Breaking His Cherry

by Steel, Desiree

  Jeff refused to quit either, and though he didn’t have the energy to suck on her breasts anymore, he grabbed her around her waist and almost shyly said, “Come on baby, don’t stop!”

  Stacey smiled when she heard that and though her eyes were still closed she reached down and while Jeff watched excited and wide-eyed, she fingered her clit while she rode him!

  He could feel her knuckle slide against him as he watched her finger disappear inside of her and as he looked down at her sparse pubic hair and her slit spread wide open to accept his cock and her finger he groaned uncontrollably.

  “That’s it lover, fuck me for all you’re worth! I have you’re virginity now and you’re going to learn that nothing but this matters before we’re done!” She told him in a husky voice as she opened her eyes and stared into his face.

  He was red and flushed with exertion and sweat rolled off his skin freely as he gritted his teeth in effort and bliss and moaned in a barely audible voice, “I already know!”

  “Good baby, now fucking cum in my pussy again and make me yours! Do it no baby, do it now! Fuck me until I can’t take anymore and then fuck me again!”

  That did it. He was exhausted and his balls pounded with pain but her talking dirty like that over the last twenty minutes finally proved too much and with a final grunt of effort he held her waist firmly as he thrust hard into her pulsing hot and slick hole and climaxed once more!

  It was more of a dry cum than anything else because he’d already spent everything he had in her, but as his balls contracted and his cock pulsed and tried to pump cum into her. Jeff smiled in victory and Stacey told him that he was fucking doing it, he was fucking cumming in her again and as his orgasm subsided and he quit pumping his cock into her depths she collapsed onto him exhausted and unable to take anymore.

  They were covered in sweat and sexual juices and lolled under the sun with their bodies intertwined luxuriously. Jeff’s cock was red and raw looking, aching from all the action it had seen as it lay limply against his thigh.

  Cum slowly oozed out of Stacey’s open pussy and slid down her ass crack as she smiled with satisfaction. She enjoyed nothing better than the feeling of having been fucked thoroughly and completely until neither she or her current partner at the time could take anymore. She had to give the kid credit. He definitely had enthusiasm.

  Finally she stirred enough to slide her leg off of him and said, “Why don’t we take a shower baby. We can’t very well send you back home like this now can we?”

  Jeff was almost asleep but murmured, “No, I guess not.”

  They walked naked into the house. Though he was exhausted beyond being able to have sex again with her for a while, he still thrilled at her taking his hand and leading him down the hall to her bedroom as he followed behind and looked at her naked back which curved down to her naked hips and firm ass.

  He thrilled at knowing what they’d done, and what she was willing to let him do to her. He’d been fantasizing about it for so long, that to now have a fine girl of his own who was totally open to anything he wanted to do and more was almost more than he could believe.

  In the bathroom Stacey took pleasure in making Jeff simply stand under the water while she soaped him up thoroughly, kissing and caressing him occasionally as she did so.

  She gave him one of the most thorough showers he’d ever had and as she looked up at him subserviently from her knees she washed his cock and then his balls gently with her hands and a washcloth. She even reached between his legs and washed his asshole as his eyes widened but with her smiling wickedly at him as she kissed the head of his limp cock and scrubbed his anus he couldn’t very well protest.

  When she was finally done she handed the bar of soap to him and as the spray of the shower beat down on her naked body told him to go ahead and wash her, “And make sure to get between my toes,” she added jokingly.

  Jeff had never had the opportunity to examine the female form so closely or completely until now. As he washed Stacey he inspected every curve of her body, every niche and secret space he had ever imagined seeing while he went over every inch of her skin.

  He found out that she had a small mole on her left inner thigh, a little pimple on her right butt cheek and that her belly button was an outie.

  As he washed her he shyly got down on his knees and moved her legs wider apart, taking a little initiative.

  “That’s it baby,” Stacey throatily encouraged, “decide what you want and then go for it.”

  Jeffrey couldn’t look up and meet her eyes, but as she moved her legs further apart for him, he reached up and shyly spread apart her pussy lips so he could finger her momentarily and get a really good look at her inner pink. He played with her folds experimentally and caressed her clit as he inspected her minutely.

  Then he slid his finger out of her pussy and hesitantly back between her ass cheeks.

  Stacey moaned low and reaching down she placed her hands on his shoulders for balance as she bent her legs slightly and stuck her ass out for him.

  “Okay baby, now very gently, slide a finger into my ass,” she instructed with her eyes closed.

  Jeffrey did as she bade him and was amazed that she actually sank down onto his finger with her ass as he positioned it at her brown eye.

  Gently he slid his index finger into her to his knuckle and then all the way in as she smiled and shook over him with excitement.

  After he’d fingered her asshole for a few moments, experimentally pumping in and out of her dark depth, she stood back up straight and his finger slid out of her.

  “Later baby, we have to save something to look forward to,” she told him.

  Jeffrey nodded shyly, still unable to meet her eyes, as he was embarrassed by what he’d just done and especially by how much he’d enjoyed doing something so dirty.

  He went back to caressing her calves and thighs and then washed her feet thoroughly, including the cracks between her toes.

  When they were cleaned up Stacey escorted him to the front door and ran her fingers through his still wet hair before kissing him deeply.

  With their arms wrapped around each other and their bodies as close as they could be with their clothes on, Jeff broke the kiss and softly thanked her for what she’d given him.

  Stacey smiled and replied, “Don’t thank me baby, I got a lot out of it too. I’m glad we’re going to be neighbors.”

  As he smiled and nodded his agreement she added, “Just don’t forget, we haven’t even begun to explore what we can do to each other and there’s going to be so much more we’re going to do … but if a word of this ever gets out, we’re finished. Do you understand?”

  Looking at her Jeffrey could see she was totally serious. While most guys would be quick to brag when they’d lost their virginity, he wasn’t really one to run his mouth but the thought of what he’d be missing if she decided she didn’t want to do this anymore was enough to cause his heart to miss a few beats with terror. There was no way he’d let that happen!

  “Don’t worry, I promise this is strictly between us,” he told her.

  “Good,” she told replied and breaking their embrace took his hand and placed it firmly on her breast, “because we’d both regret it if you fucked this up.”

  Looking down into her eyes as he squeezed her breast firmly he nodded and she smiled before opening the door and pushing him out of her house, “Go get some rest and eat something Jeff. And don’t worry; I’ll be here when you’re ready to do it again. I won’t play with your head … well, unless you want me too,” she added wickedly.

  With an awkward wave he smiled and walked back across the cul-de-sac to his house, a new man with a little more swagger to his stride now that he’d learned what he was living for and that he could have it anytime he wanted.

  CHAPTER SIX

  That night he lay in his bed with a stupid grin on his face and his mind a swirl with all the things that he’d done. He’d never forget the sight of her on her hands and knees, reaching
back and opening herself for him to look at, nor the first feel of her pussy under his palm.

  Amazingly, at the thought of it his cock twitched tiredly and stirred to life painfully. Jeffrey reached down under the covers and slid his hands into his pajama bottoms and stroked himself absently as he remembered it all. He didn’t jack off though or even bring himself to orgasm with the memories, knowing that he’d never have to do that again. Knowing that all he had to do now was go across the street whenever he wanted to relieve the churning in his balls, he fell asleep that way, with his hand on his cock and a smile on his face.

  Stacey lay naked with her face buried between Jenna’s thighs as she slowly licked up the length of her friends slit. Her own pussy was sore from being fucked all day and she wasn’t really ready to have her friend fuck her with a vibrator yet, but she never could resist sliding her tongue into Jenna’s pussy and licking her juice up as she made her friend moan in pleasure.

  Jenna’s legs were wrapped around Stacey’s back, her ankles locked together as she closed her eyes and played with her own nipples. She had come over so Stacey could tell her every succulent detail of her seduction of the kid next door. In the process of listening had gotten so hot she’d merely stripped off her clothes without invitation and started to finger her slit while Stacey told of Jeffrey shyly fingering her asshole.

  At last Stacey had seen enough of Jenna pleasuring herself and pushing away her hand had slipped comfortably between her thighs and began to eat her friends snatch hungrily.

  As Jenna moaned with pleasure and tweaked her nipples, Stacey focused in on her friend’s tunnel, snaking her tongue in and out of it while she reached up and fingered Jenna’s clit. Jenna arched her back and pushed more of her slit onto her friend’s mouth as she rocked with orgasm and cried out uncontrollably, “Lick me you bitch!”

  After Jenna finally slowed down her breathing enough and her pussy muscles finished contracting on her friends face, she unlocked her ankles and pulled Stacey up level with her so they could kiss and she could lick her own juice from Stacey’s mouth.

  When they were sharing a cigarette afterwards in the darkness of Stacey’s room, Jenna slid her hand down and palmed her friend’s swollen and abused pussy. Feeling how stretched out and used up it was she moaned with excitement and said quietly, “So when are you going to introduce me to this stud of yours?”

  Stacey smiled and slid one of her legs over Jenna’s so her friend had better access to her pussy as she thought before replying, “Soon. I just want to show him a few more things before I share.”

  “Mmmm,” Jenna moaned and swirled her fingers more quickly through Stacey’s slimy hole “I can’t wait!”

  Later they switched from cigarettes to Jenna’s pipe and as the sickly sweet smell of marijuana filled Stacey’s bedroom and their senses became dulled, they started to make plans for how they would initiate Jeffrey to having sex with the both of them.

  The next morning Stacey’s mom was coming back into town so she had to get the house in order. With Jenna’s help they aired it out for the most part and cleaned it up as good as they cared to.

  When Stacey’s mom walked in the door of course she took one look around and with an angry look on her face said, “You held a party while I was gone, didn’t you?”

  The long and short of it was Stacey was grounded for the next two weeks and her mom said she’d never be trusted to be left at home alone again.

  Stacey protested of course, but not too hard. If her mom only knew what had gone on, she’d never be allowed out of the house again!

  As it was though, her mom worked long hours and often went out of town, so being grounded didn’t really mean much anyway. Not to mention it just made it more fun trying to figure out ways to get away with stuff.

  Later in the day Stacey snuck out her window and cruised over to Jeff’s house. She didn’t go in the front door but rather looked in windows until she found what she figured was his bedroom.

  Slipping a pocketknife out of her jeans, she slipped the hasp on the window and let herself in. Nobody was in the room at the moment and she looked around interestingly. It was the typical guy room, with baseball mitt and bat in attendance.

  She went through his things curiously; not really interested in stealing anything but knowing it was the easiest way to find out more about him. Going through a guy’s room by herself always gave her a thrill of excitement. It was one way to get to know what he was like and what his secretes were.

  She quickly found his stack of girly magazines under his mattress and flipped through them with interest, comparing the girls in the magazines to her and Jenna. Her and her friend’s bodies were younger and firmer, more nubile and fresh. However she noted with excitement that already her pussy was starting to look like the professional whores in the magazine.

  The thought excited her and her nipples became swollen and her pussy wet as she flipped through the fuck mags with more interest. She looked at girls getting fucked in the ass, their pussies stretched out and abused to the max as they took facial cum shots with smiles on their faces. She imagined herself being photographed like that for a magazine and all the horny guys who’d jack off while looking at her and imagining themselves doing that to her.

  With her jaw firmly clenched and breathing through her nose fast, she rubbed Venus Mon through her jeans until the friction of it had her panties soaking wet with her excitement.

  Forcing herself to put the magazine down, she went through the rest of his things quickly before finally stripping off her clothes and kicking her jeans into a corner of the room as she fell back on his bed. She lay there with her feet spread wide apart on his comforter and as her breasts jutted towards the ceiling and began to finger herself uncontrollably as she picked up one of his magazines and started looking at the pictures again.

  She knew it probably wasn’t a great idea. There was no telling who could walk in at any moment. She was betting it would be him, but if his mom or dad came into his room for any reason, they’d find her, their neighbor, had snuck in and lying naked on their sons bed was fingering herself wildly while looking at a girlie magazine.

  She didn’t care though. She was so hot she couldn’t stop herself and raising her fingers to her lips licked her own juice before turning the page and focusing on a picture of a pretty redhead. It was an outtake from a porn movie, and the redhead was getting fucked silly from behind from some hunk with the hugest cock she’d ever seen!

  It was more than Stacey could take and as she imagined herself in that position she let go of the magazine and reaching her free hand under her ass quickly slid three fingers deep into her anus while she frigged her clit madly with her other hand!

  As she was just about to come the door opened and Jeffrey walked in. His eyes widened in shocked disbelief at the image presented him on his bed.

  “Close the door and fuck me!” Stacey demanded in a strained voice, wasting no time with subtleties.

  “But my mom’s in the next room!” Jeffrey blurted out, too uncertain to take the venture into his own hands but unable to take his eyes off her fingers furiously working in and out of herself.

  “Come on Jeff, I need you now!”

  Reluctantly he closed the door and pulled off his shirt. If his mom or dad walked in he’d die of embarrassment and no doubt be grounded forever. Just the thought of the scene that would follow was enough to turn his knees to jelly.

  Looking at Stacey stark naked and writhing around on his bed as she fingered herself and played with her nipples was too much to ignore however and with returning resolve he unbuttoned his fly and dropped his jeans to the carpet.

  Climbing on the bed with his cock standing out firmly at attention, he grasped Stacey’s legs and with inspiration born of years of fantasy, threw them up over his shoulders as he slid his cock between her thighs.

  “Yesss!” Stacey sighed happily as Jeffrey tried this new position on her. It wasn’t new to her of course, but she was gratified by him takin
g charge and experimenting with her.

  As she felt his cock straddle her cunt lips and her thigh muscles stretched comfortably from being extended up and her knees locked over his shoulders so she was pinned, she grinned up at him maniacally and said in a mock whisper, “Now fucking fuck me!”

  With that he was no longer able to contain himself and sank in, plowing her deep with his rod and making her squirm beneath him in delight.

  He fucked her repeatedly in that position, his hands on her shoulders so that she was well and truly pinned to the mattress beneath him.

  Stacey moaned and was only able to fuck him back by pushing against his shoulders with her legs so that her ass bucked up to match his rhythm. She enjoyed the feeling of total helplessness beneath him however and as she felt his sweat drip off his shoulders onto her she moaned “More!” encouragingly so that he fucked her even harder and harder until they were both grunting and panting from the exertion.

  Gone were all thoughts or cares of his parents walking in. Nothing mattered to him now but the feeling of his cock buried deep in Stacey, her beneath him urging him on while her cunt muscles worked against him, trying to milk him for every drop she could get out of him.

  With her pussy high in the air from the position, her ass was lifted well and truly off the bed. While her shoulders were pinned under his hands, her arms were flat out at her sides and it was easy for her to reach up under her cheeks with both hands.

  She spread her cheeks with the fingers on her left hand and then slid three fingers from her right into her dark depths while he continued to glide deeply in and out of her pussy.

  Jeff watched Stacey’s eyes glaze over with lust beneath him. He was unaware that she was fingering her asshole but very aware of her no longer being able to speak coherently as she moaned garbled obscenities and requests at him while she came shaking and quivering uncontrollably with him inside of her.