Aspen Loves to Watch Skye

Aspen became a single mom through the usual methods: lived with a guy, planned to get married, got pregnant, guy vanished. Dating as a single mom was a complicated process: find someone to date, find someone to babysit, hopefully come home after child is asleep, manage to get in a quickie before date goes home. This was the plan, but tonight the plan did not go as planned.

Aspen brought Bill home, desperate to get fucked. She hadn't had so much as a glance from anyone for way too long and Bill was good looking and it seemed like her sexual drought was finally ending. Aspen was going down on Bill's not unreasonably large cock, making sure he was nice and hard for the fucking she so desperately needed. "Mommy, what are you doing?" asked Skye, her 6 year old daughter, standing in the bedroom doorway. The sitter had assured her that Skye had gone down hard several hours earlier and Aspen was relying on her daughter's normal "won't wake up to anything less than air-horn" behavior to ensure she'd have time to get fucked.

"Uh" replied Aspen succinctly "Bill has an owwy and I'm making him feel better" she said in a panic.

"Can I help?" replied her daughter, moving towards the bed. Skye's PJ's were new and were suppose to allow her to grow into them. However, right now, they were just a little too big and she had to hold the bottoms on with one hand.

"Sure, come on up!" said Bill, looking at Aspen, practically daring her to object. He reached down and grabbed her daughter under her arms and hauled her into the bed, leaving the pajama bottoms pooled on the floor.

Aspen held her breath; she knew she should object and take her daughter back to bed, but Bill had already taken the little girl's hands and put them on his cock and she felt this rush of erotic pleasure at the sight.

"Gently, gently" said Bill, as he guided the little girls hands in gripping his cock lightly. "Why don't you do what your mom was doing and kiss it and lick it like a lollipop?" he continued.

Skye, eyes alight with pleasure at being included, did just as she was told, gently kissing the tip of his cock, then opening her mouth to first lick it with her tongue, then opening wider and trying to put the whole thing in her mouth.

Aspen felt like she was going to cum just by watching this play out in front of her and almost like a zombie, began pulling on a nipple with one hand and rubbing her cunt with the other. She came almost instantly but couldn't stop herself from continuing to pleasure herself, pinching and pulling her other nipple until the pain merged with feelings in her clit and cunt and she felt another wave of orgasms hit.

Bill, watching Aspen's very obvious reaction, said to Skye "Since you are touching me, can I touch you?" At the little girl's nod, he pulled her top off and started kissing and sucking on her tiny little nipples.

"I don't even know your name yet" said Bill and, in a breathless voice, the little girl managed to say "Skye".

"It is a pleasure to meet you, Skye. Stand up for me" said Bill. He looked slyly at Aspen, who was rapidly working her way up to another orgasmic peak, then began licking Skye's tiny closed cunt. The little girl practically purred and moaned in pleasure. He turned her around and folded her in half and began licking her tiny perfect little asshole while he began fondling her cunt from behind, paying special attention to her tiny clit, which had shyly emerged from her slit now.

Bill quickly had the little girl squirming and moaning and in mere minutes, the little girl joined her mother in cumming. Aspen cried out at the pleasure of the peaks, which just seemed to be coming faster and faster.

Bill lay back on the bed and positioned Skye above him, her pussy resting on his cock. He guided the girl to slowly rub herself back and forth with her pussy. He pumped his hips in opposition to her movement so that his cock-head moved between her lips from the small opening of her vagina to past her still sensitive clit. Skye quickly got the timing down and was gliding back and forth, grinding her cunt into his cock with quickening movements.

"Do you have some lube?" asked Bill and Aspen pulled some from the nightstand. He told Skye to lift up for a second and slathered some on his cock, then rubbed her cunt with the rest. Now when she sat back down, the rubbing was easier but the friction lessened so that she could push even harder now, essentially rubbing her cunt with her whole insubstantial weight against his cock.

Skye clearly understood what felt good and established a grueling rhythm; the head of Bill's cock would sometimes get caught for a second in the opening of her vagina, which gave both of them a thrill. So it wasn't surprising when Skye began to shudder with her second orgasm, shortly before Bill practically bellowed and sprayed cum all over the little girls cunt and his chest. Skye didn't want to stop rubbing and Bill had to practically throw the little girl off his suddenly too-sensitive cock.

"Wow!" exclaimed Bill "You are the sexiest little girl I've ever met! Much sexier than your mother."

Skye beamed with pleasure, though she didn't really know what "sexy" meant. Aspen, on the other hand, came again, feeling both guilty she'd let her daughter do the things she'd been doing AND incredibly turned on that this man thought her daughter was sexy.

"You've made quite a mess, little slut and you need to clean that up" said Bill, pointing to the cum on his belly and chest. "You need to lick all of that up; you should do it now while it's still warm!" ordered Bill.

Skye, looking from Bill to her mom and back, leaned over and experimentally licked the whitish liquid. It didn't really taste like anything much, so she continued to lick until the last of the cum was gone from Bill.

"Let me take care of the cum on you" said Bill, flipping the little girl on her back, making her laugh. He slowly licked his own cum from her belly then spent a lot of time licking her cunt, making the girl squirm, then scream in a series of orgasms.

"Skye is really something" said Bill to Aspen, who was furiously fucking three or four fingers into her cunt and appeared to be trying to pull her own nipples off, pinching them hard between her fingernails. "She's much sexier than you ever could hope to be" continue Bill as Aspen exploded in another massive orgasm.

Bill spent the next hour teaching the eager Skye how to properly perform a handjob and a blowjob, each time instructing her to swallow or lick up all of the diminishing amounts of cum he was able to squirt. Skye seemed especially fascinated by his cock getting small and soft enough to fit in her mouth and yet getting hard again as she sucked and rubbed him.

When Skye rubbed her eyes, Bill picked her up and said to Aspen "I'm taking her to bed; I'll see you in the morning" and left her there still finger-fucking herself into oblivion.

In the morning, Bill kissed Skye and asked if she enjoyed herself. "Yeah" replied the tired little girl. Aspen had no idea if anything further had happened that morning, but she definitely felt jealous when Bill kissed Skye passionately before taking his leave.

A week later, Bill called and asked if he could come over. "For me?" asked Aspen. Bill laughed and said "No, for Skye of course!" Aspen wanted to say no, but she almost came thinking about it.

Bill came as promised and spent the evening training Skye on the art of pleasuring a man. He told Aspen to watch everything, but otherwise ignored her presence.

"Pass me the lube" said Bill to Aspen, then proceeded to generously lubricate Skye's little asshole: first one finger, then two fingers. Skye didn't particularly enjoy this probing until he turned her over and started licking her cunt. The combination of pleasure and pain worked wonders and soon he was easily pushing two fingers into the little girl's ass. Once he made her cum, however, he didn't push his luck (as it were) and encouraged her to suck him off again.

This time, he encouraged her to try and swallow as he came. It didn't work, of course, and she choked on the spurting cock. He soothed her with "it's just something you'll have to get used to, with practice" and directed her to lick up the rest.

Once again, he lubed his cock and let her ride him to another orgasm. Skye really liked the feeling of control she had when she was on top of him and the feeling of his cock catching and pushing a little way into her sometimes was thrilling. Bill praised her as "the most sexy" and told her "it's only a matter of time before you can take me in your cunny!"

Aspen, of course, was watching all of this happen and cumming continuously, with her hand half buried in her snatch. She lost count of the orgasms that watching her daughter be abused and liking it. Bill had clearly caught the little girl's imagination every time he praised her sexiness and the guilt that caused in Aspen drove her to higher and higher levels of pleasure.

Bill continued to visit Skye more or less every week and continued training her body on what was expected of her. Sticking his fingers in her ass turned out to be one of her favorite activities. It seemed to resonate with what he was constantly telling her: you are a dirty little slut, you are so sexy, you are more sexy than your mom.

All of this abuse of Skye made Aspen feel completely conflicted. On the one hand, she knew she should stop this now, before it went any further. But every time Bill came over, she meekly relinquished her daughter, then spent the entire evening watching and cumming. It sometimes felt that she was a split person: her motherly love screaming in the background to stop this and her slutty self abusing her own nipples and cunt and cumming nearly continuously.

The next week, Bill called and asked to speak to Skye. After he spoke to her for a little while, Skye said "I guess so" and hung up the phone. Since Aspen hadn't heard what Bill had said, she asked Skye for details.

"Bill said he's coming over tonight, and he's bringing a friend" replied the little girl. Aspen came on the spot.

"Skye, this is my friend Wayne" said Bill "and he wants to be your special friend too!"

Aspen nearly fainted from the excitement of it. Bill's friend was a rather attractive black man, with skin so dark it was like satin. Skye was a little shy at first, but Wayne knelt down and kissed her hand, like she was a princess, and she laughed because Wayne had a short beard and it tickled her.

Bill led Skye into the living room and kissed her passionately. He indicated to Aspen where she could sit, then started removing Skye's clothing. When she was nude, Wayne came over and asked "Can I kiss you too?" and Skye shyly shook her head yes. Wayne kissed the little girl intensely and ran his hands up and down her back. She moaned a little as he caressed her little ass.

"Would you like to help me take my clothes off?" asked Wayne and Skye proceeded to help him unbuckle his pants and remove them. He pulled off his shirt then stood there as Skye pulled down his underwear. Unlike the stereotypes, Wayne did not have a massive cock, but rather one that was about Bill's size instead. But the color was something new to Skye and she reached out and caressed it in awe.

"Oh my god, she is so unbelievably sexy!" said Wayne to Bill, who had removed his own clothes already.

"Would you like to try and suck Wayne's cock sweetie?" asked Bill and Skye leaned down and starter to lick and stroke the black cock like Bill had taught her. Wayne just stood there moaning, while the little girl attempted to fit as much of the cock into her mouth as she could. It wasn't long before Wayne was unintentionally thrusting his hips towards Skye's mouth and she tried as best she could to keep sucking and jerking him off. When he gasped and began cumming, she swallowed the first squirt then sprayed the remaining cum all over her chest.

Aspen, in her corner, was cumming continuously at this display. Neither man seemed to notice that she was even there, focused as they were on her daughter. That simple fact alone drove her absolutely wild with desire.

After Wayne was done squirting, Bill picked the little girl up and kissed her and praised her as his "babyslut" and spun her around in circles. She laughed and laughed as he tickled her, then moaned as he started fingering her cunt.

"Where's the lube?" Bill asked and Aspen fetched it for him. Once again, he fingered Skye's ass with first one then two fingers. She arched her back as he stroked his fingers in and out, while the other hand caressed her cunt.

"We're going to try something new and it's probably going to hurt at first" said Bill. "I know you can do it and I'm going to take it very slowly so you can get used to it, okay?"

"Okay" replied the little girl.

"I'm going to try and put my cock in your bottom; it's only a little bigger than my two fingers" said Bill. "Are you ready to try it? Only big girls can do this and I know you are ready to try."

"Okay" replied Skye unsure. "What do I do?"

"I'm going to sit on the sofa and you are going to crouch over me" explained Bill "and when you are ready, I'm going to put my cock right below you. Then you just squat down and let it go inside you."

"I guess," said Skye "but I don't think it will fit!"

"Trust me sweetheart" soothed Bill "if you relax, it will fit."

Wayne grabbed a hand towel from the bathroom for Bill to sit on and Skye got into position over him. Bill liberally coated his cock with lube and renewed probing her ass with his fingers. After he'd gotten two fingers in again, he positioned his cock at her asshole and told her to sit down on him. Her knees were on either side of him, so she was quite widely split already.

As the tip of his cock began pressing against her asshole, Bill soothed the little girl and spoke softly to her.

"Imagine you are trying to poop and push" he said as he felt the very tip of his cock penetrating her ass.

"It's too big" Skye whined "it's not going to fit!"

"Trust me honey, it will fit" said Bill as he started pressing down on her hips a little. Achingly slowly, the head of his cock pierced her anus and she gasped as it popped in past the ring of muscle. Bill stopped pushing on her hips and gave the little girl time to adjust to the feeling.

"It hurts!" exclaimed Skye.

"We'll wait for a while" replied Bill "When it doesn't hurt as much any more, try to sit down a little bit more."

After a few minutes, Skye took a deep breath and strained to push more of the cock into her ass. Slowly more and more of Bill's turgid cock disappeared into the little girls ass. She moaned at the feeling but didn't stop pushing until at least half of his cock was inside her. Then Bill indicated she should just relax and get used to it.

"When you are ready" said Bill "try and move out a little then in again."

Skye took another deep breath and did as Bill suggested. She pulled no more than an inch out and then pushed back in, this time a little more than before. Bill praised her and she slowly started a rocking motion where a little would pull out and then she'd push it back in. As it became easier for her, Bill started moving his hips with her movement. In and out the cock went, slowly going deeper, until Bill had established a slow fucking motion and was clearly feeling pleasure.

Skye could see how much Bill was enjoying this and although it clearly still hurt her, she tried to move faster and deeper. Eventually, her ass was slapping on his thighs and Bill thundered as he pressed as deep as he ever had and came inside her ass with a cry.

Skye went completely limp as his cock shrank inside her ass, thankful that this was over for now. Bill kissed her and kissed her and told her what an amazing sexy little girl she was, which caused her to beam in pleasure.

Aspen, forgotten in the corner, had been cumming in waves during the entire anal rape of her daughter. She couldn't believe how turned on she was to watch her little girl's ass be speared by an adult cock. She could tell that her daughter was more than a little in love with Bill and was eager to please him. She was almost out of her mind with lust and guilt, each emotion building on the other.

After Bill's cock slid out of Skye's asshole, he wiped up the resulting mess with the hand towel and gave Skye to Wayne, who hugged her and cuddled her until she was ready for more. Bill had told Wayne to make sure the little girl was pleasured now, to make up for any previous discomfort. So Wayne lubed up his cock and her cunt and guided her to rubbing her cunt with his cock in the faux fucking she'd enjoyed so much before.

Skye quickly got into the rhythm of it and was happily grinding her cunt as she came mightily. She slowed down and leisurely stroked back and forth for a while then again started grinding hard. As she did so, Wayne fucked her back and forth as well and then came with a yell. Skye came very quickly after, though her movement made the man twitch as she ground her clit into his overly sensitive cock-head. Then she collapsed twitching on top of him.

Meanwhile, Aspen had retrieved her largest dildo from the bedroom and was jamming it hard into her cunt. Bill grabbed it from her, flipped her over to her hands and knees and thrust it into her ass all at once. She was so wet from her earlier exertions that her ass was already somewhat lubricated but this dildo was larger than what she normally used for ass play. Aspen shrieked at the sudden intrusion, then came powerfully, causing her to collapse onto the floor.

After a little while, Bill and Wayne took their leave with mother and daughter still semi-conscious in the living room.

This pattern repeated for a while. Sometimes Bill would come alone and sometimes he would bring a friend, not always the same one.

After Bill thought that Skye was more used to having her ass fucked, he allowed his friends to use her that way as well. Bill, apparently taking pity on Aspen, sometimes fucked her while she was watching Skye get fucked in the ass. He spent the entire time calling Aspen every bad name in the book for not just allowing him and his friends to sodomize her daughter but to enjoy watching it. Aspen was in agony at the cruel words and ecstasy at getting fucked herself.

After about 6 months of this, Bill came one night with three other men: Wayne and David, another black man, though lighter than Wayne, and Peter, a large heavyset white man with many tattoos.

This time, the men passed Skye around to kiss and fondle until she was ready, then Wayne prepared her ass and fucked her hard from behind on hands and knees. She was gasping from the pain but she didn't want to disappoint Bill, who stood beside her and praised her continuously, while playing with her clit. After Wayne pounded her ass and came in her, David took his place. His cock wasn't as big around but it was longer and Skye moaned as David's pelvis slapped her ass.

While Skye was getting the shit fucked out of her, quite literally, Bill had positioned Aspen on her back and was fucking her hard in the cunt. He'd noticed how hard Aspen had been pinching her own nipples so he started slapping her breasts and yanking her nipples as hard as he could. Aspen gasped and began coming practically continuously. Each time he slapped her tits hard, she came. Each time he practically tore off her nipples, she came. Every time Skye cried out at her ass reaming, she came harder.

Once David had come in Skye's ass, Peter move in and began sucking the mixed fluids out of her ass. Until that time, he's never even had an erection, but cleaning the little girl's ass was clearly his favorite thing in the whole world. Once he was hard, he manhandled her around so he could shove his cock in her mouth. Skye was not ready for this much force and was trying to push him away. He was not to be stopped, however and when he came, he held her head in place and she was forced to swallow. A lot of of it wound up drooling out of her mouth, but she gamely swallowed as much as she could.

After Bill had thoroughly fucked Aspen, he came over and picked up Skye, praising her stamina and sexiness. The other men left, but Bill stayed and ran a warm bath for Skye as he usually did. He gently washed her and spoke softly to her. Then he dried her and carried her into her bedroom and cuddled her until she fell asleep in his arms.

Aspen, after she recovered from her ravaging, set about cleaning up the mess and spent the night in her own bed. She had dreams of hundreds of men raping all of Skye's holes, one after the other, and had to fuck herself silly with a dildo before she was calm enough to go back to sleep. Bill left before Skye woke up in the morning, but kissed her gently, which she sort of remembered when she woke up for real.

Scenes like this happened regularly for the rest of the year. By the time Skye turned 7, she had been fucked dozens of times. Then men enjoyed spit-roasting the little girl: one man pounding her ass hard while another fed her his cock. Skye didn't seem to enjoy this much but the less she enjoyed it, the more conflicted Aspen felt and the harder she came. Sometimes, she could come just from thinking about the previous nights fuck-fest.

Always, Bill would praise Skye and torture Aspen both physically and mentally. Mostly the men ignored Aspen or raved about how tight her daughters ass was and what a poor excuse for a mother she was. A couple of times, there would be mother-daughter spit-roasts; Aspen of course could take more cock in her mouth, but the men made sure that she was choking just as much as her little girl was.

Sometimes when Bill was fucking Aspen hard, one of the other men who wasn't occupied with raping and abusing Skye would join in the effort to torture her tits. Slapping, pinching, hitting with rulers were all options. The pain from her tits and the anguish from listening to her daughter get ass fucked combined in Aspen's sick and twisted mind and she would cum in rolling waves for most of the evening. By the time the men left, both mother and daughter were exhausted and frequently covered in cum. Bill always gave Skye a warm bath and put her lovingly to bed, but he left Aspen where she belonged: on the floor, covered in filth, like the trash she was (something he reminded her of often).

Thus passed the first year of Skye's introduction to sex.