Strawberry Letter Podcast:  He’s Louder Than I am   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 relations. […]

Dear Steve and Shirley, I am a young woman in my early 30s and I have been dating at 44 year old man for 10 years. We have had a great relationship until recently, when his mother moved to the city we live in. Since then, we’ve been fussing more and I’m really starting to […]

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Strawberry Letter Podcast:  Pick Me Or Your Mama Dear Steve and Shirley, I am a young woman in my early 30’s and I’ve been dating a 44 year old man for 10 years.  We have had a great relationship until recently when his mother moved to the city we live in.  Since then we’ve been […]

Strawberry Letter Podcast:  I wish his wife would leave us alone Dear Steve and Shirley, I am a 40 something single female and my boyfriend is  sixty nine years old.  When we first started dating he was my sugar daddy and he paid my mortgage my car note and sent me on vacations several times […]

  Strawberry Letter Podcast:  My wife keeps leaving me and coming back Dear Steve and Shirley, I am a 35 year old man with two kids and a stepdaughter by my wife.  I love my family but I have come to a breaking point with my wife.  For the second time in four years she […]

Strawberry Letter Podcast:  I Can’t Find A Man In Real Life Or Online Dear Steve and Shirley, This isn’t a typical letter about cheating.  I am in my mid 30’s and I’ve been single for too long.  I am a nurse and I meet a lot of great men at work but I am not […]

  Strawberry Letter Podcast:  Can’t nobody be that in love Dear Steve and Shirley, I am a 37 years old single lady and I work with a married couple that gets on my last nerve.  Their the most happy in the world and they love to rub their relationship in everyone’s faces.  We’ve all recently […]

  Strawberry Letter Podcast:  Believe half of what you see and none of what you hear Dear Steve and Shirley, I am best friends with the stupidest guy in the world.  He’s been dating a woman for one year and he’s ready to give her keys to the kingdom.  He’s a successful realtor and has […]

    Strawberry Letter Podcast:  Does he have a problem or am I the problem Dear Steve and Shirley, I am married to a wonderful man that is 13 years older than I am.  He is my everything and in the beginning of our marriage we were very active and traveled a lot.  Now, it’s […]

  Strawberry Letter Podcast:  The country bumpkin is not welcome in my family Dear Steve and Shirley, I need your advice because my daughter is in love with a country bumpkin.  She is 24  years old and she got engaged recently and she brought her fiancee to town to meet my husband and I.  As […]

  Strawberry Letter Podcast:  He loves to mention his ex-wife Dear Steve and Shirley, I am married to my high school sweetheart but we’ve only been married for four years.  After high school we went our separate ways and he was married for 20 years and had three kids with his wife.  I was married […]