Strawberry Letter

Dear Steve and Shirley, I am a hardworking, educated, financially secure, good looking mature woman with a lot to offer, but since my divorce, I had been having trouble with dating because the men I meet say that I have too many prerequisites and they lose interest. My goal was to meet a man age 55 to 65, but instead, I finally met a man that is 75 years old. He is retired and he’s everything that I looked for in a man. He’s a sharp dresser, good looking, financially stable and he has good morals.......... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a mother of 2 beautiful kids and have been married for 8 years. When I met my husband, life was great and out of nowhere, he swooped in and stole my heart. We dated for a good while before he proposed and I withheld sex until I got the ring. It’s like we knew we were soulmates when we met, so he did not mind waiting until we were engaged to have sex. He took on my two children as his own and we had planned on having one more child together. That was before marriage............ 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've been married for four years and I am not the kind of wife that snoops around to see if my husband is talking to other women. I know for a fact that he is talking to other women and I pray that his commitment to me can withstand temptation. I was married before and my ex-husband and I are cordial to each other, but, whenever I talk to him, my current husband is around.............................. 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 the past six years to a man that my older sister introduced me to. They met at work and she told me he wasn’t her type. We dated for 2 years and he asked me to marry him and he promised me the world. We had a small wedding and we went on a cruise for our honeymoon and he insisted that my sister go with us................................. 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 28 years and we’ve been married for 17. We have a 19 year old son together and my son recently got his father hooked on Instagram. Before my husband got on social media, we watched movies as a family, we’d go walking in the evening and even fool around in the morning. Now when he wakes up, he’d rather look at pictures of topless women or women in swimsuits or in thongs.............................................................. 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’ve been married for 14 years and I have a busy schedule as a high school basketball coach. After years of marriage, my wife still doesn’t get how stressed I am around this time of year and she had been pressuring me to buy a Christmas tree and have it up by December 1st. I missed her deadline cause of my schedule......................................... 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 40s and I’m a puppeteer and I do stage plays at the children’s theater. I also teach theater at a community college and I work part-time in a vintage boutique. I just got out of a bad relationship, so I was just trying to stay busy but then, I met a slightly older man and I’m fascinated by him. He came into the boutique about 3 months ago and he told me he’s a thrift store fanatic because he likes clothes from the 60s and 70s................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 42 year old single mother of a son that is 20 years old. My son’s girlfriend just had a baby that is fair skinned and they both are chocolate. This girl is 21 and a dancer at a bar across town. She says she’s not a stripper but that’s all she is. My son is afraid to ask this girl for a paternity test, so I did. When my son went to visit the baby, she jumped on him and then called me and said if I keep putting my son up to this foolishness, I would be next.................................... 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 married woman and my husband is 59 and we’ve been married for 7 years. We have both been married before and we both got divorced because we were cheating with each other. What my new husband doesn’t know is that I was cheating with him and one other man. I have a longtime boyfriend that is in prison and I have been going to see him once a month for a very long time and we have conjugal visits............................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have found the man of my dreams and we have been together for 5 years. We have one child together and I’m pregnant with our second child. Our relationship is great but my boyfriend’s mother is a huge problem and I’m fed up with her inserting herself into every aspect of our lives. She comments on how we parent, our finances, my decorating style, how I cook and my housekeeping skills. Recently, our child was sick and she caused a big scene in the hospital, saying that it was my fault for not taking better care of her grandchild........... 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 am a 29 year old married woman who’s married to a 44 year old man. When I met him, I was 24 and I fell in love with him because I was so ready to move out of my mom’s house. I moved in with him and a few months later, he proposed to me. Then we hit rock bottom and he lost the house. For three months, we had to live with my mother and I was in hell all over again.............................. 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 my husband is 48. We’ve only been married 6 years and I found out that he’s had a relationship with another woman for the past 3 years. Not only is he with this woman more than he’s with me, they have a two year old son together. When I married him, he didn’t have any children and I have 2. He adopted my children because their father passed away.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 28 year old female and I have a 57 year old male mentor that I work with. He has given me great advice and helped me through some obstacles in my life. This is the first man that has ever treated me with respect and did not try to sleep with me. He is like a father figure to me and I call myself his play daughter. The only problem is his wife................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my best friend and I have been really close for 17 years but now we are constantly bickering over her twisted ideas of love and marriage. She has always taken an interest in reading books about male and female relationships, but her favorite book is Steve Harvey’s “Act Like a Lady, Think Like a Man” and she has twisted each chapter to fit how she chooses to live. In the past, she has dated great guys, but she would break up with the guys if they didn’t have any desire to take care of her financially.................... 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 guy for six months and he’s one of the sweetest men that I have ever met. This weekend, he disclosed some information to me and I need your opinion. He and I met when I moved out of my condo. He was the supervisor of the moving company that I used and he was very professional and handsome, so when he asked me out, I accepted. We started out as friends and now we’re in relationship................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 30 year old beautiful and successful woman and I’m in love with a 44 year old, well-educated hunk that swept me off of my feet. When I met him, he told me that he was seeing someone in a long-distance relationship, but I still started dating this man, despite the news. After six months of dating, I did some research and found out that he proposed to this woman and she has set a wedding date. I never confronted him about it but it tore me apart emotionally............. 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 early 30's and I have a loving boyfriend of two years but my sugar daddy insisted that I break up with him. My sugar daddy owns a barber shop that my ex goes to and that's how we met. I dropped by boyfriend off one day and this sexy older man approached me outside as I was getting an umbrella out of my trunk....................................... 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 I was dating an almost perfect woman until recently. We met at the wedding of one of my oldest friends and my friend had lots of great things to say about her. That was 7 months ago and we were taking time to get to know each other. She’s two years older than me and further along in her career than I am, but she’s never made a big deal out of it.................... 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 wife and my husband and I have been married for four years. During the entire 4 years, all of the arguments that we have are over his ex-wife, the mother of his only son. She lives 2 hours away and at times, he will drive to see his son and this woman will not let him visit with the child, depending on her mood................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a female in my mid-twenties, and I started a new job a few months ago. While I love it, I'm planning to put in my notice because I found a better paying job. My work environment is very challenging for me because the entire time I am at work, I’m fantasizing about my boss. When I’m at home, I’m always thinking about him and when I get dressed for work daily, I dress to get his attention................................................. 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 single woman and my older sister just married a man that’s for the streets. I know you’re going to say I need to mind my business, but my brother-in-law is a whore. When I graduated from college 10 years ago, I went to a party and he was one of my classmate’s boyfriends at that time. I was annoyed by him flirting and staring at me all night....................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I met a very beautiful woman that is hood and bougie. She’s a bad dresser and she has a bad figure. She’s got a bad ride and she’s got a mean walk. I mean bad as in good, Steve, real good. We met at a lounge and she stood out from her group of girlfriends. She was poised and graceful and I watched her sip wine while her friends were all loudly chanting and taking shots..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am engaged to a man that I work with. We both teach elementary school and when he transferred to my school, it was love at first site for me. At the time, I had only been divorced a few months and my ex-husband was still pursuing me and trying to work things out. He cheated on me more than a few times when we were married, so I divorced him................................... 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 married for almost 6 years and he’s my best friend. We are inseparable and we have not spent one night apart since we got married. Our sex life is really good and occasionally we will have a third party come and join us in the bed. We like to film home movies of us walking around naked in our home. We also record our sexcapades and we enjoy watching our home movies......................................... 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 black man, married to a white woman that is 30 years old. We’ve been married four years and have two children. My wife has 2 older brothers, 1 lives in the same subdivision as us and the other lives out of state, and I have never met him because I’m black. When I proposed to my wife, he told my wife that he’d never accept her marrying an N word and it broke her heart................................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I was married for 6 years to a man that I didn’t even want to be with at first, but he pursued me heavily and I gave in. After he proposed to me, I waited 3 years to marry him. I guess it was my intuition because I had second thoughts about getting married up until my wedding day. Looking back on things, the signs were there that he was a cheater, but we had sex 3-4 times a week and I was naïve enough to think that would satisfy 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 happily married Godly woman and my husband is a Godly man. We’ve been married for only 3 years but we’ve known each other since high school. After high school, I toured with a gospel choir throughout the south so I’m worldly and well-rounded for my age. After high school, my husband ended up with a great job at the hospital and he was highly respected in our church and community................................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I was married for almost 15 years and my husband cheated on me several times. He eventually got tired of hurting me, or so he said, and he divorced me. I was depressed at first but in the past two years, I’ve started getting my mojo back and although I’m not dating, I want desperately to have sex. I’ve been able to forgive my ex-husband and that’s how I know I’m in a better place mentally and emotionally........................ 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’ve been married for 6 years and I have 2 children under age 5. I work full time and I tutor children in our home on Mondays and Wednesdays. My husband’s job has him traveling 80% of the time, so that leaves me with the children a lot. Thank heavens I have relatives close by that help me with my children. In August, my husband was out of town for a week and I was stressed out with being a mom and businesswoman...................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m recently divorced and in the process of rebuilding my life, my ex-husband has been in my face and in my space too much. I had to stop talking to him altogether in the past few weeks because he’s still acting as if he’s my man. He did move me into my new place and got an additional key made just in case I had an emergency. We are both very cautious people so I didn’t think it was strange for him to have a key....................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I married my college sweetheart and we have had our ups and downs but cheating was never an issue in our marriage. Now I’m thinking of stepping out on my husband of 7 years. He’s a great guy and everyone loves him, when he’s not drinking. When he gets that tequila in his system, he becomes an actor, singer and porn star....................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been knowing this female for over 20 years and into our early thirties, we went to the club on weekends and messed with a lot of high-profile men. I got older and wiser so I left the fast life and now I am in a great relationship with a nerdy man that I love dearly. I dated hustlers and craved the fast money back in the day and so did my girlfriends. One of my girlfriends in particular saw that I was in a steady relationship and she decided she wanted a nerdy guy 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 29 year old single woman and I’ve got two lovers that I live with. I don’t know how it happened, but I have two fine and successful male roommates and I have been sleeping with both of them for two years. I relocated to a new area 6 months ago and my best male friend offered me his spare room while I found a place. Soon after I moved in with him, he became my “maintenance man” and we’d have sex for fun with no strings attached...................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, There is so much going on in my home. I've been with my husband for 18 years and we've been married 4 years. I have three children from a previous marriage and we have a daughter together. My husband does not like my children and he talks about them constantly. My kids don't like him either and after we got married, they move out of the house......................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 28 years old and single and I’ve had the worst dating history of all of my friends. I was recently dating a guy that told me he had a stalker and we had to lay low for a while until she left him alone. I understood why he might have a stalker because he is fine and sexy with a bald head and full beard. He’s 36 years old so I was intrigued by dating an older man for the first time........................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 39 years old and I’m twice divorced and back on the dating scene. When I got married the first time, I was 22 years old and I married an NFL player. We dated during high school and he promised to treat me like a princess if I ever married him. When he proposed, I got a Range Rover, a ring and the keys to a retail space and he told me I could open up any type of business I wanted. We divorced after 6 years and I had never opened up a clothing store or a nail salon like I told him I would............................ 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 divorced woman and I fell on hard times during the pandemic. I got laid off and then I got a bad case of Covid and had to move in with my father and step-mom. That’s where I met my step-mom’s 69 year old brother and he swept me off my feet. We started working out together and we ran a marathon together. He started out giving me money for my hair and nails and then he gave me a car to drive..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I would never write into your show but I’m in need of help. I’m a 32 year old single man and I have a female best friend. We had been in a plutonic relationship for 8 years and we messed all of that up after we started living together. It got too convenient and although she’s a little overweight, she’s still a very sexy woman and she knows how to please me. It’s been a friends with benefits type of situation for the past year and some nights I sleep in her bed all night.................................. 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 woman but I am dealing with a man that is slightly older than me. He’s a nice man and he just lost his wife so he’s trying to settle down with me. We have great chemistry in the bedroom and that is what’s the most important to me. He matches my freakiness and has taken it to a whole new level but after five months of dating, he said he wants to only do certain things for special occasions................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been dating a man for almost two years and I won’t move in with him until I get a ring and he’s fully over his ex. He was in a 10 year relationship when we met and he said that he was just looking for a reason to leave. He said that he didn’t love her and would never marry her because she has anger issues and she started smoking cigarettes........................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 47 year old single man and I moved to Atlantic City recently and I share a home with my elderly uncle. He has always been like a father to me, so what’s his is mine and vice versa. He has always had the flashy cars and nice suits and he still wears a huge diamond pinky ring. His wife died a year ago so he’s adjusting to the single life since he’s a young 72 years old................................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my wife and I have been married for 22 years but for the past 4 years, we’ve lived apart. We talked about divorce but we never did it. It’s very weird but we fell into a pattern of co-parenting and just never filed for divorce. Every holiday, she invites me over so our family can be together. Every Christmas, I sleep in the guest room and wake up, cook breakfast and then we watch our kids open presents.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been divorced for almost 3 years and I moved away after the divorce to start anew. My husband was an avid cheater and my mother finally told me after he’d been having an affair with a woman for over 6 months. My mother is employed by my ex-husband as his accountant. He has two businesses that do very well in the small town they’re in................................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 35 and my husband is 42 years old. I met him at a gas station 3 years ago and he had a cast on his leg and he was trying to pump gas. I saw he was struggling, so I went to assist him. We stood and talked for a few minutes and then he asked me out. The rest is history. We moved in together a year or so later and that’s when I realized that I fell in love with a soft man that is fine with a woman leading him...................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I was dating Mr. Right for almost one year and we got a condo together and looked at rings together. He is a physician and his practice is about an hour from where our condo is. We dated publicly and I met all his friends and his sister. He never gave me any reason to suspect that he was married. He is an avid golfer in his spare time and he usually stays at the resort where he golfs on the weekend................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 46 and I’m dating a man that’s 47 and we met through mutual friends. We’ve been together for 2 months but I feel like you don’t really know a guy until stay overnight with him. We decided it was time for sex and he was very excited and said he would get us a room at this historic inn with a rooftop bar. I was so ready for this night because this man is fine…............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.