All The Single Ladies

How to meet other singles Archives

How about we...Actually go on a fun date

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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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One of the most difficult parts of online dating can be planning the first meeting. Sometimes it seems like a guy might want more of a chat buddy than an actual date. And you end up chatting for weeks and weeks before meeting, if you even meet at all. Picking a spot to meet can be even more difficult.

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Advice for a reader: Should you give up on online dating?

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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.

Frustrated man hitting monitor screen on forehead

A little over a week ago I wrote a little advice for a reader who was curious to know if a guy was into her. Well, that same reader wrote again to ask my opinion on something else she is curious about - is online dating really worth it?

It seems as though she's had her fair share of bad dates and failed relationships with guys she has met off the internet. There was even a guy who told her that he felt there could always be someone more interesting to meet since there are so many potentials online. So even though he might meet a really awesome woman, he still feels tempted to respond when other women contact him.

It seems as though she is feeling a little beat up and wonders if there is a purpose to this whole online dating thing or if she should just give up.

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Speed date holiday shopping event on December 2nd

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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.

Most people need to do a little shopping during the holidays. A lot of people wouldn't mind having someone to do that shopping with. And many singles wouldn't mind spending an evening meeting (and flirting with) new people. Well, the awesome news is that I just found out about an event that combines all of the above.

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Win a pack of FlipMe dating cards

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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 anniversary for my blog was a couple of days ago which is a really exciting thing for me (don't worry I will post more about that later). So to thank all of my awesome readers I have another really fun giveaway.

FlipMe is a new and exciting way to date/meet people. In fact, when the people over at FlipMe contacted me to tell me about their service, I was extremely excited. As an avid internet dater, it's fun to mix things up a little sometime. After all, you can't put all your eggs in one basket, right?

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Drinks and dudes: The date tracker

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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 mentioned a few weeks ago about my plan to start a new feature on my blog. Just as a little refresher, the idea was to go to some of the awesome bars in Chicago to check out the mingling potential. Well, last Friday the fun began and I'd like to say it was a pretty interesting time. Check out the recap.

Gallery sneak peek (7 images):

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New weekly feature: The single lady blogger is shaking things up

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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.

Young Couple Speed Dating

You might have noticed that I didn't post any date ideas yesterday. And no, I did not forget about them nor am I a slacker. I have just decided to shake things up a little with a whole new weekly feature.

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Chicago Singles Summer Lovin' Event

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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.

So fine candy heart

Every year Chicago Magazine puts together a list of the top eligible singles in the city. The list combines both women and men from all facets of life who live all over the city. Well, the time has come for the magazine to announce this year's 20 most eligible singles.

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What will it take for men to go to singles events?

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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.

Today's blog is a little something different, but that is because I am legitimately curious about something. So I am hoping all the single guys out there can help me out. Why is it that so few single guys go to singles events?

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Recap of Single in the City at Whole Foods

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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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Last night, I went to the Single in the City event at the Whole Foods in Lincoln Park. They provided a few samplings of some yummy foods from Whole Foods (including some sort of mango salsa that I might be a bigger fan of than I thought). There was also samples of some pretty tasty cocktails which is always awesome in by book. And of course there were goody bags and a raffle for prizes.

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Single in the City event at Whole Foods in Lincoln Park

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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.

The Whole Foods in Lincoln Park is pretty well-known as a really fantastic place to meet singles in Chicago. Given that fact and the huge success of the singles event at the Gold Coast location, Whole Foods has decided to host a Single in the City Event at the Lincoln Park location.

Here are all the details - come on out and meet someone new.

When: Thursday, June 3 from 630pm-830pm

Where: Whole Foods Lincoln Park (1550 N. Kingsbury Street)

There will be specialty cocktails, a photo booth, interactive ice breakers, Cubs ticket and spa package giveaways and more. And as an added bonus there is also an after party at Sully's which is right down the street. The event is free, but please RSVP here.

Gallery sneak peek (4 images):

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A cattle call won't ever get you the girl

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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.

2 cows in a pasture

Last night, I read a fabulous post over on The Queer Guy Tells It Straight. The post was about men trying to pick up women from their cars and how this attempt doesn't ever (and really definitely shouldn't ever) work.

I have to say that he is completely right here, fellas. In fact, I would say that, as a woman, I don't find anything even remotely flattering about a man who does this. If you are a woman who thinks this kind of behavior is flattering you seriously need to check your standards on how you feel a guy should treat you.

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Recap of the All The Single Ladies and Sex and the Windy City Singles Soiree

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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.

Well, the All The Single Ladies and Sex and the Windy City event was this past Saturday and I have to say it was a blast. Everyone drank, played games and mingled.

Thank you to everyone who came out to the event and to everyone who helped make the event possible.

And, of course, thank you again to all of our fantastic sponsors.

Gallery sneak peek (17 images):

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The All The Single Ladies and Sex and the Windy Singles Night is tonight

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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.

 

 

Group of Young People at a Bar

The countdown has ended, that's right the Chicago Singles Soiree, hosted by All The Single Ladies and Sex and the Windy City, is finally here. Ok, technically it will be here tonight but close enough. Come out and hang out with us, we have a lot of stuff planned.

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WinkVid: A new way to meet other singles

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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 using laptop with webcam

Everyone knows that I am always looking for fun and awesome new ways to meet other singles. Well I have been informed of another and I have to say it definitely sounds like a lot of fun.

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All The Single Ladies and Sex and the Windy City are hosting a singles night!

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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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Are you getting screwed? (Graphics by my friend Brian Van Hoosier)

With all the single people there are in Chicago, should meeting a guy or girl be that hard?

Well, apparently...it is!

ChicagoNow's dating, relationship and, sexpert bloggers, Jessica Downey from All the Single Ladies and Erin Keane from Sex and the Windy City want to take the guess work out of meeting new, interesting, dateable people.

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25 Internet dating sites I never knew existed

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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.

You've heard of the typical dating sites like Match, Chemistry and OKCupid. Well, did you know that there are a ton of sites out there that are set up to connect people with other people who share a specific interest/background? And I am not just talking about religious or ethnicity here.

The other day, I stumbled upon a crazy internet dating site which made me a little curious. Anyone who knows me is well aware that I am a researcher at heart so, of course, I started looking around and found quite a few sites that I had never even heard of. Who knew there were so many?

So here you have it, 25 internet dating sites I never knew existed.

Gallery sneak peek (25 images):

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