Strawberry Letter

Dear Steve and Shirley,  I am a 58 year old single woman.  I have been divorced for four years and my two children are grown.  The man that I have been dating hasn't been honest with me so I need your advice.  We met at a blind date and it was one of the worst dates I have ever been on.  The guy was not feeling well and he kept going to the bathroom.  I told him that I could not see myself going o...

Dear Steve and Shirley, I need your help on how to resolve a big mess with one of my girlfriends. I have a non- profit organization for homeless women and I provide clothing and toiletries for the ladies. I’ve been using part of my living room to sort donations. An old friend of mine recently lost weight and donated her old clothes to my organization. I went by her house to pick up the items and I...

Dear Steve and Shirley, I've been married for four years, but we have been together six years. My husband charmed me and I was head over heels in love with him. He was always considerate and very loving, but over the years he's become distant in everything that we do. He stopped dating me after the pandemic. We had just got married, and when the world opened back up, he never resumed his duties as...

Dear Steve and Shirley, I live in North Carolina, and I'm in a long distance relationship with a man I've known all my life. He's a great man that would never cheat on me because he barely has enough money to take care of the two of us. After dating him for seven years without him having a real plan for our future, I cheated on him. I got a sugar daddy that lives in the same city as my man.  He is...

Dear Steve and Shirley, I'm thirty three years old and I moved back to my hometown two months ago. My dad is ill and my mother is doing the best she can to take care of him, at least that's what she told me. I kicked right in and started taking Daddy to the doctor and to get his medication. When I couldn't do it because of work, Daddy had another woman taking him, and I thought she was some kind o...

Dear Steve and Shirley, I think my husband is cheating on me. I found out after a woman called me and said my husband was late on her car payments. She said they've been having sex for almost a year and bought her a car. He bought her a car for her birthday last August. She said that she started dating another man in October and my husband got mad and said he would take the car away from her. She...

Dear Steve and Shirley, I'm forty four and my partner is forty eight. We've been together for thirteen years total and living together for the past nine years. He's been married before, so he didn't want to get married again. I have never seen a great marriage, so I'm not big on the institution of marriage either. Even now, nothing but married men hit on me. I'm a realist and I know that ninety ei...

Dear Steve and Shirley, I am newly divorced and dating again at fifty three years old. My aunt set me up with a handsome, bald man that has a great smile but a quirky personality. I cannot figure out what's up with him until recently. He's a school administrator and he does educational videos for the school district, so he's really into how he looks. On our first date, he told me that he bleaches...

Dear Steve and Shirley, I'm a thirty four year old married woman and I'm staying at my cousin's house temporarily while I'm working on a project in Austin. My cousin is fifty two and her husband is forty eight. My room is on the other side of their house, by the kitchen. I've heard my cousin's husband on the phone mumbling late at night, damn near every night since I've been staying with them. He'...

Dear Steve and Shirley, I moved to a new city and I met a man at my apartment complex. He doesn't live there, his sister does. He asked me to go out, and our first date was so good that he wanted to show me around town. We became inseparable, but we haven't had sex or put a title on our relationship. It's been three months and I'm sexually attracted to him, so I asked if we were dating?..............

Dear Steve and Shirley, I'm forty years old and married to an older man. He's an entrepreneur and I'm in the insurance field. He's out and about rubbing elbows with big wigs every day, at least that's how he describes his line of work. He dabbles in real estate and he owns a few parking lots and he just acquired another one. When he's at home, he's sleep or he's on his computer. We used to cook at...

Dear Steve and Shirley, I'm a fifty eight year old married man. I'm a dump truck driver. I retired from teaching after thirty years in the classroom. I was only fifty five, so I decided to reinvent myself and get back to work. I was talking one of my homeboys that has a hauling business. I hadn't talked to him in years. One day I ran up into him and he was telling me how he bought a truck and he g...

Dear Steve and Shirley, My husband and I met and immediately fell in love. I'm twenty eight and he's thirty four. I met him at work and he relocated and asked me to come with him after we had known each other for only two and a half months. Everything was rosy back then, and all I could think about was getting married and having babies with curly hair like his. My fairy tale life lasted for almost...

Dear Steve and Shirley, I love my husband with all of my heart, but I do not like him, and I don't like being around him. I cannot have a conversation without him weighing the pros and cons of what I'm telling him. For example, prom season is coming and our son has a date, but our daughter chose to go to the prom with a group of girls. He tried to get my daughter to ride to the prom with our son,...

Dear Steve and Shirley, I’m a 33 year old married woman and I’ve been with my husband for 8 years, married for 5. My husband just found out that my male best friend is my ex-boyfriend. I also have a female best friend that I used to have threesomes with. We are all close and they loved my husband and he loved them. I was on FaceTime with my best friend the other night and he mentioned a tattoo on...

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Dear Steve and Shirley, My husband and I have been together for fourteen years and married for ten. After our third child, we gained a little too much weight, so when our toddler started school, we started to work out. My husband has lost a lot more weight than I have, but I am glad that my clothes are fitting again. I have to hear my sweet husband bragging about losing more weight than he imagine...

Dear Steve and Shirley, My husband and I have been married for eleven years and we have a son. My husband is eight years older than I am, and he has old school values and ideas. He is great with our finances and I'm not. I spend a lot of money on our child's extra curricular activities and his annual school fundraisers. I hate that I have to ask our friends to support our child, and I have to do t...

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 s...

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 did...

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 wh...

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...

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 ren...

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 o...