Strawberry Letter

Strawberry Letter Podcast:  She’s Been A Cheater Since High School Dear Steve and Shirley, I’m in love with a woman that has carried herself like a garden tool all of her life.  In other words, she’s been lose since high school when we started dating.  I dated her into my early 20’s and after we […]

Strawberry Letter Podcast: Can You Outgrow Being Ghetto Dear Steve and Shirley, I’m a 28 year old engaged female and my wedding was put on hold because of the pandemic.  My fiance and I are living together for the first time because he thought that it would be fun quarantined together.  I’m very grateful that […]

Strawberry Letter Podcast: She Gave Him Exactly What He Wanted Dear Steve and Shirley, I’ve been with my boyfriend for 11 years and he’s 11 years younger than I am.  When we met I had two children from a previous marriage and he said he always wanted to have his own child with me.  Well […]

Strawberry Letter Podcast: My Neighbors Daughter This is a letter from a 53-year old man who is newly single and very attracted to his neighbors 30-year old daughter.

Strawberry Letter Podcast: He has the Mother & the Daughter hooked Dear Steve and Shirley,   I’m writing for my friend because she has lost her mind and I need her to realize that what she is doing is wrong.  My 28 year old friend has two children by her Mother’s 56 year old boyfriend […]

Strawberry Letter Podcast: I’m just trying to stay out of jail Dear Steve and Shirley, I’m in a relationship with a cheater and I need your advice.  Last week my man was cutting the yard and he left his phone in the kitchen by mistake.  It kept dinging and ringing so I checked it.  His […]

Strawberry Letter Podcast:  He Is Treating Me Like A Bad Business Deal Dear Steve and Shirley, I am a 34 year old divorced former model and beauty pageant winner.  Five years ago, I met and married the most perfect man.  My husband is the CEO of a major company so we had an ideal lifestyle.  […]

Dear Steve and Shirley, I’m 28 years old and my fiance’ is 35.  We have a baby on the way and I recently moved across the country to be with him.  Now that I’m living in his home I’m not sure that I am making the right choice….. __

Dear Steve and Shirley, I am a 24 year old woman who is dating a 28 year old man.  Our relationship is great but I am holding a secret that could start a war within our social group.  Here is my problem, my boyfriend’s best friend is a pervert…..

Dear Steve and Shirley, I have been with a liar for 7 years and I thought we had been married for three years.  When we first met he told me that he is an only child.  Three months into our relationship I went by his mom house to drop something off for him and there […]

I’m a 30 year old man and I’ve been dating a new girl for about 3 months.  Intimacy came after we had known each other for at least a month.  I would spend the night over her house and she would stay over at mine.  One evening in late March we were watching the news […]

Dear Steve and Shirley, I’m a married woman in my mid 40’s and my husband is too.  We’ve been together a total of 5 years and we’ve been married 3 years.  Early on, he explained he had some medical issues that sometimes kept him from having sex…..