Family Ties

Girl sitting with friends listening to music: Ohmigod, the guy who sings this song is sooooooo ugly!
Friend: Really?
Girl: My family said I look like him.

–Central Park

Gay guy at party to strange girl dressed like angel: Do I know you?
Angel girl: I don't think so… (dances sexually around him) Are you my brother?

–Bond St

Overheard by: Flipper

Clearly drunk college student: Dude, I need advice. If you meet this really hot girl that happens to have the same name as your mother, do you still do her?
Bouncer: Hell yeah. Why not? She's hot, right?
Clearly drunk college student: Ugh, I don't know. I don't want to think of my mom the whole time. I can't do it.

–Walker & Church

Middle aged woman #1: Yeah, so my older daughter is really good with directions. She'll be fine getting around New York.
Middle aged woman #2: Oh, that's good.
Middle aged woman #1: Yeah, but my youngest… she's just… blonde.

–El Quijote Restaurant

Overheard by: Rachel

Older woman: She's still a butthead for moving out so soon.
Girl: Grandma, she had a baby!
Older woman: I don't care.

–Brooklyn Heights

Overheard by: JEI

Little girl #1 to family: I'm going to be 30 when I have my first baby!
Mom: You know, you can have one earlier.
Little girl #2: I'm going to be 29!

–Tea & Sympathy

Overheard by: Not Preggers

20-something dude with lame Bret Michaels bandana: Come on babe, let me walk you home. Actually, fuck it, come over and watch a movie with me, I got some beer.
Unattractive older blonde: Nah, can't, I've got work in the morning, and I'm already wasted.
20-something dude with lame Bret Michaels bandana: Aw, you know I'll get you up as early as you need to get to work on time. You know I will. Plus, I'm pretty drunk, but I'm your cousin, so you don't even have to worry that I'll try to stick my wiener in you!
Unattractive older blonde: Well, alright.

–Grassroots Tavern, East Village

Hipster #1: So what's he been up to lately?
Hipster #2: I think he's living with his brother-in-law… in a warehouse.
Hipster #1: Oh. Cool.

–3rd Ave & 11th St

20-something man walking into restaurant: I'd never bring my grandmother here for a date!

–27th & Lexington

Teen: That shit was sick! That shit was sick! I wanna go home and slap my grandmother!

–94th & Amsterdam

Overheard by: Slapped her how?

Ghetto dude in fight with girlfriend: Your grandmother is a bitch!

–Murray St & Church St

Guy to friend: My grandma used to chase us around with fly swatters…

–Houston & Allen

Cashier: I'm worried I'm going to get pregnant when I least expect it. It's just going to sneak up on me. And, bam! I'm knocked up! You pregnant?
Cashier's friend: No, but my sister is.

–Old Navy, SoHo