Dawn's Anal Awakening

Dawn moaned and whimpered as Eric fucked her ass with the dildo.

"Oh it feels, it feels good!" she panted. Eric chuckled, then pushed the dildo all the way in. He kept it pressed inside with one hand, while the other fumbled with a harness. The lack of a bottle neck meant that the dildo would slip out easily. In order to keep it in place, Eric had to put Dawn in a dildo harness. One long strip of leather formed the belt, while another went down between her ass cheeks and connected to a small ring between her pussy and her asshole. From there, two smaller leather strips were attached so that they could lie snugly on either side of Dawn's pussy, trailing all the way up to the belt, where they were buckled in place. This harness not only held the anal implement in place, it also allowed access to the wearer's pussy so that they could enjoy a good cunt reaming.

Eric buckled the harness firmly in place and flipped Dawn over, pushing her legs wide apart to look at her sopping cunt. The leather dug into her soft skin, framing her pussy in the most enticing way, even as it drove the anal dildo deeper into her ass. Dawn gasped when Eric pushed her legs up. The dildo was longer than the plugs and she could feel every inch of it rubbing against her rectal walls!

"Fuuuuck! You're so tight!" Eric growled as he shoved his cock balls deep into Dawn's young hole. She squealed with surprise and pleasure.

"Is this, is this what it feels like to be fucked by two cocks?" Dawn asked breathlessly as she was impaled onto Eric's rock hard cock.

"We can find out, I've got friends," Eric panted as he pounded Dawn's eager cunt, relishing the way her pussy juices let out squelching noises as he fucked into her young body.

Dawn couldn't tell if that excited or frightened her. The thought of being helplessly used by two men at the same time was arousing, but also frightening. She had lucked out with Eric, as he was a genuinely nice guy who knew how to fuck well. But other people? She might not be so lucky.

"We don't have to, I'm just saying, if you wanted," Eric amended quickly, looking at Dawn's face.

She pushed the thought out of her mind and concentrated on the feeling of being filled in both holes at the same time.

All too soon, her pussy was clamping down on the cock invading her, milking and squeezing and trying to empty Eric's balls. Eric, turned on by the thought of Dawn being double penetrated, couldn't hold back. He shot his load in Dawn's teen pussy with a long, drawn out groan, hips humping forward as he bred her. Dawn wrapped her arms around Eric's shoulders and smiled up at her neighbor, relishing the feeling of his cock pumping her young hole full of jizz.

"Do you think I'm ready?" Dawn asked as Eric pulled his softening cock from her sloppy hole.

Eric pushed her legs up and pressed a finger inside Dawn's asshole alongside the dildo. It slid in with a little bit of resistance at first, but her hole soon eagerly slurped up his finger.

"Soon," Eric said with a big smile "We'll give it a couple more weeks yeah?"

---

The days went by too slowly for Dawn's liking. Each day was filled with nervous arousal. Each day was one day closer to getting her ass well and thoroughly plowed by Eric's large cock. Before she knew it, it was nearly time for her to finally get her ass fucked!

While the idea of anal definitely intrigued her and turned her on, and having her asshole toyed with certainly made Dawn wet, she wondered if it was possible to cum from anal alone, without Eric's fingers plunging into her cunt or frigging her clit hard. She found herself daydreaming of his thick rod in class, thinking of how she rode it through orgasm after orgasm after orgasm. She licked her lips at the memory of its weight on her tongue, hitting the back of her throat, spurting ropes of jizz right into her stomach. She thought of Eric's intense scrutiny of her tight sphincter each time they fucked, the way he would gently prod and poke at her young hole and coax it into taking his fingers, then comment about how nicely she was progressing. Soon, he would be coaxing her hole into taking his cock. Dawn couldn't wait for it, she wondered if doing anal in the full nelson position would feel the same as when Eric pounded her pussy like that. She remembered seeing many a porn star fuck like that, their tits bouncing and jiggling as the man plowed their shitters. Would she gape open like them? Or was that another porn myth?

The thoughts made Dawn so hot and bothered that they were nearly enough to make her cum right in the middle of 5th period! Fortunately, she had the foresight to wear extra panty liners so that her cunt juices wouldn't soak through her underwear and jeans.

The moment the bell rang, Dawn raced to the toilets and rubbed one out as fast as she could, frigging her cunt with one hand, while using the other to jiggle her anal plug. Her orgasm was a weak, sorry thing, no where near the blackout type that Eric could give her, but hey at least it took the edge off!

Dawn barely managed to keep it together for the rest of the day. To her surprise, Eric was waiting outside the school for her.

"What's up, Eric?" she asked.

"Did you check your phone yet?" Eric asked. Dawn pulled it out of her backpack and looked at the messages.

"Your parents said something about your Gran getting swindled out of her house by some jerk and that they were going over to sue him," Eric said, a grin spreading across his handsome face.

"They asked me to help look in on you and check up on you while they're away."

While Dawn felt bad that her loving Gran had been swindled by some no-good lowlife, this was an incredible opportunity. The messages left by her mom and dad mentioned that they expected to be gone for at least three days, and that they had left a stack of cash hidden away under the sink if Dawn needed money. Then, they said that she could call on Eric for help if she needed any.

Dawn felt her heart beat fast. This was it. This was her chance to finally learn if anal orgasms were possible! She practically ran to the passenger's side door and got into the car quickly. Eric seemed just as eager to get her home, driving just under the speed limit so that they wouldn't get pulled over. She didn't even bother to put her school bag inside her house, running towards Eric's front door instead.

He opened the door with a laugh. Dawn dropped her bag on the stairs and ran up two at a time, eagerly setting up an enema while Eric prepared the lube.

Dawn fidgeted for the entire 20 minutes it took for the enema while Eric waited patiently in the bedroom. While she had gotten used to the uncomfortable feeling of being too full of liquid, it wasn't the main thing she was looking forward to! She wanted something more solid!

"Wow, someone's eager," Eric commented when Dawn quickly expelled the contents of her ass and rinsed herself off, hopping from one foot to another in excitement.

"Well, I can't help it. It looks so good in porn. I want to know what it feels like!" Dawn said, coming out of the toilet buck naked. She posed at the doorway, pushing out her tits and giving Eric a sultry look.

"What do you say, neighbor, fuck my ass?"

Eric gazed at her, eyes dark and full of desire.

"With loads of pleasure, girl!"

Dawn crossed the distance between them and straddled Eric, kissing him passionately. Their tongues twined in the dirtiest fashion.

"I can't wait to fuck your little shithole, Dawn," Eric gasped when they broke apart for air. Dawn could feel his rock hard cock against her flat stomach. That same cock had given her pussy so much pleasure over the past two months. Tonight, she hoped, would see that trend maintained!

Dawn wasted no time in moving towards the bed, reaching for the pillow. This time however, Eric stopped her from lying on her front.

"I want to see your face when I take your anal virginity," Eric said tenderly "It's not everyday I get to fuck a beautiful young girl in the ass for the very first time, it's a momentous occasion."

It was true, it felt like a big moment to Dawn as well. She laid down on her back, pulling her knees up on either side of her to expose her bald pussy and asshole. Both were already slick with her cunt juice, and both were twitching in anticipation of a good, long, hard, fuck.

Eric shoved his thick fingers into Dawn's pussy, scooping out the juices there and smearing it onto Dawn's asshole.

"You're sooo wet, I bet that if I fucked your pussy first, it would lube my dick well that I could fuck your ass right after!"

Dawn moaned at the thought of her pussy juices lubing the way for her asshole to be speared open. But that wasn't what she was here for!

"No, no," she gasped, pulling herself together "No, I want this to be anal only. Don't touch my pussy, clit or tits this time!" she begged.

Eric looked concerned.

"Dawn, I have to be frank with you, not everybody can cum from anal alone. In fact, it's pretty unlikely," he said gently.

Dawn bit her lip. If she never tried, she would never know, right?

"I just wanna try it. Indulge me, please Eric?" she whispered. Eric looked down at her, exposed, helpless, and very eager body.

"We'll give it a shot, but don't force yourself, alright? Just relax."

Eric pumped lube onto his hand and stripped his cock several times, coating it liberally. He used his other hand to push Dawn's legs even further up. She obliged him hooking her ankles behind her head in a show of flexibility. Eric made a sound of approval as he lined up his cock and pressed the head against Dawn's little rosebud.

Without further warning, Eric began to push his cock against the tight ring of Dawn's virgin asshole.

"Oh oh oh oh ahhhhh!" Dawn squealed as the pressure on her sphincter grew. Despite all the training she had done, Eric's cock was thicker, and the head was larger. Her nerves had tightened Dawn back up and made it harder for Eric to penetrate her asshole.

But no tight virgin asshole was ever a match for a determined full-grown man with a thick, skillful rod. Eric didn't let up on the pressure, leaning forward and putting all his weight behind his cock.

Dawn's anal ring never stood a chance against Eric's rod. His dick breached the muscle with a sudden jerk. Dawn gasped as her sphincter gave way for the cock head and then reflexively tightened back up around it!

It was inside her! The head of Eric's lovely cock was inside her tight ass! She looked down between her legs at where they were joined, feeling incredibly pleased with herself. Her hole was being stretched more than ever before and it would only be stretched further from now on!

She looked back up at Eric, who was studying her face carefully for any signs of discomfort.

Seeing none, he bore his weight forward again, forcing his meat tool deeper into Dawn's rectal cavity.

"Aaaaaah!" Dawn cried out as her shithole was further opened up by Eric's cock. She had never considered her asshole sensitive, after all she didn't get aroused by shitting. But somehow, the feeling of being filled like this, even though similar to needing to take a shit really badly, was insanely hot.

Eric growled, pleased at the way Dawn was squirming as she was being anally impaled on his cock. Each gasp from her was a gasp of pleasure, not discomfort, which spoke volumes to his male prowess and also the depths of Dawn's sexual needs.

He drew back, thrust, pulled almost all the way out, thrust, pulled out again, thrust again, fucking her asshole in a slow and almost meditative manner. Each thrust forced his cock deeper, bringing him closer to his goal of being balls deep in Dawn's young freshly-devirginized asshole.

The thought of being the first person to fuck her barely legal bottom was incredibly arousing, and also humbling. Dawn trusted Eric completely with her body and it was his duty to do his best to provide her with anal gratification!

"Do you have any idea how hot you look right now?" Eric grunted, thrusting again. Dawn was glistening with sweat, her blonde hair mussed up as she tried to keep holding her legs behind her head. Her mouth was open in a perpetual 'oh'. Small gasps, grunts, and whimpers spilled from her lips while her young and tight asshole was slowly split open by Eric's massive rod.

Eric gazed fondly down at his young partner, then shoved the last 2 inches of his 10 inch cock all the way into her hole.

"Ow oh fuck meeee!" Dawn wailed, hips swaying and jerking as Eric's hips met her ass cheeks. Juices gushed from her pussy in response to her anal arousal

"Oooooooooh!" she cried out as Eric pulled his cock out completely, and slammed it all the way in with one hard, long thrust.

It. Was. Amazing.

All the anal pleasure that Dawn got from playing with her asshole in the previous months was nothing compared to this. She was so worried that she wouldn't be able to cum from anal alone, but that concern was fading fast. Her rectal walls were being massaged by Eric's massive cock, his bulbous cockhead was scraping along her insides. The position she was trying her best to hold not only had the benefit of letting Eric plumb the depths of her bowels, but also allowed her to see exactly how she was being fucked.

And oh, how she was fucked!

She watched, open mouthed in awe and amazement as the huge dick slid out and out and out and out of her asshole, her anal ring catching on the bulbous head. Then she gasped as it went in and in and in and in and in until it was buried to the hilt in her ass.

It was incredibly erotic!

Dawn chanced a look up at Eric. He was gazing at her with fondness in his eyes, and a deep-seated lust. The fact that he was Dawn's first anal experience seemed to have sat well with his alpha-male hindbrain. He was relishing the fact that no one had ever fucked Dawn's young hole like this before. No, Eric was the one who was giving her all this anal pleasure and it filled him with male satisfaction. He pulled back and sat on his haunches, sliding his cock out of Dawn's stretched asshole.

Her hole gaped open, twitching weakly at the loss of its welcome intruder. Eric popped the head of his cock in and out of Dawn's sphincter, teasing her fluttering anal ring. She was so wet that her juices were running down between her asscheeks, further lubing up her asshole for a good fucking. Every time Eric tapped his cock on her hole, there was a wet smack from all her pussy cream.

"Nooo! Put it back!" Dawn whined, sulking because her ass was currently empty. The toying of her anal ring was pleasurable, but it couldn't compare to being speared completely on a cock.

Eric grinned at her, continuing to tease her asshole. He pulled his cock away completely and then used his fingers to pull her hole open.

"To think only a month ago, this was a tightly shut unbreachable exit. Look at it now! It's an open highway!"

Dawn felt her face flush at how Eric described her shitter. She looked down at her hole, weakly trying to close but failing. It looked like the assholes of those porn actresses after they had been gangbanged and fucked three ways into next Tuesday!

The thought embarrassed and pleased Dawn at the same time. She had hoped that being fucked in the ass would be pleasurable, but at the same time, she hadn't expected to be so exposed!

"Trucker coming through!" Eric teased, and proceeded to shove his cock deep into her ass.

"Your trucker can come through any time!" Dawn moaned as the sudden sensation of being anally filled stoked the fire deep inside her belly and ignited another stream of cream from her cunt. Eric pulled out and slammed himself balls deep again, making Dawn wail with anal pleasure! Her pussy gushed again, unable to resist the delight of having her ass penetrated!

"It's so thick! So good! Ah ah ah!" Dawn cried out as Eric pounded her asshole relentlessly. His cock forced her rectal walls apart repeatedly, rubbing against her sensitive insides. The pressure inside her bowels seem to build, and build, and build.

Dawn couldn't stop herself from sobbing. How could Eric's cock make her feel so many different feelings? Being pussy pounded by his hot rod made her feel like he was reaching deep into her centre, lighting up her core. But being anally plowed felt like he was an electric current, shocking her from the base of her spine. Both were different, but both felt indescribably good.

Her anal excitement increased as Eric continued to mercilessly ream her shithole. She was on the edge of something big, her nerves zinging continually in anticipation of the climax, but somehow, she still couldn't cum!

"Eric, I can't, I can't!" Dawn wailed, teetering on the precipice of her first ever anal orgasm.

"Yes you can, Dawn! You love getting reamed in the shitter!" Eric growled, fucking her young ass with wild abandon. "I thought you were an innocent girl but you're an anal slut! You. Love. Anal. Don't you?"

"Yes, yes! It feels incredible!" Dawn practically wept. Her tits bounced and jiggled and wobbled from the sheer amount of force Eric was using to fuck her tight young and helpless rectal cavity. She could feel her ass muscles clenching, twitching with the pleasure coursing through her. She was on the brink of a chasm full of anal joy!

"Say it Dawn! Say you're an anal slut!"

"I'm an anal slut! I love anal! It feels so good!" Dawn panted, looking up at Eric through her watery eyes. He was grinning, satisfied at having made Dawn admit her sexual truth. He leaned his weight on her, grabbing her ankles and forcing them onto the bed behind her head to further tighten up her anal passage and increase her pleasure. Her eyes shot open with shock at the feeling of her asshole clenching down on Eric's massive rod.

"Cum then, you little anal slut! Cum. On. My. COCK!" He punctuated each word with a hard, balls deep thrust, slamming himself all the way in, his hips slapping against Dawn's young flesh with obscene wet slaps.

"Ooooooaaaaaaaaahhh!"

Dawn. Came. Hard.

Her eyes rolled up into her head as her asshole clamped down on Eric's thick rod, simultaneously trying to suck it in and expel it at the same time. Her body convulsed helplessly, wracked with infinite rectal pleasure. She shuddered, shook, shivered all over, her thighs trembled and her fingers dug into the sheets as her newly deflowered anal passage experienced its first ever anal orgasm.

The thrilling sensation of Eric's cock stabbing into her young asshole raced up her spine, lighting up her every nerve with electricity. Her pussy clenched and spasmed as well, unable to resist the rapture that stemmed from a good anal fucking.

Eric ground his cock deeper, mashing his hips against Dawn's asscheeks, her rectal muscles clenching and spasming on his dick. The pretzel position made her doubly tight and the feeling of being milked by a young girl's ass muscles was incredibly empowering. To think, only several months ago, she had no idea what it was like to experience a powerful pussy orgasm, and now she was cumming her brains out while being fucked in her ass for the first time. And it was all thanks to him!

Eric started to fuck Dawn's ass again at a slower pace this time. He thrust in and out slowly, enjoying the sensation of her rectal walls pulsing around his cock, and savoring the look of anal bliss on Dawn's young face. He looked down at where they were joined and admired the stretch of her pink rosebud around his massive tool, now puffy from the relentless reaming. She really was an anal slut!

Dawn came back to herself slowly, the aftershocks of her first analgasm still jolting her body from time to time, sending pulses of pleasure through her hole and all her limbs.

She was still in her pretzel position, gently held in place by Eric. He wasn't looking at her face, only at her asshole where his cock was sliding in and out. The juices from her cunt had slid down to her ass, lubricating the way for Eric's hot rod. Dawn flushed with embarrassment when she realized that she had gushed so much that Eric's chiseled abs and sculpted thighs also glistened with her pussy juices.