Annie and Jess, 18 year old seniors in high school, spent almost every weekend together. They’d order a pizza on Friday, do their nails, talk about boys they liked, give each other mud mask facials, and eventually, change and snuggle up and go to sleep.
But you’d be fooling yourself if you didn’t think there was some sexual tension between them. They’d always linger a little when they hugged. In bed, they’d run their fingers through each other’s hair and breath on their necks as they snuggled.
Neither one was courageous enough to make a move, though, until one night, Jess’ parents went out of town and Annie came over. Annie, horny as all get out, wanted to fool around.
“I wish I had a boyfriend,” she said. “I’m super horny.”
“Oh my god, me too,” Annie said as she went to Jess’ dad’s liquor cabinet and opened it.
“What are you doing?” Jess asked.
“Shhh, it’s okay. I just want to try something.”
Annie pulled out a nearly full bottle of vodka and took a small sip. She handed the bottle to Jess, who also took a sip. They took a few more small sips, giggling, blushing nervously.
“Why are we doing this?” Jess asked. They’d never done it before.
“Because I’m trying to get up the courage to kiss you,” Annie said.
“You … you what?” Jess said anxiously. Her pussy throbbed.
“I want to kiss you,” Annie said. “I’ve always wanted to kiss you.”
“So … just, like … do it,” Jess said.
Annie walked to her and pressed her lips against Jess’. After a moment, Jess opened her mouth and Annie slid her tongue over Jess’ and they continued in this embrace for a minute or so.
“Can I?” Annie asked, holding onto Jess’ shirt. Jess nodded, So Annie pulled it off and dropped it on the floor. She unclasped Jess’ bra and her large C cup breasts spilled out.
“They’re beautiful,” Annie said.
“You’ve seen my tits before,” Jess said.
“But not like this.”
Annie grasped them in her hands and licked Jess’ nipples. They became hard in her mouth as she sucked them.
Jess was trembling with excitement. Her pussy was soaking a hole through her panties.
“Fuck it,” Jess said, pushing her pants to her ankles and stepping out of them. Annie’s eyes grew wide with excitement. They ran upstairs and jumped into Jess’ bed.
“Your hands are cold,” Jess said as Annie ran them up and down Jess’ torso.
Annie giggled and warmed them up with her breath.
They stared at one another, awkwardly, for a moment or two before they began kissing again. Jess spread her legs and Annie guided her fingers closer and closer to her pussy. Jess had a nice little bush, but everything else was shaved clean.
“Finger me,” Jess said.
Annie slid her finger into Jess’ wet pussy and leaned down, licking her clit.
“Yes,” Jess moaned. “That feels so good.”
Annie spun around and sat on Jess’ face and the two 69’d, eating their pussies, fingering each other, kissing their thighs.
“Bend over,” Jess said.
Annie inched over and got on her hands and knees. Jess leaned down and kissed her ass cheeks, gripping them. Annie had a firm ass from years of Volleyball. Jess pulled her cheeks apart and lowered herself closer and closer to Annie’s asshole.
Annie knew what was coming, but had no idea how good it would feel to have Jess’ tongue caress her asshole.
“Ohhh, god,” Annie said with a moan. Annie reached in between her legs and fingered herself. “Do you have a brush?”
Jess grabbed a brush with a nice round handle from her dresser, the only thing she had that remotely looked like a dildo, and inserted it inside of Annie’s cunt while Annie rubbed her clit.
Jess resumed rimming Annie’s asshole until Annie began to moan louder and louder until she came.
Jess pulled the dildo from her wet cunt.
“Look how wet you are,” Jess said.
Annie admired the glistening brush handle.
“Suck it,” Annie said.
Jess put the brush handle in her mouth and licked it.
“Suck it like a cock,” Annie said.
Jess began to suck harder until Annie took the brush and began violently shoving it into Jess’ throat. Jess squirmed and giggled as thick saliva gushed from her stomach.
“Yes!” Annie screamed. “Choke on it!”
More saliva spilled out and Annie scooped it up with her fingers and slapped it across Jess’ face. Jess smiled as the thick saliva coated her hair and face.
“Harder,” Jess said.
Annie began to fuck Jess’ throat with the brush handle until more saliva gushed out. Jess drooled the saliva into her hand and poured it over Annie’s face. Annie licked it and slurped some into her mouth and swallowed.
Jess took the brush handle and put it in Annie’s mouth.
“Your turn to suck it,” Jess shouted as she fucked Annie’s mouth with the brush handle until Annie was gushing saliva. They rolled around in the spit, playing with it, slurping it up and spitting it into each other’s mouths. They were drenched with saliva and pussy juice.
“Fuck me from behind,” Annie said resuming the doggy style position. Jess reamed the brush handle into Annie’s pussy until Annie came.
Annie pushed Jess on her back and spread her legs, wedging her spread legs in between her. They scissored, grinding back and forth, rubbing their clits together until both girls came at the exact same time.
“Stick your finger in my ass,” Jess begged, holding her legs up.
Annie got on her hands and knees and inserted her finger in Jess’ asshole. It fit perfectly. She slid it in and out slowly while Jess masturbated.
“Put another finger in. Please!” Jess cried.
Annie obliged, putting a second finger in Jess’ asshole.
“Stretch it open,” Jess moaned. She’d seen this in a porn video and wanted to know what it felt like.
“You like it?” Annie asked.
“Mm-hmm,” Jess moaned.
“A third finger?” Annie asked.
Jess nodded and Annie inserted her pointer, middle and ring finger inside Jess’ tight, but stretched open asshole.
“Don’t stop. Put them all in.”
“No way,” Annie said. “That’ll hurt.”
“I want it. I want your fist inside of me.”
Annie’s eyes grew wide as she pushed her pinky finger inside, too. Jess’ asshole was wide open, gaping and ready.
“Are you sure?” Annie asked nervously.
“Just do it. Fist my asshole. Please, baby. Please.”
Annie maneuvered herself carefully, clenching her fingers together and making her fist as small as possible. Within a minute, Annie’s entire fist was inside of Jess’ asshole. Jess’ eyes grew wide.
“I’m in,” Annie said. “Oh my god, I’m fisting your asshole!”
“Do my pussy,” Jess moaned. “It’s easy, I fist myself all the time.”
“Seriously?” Annie said, not realizing her bestie was such a freak.
“Mm-hmm, do it.”
Annie’s eyes grew wide as she easily put her hand inside of Jess’ pink little pussy. She pumped her fists slowly inside of Jess as her eyes grew wider and wider. Jess slowly masturbated until she felt like she was going to cum.
“I can feel your asshole squeezing tight,” Annie said. “It feels amazing! Oh my god! You’re going to cum. I can feel it. Cum for me. Please cum. I need you to cum!”
Jess writhed as Annie’s fists remained inside of her cunt and asshole until she brought herself to orgasm. Annie leaned down and sucked on Jess’ clit until Jess came another time.
With her hands still inside her bestie, Annie started to remove them, starting first with the hand that was inside Jess’ cunt. It came out easily.
When she started with Jess’ asshole, there was more resistance.
“I … think I’m stuck.”
“You’re not. We just need more lube. Get the brush.”
Annie grabbed the brush.
“Fuck your mouth with it,” Jess said.
Annie put the dildo in her mouth and fucked her own throat until she coughed and a near cups worth of thick saliva ran out onto Jess’ stomach.
“Good girl,” Jess said.
Annie scooped up the saliva and rubbed it around Jess’ asshole and slid it out slowly. As her fist exited Jess’ ass, her eyes grew wide.
“Pull my ass apart!” Jess ordered. “Gape it. Gape my ass!”
Annie did as instructed and leaned down, sucking her gaping asshole, licking it, fingering it slowly.
“I wish when girls came, stuff came out. It feels like the sex is complete when a guy busts a nut, you know? I wish we had that, too.” Jess said as her asshole closed up.
“Some girls can squirt. I can’t, though,” Annie said.
“Me either,” Jess said.
“We could always … nah, nevermind,” Annie said looking away nervously.
“No, tell me.”
“We could … pee on each other? Maybe in the tub? I mean, it’s gross, but at least …”
“Let’s try it,” Jess said as the girls held hands and walked into the bathroom together.
Annie got in the tub and Jess stood over her, masturbating. She came and then pulled her pussy lips up, spraying piss all over Annie’s hair and face.
“Do it!!” Annie screamed with laughter.
When Jess emptied her bladder, the girls switched places.
“Sit under me,” Annie said.
Jess sat in between Annie’s legs as Annie emptied her bladder over Jess’ head. Piss ran down her hair, soaking it, dripping all over her face and down her back. It was warm and when they were finished, they ran the shower and bathed one another.
“That escalated pretty quickly,” Annie said. “I fisted you.”
“I know,” Jess said. “It’s nothing unusual. I fist myself a lot. I even fisted my ass once. It was hard to get the angle right.”
They kissed as the water rained over them.
Source: reddit.com/r/sexystories/comments/7ipynm/annie_and_jess_high_school_besties_ff_anal_oral