Strawberry Letter

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Latest Episodes:

He's Living A Double Life May 10, 2021

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Dear Steve and Shirley, I was a late bloomer and did not have a lot of dating experience until I was in my early twenties when I got braces and lost a little weight. Men loved it and would take advantage of me. I thought I had life figured out by the time I was twenty eight years old and I met the man I wanted to spend the rest of my life with..................

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I Fell in Love With The Cookie Monster May 07, 2021

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Dear Steve and Shirley, In 2017 I met a handsome man at a nail salon. He stared at me the entire time so I gave him my card as I left. He called and invited me to his apartment for dinner and we have been together since that night. He’s a big flirt and a bit too outgoing and it’s always bothered me. Two years ago, I started checking his phone and he was always talking to different women. Whenever I called him a flirt, he would say he’s a people person. He works long hours and I don’t get to see him every day so that bothers me too.................

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I'm Tired Of Sneaking Around With Her May 06, 2021

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Dear Steve and Shirley, I’m a 27 year old single man and I would love to stop sneaking around with the love of my life. I have been friends with my secret lover for 20 years and our parents are best friends. Our families did everything together for over 20 years but they had no idea about our secret romance. She and I have been best friends since we were 7. By the time we turned 13, she was blossoming into a woman and I liked it................

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I Fell For the Okie Doke May 05, 2021

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Dear Steve and Shirley, I’m a 38 year old single mother and I’m in a crazy situation with my exes. I was married eight years to a man that cheated on me multiple times. The first time was right after I’d had our first child. I forgave him and we moved on with life. Three years later, I got pregnant again and he started acting out again. I was in labor when I found out he cheated the second time. He fell asleep and his phone rang, so I answered it and the lady told me everything................

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All Of Her Men Are In The Jail May 04, 2021

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Dear Steve and Shirley, I am a single mother of two children and I had my first child when I was 16 years old. My oldest daughter is 28 years old now and my youngest is 26. As my daughters grew up, I had a lot of different men around them before I settled down with a man that was in prison. I made lots of bad choices and did things I regret, all for this man. When he was released from jail, I let him move in with us and he brought the criminal element in my home and showed my girls how to hustle and be street smart....................

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He Can’t Stop Looking At Butts May 03, 2021

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Dear Steve and Shirley, I’m dating an awesome guy and he treats me very well. Anything I want or need, he supplies for me. He’s a gentleman and our sex life is great. There’s just one problem... He has a bad habit of looking at other women’s butts. We could be on a date and he will stare at another woman’s butt as she’s standing there. If she’s walking away, he follows her with his eyes. We may be hugged up, having dinner, grocery shopping or driving down a street, he does not care.................

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The Secret Is Bound To Come Out Apr 30, 2021

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Dear Steve and Shirley, I am a 36 year old man and my wife and I split up almost 2 years ago. She moved on and is dating someone she met at church. She just had a baby a month ago and she kept it from me for 2 weeks. I found out after my pops told me. He said she sent him pictures of her infant daughter and my sister went to visit the baby a few days ago. My dad said my sister’s kids are in love with the baby already and she’s the cutest little thing ever.....................

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All Of My Ex’s Friends Are Fine Apr 29, 2021

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Dear Steve and Shirley, I’m a 31 year old single female and I met a really good man on a dating app. We’re from the same city and we know a lot of the same people. We dated for 3 months and he revealed to me that he went to college with my ex-boyfriend and didn’t want to run me off by telling me that up front. I was cool with it but my ex-boyfriend wasn’t and when he found out, he called to tell me his friends were off-limits...................

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He Tells His Mama Everything Apr 28, 2021

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Dear Steve and Shirley, I’m a 28 year old woman that just eloped with the love of my life. We dated for 7 years and we did not want to waste money on a big wedding, so we eloped and had a nice ceremony. I also wanted to elope so my husband’s mom wouldn’t be all in the mix trying to tell us what to do. She’s the reason that I waited so long to get married. She’s a meddler and gossiper and it’s not really her fault, because my husband tells her everything I do................

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He Brought Home Bedbugs Apr 27, 2021

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Dear Steve and Shirley, I am in my late thirties and I’m married to an older man. We dated for a short period of time and he moved in with me before we got married 4 months ago. My home is in a cozy, close-knit community and one of my neighbors recognized my husband and couldn’t wait to come give me some gossip on him. She said my husband was messing around with her aunt a few months before he met me and she thinks he’s been seeing her again since we got married..................

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