DEARSUGAR Needs Your Help: Speed Dating For Baby Boomers

DEARSUGAR and Hot To Trot Mama need some advice about what to wear to a first time Speed Dating event. I've already consulted with FABSUGAR so don't even think of pawning this off onto her.

All I have to say is remember that girl in The 40 Year Old Virgin who had her tata's hanging out and she didn't even know it during her speed dating session with Steve Carell? That was pretty funny, so don't wear anything that's too low cut. What are your thoughts?

Dear Sugar
A swank restaurant in my town recently started a speed dating night for adults between the ages of 55-65. My Mom has been divorced from my Dad for about three years and I thought that it would be a great event for her.

Finally, she's agreed to go, but she has no idea what to wear. She's a pretty hip 58 year old with a daring, yet age-appropriate wardrobe. She has lots of Tahari blazers, flirty circle skirts, and tops with sophisticated but feminine detail. She doesn't want to look like she's trying too hard, but she wants to make a really great first impression. Do you have any ideas for me? Hot To Trot Mama

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