Dating Tip: Gift wrap Yourself!

dating tip

By Jackie Pilossoph, Founder, Divorced Girl Smiling, the place to find trusted, vetted divorce professionals, a podcast, website and mobile app.

I have a dating tip that has to do with what I call “gift wrapping yourself.” What I mean by that is, you and your first date could really really be right for each other, but he or she never got past the fact that there was no physical attraction.

Not because you aren’t good looking or because you have some bad physical flaw, but because of the way you dressed or your lack of style or because you didn’t seem like you put effort into your appearance or because you had no makeup on. For those of you who think I’m being superficial, I promise I’m not!


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I’m talking about making sure you are gift wrapped right, so that the date gets started off with an energetic, appealing tone. It’s no different than receiving a birthday gift. Let’s say someone gives you a present in a beaten up box, not wrapped. Does it have the same excitement and appeal as a gift that comes beautifully wrapped in colorful paper with a big huge bow? Nope. How do you think Tiffany gets away with their overpriced merchandise? Because their success starts with the little blue box! That little blue box makes every woman’s face light up. People who get gifts beautifully wrapped are excited, appreciative and it makes them feel good that someone spent all that time making sure the gift looked nice. 


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So, is there any difference when it comes to gift wrapping yourself for a date? No. Here is my Love Essentially column that offers this and other reasons you should let fashion into your love life.

Why You Should Let Fashion Into Your Love Life by Jackie Pilossoph for Chicago Tribune media Group

Several years ago, Suzanne Newman got invited to a social event where she said she knew women would be wearing expensive designer dresses and suits – clothing she could not afford at the time.

“I was newly divorced and had just begun dating, and I didn’t have the budget to shop at high-end stores,” Newman said. “I bought a dress at Target for $10, but I felt really good in it.”

To her surprise, the dress she chose was a huge hit!



“Here’s the cool part. I ended up on the social pages in two newspapers. It taught me that style isn’t about money, but rather it’s about knowing what works for you, finding a really good fit and accentuating and understanding your own positive attributes.”

Click here to read the rest of the article, published in the Chicago Tribune Pioneer Press!

Like this article? Check out, “A Tiny Tip That Could Improve Your Love Life”


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    Editor-in-chief: Jackie Pilossoph

    Jackie Pilossoph is the Founder of Divorced Girl Smiling, the media company that connects people facing with divorce to trusted, vetted divorce professionals. Pilossoph is a former NBC affiliate television journalist and Chicago Tribune/Pioneer Press features reporter. Her syndicated column, Love Essentially was published in the Chicago Tribune/Pioneer Press and Tribune owned publications for 7 1/2 years. Pilossoph holds a Masters degree in journalism from Boston University. Learn more at:

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