The 30 Day Online Dating Challenge: The Final Experiment

Thirty days are up and we must get the scoop on the last few days of Jeff’s online dating experiment. We’ll hear from Jeff about his overall experience and get an update on some of his more infamous dates!

Catch up if you missed it!
Part 1: The 30 Day Online Dating Challenge

Part 2: The 30 Day Online Dating Challenge: The Crazy & The Delusional

What do you think about the experiment overall?
It was good. I got out to see a lot of women and went on a lot of dates. Which was kind of expensive. Met new people and it was a new experience. And hopefully this last one can be my girlfriend.

If you had to do it all over again, what would you do differently?

I wouldn’t change much except I wouldn’t use the free site. The paid site was better. If you are paying you get more out of it and more people you’d be interested in talking to versus the free site.

Maybe I would sign up at a different time. I got more hits at the very beginning of January. Maybe people signed up to try something new with the New Year but my account has had a lot of hits in the past 2 days.

So let’s go through the dates that stuck out the most in your mind.

What happened to Jennifer also known as “Ms. 90 day rule”?
We did have sex after like 2 weeks. I wanted to see if could break the 90 day rule and I did. Which sounds horrible I know. It wasn’t like I broke it to see if I could, she wanted me to break it.

She told you that?
Yea. Jennifer said she knew she wanted to sleep with me when she first met me. When I asked her about the 90 day thing she said if someone sticks around that long then they deserve it. And she was seeing if I would stick around that long. But then Jennifer said she felt genuine about me and that something could happen with us so she gave it up.


The 30 Day Online Dating Challenge (Part 2): The Crazy And The Delusional

On our last entry, Jeff had just entered the world of online dating and experienced not one, but TWO hell dates.

Here’s the story in case you missed it: The 30 Day Online Dating Challenge.

Jeff decided to try something new. Several online dating sites now have “mixers.”
The purpose of mixers is to get everyone online to meet offline in a low pressure
environment. It’s like taking your friends/followers list and having a cocktail party.

One name tag and a few conversations later, Jeff is waiting in the “holding room”
waiting for the women to be let into the room. He described the situation as cattle. Men were herded into one room and women were then shuffled in after browsing the list of attendees.

Oh because that’s not awkward at all.

What did the women say when they met you?
Several of them complimented that I was attractive and had a good personality. I had a lot of women come up and talk to me. I was a little more dressed up than the other guys. They had on tshirts and jeans.

Did you meet anyone?
Yes. I connected with Jennifer who I found out works at my job. I knew she looked familiar. And a girl named Sasha.

Now here is where our story gets interesting….


The 30 Day Online Dating Challenge!

Welcome to the 30 day online dating challenge…with a twist!

Dating someone online is like diving head first into a pool of Jello – seems like a fun new idea but when you actually jump in, it may not be everything you expected.

Meet Jeff. Jeff (name changed) is a single man with no children in a major city. He’s tired of the blind dates, meeting random women in the grocery store, and especially the hook-ups from friends. Jeff agreed to sign up for an online dating site and allow me to document his experiences for 30 days.

I asked Jeff about his expectations and he said, “It’s almost like you are trying to win the lottery. Maybe you don’t really expect to win, but you want to.“ But he was all in to give it a try!

There’s just one problem…Jeff had no clue how to write a profile.

I got a bright idea that adds a little twist to our experiment. I swooped in like Super Woman (but with a better outfit) and wrote Jeff’s online dating profile.

All the information is true. However, as a heterosexual woman, I have a pretty good idea of all the things that would catch my eye.

I vetoed the pictures he wanted to use that were bland or unflattering. Instead I selected more professional photos and some that showcased a little personality.

I picked out the best things about his personality and wrote them clearly, concisely, and with my own special brand of glitter. Basically I changed his original content of “I like hanging out, sports, and laughing with friends” to “I enjoy cheering (or booing) my favorite team and spending time with my friends cracking up. Life is way too short and I plan to enjoy it with great people and lots of jokes. ”

See the difference? Instead of just knowing the basics that sound like 1000 other profiles, we jazzed it up a bit and added a little humor too.

I also sent out Jeff’s first few messages to women. I showed him how to approach a woman online without sounding like a level 10 creep. Then I released him to the wolves to fend for himself.


Online Dating: Dream or Nightmare? Real Stories From Real People

Would you stand at your wedding and tell everyone that you met your mate on Twitter?

Marcus says no. When it comes to online dating he’s still a traditionalist. “I’m more against online dating because of the fact that I don’t believe in meeting people at random. I don’t trust meeting them randomly and being able to vet them properly and trust they are a quality person and trust they won’t be an axe murder,” he explained.

In the past, Marcus has only dated women he’s met through other friends. He believes online dating is only for people who are really looking to meet a future wife/husband right now and he’s just not in that place in life.

Cassandra is also against online dating. She said, “I find that online dating allows someone to create a persona that reflects how they would LIKE others to see them not how they truly are. I’d also prefer to meet someone in person so I can see exactly what I’m getting and vice versa in terms of attraction and chemistry.” She also prefers meeting people through friends and putting them through an extensive vetting process (i.e. asking the friends question about the potential boo) before getting involved.

But the reality is it is 2012 and not everyone is meeting their potential mate in the frozen food section of the grocery store. What do you do when your friends-of-friends has dried up and the local bar scene isn’t yielding any great results? We’ll hear from a man and woman who are just starting on their journey to date online.