for 20 years and she is my daughter’s godmother. My daughter’s father died when she was 2 years old and my best friend said she would always be there for my child. Well, she has not kept her promise! My daughter is 7 years old now and she has a spicy personality and behavioral problems............

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New Year, New Life? Jan 06, 2020

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Dear Steve and Shirley, I am a 29 year old man and I have been married for 7 years. My wife and I have two young children. I have cheated several times, but each time, it was just for a quick thrill. I started hanging out with a co-worker in February of 2019 and this was more than a quick thrill. I started developing real feelings for her shortly after we met and I realized that she was the woman I’d always dreamed of. She made me want to be a better man and I started eating healthier, going to the gym and I opened up to her emotionally................

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Best of 2019: My Husband Had Two Affairs And Three Kids Jan 03, 2020

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Dear Steve and Shirley, I have been married for 13 years and 6 years ago my husband cheated on me and had a child by the lady he had an affair with. I had a hard time getting past this, but I did. We went to counseling and now I have a sweet stepdaughter to spoil. That happiness lasted a short period of time, because three years later, my husband cheated again.................

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