Strawberry Letter

Dear Steve and Shirley, I’m desperate for some sound advice. I’m a 36 year old divorced female, with 2 kids. My mom is in her early 70s and recently widowed. Her life changed drastically so the kids and I spent a lot of time with her. About six months ago, I saw that my mom was getting back into her normal routine so I backed off a bit and let her have some space. When we visited with her, she seemed to be in good spirits. She wore jazzy new wigs that were longer than she normally wore and she started wearing very tight and revealing clothing, which was shocking............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a single mother and I met a nice guy two years ago at a local bar. I wasn’t interested at first because he is significantly older than me and his overall look is completely different than what I typically like in a man. I didn’t pay him much attention and I didn’t give him my phone number. As I was leaving the bar, I told him how to find me on social media. Later that night he reached out to me on Instagram and said it was great meeting me and he wanted to make sure I got home safely.............. 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 in our late 30s and we’ve been together for almost 20 years. We have 4 children and we always had a robust sex life until 2 years ago when everything changed. My husband gradually lost interest in sex and whenever we’d try, he would stop in the middle of it and tell me he was tired. I had no idea what was wrong with him and I started to think that he wasn’t attracted to me anymore. One night when he told me no to sex, I started crying. He finally came clean and admitted that he was diagnosed with Type 2 Diabetes and it affected his ability to perform.............. 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 three years and we moved in together with a plan to get married and start a family. I'm 30 years old and he is 25. After a year and a half of living together, he bought me an engagement ring and I found out because he was dropping hints about it. Then one day in November, he admitted to me that he had bought the ring but he’s not as happy in this relationship as he should be. He told me that he was having doubts about marrying me. I asked him what made him feel that way.............. 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 love dating beautiful women. I have been messing around with a close friend of mine for about six months. We’ve been friends for years and then one thing led to another and we had sex. I knew that if I messed this up, I could lose a friend, so I was careful to keep her happy. The sex is amazing and everything was going really great until recently. Two weeks ago, when we were intimate, she called out her ex boyfriend’s name................. 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 woman that’s in a dirty situation with my man. I love my man and couldn’t have asked for a better partner, but there’s one thing about him that ticks me off. He hates to wash his hands! We've been together for 6 years and we just got engaged. We moved in together last month and that’s when I noticed his nastiness. He works long days at a factory and when he comes home, he changes his clothes and flops down on the bed.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a successful executive and my job involves a lot of travel. I have been married for 20 years, but for the last 5 years, my wife has had some medical issues and she’s gained a lot of weight. At first, she tried to keep her weight down, but then she just let herself go and she is not happy with herself so she stopped having sex with me. I did a very selfish thing and started seeing other women when I am on work trips. At one time, I had four different sidepieces in four different states. They are all great women but they don’t hold a candle to my wife, so I knew I was wrong.............. 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 man. I'm 6'4” and I work out 5 days a week, so I’m in great physical condition. I am a doctor now and I come from a large family, so to put myself through medical school, I worked as a male dancer and porn star and I was able to make a lot of money. Sex was never a problem for me and when I worked, I was having sex up to 5 times a day with all kinds of voluptuous women. I didn’t think much about sex because it was my job. All of that changed when I met a new girl at work................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a hard-working, faithful man. I was married for 15 years to my college sweetheart. I never had any problems in my marriage until I tried to help out a friend. Here’s what happened… my wife had a best friend and the friend was married to a bigtime cheater. We were always there for her if she was going through drama with her husband. Their marriage finally ended when her husband got her cousin pregnant............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am heartbroken and I need your advice. My boyfriend broke up with me in September 2018 and I’m having a difficult time letting him go. We’ve been close friends since we were in middle school and we had a deep emotional and physical connection for many years. When he dumped me, he tried to still be friends but it was awkward for me, so I didn’t talk to him much because I needed to heal. Well, shortly after we broke up, he met a nice woman and they had only been together six months and he asked her to marry him. They got married in September 2019 and he had the audacity to invite me to the wedding................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a single man in my mid-twenties and I met a woman on an online dating site. She’s 3 years older. She is gorgeous, has a great body and she’s more mature than girls my age. We started dating late last year and I’ve fallen for her really quick, but now I have a big problem. We decided to go public with our relationship over the holidays and I posted a picture of the two of us on Instagram. As soon as I posted it, I got a direct message from a stranger, claiming he hung out with her recently and she’s got an STD that she didn’t tell him about................ 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.

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’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, 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, 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’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.

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.

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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.