Strawberry Letter

Dear Steve and Shirley, I am a single black female in one of the craziest love triangles ever and I need your advice. A year ago, my kids and I moved to a new house and I became good friends with a married couple across the street. I got really close to the female and she and I actually started dating. Her husband found out and asked to be included in our sexual fun, so we let him join in often. She eventually talked her husband into letting me move into their house so we could all be together.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my friend called me one night saying her house got shot up and she was coming to my house with her kids. I didn’t question her or ask her how long she was planning to stay, I just told her to come over with her 3 kids. My son and I have a two-bedroom apartment so we moved some things around so my friend could have some space. Three days later, my friend asked if her baby’s daddy and his mother could come stay at my house because they were homeless since someone fired 32 shots into the 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 34 year old single mother. I have had the same best friend for 20 years and she is my daughter’s godmother. My daughter’s father died when she was 2 years old and my best friend said she would always be there for my child. Well, she has not kept her promise! My daughter is 7 years old now and she has a spicy personality and behavioral problems............ 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 have been married for 7 years. My wife and I have two young children. I have cheated several times, but each time, it was just for a quick thrill. I started hanging out with a co-worker in February of 2019 and this was more than a quick thrill. I started developing real feelings for her shortly after we met and I realized that she was the woman I’d always dreamed of. She made me want to be a better man and I started eating healthier, going to the gym and I opened up to her emotionally................ 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 13 years and 6 years ago my husband cheated on me and had a child by the lady he had an affair with. I had a hard time getting past this, but I did. We went to counseling and now I have a sweet stepdaughter to spoil. That happiness lasted a short period of time, because three years later, my husband cheated again................. 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 22 years and we have three children. My husband and I have a great marriage and he still takes me out on dates weekly. My husband and I are prominent business owners in our community. So, whenever we go out in public, I have a problem with women approaching my husband. My husband hugs the women, chats with them and has even welcomed one woman to join us at our dinner table recently............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, My fiancé and I have been together for six years. We like to have fun in the bedroom, which often includes a third person joining us. And yes it is always another woman. Before my fiancé met me, he had never had a threesome but I had. Now he can't get enough of them and I enjoy them even more than he does from day one. I have set all the rules for the threesomes my main and most important rule is that I am the one and the only one that can call or text the females and invite them over. The females or not to ever have my fiancé cell number. So here's where the problem started............. 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've been dating the 6’4 tall drink of water for a few months. He is honest generous humorous and fun to be around. We decided it was time to take the next step in our relationship since we have been flirting and making suggestive comments to each other for weeks. So we did the deed if you get my drift and let me tell you, you cannot judge a book by its cover. With all of his tall and chocolaty goodness, he is not packing a thing. I mean he couldn't even hurt a fly. I couldn't use any of my normal tricks because he couldn't stay in the game............ 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 man and three months ago, I started dating a gorgeous woman in her mid-twenties. She has the best body, smooth and glowy chocolate skin, the sexiest voice and 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 attend a prominent mega church and I’m very active in my church. The church threw a back-to-school bash for the children at the church and we had a pool party in our indoor pool. I volunteered to help around the pool and watch the smaller kids. Shirley, I have been losing weight for the last year and I wanted to show off my body in my swimsuit, but with a nice coverup on over my swimsuit. My husband told me I was going too far by wearing it to the church event, but I wasn’t showing any body parts..................... 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 female in my third marriage. My husband and I have been married for five years and he treats me like a queen, but I feel like he hates my 17 year old daughter. This is his first marriage and he has no children. So it's shocking that he acts like a drill sergeant with my daughter. He calls her lazy and fuzzes that are constantly about her chores. He expects her to take out the trash daily and do a few other things that I think he should be doing as the man of the house. My daughter is an honors student and in extracurricular activities so she has a busy schedule during the week.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I really need your help and advice with an embarrassing problem. I’m a 28 year old, healthy black male and I am single. Since I was 14 years old, I have been having frequent erections. I have been to several urologists and a specialist and each doctor told me that I’m completely normal. I have talked to my male friends and older men and they all say that it does not sound normal but it also does not sound like a big problem........................ 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 married man. My wife and I have been married for 19 years. We've also been living with her parents for the entire 19 years. It's not a financial thing. We are good on that front. Her parents are also financially stable and healthy. When I met my wife she was living with her parents. She told me once we got married we had to live with her parents but it would only be temporary. She would only be there for three years.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm newly married and my husband told me that he was a freak when we started dating. He is loving and supportive, a hard-working family man and a great father, but he is constantly stressing me out over sex. He's an awesome lover but I can’t seem to keep up with his sex drive lately. I guess I’m in an open marriage because I’m sure he’s having sex outside of our marriage. I knew his sex drive was off the charts, but I thought I could handle him.................. 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 mid 30s and I’m 5’1” and I weigh 128lbs. I am dating a personal trainer and he weighs 170lbs. He used to weigh 350lbs and he worked hard to lose the weight and keep it off. He is looking sooo good these days, but we have a big problem… Our eating habits are totally different now. I’m a country girl, so my meals are pretty hefty and full of flavor. They aren’t bad nutritionally, but they definitely are not the healthiest option.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, do you think that dating rules for seniors are different than those for younger people? I need to know cause I am trying to find love again and I’m over age 60. I'd like to think that a man aged 65 to 70 would think and act differently than he did when he was 25 to 30 years old, but that's not the case. When I meet men my age, they are still interested in the cookie and I need to know if I should still be using the 90 Day Rule at my age................ 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 dating a man for 15 months and we are in a monogamous relationship. He’s 57 years old and I’m 49 years old and we’re both divorced. We get along well, but I need your advice. This past weekend, I stayed over at his house on Friday night, all day Saturday and Saturday night. On Sunday morning, we woke up and cooked breakfast and then we lounged around and watched football. He got up and changed his clothes and told me he was headed to the gym. I thought it would be the perfect time to take a nap before I cooked dinner............. 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. He knew that I did not have any plans for Thanksgiving dinner, so he invited me to his home. He never talked much about his wife, but I figured she would be just as sweet as he was.............. 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 without any children and I am dating a 41 year old man that has 3 young daughters. We’ve been together for 5 months and all of a sudden, he does not approve of how I dress. He told me that I dress as if I want attention from other men and not like a wholesome woman. I am a full-time legal assistant at a popular law firm and I take law classes at night.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 36yr old female in a long-distance relationship with a man in his early 40s. Things are good between us, and honestly, I am ready to take things to the next level. I only have one problem and I’m hesitant to move to his hometown if he can’t fix the problem. We have been in a committed relationship for 2 years and when we are intimate, he is very gentle and loving in the bedroom. He has kept this same routine the entire time. He does not do anything freaky or exotic and he’s very passionate.............. 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 man for 3 years and we get along great. We’ve talked about getting married, but we have to work out a few kinks first. Both of us have teenage kids from previous relationships and I spend a lot of time with his kids, every other weekend. He is always around my kids because I have sole custody of them. We always joke about how his kids like hanging out with me more than with him.................. 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 single female and my dad is a well-known pastor. I moved back home after college and I’ve been a big part of the church family since then. I help out with the youth ministry and I get along well with the youth minister. He is five years older than me and he’s married. The youth minister and I always had great faith-based talks and I looked up to him as a spiritual mentor, until recently.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I prayed and asked God to send me a great man. It took ten long years but my prayers were answered and I got an amazing man. We're getting married this month but there's just one problem. I was taught that you should watch how a man loves and treats his mother because it will show you what kind of man he is. Well, I recently learned that my fiance does not respect his mother at all............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, Four months ago I married the love of my life. So far, our marriage is great. I'm a head chef at a high end restaurant and I love my job, but I work long hours. There are a lot of beautiful single female servers and bartenders that work at the restaurant and it seems like since I got married these women have started to show me a lot of attention. A couple of the girls have asked me to hang out after work. The other day, a girl slid her phone number and address in my pocket and said I was welcome to stop by............... 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 to a wonderful man for almost 30 years. He's an excellent father and provider, but over the years I've spent a lot of time alone in my marriage. At one point I was very lonely. There was a lot of love and kindness but no passion. A neighbor and I would talk occasionally and he picked up on my extreme loneliness and saw that I was vulnerable. He used it to his advantage and we ended up having sex. I'm not placing all of the blame on my neighbor because I am a grown woman and I knew better.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm newly married and my husband told me that he was a freak when we started dating. He is loving and supportive, a hard-working family man and a great father, but he is constantly stressing me out over sex. He's an awesome lover but I can’t seem to keep up with his sex drive lately. I guess I’m in an open marriage because I’m sure he’s having sex outside of our marriage. I knew his sex drive was off the charts, but I thought I could handle him.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Auntie Shirley and Uncle Steve, I have a problem with my real family members, so I want to be your niece instead. Here’s my problem… I’m a 28 year old woman that was raised by three uncles that were like father figures to me and I’m very close to all of them. One of my uncles is getting on my last nerve though. I’m really close with his daughter, my cousin, and she’s sick of him too. We grew up staying at grandma’s house and we watched my uncles have lots of different women around the 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 42 year old woman and I have been seeing a man for 6 months and we go out several times a week and we’ve started having sex. The intimacy is good, but he was a bit aggressive at first, so I had to get him to settle down a bit. But that’s not the problem I have with him. There are times I can’t reach him and when he’s non-responsive, he tells me he’s out with a friend. It became clear to me who his friend might be, when he invited me to go shopping and I ended up feeling like the third wheel................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, My fiance and I have been together for four years. When we were dating I would sneak and go through his phone to see his text messages and call logs. He didn't have a password on his phone at the time. One day I went through his phone and I found exactly what I was looking for. I saw that my man had been texting his child's mom for a month and the texts to her were sexually explicit. She had sent him multiple pictures of herself and they called each other baby on the messages............ 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 Steve and Shirley, I’ve been dating a man for 15 months and we are in a monogamous relationship. He’s 57 years old and I’m 49 years old and we’re both divorced. We get along well, but I need your advice. This past weekend, I stayed over at his house on Friday night, all day Saturday and Saturday night. On Sunday morning, we woke up and cooked breakfast and then we lounged around and watched football. He got up and changed his clothes and told me he was headed to the gym. I thought it would be the perfect time to take a nap before I cooked dinner............. 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 13 years and 6 years ago my husband cheated on me and had a child by the lady he had an affair with. I had a hard time getting past this, but I did. We went to counseling and now I have a sweet stepdaughter to spoil. That happiness lasted a short period of time, because three years later, my husband cheated again................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Hello Steve and Shirley, I need your advice on an issue between my husband and I. We have been married for a year and he’s a wonderful husband, but we are not seeing eye to eye on how he reacts to well-endowed women. When we were dating, he always had a thing for admiring women in my presence. He didn’t care if they had two heads, but if they had big boobies or a big ole butt, his head was on the swivel and he would just stare. Lucky for him, I’m not insecure and I never made a big deal of it............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my mother and I are very close and live together. We recently relocated to a new city a few months ago because of my new job. My mother is retired and loves to go play bingo and she goes to the casino weekly. She also likes to date and entertain men that are too young for her. My mother is in her late 60s and I’m in my late 40s. The guy is 36 years old and they spend a great deal of time together. He’s a cook at the bingo hall that she goes to and she says they hit it off instantly............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I really need your help and advice with an embarrassing problem. I’m a 28 year old, healthy black male and I am single. Since I was 14 years old, I have been having frequent erections. I have been to several urologists and a specialist and each doctor told me that I’m completely normal. I have talked to my male friends and older men and they all say that it does not sound normal but it also does not sound like a big problem................... 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. He knew that I did not have any plans for Thanksgiving dinner, so he invited me to his home. He never talked much about his wife, but I figured she would be just as sweet as he was.............. 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. Six months after our divorce was final, my sister gave birth to a beautiful baby girl................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Hello Shirley and Steve, I am a 20 year old black woman who comes from a very loving and caring family that carries themselves in a very classy and respectful way. I’ve been taught since I was a little girl that men will treat you the way you allow them to treat you. I am coming to you all because I need help. I can’t find a man that wants to be in serious relationship with me and I know about 90 percent of the blame can be put on 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 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 am a 28 year old wife and mother. My husband is 32. We’ve been together 10 years and got married 2 years ago. I don’t have any major complaints about my marriage, but my husband’s behavior is kind of strange lately. My husband and I met in college and we did what college couples do, we had sex every day or as much as we could. Now that I’m older and we have more responsibilities, I’m too tired to have sex everyday or as often as I’d like to............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a loving and respectable married man that likes to flirt. My wife knows I’m a flirt and she just tolerates it because she knows nobody else wants me. I flirt occasionally at work and it gets me a couple of laughs and eyebrows raised and the ladies flirt back. I have a real-life work wife that I work closely with and my wife has met her so it’s no big deal. What my wife did not know is that my work wife really likes me, but she respects the fact that I’m married. We have younger interns that work with us seasonally............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m just going to jump right in and get to it. I’m married and he’s married. We both have families. I have 3 kids and he has 4 kids. One of my kids is his. Our affair had been going on for 11 years and now we have a 2 year old son. He left me when I told him that I was pregnant. We both agreed for me to terminate the pregnancy, but he refused to give me the money, so I changed my mind because deep down I wanted another child. I know it’s his son but he questioned 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 30 year old married woman and my husband and I need your advice on an issue with our closest friends. Our friends are first time parents and their daughter is a toddler now. Since the child was born, we’ve been in a group text with the couple and 15 other people. My husband and I both hate text groups, but we humored the couple because they are really nice people. The couple started the group chat so they could send us pictures of their newborn daughter........... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been in a long-distance relationship with a great guy for the past six years. We live an hour apart so it’s not far at all and we see each other regularly. When we spend time together, it’s wonderful and we have a lot of sex to make up for the times we’re apart. Although we have a lot of sex, it is never the romantic experience that I crave, because I’ve never seen my man naked from the waist down. I have never touched any part of his body, from the waist down. He will let me rub on his chest and that’s it........... 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 50s and I’m still a bachelor. I don’t have a problem meeting beautiful women and I don’t have a problem getting the cookie. I own a carpet business so I’m the person that goes to the customer’s home to do the initial meeting and get measurements. Three months ago, I went to a customer’s house and she was gorgeous.... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 35 year old woman dating a 41 year old man. We’ve been dating for about 5 months and we had sex a few times before we actually decided to be in a relationship. The sex was always normal, nothing out of the ordinary and after the encounter, we wouldn’t talk for a while. Now we live together and I have come to realize that this man is a straight up nympho. It doesn't matter what I'm doing, every time we're in the bedroom at the same time, he is ready to get it on. He will drop everything he's doing just to get a little something............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have two children with my high school sweetheart. We both come from seriously dysfunctional families and we were all each other had. Shortly after we graduated, I got incarcerated for 18 months on a drug possession charge. During this time, my kid's mother met an older guy and he began to take care of her and my kids. He bought her a new car and moved her and the kids into an upscale apartment. I’m not a fool, so I know there was give and take in this situation, but I was locked up, so what could I say? I’ve been out of jail for about 9 months and he has continued to cover all of my family’s expenses.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.