Will She Lose Interest If You Don't Text Her Everyday?

Host: Harry Wilmington Episode Type: Listener Q&A Runtime: Approx. 1hr+

In this episode of Harry Dating Convos, Harry dives into five real-life questions from listeners and Reddit users, covering everything from texting habits to dealing with new influences in your dating partner’s life. He gives grounded, experience-backed advice for men navigating attraction, communication, and boundaries. If you’ve ever wondered whether you're texting too much or too little, or how to act when her behavior starts shifting—this episode is packed with insight you need to hear.

• [2:05] — "What if her new friends are influencing her?" A guy’s concerned that the girl he’s dating has started hanging around a more promiscuous group of friends. Should he worry? Harry breaks down how to separate insecurity from valid observation.

• [8:47] — "Why do I feel like I turn boring after a few hours on a date?" A guy wonders why he starts high-energy with women but feels drained or uninteresting the longer he spends with them. Harry talks energy management, introversion, and how to stop performing and just connect.

• [20:11] — "Did I overreact when she got cold after hanging with a guy friend?" A man cut things off after suspecting his date’s interest in a male friend. Harry explores jealousy vs. boundaries, and how overthinking can sabotage a good thing.

• [29:28] — "She ghosted for a bit, then agreed to a date—is she just using me?" A listener questions if he’s setting himself up to be used for a free meal. Harry explains how to set low-stakes dates, manage expectations, and not get caught up in “foodie call” paranoia.

• [41:52] — "Should I be texting her every day while I'm away?" Inspired by a Reddit post, Harry tackles the ever-burning question about texting frequency. He dissects bad advice vs. strategy, explains why less is often more, and how to use absence to build attraction.

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