Shirley Strawberry

Dear Steve and Shirley, I am going to dive straight in.  I am a 28 year old father of 3 daughters by 3 different women.  My girlfriend is pregnant now.  The problem is I am trying to be the best father for the girls and the best possible side piece for all the mamas…..  

Dear Steve and Shirley, I currently living with my mom because of a back problem I got a few years ago.  I had to humble myself and ask her if I could stay with her temporarily after I lost my job.  She said that I could stay there until I found someone crazy enough to […]

Dear Steve and Shirley, I’m 25 years old and I am in big trouble with my girlfriend’s parents. My girlfriend and I got pretty intense in the bedroom last week and I pulled out my phone and started recording us. It was dark in the room, so the video was not that good, but I […]

Strawberry Letter Podcast:  When I say crazy I mean crazy! Dear Steve and Shirley, I am a 38 year old wife and mother of 4 beautiful daughters.  My husband and I have been together for 18 years and married for 10.  We’ve been separately for the last 3 years because my husband accused of me […]

Strawberry Letter Podcast:  He doesn’t like to wash first Dear Steve and Shirley, My boyfriend and I are in our mid 50’s we’ve been dating for almost a year and are very much in love with one another.  Our love life has it’s hills and valleys due to his health conditions and his hygiene. He’s […]

  Strawberry Letter Podcast:  Should I tell him to stay with his wife? Dear Steve and Shirley, I am 56 years old and I am dating a 61 year old man that is separated from his wife.  He has been pursuing me for a while and when he got a legal separation and moved out […]

Strawberry Letter Podcast:  She had my clothes on when he walked in Dear Steve and Shirley, I got in a bad fist fight with my best buddy because of a woman that he is secretly in love with. I had a house party recently and we all had a lot to drink, so I offered […]

Strawberry Letter Podcast:  I went from the main house to the out house Dear Steve and Shirley, I cheated on my fiancee four years ago and I found out that he cheated on me too.  When he caught me in the act he wasn’t upset at all and informed me that he was cheating too […]

Strawberry Letter Podcast:  My mind says no but my body says yes Dear Steve and Shirley, My husband and I have been married for 9 wonderful years and we’ve never had any major issues in our marriage. He’s great with the kids, he’s a great provider and he’s a hardworking man. The only touchy subject […]

Strawberry Letter Podcast:  Don’t bring any more kids to my house Dear Steve and Shirley, I am a 62 year old married man and I’ve been married for 30 years.  My wife and I have one daughter that is 31 years old and she still lives in our house with her husband and their three […]

  Dear Steve and Shirley, I am a 27 year old married woman with a two year old son that won’t stop cussing. Recently, whenever he gets frustrated or upset, he starts cussing. If he falls down and hurts himself, he cusses. If I tell him no, he cusses! I assumed he was hearing these […]

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. […]