Skip Nav
Relationships
7 Things Your Partner Should Never Ask You to Do
Popsugar Pride
24 Songs That Will Add Some Oomph to Your LGBTQ Pride Month Celebration
Relationships
How a Separation Saved My Marriage

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

Join The Conversation
appreciated appreciated 10 years
I'd say dress how she normally would in a 'fancier' situation. She doesn't want to come off as someone completely different just by the wardrobe. :)
findblancomeow findblancomeow 10 years
it sounds like your mom is pretty stylish, so there's no real reason for her to be too nervous. Just something that she feels comfortable in, that makes her feel like herself. a cute feminine skirt and a simple top would be perfect i think.
honeysugar28 honeysugar28 10 years
I think the skirt would be a better choice she should look polished and classy maybe a pleated skirt with a nice well fitting sweater (not tight but fitted). Best of luck to your mom!
jennifer76 jennifer76 10 years
Mmm, I have to disagree. I think lots of guys in that age group might prefer a women in a skirt. Since your Mom has lots of skirts, she probably prefers that look too. Um, the three things you mention sound FAB. I'd say go with that.
Bald Bride's Wedding Photos (Video)
What It's Like to Date Your Best Friend
Truths About Dating in Your 30s
What Men Want in a Girlfriend
From Our Partners
Latest Love
All the Latest From Ryan Reynolds