if you want to be part of this world, jenny,
you need to decide if all this...
is worth it.
Look, if you're ready to leave, you tell us, okay?
No matter what mom says.
I would really like to get out of here.
I did this.
My mom kinda left us a couple months ago.
my dad and my sister don't really see that.
I dated a girl like serena once.
Your wife would not want this hanging in my house.
She doesn't do background checkson prospective buyers, and neither do I.
Besides, it's been almost 20 years.
And you still don't know women.
Hey, how about you ask me out again?
How about you actually show up?
No drama, no disruptions, I promise.
Promise? Oh, no! That means it's never gonna happen now.
Okay, quick. I take it back. I unpromise.
Gossip Girl Season1 Episode05
With blair's boyfriend nate helping to close up the family yacht for the season,
blair is free to focus on the most important event of the fall-
her annual sleepover,
a tradition since the year 2000,
each one more decadent than the last.
No expense or reputation is spared.
With everything from trundle beds to truffles in place,
all that's missing is sleepover star and waldorf B. F. F.
Serena Van Der Woodsen Serena van der woodsen.
hey, dad. I'm headed to the bank.
You want me to deposit the check from mom's sale while I'm there?
Did you knock over a parking meter?
No, this is the entire contents from my teenage mutant ninja turtle piggy bank.
How long can a man have a piggy bank and still call himself a man?
I th-I thought it was time to break donatello open.
So tonight's the big night, huh?
It is, and I have it all planned.
6 pounds of plan, actually.
I know it's been a while since I took someone on a date,
but, uh, movie ticket prices haven't risen that much, have they?
Dad, this is serena van der woodsen.
I can't just take her to a movie.
I want this to be perfect.
Want me to deposit it?
you still haven't told her yet, have you?
Dad, that's mom first sale.
That painting sold days ago.
It's kind of a huge deal.
I know, which is why I was thinking of surprising her myself,
heading upstate to hudson, bringing her the check in person.
Aren't I supposed to deliver good news in person?
I think that's bad news.
Good news might just be fine with a phone call.
So you're saying I shouldn't go see her?
I'm saying, I don't think mom is a huge fan of surprises.
Your remember her, uh, 30th birthday with the clown and his llama?
Yeah, that didn't...
didn't go over well.
- It tanked. - Yeah.
I'll call her first, just to be safe.
Need some change for that?
Just the little sister I was looking for.
I need answers, and I need them now.
Your brother is being very mysterious about our date tonight.
Well, he's a very mysterious guy, apparently.
look, he won't even tell me where we're going.
Can you just give me a hint?
Are we going to some secret club to see the best unsigned band in brooklyn?
Or-or a guerilla art exhibit in dumbo?
Or, hey, isn't the new york film festival still going on?
You don't leave much room for surprise, do you?
Well, I don't know how to dress for surprise.
Not everything goes with it, you know.
Well, I'd say jeans and a t-shirt is a safe bet.
The humphrey men do casual friday every day.
oh, it's my brother.
Oh, I say hi.
Eric, hey, jenny says hi.
Well, hi back.
Did she spill about tonight?
No, not a drop.
You all packed?
Yeah, baggage is ready to go.
Hey, speaking of which, is mom still there?
Yeah, she's talking to the doctor now.
I can't believe she's actually letting me come home for a weekend.
I don't think I even remember what a weekend is.
What time's your date? Maybe we'll cross paths at the palace.
Can't wait to see you.
Me, too. Bye.
'Kay, love you, eric. Bye.
What was that I heard?
Eric's coming home?
Well, it gives your mother and brother time to bond alone tonight
while you get drunk on schnapps and moon the N. Y. U. Dorms from the limo.
Blair, what are you talking about?
S., It's only the most important night of the fall.
Oh, the sleepover.
I prefer "soiree.
"Sleepover" is so sophomore year.
Look, you know I can't goto that.
I have that plan.
Serena, when there's a waldorf soiree, there's nothing else on the social calendar.
Blair, the plan is dan.
Remember, the guy you realized is actually a human being
and worthy of your time and attention?
Look, I'm really sorry, but this date is unbreakable.
Maybe we can swing by later or something-
I'm not a stop along the way.
I'm a destination, and if you refuse to attend,
I'm gonna have to find a replacement.
Girls, the waiting list.
Well, uh, I should get going.
- Bye. - Good luck tonight.
Little jenny humphrey.
Why didn't I think of you before?
You have no plans.
You're coming to the soiree.
The thing is, if you come,
you'll have to be up to a little more than just sleeping.
I'm up for anything.
- 7:00 sharp. - Okay. Bye.
Oh, a girl's first sleepover-something she'll never forget.
Let's make sure of it.
Taking betson how long she lasts?
50 bucks say an hourand not 1 minute more.
I don't understand.
He said I was ready.
We talked about it in our session this morning.
What he said is that you could come home, not that you should.
But, mom, I thought-
I don't wanna argue about this.
I need time to think.
Look, I told the doctor I would take it under advisement.
You can't just walk out of here anyway.
There's papers that have to be signed, release forms, insurance-
I can't believe you.
You wantto keep me here forever.
If you still think I'm "keeping you here, "
that just proves how not ready you are to come home.
look, we'll talk about this tomorrow.
Yeah. Yeah, you bet we will.
- hey. - Hey.
Hey, uh, am I early or...
no. No, I, uh, I'm just running late.
excuse me while I go slip into something less comfortable
talk to me while I change?
- I will. - Okay.
Say, it's a nice place that you and...
800 other people have got here.
Yeah, the, uh, identical surroundings do make you crazy after a little while.
Sometimes I feel like I'm in a secret government experiment.
Most government experiments don't have plasma tvsor maid services.
Just something I've noticed.
Does serena know you're here?
Yeah, of course. Yeah, she let me in.
At least, I hope that was her.
She's about, uh, yea tall and very blonde?
It makes jokes.
Big shopping day?
I had a lot on my mind.
So where are you taking my daughter tonight?
I don't know.
I thought maybe we'd do a walking tour of new york underground,
visit my friends the mole people.
They're great, except they only ever eat leftovers.
I'm sorry. I don't know why I just said any of that.
I have-I have this thing, this nervous tic where I never stop speaking, like, ever.
In fact, when I was a little boy,