Strawberry Letter

Dear Steve and Shirley, I’ve been in a relationship with a woman for the past 15 years. It’s been on and off again, but she’s the one for me. She’s my everything and our kids are my world. I bet you are wondering why I haven’t married her and maybe you can help me figure it out too. For the first few years of our relationship, we kept it on the downlow because of her age. She was sixteen when I started dating her and I was 19..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I met my wife on an online dating site two years ago. All of the things she wanted in a mate matched mine to a tee. She had been married before and I had been engaged but I had called off my wedding in the nick of time. I shared my horrible experience with my wife and I told her that my ex had a past that I was unaware of and her own family was the one to tell me about her...................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, I really need some advice. I met this man that is 10 years older than I am and I really like him a lot. He’s still married, but he and his wife are living as roommates and he does not sleep with her anymore. I have gone to his house many nights and would leave before his wife and kids wake up. When he takes me out, we only go to the casino because I’m his lucky charm and he always wins big when I’m with him................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m married to one of the finest men in my whole town. We’ve been together 24 years and married for 18. He was my high school sweetheart and we married young and had 2 children early. We started having sex when we were 16 so he was the only man I’d been with, until recently. He has cheated on me and I forgave him because I had checked out of our marriage and was going through a little depression.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am 50 year old devoted wife with a big problem. I have been married to a great man for 23 years and we have two kids in college. He is a great provider and we both have solid careers, but, he has always had a big dream. He wants to be a big Broadway actor. My husband wants badly to an actor, but, he has never been able to make it work........................................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 33 year old married woman and I’ve been with my husband for 8 years, married for 5. My husband just found out that my male best friend is my ex-boyfriend. I also have a female best friend that I used to have threesomes with. We are all close and they loved my husband and he loved them. I was on FaceTime with my best friend the other night and he mentioned a tattoo on my lower back and said he remembered when I got it................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, I have been married to my childhood sweetheart for 8 years and we have two wonderful children. Early on, we had problems in our marriage and we were separated for a short period, but we worked things out and I thought we were back on track. My wife admitted that during our separation, she had flings with two other guys. She compared me to the guys she had the flings with and bragged about the money and nice things they had. I am an educated guy and I have a great full-time job and a part time job for extra money, but it’s not enough for my wife............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 29-year-old man and three months ago, I started seeing a gorgeous woman in her mid-20s. She has the best body, smooth and glowy chocolate skin, the sexiest voice. She is the best that I ever had if you know what I mean. She’s very affectionate and she treats me well. But she’s missing one important thing: a brain…............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m married to a man that spoils me and says he loves me unconditionally. We have been married for only 3 years but we’ve been together for 7 years. I’ve never suspected him of cheating until recently. We like to have lunch and dinner on the patio at our favorite restaurant so we can people watch. He is not the type to get mad if I comment on a man that passes by..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 38 year old married man and I have a woman on the side that I’ve been with for about 3 months. She’s newly married but she calls me her maintenance man because of her husband’s age. He’s significantly older and she said he has a problem in the bedroom, so we hook up once or twice a week. I’m originally from Kansas and my mom and I moved to Georgia after she divorced my dad................... 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 14 years and I have to keep reminding my husband who’s the boss. When we met, he was unemployed and I hired him as a delivery driver. I managed a pizza place at the time and after we started dating, I had to let him go because he was always late for work. Presently, I’m a regional manager for a fast-food chain and he’s a waiter at a neighborhood restaurant................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am dating a beautiful, strong, talented woman and everything was okay in the beginning, until we had sex for the first time. She controlled everything from start to finish and she did not let me do anything. She got on top and that was it and it seemed to go on forever. I tried to talk to her and plead with her to let me do some of the work, but she was not trying to have it. The second time we had sex, she brought in toys.......... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 28 year old single woman and I’m involved with a man that is 31 years older than I am. He told me he was separated from his wife when we met, but that was a lie, so I set guidelines for how we conducted our affair discreetly. He is handsome and loaded, so anything I wanted or needed, he had cash. I told him I wanted a house so we’d have more privacy and he helped me buy one. I pay the mortgage from our joint account he set up............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 38 year old married woman and we had what you’d call a whirlwind romance. We met and fell in love within 3 months and were married after only 9 months. All of my family and friends that met him, said he was the one for me and I should marry him right away. He knows how to treat a woman and he’s the best lover I’ve ever had.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been trying to figure out the best way to address an issue because I love my wife dearly. My wife turned 60 in May and to celebrate, I took her to Hawaii and I gave her a $5K prepaid credit card to use any way she wanted to. When we were in Hawaii, there was a photo shoot at our hotel all weekend and young, skinny models were all over the place. My wife started to feel self-conscious in her bathing suit so I made sure I uplifted her whenever I could..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 29 year old single woman and I’ve been dating a 29 year old man for 4 years. We had an on-and-off relationship and we broke up over a year ago and he met a chick and she fell in love with him quickly. He said it was just casual sex but when he and I decided to get back together, she wouldn’t stop bothering us. She caused problems in our relationship all the time and one night she went to his house drunk, so he made her some coffee and let her sleep on his couch.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, a few days ago, my husband and I went to his sister’s baby shower and I found my husband in the kitchen kiki’ing with a woman and he put her number in his phone. I went and introduced myself and she said she’s an old friend and it was good to be back in town. My husband walked off but I wanted to get to know her better. She told me she’s single and she lives in Dallas now, but she’d be in town a few days..................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

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.