Strawberry Letter

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Dear Steve and Shirley, I am a 34 year old woman grieving the loss of my 77 year old best friend and sugar daddy that had been in my life since I was 19. He was also my father’s closest friend so we kept our relationship a secret for obvious reasons. When it all started, he was married to a woman that I looked up to. She was beautiful and classy and he turned me into her, with all of the nice gifts and trips he sponsored for me. We didn’t have sex until I was 23 years old and he never pressured me for sex........................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I met the love of my life 7 years ago and I was 21 years old at the time. He’s 3 years older than me and had already had a child. He was my first everything and he influenced everything I did. I overlooked a lot of things he did because I was young and crazy in love. He would be intimate with the mother of his child and he didn’t try to hide it. It made me feel like I wasn’t good enough or skilled enough at sex because he kept on having sex with her...............See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 63 year old black woman and I’ve never been married and I don’t have any children. I was raised to believe sex outside of marriage was wrong, so I didn’t have sex until I was 32 years old. It was never that exciting to me, so I did not put much effort into having a great sex life. I always met and dated great guys, but they would all tell me that I had no passion or promise in the bedroom. For that same reason, I have never had an orgasm until this year....................See omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, I’ve been married for 2 years and when I met my husband four years ago, he had just gotten divorced and he was in a bitter custody battle with his ex-wife. His daughter is very sweet and she loves her dad, but the ex-wife is dead set on her not having a relationship with her dad. When we met, he had to limit communication with his ex because she told everybody he kept calling her to work things out and he wanted his family back............See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 28 year old woman and I’ve been having bad luck on the dating scene. Finally, I met someone and thought he was great. Emotionally, he fulfilled my needs and he planned the best dates. We formed a bond over the fact that we were both tired of dating and being disappointed. After dating for 2 months, we decided to take things to the next level and we had sex..........................See omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, for the past year I have been sleeping with my best friend's little sister. When I went to college, I lost all contact with her until we reconnected last year at her brother's 4th of July party. I hadn't seen this woman since she was a young girl and my oh my God she’s aged like fine wine. I’m 14 years older than her but we’re all grown now. The Lord took his time with that body..................See omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, I’m going to jump right on in. I cheated on my wife two years ago with a woman that constantly threatened to call my wife when she didn’t get what she wanted. This went on 2 years until I ran out of money and decided to end the affair. This woman called my wife a few days later. I was out, cutting the yard when she called my house and my wife answered.................. See omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, my co-worker and I have a strong bond. I am what you would call his work-wife. My work husband and my real husband talk often and since my work husband is dating a scandalous woman, my husband has been counseling him a lot. When my husband and I met the girlfriend, she looked at us like we were garbage and didn’t deserve to be in her presence...............................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been married to my husband for 8 years and we have a 5 year old and a 2 year old daughter. My husband has 5 other kids, not including the two we have together. Yes, I know that is a lot of kids, however, I want to try for another baby next year. I am 32 and he is 40 and he says he is too old to have more kids. I don’t have a son and would like to try for a son. I always told him I wanted to have three children. We don't have sex because he says he doesn't want to get me pregnant and if we do have sex, he buys me the Plan B pill to avoid any possible pregnancies...............See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I was a single and attractive, 34 year old woman, losing hope at finding love. I grew tired of the dating cycle and I decided that I would not have sex again until I was married. I prayed and practiced celibacy and a year later, I met the man of my dreams. He is handsome, educated, gainfully employed and he loves the Lord. I fell hard for this man and a year after we met, we got married. I was so excited for my wedding night because it would be our first time making love. He is blessed with the proper equipment, but it’s his skillset that’s lacking..................See omnystudio.com/listener for privacy information.

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.............. See omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, I am a 32 year old single mother with one child and I’m pregnant with my second child. I’m pregnant by my best friend, who happens to be married. We’ve been friends with benefits for almost to 10 years and his wife thinks we’re just best friends, so she’s accepted me as part of the family. She’s aware that I’m pregnant but thinks it’s my ex-boyfriend’s baby. I’ve told her husband that it’s time for us to stop messing around and be serious now because we have a baby on the way................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 32 year old woman and I'm falling for a 43 y/o man. We met online and bonded because we were both very lonely for the last 10 months in quarantine. I work full time at a school and he is a screenwriter, waiting for one of his movies to get greenlit by a big producer. He said if that happens, he will be set for life. We decided to meet up and I asked him to meet me half way, since he lives an hour from me...............See omnystudio.com/listener for privacy information.

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