Strawberry Letter

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Latest Episodes:

Over 70 Selling Sexiness Jan 05, 2023

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Dear Steve and Shirley, I’m desperate for some sound advice. I’m a 36 year old divorced female, with 2 kids. My mom is in her early 70s and recently widowed. Her life changed drastically so the kids and I spent a lot of time with her. About six months ago, I saw that my mom was getting back into her normal routine so I backed off a bit and let her have some space. When we visited with her, she seemed to be in good spirits. She wore jazzy new wigs that were longer than she normally wore and she started wearing very tight and revealing clothing, which was shocking.............

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I'm Not Sure I Can Do This Jan 04, 2023

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Dear Steve and Shirley, I’m in a fairly new relationship with a great guy. Everything was going great the first 90 days of our relationship, so we were mutually ready to advance to a sexual relationship. We talked beforehand about what we enjoyed and did not enjoy during intimacy. But he left out one important detail about what he really likes. On our second encounter, he asked me to use a toy on him.......

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I’m Dating Her Brother in Law Jan 04, 2023

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Dear Steve and Shirley, I recently met a wonderful man and we instantly had a connection. I am a widow and his wife died earlier this year. When we met, he looked familiar to me, but I thought that it was just a coincidence. After a few dates, we talked more about his wife that had died and he told me her name. I knew his wife and when I put two-and-two together, I realized why he was so familiar to me. His deceased wife was the sister of one of my good friends..............

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My Husbands Drinking Is No Longer A Secret Jan 02, 2023

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Dear Steve and Shirley, My husband and I have been married for 15 years and we have two children. My husband is a functioning alcoholic. He can work a full day without drinking but as soon as he's off the clock he starts drinking. He drinks in private. He doesn't leave his alcohol out where I can see it but I can always smell it in his cup. This started shortly after we got married and I allowed it and never confronted him. I can always tell when he's been drinking by the changes in his behavior and how he treats me and the kids. It's gotten worse recently and I brought it to his attention. I told him that I know exactly what he's up to..........

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Is My Wife An Undercover Gold Digger Jan 02, 2023

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Dear Steve and Shirley, my wife and I have been married for over 15 years and we’ve come close to getting a divorce a few times in the past few years over our finances. My wife has had issues with managing money, so I don’t trust her when it comes to keeping up with our money. We have always had separate accounts. I have a personal savings account and I’ve been able to save a great deal of money for our retirement. My wife does not have access to this account...............

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Is It So Good That It’s Clouding My Judgement Jan 02, 2023

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Dear Steve and Shirley, I am a 43 year old single mom of two. For the past year, I have been seeing a nice 43 year old gentleman that I've met on the Plenty Of Fish dating site. When we met, I told him that I was ready for a relationship not just to hook up for sex. He said let's see where it goes. Two weeks later after talking on the phone we finally met up and we ended up having sex that first night. Darn it Steve, it was so good that I could not stop. We continued to have sex at least once a week and he started staying overnight at my house.......

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I'm Doing Wifey Things Without the Ring Jan 02, 2023

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Dear Steve and Shirley, my boyfriend and I have been dating for three years and we moved in together with a plan to get married and start a family. I'm 30 years old and he is 25. After a year and a half of living together, he bought me an engagement ring and I found out because he was dropping hints about it. Then one day in November, he admitted to me that he had bought the ring but he’s not as happy in this relationship as he should be. He told me that he was having doubts about marrying me. I asked him what made him feel that way..............

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I’m Losing My Flirty Wife Jan 02, 2023

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Dear Steve and Shirley, I've been married for close to eight years and over the weekend my wife told me that she is not in love with me anymore. I'm a big guy and my wife used to be a big girl but she recently had cosmetic surgery to fix a few issues she was having. Now she thinks she's God's gift to the world. She's been posting all kinds of sexy pictures on Facebook and when random men comment on her pictures she writes back to them. It's like she craves the attention. I went through her private direct messages on Facebook and found out that she has been having several intimate conversations with different guys.........

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I Love Getting The Mail Everyday Dec 22, 2022

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Dear Steve and Shirley, my family has a church that they’ve been going to all their life and I recently joined. I decided to devote my life to fellowship and service at this church. My pastor is great but I always thought he was a bit creepy because of the strange relationship he has with my cousin. I had been watching them for a while and then in a stewardship meeting, my pastor mistakenly called my cousin “babe or bae” and she blushed. Immediately after the meeting, I asked my cousin what’s up with her and pastor and she got all awkward and tried to lie at first, but then she ended up spilling the beans.............

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He's Louder Than I Am Dec 22, 2022

Show notes

Dear Steve and Shirley, I am a 33-year-old woman and I recently started dating a 25-year-old man. The age difference really didn’t bother me at first but I am starting to notice that he seems to be a little bit inexperienced when it comes to sex. The first time we got together there was a lot of kissing involved so I didn’t quite notice how much noise he makes in bed. I did notice that he was talking really dirty and maybe he thinks that all women are into that or he hasn’t been with that many women..............

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