effervescible | Oh I have to do this one

GRIMMEH
Urahara
Tatsuki
Shunsui
Ichigo

Well I guess the rest of us don't need to post now.

Well, she gave me 5 on mine, so I was returning the favor.

GRIMMEH: Some random numeros arrancar in Hueco Mundo with nice tits or a nice ass, if arrancar can really have virginity.

Urahara: He had plenty of beautiful girls who'd do him, but he waited until he met a girl smart enough to be interesting and see past just an ounce of his bullshit.

Tatsuki: At some point, she wanted to get it over with, so she approached an attractive guy friend of hers for mutual loss, and they had an athletic is somewhat awkward time.

Shunsui: Contrary to his reputation, it was with a girl he loved madly, when he was very young. Nobility led her to marry someone else, which hurt him at the time but now he remembers her warmly.

Ichigo: Was blindsided when the girl he was seeing (insert your choice here) trapped him in a room, dropped her clothes and demanded they go at it. Wasn't sure quite what happened afterward, but kinda liked it anyway.

Rukia
Yoruichi
Isshin
Orihime

Rukia: A nice boy in academy who took the time to listen to what she had to say. She enjoyed some of it, but didn't arrive, ahem. Before she could explore the issue further, she was adopted.

Yoruichi: It was with Ukitake, and they've been friends ever since.

Isshin: He swears it was with Masaki, and no one can get him to admit it if it's not true.

Orihime: She's nervous but willing, wanting to join the fraternity of sisterhood (don't ask) but by the next day, she's making a list of positions she wants to try.

Renji

Renji hit it with a girl from his advanced class in academy, after finishing with a particularly grueling final. He blushed like mad the next day and didn't know what to say, so it was the only time.

URYUU LMAO

YOUR ICON WINS FOR LIFE.

SEE: my answer for Orihime.

"Uryuu, I want to try this one next! I'll just get out the baby oil..."

From Fandoms What Are Not Bleach:

Iroh
Captain Jack Harkness
Dean Winchester
Nicholas D. Wolfwood

Love you. Love your bold. Love your non bleach.

:D

FTW!

Iroh: It was his wife, but it wasn't the wedding day. He just got so nervous about it that he went to visit her and, well, one thing led to another. It made for a much more relaxed ceremony (and the arrival of Lu Ten just a shade under 9 months after the wedding.)

Captain Jack: Can I borrow a friend's answer for another character and say he just came out of the womb deflowered? No? If not, I suspect it was someone a little older and wiser than him, wanting to slowly introduce him to the ways of love...and things just escalated.

Dean Winchester: Dean missed a lot of school, so he got lumped in with the burnouts even though he wasn't really one. He and this girl from that crowd got freaky under the bleachers while their graduation ceremony was going on.

Wolfwood: Seminary. He was a student, she was a nun-novice. She dropped out of the calling, he didn't.

Oh this is awesome. XD Okay how about some Phoenix Wright characters:

FEENIE
and Mia Fey

It took me longer than it should've to figure out who the hell Feenie was.

Nick: He realized he might be gay about half an hour before the handjob from the really nice guy from at the study group in college. No penetration, but well, he still considers that to be his deflowering.

Mia: First serious boyfriend in college. It was a pretty good time and they had a good relationship overall, but she dumped him later because he didn't understand her career aspirations.

ZUZU!
Yachiru!
~~utenatai~~
Sokka!

And, just for kicks, Optimus Prime.

Zuko: lol, virgin forever. Not really. He leaves it until months after he's installed as fire lord, and weeks past when the general nobility thinks he should be deflowering the servant girls. But it doesn't happen until a certain lady just shows up in his chambers one night, not taking no for an answer.

Yachiru: It's a matter of screw or die. The young man chooses to live.

~~Oh no you di'int~~

Sokka: Once she's all recovered from being prisoner, physically and mentally, Suki gives him a real reason to celebrate life.

YOU ARE A HIDEOUS BITCH.

Opty: There was a night back on Cybertron with a lovely 'bot and some sweet oil. He doesn't speak of it because he wants to preserve the memory.

~~I HATE YOU.~~

Zuzu: LULZ HE TOTALLY WILL BE. Actually, if there ever was a guy to get laid and pretty quick, it would be Zuzu, wouldn't it? Although Sokka does tend to get all the ladeez.

Yachiru: HAHAHA.

~~I totally did.~~

Sokka: AW. SO CUTE.

I NEVER SAID I WASN'T.

YOU LURVES ME.

any character?

if so... zoe from firefly and lupin from harry potter

Zoe: A boy she loved a long time ago, before the war. He's probably dead now, but if he's not, their lives are too different now to make thinking about him worth much.

Lupin: Over one summer on break from Hogwarts. She claimed she didn't mind the werewolf thing, but in the end it was the discomfort of her family and friends that really ended them.

Kenpachi! And scary-tentacle-baby-gas-mad-scientist-guy! And ^__^!

Kenpachi: Some nameless, hard woman out in the wilds of Rukongai. He never got her name and she never asked for his. It wasn't the most meaningful experience in either of their lives.

Mayuri: Is a virgin.

Gin, I'm guessing? It was Rangiku, but he'll never admit that to anyone. He prefers to say it was just some chippy he met in a tavern one night, because that sort of thing isn't really important anyway.

Shuuhei

Shunsui

Shuuhei: With an upperclassman his second year of Academy. It would have been the first year, but he was studying so hard to make up for his previous two failures on the entrance exam that it took 12 months for her to catch his attention.

Shunsui: Up thar.

Just to be silly...

JINTA!

Jinta: It was Yuzu in the bedroom with the ~~candlestick~~ condoms.

Run, Jinta, run.

VASH!

A cute girl who was funny, smart, and sweet, but also pushy and impatient enough to push past his shyness and get him to just do it already. He tried a guy later, but as nervous as he was, it was easier to start with girls.

Nightcrawler.
Jubilee.
Spike Spiegel.

The Fuzzy Elf: Honestly, I figure it was probably Amanda Sefton, and it probably happened after the circus one very awkward but sweet night.

Jubilee: Tries it for the heck of it with Angelo one night when they're older to see what all the fuss is about. (SHUT UP HE'S NOT DEAD LALALALALALALA.) Doesn't think it's THAT big a deal but vows to keep trying until it gets fun.

Spike: This homeless girl he knew. Older and more experienced than him. It wa a lot of fun at the time, but he suspects she gave him crabs.

Somebody already took Wolfwood!

Um... Dominique the Cyclops!

With Midvalley, though she never told him that. She didn't think he was nearly as good as he thought he was.

I think you must be right on all of that.

(And now I want to write it...)

I'd read it!

Spike (from Buffy)

Faye Valentine (both times)

Scully

Spike: Some vampire chippy, cuz you know he was a virgin when he got turned.

Faye: First time-high school boyfriend. Second time-that dude she hung out with who scammed her after she woke up. What's-his-face.

Scully: In high school, in the science lab during an after school tutoring session.

Jean Grey.

Miles Edgeworth.

Hmmm. I will be EVIL and ask for ~~MEGATRON~~ Ned, Chuck, Olive and Emerson. >D

Also, Sam Winchester.

Also, Kaien.

Also, I'm greedy. XDXDXD

Oh I have to do this one

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I can totally do many, too!

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