Wishes
Need some ideas on how to spend our time together? Make our time together extra special with some of my favorites listed below, or treat me to a solo date or date with friends.
Gifts are never expected, but they never go unnoticed and always put a huge smile on my face no matter how big or small. Pre and/or post date gifts are a great way to tell me you’re excited about our upcoming date or you enjoyed our current one. I tend to prefer cash gifts/tips as it allows me to invest in the various parts of my life most important to me, but if gift giving is more your love language I’ve got a large selection of material items on my wishlist. I also love to receive fresh flowers, and Social Flowers is a great option to send me a bouquet.
Boston
Dine: O Ya (vegan omakse must be requested in advance), Oishii, Blue Ribbon Sushi, Oleana, Clink, Celeste, Toro
Drink: Longbar & Terrace, Library Bar, Oak Longbar, The Street Bar, The Fed, Wink & Nod, The Wig Shop
Stay: The Newbury, Four Seasons Hotel Boston, The Langham, Mandarin Oriental, Ritz Carlton, XV Beacon, Raffles
Relax: Mandarin Oriental Spa, Four Seasons Spa, The Guerlain Spa, Bella Santé, Etant
Do: Next Stop Comedy, Laugh Boston, Escape the Room, Four-Handed Illusions, MFA, ICA, Isabella Stewart Gardner Museum, Museum of Science/Planetarium, Boston Symphony Orchestra, Boston Ballet, Boston Theater, TD Garden, Bruins, Big Night Live, Crafts Zone, Duck Boats, trivia night, Sculler’s Jazz Club, Viva Karaoke
NYC
Dine: Eleven Madison Park, ABVC, Per Se, Dirty Candy, Musket Room, Avant Garden, Cadence, Soda Club, Hags, Anixi
Stay: The Ritz-Carlton, Mandarin Oriental, The Langham, The Bowery Hotel, The Greenwich Hotel, The Ned, Nomad New York, 1 Hotel Central Park, Park Hyatt, New York, Aman, Hotel Chelsea, Fouquet’s
Newport, RI
Let’s head down to the coast of my home state and enjoy the classic New England summer by the water. Take the boat out, bike through the neighborhoods, explore the shops and good food.
Stay: The Chanler, The Vanderbilt, Castle Hill Inn
Cape Cod, MA
You can never go wrong with the Cape. Beautiful shorelines and delicious food. Morning cold plunge, afternoon boating, and evening pickleball.
Stay: Wequassett, The Wauwinet, Chatham Bars Inn, Harbor View Hotel
Girls Gotta Eat
Consider this your (comedic) education in dating, sex, and relationships. Girls Gotta Eat is a top podcast since 2018 co-hosted by Ashley Hesseltine and Rayna Greenberg and covering everything from breakups to bl**jobs, finances to fetishes.
Boys Like Girls
One of my first crushes <3
Morgan Jay
Let’s sing our night away at Morgan Jay’s comedy show. We’re definitely going to be making love tonight in his honor!
Atsuko Okatsuka
Let’s laugh the night away in our matching bowl cuts! *Wigs required
Noah Kahan
I love him, and I’ll make you love him too <3
Luke Combs
Country music has slowly grown on me, so let’s saddle up with our cowboy boots and daisy dukes. I’ll even give you a taste of my fantastic southern accent.
Sleep No More
I went to this last year and had so much fun! An immersive theatrical performance in a 5-story NYC building is the perfect experience to embrace the spooky season.
Barcelona
Emily and the Professor on one stage? Say no more. London here I come!
Tomorrowland
I love EDM and cute outfits! Let’s fall into a trance and make out beneath the stars.
Eleven Madison Park
Let’s tickle our taste buds over the full tasting menu at NYC’s premier plant-based fine dining restaurant. Always fun to taste something new, even for the carnivores.
Bingo
Let’s dress in our best Hawaiian shirts and visors and take a leisurely stroll down to the bingo hall. There’s nothing like the thrill of scanning ten cards at once to finally yell “Bingo!” to let everyone know how superior you are.
Escape rooms
I have a love hate relationship with escape rooms. I love the adrenaline, but I get extremely frustrated and stubborn after 5 minutes if I can’t solve it. I need a pro escaper who will do 95% of the work, but will let me take credit for 90% of your success to nurture my pour ego.
Board games
Let’s grab a pint of ice cream and hunker down for the night where there is only one winner, and that’s me! I love board games, but I hate to lose. I will make up my own rules and cheat when you’re not looking, but at least I’m honest about it. Teach me a new game or bring a selection.
Golf
With the number of avid golfers I know I’m deeply saddened no one has offered to take me golfing. I don’t know how to play and I’ll probably get bored after 10 minutes, but I mostly just want to wear a cute outfit and catch some air on the golf cart. Attn: Will not wakeup for a 7am tee time.
Inns of Aurora
Let’s head over to Cayuga Lake, and enjoy the expansive resort and spa in Aurora, NY. Let’s spend our days with an expansive list of activities to relax like hiking, archery, cooking classes, spa, boating, biking, and stargazing.
Karaoke
Let’s stop by the bar to loosen our nerves before we head over to the karaoke rooms to sing our hearts out. Interpretive dance expected, and participation is 100% required. Solo serenades will definitely win you points in my book.
Tourist
Let’s dress head to toe in “I <3 [insert city name]” apparel with a matching fanny pack. We can pretend to be Patty and Paul from Florida or maybe friendly Canadians on holiday. Let’s hop on a tour bus, pose in front of popular spots, and embrace the day as a loving-life tourist the locals love to hate.
Orient Express
The Orient Express will invite travelers to relive the legend aboard 17 original Orient Express cars dating back to the 1920s and 1930s, adorned with exceptional décor – a set of cars formerly known as the ‘Nostalgie-Istanbul-Orient-Express.’
Lookout Farm
Let’s head over to Natick, MA this Fall to pick some apples and explore the pumpkins, before grabbing some dinner at the Taproom and enjoying some music or trivia night after
Cameron House on Loch Lomond
Nestled amidst the picturesque landscape of Loch Lomond and The Trossachs National Park, Cameron House stands as a beacon of timeless splendour at the tranquil loch shores. Immerse yourself in breathtaking vistas from our elegantly and stylishly furnished rooms, suites, apartments, cottages, and lodges.
Polo Bar
Be the Jet to my Pookie for a dinner at the iconic Polo Bar in NYC.
White Barn Inn
Let’s head up to Maine this fall, and enjoy New England at it’s most beautiful. Hike, explore the town, and wind down with a massage.
Amangiri
Blending into untouched red-rock country on over 900 acres of the Colorado Plateau, Amangiri and its satellite, Camp Sarika, reflect dual aspects of this ancient desert landscape. A serene sanctuary, Amangiri’s 34 modernist suites, Aman Spa and mesa-embracing pool echo the tranquillity of the canyons.
Matt Mathews
My boudoir photographer, farmer, comedian queen.
Fairemont Banff Springs
Let’s get lost in the great outdoors and each others arms this winter. Walks through the snow and a trip to the spa with beautiful views of Banff.
Mayflower Inn
A relaxing inn and spa hidden away in Connecticut perfect for a weekend trip away from the bustling city. Let’s kiss and cuddle by the fire all night.
Mirror Villas
Let’s escape to nature just 90 minutes outside DC. Fresh air, hiking, cuddles under the stars, and kisses by the fire.
Hotel Jerome
Let’s learn to ski during the day, explore the vibrant city of Aspen in the evening, and follow everything up with a massage to sooth our joints from all the falling. I think this would be most fun with another newbie.
London
Dine: Gauthier SoHo, Pollen Street Social, Holy Carrot, Pied à Terre, Hakkasan, Umu, Frog, Fallow
Stay: Rosewood, The Ned, Mandarin Oriental, The Langham, Corinthia, Shangri-La, The New in Somerset, Scarlet
Stockholm
Dine: Farang, Fotografiska, Rutabaga, Växthuset, Lilla Ego, Tengu, Ling Long, Berns Asiatiska
Stay: Ett Hem, Grand Hôtel, Ellery Beach House, Hotel Frantz, Lydmar, At Six, Berns
Barcelona, Spain
Short skirts, sunshine, and paella is exactly what I need to heal from the winter blues. A cold plunge in the ocean to start our day and siesta to recover from exploring the city.
Lake Como, Italy
A place I’ve only seen in pictures with dramatic scenery set against the foothills of the Alps. Let’s enjoy the mountains and the clear waters on the terrace.
More ways to spend our time
Sports game
Workout class
Tennis lessons
Pickleball lessons
Dance lessons
Ski lessons
Golf
Hike
Escape room
Boating
Jazz bar
Live music
Comedy show
Concert
Play/musical
Movies/films
Interactive show
Karaoke (all parties must participate)
Trivia night
Magic show
Museums and galleries (I love tours)
Gardens and arboretums
Libraries and bookshops
Pottery painting
Art class
Art lecture
Soho House
Shopping
Board games
Spa day
Fine dining
Afternoon tea
Brunch
Cocktail bar
Cooking class
Cooking at home
Cocktail class
Picnic
Trivia night
Let’s head to the bar with the stickiest floors for a competitive evening of trivia. Should our team name be “Not my Daddy Daddy” or “Bruised Knees”?
Post Malone
Matching face tattoos or don’t even bother showing up.
Candlelight Concerts
Taking place in various spectacular locations, these candlelit performances allow you to experience live music in a completely new way.
Phantom of the Opera
An amazing musical I’ve been dying to see again