
Strawberry Letter
3,158 episodes — Page 29 of 64

I’m About To Take Another Flight
Dear Steve and Shirley, I'm married and I have a male best friend that just moved to Hawaii. My husband couldn't be happier that he moved so far away. I'm excited too, because we've been sleeping together for three years. I was tired of playing things off in front of my husband. I went out to Hawaii to help him find temporary housing, and I told my husband I was in San Antonio with my sister. My sister is in on it, and she makes me feel bad about sneaking around on my husband. She says that's when things happen.............................See omnystudio.com/listener for privacy information.

The Jump Off Jumped On Him
Dear Steve and Shirley, I’m 32 years old and I’ve been dating this guy for almost 8 months and we’ve had fun getting to know each other. He was honest in the beginning and told me he had some loose ends to tie up before we got serious and I appreciated that honesty. The fact that he didn’t hide his phone or turn his ringer off made me feel that he was ready to be in a relationship with me so I didn’t trip. We went out all over town and I stayed at his home all of the time...........................See omnystudio.com/listener for privacy information.

He Has Clothes Hidden Everywhere
Dear Steve and Shirley, My boyfriend and I just moved in together and he had four months left on his lease, so he kept his furniture and a few personal items there until he completely moved out. It was our crash spot. If the traffic was bad in the city, we'd stop by there and wait for the traffic to die down. Last week he had wine, cheese, and crackers and a jar of olives in the fridge. I asked who the snacks were for, and he said they were for us. We have never had wine and cheese together. It made me wonder if he had been entertaining someone else there at that time, I could only get into the gate by calling him to let me in..................................................See omnystudio.com/listener for privacy information.

Should I Tell Him What His Daddy Showed Me
Dear Steve and Shirley, My husband and I met in the seventh grade and I have loved him since then. We got married when we were twenty two years old, and we have two grown children. His parents are like my parents and vice versa. His mom is staying with us for a while because my father in law was going through her personal things and he started following her. When she found out, she called us with a sob story and my husband sided with her. I immediately gave my father in law the benefit of the doubt because his wife is very dominant and he lets her run all over him. My husband always takes his mom's side, and he got upset with me when I asked him to hear his dad out................................See omnystudio.com/listener for privacy information.

He Caught Me In His Backyard
Dear Steve and Shirley, I got busted and I don't know what to do to get my man back. I will admit that I search his phone and I look for makeup on his clothes, but other than that, I trust him. He has had a few slip ups makeup on his shoulder of a shirt, but he said he likes to hug people instead of shaking hands. Right before his birthday, he planned a party for his boys at his house. He just rented a nice house and it has a huge deck with a built in bench and rope lights. I asked if I could come over and host the party for him and his friends and he said that it wasn't that kind of party. He said it was going to be strippers and everything, and I didn't need to be around all of that.......................................................See omnystudio.com/listener for privacy information.

Clear The Room Before We Start
Dear Steve and Shirley, I'm in love with a man that's dramatic and very high strong. He overreacts in everything he does. Whenever he's driving, he swerves all over the place to avoid potholes and he swings out to make right turns. It gets on my last nerve, but it's also entertaining. You ought to hear him gossiping when he talks to his mama. When I hear him say oh nah, I know they will be at it or while the funniest part of our marriage is how he acts in the bedroom, I have to clear the room before we start. He will knock over anything on the night stands........................................................See omnystudio.com/listener for privacy information.

We Love To Do The Switcharoo
Dear Steve and Shirley, I've been married for seventeen years, and when our marriage got stale, my husband asked for a Hall pass. He said he didn't want to cheat on me behind my back. I told him I wanted to see who he had in mind for his hall pass it so I just so happened to know the woman and her husband. I told him, let's both get a hall pass and we can invite the couple over. That was two years ago, and we've done the switcheroo at least once a month with them. I introduced my husband to another couple, but we haven't hooked up with them as much because the man makes my husband very insecure. This newer couple is my favorite for so many reasons. The husband is Jamaican and that's all I need to say about him....................................See omnystudio.com/listener for privacy information.

I’m Too Out of Shape For Him
Dear Steve and Shirley, I'm a forty eight year old divorced female and I'm trying online dating. My niece helped me do my dating profile and we used a real photo of me, but she suggested that I lie about my interests so I would attract a man with a nice body. So I said that I love working out, running and traveling. The app matched me with a tall, muscular, older man. He isn't cute, but we've been dating for six weeks getting to really know each other and I like him a lot. He runs marathons and he asked me to do a charity run with him in April. I said yes because I didn't know how to say no..................................See omnystudio.com/listener for privacy information.

He Had Nine Missed Phone Calls from His Co-Worker
Dear Steve and Shirley, My husband and I have been together for eight years and married for three years. In the beginning, I told him that I had a problem with all of his female friends. He said he would cut them all off for me. He's a hairstylist and barber and his best lady friend as he calls her, is in the same salon with him. My husband and I are thirty nine years old, and his best lady friend, Tammy is thirty. I've always wondered how he and Tammy's friendship has lasted for six years. I told him, as his wife, I should be his best lady friend, but he is stuck on stupid.........................................See omnystudio.com/listener for privacy information.

She’s Picking Up What I’m Putting Down
Dear Steve and Shirley, One of my best girlfriends was sleeping with my husband and I feel like a fool for trusting her. She was smiling in my face and acting like she and my husband couldn't stand each other. It was like Martin and Pam's relationship back in the day. I sent my husband to her house for years whenever she needed help with minor things. The most shocking part was that my husband told me everything after he'd been trying to end the affair for months. He saved text messages from the beginning of their relationship and it showed that she initiated everything...........................................See omnystudio.com/listener for privacy information.

Why Won’t His Wife Leave Him
Dear Steve and Shirley, I’m 44 years old, divorced and single for 10 years. My husband divorced me because I cheated on him and the man I cheated with was married and he’s still married. We met at work and the rest is history. We are still in a relationship and it’s been 10 years now. Our sex life is great but our relationship has a few challenges. We have a 6 year old son and he has 2 children with his wife............See omnystudio.com/listener for privacy information.

I Can’t Stand How He Dresses
Dear Steve and Shirley, In relationships, I know you have to take the good with the bad, but my boyfriend is a terrible dresser. He's fifty two years young and a well known DJ in the city. He's still got all of his hair, but he keeps it braided up. He goes to get his hair done just as much as I do. But that's not a problem because I like to be neat and clean. My problem is the way he dresses. I don't know if he's trying to look younger or not, but his jeans are way too tight. They're tight and short. He calls them ankle pants and I wear ankle pants, so I begged him to stop calling them that. Most of the young white guys in our area dressed like my boyfriend, but they are about twenty five pounds slimmer in the waistline.....................See omnystudio.com/listener for privacy information.

Who Is They
Dear Steve and Shirley, I'm married to a forty six year old gossiper and my life went downhill when I let him get on Instagram. He loves to take pictures when he gets addressed, when he gets dressed up, and I would always post his pictures on my Facebook and Instagram pages. His friends would poke fun at him because he wasn't on social media. So I asked him if he wanted me to set him up a page. I did, and all he posts are pictures of his car after he washes it. The other day he posted a picture of our son after he got a haircut. He's really not a poster, but he's a creeper........................................See omnystudio.com/listener for privacy information.

He Re-gifted A Teddy Bear She Gave Him
Dear Steve and Shirley, My honey and I are on shaky ground and I'm not in a loving mood. This Valentine's Day, we celebrated our two year anniversary and Valentine's Day on Sunday because he has a flight on Valentine's Day. He's a flight attendant, so he flew in on Sunday and met me at a hotel for our little staycation. We ordered room service and he had his friend drop off my gifts. He got me a necklace with a diamond encrusted two on it for the two years we have been together. I also got a teddy bear wearing a T shirt that said I love you, and I got a bottle of Creed perfume................................................See omnystudio.com/listener for privacy information.

Less Is More and He Loves It
Dear Steve and Shirley, I'm twenty nine years old and my boyfriend of two years broke up with me and when I asked for closure, he finally agreed to tell me why he broke up with me. He said he got bored because I'm shallow. He said it was fun at first, but when he got to really know me, there was nothing there but a pretty face and a lot of unbelievable sex. He told me all about his new girlfriend and he said things are going great because she is who she says she is inside and out. I know that I'm the total package and his new girl is around a six on a scale of one to ten..............................................................See omnystudio.com/listener for privacy information.

He Can Light The Candle But Can’t Keep It Lit
Dear Steve and Shirley, I'm a Christian woman and new to dating. I was married for twenty two years and my husband divorced me in 2022. I have dated men at church and men that my friends hook me up with. I'm very traditional, so I like to be courted. I want my doors opened, and I want my man to order for me and when we're on a date. I also like passionate love making and refuse to settle for wham bam thank you, mam in the bedroom.......................................................................See omnystudio.com/listener for privacy information.

She Gives My Husband Marital Advice
Dear Steve and Shirley, My husband played a significant role in politics in our city for fifteen years, and then he started a business that we now run together. When he was in politics, he interacted with lots of prominent females that he called his associates. When rumors swirled about him cheating, there was no way for me to find out if they were true because he was around pretty women all the time. When he started our business, we interviewed a lady that worked on his campaign. She seemed to know all about marketing, so I agreed to hire her. I've regretted it for three years..................................See omnystudio.com/listener for privacy information.

Her Pillow Talking Made Me Homeless
Dear Steve and Shirley, I'm staying with my sister because my husband said he needs space. I can't blame him for how he feels about me, but I can blame my best friend for what she did to me. I argued with my husband all during the holidays over the smallest stuff, and he was on my nerves. When I'm upset, I have no desire to have sex, so he wasn't getting any. I told my best friend what I was going through, and she said she was stuck in a rut too and it was time for a girls trip for the MLK holiday weekend.........................................See omnystudio.com/listener for privacy information.

He Picked Me Up In My Pajamas At 3am
Dear Steve and Shirley, I'm forty six years old and married, but over the past two years, my relationship with my husband has tanked. We've been sleeping in separate bedrooms since last October because he sleeps with a CPAP machine. He also has the TV on and he sleeps under the ceiling fan. We have not had sex since August. He's tired and cranky all the time, so I started going out after work with a co-worker instead of going home to a hostile environment. My co-worker and I drank so much one night that we ended up in a hotel room having sex in the shower. My affair is fun and exciting because I'm sneaking around to have great sex.......................................................See omnystudio.com/listener for privacy information.

Let's Stay At Your House Tonight
Dear Steve and Shirley, I'm thirty one years old and my boyfriend and I have been together for eight months. We live almost an hour apart, so he gradually started staying at my house for days at a time. I just let it happen because it was cold outside and I wanted to cuddle. He lives in the house he grew up in with his sister. His parents moved back to their hometown and left the house to his sister, but she couldn't afford the upkeep, so he is living with her. I've stayed overnight there a few times, but there is no real privacy with his sister there. In the past few days, I have switched things up and I asked if we could stay at his house..............................................See omnystudio.com/listener for privacy information.

I Need To Move Out He Won’t Let Me
Dear Steve and Shirley, I'm thirty seven years old and my sister is forty five. I'm staying with her and her live in boyfriend of seven years. I've been having sex with her boyfriend and it started after I was here only a week. For years, the sexual tension has been strong between me and her boyfriend, but I was married at the time. A few years ago. She mentioned it, but she wasn't mad. I wondered if it was on her mind when I moved in with him, but it's like she doesn't care at all....................................................See omnystudio.com/listener for privacy information.

Every Time She Calls Him He's Over Here
Dear Steve and Shirley, My boyfriend is married and we've been together for a year and a half. He calls me his wife two point zero or the new and improved version of his wife. We met when he came in to pay his property taxes. He was so fine that all the women in my office did a double take. I started flirting with him instantly before one of the other girls snagged him. I gave him my number and he came over late that evening........................................See omnystudio.com/listener for privacy information.

It’s Not My Fault He Fell in the Bushes
Dear Steve and Shirley, I am a single mother of a seventeen year old high school senior. I had my daughter when I was forty, and my grandma loves to say that babies are for young people. She got that right. On Friday night, I went to the movies and my daughter went to the basketball game at her school. Another parent called and said, my daughter left the game early and she was wondering if everything was okay. I felt like she was trying to tell me something without telling me something. I could not get my daughter on the phone, so I ended my date early and went home...................................................See omnystudio.com/listener for privacy information.
Insurance Advice: Brianna teaches you how to avoid insurance policies that don't benefit you financially.

Line Them All Up And I Still Win
Dear Steve and Shirley, I've been in a relationship for twelve years and my girlfriend confessed that she cheated on me seven years ago. She blurted it out during an argument and it cut like a knife. I have never cheated on her when I could have, I remained faithful. The worst part for me is that she won't tell me who she cheated with. She thinks that clearing her conscience is enough and I should be able to deal with it and move on, but I can't. How can she halfway confess it could be one of my friends, co-workers, a guy at the gym, or even a family member?........................................................See omnystudio.com/listener for privacy information.

Please Get Off Of Me
Dear Steve and Shirley, I'm thirty eight years old and I have a two year old and a two month old. My husband and I have been married two years and we've been busy growing our family, but not on purpose. He has an eighteen year old son and he told me that having more children wasn't high on his list of priorities when I met him, but as soon as we held our first daughter together, he started saying he wanted another son. Then we had our second daughter two months ago and he still mentions wanting another. I have to try to avoid him in the house because he can't keep his hands to himself...................................See omnystudio.com/listener for privacy information.

I Plan To Move No Matter What
Dear Steve and Shirley, My husband and I live about thirty minutes away from the city on his family's land, and we're renovating the home he grew up in. I used to love being away from the madness of the city, but now my country bumpkin in-laws have moved in on us. It's their land, so we can't say anything about them living right across from us. When my husband's grandmother died, everyone started fighting over who would get her house. Unfortunately, she had a will and it stated that the house belongs to my father in-law. So they left a house they built in 2018 to live on the family's land...................................See omnystudio.com/listener for privacy information.

Am I Dating Cinderella
Dear Steve and Shirley, When I met my new friend, it was like a fairytale romance. I'm twenty eight and he's thirty five and perfect for me because I prayed for an older man but not too old. He has a photography studio and I booked him for a Christmas photo shoot for me and my daughter. After the photo shoot, he asked me to have dinner with him, so my daughter and I went to dinner with him. After that, he planned dinner dates with us every night that week. I couldn't wait for my daughter to go to her dad's later that week so I could spend quality time with my new friend. He had kept telling me how good he was in bed, and I couldn't wait to see. It was supposed to go down at his house, but it was raining really badly, so he came over to my house.......................................See omnystudio.com/listener for privacy information.

Do I Stay Or Move On To Number Five
Dear Steve and Shirley, I'm fifty four years old and I'm married to my third husband. I have a tendency to get bored in relationships, so I was really trying to make my marriage work. I get hit on by men at least three times a week and I always have to flash my diamond ring so men know I'm taken. I guess it's my cute dimples and my sweet voice. Each one of my husbands told me that it's the baby talk that drove them crazy. Whatever it is, I know I can always get a man. But my current husband is boring and he's not into explicit videos or role playing. We've only been married two years and he's already stopped flipping me around when we're intimate..................................................See omnystudio.com/listener for privacy information.

Can We Please Close The Door
Dear Steve and Shirley, I'm married to a caveman and he invades my space all day every day. We've been together for eight years and married for four years. We work from home and we were sharing our home office until I moved my desk into the foyer to get away from him. As soon as you walk in our front door, my desk is right there. It looks junkie, but I'm willing to endure the mess over having him in my personal space all day. When he's not working, he's on the phone gossiping with one of his friends or co workers, and he talked so loudly that I can't get work done.......................................................See omnystudio.com/listener for privacy information.

She’s Only Sexy Outside The House
Dear Steve and Shirley, As a man, I'm ashamed to write you for help, but I don't know what to do with my girlfriend. I met her at a cookout and we bonded instantly because we have a lot of mutual friends. She was gorgeous and had white toenail polish, glowing skin, and flowing hair. We've been together for almost two years, and I moved in with her because we were spending every night together. Anyway, I pay all the household expenses as a man. I know I'm supposed to do that, but I mentioned it for a reason. I'm handling all of the bills and her car is paid for. She might buy the grocery sometimes, but usually she puts them on my AMEX, so that leads me to believe that she is stacking her money, and I'm cool with that...................................................See omnystudio.com/listener for privacy information.
Overcoming the Odds: She worked for free to learn the biz and now owns several Nothing Bundt Cakes franchises.

He Needs New Underwear
Dear Steve and Shirley, My husband is very particular about all of his things. He had a professional organizer come and do his side of the closet and I had to have a tantrum to get him to pay to get my closet done. I'm so glad we have separate closets because with my busy schedule and a newborn, I don't have time to keep my closet neat like his. My husband has a shopping addiction too. When he goes to hang with his boys, he needs a new shirt or a new jogging suit or new dress pants. I have asked him a million times if he's really going to hang with his friends, because he is dressed so nicely. He has a thing about his underwear too. There is only one designer that he will wear, and they're expensive.....................................See omnystudio.com/listener for privacy information.
Overcoming the Odds: Raised Blue Collar. Parents; custodian and seamstress, he founded WellMed Atlanta.

He Needs Hennessy To Holla
Dear Steve and Shirley, I'm thirty two years old and single because I will not tolerate a drunk living in my house. My ex and I got into a big argument because for the past two years he's been drunk when we are intimate and whenever I want him to be on his best behavior, his Hennessy is like liquid confidence, and he has been sneaking it in on me. I don't drink like that anymore. Back when we first met, though, I used to to try to out drink him..................................See omnystudio.com/listener for privacy information.

Her Injury Is Not My Fault
Dear Steve and Shirley, I am dating a cheater and he just asked me to marry him, and I was thinking of saying yes, but then one of his side chick's pressed charges against me. In November I found my man on the side of a building in his car, naked from the waist down, and a woman was running across the parking lot away from his car because she saw me pulling up. I fired a warning shot with an air gun that I keep just to scare a criminal away. When the gun went off, she got scared and fell like she had been shot...........................See omnystudio.com/listener for privacy information.

He Wants To Talk To My Ex
Dear Steve and Shirley, I was married for four short years and my ex husband and I are still really good friends, but we can't seem to get along well enough to live together. I moved to a nearby city to start over so I wouldn't have to run into him all the time. As soon as I moved and got a job transfer, I started dating a guy at work. I've been seeing him for a little over a year, and we have a lot in common except sex drive. So a few days ago I drove back to my old stomping grounds to finalize my divorce. Then my ex husband and I ended up having sex in a parking lot of the courthouse. He followed me home over an hour away, and we got busy all night..............................................See omnystudio.com/listener for privacy information.

If He Can’t Share Neither Can I
Dear Steve and Shirley, I'm thirty nine years old and my husband is forty two. I stopped working a nine to five when my tax business took off two years ago. I run a small office space and I offer debt relief services after tax season. In my mind, my husband never expected me to do so well and make so much money. He started hating on me early on, and he was negative about every advancement I made in getting set up. He wouldn't even come to my office until I have moved in it. He's really upset that I am making a lot more money than he is, so that's a problem..........................................See omnystudio.com/listener for privacy information.

I Really Love Our Mail Man
Dear Steve and Shirley, My husband of fourteen years must be losing his mind because he cheated on me once and I took him back. So he's got to be crazy to do it again at this stage of our lives. We got our marriage back on track after his affair, and I haven't. I hadn't suspected anything else was going on until November. He started going to bed early and getting up before I got up, so we couldn't have sex. My intuition told me to keep an eye on him, and my intuition never fails. My husband is cheating again and the woman lives in Maryland.....................................See omnystudio.com/listener for privacy information.

Why Does He Like To Eat In Bed
Dear Steve and Shirley, I'm a teacher and I cater events and I do weekly meal prep for three people. My husband gets to feast on the leftovers, and he loves my cooking. He also loves my cookie. I am a well rounded wife and I provide my husband with good food and good loving. Wherever he wants it, he gets it, and as soon as we're done he wants a full meal. That's fine and dandy, but it's a problem when it's late at night or early in the morning and he has to eat a full meal afterwards. Something about the cookie makes him so hungry.............................................See omnystudio.com/listener for privacy information.

The Motion of the Ocean
Dear Steve and Shirley, I caught my husband on the phone with a female reminiscing about the sex they had earlier that day. I tried to control my laughter so he wouldn't hear me. I was cracking up inside because the girl was talking about how he put it down and it was the best she had in a long time. She sounded young, so I wondered how many men she'd been with. I was very relieved to hear that they used protection..............................See omnystudio.com/listener for privacy information.

His Sister Catfished Me
Dear Steve and Shirley, I'm thirty eight years old and I've been with the same man for five years and he's not focused on marriage or taking our relationship further, but he won't let me go. He accuses me of seeking attention from other men because of the way I dress and I see that as him not trusting me. He's so paranoid all the time, so I reassure him that I'm not up to no good when I'm hanging out with my friends. I told myself i'd give him another year to propose. I would never tell him about my deadline because I don't want him to propose unless he really wants to........................................See omnystudio.com/listener for privacy information.

New Year, New Me
Dear Steve and Shirley, I have been married for eleven years and can honestly say that I trusted my wife and loved her unconditionally, but now I'm questioning our commitment because she lied and withheld information. The week before Christmas, she and her best friend went to Orlando to do some Christmas shopping and she transferred thousands of dollars to her personal account, like six thousand dollars, but I was cool with it because she works hard and she is a great mom. While she was gone, I took the kids to Tennessee to visit with my parents. My wife and I were both distracted, so we didn't talk much during the few days we were apart. I told her that I would be back in time to pick her up from the airport, but she said she would ride with her best friend......................................See omnystudio.com/listener for privacy information.

Three Years Later We’re Still Friends
Dear Steve and Shirley, I’m 34 years old and my significant other is 39 and we’ve been together for 3 years. I call him my significant other because he has yet to define our relationship. We started as friends, just like most couples do and as we got closer, he told me that he didn’t want anything serious but he enjoyed spending time with me. We started having sex a month after we met and at that time, I was very busy at work and helping my sister with her new baby, so I was not ready for anything serious either.............................See omnystudio.com/listener for privacy information.

I Don’t Know My Husband At All
Dear Steve and Shirley, I am an older married woman and this is my second marriage. When I met my husband, he was extremely handsome and generous. We connected spiritually and he joined my church. We didn’t court for long and he said he knew I was his soulmate the minute we met. I knew things could be going too fast because I’m his third wife, but I felt the same connection to him so I agreed to marry him................See omnystudio.com/listener for privacy information.

His Ex-Wife Won’t Let Me Visit
Dear Steve and Shirley, My boyfriend and I have been dating for about 5 months and he’s the best man I’ve ever been with and he treats me really good. There’s a situation that I’m dealing with and my man doesn’t understand why it’s bothering me. When we first met, he had just gotten a divorce. I mean it was literally finalized the day before I met him. Because it was a quick divorce, he was still living in the house he shared with his wife.....................See omnystudio.com/listener for privacy information.

My Best Friend’s Wife Too Much
Dear Steve and Shirley, I am a 27 year old man and I have a best friend and we've been super tight for years. We have been thru all the good and bad girlfriends together and now that he’s married, I want to tell him so bad that his wife is too much. She’s too much of everything. She’s tall, thick, wears big hair, big lashes and her nails and toe nails are very long.....................See omnystudio.com/listener for privacy information.

She Took Away All My Joy
Dear Steve and Shirley, I am having a major problem. My fiancé and I have been together for almost 2 years. She is 37 and I am 29. In the early stages, we use to throw down in the bedroom! I'm talking about doing it everywhere like 5 times a week and multiple sessions at a time, to the point where we ended up with bruises or bite marks. Her hair could never stay done back then. But lately, I can barely get her to take care of my needs and her mood about sex has drastically changed.................. See omnystudio.com/listener for privacy information.

Choosing Between Two Toothless Men
Dear Steve and Shirley, I am a 48 year old single, educated and professional woman that has never been married. I have dated 3 guys in the last 8 years and decided to give it a rest until recently when I met a very nice man that works with my aunt. We talked a few weeks over the phone before we met. Then he called me one day and said he’d been in a bad car accident and his face hit his steering wheel so he had to have emergency oral surgery and all he could think about was me....................See omnystudio.com/listener for privacy information.

My Homie Is My Sidepiece
Dear Steve and Shirley, I'm a 32 year old single man and I started a sexual relationship with a female that hangs out with me and my boys. She’s like one of the boys and we party together, work out together and she travels with us on our annual guys’ trip. She is a good friend and we respect her and her sexual preference. We’ve never talked about her love life, but I assumed she never dated a man before. We’ve been friends since middle school and she has always been a pretty girl........................ See omnystudio.com/listener for privacy information.