When brainstorming about my blog, I wanted to make sure and incorporate different perspectives, opinions and thoughts. Having a guest blogger is a great way to all of these things and this week I have a special guest. Born and raised in Boston MA and currently a grad student at Tufts, she has sass, brains and beauty!  She even has her own popular blog about dating and men, check it out!   http://shejustnotthatintoyou.wordpress.com 

Please enjoy her entry below!

So my foodie friend asked for my idea of the perfect summer date in Boston. I can’t say I haven’t thought of it a few times, and even gone on a few. So I had no problem obliging her request.

The day-date is in my opinion is under appreciated and almost a dying trend in the dating world. We have it in our heads these days that you go on dates at night, to a bar, or a dimly lit restaurant, whether for the ambiance or the potential of what it could lead to.  I guess I get it, but the potential for a day date is just as high as any other. Now, if it is a first date, most respectable women aren’t going home with you, and if its date two or three you are probably looking to get to know
each other better, both of these warrant a day-date. Also, think of it this way, if you aren’t feeling your date, you didn’t waste a night of your weekend when you could have been out partying, or hanging with friends, on someone that just wasn’t worth it.

My perfect date:

Saturday afternoon, my date and I would meet down on Newbury street around noon, for brunch outside at Stephanie’s on Newbury, they call it “Sophisticated comfort food” and I agree, its not so fancy that you don’t know what you’re about to eat, but its creative enough that you can’t get it everywhere. Brunch is always a great meal to have on a date because you can in fact get breakfast or lunch, so your options go up greatly.  I have had some amazing lobster quesadilla’s there that I would definitely recommend. Their prices aren’t too bad, so the guy wouldn’t be out too much. Though if it is nice enough out there will most likely be a bit of a wait, so putting your name down for outside and then grabbing a drink at the bar inside will work out well. The other plus of brunch dates is the mimosa, any reason to drink champagne before noon works for me.


Now, assuming that brunch goes well, and we’re hitting it off, the day-date allows for your time together to go on as long as you want. If you’re ready to leave after the main courses, you can say you have late afternoon/evening plans with friends, and you have an easy out, but, if you do in fact want to extend the date, you are at the perfect place at the perfect time.

Newbury Street on a summer afternoon is the worst representation of Boston ever, which I personally love about it. There is a rich culture, of tourist, rich Persians, Bostonians, and artists on that street from Mass Ave, all the way to The Commons. It is in fact the perfect place to go walking, window shopping, or anything else you may want to on a sunny afternoon.

After brunch there are a few things I may want to do, but I suppose first it would be great to hit up Starbucks (of which there are more than enough of on that street) grab a low fat, sugar free, iced,
vanilla latte, light on the ice
…and then take in the scenery and people on a walk to Boston Commons. You can talk and get to know each other more, and walk off your, most likely, calorie heavy meal from Stephanie’s.  The commons on a Saturday in summer is always filled with people, music and shady trees to sit under and enjoy the ambiance. Now while there, you can either sit under one of those trees or if you’re feeling like a little more, hit up the Swan Boats, a main Boston summer attraction, that as Bostonians and adults we often take for granted.

In an ideal world, though rarely in real life, I would be enjoying this first date so much, that I would want it to go on. It would most likely be around late afternoon, so you have a few options, you can, head further downtown and shop a little, cross the street and head to the movies for a summer blockbuster, or get an early dinner.

The places to get dinner around there are endless. If you are looking for something simple, it is a nice walk down the Freedom Trail, past the old state house and over to Faneuil Hall. There are a number of options for you to eat down there, but I personally have enjoyed the food and drinks at Houston’s.  A chain yes, but its location in Boston forces it to be a little bit classier than you may picture it.  Again out door seating is ideal, but they also have very nice booths, across from the bar and they keep the ceiling to floor windows open so you get the breeze and warmth without being all the way outside.  When I was there last I had the Rotisserie Chicken Sandwich, and the guy I was with had the Famous French Dip Au Jus, we both really enjoyed our meals and the setting of Faneuil Hall. As for drinks, they have the usual, and the bar tenders are always around.

If you decide to walk in the other direction and head back towards Newbury you won’t be at a loss for dinner places either. Some of the ones I like the most are: The Cafeteria, American Joe’s, or Charley’s. If you would rather go somewhere off of Newbury but still in the Copley area, my most favorite place to eat is Douzo in Back Bay. Two doors away from the train station this is by far the best sushi in Boston (in my opinion, and the YSF doesn’t like sushi, so you won’t hear different from her), the drinks are nothing to scoff at either. They have amazingly creative rolls as well as the traditional stuff.  My favorite by far is the Phoenix Roll, it is to die for, it is one of their specialty rolls that includes crab and salmon, a little pricey, but well worth the money. A roll or two with their amazing Spicy Lobster Miso Soup is definitely filling enough, and complimented nicely by a mango-martini to top off a great meal. The atmosphere there is welcoming and usually pretty busy.



Unless this is my future husband the night would most likely end here, we could hop on the orange or green line and go our separate ways, but, if this is in fact the man of my dreams, and I just can’t seem to get enough, my next suggestion would be to head to the cigar bar, Cigar Masters, on Boylston street.  It’s a small place, but the comfy leather couches, great assortment of cigars and a decent wine and beer list makes it a great place to just chill out for an evening.  A glass of Riesling, and a cigar or two for me would be the perfect way to end a perfect day-date.

For the friskier daters, you are also around a decent amount of bar/clubs. If you are looking to get a little closer physically and see how your date moves on the dance floor, head over to Saint or 33, both good Saturday night dance spots and a good way to get a little more up close and personal after a long day of talking and eating…

What ever your perfect ending is, make sure that you are really taking advantage of all this city has to offer. Boston can get redundant, you may feel like you’re going to the same places or doing the same things, don’t be afraid to be a tourist in your own city, do some things you don’t always do, eat at places you have only heard are good and do things that you may feel to silly suggesting to your friends. Dates are the perfect time for these things; you can feel silly together and make memories for what could turn out to be a great relationship.

Lastly, I like many women and men for that matter, prefer a date who can go with the flow, who is spontaneous and who is willing to have a real day-date. If you are willing to hang out a bit longer, or try a few different places to eat, it says to the other person, that you are someone that isn’t afraid to try new things and who is willing to learn and grow with someone. Your actions will always speak louder than your words, so do what you feel, and make a day out of it.


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