Strawberry Letter

Dear Steve and Shirley, I am a 43 year old single mom of two. For the past year, I have been seeing a nice 43 year old gentleman that I've met on the Plenty Of Fish dating site. When we met, I told him that I was ready for a relationship not just to hook up for sex. He said let's see where it goes. Two weeks later after talking on the phone we finally met up and we ended up having sex that first n...

Dear Steve and Shirley, I need some help with one of my closest friends. He and I have known each other since middle school and he’s always been a bit lazy. He comes from a fairly privileged background and I believe that made him feel entitled to certain things in life, without actually working for them. We are in our early 30s now and he still lives with mother, works part time, and never finishe...

Dear Steve and Shirley, I need help! When I was a teenager, my parents went through a horrible divorce and my mom moved to a new city to start over. I love my both my parents equally, but I chose to stay with my dad so I would not miss my senior year of high school with my friends. My dad has always been a pastor and now I am the minister of music at our church. A few years after the divorce, my d...

Dear Steve and Shirley, I've been with my man for two years and we have lived together for the past year. We have a really good relationship but there's one problem. He will not have any kind of sexual relations with me and this has been going on since we started living together. He says he wants to wait until we are married but he has not even proposed. We're not at that point in our relationship...

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 some serious advice. Steve, I’ve read all of your books and I follow many of your rules, especially the “No sex before 90 days” rule. I am dating a compassionate and caring man and he’s such a gentleman. He is affectionate, but understood when I told him we should wait to be intimate. It was no problem. So, we have passed our 90 day trial period and we’ve started hav...

Dear Steve and Shirley, There is so much going on in my home. I've been with my husband for 18 years and we've been married for four years. I have three children from a previous marriage and we have a daughter together. My husband does not like my children and he talks about them constantly. My kids don't like him either and after we got married they moved out of the house. The daughter that I hav...

Dear Steve and Shirley, I have a loving heart and always try to help others. That being said the other day I was in the discount store buying toiletries to make packets for the homeless. I keep at least five packets in my car at all times and I give them out when I see the need. So I was in the checkout line and there was a couple in front of me. I overheard the lady ask the clerk how much was tax...

Dear Steve and Shirley, I'm a beautiful 38 year old female with a 54 year old man. Everything in our relationship is perfect except our sex life. The big problem is that my man can go for hours and I'm not exaggerating. He doesn't take any male enhancement products but he's in great physical shape for his age. I have been knowing this guy for 13 years. We dated a while ago. Then he got married. Af...

Dear Steve and Shirley, My boyfriend and I have been together for 3 years. At the beginning, everything was perfect, but then I started checking his phone and I saw messages between him and a lot of different ladies. He usually texts one girl more than others so it seems like he is really trying to get to know her. I questioned him about the text messages and he promised that he would stop talking...

Dear Steve and Shirley, I've been with my husband for over ten years and we finally got married last year and moved in together. Now I'm having second thoughts about him because he's sneaky and looks like something is going on with him. He works two jobs every day and when he gets in from work it's really late and I am usually asleep. A few nights ago I heard him digging through my purse and then...

Dear Steve and Shirley, My girl and I dated for six years. Then I proposed to her a year ago on her birthday. Since I gave her the ring her behavior has really changed and she's been acting like we're already married. Like married couples we don't have sex nearly as often as we used to. And now she comes to bed in unflattering pajamas or one of my big T-shirt. Before we got engaged she used to coo...

Dear Steve and Shirley, I have known my husband for 20 years and we've been married for three years. He cheated on me multiple times with multiple women but I'm standing by my wedding vows. I always pray that the good Lord would see us through his infidelity and now we're rebuilding our marriage. Not many women would be as forgiving as I am. Having said all of that I still have plenty of good sens...

Dear Steve and Shirley, My boyfriend and I have been dating for seven long years and I say long because he is a constant cheater. He has a habit of waiting till I fall asleep at night. Then he leaves the house and if I call him when he's out he won't answer his phone. Sometimes he stays out all night and when he finally comes home in the morning he would tell me something like he fell asleep on th...

Dear Steve and Shirley, I've been married for close to eight years and over the weekend my wife told me that she is not in love with me anymore. I'm a big guy and my wife used to be a big girl but she recently had cosmetic surgery to fix a few issues she was having. Now she thinks she's God's gift to the world. She's been posting all kinds of sexy pictures on Facebook and when random men comment o...

Dear Steve and Shirley, My best friend and I have been the best of friends for over ten years. I met her and her husband at the same time and we all just hit it off. One day I was at their place sitting on the couch. My boyfriend was sitting next to me my best friend's husband was in the other room. I looked up and her husband was standing in the other room rubbing on himself while looking directl...

Dear Steve and Shirley, My fiancé and I have been together for 15 years and we’ve been engaged for the last 5 years. He’s 31 and I’m 29 and we have four kids. I just finished nursing school and I will start a great new job next month. My fiancé has been working at the same company for 7 years and he still doesn’t know what he wants to do with his life. He’s in a job, not a career. He is in busines...

Dear Steve and Shirley, I've been with my now fiance for three years and what I can't wrap my head around is his closeness with his older sister. When we first started dating my fiance sister called and texted him excessively they would stay on the phone forever and she would pop up at his house whenever she wanted to. He told me that she just had to get used to the fact that he was no longer sing...

Dear Steve and Shirley, My husband cheated on me two years ago, when he was away on a work related trip. I could tell he was different when he got home, so for the past two years. I asked him over and over if he cheated on me, and he denied it. About a month ago, while we were in a heated argument, he admitted that he cheated and told me who the woman was. I went of Facebook and found the woman an...

Dear Steve and Shirley, I’m tired of motherhood. Sorry, but I am no longer interested in being a mother. I am 28 years old and I have a 5 year old daughter that is disrespectful, obnoxious and constant source of embarrassment in public.  She is out of control on a daily basis. Beating her behind does not help and I don’t know what else to do. I have tried many ways of disciplining her. Reverse psy...

Dear Steve and Shirley, I need some relationship advice. Here's my issue. I was dating a member of a certain fraternity for four years and we broke up earlier this year. Since then I grew closer to an old friend that I've known since college and we decided to take our friendship to the next level. This new guy is in the same fraternity as my ex and they see each other at monthly chapter meetings p...

Dear Steve and Shirley, I am 61 years old and my boyfriend is 67. I thought I had met the man of my dreams three years ago when we met. When we met, we were open and honest about what we wanted in life. Or so I thought. He recently had a revelation that he does not think he can make love to the same woman for the rest of his life. He also told me that he enjoyed an active swingers lifestyle for ma...

Dear Steve and Shirley, My fiance and I have been together for a while but we don't live in the same city so we do everything we can to keep the spice in our relationships. We send flirty texts and explicit pictures and when we are together it is on and poppin. The texts and pictures we send are so raunchy risque and vulgar that a porn star would blush. We can't help it. Well now we have a big pro...

Dear Steve and Shirley, I am in my late 20s and two years ago I started having sex with a guy I met in high school. We dated broke up and now we're back together. He is the only man that I've ever had sex with. During the short time we broke up. We were friends with benefits because we really enjoyed each other's bodies. We used to do it every day anywhere we could. We used to do it everyday. Anyw...

Dear Steve and Shirley, My husband and I have been married for 15 years and we have two children. My husband is a functioning alcoholic. He can work a full day without drinking but as soon as he's off the clock he starts drinking. He drinks in private. He doesn't leave his alcohol out where I can see it but I can always smell it in his cup. This started shortly after we got married and I allowed i...