
Strawberry Letter
2,735 episodes — Page 21 of 55

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.

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.

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.

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.

He's Got The Sugar, But He's Not Being Sweet
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..............See omnystudio.com/listener for privacy information.

There's No Way To Bless This Mess
Dear Steve and Shirley, I’ve been kicked out of my church and I need some advice. I attended a very messy church and if you did not do things the way the pastor thought you should, he would call you out. I have had a few run-ins with him over stuff I post on my personal Facebook page. I told him that I can post what I want on my page and it has nothing to do with him or the church. I’m sure the real problem was the fact that I was sleeping with one of the deacons, but the pastor couldn’t say anything because everybody knew he was having an affair............See omnystudio.com/listener for privacy information.

Is This Considered Cheating
Dear Steve and Shirley, I have been in a relationship for 4 years and my boyfriend and I live 3 hours apart. We’ve always been in a long-distance relationship and I thought everything was fine, until recently. He started talking about marriage after we dated 2 years and he said he would gladly move to Philly to be with me. I got all excited about marriage and I started preparing myself emotionally and financially to be with him for the rest of my life.................................... See omnystudio.com/listener for privacy information.

He Picked The Wrong Sister
Dear Steve and Shirley, about 2 years ago I messed around with my sister’s husband after a drunken night out. I made him swear that nothing would ever happen between us again. We managed to stay away from each other but he would text me often, begging for just one more night with me. He would tell me how sexy I am and I’m the best he’s ever had and he’s with the wrong sister and all of that...................... See omnystudio.com/listener for privacy information.

His Ex-Wife Got A Real Christmas Tree
Dear Steve and Shirley, I'm on my second marriage and there's an issue in my marriage. My husband was married for 18 years and he's got two daughters and joint custody of them. I have a daughter that lives with us. We've blended the family nicely and his daughters are sweet to my daughter, but they like to remind her that their father is not her father. My husband is not good at setting boundaries for his ex-wife. When we started dating, he let me know that he and his ex are friends and whatever he does for her is for his daughters. I can accept that, but when it gets to be too much, I step in to help him set boundaries................... See omnystudio.com/listener for privacy information.

I Am Emotionally Drained
Dear Steve and Shirley, I’m a 42 year old single mother of a son that is 20 years old. My son’s girlfriend just had a baby that is fair skinned and they both are chocolate. This girl is 21 and a dancer at a bar across town. She says she’s not a stripper but that’s all she is. My son is afraid to ask this girl for a paternity test, so I did. When my son went to visit the baby, she jumped on him and then called me and said if I keep putting my son up to this foolishness, I would be next....................................See omnystudio.com/listener for privacy information.

Behind The Christmas Tree
Dear Steve and Shirley, I’ve been married for 14 years and I have a busy schedule as a high school basketball coach. After years of marriage, my wife still doesn’t get how stressed I am around this time of year and she had been pressuring me to buy a Christmas tree and have it up by December 1st. I missed her deadline cause of my schedule......................................... See omnystudio.com/listener for privacy information.

Smoke and Mirrors
Dear Steve and Shirley, I'm in a long distance relationship with a man that my daughter hooked me up with. He's a bodybuilder, and my daughter met him at her gym. She said, "She was looking in the mirror working out when he came and stood in front of her to see himself in the mirror." She said, "other than being vain, he's extremely quiet and nerdy." He and I talked a lot in the beginning, and it was fun to have someone to talk to.........................See omnystudio.com/listener for privacy information.

Trying To Get Through Holidays
Dear Steve and Shirley, I'm in love with another man, and I just need to make it through the holidays with my current boyfriend so I can dump him and get with the new guy, but, I need your advice before I let a sure thing go and move on to a fairy tale lover. I don't want to leave my current boyfriend just yet, because he is getting my brakes fixed on my car and he's getting me a bracelet that I want for Christmas. I already saw it hiding in his drawer, so I'm doing all I can to stay faithful until the new year. My new man is in a similar situation, but he's married. He advised me to stay put while he lets his marriage fizzle on out.......................See omnystudio.com/listener for privacy information.

He Can Laugh But I Can't
Dear Steve and Shirley, My husband and I have been married for eight years and we have three children under age six. That means I'm always tired and trying to get a nap whenever I can. If I happen to be in the bed lying down or on the couch lying down, my husband thinks it's a perfect time for him to ask for sex. Although I might be very tired at the moment, I will always give him a quickie so he won't feel neglected. I don't want to be so tired that I make him go seek intimacy from another woman. Last week, I was so tired that I fell asleep a couple of times during intimacy and my husband did not stop.............................................See omnystudio.com/listener for privacy information.

Went Undercover and Ended Up Under The Covers
Dear Steve and Shirley, One of my sister's best friends has been dating a man for ten years and he hasn't proposed to her yet, but he's cheated on her several times. He swore that he would never cheat on her again and he joined her church to gain her trust back so she wouldn't leave him. She's still with him and she started to suspect he was cheating again after he turned his phone off her few times while he was out at night. My sister had a brilliant idea that was supposed to help her friend out.............................................See omnystudio.com/listener for privacy information.

He Can't Talk Without Touching Me
Dear Steve and Shirley. I met a man online and he's a decent guy with a good job and a great set of friends. We've gone on double dates with my friends and his friends, and I did that because that's how you get to really know a person. The drawback of it is that my friends also get to point out the bad things about my man. We had a double date with my best friend and her man and my best friend. He said that it's too soon for my man to be as hands on as he is, meaning he can't talk without touching me. She said he was going to start pressuring me for sex too soon. She was spot on with that one, so I couldn't be mad at her...............See omnystudio.com/listener for privacy information.

He's A Big Man With A Small Mind
Dear Steve and Shirley. I used to think I was the luckiest girl in my city because of who I was dating. My boyfriend is tall, with creamy brown skin and a decent body. He's on the city council, and he sits on the board of a very prestigious private club in our city, and he's known for making things happen in our community. Dating him is not what I expected it to be, though. As soon as he changes out of his suit, he reverts to the little boy from the hood, and it's scary to be around him. He won't just have one drink, it's half the bottle. So I have to entertain him and laugh at his drunken sense of humor................................................See omnystudio.com/listener for privacy information.

He Always Does Too Much
Dear Steve and Shirley, I'm dating a man that goes overboard to please me. We've been together for three years, and from our first date until today, he's always done too much. Our first date was at a place where you could eat and play games. I wore a dress and a pair of heels, and he came in workout clothes. I didn't know where he was taking me, so I was shocked. When we pulled up. He made us matching shirts to wear and told me that he wanted to see how good I was at basketball............................................See omnystudio.com/listener for privacy information.

She's Getting More Than Money From Him
Dear Steve and Shirley, I'm a fifty one year old man and I have a wife, but I haven't lived with her in four years. It's a long story, but I'll try to make a brief. Four years ago, my cousin had a bad divorce and he needed somewhere to stay, so my wife and I let him rent one of our side of a duplex we own. I made him promise to be respectful to my older tenant that shared the duplex with him, because she's a Christian woman that loves peace and quiet. He moved in, and in less than two weeks, the old lady called me to complain about sex noises coming from his side of the duplex........................See omnystudio.com/listener for privacy information.

He Says He Loves Her Every Time They Talk
Dear Steve and Shirley, I've been friends with my boyfriend for seven years. I met him at work and there's another girlfriend of ours that is our bestie. We were inseparable back when we met and it was a shocker for our other friend when we started dating it just kind of happened that one night. We talked until the sun came up and we ended up having sex on the top of his car. He told me that it's always been me the apple of his eye the girl of his dream and my heart melted. I called our other friend to tell her the news and she started crying. I asked if she was happy or sad and she said both. She explained that she didn't want to lose our friendship but she was happy that we finally hooked up because all he did was talk about me...................................See omnystudio.com/listener for privacy information.

Is His Mama That Important
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I Know My Man's Hands
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3 Times In A Row Should I Go
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I Fixed Him Up For His Queen
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I Knew It Was Too Good To Be True
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