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Tips To Be the Coolest Grandmother Ever

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Tips To Be the Coolest Grandmother Ever
Grandmother. A vision pops in the mind: some old purple-haired hag wearing a dowdy dress with a lace Peter Pan collar, clunky shoes, stockings ringing down around the ankles. Hair in a meticulous bun and microscope lens glasses that hang from a chain around the neck. Who needs it. These days grandmothers are giving themselves a new name – fun, free, fresh, and even stylish. But how to look cool and not clueless, stylish and not silly?

Keep Up With the Times, Within Reason

Know what’s in and what’s out, but don’t go running off to buy skinny stretch jeans if your rump doesn’t look like a Kardashian’s.

Your best bet is to find a pair of fitted, but not tight, jeans that make you look good. That’s the point, right? Buy your clothes to fit well, and last the long term. That means both in style and quality. Go for modern, not trendy. Spend more on your pieces, but shop less often.

Elegant and Hip

Yes, you can be both. Neutral tones are wonderful for giving a sleek and sophisticated look. Buy clothes that fit and alternate between one another – skirts that work with blouses, blouses that work with slacks, slacks that work with jackets, you get the idea. This look can be plain, however, so adding a little flair can prevent you from looking dowdy and dull. Add a colorful scarf, clipped with a fun pin, or sparkly barrettes, modern jewelry, or funky shoes. Handbags are a great accessory to play with too, and honestly, who doesn’t want to buy a cool purse?

Get Crazy, Who Cares

Always wanted a tattoo but didn’t want to be judged? You only live once, get out there and get some ink. Just watch the skin that’s lost its… youth. Shoulders are a good idea, as are inner arms. You can do it anywhere, just pick wisely, you don’t want your Picasso doesn’t become toddler watercolor.

And your hair. Is it a helmet?

Is it looking a little lavender? Is there more over your ears than under? Beehives went out with the hippies, but you can still get a little groovy. There’s nothing wrong with letting your hair grow longer, it’s pretty, even. Gray isn’t the taboo color it used to be, many women are embracing it these days. But you can still dye it. Experimenting with colors through highlights can keep your look fresh and new – you can even to pink if you’re a wild and crazy granny. Just make sure you go to a great stylist who will professionally finish your look to compliment you and your age. Otherwise, you risk looking like someone dumped you with Kool Aid.


At the end of the day, if you’re comfortable, you feel great, and you love what you’re wearing, it’ll come through in your attitude. If you love a good dirty joke, tell it. If you want to go dancing at a rock concert, go. This is a fun, free time in life, embrace your look, embrace your life, and you’ll be the Grandmother of Cool.

After Fifty Living™ was founded by Jo-Anne Lema, a genuine Boomer and member of the 50+ generation. As she likes to say, “Our enormous generation is charting new territory – we’re healthier, better educated, and more financially fit than any other generation at this time. And, as we march through history, 110 million strong – unique, new issues are developing. It’s exciting to be a part of the development and growth of AfterFiftyLiving.com. This is a historic solution for a historic generation.”

Jo-Anne spent many years in the financial and operations side of higher education after having received a doctorate in education management and administration from Harvard, and an MBA from Southern New Hampshire University. Launching out on her own, though, has been the fulfillment of a life dream. Jo-Anne believes that “AfterFiftyLiving™ will delight its visitors, catalyze its partners, and will significantly benefit those who engage it.”

Residing in New England along with her husband of 35+ years, she never ceases to brag about her two children and 4 grandkids!

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