Dream Dates & Bespoke Experiences
As you can see, I have more than a few ideas up mv sleeve about how we can unwind. It's impossible to condense so many great experiences into a few words… but I'll give it my best.
We can do dinner and drinks with a view, browse art galleries, dance to music to restore romance in your life, have a good laugh at a comedy show, spontaneously see an indie film, wind up at a burlesque show, spend a sensual night with room service and a bubble bath in an amazing hotel suite, have a picnic in the park, helicopter ride over the city, sunset dinner on Lake Michigan, weekend couples retreat.. The possibilities are endless and I'd love to explore them with you, whether they're adventurous or refined.
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For Bespoke experiences, feel free to message me and share as much about yourself as you’d like, as this helps me to better gauge and plan our date together. Please peruse my website, or check my Twitter or instagram to get a better inclination of if we may be a match! (& to get a glimpse of more photos! Who can say no to that?)
Dates with an “*” are prioritized and incentivized.
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Drinks
Cindy's Rooftop bar
Luxbar (Gold Coast- unassuming, warmly lit, creative cocktails)
Esquire by Cooper’s Hawk for a themed wine tasting*
Big Bar at the Hyatt featuring floor-to-ceiling windows & city views*
Drinks at After Lounge in Fulton Market
Chi Bar at The Sheraton Grand Riverwalk Hotel for great views & drinks
Cerise Rooftop (The Loop)
Travelle at The Langham
Z Bar at the Peninsula
London House Rooftop Bar (Wacker Dr.)
Bar Pendry in the Loop
Bar Mar at Bazaar Meat in the loop*
The Gage in the Loop
Avli on The Park*
The Press Room In the West Loop*
Gilt Bar (The Library in the basement) in River North (Next to Bavette's)
Redhead Piano Bar in River North, a classic Chicago Bar
Arbella in River North
The Aviary in West Loop*
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Dining
Favorites: seafood- shrimp, salmon, scallops, octopus, oysters, steak & wagyu beef, soup & ramen, sushi / omakase, tacos, mac and cheese. Know where to find the best of one of these? Let’s go!
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I love fine dining, especially at tasting-menu restaurants. I also appreciate authentic, hole-in-the-wall restaurants with great chefs and few frills. Shall we flirt and get to know each other over an exquisite, shared meal? It’s one of my favorite ways to build connection and chemistry. I have a very sensual relationship to food and find delicious food, and even just reading through a menu, to be a powerful aphrodisiac.
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The 89 best restaurants in Chicago you have to try– let’s see how many of these we can knock off!
Lunch at Xoco
Hampton Social – absolutely delicious lobster roll
Trivoli Tavern – Cozy, dimly lit American restaurant with great drinks
Sushi by BOU - Using the finest quality fish in the world, master sushi chefs craft a memorable and delicious meal using traditional edomae techniques. Sushi By Bou offers a signature 12-piece omakase, as well as an upgraded 17-course omakase. This timed dining experience is perfect for any occasion.
BLVD - Steakhouse in West Loop
Miru inside the St. Regis - views of Navy Pier, outdoor seating &a great selection of meats, seafood, and sushi.*
Bazaar Meat by Chef Jose Andres is an industrial-chic steakhouse offering a menu of specialty steaks.
Bar Roma - Traditional Italian restaurant in Andersonville*
Las Fuentes – trendy Mexican Restaurant, great atmosphere
Momotaro for a multi-dimensional Japanese sushi experience in the west loop.*
Capital Grille in Streeterville
Ä’ma (Inside Hyatt Place River North) – Mediterranean small plates with fresh breads & regional wines
Cabra (West Loop) Peruvian Inspired Rooftop Restaurant*
Alpana (Gold Coast) Italian Inspired cuisine*
Osteria del Pastaio – (Gold Coast), best Italian Restaurant in Chicago with delectable food
Ocean Prime - Known for its sophisticated decor, long wine list & classic steak & seafood menu.*
Friends sushi- small Japanese restaurant with the best Seared Fatty Salmon Nigiri*
Los Tres Panchos - best tacos in the entire city
Ciccio Mio (West Loop) - elegant dimly lit Italian Restaurant
The Girl & The Goat (West Loop)
Au Cheval (West Loop) - upscale "diner"
3 Arts Club Cafe (Gold Coast) inside of Restoration Hardware
Cafecito (Gold Coast) - Cuban restaurant with outdoor seating on a tree-lined street
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Activities
Let’s keep things spicy with these unique activities. There is so much to do in the city and this is just a small glimpse at what we can explore together. As you can see, I lean toward the performing arts, spa dates and elevated experiences. But, I am incredibly open minded and simply love trying new things. So if you have another idea, hit me.
Spa day at Aire Ancient Baths or Chuan Spa
Watch burlesque and sip good drinks at Bordel Cabaret & Speakeasy *
Or see a burlesque show at Tortoise Supper Club on Thursdays
Couples massages at the Leaf Spa at the Fairmont Hotel*
Drinks and magic at Chicago's Magic Lounge *
Weekend Bed and Breakfast stay at The Publishing House Bed and Breakfast in west loop
An evening of laughter at the Red Room Comedy (Mark2 lounge next door) or The Second City Comedy Club
Helicopter ride over Chicago with Heli Tours
A weekend Glamping at the Gwen Hotel *
Animal Experiences at the Shedd Aquarium
The Arts Club of Chicago (Art Gallery & Lunch by Chef Lucas Franco)
Rent a boat for a few hours with Knot my Boat Charters (Seasonal)*
Dinner on Chicago River or Lake Michigan Cruises
A night of debauchery at Soho House
A fantastic meal and show at The Baton Show Lounge
Rooftop Cinema at Hotel Emily
A weekend couples staycation at one of these 12 Cool Boutique Hotels in Chicago
Cuddle Bunny in Lincoln Park
3 story hunted house at Nightmare on Clark Street (Seasonal)
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Travel
This list reflects my love for water, scenic nature views, and medieval history. On vacation with me, there’s never a dull moment. Just euphoria, serenity, and ecstasy.
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Maui, Hawaii
A couples trip to Banyan Tree Cabo Marqués, Acapulco de Juárez, Mexico
A weekend stay at a gorgeous cabin in Upstate New York
Vietnam- Cu Chi Tunnel Tours *
Portofino, Italy
Overwater bungalows in the Maldives or Bora Bora
Vidanta Los Cabos Resort, Cabo San Lucas
Attend a FFF, PSG or Juventus Football game or can be persuaded to see a Man City game
Attend Cannes Film Festival in Cannes, France
See the Blue Lagoon in Iceland, stay at the Retreat Hotel, and see the Northern Lights *
Visit Palace of Versailles, France and stay in George V hotel*
Mary Queen of Scots tour in Scotland and Edinburgh Castle *
Medici Tour in Florence
Venice Simplon-Orient Express *
Scenic train ride and Wine tasting in Napa Valley
Amangiri Resort, Utah
Seychelles Islands
Peter Island in British Virgin Islands*
Example of a 24 hour Date with Me
Let's delight in a little excursion together, then return to the space I booked for us for private time... As an affectionate woman, I always long for a true connection to my lovers... I want a peek at what's beyond the surface and taking a step outside of the everyday and into a gentler change of pace with you is my favorite way of doing just that.
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9:00 AM - 11:00 AM Breakfast:
We start the day with a delicious breakfast at Pittsfield café, but we sit in the atrium because I like the vibe there better than the restaurant. Afterwards we take a leisurely walk through the park and before we head to our hotel, we stop by Starbucks or Crumbl to get a treat to share later. At our hotel, the Thompson, we get freshened up and have a little private time together before we continue on with our day.
1:00 PM:
Snack Break: Have a quick bite from our in room dining options, our treats from earlier or nearby Luxbar.
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Afternoon 2:00 PM - 4:00 PM:
Enjoy a leisurely couples spa day at Aire Ancient Baths where we relax and unwind together and simply enjoy the beauty of the surroundings. This experience will allow us to release the stress of everyday life and feel a set of sensations that can only be summed up in one word: euphoric.
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Early Evening 4:30 PM - 6:30 PM:
Now that were relaxed and feeling good, its time for a little entertainment, we can either head back to the Thompson ;) or we can try to catch a show at the Nederlander or the Chicago Theater. The choice is ours and whatever we choose, we will have a great time knowing that we don't have to rush.
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Evening 7:00 PM - 8:30 PM:
Its starting to get dark and were starting to get hungry, luckily I've made reservations at Cabra and we can watch the sunset while we enjoy the mix of live music, delicious cuisine, and lively atmosphere. We have a great spot next to window and witness the sunset...we're captivated the beauty of the moment.
Night 9:00 PM - 10:00 PM:
After dinner we have a few options to choose from since we're already in the west loop, one of the city's bustling neighborhoods. We can stop by Artopolis bakery, Molly's Cupcakes or Jeni's Ice Cream for desserts. Otherwise we can head to the Aviary, Gilt Bar or numerous other bars for drinks. Or better yet we could go to Bottom Lounge or City Winery for live music with our drinks. We can wind down the day with a late night treat and reflect on the day's adventures and making plans for tomorrow.
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Overnight:
Time for cuddles, kisses and more alone time!
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Morning 9:00 AM - 11:00 AM:
We have some time left so lets make the most of it! Let's spend our time relaxed with breakfast in bed or lounging around together. We could squeeze in one more activity, such as shopping for a date memento (my favorite!), or part ways here knowing we had an amazing 24 hours together. Again the choice is up to us and that's what makes these dates so special to me, we do whatever we'd like to make our time together special. Its dates like this that aid us in creating the lasting bond that we will cherish for a lifetime.