Strawberry Letter

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Dear Steve and Shirley, I’m a wife and a mother of 2 young kids. I worked full-time and I taught an evening class at the college in my town. A friend’s husband works at the college and he hooked me up with the job. I planned to teach full-time at the school, so I quit my other job. But after a strange turn of events, I am jobless and in hot water with my husband................................................See omnystudio.com/listener for privacy information.

Dear Shirley and Steve I am a successful 34 year old married man and I love my wife, but I’m miserable at home. My wife and I met just before Covid and we’ve been married for a year. Our marriage was great until recently and it’s because of my 28 year old stepson that won’t move out of our home. My wife is sixteen years older than I am. When we met, her man child was living with her and she told me it was a temporary arrangement, only during the pandemic...................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 47 year old woman and I’m with a man that is out of my league. Don’t get me wrong, I have a great job and I’m educated but my past is sketchy. He’s a surgeon and his daughter just finished medical school. He’s been divorced for 6 years and he’s ready to settle down with me. We met on a site for professional singles and we’ve been dating for almost a year. I’ve never been married but I worked as an escort and lived with a man for 14 years.........................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 46 year old married woman and I am having an affair with my pastor. He’s new to our city so I was chosen to show him around and help him get acclimated. He’s a married man with 2 children but his wife and children decided to stay put until their oldest daughter graduated high school. So, he was new in town and bored out of his mind. We started hanging out a lot and he let his guard down with me. I found out he uses profanity, drinks alcohol and smokes weed when he’s around his fraternity brothers.....................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I grew up in a two-parent home and both of my parents earned college degrees and worked hard to provide a good life for me and my siblings. I have a college degree as well and I’ve been married for over 20 years to a great woman and we have two teenagers. My teenagers are well mannered and really smart kids. So, here’s my problem… I met my wife in college and fell in love with her, but I can not stand her family.............See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 31 year old single female and I just broke up with my boyfriend after 2 years of dating. I gave him all I could in our 2 years of dating and he didn’t show up for me in a way that proved to me that he wanted to get married. He kept on going to the club and hanging out in the strip club. I couldn’t get him to spend time with me on the weekends and I was done with fighting for his attention..........................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 52 year old married woman but my husband and I have been at odds for a few years because he is a cheater. I never caught him but all of his mannerisms changed and we stopped being intimate. The arguments got so bad that I stopped talking to him altogether and focused more on my kids and my promotion at work.............................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 30 and my fiancé is 28 years old. We have been together 2 years and he proposed 3 months ago. I’ve held out on intimacy with him until l got a commitment and he did not have a problem with that. The night that I got the ring, I gave in and we had sex that night. It was not what I expected at all. I’d seen him naked a million times and I knew what he was working with, but I had no idea if he knew what to do with it.............................................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 60 year old single mother. My son is 32 and he has been a single father since his first wife passed away 4 years ago. My granddaughter is 14 years old and she’s with me during the week and she goes back to her dad’s house on the weekend. My son has started back dating and he wants to be married again. He says he doesn’t function well as a single man..............................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 53-year-old single female and I’ve been casually dating a man for 3 years. His wife died 6 years ago and he’s a single dad, raising a daughter. He lives in my complex and when we met, we instantly clicked and started dating. After a few months of dating, he told me he wanted to take a break so he could focus on his daughter. That was 3 years ago and I showed support by cooking for him occasionally and showing up at some of his daughter’s basketball games..............See omnystudio.com/listener for privacy information.

See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been dating a musician for almost 2 years and he’s so different from anyone I’ve ever dated. We met at an engagement party and the bride-to-be begged me to give him a chance. He is a black hippie that sings R&B cover songs. Wrap your mind around that. He has a 3 piece band, all females. He had the most beautiful smile and I was attracted to his fluffy beard so I decided to give him a try.......................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 33 years old and single. My uncle is like a father to me and he helped my mother raise me. He is a sweetheart of a man and he loves the Lord. He’s active in his church and he will help anyone that needs him. He’s worked all of his life and he’s got a little fortune saved up. He is 58 and he has never been married, so he was anxious to settle down...............................................See omnystudio.com/listener for privacy information.

See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I met and older guy and I was attracted to him, but played hard to get. He begged me for a first date and I eventually agreed to go out with him. He asked to pick him up and I didn’t think much about it since his house was on the way to the restaurant. When I got to the house, he came out and so did a much older lady. He got in my car and told me that was his mom and that he lived with her….........................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am 36 years old and I’ve been in a great relationship for 4 years. A year ago, I noticed a change in my man and changes in our sex life. If I initiated sex, he made up excuses like he has acid reflux and he’s scared sex might give him a heart attack. Then I saw a text on his phone that said, “I love you too.” I asked about it and he said he texted her some relationship advice and was only responding to her...................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 41 year old entrepreneur and I own a brokerage firm. I’m dating a 40 year old former pro athlete and we met 3 years ago. He is a coach and he owns a laundromat. I have my own house and he has his house. I was driving a small sports car when I met him and he suggested I get an SUV for all of my yard signs and stuff for my business..........................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 57 year old married woman but I’m at my wits end with my husband. He’s ex-military and wants me to do everything his way. We have been married for 22 years but since he’s retired, his full-time job is controlling me and the kids. I have always been the brains and the breadwinner of our family and I think that bothers him now that he has nothing to do daily....................................See omnystudio.com/listener for privacy information.

See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been dating a 42 year old man for a while and his sister is one of my old acquaintances from college. I don’t use the word “friend” to describe her because she’s done a lot of shady stuff lately. She introduced me to her brother and he initiated our relationship. At first, he was dating someone else and his sister made sure I knew it. She said she loves his ex-girlfriend but didn’t want her dating her brother..................................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 33 year old single female and I was dating a 35 year old man that ghosted me. We met and it was like no one else existed in our lives. We went on a trip two weeks after we started dating and he spoiled me and I spoiled him. He was at my house or I was at his house every night. He was the best lover and that deepened our connection............................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been married for 23 years and my wife is very set in her ways. I listen to you all the time and I want your opinion on how to keep the spice in my marriage. Everything about my wife is old school and she doesn’t like change. We have not bought new furniture in 15 years and when I tried to redo my man cave, she got her sister’s old couch and recliner and had it in the basement when I got home one day........................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I am a 52 year old female and I am dating a 60 year old young man. We clicked instantly and we have been together for two months. I may have been too forward with him after the first few dates because I wanted to rub and feel on him to see what he was working with. I hugged him tightly one day and it felt like he was wearing a back brace. I decided not to ask him about it right then..................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my husband and I have been married for 14 years and we’re hanging on by a thread. We have two children and sometimes I wonder if that’s why he stays with me. We never talk about our problems. Things have happened in our marriage that would make a normal couple split up, but we’re not normal. At our wedding, one of his exes showed up and cried loudly while we said our vows. She was escorted out and he apologized to me on the altar..............................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m married and in my mid-forties and my husband turns 40 in a month. He decided he was going to have a guys’ weekend in Mexico and then he would come back and we would celebrate together with a small group of our friends. He got his little plans together and I was watching all of the emails going back and forth........................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m writing for my brother because he is too upset to do it for himself. My brother is 38 and his wife is 35 and she has planned a trip for Labor Day with two girlfriends and a guy that has been her friend since they were 18 years old. This guy was married before and he has one child. Now he’s no longer dating women..................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, you two are very fashionable, so I need your advice on how to talk to my husband. He seems to be going through a midlife crisis or something similar. We’re both 56 years old and been married since we were 30. We did get married so I could become a U.S. citizen, but we were in love. I met him when he was stationed in my country and we both had a lot of growing up to do. He was never trendy or fashionable because he wore a uniform to work until he retired recently........................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my husband is 76 years old and I’m 60. I worked with his daughter years ago and that’s how we met. When we started dating, he loved having a much younger woman on his arm, but as he gets older, he’s getting more paranoid and asked if I would ever leave him for a man my age. I took my wedding vows seriously and he knows I love him, but he’s on my last nerve..............................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 34 years old and I own a hair salon in strip mall. I have been hanging out with a 38 year old dentist who works directly above my salon. I need your advice on how to deal with him. He is never ever pleased with anything and the first time we met, he came down to my salon and told me to turn my music down. I told him to relax and he got mad.......................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been dating a man for six years and we live with his parents in a two-bedroom house. We had to move in with them in 2020 after he lost his job. I don’t have any family in this town, so I agreed to stay there temporarily, but he just started working 4 months ago. He couldn’t find a job in his field for a long time so I was relieved when he started working full-time because I thought we would finally get our own place. Their house is small and our bedroom is directly across from his parent’s bedroom................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been in a relationship for almost two years and when I think about the things this man has shown me sexually and mentally, I am floored. He literally takes my breath away. But there are a few problems with our relationship. We’ve never spent a night together and I’ve never met his family, except for his twin daughters and their mother. It was a quick “Hi” and “Bye” when we ran into them at Target..............See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I was in a relationship with a man for 6 months, but we fell in love quickly and we were living together. He is 36 and I’m 31. He was going through a divorce when we met so I made him wait until the papers were signed before we had sex. He told me that his wife divorced him because he cheated on her multiple times. He told me that he cheated, simply cause his wife had stopped having sex with him.............See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m in my late 30s and I’m dating a man that I met at church. I found out that he talked to our pastor about me and the pastor hinted that he might be ready to propose. I got excited and decided it was time to take our relationship to the next level, meaning it was time for sex. We have been together for six months and we were friends for 2 years before we started dating. We haven’t had sex, but we sleep in the same bed a lot and I like to sleep in my underwear...............See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m 38 years old and I’ve been on a few dates with a 40 year old man that lives with his sister. For our first date, we met up at a miniature golf place and his sister dropped him off. He lied and said it was an Uber, but when I offered to take him home after the date, he admitted that his sister dropped him off because he knew I would see that car at his house. For our 2nd and 3rd dates, I picked him up.............................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m dating a man that is so tied to his past that it won’t let him last. We are not going to make it because he’s always talking to his ex-girlfriends and his ex-wife. He has a child in his life that’s not his, but he told me that the boy will always be a part of his life. His ex-girlfriend was pregnant when they started dating and he raised the child for 3 years. Then they broke up and he got married...................................See omnystudio.com/listener for privacy information.

See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I have been married for 22 years to a fool who thinks I’m crazy. He works 2 jobs and takes great care of me but I think he resents me because I never had children for him. At first, we agreed that we didn’t want kids, but now we’re almost 50 and he said he wants a son. Because of that, he has become very involved with a neighborhood friend’s son. I thought he was being a good neighbor, but now I think he is using the boy to get to his mama.........................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 30 year old flight attendant and I’m married to a 44 year old professor. I met him when I was in grad school and we started dating after I got my degree. He was going through a divorce and we kept our relationship private until it was finalized. He has a 17 year old daughter that found out on social media and she started a lot of chaos in our lives............................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 49 year old single woman and I say I’m single because I’ve been in a dead-end relationship for almost 10 years. I was so in love with this man and I felt like he loved me but he stopped telling me after 3 years of being together. Instead of telling me, he’d say that I was the closest thing he had to a wife and everyone knows who his #1 is.............................................See 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............See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my husband and I have been married for 3 years. Our marriage was going good until a year ago, when he told me he was having an affair. Shortly after we met, he told me about a female friend of his that lives out of town and she’s like a little sister to him. I met her 5 years ago when she came to town for homecoming. We got along great, but I don’t trust any females around my man...............See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, my co-worker and I have a strong bond. I am what you would call his work-wife. My work husband and my real husband talk often and since my work husband is dating a scandalous woman, my husband has been counseling him a lot. When my husband and I met the girlfriend, she looked at us like we were garbage and didn’t deserve to be in her presence...............................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 49 year old married woman and my husband is 47 and boring with a capital B. We have gained weight since we got married and he’s a thigh and butt kind of guy so he’s constantly rubbing on me and grabbing my behind. That’s all he’s done to show me affection in the last year. Sex with him is boring and as soon as he is done, he falls asleep. We don’t cuddle and he sleeps with his back to me.................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m a 41 year old white lady and I work in corporate America with a very good job. I go to work dressed like a million bucks every day because I had help buying my designer pieces. I always start at the top when I date and I’ve never dated a man that is beneath me. A man isn’t even beneath me when we are having sex. I’m always on top in everything I do. I have a son and he likes the best of everything too..................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been married for three years and he cheated before our wedding. We met in an online chat room and he said I had all of the values that he desired in a wife. He quoted some scripture and I was hooked. He’d been married before and he said his biggest problem was that his wife was not submissive. He said she was stubborn and argumentative. I was 48 when we got married and it was my first marriage, so I aimed to please him and do everything just like he asked me to.........................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I'm a 52 year old divorced woman dating a man that is 57 years old. We have been together almost a year, but, we have fundamental differences that might break us up. We met at my cousin's 40th birthday party. He was the DJ so I asked him to play some classic r&b hits because all he was playing was hip hop and we had a lot of older people at the party that weren't into the rap and hip hop music.........................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’m married to a very stubborn man and out of 8 years of marriage, he’s ignored me for most of that time. I’m a charge nurse and I have been really stressed out lately, as you can imagine. I come home to my husband and I expect him to listen to me vent and console me, but instead he has his head in his phone and he tunes me out.....................................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been separated for 3 months and I’m getting divorced. My husband and I had a very happy marriage till three months ago. He was a family man and he’s allowed 2 of my younger siblings to live with us in the past. My youngest brother is 28 and he rushed into marriage after he got a woman pregnant. It was obvious that his wife was not the marrying type. She’s 25 and all she does is smoke weed and drink............................See omnystudio.com/listener for privacy information.

Dear Steve and Shirley, I’ve been dating a man or we have been messing around, as he says. It’s been almost five years and he’s not the settling down type, so I’ll take it any way I can get it. I have fallen in love with him and he knows it. I think he uses it against me at times. He’s dating other women because I see him posting pictures in the club and he’s hugged up with other females.......................See omnystudio.com/listener for privacy information.