Strawberry Letter

Dear Steve and Shirley, I may need Tommy and J to offer some advice with this one, if you don’t mind, since they’re the side piece experts on the show. I have been a proud side chick to a married man for over 7 years. I knew what was up when we met and I was fine with it. I was happy to provide laughter, fun times and a lot of great sex once or twice a week. For the most part, I’ve held up my end of the deal. Now that we’re getting older, he’s been expecting more from me...................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I was a single and attractive, 34 year old woman, losing hope at finding love. I grew tired of the dating cycle and I decided that I would not have sex again until I was married. I prayed and practiced celibacy and a year later, I met the man of my dreams. He is handsome, educated, gainfully employed and he loves the Lord. I fell hard for this man and a year after we met, we got married. I was so excited for my wedding night because it would be our first time making love. He is blessed with the proper equipment, but it’s his skillset that’s lacking.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I worked from home as a corporate sales leader for 5 years. In February, I quit my job to do a podcast with 2 of my best girlfriends. Let me give you a little backstory… My husband and I met in college and got married when we were 24 and started a family. We had our first child when we were 25 and our second child on my 27th birthday. I have a degree in Mass Communications and I’ve always wanted a radio job, which is why I want your advice...................... 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 mother with one child and I’m pregnant with my second child. I’m pregnant by my best friend, who happens to be married. We’ve been friends with benefits for almost to 10 years and his wife thinks we’re just best friends, so she’s accepted me as part of the family. She’s aware that I’m pregnant but thinks it’s my ex-boyfriend’s baby. I’ve told her husband that it’s time for us to stop messing around and be serious now because we have a baby on the way................ 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 some sound advice. I got married 6½ months ago after reuniting with my man. We had an on and off relationship for years and he started seeing a woman that catered to his big personality. She dumped him and he came running back to me. After he begged me to give him another shot, I took him back and we got engaged. As soon as he put the ring on my finger, his personality started to change, but I married him anyway.................... 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 female and I just moved to my own place and started a new job. I like my job and I have a few associates that I hang out with after work. There’s one guy that I’m the closest with. He’s 47 and married but unhappy at home. We created a bond and we could tell each other anything, without judgment. The first time we made love, he made me feel like a princess................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m going to jump right on in. I cheated on my wife two years ago with a woman that constantly threatened to call my wife when she didn’t get what she wanted. This went on 2 years until I ran out of money and decided to end the affair. This woman called my wife a few days later. I was out, cutting the yard when she called my house and my wife answered.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 40 year old black female and I’m an office manager at a small business. The owner of the business is an old family friend of my parents. He’s getting pretty old and has had some health issues, so his twin brother is helping out with the day-to-day operations. This older gentleman is in his 70s and he’s very sweet and pleasant. He comes to work overdressed daily in his suit and tie and cologne............. 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 guy for about a year and a half now and I’m concerned that he isn’t motivated to better himself. The first time I spent the night at his house, I made some comments about his neighborhood being kind of ghetto and then I commented on how none of the yards have grass and the houses have burglar bars on the windows and doors. I thought to myself there’s no way I’m staying here, but he assured me that he would protect me, so I stayed over................. 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 five years and it is a second marriage for us both. My issue is my 46 year old step daughter that has been inviting her mother everywhere for years. My husband divorced his first wife in 1987 and his daughter is still including this woman in all of our family functions. The ex-wife is the daughter’s best friend and they do everything together. I don’t have a problem with them being best friends, but I draw the line at her coming to family functions that I throw................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, after 18 years of knowing my fiancé, she cut the fool. I’ve been divorced for 21 years and my 4 children are all grown. She’s divorced too so there was never any pressure to get remarried, but I proposed recently because she’s the perfect woman in every way. She was getting her house ready to be sold and move in with me. Her kitchen sink leaked and the disposer didn’t work, so I asked my oldest son to take a look at it................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I believe my wife is tripping for no reason. The other day, we were in the grocery store going down the aisle and there were two women shopping together in front of us. They both had carts full of groceries so as we passed them, I noticed all of the stuff in their baskets. We turned onto the next aisle and my wife pinched me and said she saw what I was staring at. I have to admit that I noticed the women’s huge butts, but I zoomed in on all of the groceries that they had piled up............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, for the past year I have been sleeping with my best friend's little sister. When I went to college, I lost all contact with her until we reconnected last year at her brother's 4th of July party. I hadn't seen this woman since she was a young girl and my oh my God she’s aged like fine wine. I’m 14 years older than her but we’re all grown now. The Lord took his time with that body.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I need help getting back on track with my girl. My girl makes a big deal about Valentine’s Day even though I spoil her all year long. I’m a true romantic and I love this woman. I also have 2 female friends that I’ve known for many years and my girl is friendly with them. This Valentine’s Day, I went all out and prepared filet mignon, lobster tails, garlic mashed potatoes and a Greek salad for my girl............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 42 year old single man and I have a good job and my own place. My brother is a married man with 3 children and many mistresses. He always brings his mistresses to gatherings with the boys and I told him that’s probably not a good idea because most of them are baaad and the boys try to holler at them. I talked to him many times about the cheating because he’s always using me as his alibi. Two months ago, I was out with my brother and one of his mistresses was there............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, in high school I liked a girl and she liked me. We talked on the phone and hung out together all the time and her mom and my mom were close too, so she was always at my house or I was at hers. By the time we graduated from high school, we were even closer and I told her that I wanted her to be more than my friend. She’s always been really close to her mom and tells her everything, so she told her mom that she and I were dating................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, in high school I liked a girl and she liked me. We talked on the phone and hung out together all the time and her mom and my mom were close too, so she was always at my house or I was at hers. By the time we graduated from high school, we were even closer and I told her that I wanted her to be more than my friend. She’s always been really close to her mom and tells her everything, so she told her mom that she and I were dating.............. 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 17 years to a man who I thought was trustworthy, honest and a good Christian man. We are both in our 40s and been together for 25 years total. For the last 4 years, he has been friends with a basic girl that he met at work. I call her basic because that’s what she is. I always have expressed how displeased I am with their friendship, but he insisted that I was worrying for no reason. We hung out with her and her basic husband often and my husband always made me feel like I was crazy for being suspicious of this friendship................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a relatively successful entrepreneur and I have had a lot of help along the way. I believe in returning the favor and helping other minorities advance any way I can. To that end, about year ago, I hired a 26 year old black female that graduated at the top of her class. I set her up with an excellent starting salary and her own office. I noticed she was not much of a team player and worked better alone and that was fine with me because she was very smart and didn’t need a lot of direction............... 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 with a man for at least 12 years and we’ve known each other since we were children growing up in the church. We are the perfect couple. We have great memories and we always planned to spend the rest of our lives together. The only thing that’s coming between us is the woman he lives with. My man was in prison for 14 years but I was faithful to him the entire time.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 46-year-old woman and I need your advice on dealing with the man I’m dating. He was the first in his family to graduate college and now he is a successful doctor with his own private practice. I am a doctor too and I work in a public health clinic, which is not in the safest community. My boyfriend loves to joke about me working in the hood. He is opinionated and arrogant at times and it drives me crazy.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have known my baby daddy since high school. When I was 20, I got pregnant and we moved in together, but he cheated a lot, so when my son was 6, we broke up and my mom offered to let him live with her temporarily. My son is 16 now and my baby daddy still lives with my mom. My mom has 7 sisters that are very messy and they’ve always joked with my mom about having a fine young man living with her................ 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 woman and one of my best friends recently got engaged to a man she’s known for less than a year. I have a close-knit group of girlfriends and we were all single before the quarantine, but one of our girlfriends got bored and started talking to a guy she met in the airport. We think she got lonely at home alone with nothing to do and the little man filled that void................ 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 can’t control his mother. We’ve been married for 2 years and I have dealt with this since I met him. His mother went through a late-life crisis and has started shopping at Forever 21 and hanging out at cafes at night. I have warned her about Covid but she says alcohol kills the virus. If that’s the case, she won’t need the vaccination because she is always a little tipsy when we see her...................... 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 woman and I’ve been in a relationship for a year with a man that sends me mixed signals. We haven’t had sex because he’s the assistant pastor at church. I was a very sexual person before I met him and it’s hard for me to lie next to him without wanting to rip his clothes off. He decided to compromise so that I can get some kind of satisfaction. He allows me to provide oral stimulation to him whenever I want................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 41 year old woman needing advice on how to deal with my 39 year old friend. As you all know very well, we’ve all been dealing with being isolated in quarantine and while my friend was in lockdown, she decided she wants to be a popstar. She got laid off from work so she’s got a lot of free time and she says it’s time to pursue her dreams................. 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 are both in our early seventies and we've been married for 30 years. My husband has gained a significant amount of weight in the last 10 years and he’s changed in a lot of other ways. His table manners are terrible and he throws food in his mouth and sounds like he's out of breath the entire time he’s eating. He grunts and moans while he chews..................... 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 woman and I inherited my great grandmother’s house 5 months ago after she died and I am having a big problem with my great grandmother’s caretaker. She’s my great grandmother’s closest friend and took care of my great grandmother for years. She’s had full access to the house and everything that belonged to my great grandmother, but she fails to realize it’s my house now and she has to stop coming and going as she pleases, in my house! I noticed her going through my mailbox daily, picking out her mail................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I need some real honest advice because I’m in a serious situation. I’ve been married for 15 years to a very beautiful and wonderful woman. Lately the sex has gone from two or three times a week to once a week. About a year ago her sister went through a bad divorce and needed a fresh start in a new city, so my wife and I invited her to move to our city and stay with us till she got her own house............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 27 years old and I have my degree in business management, with aspirations of owning a business one day and I’m on the right path to fulfill my goals. I’ve been dating a woman for a few months and she was everything I asked God for. She’s a go getter with a lot of ambition and a backbone. She’s not a pushover by any means and she has a foul mouth when I make her mad............... 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 7 years. I’m 43 and my husband is 38, but he acts like the world owes him something and always has a chip on his shoulder. He is argumentative and a wanna-be thug. He grew up in a rough area and he had to make it out of the hood on his own, but he won’t acknowledge that he’s in a much better place spiritually and financially now. He will preach a good sermon on Sunday, but Monday thru Saturday, he curses, drinks and he’s a womanizing thug..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 67 year old woman, married to a very handsome gentleman that is 13 years younger than me. We have been married for 4 years but we’ve known each other for 6 years. When we first met, he waited a while to have sex with me and it finally happened when we were away on vacation. I have always been the aggressor in the bedroom and he would just let me take advantage of him in all kinds of freaky ways.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I met a 42 year old divorced man online a month ago and he was absolutely everything I had asked God for. We do Bible study every night, he has a very nice smile and he’s self-employed. He too said that I was everything he’d asked for in a woman and he was moving fast with our relationship. By our 3rd week of being together, he wanted me to come over and spend a night with him. We live 40 minutes apart and he had been coming to visit me each time, so I decided to visit his home and spend an evening with him....................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I need your help to figure out my situation with my husband. He is 36 years old, but he responds to any and every situation with either a temper tantrum or outburst of tears. If he’s excited, he cries. If he’s frustrated, he cries. If he’s angry, he has a temper tantrum. Marriage has its ups and downs but I can’t express myself to him without him getting emotional or storming out of the room if he disagrees with me. We haven’t had a healthy argument and I end up agreeing with him so he won’t explode.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 33 year old woman and I’m dating a 35 year old man. For some background, we met about 3 years ago and after dating 3 years, we are now going on 1 year of living together. He has a great career, he has no children and he is an only child. I have a great career and I have 2 teenagers from two previous relationships, that I raised as a single mom. For the most part, life is pretty peaceful and full of love between my man and I........................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 41 year old single man and I have a great job, my own car and a very nice apartment. Ideally, I want to buy a house and I’m working on it. There’s a beautiful woman that lives in my complex… She’s got that Nia Long vibe and she’s a chocolate goddess. We’ve seen each other in passing and I speak and she speaks back. She doesn’t have men going in and out of her place and she rarely has company at all, at her place............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a woman in my late twenties and my man is 32 years old. He has only had one other girlfriend and he’s inexperienced in being romantic. I’m all about the romance so I’m really into romantic comedies, but I think they are ruining my love life. I love my boyfriend. He has so many great qualities but when it comes to romancing me and woo’ing me, he falls short. I’m very particular in how I like things, so I think he's developed a mindset that it’s better to do nothing at all, than to do something that I will not like................. 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 with 3 children. My children’s father and I have been together over 10 years so let me say this before you bash me… he has asked to marry me him several times and I respectfully declined because we need to go to therapy before we get married. Here’s why… My confidence is at an all-time low because my children’s father has cheated many times............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my very best friend is a garden tool and a proud homewrecker. She intentionally ruined a marriage because she got jealous when her son's father moved on and fell in love with another woman. I'm disgusted because she is so proud that she’s meddling in their marriage. This man had been married for over 14 years and in that 14 years, she has had sex with him on numerous occasions and she even moved to Dallas from Atlanta to be with him in 2017.................... 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 woman and I'm falling for a 43 y/o man. We met online and bonded because we were both very lonely for the last 10 months in quarantine. I work full time at a school and he is a screenwriter, waiting for one of his movies to get greenlit by a big producer. He said if that happens, he will be set for life. We decided to meet up and I asked him to meet me half way, since he lives an hour from me............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, the problems with my boyfriend all began when he started a new job. We had been together 2 years and we were doing just fine and then he started guarding his phone like a hawk and turning it over when he put it down. My intuition kicked in and I checked it one day when he fell asleep. One of his female co-workers sent him pictures of her vacation, personal selfies and body painting pics where she’s completely naked.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a middle age married woman and I’ve been married for over a decade. I work 2 full time jobs averaging 16-18 hours a day, usually 6 days a week. My husband has his own business and rarely works a 10 hour day and has consistent days and weeks off. During his down-time he finds the time and energy to help friends outside of our home but can’t seem to find the time to help clean our bathroom or wash his clothes.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 36 year old man, married to the love of my life, with four children. Around 8 years ago I left home, moved about four hours away and that’s when I met my wife and we started a family. We were from neighboring cities and knew a few of the same people, so that’s how we clicked. She grew up in a close-knit family with lots of cousins so there’s no way I could ever meet her entire family in one visit........... 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 man and my best friend is causing issues at my job. I recently got him a job with me after he was fired from his last job because of Covid-19. It was going really good until my co-workers began asking me if something is wrong with him, because he disappears a lot during his work shift. I kept an eye out for him and noticed that two times during a shift I couldn't find him for about 30 minutes................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I met a great guy on a dating website and we ended up getting really close and after a few months of dating, we got a place together. Four months later, I found out he is very happily married and he’s having a baby, but not by his wife. After he came clean about everything, I jumped on him and he did not lay a finger on me because he knew he was wrong. He stayed in the relationship with me and eventually introduced me to the girl that’s having his son.................. 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 divorced woman, dating a 29 year old man that I’ve been friends with for years. I have two children from my marriage, so I sleep over at his house for now. I have a key to his house but we agreed that I’d call before I came over. I went over unannounced on New Year’s Eve, to drop off the champagne and fruit tray for the night. I pulled up and my cousin was walking out of his house.............. 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 single woman and I met the man of my dreams two years ago on a dating website. He lives in Tampa and I live in Philadelphia. A few months after we met online, he came to visit me. I immediately noticed that he lied about his height. He's short. He is an inch or two shorter than me and I like tall men. I had hoped he looked a little bit better than his pictures online, but he looks exactly the same in person. He’s not handsome at all................. 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 husband for 6 years and we’ve been married for 2 years. I have myself to blame for what I’m going through now, because it was an issue before we got married. My husband has a problem with texting and talking to other females. When I’ve addressed the issue with him, he always says “Nothing is wrong with texting and talking, as long as I’m not crossing the line or trying to date anybody.” I believe that if one of the women he talks to or texts comes on to him, that he will take them up on the offer.............. 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 engaged female and my wedding was put on hold because of the pandemic. My fiancé and I are living together for the first time because he thought it would be fun to be quarantined together. I’m very grateful that he moved in because I’m learning a lot about him and it’s quite shocking. He is smart, a great provider and he’s got a great personality, but he is straight from the ghetto and sometimes it’s too much for me to handle............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve known my husband since I was in high school and we’ve been in an off-and-on relationship for 31 years. Years ago, my husband made bad choices and he was sentenced to 8 years in prison for selling marijuana. I stood by him the entire time he was incarcerated because I knew he was my soulmate. When he got out of prison, he kept his promise to be with me forever and we have been married for 5 years............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.