Anal Virgin, No More

There was a pregnant pause while Danny stared at her. He cracked a goofy smile, saying, “Damn. You just keep on getting hotter, Nikky. I get to deflower your ass?”

She looked up at him with cute trusting eyes and nodded. Without breaking eye contact with her, Danny slapped his thick cock on her pussy lips, eliciting a saucy sigh.

Danny bent down and kissed her. The position **** her legs onto his shoulders and they both groaned as their crotches ground into one another. He stroked her hair and whispered, “Don’t worry about a thing, babe. You’re not my first.”

Nicolette nodded and bit his lip playfully. “Thank you. I trust you, Danny.”

When he straightened back up, he grabbed her full tits with both hands and jiggled them. Softly, he admired them again, “Nikky, you have some fantastic tits.”

She giggled in response and arched into him, letting him push them into her chest. The sensation felt good. I think I like having my tits played with, she decided. Everyone loves tits!

Someone had left a personal desktop fan on the desk; it was still on. Nicolette didn’t care; she stretched her arms out, giving him unfettered access to her body. Rolling her neck, she mewled in pleasure when he massaged her prodigious vanilla breasts. The motion stirred the air causing a whisper upon the wind to say:

Challenge: Try to make him climax twice before you climax during anal. Succeed and your ass will become a permanent erogenous zone and anal won’t be painful. Fail and your ass will permanently grow and become more sensitive.

Critical success

Nicolette gasped; Danny started teasing her hole with his finger after collecting dew from her lower lips. The sensation thrilled her. What the fuck is the wind saying? He slowly inserted one finger and she gasped. Oh, fuck! I don’t care!

Danny’s earlier ministrations in the gym had readied her somewhat. Given her a hint of what anal penetration might feel like. But the sensation she felt now was completely unexpected. It wasn’t pain, but pressure that consumed her mind. It was new, foreign, and made her feel ****. But Danny focused on keeping her lubed by taking his fingers and collecting moisture from her sopping wet cunt and redistributing it to her ass. I guess I’m really worked up. I’ve heard that when some girls get horny, pleasure can override any sensation of pain. Is that what’s happening? Will that help when he fucks me with that giant python? I mean, that thing is thick and long!

Then his finger curled inside her and she gasped in surprise. “That stung!” she moaned a second later. Danny didn’t stop; her hips moved on their own, begging him on. He knew a sign to continue when it showed up. So, he inserted a second finger. She whimpered. The sting was back. So, Danny reached up with his other finger and re-lubed her tight little asshole. The sensation was unexpected, but very tolerable, she decided. Besides, the pain seems to enhance my arousal. I’m glad I already had a bunch of orgasms today. Hopefully, I can get Danny to bust twice. Nicolette rolled her head again and heard a second whisper from the fan:

The rarest thing in porn is a true virgin. You still have all your virginities intact. How can you waste such a golden opportunity? Record your anal defloration!

Critical Success

Reward: New Kink: Exhibitionism. New Fetish: Making Porn

“Wait! Hold up! Alex!” Nicolette shot up like a cannon and retrieved her phone from her sweatpants. Both boys looked at her shocked. Standing up off the table, she hopped the few steps over to Alex’s seat in the front row. She needed to be recorded. Luckily, Alex, who had done such a good job on her impromptu strip show, was right there. Handing her phone over caused her boobs to jiggle, and she begged, “I need you to record this… It’s important.”

Alex looked at her, flabbergasted. It seemed to take him a moment to process what she said, so she hurriedly unlocked the device and handed it to him. Ever since she’d started watching porn, she’d been addicted. _Here’s my chance to make something rare and unique. Who knows if those girls were anal virgins? I know I am. It’s going to be so hot to watch me get fucked. I need this to happen. _Somewhat impatiently, she squeaked, “Here. Use my phone.”

That prompted the military recruit to stand up a little straighter and give her a strange look. It was the kind reserved for when someone at the DnD table devised some stupid, crazy plan that didn’t have a snowball’s chance in hell of succeeding. It seemed to ask if she was crazy. Finally, he asked her, “Why?”

Nicolette bit her lip and blushed. She felt coquettish, responding, “Can I keep it secret?”

“No! Do you know how taboo it is to make porn in a school, Nikky? Why would you fucking risk it?” Alex loudly dissented. “There better be a good reason, Nikky. This isn’t DnD. It’s real life with real life consequences.”

Feeling self-conscious, Nicolette frustrated told the truth, “I’m addicted to porn. I want to relive my anal defloration. Is that so wrong?”

Alex stuck to his guns, “Yes. When it’s evidence that could land us in trouble.” He pointed to Danny, then his own chest. “Neither of us can afford that sort of risk.”

Danny held up his hands and said, “I’m cool with it.”

Nicolette gave him an accusatory stare and folded her arms. The movement caused her busty tits to jiggle, but she didn’t care.

“I’m still not going to do it,” Alex maintained, crossing his own arms.

Harrumphing, Nicolette let out a short pent-up breath, sparking a helpful whisper:

“Beg for Alex to stick his dick in your mouth.”

Success

She changed her tune immediately. Sighing, Nicolette pouted and begged, “Alex, what if I gave you a blowjob? Would that manage your risk? I really need this. Please?”

Alex didn’t immediately respond, so Nicolette knelt in front of him and looked up at him with cute half-lidded eyes. She tried to show off her amble bust by fondling her tits. She let out a soft moan, “Please… Just imagine your long, hard, thick shaft sliding down my tight, wet, virgin mouth.”

So saying, she tried her best to make an uwu face. That worked. Alex jumped up and practically ripped his pants off. Nicolette’s uwu face fell off in shock. His cock is magnificent. It’s so long. Like a soda bottle length. Oh my God. He’s going to wreck my face? How am I going to handle that thing? What have I gotten myself into? But I’m so down to be treated like a dirty slut. Especially in front of a camera. Oh My God.

Tentatively, she nuzzled his cock, grabbing hold of his shaft. The smell nearly undid her into a moaning mess of pleasure. God. That manly smell is incredible. I need more. So, she sniffed his ball sack and visibly trembled with pleasure. I need to convince him to shave, though, she thought as found that she didn’t really like the feeling of bristly pubes on her soft face. She reached out and touched his cock head, causing Alex to jump up, swearing, “fuck, yes, Nikky.”

Giggling, Nicolette gently stroked his cock with her hand until they came to an accord on the right pressure. “Can I lick you?” she asked, blushing.

“Most assuredly!” He responded, thrusting his hips into her grasp.

She laughed, “Seriously? Your mind goes to Wayne’s World?”

Then she licked his engorged pink cock head, and they both groaned. Desire coursed through her; the taste of his cock making her almost lose sanity, it was so good.

She explored every inch of his cock with her tongue, and softly told him, “Please start the video now. I want to see what my face looks like when I suck you.”

Her eyes looked up at the camera, and an even more intense note of pleasure sang from her clit. She couldn’t help smiling an honest smile, and made a show of swirling her tongue around his cock head before sinking down on it.

Alex couldn’t believe how much suction she pulled, and he reflexively thrust into her mouth. She choked, then looked up at him with saucy brown eyes. So, he grabbed her head with the hand not currently filming and started thrusting.

Glack, glack, Glack, Gluuurgh

He tried forcing her to deep throat, but his cock was too long. Her eyes watered at the attempt and her face turned beet red; an erotic visage if there ever had been. But she could only get about halfway down his long shaft before sputtering out. He watched her hand travel down her outer hip, trace her shapely ass, and start fingering her hole. The sight drove him on further, and he started rocking harder. He was damn close already. Nicolette had been teasing him for nearly 3 hours.

He tried desperately to think of old nuns, algebra equations, but nothing could hold back the river of cum churning in his thick balls. Quickly, desperately, he cried out, “Nikky! I’m about to cum! Where…”

Nicolette looked completely surprised, she panicked and backed off his cock. Stroking it, she asked, “What do you mea-?”

Alex couldn’t hold it in any longer and unloaded across her pretty face. She yelped, astonished, when his thick, ropy, cum landed first on her right cheek and nose, second on her forehead: dripping into her eyes, and a third big blast landed directly in her mouth.

A mixture of arousal and happiness quickly replaced shock on Nicolette’s lovely face. She smiled at him and giggled, “I’m glad that felt so good, baby.” She wiped some of the cum off and then tasted it. Her eyes lit up like ice cream. “Wow. Your essence tastes so good!”

“Thanks, Nikky,” Alex sighed and sat back down on the chair.

Sighing, she asked, “Are you ready to see me lose my anal virginity?”

“Yea,” he said, and his softening cock twitched.

She giggled, pointing at it, “looks like somebody wants to see.”

The taste of Alex’s cum acted like an aphrodisiac for Nicolette. _I fucking love cum. Or at least Alex’s. It’s so erotic! I need to say something for the camera, _she thought. Looking up at the thing, she played with her turgid nipples and said, “Hi! This probably isn’t the wisest thing I could say, but my name is Nicolette Smith. I’m 18. And I’m about to have a boy take my anal virginity… You just witnessed my first blowjob? Did I do good?”

She laughed and felt silly. Nervously, she looked up at Alex, who just stared at her with an intense, indiscernible expression. It made her feel hot and wanted. So, she turned around and jumped back onto the teacher’s desk. Nicolette spread her legs wide and spread her lips with two fingers for the camera as Alex came close. He knelt between her legs and watched her show off her delicate little folds, pink insides, and clit before moving onto her asshole. She spread her cheeks wide and inserted a single finger. The pain drove her forward, I want my ass to be a second pussy. Fuck, that’ll feel so good.

Danny quietly tapped on Alex’s shoulder. They met eyes briefly, and Danny gave him a thumb away to move. So, Alex did, and Danny replaced him between Nicolette’s velvety thighs. She grabbed hold of his thick muscular arms and pulled him forward with a smile. His thick turgid cock slapped across her sensitive pussy and she squeaked delightfully.

“Now, are you ready?” Danny teased and re-wet his cock on her virgin entrance. Properly lubed, he made eye contact with. She could feel his cock throb when he took in her cum mask.

Nodding, she nervously bit her lip and nodded.

“Good,” He said and slowly put his meaty head to her tight entrance. He bent down and whispered quietly so nobody else could hear, “I’m really close to cumming. But don’t worry. I’m multi-orgasmic. I’ll make sure I get you off, Nikky.”

She moaned and looked him in the eyes. No more words needed to be said, so with a deep breath from each of them, he guided his thick coke-can wide cock into her ass.

Nicolette squealed, and her whole body tensed up._ Fuck! This is intense! _She clutched his arms hard and looked down. Only the very tip of Danny’s cock had penetrated her. She whimpered, “Oh, fuck.”

However, Danny had other plans. Pushed a little more in, causing her to buck up slightly. Calmly, he said, “Shh. Let me get the head in.”

Meekly, she nodded and hung her head back. The unforgettably manly smell of Alex assaulted her, and she looked. He was hard again, filming the action. He stood right beside her and his cock, pointing to attention, rested near her shoulder. Danny suddenly pushed harder, and she squealed again. The pressure on her ass had intensified to an obscene amount, but she realized there was also pleasure. Pleasure shot to her pussy from all angles: Nicolette couldn’t believe how hot being filmed was, the scent of cock infiltrated her, and even the pressure began to take on a twisted form of pleasure.

She cried out again, this time a note of pleasure could be detected. The boys couldn’t help but chuckle at the sound. Danny softly announced, “Ok, that’s the worst of it. Head’s all the way in.”

Nicolette brushed Alex’s cock with her face as she hung her head back up and looked. She found the sight attractive; a cock, barely buried in her ass. The lighting looked impeccable, and she gazed up at Danny. He looked barely in control. Slightly trembling, his eyes caught hers and he started thrusting.

Moaning, she started crying out in syllables, “Mmm. Oh. Uh. Ye. Ah. Ah… AHHH… Ooooh….” It seemed like a minute went by, but surely time flew slower than that?

Danny’s trembling increased, and he suddenly popped out of her ass. Danny stroked his cock and moaned like an animal, His cock throbbed and sprayed his essence all over her toned stomach and soft underboob. His cock felt hot and sensual all over her body, and she reveled in it. Her hands drew lazy pictures with it while she stared, sensation-drunk, at his cock. Wow, she thought. That’s impressive. He just blew what looks like a gallon on me, and he’s still hard. What a gift. And his balls. They’re so massive. I wonder what it’d be like to taste one of them?

Her train of thought got lost when he suddenly thrust his thick cock into her ass again. She couldn’t hold back a scream, “Oh, Fuck!!”

The pain of that second penetration hurt, but Danny didn’t care. He looked almost possessed; he swung her legs back onto his shoulders and sucked on her toes. It was a weird sensation, but Nicolette would have enjoyed it otherwise. She turned and felt the wind from that personal fan, and heard a fourth whisper:

“Hang your head off the other side of the table and open your mouth so they can spit roast you.”

Success

She did so. She could feel her body moaning, groaning, squealing, and panting almost uncontrollably, so she turned over and saw Alex’s thin cock. Can’t get caught. Want to taste balls. His Balls. Alex’s balls. Need to try deep throating. OH, YES! She passionately told Danny, “Holy shit, Danny. That’s the spot. Oh, fuck!”

Danny found a special little nub, deep in her ass, and had begun thrusting harder and harder. Nicolette began thrusting back into him, seeking more of that special pleasure. He smiled and responded, “Aye, Aye.”

Barely able to form words, she turned to Alex and determinately suckled the side of his cock. He started and looked down at her. She licked him again and begged, “I need you to fuck my face. Shut my slutty mouth up.”

Alex repositioned and stood fully over her. His cock laid across her face and she nuzzled it once again. Upside down from him, she used one of Danny’s mighty down thrusts as momentum and drew Alex’s balls into her mouth. The tall boy grunted, but Nicolette developed a love for full sweaty balls. Moaning, she started stroking Alex’s cock and sucked his second ball into her mouth, replacing the first. This makes me feel so deliciously naughty. It’s dirty and depraved. And it’s caught on camera. Fuck, this is exhilarating.

Then Alex reached down and pinched one of her nipples. She cried into his balsa and felt him nearly cum on the spot. Devilishly, she nearly did again, but instead, she opened her mouth and let him finally stick his long hard rod into her waiting mouth.

At first, the rhythm was completely wrong, and they rag dolled her, but she started rocking herself ever so much and the boys re-adjusted to her. The boys got more aggressive with her. Danny started thrusting into her with might, shaking her ass. She heard their bodies make a naughty _schlepping _and _smacking _sound. Nicolette was damn sure Danny had started fucking her ass balls deep. Meanwhile, Alex toyed with her nipples: tweaking, pulling, pinching, rolling, and massaging the soft breast tissue around. She could hardly say anything. Her head back, she felt Alex bend over a little, then he started really thrusting into her mouth.

Alex used her mouth like a toy, fucking her throat and with this angle, she could tell he was deep in her throat. Her eyes watered from the rough sensation and spit began to drool out the sides of her mouth. She pounded on Alex’s thighs, and he let up, allowing her a desperately needed breath of air. Spit and drool dripped off his cock, landing on her face and the floor. She breathed hard and stroked him.

“Don’t let up, Alex. I want you to cum deep in my throat!” She moaned; her whole body felt alight from the way they used her. She pulled her head up and met Danny’s eyes. “Fucking cum wherever, DM.”

If the boys heard, they didn’t respond. Alex shoved her head back down and fucked her mouth. He had to focus on the camera, which limited him, but Nicolette felt his balls start churning, and Nicolette hoped it wouldn’t be long. She felt near to cumming herself, and she held onto the hope of making her ass a second pussy. She moaned and slobbered around his dick. Her arms started pumping the table, trying to hold back her climax. Danny, seeing her near the edge of climax, began rubbing her clit aggressively. Nicolette started screaming around Alex’s cock.

Suddenly, Alex thrusted deep in her mouth and held. She felt his cock twitch, unloading into her throat. It went on for so long, her face began to go red, and vision fainted until he pulled out. The salty taste of cum mixed with her saliva and she gave his cock a little kiss.

She pulled her head up and looked at Danny. He was sweating, and she held back from screaming. It was a race to the finish. Even amidst her lust-addled mind state, she held onto one thought, make him cum before you. You want that second pussy.

She didn’t know the veracity of that thought, but she needed a goal to prevent herself from going off the deep end. So, she hollered out, “Fuck my ass, Danny. Use me like a slut. A whore. I’m just a dirty little bitch. Oh, God!! Please, fuck me! Fuck! Fu! Fu! Ah! Ah! Oh, yes, harder, baby!”

Spurred on by her dirty talk, Danny lost all control and began jackhammering into her. He pushed her legs over her head and fucked her into the table in a classic mating pose. His hand came up to clutch her throat; both to silence her and get a firmer handhold to fuck her pretty little ass. His thrusting began to get frantic, and Nicolette hoped she had him.

She could feel her own climax fast approaching, but she refused to lose. Her mind went to all those pornos she had watched, and her face screwed into a classic uwu face; eyes crossed, mouth open, and tongue lolling. Her hands raked down his back as he pounded her tight hole, and she held on.

Danny, unable to hold on, pushed her face back off the table and growled, creaming his thick seed deep into her bowels. It felt hot, messy, and oh-so-delectable. She arched into him, and he pushed her back down. She felt claimed, and that pushed her over the edge of climax. She choked out a sobbing scream as her body shook and trembled around his firm cock. Her ass clenched his thick cock and she smiled. Victorious.

They all breathed hard for a few moments. Then, Danny popped out of her ass again and said, “Damn. You are sexy as hell, Nicolette.”

Already sitting down, Alex pointed to her phone resting on her newly modified sweatshirt. He said tiredly, “If you have to meet with Mr. Anderson, you’ve got about 10 minutes or so before you need to head over.”

Nicolette stood up on shaky Bambi legs and walked over to him and sat down beside him. Danny sat on her other side. She drew them into a cuddle, one head to one titty, and tiredly said, “Then, I’ve got 10 minutes to cuddle you guys.”

A/N: Nicolette doesnt actually gain a second pussy. Her ass is merely a permanent erogenous zone. In her lust-addled state, she conflated the two.

Modifiers:

Libido +4.

Libido total = 28

Status Effect:

Marijuana: max DC = 90 for next 8 hours

Kink:

Exhibitionism

Fetish:

N/A

Dice Rolls:

Challenge: try to make him climax twice before you climax during anal. Succeed and your ass will become a permanent erogenous zone and anal won't be painful. Fail and Your ass will permanently grow and become more sensitive.

DC = 50

D100 = 24 + 54 = 78

Critical success

“The rarest thing in porn is a true virgin. Record your anal defloration.”

DC = 75

D100 = 24 + 75 = 9

Critical Success

Result:

New Kink: Exhibitionism

New Fetish: Making Porn

“Beg for Alex to stick his cock in your mouth.”

DC = 50

D100 = 24 + 27 = 51

Pain, pleasure, and competition win out. Danny cums relatively quickly; he’s been teased for close to 3 hours, ATP.

D100= (1-33: stomach/chest) (34-66: pussy lips/anus) (67-100: anal creampie)

38

“Hang your head off the other side of the table and open your mouth so they can spit roast you.”

DC = 50

D100 = 24 + 41 = 65

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