Strawberry Letter

Dear Steve and Shirley, I’m dating an awesome guy and he treats me very well. Anything I want or need, he supplies for me. He’s a gentleman and our sex life is great. There’s just one problem... He has a bad habit of looking at other women’s butts. We could be on a date and he will stare at another woman’s butt as she’s standing there. If she’s walking away, he follows her with his eyes. We may be...

Dear Steve and Shirley, I am a 36 year old man and my wife and I split up almost 2 years ago. She moved on and is dating someone she met at church. She just had a baby a month ago and she kept it from me for 2 weeks. I found out after my pops told me. He said she sent him pictures of her infant daughter and my sister went to visit the baby a few days ago. My dad said my sister’s kids are in love w...

Dear Steve and Shirley, I’m a 31 year old single female and I met a really good man on a dating app. We’re from the same city and we know a lot of the same people. We dated for 3 months and he revealed to me that he went to college with my ex-boyfriend and didn’t want to run me off by telling me that up front. I was cool with it but my ex-boyfriend wasn’t and when he found out, he called to tell m...

Dear Steve and Shirley, I’m a 28 year old woman that just eloped with the love of my life. We dated for 7 years and we did not want to waste money on a big wedding, so we eloped and had a nice ceremony. I also wanted to elope so my husband’s mom wouldn’t be all in the mix trying to tell us what to do. She’s the reason that I waited so long to get married. She’s a meddler and gossiper and it’s not...

Dear Steve and Shirley, I am in my late thirties and I’m married to an older man. We dated for a short period of time and he moved in with me before we got married 4 months ago. My home is in a cozy, close-knit community and one of my neighbors recognized my husband and couldn’t wait to come give me some gossip on him. She said my husband was messing around with her aunt a few months before he met...

Dear Steve and Shirley, I have been dating a man for 8 years and he proposed last month. Shortly after we met, he found out about a 2 year old daughter by a woman he had a one-night stand with. The child’s mother was messing with 2 guys so of course he took a paternity test. I drove him back and forth to visit his child, which was over 3 hours away. I was friendly with the child’s mother and his d...

Dear Steve and Shirley, I am a 34 year old male and my fiance is 31 years old. Our wedding is planned for this November but I may have to call it off. The problem started over a direct message I got on Instagram from a female I used to have sex with, but, we never dated. Her message was, "Hey, it's been a minute.................... Learn more about your ad-choices at https://www.iheartpodcastnetwo...

Dear Steve and Shirley, I am a 37 year old single mom and I have been divorced since my child was three years old. My ex-husband did not contribute financially to me and our daughter in the years past because he had some health issues which kept him from working for a long period of time and he ended up moving in with his dad...................... Learn more about your ad-choices at https://www.ih...

Dear Steve and Shirley, I am a 28 year-old professional woman, living with my 33 year old boyfriend. We’ve been dating for almost 2 years and we’ve had a lot of ups and downs because he doesn’t have a lot of respect for women. He thinks women aren’t loyal and women only date men with money and trade up if a flashier, richer guy comes along. We’ve broken up a few times over his insecurity and each...

Dear Steve and Shirley, I need your help! My husband’s mother is separated from her husband and she’s staying with us temporarily while she works out her marital issues. Meanwhile, she’s been up late at night entertaining a younger man. My husband has seen it with his own eyes, but he doesn’t know how to confront her about it. My husband said we need to focus on getting her back with her husband s...

Dear Steve and Shirley, my best friend worked as a bartender at a popular restaurant and she introduced me to the new manager of the restaurant recently. He’s middle aged, handsome, tall and he has a nice beard. I was hooked on him because of how well he carried himself and I’ve always been attracted to older men. This restaurant has the best Sunday brunch and I’m always there, with my bottomless...

Dear Steve and Shirley, I am a 53 year old man and I have been married for going on 25 years. My wife and I use to have an active sex life, but for the past few years the magic has been happening less and less and now we do it once or twice a year. I’ve talked to her about it but she always seems to make up excuses. The one I hear the most is that she’s not in the mood because I’ve made her mad ab...

Dear Steve and Shirley, I’ve been dating an amazing guy for two years and I feel like I have finally found my future husband. He is great with my kids and my family loves him. I couldn’t have asked for a better man to enter my life, but there’s just problem. It’s his ex-girlfriend that won’t go away. He was honest about a crazy ex that he had a bad breakup with and he’s been trying to end all of t...

Dear Steve and Shirley, I love my husband to death although he and I are different in a lot of ways. They say opposites attract and we are living proof of that. He’s very successful and very frugal to the point that he won’t shop for himself so I have to do it. When I met him, I started shopping with him and for him and he always complained about prices. He’s also a practical man so he likes to ha...

Dear Steve and Shirley, I’m 36 years old and recently divorced. I met a guy 8 months ago and he just got divorced too. We bonded over our divorce dilemmas and he was open and honest about his breakup. He told me that he was controlling and they had a rough marriage because she liked to fight him and throw stuff at him. He told me that he had to restrain her a lot, but he never laid a finger on her...

Dear Steve and Shirley, I’m 28 years old and I met a great man a year ago and things progressed quickly in our relationship and it seemed like he was the one. I waited till the 3rd date to have sex with him and it was all of that and more. He’s an amateur boxer and I started going to see him practice and I would join some of his workouts. He was definitely an Alpha male and I felt secure in his ar...

Dear Steve and Shirley, I’m a 29 year old hard working mother of 2 and I’ve been engaged for almost a year. I won’t set a date with this man because he’s not the man I thought he was. My fiancé is for the streets and he’s disrespectful with it. When we first started dating 3 years ago, I developed a great relationship with his mom and sisters but recently they take up for him when he’s messing aro...

Martell Holt, reality TV star of Love and Marriage Huntsville, on the OWN Network joins us LIVE. Martell is here to get advice on his very public scandal involving infidelity and an impending divorce. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am in a struggle right now and I need a little advice for a big problem. I have a male friend that I’ve known since 1st grade and we’re almost 40 now. I’m divorced and dated a lot of men after my divorce. One day recently, I had a revelation that my soulmate is someone I have known all of my life. My good male friend and I hang out all of the time, but he’s not who I had...

Dear Steve and Shirley, I’ve been asked to stand with my friend in his wedding. I’m a female, so I can’t be a groomsman but I’ll be at his side at the wedding. Why am I not a bridesmaid, you ask? The future wife is controlling and she doesn’t want him to keep any of his female friends. My friend and I are so close that he officiated my wedding and now he and my husband are the best of friends. I’v...

Dear Steve and Shirley, My fiance and I have been together for a while but we don't live in the same city so we do everything we can to keep the spice in our relationship. We send flirty texts and explicit pictures and when we're together it is on and poppin'. The texts and pictures we send are so raunchy, risque and vulgar that a pornstar would blush. We can't help it.................. Learn more...

Dear Steve and Shirley, I am a 44 year old married woman and we have new neighbors across the street. They moved in during the pandemic, so we see them in passing, but we haven’t formally met them. Two Saturdays ago, I was upstairs reading and resting. Our bedroom is on the front of the house and I had the windows raised so I could feel the breeze. I kept hearing noises like there was a wounded an...

Dear Steve and Shirley, I’ve been married 2 years to a man that is my everything. Things were great for the past 2 years but now the marriage may be over. I found out that I’m married to a prostitute! A week ago, my husband and I went to purchase two new tires for my car. My husband claimed he was testing out the new tires and he sped out of the parking lot and onto a service road. There was a pol...

Dear Steve and Shirley, I need your help on how to resolve a big mess with one of my girlfriends. I have a non- profit organization for homeless women and I provide clothing and toiletries for the ladies. I’ve been using part of my living room to sort donations. An old friend of mine recently lost weight and donated her old clothes to my organization. I went by her house to pick up the items and I...

Dear Steve and Shirley, my husband's father just passed away so we went to his parents’ home to make the arrangements with his mother and his sisters. With everything that his mother and sisters wanted for the funeral, it was going to be over $35,000. His father did not have life insurance, so the $35,000 would be coming from the family’s pockets. My mother passed away 5 months prior and I receive...