Ask Sassy: Hair-raising Hookups & Party Hang-ups

This week, we cut close to the scalp, play dress-up and deal with those who don’t know when to depart.

Should I tell my friend his new haircut is hideous?
Look, if your friend looks like he’s lost a bet with his hair, it’s your duty to steer him right. Casually bring up the topic by complimenting his adventurous spirit, then gently suggest, “You know, I think the style could be tweaked to really highlight your features more.” Offer to accompany him to a trusted stylist. Framing it as a bonding opportunity can make the suggestion feel more like a fun outing rather than a critique. Remember, a friend’s role is sometimes to be the mirror they refuse to look into. Do it with love, and pack an extra dose of humor to soften the blow.

My date told me he’s into role-playing. Is that a red flag?
Not a red flag, darling, but perhaps a flag of vibrant colors, signaling an adventurous spirit! Role-playing can add a thrilling layer to relationships, provided all acts are consensual and enthusiastically embraced. Discuss expectations, boundaries and safe words to ensure both parties feel comfortable and excited. This conversation itself can enhance intimacy, showing you’re both open to exploring fantasies while respecting limits. So, don’t shy away just yet; this could be the spice you didn’t know your recipe needed, as long as it’s all in good fun and good taste.

How do I avoid my ex at a party?
Avoiding an ex gracefully is an art form. First, mentally prepare yourself for the encounter—it’s better to be pleasantly surprised than caught off guard. At the party, keep yourself surrounded by friends and engage in conversations that boost your confidence. If you bump into your ex, keep the interaction brief and breezy. No need to rehash the past; a simple “nice to see you” suffices. Focus on enjoying your night, and remember, showing you’re unbothered and fabulous is the best ‘revenge.’ Just don’t overdo the avoidance to the point it ruins your fun or makes it obvious.

How to handle someone who doesn’t get the hint to leave the party?
When gentle nudges don’t work, it’s time to be a bit more direct. Approach your lingering guest with a warm smile and say, “I’ve had such a wonderful time tonight, but I’m starting to wrap things up.” If they don’t take the hint, proceed to clean up and subtly start turning off the music or dimming lights. It might feel a bit awkward, but sometimes clarity is kindness. Remember, your comfort in your own home is paramount, and it’s okay to enforce boundaries graciously but firmly.

That’s it for this week! Always dress your best, play your part and know when to make a graceful exit!

Got a tricky situation? A messy love life or a social snafu? Don’t navigate it alone! I’m here to sprinkle some sass and wisdom on your woes. Email me your questions at asksassy@hesaiddallas.com and let’s tackle them together in next week’s column. Remember, no topic is too small or too scandalous for our little chat. I’m all ears and all advice—fire away, darlings!