Strawberry Letter

Dear Steve and Shirley, I’m a 48-year-old man and my wife and I have a 23 year old daughter that graduated from college and she moved back home. She asked her mom and I if one of her school mates could live in our basement for three months. I was hesitant, but my wife coerced me to let the young man stay temporarily. He was polite at first but then he started coming upstairs and trying to engage w...

Dear Steve and Shirley, I am a 30 year old single woman without any children and I am dating a 41 year old man that has 3 young daughters. We’ve been together for 5 months and all of a sudden, he does not approve of how I dress. He told me that I dress as if I want attention from other men and not like a wholesome woman.  I am a full-time legal assistant at a popular law firm and I take law classe...

Dear Steve and Shirley, I’m just going to jump right in and get to it. I’m married and he’s married. We both have families. I have 3 kids and he has 4 kids. One of my kids is his. Our affair had been going on for 11 years and now we have a 2 year old son. He left me when I told him that I was pregnant. We both agreed for me to terminate the pregnancy, but he refused to give me the money, so I chan...

Dear Steve and Shirley, I am a 30 year old married woman and my husband and I need your advice on an issue with our closest friends. Our friends are first time parents and their daughter is a toddler now. Since the child was born, we’ve been in a group text with the couple and 15 other people. My husband and I both hate text groups, but we humored the couple because they are really nice people. Th...

Dear Steve and Shirley, I’ve been dating a man for 3 years and we get along great. We’ve talked about getting married, but we have to work out a few kinks first. Both of us have teenage kids from previous relationships and I spend a lot of time with his kids, every other weekend. He is always around my kids because I have sole custody of them. We always joke about how his kids like hanging out wit...

Dear Steve and Shirley, I'm 49 years old, but I look 30, praise the Lord! I'm an entertainer by nature. I love life and I celebrate it every day. I'm high energy, and always the life of the party wherever I go. Recently, I started an Instagram account to showcase my talent and I have a few hundred followers that like my work. I learned from you, Steve, that it’s never too late to pursue your dream...

Dear Steve and Shirley I need your honest advice here because I don't know how to handle this situation. I'm in my late 40s and in a good relationship with a man my age. We are well above the age of foolishness, but recently we had a big disagreement. I was staying at his house the other night and I got a call from my ex husband, who I still consider a friend. My ex husband is still single and he...

Dear Steve and Shirley, my grandparents have been married for over forty years and they both have gone buck wild. About a year ago, my grandpa confided in me that he’d met a younger woman and he enjoys her company a lot. He started getting a bunch of tattoos and I told him he better not let my grandmother see them. He would tell my grandmother he was hanging out at the lake or at his barbershop, b...

Dear Steve and Shirley, my brother has been married over fifteen years and we’re a close-knit family. My wife and I went over to our good friends’ house to watch a game and I went to get a beer and my friend’s wife said she needed to show me something but I had to keep it a secret. I was nervous as heck, but I agreed. She took out her phone and showed me a video of my brother’s wife at her front d...

Dear Steve and Shirley, I am a 54 year old married man and I had an affair with a 27 year old female. I texted my wife of 17 years to tell her that I’d met a younger woman and fell in love with her. I let my 80% happiness go, for a woman that only provides 20% of the love and happiness I need. I have a 5 month old daughter with the younger woman that I’m seeing. She already had 4 children and I he...

Dear Steve and Shirley, I’m a 28-year-old man and I am holding on to a secret. A couple weeks ago my best friend’s sister lost her job due to Covid-19 cutbacks and she ended up moving into his guest room. I knew that she was struggling and I thought it was good of him to offer to let her stay there until she got back on her feet. My best friend doesn’t know it, but I’m really into porn, sex chatro...

Dear Steve and Shirley, I am writing you because I need advice. A friend of mine was going through a rough time recently and she and her 4 children ended up getting evicted from their apartment. Me, being the caring and big-hearted person that I am, I offered to let my friend and the children stay with me temporarily till she got herself together. She initially said she’d only need three months an...

Dear Steve and Shirley, I don’t know what to do with my daddy. He’s not sick or anything, but in these times of Covid-19, cancer and heart disease, I worry about his health all the time. My dad is 87 years old and he loves to keep a house full of his friends and enjoy life. Every day, his house is like the senior center for men and they talk about women constantly, play cards, listen to music, wat...

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

Hello Steve and Shirley, I married the man of my dreams, or so I thought. I insisted on waiting till marriage before having sex. My husband would give me the world if he could and I do love him, but every time we have sex, the only one getting any fulfillment is him. At first, he said it was because he didn't last long enough so he went to his doctor and the doctor gave him a shot. Well, that shot...

Dear Steve and Shirley, I am a 27 year old woman and I have 3 children by my ex-boyfriend. I say ex, because we just broke up on election day. We had been together for 9 years and started a family together, but things started going downhill recently. A few years ago, we moved to a new city and we both had great jobs and we opened a small business together. We were finally getting the financial fre...

Dear Steve and Shirley, I have been dating a woman for about a year and I’ve been keeping a big secret from her. The secret is I’m a wealthy man and my girlfriend doesn’t know. Before I met her and fell in love, I had met a lot of women that were attracted to me because I have a nice car, expensive watches and tailored suits. I have an apartment in the city and I started taking women there instead...

Dear Steve and Shirley, I got caught cheating recently after I took my husband to my boyfriend’s house. My husband has accused me of cheating for years and it’s all because of Instagram. I get a lot of attention from random men and he gets jealous so I try to delete a lot of my comments before he sees them. Recently, I ran into an old acquaintance that had just moved back home and he asked if we c...

Dear Steve and Shirley, I'm a 49 year old black man and I met a 39 year old black female and we hit it off. She told me she’d just got out of an emotionally abusive relationship, so I wanted to treat her extra special. She told me that she wasn’t used to men being honest and reporting in to her throughout the day. I thought that it may be too much for me to handle, because she has major trust issu...

Dear Steve and Shirley, my husband went out of town for military duty and he wasn’t even gone a month before I found out that he was seeing another woman before he left. I was humiliated cause everybody knew about it, except me. He denied it for months and eventually he decided to come clean, after the woman was done with him. He assured me that things were over with them but my trust was broken a...

Dear Steve and Shirley, my husband is a great provider and what I love most about him is the way that he loves the Lord. We dated for 3 years before we got married and we’ve been married for two months. I love him dearly, but we have a problem in the bedroom. When we make love it's usually a 10 to 15 minute session. We do the pre-game stuff and it’s wonderful. I hook him up and he hooks me up befo...

Dear Mr. Harvey and Ms Strawberry, I am a 22 year old guy and my girlfriend is 21. She still lives at home and she’s a virgin, so we’ve been taking it slow in the sex department. I am falling in love with this girl and I think she loves me. My birthday was two weeks ago and she treated me to dinner. As I was dropping her off at home, she told me to pull over before I got to her house so she could...

Dear Steve and Shirley, I’m a 30 year old beautiful and successful woman and I’m in love with a 44 year old, well-educated hunk that swept me off of my feet. When I met him, he told me that he was seeing someone in a long-distance relationship, but I still started dating this man, despite the news. After six months of dating, I did some research and found out that he proposed to this woman and she...

Dear Steve and Shirley, let’s get right to it. Here's my dilemma… I’m a 38 year old woman and I've never wanted to have children. Five years ago, I was in a great relationship and we were talking about getting married, but he wanted children and I did not. So we mutually decided to end our relationship. We could not deny that we were still in love with each other, so two years after we broke up, w...

Dear Steve and Shirley, I’ve been in an “entanglement” with this pastor that I met 8 months ago. My office shared a parking lot with his church and he always greeted me with “Hello brown sugar.” I eventually told him my name because he’s married and I did not want appear to be flirting with a married man and a man of God. I didn’t entertain him at first but then he found me on social media and he...