My journey through the dating jungle of Boston and looking good while doing it.
Posts tagged bad dates
Date #2 with Mr. Cat Caller: My Lesson in Humility
Jul 17th
Posted by GlamourGirl in The Dates
I honestly thought my date with Mr. Match Liar would be the worst date in my world, and I was warned “don’t tempt fate.” I apparently made fate really really angry and he got his revenge on this date.
Mr. Cat Caller called me Friday morning to let me know he was back in town from NYC, and he had the weekend off. He asked me out Friday night but I was supposed to go out with a friend and I told him I would call him later if anything changes. Of course, as always my plans got changed, and I called him back that afternoon and let him know I was free in the eveneing, We agreed to meet around 9:30 to 10pm. (I know the time is late, but its Friday night so why not.) He calls me at 9pm and we agree to meet at the Apple Store on Boylston St.
I finally get there and I thought he looked very cute in his B baseball cap and casual look. He said he was hungry and wanted to eat at the Pour House. I told him I didn’t really enjoy the food last time so he let me pick, and we walk to City Bar after he drops off his laptop at his newish BMW. We walk and talk and I ask him about New York, and he asked me about my week, again. Once we arrive he wants tot go to the bar, but I told him they don’t serve food so we go to the restaurant.
In the restaurant we get seated at the bar top tables, and he studies the menu, then he ask me if I like wine, I told him of course with a smile. He asked for the wine menu and studies it for five minutes straight. I asked him what he wanted he stated a pinot noir but points at a syrah on the menu. He also kept looking around the restaurant to see who is there. i called him out on it and he says “it is what I do.”. As he gets up for the restroom, my stomach turns into a knot and hints something is not right. The waitress also comes over and asked if we made our drink selections, he states “we need more time” and walks away. I was thinking you just told me you wanted a pinot noir, but leave it alone.
After five minutes I know this is not going right. Then 10 minutes later I officially set my wait time to 30 minutes. 15 minutes later my aunt calls and tells me stop thinking negatively. 20 minutes later I call him and no answer then I call my Mom and she doesn’t know what to do. 25 minutes I call a classmate who says I should check if he is in the bathroom. I don’t. I call him one more time, still no answer, and I leave the restaurant.
At this point I am confused. He called me to ask me out. He has seen me in the daylight and at night, so no surprises there. My outfit is modest, my hair just as curly as when we met. Wait, he called and asked me out, right? I walk by where his car was parked, and it was gone. So you are telling me, not only did you leave the restaurant, but you officially just drove off. This doesn’t make sense because you asked me out, right. If you can’t afford the restaurant then say something, if you don’t think the date is what you want then say something, if you just leave a girl you asked out and ditch her than that is just cowardly.
My classmate was sweet enough to say lets go out tonight and have fun, but I just needed to go home and cry. People know I love to go out, but I already tapped the night as a big failure and just needed it to be tomorrow. My best friend was in disbelief and told me she seriously wanted to kick his ass. I walked up and down Boylston St. in such a huge state of confusion. He asked me out. He knew exactly what he was getting. My make-up wasn’t heavy, I didn’t even wear lipstick. My skirt no shorter than what he has seen me in before. My hair was down and curly, and big, and he had only seen me in a ponytail, but I put it back in a ponytail at the restaurant because i was hot.
I keep trying to think what I did wrong. I mean he drove away it had to be me right? All we had was a 10 minute talk really, and then he flew away. I won’t blame myself for this one. I am not the one who left. I am not the one who called to ask him out.
My friends asked me what advice I would give them if this happened to them. My answer is “Thank God it happened now because it shows you exactly what type of big loser he really is.”
Wait, he asked me out, right?

(No Ratings Yet)Date with Mr. Match Liar
Jun 30th
Posted by GlamourGirl in The Dates
I knew it was going to happen eventually. The one guy who lies throughout his profile. You know, starting with the height, then the age, then the pictures from 20 years ago. You have a suspicion things are not matching up, but you figure because it is your first date from match.com, perche non. Lesson learned. You need to stay away from the ones who are lying off the bat. By the time the date ended I felt like I just went through the rabbit hole to dating hell.
Even though the signs were there I agreed to meet the guy, he is Italian, cute face (20 years ago) and took control in planning the date. I agreed to meet him at the W then he decided to meet at another restaurant/bar in the Back Bay.
Understand, again, I am 5’7″ which is not tall, but in Boston I feel I am giant compared to some of the men. On his profile he claimed to be 5’6, haha, he really was 5’4. Okay I could understand sensitivity due to his height, so I will continue the date. We sat at the bar right in front of the big screen tv, where he ordered a beer and I ordered a glass of wine. I could tell he was nervous even though he claimed he wasn’t. I will be honest i have no clue what we talked about for the first ten minutes. I remember he thought I was very attractive and that is it.
Somehow, he mentioned several times he thought the waitress was really cute, but she needed to gain 80lbs. He also was looking for America’s Next Top Model but she would have to gain an extra 50lbs. I advised him I didn’t think it was good to talk about other girls on the date, he said I misunderstood him because he “didn’t want to sleep with them” he just thought they were cute. Than the truth comes out.

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