Strawberry Letter Podcast: He has sleepovers with his best friend Dear Steve and Shirley, I am in my early 30s and I am dealing with a guy in his mid 30s. We hung out for a couple months and he was ready to get serious which meant it was time for me to give […]
Strawberry Letter Podcast: Should I cancel the party or cancel my girlfriend Dear Steve and Shirley, I’ve been with my girlfriend for 10 years and we’re having our first major issue. When I met my girlfriend she was new in town so I introduced her to my group of friends and their wives. There are […]
Strawberry Letter Podcast: I want to teach these twins a lesson Dear Steve and Shirley, You are not going to believe this, I am 30 years old and my longtime girlfriend has an identical twin sister. I can barely tell them apart sometimes, they both have short curly fros, they both have dimples in both […]
Strawberry Letter Podcast: Torn between two lovers Dear Steve and Shirley, Two years ago I met the man of my dreams and he loves me, motivates me and we can’t get enough of each other sexually. We’ve been talking about marriage and starting a family soon. There is just one problem…Recently I’ve been thinking a […]
Strawberry Letter Podcast: He’s balling out of control with my money This letter is from a woman in her early 50’s who has been with her husband for seven years and he won’t keep a steady job because she is his safety net….
Strawberry Letter Podcast: He Stole My Heart And A Few Other Things Dear Steve and Shirley, Awhile back I met a man on a dating app and it was supposed to be just a one night stand. He came over and we had the most explosive sex after that we talked all night. He lives […]
Strawberry Letter Podcast: He is taking performing in bed to another level This crazy Strawberry Letter is about COVID-19 effecting a 32 year old woman’s marriage. While sexing in quarantine the sex got boring so they decided to role play……..
Strawberry Letter Podcast: I want to have multiple women but I love my wife Dear Steve and Shirley, I am a 40 year old black man with a lot of weight in my community, I am a very well known business man and former professional football player. I’ve been married for 10 years and I […]
Strawberry Letter Podcast: He Made A Lifetime Commitment To Another Woman Dear Steve and Shirley, I am 29 years old and my boyfriend is 30 and he’s a idiot. We’ve been together for four years and his ex girlfriend and I were close friends before her man chose to be with me instead of her. […]
Strawberry Letter Podcast: I am falling in love with a big baby This Strawberry Letter is about a woman in love with a man that has problem, he suffers from infantilism…
Strawberry Letter Podcast: I found out that I married a drunk Dear Steve and Shirley, My husband and I got married in January and I relocated to be with him after the wedding. We dated for two years in a long distance relationship before we got married. When I moved in with him I found […]
Strawberry Letter Podcast: My man treats me like an afterthought Dear Steve and Shirley, I’ve been in a relationship for almost two years and when I think about the things this man has shown me sexually and mentally I am floored. He literally takes my breath away but there are a few problems with our […]
