This article was reviewed by Eddy Baller and by wikiHow staff writer, Bertha Isabel Crombet, PhD. Eddy Baller is a men’s dating coach and founder of Conquer and Win, a Vancouver-based service that helps men break free from loneliness and meet the women they truly want. Since 2011, he has coached men to overcome approach anxiety, spark real attraction, and build meaningful relationships—without relying on dating apps, gimmicks, or luck. Through both online sessions and in-person coaching, Eddy gives live feedback as clients meet women in everyday places, making confidence feel natural and conversations effortless. His mission is simple: to help men get into meaningful, long-term relationships.
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Picture this: it’s late at night, and you’re chatting with your crush. Suddenly, you feel tempted to send a risky text to spice up the conversation. But what exactly is a risky text? And should you even send them to begin with? If you’re weighing your options when it comes to risking it all for your crush via text, keep reading to learn more. We’ve also provided examples of risky texts that you can use as inspiration or steal altogether, plus tips from dating coach Eddy Baller!
Top Riskiest Texts to Send Your Crush
Dating coach Eddy Baller says that a risky text is a bold message that has the potential to shift the dynamic—but pay attention to the vibe to make sure the timing is right. Examples of risky texts include:
- “I can’t wait to touch you again.”
- “What are you wearing right now?”
- “Send me a selfie. I miss that gorgeous face.”
- “If I asked you to come over… what would you say?”
- “It’s so chilly tonight… if only I had a cuddle buddy…”
- “So are we really just ‘hanging out’ or are you secretly in love with me?”
Steps
Expert Q&A
Tips
References
- ↑ Eddy Baller. Dating Coach. Expert Interview
- ↑ https://www.urbandictionary.com/define.php?term=risky+text
- ↑ Eddy Baller. Dating Coach. Expert Interview
- ↑ https://www.marriage.com/advice/physical-intimacy/10-super-sexy-things-to-text-that-will-get-him-in-the-mood/
- ↑ https://www.popai.pro/resources/240-flirty-messages-for-her-to-make-her-crazy-about-you-with-images/
- ↑ https://www.goodhousekeeping.com/life/a60581148/flirty-texts/
- ↑ https://www.theknot.com/content/pick-up-lines
- ↑ https://parade.com/living/dirty-pick-up-lines
- ↑ Eddy Baller. Dating Coach. Expert Interview






