Strawberry Letter

Dear Steve and Shirley, I’m a 48-year-old man and my wife and I have a 23 year old daughter that graduated from college and she moved back home. She asked her mom and I if one of her school mates could live in our basement for three months. I was hesitant, but my wife coerced me to let the young man stay temporarily. He was polite at first but then he started coming upstairs and trying to engage with our family................. 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 female and my man is slightly younger than I am. He's an underwear model for several online magazines and that’s why I fell for him… he has a really great body. His modeling has been an issue in our relationship because of all of the raunchy comments he gets on social media. He loves the attention. He says it’s all just for fun and he never responds to the women and men that hit on him. The attention has really gone to his head and he told me that while he was on a modeling gig last week, a producer approached him with an offer to get into the porn industry............... 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’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 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'm 49 years old, but I look 30, praise the Lord! I'm an entertainer by nature. I love life and I celebrate it every day. I'm high energy, and always the life of the party wherever I go. Recently, I started an Instagram account to showcase my talent and I have a few hundred followers that like my work. I learned from you, Steve, that it’s never too late to pursue your dreams. So here’s my issue. My so-called friends told me that I’m not as good as I think I am and when they come to my shows, it’s just for a good laugh. They told me that they have been laughing at me and not with me for the longest time, but they didn’t have the heart to tell me......... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley I need your honest advice here because I don't know how to handle this situation. I'm in my late 40s and in a good relationship with a man my age. We are well above the age of foolishness, but recently we had a big disagreement. I was staying at his house the other night and I got a call from my ex husband, who I still consider a friend. My ex husband is still single and he lives alone. So when he called me at 2:30AM I figured there had to be something serious going on and I needed to go and see about him. So, I got up and was leaving to go help my ex husband.............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my grandparents have been married for over forty years and they both have gone buck wild. About a year ago, my grandpa confided in me that he’d met a younger woman and he enjoys her company a lot. He started getting a bunch of tattoos and I told him he better not let my grandmother see them. He would tell my grandmother he was hanging out at the lake or at his barbershop, but he’d tell me that he was with his girlfriend................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my brother has been married over fifteen years and we’re a close-knit family. My wife and I went over to our good friends’ house to watch a game and I went to get a beer and my friend’s wife said she needed to show me something but I had to keep it a secret. I was nervous as heck, but I agreed. She took out her phone and showed me a video of my brother’s wife at her front door. It was captured on their security camera................................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 54 year old married man and I had an affair with a 27 year old female. I texted my wife of 17 years to tell her that I’d met a younger woman and fell in love with her. I let my 80% happiness go, for a woman that only provides 20% of the love and happiness I need. I have a 5 month old daughter with the younger woman that I’m seeing. She already had 4 children and I help her with her other kids too................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 28-year-old man and I am holding on to a secret. A couple weeks ago my best friend’s sister lost her job due to Covid-19 cutbacks and she ended up moving into his guest room. I knew that she was struggling and I thought it was good of him to offer to let her stay there until she got back on her feet. My best friend doesn’t know it, but I’m really into porn, sex chatrooms and watching sex cams since I’m single now for the first time in years.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am writing you because I need advice. A friend of mine was going through a rough time recently and she and her 4 children ended up getting evicted from their apartment. Me, being the caring and big-hearted person that I am, I offered to let my friend and the children stay with me temporarily till she got herself together. She initially said she’d only need three months and assured me that she would be looking for a place to live daily..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I don’t know what to do with my daddy. He’s not sick or anything, but in these times of Covid-19, cancer and heart disease, I worry about his health all the time. My dad is 87 years old and he loves to keep a house full of his friends and enjoy life. Every day, his house is like the senior center for men and they talk about women constantly, play cards, listen to music, watch movies and entertain elderly women................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I married my high school sweetheart and we have one child together. He had joined the Coastguard and I chose to put aside my career plans in order to follow him around wherever he is stationed, because I was very much in love with this man. We are now in a very small town and I find myself lost and lonely.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Hello Steve and Shirley, I married the man of my dreams, or so I thought. I insisted on waiting till marriage before having sex. My husband would give me the world if he could and I do love him, but every time we have sex, the only one getting any fulfillment is him. At first, he said it was because he didn't last long enough so he went to his doctor and the doctor gave him a shot. Well, that shot didn’t do anything and my husband said he wasn't going thru that pain again................ 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 have 3 children by my ex-boyfriend. I say ex, because we just broke up on election day. We had been together for 9 years and started a family together, but things started going downhill recently. A few years ago, we moved to a new city and we both had great jobs and we opened a small business together. We were finally getting the financial freedom that we needed for our family so I thought it was the perfect time for us to get married................. 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 woman for about a year and I’ve been keeping a big secret from her. The secret is I’m a wealthy man and my girlfriend doesn’t know. Before I met her and fell in love, I had met a lot of women that were attracted to me because I have a nice car, expensive watches and tailored suits. I have an apartment in the city and I started taking women there instead of to my home, because my house sits on a lot of acreage in a gated community in the suburbs............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I got caught cheating recently after I took my husband to my boyfriend’s house. My husband has accused me of cheating for years and it’s all because of Instagram. I get a lot of attention from random men and he gets jealous so I try to delete a lot of my comments before he sees them. Recently, I ran into an old acquaintance that had just moved back home and he asked if we could keep in touch................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 49 year old black man and I met a 39 year old black female and we hit it off. She told me she’d just got out of an emotionally abusive relationship, so I wanted to treat her extra special. She told me that she wasn’t used to men being honest and reporting in to her throughout the day. I thought that it may be too much for me to handle, because she has major trust issues, but I stayed with her............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my husband went out of town for military duty and he wasn’t even gone a month before I found out that he was seeing another woman before he left. I was humiliated cause everybody knew about it, except me. He denied it for months and eventually he decided to come clean, after the woman was done with him. He assured me that things were over with them but my trust was broken and I told him I needed some time apart............. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my husband is a great provider and what I love most about him is the way that he loves the Lord. We dated for 3 years before we got married and we’ve been married for two months. I love him dearly, but we have a problem in the bedroom. When we make love it's usually a 10 to 15 minute session. We do the pre-game stuff and it’s wonderful. I hook him up and he hooks me up before we get started. But when it comes to getting it on, he is done way too soon. I have a problem with him finishing too fast and not making sure I’m finished before him.......... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Mr. Harvey and Ms Strawberry, I am a 22 year old guy and my girlfriend is 21. She still lives at home and she’s a virgin, so we’ve been taking it slow in the sex department. I am falling in love with this girl and I think she loves me. My birthday was two weeks ago and she treated me to dinner. As I was dropping her off at home, she told me to pull over before I got to her house so she could give me a surprise for my birthday. I pulled over a block away from her house......... 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, let’s get right to it. Here's my dilemma… I’m a 38 year old woman and I've never wanted to have children. Five years ago, I was in a great relationship and we were talking about getting married, but he wanted children and I did not. So we mutually decided to end our relationship. We could not deny that we were still in love with each other, so two years after we broke up, we reconnected and have been seeing each other off and on since then.......... 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 an “entanglement” with this pastor that I met 8 months ago. My office shared a parking lot with his church and he always greeted me with “Hello brown sugar.” I eventually told him my name because he’s married and I did not want appear to be flirting with a married man and a man of God. I didn’t entertain him at first but then he found me on social media and he started in-boxing me, telling me how lovely I am and how good I smell when I pass by him................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 44 year old mother and I allowed my 24 year old son to move back home after college. I had hoped that he would find a great job and get his own place, but he wasn’t so lucky, so I told him he could come home temporarily. My house rules are the same as when he was in high school. He’s expected to keep the house clean and the lawn looking good, in exchange for housing. Our bedrooms are on opposite sides of my condo so I rarely see him because of our work schedules and his social life............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 58 year old widow and I’ve been dating my current man for the past 10 years. He refers to me as his wife and most people think we are married. Truth is, I haven’t married him because I still get my deceased husband’s pension and he is okay with that. Before Covid-19, we were inseparable. We don’t live together, but he was with me day and night..................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 29 year old woman with a great job and a great body, pretty face, and 3 boyfriends. One boyfriend is 38 and he’s an oil company executive. One is a 39 year old police detective. The third one is only 21 and he’s a manager at a retail store. They are all good financial providers and the youngest one is muscular and very handsome. The two older ones spoil me and I travel extensively with one of them................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been living with my current girlfriend for 2 years and everything is great until we start talking about our finances. I’ve worked since I was a kid and now all I want to do is save money and keep my small black-owned business afloat. My girlfriend is not good with money and she’s lived check-to-check since I’ve known her. I’ve talked to her about saving money and getting her credit straight so creditors will stop calling her................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 55 year old, married, successful woman, sleeping with my son’s best friend. He and my son have been the best of friends since the second grade and now they’re both 27 years old. The best friend, who we’ll call David, has been working with me for a year, as my accountant. I let the rest of my employees work from home during Covid-19, but David came into the office to complete our annual taxes and that’s when it started................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 53-year-old man and my fiancé is 35. We’ve been together for 4 years and from the beginning, she told me she wanted to be a mother. I was married before and I’ve got 3 children… and I’ve had a vasectomy. As our relationship got serious, I told her I could get my vasectomy reversed and I would give her a baby. I visited my doctor and I was told that I had a bit of scar tissue from the surgery, so it could not be reversed................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I was married for 4 years and at first, my marriage was great and my wife was sexy, classy and ratchet so we had a lot of fun together. She was a very sexual woman so she talked me in to going to a swingers group. My wife liked it so much that she started having an affair with one of the guys she’d had sex with at the swingers party. I found out and I was so hurt. She begged me to forgive her and I did, but things did not go back to normal in our marriage............... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

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Dear Steve and Shirley, I’m a 30 year old black man and I grew up in a middle class family, but I had a lot of friends. A lot of my friends were from a different background because I’d meet them playing sports or hanging out. I went to college and came back home and realized I’d outgrown a lot of my friends because they were still living at home with their parents and didn’t have a real plan for their lives................ 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 25 years to my soulmate and we had a great life, until 3 years ago when I caught him cheating. One night when he was supposedly hanging out with his boys, he called me and said he was too drunk to drive home. I offered to go get him, but he said he was going to sleep it off and come home soon. I called to check on him at 6am and a woman answered his phone............... 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 married woman that got married in September and I’m already having problems. I met a great man in July and we had an instant connection and we fell in love quickly. We caught the Coronavirus around the same time so we bonded over that. We were inseparable… if he was using the bathroom, I’d sit in there and talk to him and vice versa. We were just that close................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I need your advice on how to move past being hurt by my husband. My husband cheated on me several years ago and although I love him deeply, I haven’t been able to move past the cheating. The most hurtful part is that he waited till after our 20th wedding anniversary to start having an affair and it lasted a very long time. I was not blind to the fact that he could’ve been cheating, but I always thought he wasn’t the type to do that................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been with my boyfriend for 7 years now and he was raised by his father and his father’s girlfriend has been a mother figure to him for the past 15 years. His father is a sweetheart and his girlfriend is nice but I’ve always thought she is kind of weird. She had a birthday recently and my boyfriend and I were invited over to have cake and sing happy birthday........................ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, My life is a mess and it all started a year ago when I moved in with my aunt to help her after she broke her leg. I was running errands for her one day and I met a man at the grocery store and we started talking and he was flirting up a storm so I gave him my phone number. We started off talking a lot and it helped me get through the rough days as a caretaker for my aunt. We quickly went from being casual friends to meeting up for sex....................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m an attractive 45 year old independent woman and I’ve been in a relationship with a 41 year old man for a year. We don’t live together because I’m not ready for all of that and we’ve been arguing a lot lately. He’s a great man and for the first time in a very long time, I’m faithful to one guy. He is great in the bedroom, but his libido doesn’t match mine. I want sex all of the time and he doesn’t................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m in my early thirties and single but I’m finally ready to settle down again, after dating a mentally abusive man for close to four years. I’ve always thought I’d fall in love and get married before I was 30, but then I realized that this is just a fairytale because dating is very different now. Every guy I met this year was a playboy and wanted to casually date and have sex................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 56 year old woman with a lot of past trauma and family issues so I’ve been single a long time. I got out of my comfort zone though, and I opened my heart to a man that had just got out of prison and he had a history of drug abuse. We dated for 4 months and things were great. He was living with his brother but he’d come over and cook for me and do yardwork. We did a spiritual fast together, the sex was amazing, and we had the best conversations................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I need your input please. I live in the UK, right outside of London and I love your show. I have known this gentleman friend of mine for 2 years. We have a great friendship so a few weeks ago, I invited him over for the weekend. It started out as a great meet-up and I was glad to finally get to spend time with him. I asked him if he wanted to share my bed or sleep in my guest room.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 23 year old woman, living with my grandparents and I have a major problem with them. Recently my grandfather has been pressuring me to have a good relationship with my siblings and I’ve told him several times I’m not interested in getting to know them better. I know this sounds harsh, but I can explain. My birth mother is a hood rat, kitchen beautician, working at the dollar store and she dresses like she’s my age.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I dated a guy off and on for about 3 years but we never had sexual relations because I was having myself a good time dating several men at once and I was celibate. He was a perfect gentleman and had every quality that I prayed for in a man, but I wasn’t ready to settle down. Now that I’m 29, I decided it was time. My heart lead me back to the guy I’d been casually dating and he was still single and he still wanted me............ 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 were on vacation and strolling along the beach one night and discovered a portion of the beach that was for nudists. My husband thought it would be fun to experience it, so we walked over to a cabana like entrance. There was a greeter that told us to take our clothes off and place them in the cubbyholes along the walls. I was reluctant, but my husband was eager to experience it. We walked thru the cabana area and out onto the beach filled with other naked people, mostly couples............ Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 57 year old married man and I’m on my second marriage. My wife has two daughters from a previous marriage and they’re both grown and live in different cities. The oldest daughter is 29 now and she has a 1 year old son. My wife is looking forward to Thanksgiving because she will have the girls home and she can spend quality time with her grandson, but I’m not excited about us all being under one roof, because I had an affair with the oldest daughter.................... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have an employee that is married to a crazy woman that constantly harasses me. She has it in her head that her husband and I have something going on. I am a manager of an essential business and my employees all have specialized skills that are in demand. Therefore, I rely heavily on them to keep my business going. We are currently backed up on orders, so I’ve been working the graveyard shift a lot and so has my crew........... Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 51 year old single male and I was dating one of the sweetest women I’d ever met. I spent a lot of time trying to impress her by pretending to be a foodie and acting like I’m into fine wines, because that’s what she likes. Sunday, we went to an Italian restaurant and we shared a pasta dish that had a heavy cream sauce with cheese and asparagus, and we drank a bottle of wine. We had chocolate and vanilla gelato for dessert.................. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.