Strawberry Letter

Dear Steve and Shirley, I thought I was married to the woman of my dreams. She’s 42 and I’m 38 and it didn’t matter that she was older than me or taller than me by a few inches. She’s 6’1’ and I’m 5’10”. My mother has never liked her and she said I need to watch myself around her… she also calls her my bodyguard cause she’s so big. We dated for two years before we got married and I vowed to be her protector because her ex-husband was abusive....................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 44 years old and I have met the love of my life but it took me 3 years to get used to him. We met in the mall 3 years ago on a Saturday. I remember the day in full detail. He was wearing a matching short set with knee socks and he had a brim on. He asked me where the Florsheim store was and I had to google it because I had never heard of it. He was an older man so I walked over to the concierge’s desk with him to see if there is such a store. The concierge said that the store closed a while ago and this man looked defeated............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my 46 year old wife and my 39 year old sister are up to something. My sister recently got a divorce so my wife spent a lot of time comforting her and in the process of doing that, they went on a vacation to Miami. When they got back, my sister was distant and wouldn’t come around. She said she met a great guy and was laying low and keeping her business private. My wife continued to go visit her and she even started taking her food whenever she cooked..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 32 year old single mom of a 16 year old and I still live at home with my 84 year old father. I have never moved out because I never wanted my daughter to suffer through any hardships or go without having the things she wants and needs. My dad takes good care of us, so that helps me save money. Here’s the problem… I’ve been dating a man for 4 years and we have a great relationship, but he is pressuring me to move in with him, with my daughter........ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m in my mid 40s and I’ve been married for 3 years. A month ago, my husband drove me to my hometown for one of my childhood friend’s wedding. We went to visit with my parents before the festivities and then we checked into our hotel. Everything was cool and we were having a good time until later that evening. We went to the rehearsal dinner and I got to see a lot of my old friends. I look the same as I did when I was 20 years old and my friends haven’t aged well.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I've been married for exactly one year to the devil. My husband is an IT manager and I’m a veterinarian. I celebrated our one-year anniversary and then I went to visit my parents for the weekend. My visit was cut short when I got a call from my neighbor saying there were a lot of cars at my house and she knew I was out of town.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 44 year old married woman and my husband is incarcerated so I’m raising our two sons alone. I get a little help from my husband’s family, but they always complain so I hate asking them for anything. When my husband went in, his job paid out his severance package and that held us over for a year. I got a job but it was hard keeping up with the kids and a job, so my husband’s boss offered me another solution.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 31 year old man and I met a really dope woman at a house party. She’s 30 years old, no kids, with a good job and her own house. I started vibing with her at the party so I asked her out. Two days later, she picked me up for our date and she asked to use my bathroom. She left the bathroom door open and told me to come in. She sat on the counter, whispered a few words in my ear and I almost lost my mind. After a few rounds of amazing sex, we sat up talking until 5am.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been married for almost three years now. My husband and I are intimate at least four days every week. I like to keep things hot and spicy, nothing is ever the same in the bed or wherever we chose to do it. I do all that I can to please him and I make sure I am pleased as well. Our sex is always amazing, but, he has confessed to being unfaithful during our entire marriage................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 55 year old divorced woman and I met a handsome, slightly older gentleman online. We have a lot of things in common and I found out we know a lot of the same folks. Since my divorce, I’ve put on a few pounds here and there but he doesn’t seem to mind it. When we first started dating in January, I had to spend a few days in the hospital and he called me daily to check on me. He’s a church going man and he’s a sharp dresser. There is just one problem that I have with him and it’s the way he eats................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 39 year old single mother of a 17 year old son. My son's father has never been in his life so I was blessed to have my dad to be a role model for him. My dad passed away in 2018 and since then, my mother moved in with me. She's home with my son daily while I work and she helps him with his virtual classes.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been with my wife for 13 years but we’ve been married for 9 years. We have three children, ages 4, 7 and 10. During our marriage, I’ve cheated and mis-managed our finances a few times. Whenever I messed up, I fessed up and she was always willing to forgive me and move on. But, when she’s angry with me, she’s just downright nasty. She’s spit on me and thrown things at me out of anger................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 37 year old married man with one son from a previous marriage and one son with my new wife. I’ve been remarried for almost 4 years and my life is great now. I have a great relationship with my ex-wife and my son is staying with me because he needs a strong male role model in his life. My wife is friendly with my ex-wife and that makes me love her even more. I do believe she’s what I needed in my life all along................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am happily married and my wife and I have two kids. The problem is I have a female friend from college. My female friend is also married with two kids and she lives in another state. We hardly ever see each other, but we do keep in touch. Over 15 years ago, she and I had sex. My wife knows we were intimate in the past because we all went to the same college. The other day I was talking to my friend on the phone, we chatted about reality TV shows, I congratulated her on her anniversary and we talked about our children............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Uncle Steve and Aunt Shirley, I am a young female that graduated from high school two years ago. Yeah and I am in a sticky situation. You see after graduation I met a guy on an online app and we texted back and forth and decided to spend some time together. We ended up going on dates and messing around a lot. He is a really great person but he was not the one for me so we ended our fling. We stayed in touch for a while through text messages but that was about it................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, a year ago I found out that my husband cheated on me with my sister. We were married for 9 years so it was not unusual for him to have a great relationship with my sis. They joked around and would play fight like they did not like each other. All along I thought it was cute and I had no idea that it was foreplay. I caught them in our garage one day, years ago, behind the car and my husband jumped up and told me they were trying to scare me. Boy was I stupid back then.......................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my husband and I have been together for 6 years and married 3. He’s 37 and I’m 31. He’s divorced and has a son and a daughter from his marriage. I absolutely adore them and they spend weekends and summers with us. My husband has always put his children first and I love that about him. He still finds time to spoil me by doing all of the cooking, planning dates for us and sending me flowers at work or randomly calling me during the day to say he loves me........................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 57 year old single mother and I am all up in my daughter’s business. My daughter is 31 years old and a professional woman. She’s dating a man that I can’t believe she would ever be attracted to. He is a 40 year old single father with twin sons that are 6 years old. He owns a car wash and makes a good living, but he’s flashy and loves to be the center of attention. He’s always been respectful to me, but I have a problem with how he tolerates certain behaviors from his twins’ mother.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m in my late thirties and I found out that my husband of 10 years has a girlfriend on the side. I have been tracking his car for months and he picks her up from work, takes her to dinner and then comes home. I even know where she lives and I’ve sat outside her house and blew the horn and waved at her. She knows who I am, so it’s odd that she’s never mentioned anything to my husband. A few weeks ago, I noticed a change in my husband’s pattern................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am 35 year old married woman and I have been married for three years, but, I've been with my husband for over 8 years. He was supposed to be a one night stand but he ended up rocking my world and I kept going back for more. He grew on me and I ended up falling in love with him. It's no secret that he fell in love with me first and he loves to tell people how he pursed me until I gave into him.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 62 year old widow and I live in the great city of Chicago. I was married for 34 years to a wonderful man and he died 3 years ago. Since then, I have secretly fallen in love with my 31 year old Godson. I know I should be ashamed of myself, but I’m not. When my husband first got sick, my Godson is the only person that would check on me and make sure I ate and I was getting some rest.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 49 year old retired businessman. I had a start-up in the early 2000s that did very well and I sold it in a multi-million-dollar deal. I make the majority of my income now from my real estate investments. That’s how I met my 27 year old fiancé. She was renting one of my houses and after three months of her living there, we had sex and I started taking care of her in every way. Here’s why….............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my husband of 22 years has made a lot of changes in the last 6 months. He’s been in the military since I met him and he retired last year, but he still hangs around with his co-workers. He has always cursed like a sailor because he was a sailor when he was younger. When we had our first child, I asked him to watch what he said around our daughter and he slacked up with using profanity..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 38 year old woman that has been married for 14 years and we have two children together. I realize when you are married people change over time and sometimes it is not even worth it to try to work things out. I am at that point with my husband. He’s changed into an evil monster. He has always been overprotective, possessive and extremely jealous but in the past few years, it has gotten worse.............................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I need your advice on an issue with my husband. We’ve been married almost 2 years and we are parents of a 7 month old baby girl. I’m a nurse and I work nights, 7pm till 3am. My husband is an optometrist and he had a licensing exam in Maine last month so he had to be gone for 5 days. I suggested that my best friend’s sister babysit while I was at work. She’s 25 now and I’ve known her since she was in 3rd grade.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m in my late fifties and I’m dating a man that is a few years younger than I am. We’ve been together for 8 years and it’s been on and off because we live in a small town so everyone is always in everybody’s business. He’s a cheap skate and he knows he doesn’t make enough money to support me and his drinking habit, so I’ve asked him for years to get a better job or a second job............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I met the love of my life 4 years ago right after I got out of a terrible marriage. My woman is educated, very established and drop dead gorgeous. She grew up in the suburbs and I grew up on the other side of the tracks. I’ve assimilated well and I have a great career, but my hood side still comes out when I least expect it. She loved my corporate and hood sides. For the first time, I was comfortable being myself around a woman.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 44 years old, divorced and single for 10 years. My husband divorced me because I cheated on him and the man I cheated with was married and he’s still married. We met at work and the rest is history. We are still in a relationship and it’s been 10 years now. Our sex life is great but our relationship has a few challenges. We have a 6 year old son and he has 2 children with his wife............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I've been with my man for two years and we have lived together for the past year. We have a really good relationship but there's one problem. He will not have any kind of sexual relations with me and this has been going on since we started living together. He says he wants to wait until we are married but he has not even proposed. We're not at that point in our relationship yet. He told me that when God puts it in his heart, he will ask me to marry him. When we first started dating we had sex all of the time. I am 56 years old and he is 60 years old and I think it's a little late in life for him to be practicing celibacy.......... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 49 year old female married to a 49 year old man. I have five children and five grandchildren. Here is the problem. My current husband is not the father of my children. I married this man when my children were young. So he's been in their lives for a very long time. My youngest son just graduated from high school and will be going away for college. So now my husband thinks that we're done raising children and from now on it will be just the two of us. He has said that we don't have to worry about the kids anymore because they are all grown and have their own lives. So am I not supposed to be involved with my children since they are no longer living at home.......... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley I've lost my best friend. We've been best friends for over 15 years. Thee best of friends. We were thick as thieves and nothing could keep us apart. Whenever she got in relationships she introduced me as her brother and I got along with all her boyfriends. She started dating her current boyfriend and I didn't approve of him at first because he had a reputation of being a liar and a cheater. I played it cool and supported her through all of the drama and the breakups with him. He knows I don't really like him. So one night he invited me to go to a strip club with him. I met him at the club and ended up having a great time........ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 30 year old mother of two and I've been married since I was 18. Well recently I met a man online and initiated the conversation with him about sports since we like the same teams. I was completely attracted to him when I saw him online and we decided we should meet in person and once we met we started out as friends and we talk to each other and saw each other daily............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am in my early twenties and I’m dating a guy that I've known this since high school. He was my high school crush and I always dreamed of being his girl. He had a longtime girlfriend and they broke up last year, so I made the first move to see if he was interested. He was, and we’ve been dating for five months now. He is a good boyfriend and the sex was as good as I thought it would be. Everything about him was pretty normal until recently, when I noticed he had a couple of furry animal costumes in his closet. We were lying in his bed, talking, and I noticed them so I jokingly asked if they were some old Halloween costumes............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my family has a church that they’ve been going to all their life and I recently joined. I decided to devote my life to fellowship and service at this church. My pastor is great but I always thought he was a bit creepy because of the strange relationship he has with my cousin. I had been watching them for a while and then in a stewardship meeting, my pastor mistakenly called my cousin “babe or bae” and she blushed. Immediately after the meeting, I asked my cousin what’s up with her and pastor and she got all awkward and tried to lie at first, but then she ended up spilling the beans............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I met a guy that I thought would be the man of my dreams, when we first met. He is a man of God and he would be a great father and husband to the right woman, but that woman is not me. I have a very high sex drive and this guy can’t keep up, so I lost interest in him and we broke up. He still takes me out on very nice dates and he visits me and my family every week, in hopes that we can get back together. In the meantime, I met another guy and he is willing and able to fulfill my sexual needs, but that is about it.......... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am an ordained minister and I’ve been a pastor at my church for 13 years. I’ve been married three times so I’m single by choice now. The church had a problem at first with a nice looking and suave single pastor but I managed to keep them out of my business until recently. My first wife went public with the details of our divorce about a month ago and that snowballed into an all-out investigation into my dealings with other women in our church................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am 42 year old married woman and I’ve been married for 4 years. I have 2 children from my first marriage and he came with 4 children from his first marriage. A month ago, we celebrated our fourth wedding anniversary and I found out that he’s had a girlfriend for as long as we’ve been married. She called him early on the morning of our anniversary and I answered since he was putting out the trash............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 34 year old woman and in my past I messed around with a man that was married and I was living my best single life. I was getting what I needed as far as money and great sex from my married man and a few other men I had on the side. Hey, I was young and enjoying myself. I kept it classy and I made sure my reputation stayed intact. I was in the clubs in short dresses and heels every weekend.......................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 32 year old man and my girlfriend is 30 years old. We’ve been together almost 4 years and at the start of our relationship, things were great. I proposed last year but she told me she needed her mom’s blessing before we got married. I thought her mom and I had a good connection, but she won’t give her blessing until she gets to know me better....................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I was in an emotionally abusive marriage for 8 years. I have been divorced for 2 years and I’m trying to get on with my life. My ex-husband talked down to me and called me names but I chalked it up to him being childish and inadequate as a man, so I was able to be friendly towards him for the sake of our 8 year old daughter, until recently. He adores our daughter and he got to keep the house in the divorce because he owned it outright................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 31 year old woman and I’ve been divorced for 5 years. I hate dating but I do want to be settled in a relationship soon. I’ve met some really weird men and I’ve started to weed them out by who has the least amount of issues. The last guy I met online is 31 years old and he lives with his parents. He’s employed, but says he’s looking for a better job. He said he had a weight loss surgery a few years ago and had some complications so he moved in with his parents for his recovery................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am an older married woman and this is my second marriage. When I met my husband, he was extremely handsome and generous. We connected spiritually and he joined my church. We didn’t court for long and he said he knew I was his soulmate the minute we met. I knew things could be going too fast because I’m his third wife, but I felt the same connection to him so I agreed to marry him................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 27 year old man and I have a best friend and we've been super tight for years. We have been thru all the good and bad girlfriends together and now that he’s married, I want to tell him so bad that his wife is too much. She’s too much of everything. She’s tall, thick, wears big hair, big lashes and her nails and toe nails are very long..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 34 years old and my significant other is 39 and we’ve been together for 3 years. I call him my significant other because he has yet to define our relationship. We started as friends, just like most couples do and as we got closer, he told me that he didn’t want anything serious but he enjoyed spending time with me. We started having sex a month after we met and at that time, I was very busy at work and helping my sister with her new baby, so I was not ready for anything serious either............................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 26 year old married woman and I’ve let my mother stay with me for 3 months. We live four hours apart so when I had my first child, she came to help out. My mom is one of those older women that looks great, dresses in trendy clothing and loves to change up her hairstyle. She’s single now after going through her second divorce and she lives with my grandparents............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 32 year old single man and I started a sexual relationship with a female that hangs out with me and my boys. She’s like one of the boys and we party together, work out together and she travels with us on our annual guys’ trip. She is a good friend and we respect her and her sexual preference. We’ve never talked about her love life, but I assumed she never dated a man before. We’ve been friends since middle school and she has always been a pretty girl........................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been with my fiancé for 3 years and we’ve been engaged for almost a year. We have had sex almost every night since we met. Since he proposed, he’s been wearing me out physically. He has raised the bar so high in the bedroom that I can’t keep up. He’s doing all kinds of positions and tricks on me nightly and I’m exhausted. He knows I work two jobs and we have a small child to take care of................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am in need of advice. I am a 36 year old divorced man and I’m engaged to be married. I’m a middle school teacher and I have 2 children by my first marriage. My first wife is also a teacher at the same school and we divorced after I caught her cheating on me in her car with the track coach at our school. After the scandal, he transferred to a high school and my ex-wife married him. It was hell to have to work with her after she moved on with the guy that she cheated on me with.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my boyfriend and I have been together 2 years and we had planned to get married soon but I got pregnant instead. He’s 27 and I’m 25 years old and we moved in together so he could help me with the baby. My family didn’t really care for him before I got pregnant and they really don’t like him now since he's still not working and I’m paying all of the bills. Let me set the scene for you................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 55 year old mother, still raising a 24 year old man and he’s still living in my house. All of my family calls him Casanova because he’s very handsome with a head full of black curls. He’s never been full of himself, but he’s well aware of how good he looks. He’s never been in a relationship and when he was in high school, girls used to call my house so much I had to restrict calls sometimes.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.