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On 11 lists and 2 people have done it.
 
50/50: 7/9/17: Tippecanoe
49/50: 5/29/17: Ramen Station (with Mom and Alice)
48/50: Mendota Mental Health Cafeteria, Macalister's (with Mike and Jeanne)
46/50: 1/13/17: The Pizza Oven (with Jill and Blake)
45/50: 12/28/16: Prairie Diner (with Julie)
10. Calexico

11. Craftwork
44/50: 10/31/16: Cedar + Stone
43/50: 10/4/16: Chickfil-A
42/50: 9/15/16: Mickey's
41/50: 9/2/16: Papa's BBQ
40/50: 8/27/16: The Wonder Bar
39/50: Waypoint Public House
38/50: 6/4/16: Grumpy Troll Pizzeria

37/50: 6/3/16: Doolittles Woodfyre Grill
36/50: 5/28/16: HopCat
35/50: 5/14/16: Irish Rose
34/50: 5/6/16: Swad
33/50: 4/16/16: K's Outback Diner
32/50: 4/15/16: David's Jamaican
31/50: 3/6/16: Kavanaugh's Esquire Club
30/50: 2/26/16: Silver Eagle
2/19/16: China Star
2/13/16: Market Square Diner
27/50: 2/4/16: Mr. Brews
26/50: 1/29/16: Cuco's Mexican Restaurant
25/50: 1/8/16: Statehouse at the Edgewater
9. Hot Pot restaurant in Chinatown - NYC
24/50: 12/5/15: Hooker's Resort, Jade Mountain
22/50: 11/13/15: Sprecher's
21/50: 10/16/15: Salvatore's Tomato Pies
20/50: 10/5/15: Pasqual's East Wash
5. Amy Ruth's - Harlem

6. Grimaldi's - Manhattan

7. Floridita - Harlem

8. Ponty Bistro - Harlem

19/50: 8/28/15: Main Moon
18/50: 8/17/15: Dexter's Pub
17/50: 7/18/15: Round Barn Public House in Baroda, MI, while visiting Ryan's parents. Gross beer flight.
16/50: 6/18/15: Monsoon Siam, for our anniversary :-)
15/50: 7/4/15: Puempel's Olde Tavern in New Glarus
14/50: 6/26/15 Malt House Tavern (and Pickle Jar food truck)!
13/50: 5-31-15: Green Street Tavern, De Soto House, Galena IL
12/50: 5-23-15: Palmyra Mediterranean Grill
5-16-15: Burrachos burritos in Sun Prairie
1050

4-1-15: Sony Commissary

3-31-15: Samosa House

3-21-15: New Orleans Take Out
7/50: 5 while in Florida: Bahama Breeze, Lombard's Seafood Grille, The Leaky Cauldron, Be Our Guest, Le Cellier
#3 - Brunch at the Dime Store

#4 - Brunch at Brooklyn Street Local
1-31-15: Crostini sandwiches
#2 - Texas de Brazil Steakhouse
#1 - 10.16.14 - Got Carryout Breakfast from Rose's Fine Foods

#2 - 10.26.14 - Texas de Brazil - Anniversary Dinner
The early bird cafe

Curry Corner

China City

Ichiban

Sechwan Palace

Irish pub in NY NY (Vegas)

T (...more)
Fin's in Beacon Hill (30)
Lily's Gourmet Pasta

JP Seafood Cafe

Centre Street Cafe
Grass Fed - worth the burger

The Haven
All wrapped up 9/28/12

Cheuvront 9/28/12

5th ave cafe. 9/29/12
North 26 in the Faneuil Hall area - pretty snazzy and well-done but nothing phenomenal
Lanna Thai Diner - BEST THAI I'VE EVER HAD!

Zenna Noodle Bar - had signature dish, it was okay

total: 22
Cafeteria (excellent food)

Zaftig's (tasty fries!)

Dok Bua

The Helmand (** awesome!)
Tilted Kilt - beginning of feb 2012

India garden - march 2012

food truck - san fran 3/24/12

Bella luna - 5/11/12

Sakana - 5/29/12

Gabriel's - 6/10/12

Santa Fe Bar & Grill - 6/10/12

Church St. Cafe - 6/11/12

Kasbah - 6/11/12

1/12/11 - Greater Boston Buddhist Cultural Center (lunch special), Jae's, Masa (brunch), Bella Luna Milky Way (****)
Total: 16
Veggie Galaxy is amazing!! (20)
2/12: La Carreta: Manchester, NH (large portions)
2/7/11 New India Bazaar
2/5/11 Haus Murphy's
2/6: Figs in Beacon Hill - Amazing! The only place I will be advocating for for flatbread from now on.
2/6: Thaitation, Fenway (best Thai I've had in Boston so far... though that isn't saying much)
2/3 Sabra (Israeli, Newton), dinner, not recommended
1/20/12 Rancho Market
1/16: Paris Creperie (Nutella smoothies!)

Update: Masa (brunch), Michael's Deli (Coolidge Corner)

Total: 15
12/18/11: The Southern
(12/9/11) Copper Blues
12/2/11 - Khao Sarn Cuisine, Brookline (Thai)
12/3/11 - American Craft, Brookline (dinner)
11/9/11 - Irashi Sushi - awesome lunch specials
10/07/11 - Appleton Cafe (breakfast - egg sandwich, mediocre coffee, great blueberry muffin)
10/06/11 - Vlora (Dinner, Back Bay) - 8
09/25/11 - Pops (Brunch)
09/03/11 - Restorante Damiano - North End - Amazing! (6)
08/23/11 - Tremont 647 ($2 Taco Tuesdays)
08/22/11 - El Centro: Amazing!! New favorite in the South End
08/19/11 - The Holy Grain (lunch)
08/18/11 - The Corner Tavern (lunch)
08/08/11 - Max Brenner - Back Bay
08/09/11 - The Gallows - South End