T+P Blog

Valentine’s Date Scenario III: His House for Dinner

2.06.2013 WRITTEN BY Ellie Style Guide, T+P Blog Central

If you’ve been following our Valentine’s Day Style Guide series, then you’re well aware of matchmaker Amy Andersen’s talent for sparking romance. We’ve had a blast putting together outfits for her different date scenarios. If you’re into classic romance, check out Part I: ‘Over the Moon for You.’ If out of the box dates are more your style, check out Part II: ‘Adventurous and Quirky‘. And last but certainly not least, Part III: ‘His House for Dinner’. We here at Tog + Porter have a code for this particular date. We call it the “Determining The Relationship” date a.k.a. the “DTR” date in case you ever need to reference it.

Here are the details Amy shared with us that led us to this conclusion:

This couple has had 5 dates and always very fun and “PG.” He’s been the consummate gentleman but after consulting with his buddies felt he needed to see if that serious romantic *spark* was there. He’s into her but they definitely haven’t had an exclusive chat yet. She feels like he is a total diamond in the rough and she is seriously liking him.

He sends her an email to come over to his home for a Valentine’s dinner. She’s never been to his house and a homemade dinner sort of makes her sweat. It feels really “real” and “serious.” The dates so far have been easy going and fun. Lots of laughter, affection, and chivalry. She feels butterflies thinking about this date because she knows it could lead to something more serious.

She emails him back and accepts the sweet invite asking if she can bring anything. He says, “Nothing…only you.”

DTR Date

The day of, she heads to her liquor shop and gets an incredible cognac to share. She also brings him an Hermes tie with little puppies on it wrapped up beautifully. He just got a rescue pup, so she thought this would be a cute way to acknowledge this and thank him for a lovely evening.

He’s gone far to impress her. Rose petals on the floor in the entryway, champers to start with, steaks and veggies he grilled, and chocolate chip cookies they baked together.

She stays the night and wakes up in the morning to piping hot coffee and the smell of his cologne lingering on her. She’s doesn’t want to leave.

Amy’s question for us: What to Wear? Here’s what she tells us about the couple’s style:

He’s more of a buttoned up type (successful career in finance) and opts for the preppy look on the weekends. Being from the East Coast, she is definitely more Kate Middleton than “The Olsen Twins” in her style and she’s pretty conservative in general.

As she thinks about this date, the more she realizes she doesn’t want to be stuffy. Instead, she wants to look sexy but not trying too hard. In other words, it’s about bumping up her sex appeal a few notches.

T+P lead stylist Maureen knew exactly where to take it from here. This might be the most important date of all she says because it defines the courtship from here on out. She needs to show him she’s into him, serious and ready to move forward. She wants to look and feel sexy and her look should be suggestive, but not too inviting. She should also bring an element of comfort to her chic so she looks relaxed in his home. While Amy’s client might be resistant to this outfit at first, we’d encourage her to push the envelope and try changing things up. It’s the furthest thing from stuffy and she’ll undoubtedly knock his socks off once the jacket comes off.

DTR Option 1

She should feel her absolute best and allow her outfit to emulate her mood and draw even more attention from him than she’s already garnered. Mission Accomplished Maureen! This second outfit is feminine and flirty, so some downtown edge was added to keep it interesting.


Maureen also threw in a slightly less inconspicuous overnight satchel. Maybe a little presumptuous, but we like it!

Do you have an important date coming up? Let our stylists help you accomplish your style goals and put your best foot forward. If you want help with your Valentine’s Day outfit, be sure and sign up for a style consult ASAP, time is running out.

(images via yumsugar, getrealdates, esquire, atasteofthecountry, dalliance design, kiwitinicreations, marthastewart, flickr, arrowstudio,verybestbaking, revolveclothing, etsy, goldenponies, aerie, bcbg, butter and Tog + Porter)

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