"My Girlfriend Says She's Too Insecure to Do Arts & Crafts Together...Should I Finally Dump Her?" episode artwork

EPISODE · Jun 6, 2026 · 24 MIN

"My Girlfriend Says She's Too Insecure to Do Arts & Crafts Together...Should I Finally Dump Her?"

from You Don’t Know Anything About Women: Dating Stories and Advice · host Roy Calvin | Dating Advice

Here's who I'm giving REAL dating advice for men to in this episode:- An autistic guy who wants to apologize to the girl he's dating over and over when he makes mistakes.- A university student who asked a girl out, got a NO, and is wondering how to deal with still regularly seeing her (it's time to be cool).- A guy who is worried about competing against other guys and offending girls.- A serially friendzoned guy who thinks girls like him.- A guy who has been complaining about his insufferable girlfriend online for over a year but still hasn't broken up with her.(Also, I somehow managed to say the F word literally 50 times in this episode. More than twice a minute. Enjoy that.)Subscribe for more Reddit dating stories, dating advice for men, and dating tips.Message me or support the show: https://linktr.ee/roycalvinDating lessons from this episode:Over-apologizing in a relationship can create more pressure than the original mistake. If you already apologized and your girlfriend has moved on, bringing up the same small mistake again can make the situation feel worse. A sincere apology is usually enough.Relationship anxiety can lead to rumination, reassurance-seeking, and self-sabotage. When you replay small mistakes for days or weeks, the real issue may be anxiety rather than the mistake itself. Constantly asking for reassurance can put unnecessary strain on the relationship.Learning how to stop apologizing repeatedly is important for relationship confidence. After you apologize once, the best move is often to stay calm, stop revisiting the issue, and return to normal behavior. Repeated apologies can make you seem less secure.Rejection feels worse when you have limited dating experience. Being rejected by someone you like can feel devastating, especially if you spent months building up your feelings. The key is to accept the answer, stay composed, and keep meeting new women.Seeing someone after they rejected you does not have to be awkward. If you share classes, hobbies, or mutual friends with someone who turned you down, the situation is only as awkward as you make it. Be polite, relaxed, and avoid acting bitter.Do not build your hobbies around impressing a girl. Sports, fitness, and hobbies should be things you enjoy for yourself. If your motivation depends on one woman’s approval, rejection can make you lose interest in something that could still benefit you.Dating success is a numbers game, and a few rejections do not define your attractiveness. A small number of failed attempts does not mean you are undesirable. One yes can change your entire outlook, so focus on increasing your opportunities instead of obsessing over a temporary losing streak.Sliding into DMs is not the only way to meet women. If Instagram, dating apps, or online messaging feel too competitive, meeting women in real life can help you stand out. A real conversation gives you more context than a random message.Unwanted attention often depends on whether attraction is mutual. You cannot always know in advance whether a woman will welcome your attention. Make a respectful move, accept rejection if it happens, and do not assume every approach is automatically unwanted.Staying in an unhappy relationship in your early twenties can waste valuable dating years. If a relationship is emotionally draining, one-sided, or full of repeated complaints, it may be better to end it than keep hoping things will change. Your early twenties are an important time to gain dating experience and learn what you actually want.

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This episode was published on June 6, 2026.

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