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I'm depressed I don't have your number

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

Invitation on a Slip of Paper

I have kind of neglected my OkCupid profile lately. It wasn't something that I did intentionally, it just really sort of happened. Though, I mean I feel like that seems pretty logical since I was busy planning my trip to New York and then I was actually In New York. Plus, we all know I have bad luck when I am busy and getting ready to go out of town.

Well, I came back and like any internet dating junkie I checked my messages. There wasn't really anything exciting there but while I was "online" I received two instant messages. One was from a fairly cute 22-year-old (the jury is still out on where I will go with that one) and the other was from a guy whom I have never met and haven't talked to in weeks for a few different reasons.

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Guest Post: Apples to apples

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

I am officially back from New York which means it's time for a new post but first I want to share a guest post from a blogger that I was recently introduced to.

Disaster on Heels has been chronicling her single life in Chicago since she broke up with her boyfriend one year ago.  When she's not adding vitamins to Lean Cuisines to enhance nutritional value, she's having disastrous encounters on Match.com and OkCupid.  Today, in honor of the one year anniversary of her online dating profile, she has decided to celebrate with All the Single Ladies.

To keep up with the daily disaster, connect with Disaster on Heels on Twitter or on Facebook.   

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All The Single Ladies is invading New York City

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

I know I have slacked a little lately on this whole blogging thing but this has been one crazy (but very great) summer. The sad part is that I will be signing off, but only for a week because I am taking a trip. That's right folks, All The Single Ladies (or I guess technically the author of All The Single Ladies) is invading New York City.

I cannot even begin to describe how excited I am about this trip. And that's not just because it's been far too long since I have taken a trip or because it's New York City. Wait, who am I kidding? I am stoked for those reasons but also because I am getting the chance to meet a lot of truly fantastic people there and see a few friends I haven't seen in a while.

I will be back next weekend with a fun new post. I might have a few tales of my adventures while I was away to share and I will even have a really fantastic guest post. In the meantime, check out a few pictures from the last trip I took there. And wish me luck.

Gallery sneak peek (9 images):

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Why aren't there any oral sex classes for men?

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

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I've seen countless information on oral sex classes for women. Don't get me wrong here, I am not knocking these classes in anyway, because I see nothing wrong with them. Actually, I have never even been to this sort of class so I really can't offer my opinion either way. There is one thing that has me stumped though - where are the oral sex classes for men?

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Does your single status really say anything about who you are?

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

 

 

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I know I have written about why I am single many times before but it kind of seems like it's a subject that a person can go on and on about. There are so many ways to look at it and there are always new thoughts that come up. Let's face it, when you are single you almost always run into someone who wants you to have some clear cut reason for it.

Honestly the question annoys me because I don't understand why it always seems to come up. Why do people need a reason? It almost seems like people always want to diagnose that whole single thing - I mean there must be a reason for it, right? Never in my life have I ever heard anyone ask a person why they are in a relationship. So what's the deal with asking single people? I mean really, it's not that weird to be single is it?

One thing that really bothers me is when I start talking to a new guy and that is one of the first questions that flies out of his mouth. I mean forget what your favorite movie is or your hobbies. No, instead they want to know why I am single.

I can admit that sometimes that question spawns interesting conversations, like when a guy shares stories with me about his crazy ex-girlfriends. But more often than not I feel that question is used for some sort of judgment. It's almost as if people think the reasoning behind your single status will explain everything about you and will also somehow determine if you are relationship material or not.

It's like that question - when was your last relationship - which, coincidentally I am equally annoyed by. Does it really honestly matter when it was? Actually, I have to tell you I am more afraid of the person that tells me their last relationship was a month ago than the person that says 10 years ago.

Honestly, I have a couple of thoughts on all of this. First of all, you don't really want to know the real reason why I am single. I mean, let's be honest here if I have decided to stay single because I wanted to have sex with half the city, do you really (I mean really) want to know that?

What you really want is some kind of confirmation that I am not some psychotic bitch or assurance that I want a serious relationship. Which brings me to my second point - if you really want to know if I am relationship material then try dating me.

I have to tell you, if I am some crazy psycho who slashed my ex-boyfriends tires, I am surely not going to tell you that's why I am single. Likewise, just because I haven't been in a relationship for the better part of the past decade doesn't necessarily mean I am not relationship material. I mean maybe I have made some mistakes in my past and took time to learn from them. It also be that I wasn't ready for a relationship before and now I am.

Now sure, I am not going to deny that there are probably cases out there where the answers to these questions were spot on about what a person was really like and there are obviously some pretty sketchy reasons for a person's single status. But I will argue that it's not always the case. The reason for being single or the length of time that a person has been single doesn't necessarily tell you anything about a person. Plus it's really easy to sugar coat things (or flat out lie).

The fact of the matter is that people will tell you who they are if you really listen so how about just taking a little time (or you know, at least a couple of dates) and get to know them a little. That to me seems like such a much better and it greatly increases your chances of actually knowing what a person is like. 

 

 

 

 

 

 

 

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If a woman says she's not interested that means she's not interested

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

Man Laughing

A little over a month ago, I talked about the guy who threatened that he was going out with other women because I was too busy to meet him. Well, he is back. Actually, to be quite technical he's made a few guest appearances here and there over the past month

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Long distance relationships: Yay or nay?

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

 

High angle view of a businessman talking on a mobile phone and smiling Model Release: Yes Property Release: NA

Long distance relationships aren't for everyone. I've been in my fair share of them to know that sometimes they suck. You have to schedule time to be together and sometimes you miss out on stuff. And you have to rely so much on verbal communication because you can't be physically together when you want to be.

Sometimes one (or both) people involved don't even realize that they can't handle it until they're actually in a long distance relationship. When I was in college and moved to Indianapolis, I had a boyfriend. I think we lasted a month or two before things started to fizzle and ended with him telling me he just couldn't handle the distance because he didn't want to have to worry about when he would see me again. So even though I was fine with it and he assured me he was fine with it, he ended up bailing.

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It's called having sexual confidence

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

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The other day, I was talking to a friend that I have known for a while. He doesn't live in Chicago so really we mostly trade e-mails back and forth. Occasionally his e-mails involve something to do with my blog since he reads it fairly regularly.

Anyway, we were discussing how some guys choose to approach me when they are "hitting" on me. He advised that I should be aware of my confidence and sexual aura (actually he flat out said to be careful how I use it). And also talked about how I blog about sex so maybe some guys get a certain idea about me.

I am not so sure how I feel about that. Actually, I entertained his ideas for a few moments and then thought to myself are you kidding me?

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In defense of the nice guy

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

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For some reason I have been thinking about this whole nice guy thing lately. It could be that Mr. Google
appears to be a pretty freaking nice guy. But then again it could just be that I randomly think about things and then over analyze them to death. After all, that is what I do best as a writer/blogger.

When I was younger, I was way too into bad boys. I mean I was that girl that broke up with guys because they were too nice and then started dating the bad boys. I dated a guy that stole my parents' credit card, there was also a guy that didn't graduate high school and was heavily involved with some highly suspicious entrepreneurs (if you catch my drift). Half the guys I dated didn't have a driver's license because they were in trouble with the law in some fashion.

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You're happy, so why cheat?

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Jessica Downey

Coffee addict. The serial single girl. Jessica will give you the what’s what on single life and dating in Chicago.

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Cheating happens. Not that I am trying to say that I condone it or excuse it but the fact of the matter is that is happens. One thing that I really don't understand about cheating is why people do it. Actually, correction I do not understand why people do it and then go on and on about how much they love their significant other (and how happy the person makes them).

First things first, let's clear up the things that I understand.

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