
Strawberry Letter
2,564 episodes — Page 20 of 52

Anyone Can Get It
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I Had The Hoodie Made For Him
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My Best Friend Is Marrying A Big Problem
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He Needs To Check His Bed First
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How Do I Temporarily Break Up With Him
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If It’s Not Three, Don’t Call Me
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My Man Or Hers
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There's Something He Needs To Know
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It’s A Hard Habit To Break
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His Draws Was Under The Driver’s Seat
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He's Not The Only Man I've Been With
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I Like Taffy He Doesn’t
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He Knew He Married A Black Woman
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Take Your Time Young Man
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I Went Home In His Shirt
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I Would Rather Live In My Truck
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He Wants Me and Not the Children
Dear Steve and Shirley, I am a 49 year old female married to a 49 year old man. I have five children and five grandchildren. Here is the problem. My current husband is not the father of my children. I married this man when my children were young. So he's been in their lives for a very long time. My youngest son just graduated from high school and will be going away for college. So now my husband thinks that we're done raising children and from now on it will be just the two of us. He has said that we don't have to worry about the kids anymore because they are all grown and have their own lives. So am I not supposed to be involved with my children since they are no longer living at home..........See omnystudio.com/listener for privacy information.

I Don't Think We're Really Cousins
Dear Steve and Shirley, in high school I liked a girl and she liked me. We talked on the phone and hung out together all the time and her mom and my mom were close too, so she was always at my house or I was at hers. By the time we graduated from high school, we were even closer and I told her that I wanted her to be more than my friend. She’s always been really close to her mom and tells her everything, so she told her mom that she and I were dating................See omnystudio.com/listener for privacy information.

Why Did He Keep Calling Out His Ex's Name
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When I Want It He Doesn't
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I Taught This Young Man Everything He Knows
Dear Steve and Shirley, I have a confession to make and I know I can count on Steve to give it to me straight. I’m a divorced female and I work as a corporate trainer. I’m 49 years old and I have one daughter and a granddaughter. Last fall, I was called to train staff at an insurance agency. One of the male trainees got my attention and asked me for a business card before I left. He left a message on my office phone and invited me to dinner the next night. I knew he was a bit younger than I am, but I was flattered and went on a date with him....................See omnystudio.com/listener for privacy information.

He’s Too Big and Fine To Be This Way
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Baby I Can’t Tell My Man He Ain’t Fine
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Why Does He Have Videos of Our Neighbor
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Put Up Or Shut Up Because You Messed Up
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How Big is Too Big
Dear Steve and Shirley, I am in a struggle right now and I need a little advice for a big problem. I have a male friend that I’ve known since 1st grade and we’re almost 40 now. I’m divorced and dated a lot of men after my divorce. One day recently, I had a revelation that my soulmate is someone I have known all of my life. My good male friend and I hang out all of the time, but he’s not who I had in mind if I were to date someone I’ve known a long time...............See omnystudio.com/listener for privacy information.

He Doesn’t Wear Anything Under His Clothes
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This Romance Is A Problem For Me
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It Can Not Be That Serious
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My Wife Needs To Find Something To Do
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My Sugar Daddy Set Me Up
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.

He Face Times With Me When He Is With Her
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.

This Young Man Has Me Weak In The Knees
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.

My Husband Needs To Learn A Few
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His Ex-Wife Wants To Sleep Over
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.

He Jumped In Feet First
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.

I Caught My Boyfriend Spending Time With His Wife
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He Bought Us The Same Pair Of Shoes
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He Still Sleeps On His Wife's Pillowcase
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You Can Yell And Shout Cause I'm Out
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There’s No Emotion In His Motion
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I Can't And He Won't
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Big And Hot For The Wrong Reasons
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Pack A Bag & A Snack Because You Ain’t Going Back
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I’m Stuck Between A Sister And A Brother
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.

My Husband Has Done Everything Except Leave
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Why Is He Trying To Finesse My Fineness
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I Stayed All Night And Heard Everything
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Body Gels Oil Lotions and Potions
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He's Got To Get Out Of Here
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