Why Dating Feels So Negative Right Now ft. Matchmaker Maria

U Up?

Is celebrating Valentine’s Day a basic expectation, or optional? Jared and Matchmaker Maria unpack a petty or prudent situation where a woman uses an entire couples spa gift card on herself after her boyfriend refuses to acknowledge Valentine’s Day at all. J & MM break down how attitude is everything in dating and why showing up authentically matters, especially for Gen Z. They also share what to do if you’ve been seeing someone for one day versus a few months for Valentine’s Day. Then, a listener asks how to tell a guy she wants to wait to have sex, without killing attraction, right before their first Valentine’s Day together.

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Is celebrating Valentine’s Day a basic expectation, or optional? Jared and Matchmaker Maria unpack a petty or prudent situation where a woman uses an entire couples spa gift card on herself after her boyfriend refuses to acknowledge Valentine’s Day at all. J & MM break down how attitude is everything in dating and why showing up authentically matters, especially for Gen Z. They also share what to do if you’ve been seeing someone for one day versus a few months for Valentine’s Day. Then, a listener asks how to tell a guy she wants to wait to have sex, without killing attraction, right before their first Valentine’s Day together.

Learn more about your ad choices. Visit megaphone.fm/adchoices

2026-02-13 53 min
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