Strawberry Letter

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.

Dear Steve and Shirley, I am a 30 year old single woman, forced to live with my 46 year old father for the first time ever in my life. I moved in with him last year after I got pregnant and lost my job all in the same month, during the pandemic. My parents got pregnant with me in high school, so I was raised by my 2 grandmothers and I thought of my dad as an older brother or a playmate because he didn’t do anything but play with me when I was younger................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been in a relationship for 4 years and my boyfriend and I live 3 hours apart. We’ve always been in a long-distance relationship and I thought everything was fine, until recently. He started talking about marriage after we dated 2 years and he said he would gladly move to Philly to be with me. I got all excited about marriage and I started preparing myself emotionally and financially to be with him for the rest of my life.................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 48 year old single, educated and professional woman that has never been married. I have dated 3 guys in the last 8 years and decided to give it a rest until recently when I met a very nice man that works with my aunt. We talked a few weeks over the phone before we met. Then he called me one day and said he’d been in a bad car accident and his face hit his steering wheel so he had to have emergency oral surgery and all he could think about was me.................... 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 dating for about 5 months and he’s the best man I’ve ever been with and he treats me really good. There’s a situation that I’m dealing with and my man doesn’t understand why it’s bothering me. When we first met, he had just gotten a divorce. I mean it was literally finalized the day before I met him. Because it was a quick divorce, he was still living in the house he shared 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 married for 8 years and my wife has owned a trendy clothing boutique for 4 years. She decided to hire young, attractive females to represent the type of clothes she sells. The store manager is a gorgeous 28 year old woman with a banging body. Two years ago, my wife decided to help her pay for body contouring procedures so she can always look great in the clothes at the boutique. I didn’t approve, but my wife said it’s her money and she did it anyway........................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I really hope you can help. I am 41 and my husband is 43 years old. We’ve been together for a total of 13 years and married for 10. Throughout our relationship there have been situations where my husband was getting attention from lots of different women and entertaining them on the side. This was all before social media got amped up. I would notice him buying new clothes or working out more and I just knew some woman must’ve complimented him or told him he had nice arms or something................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, about 2 years ago I messed around with my sister’s husband after a drunken night out. I made him swear that nothing would ever happen between us again. We managed to stay away from each other but he would text me often, begging for just one more night with me. He would tell me how sexy I am and I’m the best he’s ever had and he’s with the wrong sister and all of that...................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have a problem and I've been praying over it for years but I can’t seem to get over it. I married a man when I was 26 years old and he was 41 years old. We had a great married life, a nice big home and three lovely children. I thought our fairytale would never end, but it did. We were married for 8 years and on his birthday, he asked me for a divorce and served me papers. I was shocked that he already had the papers drawn up......... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have a loving heart and always try to help others. That being said the other day I was in the discount store buying toiletries to make packets for the homeless. I keep at least five packets in my car at all times and I give them out when I see the need. So I was in the checkout line and there was a couple in front of me. I overheard the lady ask the clerk how much was tax on a seven ninety nine shirt. The cashier told her 69 cents. Both the man and woman started looking everywhere for the change. I eased over to the man and I tried to slip two dollars in his hand........ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 47 year old divorced female and I am in need of advice. I am in management at my company and I own two properties and a boat. I have two nice cars and I am very active in my community with charities and civic organizations. After I got a divorce I vowed to live my life on my own terms and treat men as an option not a necessity......................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I've been dating a great man for almost 2 years and before the pandemic, I moved in with him. He had high hopes of having sex more frequently but just the opposite of that happened. I’m 28 years old and he’s the only man that I have had sex with in my life. I agreed to move in with him because we’re at each other’s house every night anyway but I do want to marry this man, so I know that playing house with him could spoil everything.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 34 year old woman and I'm married. I found the man of my dreams and he’s treated me like a queen since the beginning of our courtship. We’ve been married almost a year and until recently, my life and marriage were great. He’s in his late 40s and he’s having issues with high blood pressure so his doctor put him on a high dose of medication. Because of all of the medicine, our sex life sucks....................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my ex-husband and I are both in our 40s and we have three children under age 12. We divorced over two years ago and recently he allowed his girlfriend to move into my old house with him. The kids mentioned it, so I asked my ex to let me meet the woman that my kids are around. He got upset and said it’s none of my business. I said I should know who’s around my children and he said all I need to know is that they’re with him and that's all that matters...................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am having a major problem. My fiancé and I have been together for almost 2 years. She is 37 and I am 29. In the early stages, we use to throw down in the bedroom! I'm talking about doing it everywhere like 5 times a week and multiple sessions at a time, to the point where we ended up with bruises or bite marks. Her hair could never stay done back then. But lately, I can barely get her to take care of my needs and her mood about sex has drastically changed.................. 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 woman and I recently got engaged to a man who's almost perfect. We're on the come up and have promising careers and our life plans are laid out. We want the same things, but there's one issue: He hates my mother. I admit she was a little tough on him when they first met, but she only had my best interests at heart. She asked him a lot about his background and ambitions and he took it as criticism.................... 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 female and I am in love with a man that I can’t have. We started out as friends ten years ago and one thing led to another and we made love. I must have the magic touch because he was stuck like glue to me after that. I moved to another city and before I left, he asked if I would be his girlfriend. He came to visit me every weekend so I never in a million years would think he was cheating on me............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 50 year old married man and my wife and I have been married for 11 years. When we got married, I was working on my doctorated degree and I worked full time and struggled to take care of her and our newborn child. She decided to start school herself after having our second child. She got her master’s degree in 2019 and I expected her to apply for a job but instead, she decided to get a doctorate degree...................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am 34 years old and I’ve been dating a sexy, chocolate man for four years. We have a very active sex life and during the lockdown we started spicing things up and filming our exploits around the house. He’s very kinky and likes it when I dominate him and tie him up. We have a three year old son and because of the lockdown, my mother hasn’t been able to see him for almost a year. She told me no matter what my son does, she wants pictures or videos because she misses him so much.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am 34 years old and I was dating a guy that’s 32 years old and we broke up because he said I am not a team player. A week ago, he had to put his car in the shop and he asked if I could pick him up from the repair shop. I went by to get him and he said his car would be ready in a week. I had planned to drop him off at home and go to dinner with my co-worker. I got to his house and went in to use the bathroom. I noticed he was in his closet and he had a suitcase on his bed............... 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 my husband and I had our first child 6 months ago. My husband is a musician and he’s back to traveling a lot, so he suggested that we hire a nanny. I welcomed the help and when my son was 2 weeks old, we hired a 26 year old girl that had just moved to the US from Belize. She is beautiful inside and out and she has a big family so she’s been helping raise children since she was 12 years old.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 51 year old man and I have a wife but I haven’t lived with her in 4 years. It’s a long story but I’ll try to make it brief. Four years ago, my cousin had a bad divorce and he needed somewhere to stay, so my wife and I let him rent one side of a duplex we own. I made him promise to be respectful to my older tenant that shared the duplex with him because she’s a Christian woman that loves peace and quiet................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 36 year old male and I misjudged my fiancé. I met her on social media and we had a long-distance relationship for five months. When I first visited her, I should have known better than to pursue her. She’s 32 years old and lives with her mom, her 3 children, her 2 sisters and 2 nieces. But she was always well put-together and she had her own tax business, so I gave it a chance..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I was a late bloomer and did not have a lot of dating experience until I was in my early twenties when I got braces and lost a little weight. Men loved it and would take advantage of me. I thought I had life figured out by the time I was twenty eight years old and I met the man I wanted to spend the rest of my life with.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, In 2017 I met a handsome man at a nail salon. He stared at me the entire time so I gave him my card as I left. He called and invited me to his apartment for dinner and we have been together since that night. He’s a big flirt and a bit too outgoing and it’s always bothered me. Two years ago, I started checking his phone and he was always talking to different women. Whenever I called him a flirt, he would say he’s a people person. He works long hours and I don’t get to see him every day so that bothers me too................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 27 year old single man and I would love to stop sneaking around with the love of my life. I have been friends with my secret lover for 20 years and our parents are best friends. Our families did everything together for over 20 years but they had no idea about our secret romance. She and I have been best friends since we were 7. By the time we turned 13, she was blossoming into a woman and I liked it................ 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 single mother and I’m in a crazy situation with my exes. I was married eight years to a man that cheated on me multiple times. The first time was right after I’d had our first child. I forgave him and we moved on with life. Three years later, I got pregnant again and he started acting out again. I was in labor when I found out he cheated the second time. He fell asleep and his phone rang, so I answered it and the lady told me everything................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.