Strawberry Letter

Strawberry Letter Podcast:  PYT with the scary older man Dear Steve and Shirley, I am the pretty young thing that wrote you about my lover that is the same age as my father I took Shirley’s advice and asked my lover if the relationship was going anywhere or was it just a fling?  He told […]

Strawberry Letter Podcast:  Her Husband was my Best friend Dear Steve and Shirley, I am a 27 year old single female and I am in need of advice.  I’ve had a male best friend since high school and he is an active duty officer in the military.  He’s been away for nine months and he […]

Strawberry Letter Podcast:  I don’t have a good feeling about this Dear Steve and Shirley, I am ready to call off my engagement but I need your advice first.  My fiancee and I are both divorced and our first marriages were terrible.  I’ve been working on my issues so that I can be a better […]

Strawberry Letter Podcast:  He has two Wives and two separate lives Dear Steve and Shirley, I am 22 years old and I recently graduated from college so I am quarantined at my parents house.  They’ve been married for 37 years and the marriage has been rocky since I was a little girl but they are […]

Strawberry Letter Podcast: COVID-19 caused my Husband to confess Dear Steve and Shirley, My husband and I are having some real marital issues right now and I blame it on COVID-19……

Strawberry Letter Podcast:  My Husband likes pictures of big butts   Dear Steve and Shirley, My husband and I have been married for 15 years and we got 2 children.  I was helping my daughter with a home school video three weeks ago and my husband’s phone is top of the line so I was […]

Strawberry Letter Podcast: My Life is about to be a real Strawberry Letter:     This Strawberry Letter is about a man dealing with a woman who found out that her great uncle is her REAL Father!!!!  Uh- OH!  

Strawberry Letter Podcast: We Both Got Busted And Can’t Be Trusted   This Strawberry Letter is about a 52 year old woman who is dating a 45 year old man and has been dating him for years but then suddenly he started to only visit her on the weekends for a quickie….

Strawberry Letter Podcast: Pretty Young Thing Dear Steve and Shirley, I am a 25 year old female that has been dating a 55 year old man for two years.  He is the same age as my father and he’s very established and he takes good care of me…

Strawberry Letter Podcast: My Husband Is Obsessed With A Ex Dear Steve and Shirley, I hope my husband is listening today because I have a problem with him and he thinks it’s no big deal.  My problem is that my husband is obsessed with a ex girlfriend he dated 35 years ago….    

Strawberry Letter Podcast:  I have a video vixen in my garage Dear Steve and Shirley, I am a 30 years old man and my wife is 28.  I was recently laid off due to the pandemic so money has been a little tight because of it my wife is making me feel less than a […]

Strawberry Letter Podcast: I May Be Falling For A Liar Dear Steve and Shirley, I’m a 30 years old divorced female and I’, working on my Master degree in Nursing, so I wasn’t focused on dating after my divorce.  Six months ago, I met an amazing 25 year old man that was heaven send.  He […]