Strawberry Letter

Copyright: 2024 iHeartMedia, Inc. © Any use of this intellectual property for text and data mining or computational analysis including as training material for artificial intelligence systems is strictly prohibited without express written consent from iHeartMedia

Latest Episodes:

I Wish My Boyfriend Was Bigger Dec 27, 2019

Show notes

Dear Steve and Shirley, I am in my mid 30s and I’m 5’1” and I weigh 128lbs. I am dating a personal trainer and he weighs 170lbs. He used to weigh 350lbs and he worked hard to lose the weight and keep it off. He is looking sooo good these days, but we have a big problem… Our eating habits are totally different now. I’m a country girl, so my meals are pretty hefty and full of flavor. They aren’t bad nutritionally, but they definitely are not the healthiest option..................

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

You Ever Heard Of An Old Fool Dec 26, 2019

Show notes

Dear Steve and Shirley, do you think that dating rules for seniors are different than those for younger people? I need to know cause I am trying to find love again and I’m over age 60. I'd like to think that a man aged 65 to 70 would think and act differently than he did when he was 25 to 30 years old, but that's not the case. When I meet men my age, they are still interested in the cookie and I need to know if I should still be using the 90 Day Rule at my age................

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

Best of 2019: My LIttle Ugly Boyfriend Dec 26, 2019

Show notes

Dear Steve and Shirley, I am a 31 year old single woman and I met the man of my dreams two years ago on a dating website. He lives in Tampa and I live in Philadelphia. A few months after we met online, he came to visit me. I immediately noticed that he lied about his height. He's short. He is an inch or two shorter than me and I like tall men. I had hoped he looked a little bit better than his pictures online, but he looks exactly the same in person. He’s not handsome at all....................

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

Best of 2019: What Does He Have To Hide Dec 25, 2019

Show notes

Dear Steve and Shirley, I’ve been dating a man for 15 months and we are in a monogamous relationship. He’s 57 years old and I’m 49 years old and we’re both divorced. We get along well, but I need your advice. This past weekend, I stayed over at his house on Friday night, all day Saturday and Saturday night. On Sunday morning, we woke up and cooked breakfast and then we lounged around and watched football. He got up and changed his clothes and told me he was headed to the gym. I thought it would be the perfect time to take a nap before I cooked dinner.............

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

Best of 2019: I Can't Call Her Husband Daddy Dec 24, 2019

Show notes

Dear Steve and Shirley, I am a 28 year old female and I have a 57 year old male mentor that I work with. He has given me great advice and helped me through some obstacles in my life. This is the first man that has ever treated me with respect and did not try to sleep with me. He is like a father figure to me and I call myself his play daughter. The only problem is his wife. He knew that I did not have any plans for Thanksgiving dinner, so he invited me to his home. He never talked much about his wife, but I figured she would be just as sweet as he was..............

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

You Can't Hide A Beautiful Body Dec 24, 2019

Show notes

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 classes at night..............

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

One Big Happy Family Or Nothing At All Dec 23, 2019

Show notes

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 with me more than with him..................

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

Best of 2019: My Man Is Too Loving And Gentle Dec 23, 2019

Show notes

Dear Steve and Shirley, I am a 36yr old female in a long-distance relationship with a man in his early 40s. Things are good between us, and honestly, I am ready to take things to the next level. I only have one problem and I’m hesitant to move to his hometown if he can’t fix the problem. We have been in a committed relationship for 2 years and when we are intimate, he is very gentle and loving in the bedroom. He has kept this same routine the entire time. He does not do anything freaky or exotic and he’s very passionate..............

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

We Fit Together Like A Lock And Key Dec 20, 2019

Show notes

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

The Minister Wants More Than Tithes Dec 19, 2019

Show notes

Dear Steve and Shirley, I am a 29 year old single female and my dad is a well-known pastor. I moved back home after college and I’ve been a big part of the church family since then. I help out with the youth ministry and I get along well with the youth minister. He is five years older than me and he’s married. The youth minister and I always had great faith-based talks and I looked up to him as a spiritual mentor, until recently..................

Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

See omnystudio.com/listener for privacy information.

Our TOPPODCAST Picks

Follow Us

Stay Connected

Related Podcasts

Links

Stay Connected