Summary: Santana and Brittany learn about sex together. GP!Brittany.
Santana has known about Brittany's "condition" for years. When they were little, a fun game of "show me yours and I'll show you mine" turned awkward when Brittany showed her something that little girls are definitely not supposed to have. After a long talk with Brittany's parents that involved a lot of big words like "hermaphroditism" and "intersex" and "hormone therapy," Santana was sworn to secrecy.
Throughout the years, she remains Brittany's best friend and helps her hide it from the other girls when they go to dance and cheer camps. Fortunately, it isn't that difficult; to their friends, not wanting to shower with them is apparently just another drop in the bucket of weirdness that is Brittany.
Things change in 6th grade when puberty happens. Santana starts developing, and Brittany shoots up a good five inches in what feels like a week. Something else begins too, and it starts with Santana's phone ringing at 4 AM one Saturday morning.
"What?" Santana snarls into the phone, not even opening her eyes. "Someone better have died." That is the only feasible reason for someone to be calling her at this hour.
"No," Brittany whispers, and she sounds so scared that Santana forgets to be angry. "Santana, I need your help."
"What's wrong?" she asks, sitting up.
"It's sticking up," Brittany answers.
Now Santana is confused. "What is?"
"My penis," Brittany hisses. "It's sticking up. What should I do?"
Santana sighs heavily and flops back onto her pillow. "You're hard?" she asks. After the boys in their class discovered that Santana doesn't really have a problem with cooties and can kiss with tongue really well (her practice sessions with Brittany are starting to pay off), she gained a certain reputation — a reputation that was only solidified after she decided that if she can't beat Quinn in getting better grades, then she is at least going to be first in their class at something.
"Yes," Brittany whispers. "It feels really weird."
Sighing again, Santana tells her, "So just jack off, Brittany," and hangs up. She falls asleep almost immediately, only to be awoken again less than 30 minutes later by a text message.
Britt: s, i did it! it felt rly good thnx :)
She rolls over with a noise of exasperation.
In high school, things change again. Santana has a date at the movies that afternoon with an upperclassman, and she's pretty sure that he's going to try to get to third base. She is looking forward to it and spends the hours leading up to the date showering and dressing with care.
After she gets home, she whips out her phone and calls her best friend.
"Hey!" Brittany answers happily. "What's up?"
"Nothing much," Santana answers. "Just got back from my date with Chip."
"Oh, how was it? What movie did you see?" Brittany asks. There's a rustling noise in the background, like she's sitting down.
"I don't know," Santana says dismissively. "Some horror movie. We spent the whole time making out."
"Really?" Brittany prompts, clearly wanting details.
"Yeah. I let him finger me and touch my boobs."
"Yeah?" Brittany says after a pause. Her voice sounds a little weird.
Santana decides to ignore that. Long pauses in odd places are a staple of conversation with Brittany. "Yeah. I gave him a handjob afterwards."
"How did it feel?" Brittany asks. Her breathing is weirdly heavy now.
"It felt a little weird. He was kind of hard, but soft and really warm." Brittany makes an odd noise, and Santana finally places the noises she's hearing in the background. "Britt, are you jacking off right now?"
There is a really long pause. "Maybe," she replies guiltily.
Santana thinks about this for a little while. "Are your parents home?" she finally asks.
"No," Brittany responds, a little hurriedly. "They took Emily out for a playdate."
"Stop it. I'll be over there in 10 minutes," Santana orders her.
Brittany gives a little whimper. "Make it five."
When Santana walks into Brittany's house eight minutes later, Brittany is lying on the couch, watching cartoons. She's dressed for a day of lounging around, in baggy gym shorts and an oversized t-shirt. Santana can see the way Brittany is slowly rubbing a hand over her abs, dipping down lower occasionally to brush against her crotch. The Latina swallows and tries hard not to stare at the bulge that is clearly visible in the other girl's shorts.
"Oh, hey," Brittany says, noticing her presence.
"Hey." Making her way over to the couch, Santana throws a leg over the other girl, straddling her stomach.
Brittany looks pleasantly surprised, her hands drifting up to settle on Santana's waist. "What's up?" she asks.
In answer, Santana ducks down and kisses her. Happily opening her mouth, Brittany lets Santana lick through, but Santana pulls away before Brittany can start to reciprocate. "Why were you jacking off before?" she asks quietly.
Brittany's eyes dart away from hers as she starts to blush.
"I was thinking about you touching me," she finally admits.
Santana shifts her weight, sliding down a little so that her ass brushes against the bulge in Brittany's shorts. The other girl sucks in a deep breath, eyes widening. She clutches at Santana a little tighter, fingers digging into Santana's skin.
"Do you think about that a lot?" Santana asks. The idea of Brittany touching herself to thoughts about Santana is turning her on. Like, a lot.
"Just recently," Brittany tells her honestly. "I-I want…" She pauses, biting her lip. "I don't want you to lose your v-card to some guy."
"Why not?" Santana asks.
"I…I want to take it. Is that okay?" Brittany looks shyly up at Santana through her eyelashes.
Biting her lip, Santana takes a few seconds to think about it. On the one hand, it is a little weird. On the other hand, she would rather do it with Brittany, whom she knows and loves, than some boy that she'll probably break up with a week later. Who better to lose your virginity to than your best friend?
"Yeah, that's okay." She smiles nervously. Brittany's eyes light up, and she reaches up to pull Santana down for a deep kiss.
Santana slowly explores Brittany's mouth, running her tongue over the other girl's teeth. They've practiced together before, and Brittany is definitely a better kisser than Chip, who was sloppy and overeager. She slides her hands down Brittany's shoulders and cups her boobs, delighted to discover that she isn't wearing a bra. As she groans into Santana's mouth, Brittany's hips jerk up, and she starts rubbing herself against Santana's ass. Smiling into the kiss, Santana kneads the other girl's breasts before tweaking her nipples softly. She can feel them hardening through the shirt, and she pinches at them again. Brittany moans, rolling her hips.
Slipping her hands under Santana's top, she trails circles on her sides and presses her palms into her back. Santana hums against Brittany's lips, her whole body warming at every gentle touch of Brittany's fingers. She's ready; this is it. She should be scared, but the idea of doing it with Brittany is anything but frightening.
Reluctantly, Santana breaks the kiss and slithers off of Brittany and the couch, standing up. Meeting Brittany's eyes, she unbuttons her jeans and slides them and her panties down, kicking off her shoes. Brittany doesn't move from the couch, watching her with hooded eyes. She has a hand on her crotch, palming her dick through her shorts and occasionally squeezing the head.
Seeing Brittany touch herself sends little tingles up and down her thighs. Once again, Santana straddles Brittany on the couch, this time around the other girl's knees. Reaching up with one hand, she cups the bulge in Brittany's shorts.
"Wait," Brittany says, breathing heavily. For a second, Santana worries that she's backing out, but Brittany just grabs Santana's hand where it's wrapped around her shaft and squeezes hard, almost to the point of pain. Eyes shut tight, she holds still for a moment and takes a few deep breaths.
Finally, she opens her eyes again. At Santana's curious look, she grins a little sheepishly. "I didn't want this to end so soon," she explains, glancing at their tangled hands. "You surprised me."
The idea that Brittany almost jizzed in her pants with only one touch is pretty flattering. Untangling their hands, Santana reaches up and pulls down the waistband of Brittany's shorts, realizing halfway down that Brittany isn't wearing any underwear.
She swallows dryly. There it is, Brittany's dick, lying hard against her thigh. Brittany sure is a lot bigger than she remembered, bigger than Chip. As she watches, it twitches slightly, in rhythm with Brittany's heartbeat, and seems to get a little bigger. Although she knows that Brittany wants to get on with the program, Santana can't stop staring.
Finally, she grabs it, just below the head, and slowly pulls down, then back up. A little precum dribbles out of the tip, getting her fingers wet.
Looking up, Santana sees that Brittany is panting softly, her mouth open, watching her with half-lidded, darkened blue eyes. Gathering her courage, she shuffles forward on her knees until she is hovering over Brittany's pelvis. With one hand, she braces herself on the back of the couch, and with the other, she guides the tip of Brittany's dick up, until the head grazes her entrance. Holding Brittany's gaze, she begins to ease herself down.
Santana has never really had anything bigger than tampons and, starting recently, fingers up there before. She winces as the head pushes inside. It hurts in an odd way, like she's stretching a muscle beyond the point where she should have stopped. When the head is fully inside, she pauses, panting heavily as her thighs tremble and burn, and tries to relax.
Grabbing her shaft, Brittany squeezes hard again, her eyes slipping closed. That's good, Santana figures, because it would suck if she came…
Santana's eyes widen, and she almost stands up. "Britt!" she hisses, and Brittany's eyes pop open again. "Do you have a condom or something?"
"No," Brittany replies and looks a little sad. "The doctors said I can't get pregnant, and I can't get a girl pregnant either. I'm incompetent."
"Impotent," Santana corrects, then starts to lower herself again, sliding more and more of Brittany inside, until she's sitting flush against the other girl's pelvis.
She just sits there for a little while, letting her body get used to the feeling of having something inside of her. After a bit of a wait, the burning pain starts to subside, and in its place, the feeling of being stretched starts to rise. It feels weirdly good, being filled up so completely, and she feels the urge to move. Placing one foot on the floor, she braces her hands on Brittany's stomach and lifts herself up. Brittany's dick drags along her insides, sending jolts down her thighs and up her spine, and she drops herself back down quickly, almost knocking the breath out of Brittany.
They struggle to find an easy rhythm, but Santana figures that they'll get better with practice. She keeps raising herself up and then dropping down again, trying to meet Brittany's frantic thrusts. Brittany clutches at Santana's hips, her eyes clenched tightly shut, every breath hissed out through gritted teeth.
After a few minutes, Santana's thighs are burning from the exertion, but there's a feeling, deep inside of her, that is building with each movement. Panting, she leans back, grabbing Brittany's knees for balance. This time, when she drops back down, Brittany hits a spot inside that makes them both gasp. When she opens her eyes, Brittany's jaw is slack, her face flushed, looking like she's about to topple over. Recognizing that face, Santana starts to rub her own clit and bounces up and down faster, trying to hit that same spot each time.
With a whimper, Santana holds still as she falls over the edge, her orgasm only intensifying as her muscles clench and pulse around Brittany. It feels incredible to have something so big inside of her, stretching her out as she rides wave after wave.
Brittany moans loudly, her fingers digging into Santana's hips. With a groan, she lifts the smaller girl up, then slams her down. To her surprise, Santana feels something warm blossom inside as Brittany's dick twitches. Brittany repeats the action, then again, and each time, Santana feels more and more of that warmth pouring into her.
Finally, Brittany stills, her trembling hands just holding Santana in place. Santana can still feel her dick twitching inside her, and now, there is the odd sensation of something flowing out of her. Leaning forward again, she looks down to where they are joined. A large puddle of liquid is slowly spreading over Brittany's stomach, soaking into her shirt. When Santana pushes herself off of the other girl with shaky arms, letting Brittany slide out of her completely, long strings of cum begin to drip out.
"Wow," Santana breathes, unable to think of anything else.
"Wow," Brittany agrees. Her eyes are still closed, and a sated smile is fixed on her face.
"Do you have, like, a towel or — no, don't move!" Santana tries to stop Brittany, but the other girl is already lifting herself onto her elbows, spilling the liquid from her stomach onto the couch.
"Oh shit," Brittany says. Santana quickly stands, figuring getting lovestains on the rug is better than the couch. She can feel Brittany's cum dribbling down the insides of her thighs, and the feeling has her arousal flaring up again.
They use Brittany's shirt to mop up the worst of it, then Febreeze the shit out of the wet spot. Finally, Brittany turns around, spray bottle still in hand, and accidentally sprays the TV when she sees Santana, one leg on the coffee table, wiping down the inside of her legs, pussy still wet and glistening.
"Maybe you should take a shower to clean that off," she suggests.
Santana looks up and sees Brittany's dick twitch. "Maybe," she agrees. "You want to come with?" She winks.
Brittany sprays the TV again.