This story is based off of the blog fortydaysofdating.

So basically these two people are friends. One of them is a hopeless romantic and the other doesn't really like commitment. The blog follows them as they date for forty days to see where it goes. Plus, they're both designers and they make something for each day and it looks really cool. It's pretty great. You should definitely check it out! It's at

I thought the idea of the blog fit really well with Kurt and Sebastian and I couldn't get the thought out of my head so I started this story :)

Disclaimer: I do not own Glee (as much as I wish I do..) or the fortydaysofdating blog.

"So we're doing this?"

The green eyed boy gave his signature smirk. "I guess we are."

What have I got myself into?

The same thought had plagued Kurt's mind for the better part of the week. Ever since happening upon Sebastian in New York a few months ago, they had sort of been friends. The whole cliché 'clean slate', and 'let's put everything behind us' thing was in effect. After all, taking the whole Blaine being Kurt's boyfriend thing out of the situation left them with no real grudges the other as a person. In fact, they found that they were quite similar in their snarky exteriors and ability to give as good as they got

They had become friends. Nothing more, nothing less. Until a week ago.

Of course, Kurt knew that he was a hopeless romantic. He fell for others way too quickly, which did not always give a positive outcome. His heart had been broken many times, and it seemed like he continued to make the same mistakes. But he couldn't help it. Really. Though he didn't particularly mind being single, it was nice to have a constant in his life. Someone that he could love, laugh with, support, and receive the same in return. And cuddles. Cuddles are pretty great.

But how many failed relationships is too many? His last one had been about a year and a half ago. They had loved each other a lot, had lived together, and even had a dog. Then Kurt found out that his (former) boyfriend had been lying to him for quite a while. And it all fell apart from there.

And now? Well, he found he was about to date one Sebastian Smythe for forty days. After all, what did he have to lose?

.::.

Forty days. With Kurt Hummel.

His high school self would have been appalled.

But ever since high school ended and he went to New York, Sebastian Smythe had changed and matured. Like he was a new man. It sounded cliché, but it was the truth. He still dated around, that was without a doubt. But now it was more actual dating and less hook-ups-in-the-bathroom-of-a-seedy-club. That was quite some progress if he said so himself.

Commitment had never been his thing. Why stick to one person, especially when he was in a city full of so many interesting and gorgeous people? Where was the thrill in that? It's not like he was against relationships. He just didn't see the point of rushing into them. Sebastian figured he hadn't found the right guy yet, so why not have some fun along the way?

And there had been times when he had thought he was close. Like two years ago, he had someone. It just hadn't worked out and that was it. There hadn't been anyone he'd been dating steadily since then, just flings here and there. And that's just how he liked it.

But after a while, it did grow tiring.

With every new face, there came a new problem. Too boring, never shuts up, too annoying, too loud, too clingy… He'd been through it all. And more. It would be nice to find someone just right, or even just tolerable instead of several mediocre dates with people he couldn't stand for more than an hour or two, sometimes less.

Sebastian still wasn't quite looking to settle down just yet; that's hard to do in a city like New York, where everyone is so busy trying to make it big or make it at all. But it would be nice to have someone in it with him, a constant in a city where life flies by so fast.

And that's where Kurt came in.

.::.

Both boys weren't sure if anything good would come out of this. Before, they couldn't stand being in the same room for more than ten minutes. What made them think they could stand constantly being together for forty days? Though they had matured, they were still the same people. There was no guarantee that this would work out. Hell, there was no guarantee they would still be friends after this.

But really, where was the fun if there wasn't a little risk?