Strawberry Letter

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Latest Episodes:

My Little Ugly Boyfriend Jan 04, 2021

Show notes

Dear Steve and Shirley, I am a 31 year old single woman and I met the man of my dreams two years ago on a dating website. He lives in Tampa and I live in Philadelphia. A few months after we met online, he came to visit me. I immediately noticed that he lied about his height. He's short. He is an inch or two shorter than me and I like tall men. I had hoped he looked a little bit better than his pictures online, but he looks exactly the same in person. He’s not handsome at all.................

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Seems Like He's Been Waiting On Me To Leave First Jan 01, 2021

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Dear Steve and Shirley, My husband and I are now 50 years old. We have five grown sons and four grandchildren. Ten years ago my husband had a fling at work and the female was barely 20 years old. At the time, I was devastated but he swore nothing physical happened the whole situation didn't sit well with me. So one day last week I checked my husband's old phone for any proof I could find. I found messages between my husband and the girl that he had been playing with and she was thanking him for all he was doing for her financially and praising him for his sexual prowess.........

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Best of 2020: My Husband And His Pretty Best Friend Jan 01, 2021

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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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Best of 2020: He’s Got The Sugar, But He’s Not Being Sweet Jan 01, 2021

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Dear Steve and Shirley, My husband and I are in our late 30s and we’ve been together for almost 20 years. We have 4 children and we always had a robust sex life until 2 years ago when everything changed. My husband gradually lost interest in sex and whenever we’d try, he would stop in the middle of it and tell me he was tired. I had no idea what was wrong with him and I started to think that he wasn’t attracted to me anymore. One night when he told me no to sex, I started crying. He finally came clean and admitted that he was diagnosed with Type 2 Diabetes and it affected his ability to perform..............

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Best of 2020: You Cant Have Your Cake and Eat it Too Dec 31, 2020

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Dear Steve and Shirley, I’ve been dating a guy for six months and he’s one of the sweetest men that I have ever met. This weekend, he disclosed some information to me and I need your opinion. He and I met when I moved out of my condo. He was the supervisor of the moving company that I used and he was very professional and handsome, so when he asked me out, I accepted. We started out as friends and now we’re in relationship.................

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Best of 2020: I’ve Fallen In Love With Another Man Dec 31, 2020

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Dear Steve and Shirley, my husband went out of town for military duty and he wasn’t even gone a month before I found out that he was seeing another woman before he left. I was humiliated cause everybody knew about it, except me. He denied it for months and eventually he decided to come clean, after the woman was done with him. He assured me that things were over with them but my trust was broken and I told him I needed some time apart.............

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He's Pulling Out Tracks and Giving Me Whiplash Dec 31, 2020

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Dear Steve and Shirley, I'm in a new relationship and about two months ago, we started our sexual adventures. He is an amazing man in and out of bed. I am 28 years old and he's 10 years older than I am. I love our relationship but I have one major issue. He likes to pull my hair. To be more specific, he likes to pull my weave while we're being intimate. A couple of nights ago, he pulled my hair so hard that my scalp was on fire the next day and I had whiplash for the past two days. My darn neck hurts............

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My Man Is Too Gentle And Loving Dec 30, 2020

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Dear Steve and Shirley, I am a 36yr old female in a long-distance relationship with a man in his early 40s. Things are good between us, and honestly, I am ready to take things to the next level. I only have one problem and I’m hesitant to move to his hometown if he can’t fix the problem. We have been in a committed relationship for 2 years and when we are intimate, he is very gentle and loving in the bedroom. He has kept this same routine the entire time. He does not do anything freaky or exotic and he’s very passionate..............

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Best of 2020: My Boyfriend and I Sleep In His Ex’s Driveway Dec 30, 2020

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Dear Steve and Shirley, I am a 29 year old female in a confusing dating situation. We’ve been dating for almost 2 years but I waited for 4 months before we had sex, to make sure his last relationship was totally over. He has 3 kids by three different women, but the youngest child’s mother has been a problem in our relationship. My boyfriend lived with her when we met, but now he lives inside his RV, that’s parked in her driveway..................

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Best of 2020: Can’t Judge A Book By It’s Cover Dec 30, 2020

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Dear Steve and Shirley, I've been dating the 6’4 tall drink of water for a few months. He is honest generous humorous and fun to be around. We decided it was time to take the next step in our relationship since we have been flirting and making suggestive comments to each other for weeks. So we did the deed if you get my drift and let me tell you, you cannot judge a book by its cover. With all of his tall and chocolaty goodness, he is not packing a thing. I mean he couldn't even hurt a fly. I couldn't use any of my normal tricks because he couldn't stay in the game............

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