#1:

WINNER: harmony_910:
Willow: "Is that what I think it is?"
Buffy: "Yes. Cordelia's skirt is tucked into her underwear."
#2:

WINNER: funkymonkeysrule4256
Sara *thinking*: Oh I just want to squeeze that head right off those shoulders, he is so fine!
#3: ENDED

Michelle: Ooh, I knew I shouldn't have eaten those lemons!
Winning caption by harmony_910
#4: ENDED

Alyson: "Oh please, like I've ever had a bad perm!"
Congratulations, polkadot_chicken!
#5: ENDED

Clark: He's not blonde, he's wearing a suit and it's daytime... good god it's The First!
Winning caption by polkadot_chicken! Congrats!
#6: ENDED

Fred: *thinking to herself* "I swear, if I see Knox stalking me again, I'm going to shoot him."
winning caption by harmony_910!
#7: ENDED

Giles: None of you comprehend the hardships the Slayers of the past have had to endure. To be the Chosen One. One girl in all the world, chosen to stand against the vampires...
Buffy (off-screen): Oh God, not 'the speech' again!
Willow (off-screen): Shhh, you know how he loves it.
-winning caption by ladyjessamyn
#8: ENDED

Girl in red skirt: (to girl with poofy hair) Do you think that blonde girl realizes she sat in ketchup?
-winning caption by harmony_910!
#9: ENDED

SMG: This bacon is so crispy I can't even bite into it, Joss!
Winning caption by harmony_910!
#10: ENDED

Michelle: And now for my debut single. "The roof, the roof, the roof is on fire."
Winning caption by goddess_of_autumn!
#11: ENDED

Sarah: James! We're off-screen now... You don't have to stalk me anymore.
James: But you're just so cute when you pout and point your finger!
-winning caption by fiestyminx!
#12: ENDED

Note: That is Buffy creator and executive producer Joss Whedon dancing during the filming of the musical episode Once More With Feeling, while Amber Benson looks on.
Joss: I am pretty, oh so pretty!
Amber: Ya, keep tellin yourself that.
Winning caption by goddess_of_autumn!
#13: ENDED

"I told Alexis I needed to go to the bathroom before we left, but would he let me? Noooo!"
Winning caption by bookgirl_4!
#14: ENDED

Sarah (into cellphone, which it looks like her hair is hiding): Freddy, can't this wait? I'm greeting someone...What do you mean you don't know what to do?...Okay, don't panic. Just cut the wrapping on top...Yes, just a slit. And then put it into the microwave...on high...yes, that button...three minutes. Is that it?...Good, now stop calling me!
Winning caption by harmony_910!
#15: ENDED

(Alyson accidentally passes gas while filming)
Alyson: (panicked) They won't be able to hear that on the air, right? That little microphone thingy's too far away? Please, somebody tell me they won't be able to hear it!
Winning caption by bookgirl_4!
#16: ENDED

Dawn: "Uh..hmmmm I'm sure I had a reflection yesterday..before that run-in with Spike.. OMG!!"
Winning caption by spikes_gurl_4eva!
Honorable mention:
Michelle: "I don't know...do you think these would disguise me enough to keep Erin from stalking me?"
heehee...by harmony_910.
#17: ENDED

(Speaking of her first kiss with Kennedy) "And then she accidently stuck her tongue in my mouth. I was like ewww that was gross."
Winning caption by jacquie718!
#19: ENDED

"Well at least if this marriage doesn't work out I can always become an opera singer." (Note to self: just don't sing again with that guy from the episode Nightmares)
Winning caption by jacquie718!
#20: ENDED

Eliza: C'mon, audience, raise the roof if you think Conan looks like The Mayor from behind! And you know what we do with the Mayor? We blow him up with TNT!
Conan: Wait, this wasn't part of the deal!
Winning caption by harmony_910!
#21: ENDED

Wife: "I swear if he makes me practice these songs and steps once more for that musical episode I'm calling my lawyer."
Winning caption by jacquie718!
#22: ENDED

"Okay, I know I'm beautiful, but hello...vampire...bright light...what part of this picture aren't you getting?!"
Winning caption by bookgirl_4!
#23: ENDED

Fred: "Okay, snakes, definitely worse than Pylea, especially if they drift down my shirt...Tacos, think of tacos, Fred."
Winning caption by harmony_910!
#24: ENDED

Spike: It's brilliant! I change my looks, so the First won't recognize me, and then I throw this rock at it, and we win! Joss, you're a bloody genius!
Winning caption by harmony_910!
#25: ENDED

Buffy: Okay, I'm sure I have everything to keep Spike away from me. This book, "Knock on Wood," a hidden stake, and if need be, this brown package. Everyone knows vampires hate string.
Winning caption by drusilla891!
#26: ENDED
(pictured is Eliza Dushku)
Faith: "I shall slay you, evil vampire, with my big wooden stake! hi-yah!"
Buffy [off screen]: "Umm, Faith? First off, it's day time outside. Secondly...I think Oz wants his guitar back..." [aside] "I swear, ever since she woke up from that coma thinking she was a powerpuff girl..."
Winning caption by buffyfan32578!
#27: ENDED

David: And the fish I caught was this big!
Winning caption by drusilla891!
#28: ENDED

Seth: Wouldn't this outfit just look adorable on me?
Winning caption by drusilla891!
#29: ENDED

Sarah auditions for the new reality show, "Singing With the Stars!"
Winning caption by jacquie718!
#30: ENDED

Dawn: It's not that scary. It's just Xander in his boxers. I can think of scarier. Just not right now...
Winning caption by drusilla891!
#31: ENDED

(Note: picture is of Alyson Hannigan)
Willow: Maybe if I pull this up like a turtle, Kennedy won't see me...
Winning caption by drusilla891!
#32: ENDED

Faith: Maybe doing this will seduce Angel...I bet Buffy doesnt have earrings like these.
Winning caption by onetruslayer!
#33: ENDED
(Michelle Trachtenberg and her sister)
Michelle: "It says we can't park here unless Season Eight of Buffy is made. What's going on today, that's like the sixth one that's said that!"
Winning caption by drusilla891!
#34: ENDED

(pictured is series creator Joss Whedon)
Joss: "But Buffy is my life! If you take Buffy off the air, then you take away my life! Do you want to take away my life? ... Hello? Are you still there?"
Winning caption by drusilla891!
#35: ENDED

(Pictured is Alyson Hannigan.)
Alyson: "Hang on, my scarf seems to be stuck under that man's tire. Dont panic Alyson, just remember your training. RUN!"
Winning caption by buffy_lover500!
#36: ENDED

Michelle: I'm already training for my next movie. I play Stretch Armstrong's girlfriend, Flexa Bil.
Winning caption by drusilla891!