Category Archives: babysitter
Femme-Enfant
2
Detail
[Continued from Sister Sodomy.]
“The little slut wanted me to teach her how to deepthroat,” Robie said to the guy behind her, as he pounded her pussy on the bed.
“Really?” he said, absentmindedly, as he rhythmically rode her ass and was intently staring at Lola who sat naked, tied up on the floor in front of the two of them. They were on the bed looking down at Lo or at themselves in the full-length mirror in front of them. Robie liked seeing her newly developed breasts bouncing back and forth with each slam by her boyfriend’s hips into her buttocks as he rammed that long rod of his home. Lo watched the two of them from her spot on the floor – staring unblinkingly from behind her older sister’s panties that were still pulled down over her head like some sort of twisted superhero mask. She inhaled deeply the scent of her sister and mutely sat in sexual frustration because her hands were tied behind her back, her nipples of her undeveloped breasts pulsing with pain from the clothespins her sister had attached to them, and her labia smarting just as badly with the clothespins that she had also attached down there.
“Yes,” said Robie.
“And did you?”
“I did.”
“Well, you’re the best. She learned from the best.”
“Then she wanted me to teach her how to take it in her ass.”
“Wow! She takes after her older sister.”
Those were words of praise to Lo who, though in tremendous pain, was also blushing with pride.
“So I fucked her ass.”
“Could she take it?”
“She did – like a champ!”
“Can you take it?”
“Now?”
“Now.”
“Yes, please, Sir.”
He pulled out of Robie’s dripping cunt.
“Wait a minute,” said Robie. She got up off the bed and went to her little sister. She lifted her up in the air like she was a toy and turned her around so that now Lo was also facing the full-length mirror.
Lola’s Repressed Memories of growing up fast with Robie
Robie got back on the bed and assumed the position.
“Why’d you do that?” her boyfriend asked.
“She was creeping me out with those big brown eyes staring at us.”
He shrugged his shoulders and went in Robie’s back door.
“See Lo,” Robie said to the image in the mirror, “feels so good.”
Lola could only look on with frustrated desire and pulsating pain from her nipples and labia. Her eyes were wide open, on either side of the thong, watching as her older sister was sodomized by her boyfriend. Lo looked briefly down at her bound body and then back to her big sister. Lo didn’t want a boyfriend. She wanted Robie.
“To make him really feel good,” said Robie, “you clench your asshole, tightening your sphincter around his girth.”
Apparently this technique worked because the guy made a moaning sound.
He slapped Robie’s ass hard. She then moaned. He slapped it again on the other side, drawing out another moan. Then he leaned forward and put her in a headlock. She couldn’t breathe for a few seconds. He released her and she screamed – a yelp of ecstatic pleasure.
Before Lo knew what was happening, he had pulled out and ran up to Lo, lifted the panties off her face and impatiently commanded, “Open your mouth! Now!”
Lo did as told and he thrust his cock down her throat and ejaculated so much spunk that it felt like bucket loads to Lo. Unlike Robie, he didn’t cajole Lo, romance her, instruct her, or even give her any warning about what was to happen. Despite the fact that she thought she might puke, she swallowed and coughed and a lot of the sperm shot up and out of her nostrils as still more drizzled from the corner of her mouth and down to her collarbone. It wasn’t the first sperm she ever tasted. She gasped for air and then grew lightheaded and passed out.
Frankie Gets Fucked
Lola awoke in a cold sweat and with a hot, soaked puss.
“What is it?” I asked, startled from unconsciousness suddenly.
“I just had the weirdest wet dream.”
“OK,” I said, realizing that there was no returning to sleep now, “tell me about it.”
“Well, you know how you try to make me jealous talking about what’s her name from what’s that show?”
“You’re going to have to be a bit more definite than that.”
“Anyhow, I had the weirdest dream about her.”
She then proceeded to tell me the following.
She was Casey’s babysitter. Now it was just the two of them, home alone, and she was horny. She had been fapping to Lola Down and the erotica of mysexlifewithlola.com all night. She hadn’t slept. Her sheets were soaked. She wanted to feel another’s flesh on hers, between hers, deep inside hers. She wanted that hot white cum. She wanted to be a slut. She didn’t want him to think of her as that “older woman,” a cougar, beyond the bounds of propriety. She wanted to get down and dirty for him. Shock him. Shake him out of his innocent naivete about women of a certain age. About women in general. About her. She was a woman – a woman with needs, wants, desires, lusts, and deep, dark, hidden shame, disgust, and revulsion. “Debase me,” she thought, “and I can rest in my degradation.”
She led Casey to the bathroom where she had up a poster of Lola Down. She lured him there with a request that he help her “clean the drain. It’s clogged.” He followed her, admiring her ass, against his better judgment. He was ashamed of himself.
She showed him the drain. It was clogged. After only a few minutes, they agreed it was time to call a plumber. He noticed her sex toys strewn around the sink, the bathtub, even next to the toilet. He didn’t say anything. He looked around. She looked at him. It was awkward. In order to break the uncomfortable silence, he looked at the poster and said, “Nice. You?”
They looked nothing alike.
“No, it’s Lola Down. Have you heard of her?”
“No.”
He was shy.
“She likes to fuck.”
“Oh.”
“Do you like to fuck?”
“Excuse me?”
“You heard me.”
“Bridgette. Um. I. . .”
“I’m going to take a shower,” she said, removing her clothes. She was naked. She leaned over the sink.
“I guess I’ll get going,” he said, not leaving.
“Fuck me,” she said, protruding her ass back toward him.
“What?”
“You heard me. Fuck me.”
He simply could not believe this was happening.
“Are you a virgin?”
The question took him aback. Was it an insult? Was she demeaning his manhood? He was a virgin, that was for sure.
“I knew it,” she said without a word from him. “Now’s your chance to change that. Fuck me.”
He was fumbling to undo his belt and get out of his pants.
She turned around once she saw in the mirror that he had gotten it out, but not gotten hard. She got on her knees and looked up at him.
“How long have you wanted me to do this?” she said, her lips parted inches away from the tip of his flaccid cock.
“I. . .” He didn’t know what to say. He couldn’t deny that he had often masturbated to the thought of her. When she was babysitting and after he went to bed, he had stroked it thinking about her face or about finding her naked in front of the TV asleep. Why had he fantasized about that? Vaguely, as if in a dream, a distant memory rippled across his mind. He saw her, on the couch. He had gotten up in the middle of the night. The TV was on. People were on the TV. It looked like they were fighting, wrestling. They were naked. Her jeans were down by her knees. Her hand was between her legs. She didn’t see him. He just watched. He stood silently on the stairs and watched. She was engrossed in the images on the screen. He noticed something bulging in his pajama bottoms. He didn’t know what it was. A change had come over her. She pulled her hand out of her crotch. She sniffed it. She licked it. She clicked the TV off. She pulled her jeans up. She stood up and walked to the kitchen, away from him. He went unnoticed. He returned to bed, feeling guilty and dizzy. The hard thing in his pajama bottoms wouldn’t go away.
She blew gently onto his detumescent, flagging flesh. It felt good. A tickling, caressing breeze. She put her warm wet lips over that thing. He knew what this was now. He was old enough to know. He never thought it would happen with her. His babysitter, whom he had fantasized about for so long with pangs of guilt. The babysitter he had played football with – who tackled him like a boy with laughs and fun. The babysitter he had cozied up to while eating popcorn and watching “Blue Mountain State” with, against his parent’s wishes while they were gone. The babysitter who had kissed his bruised knee better, causing a tempest of confused feelings in the pit of his stomach.
She moved her mouth, tongue, lips in ways that made his thing grow. It grew hard. She let go and turned around again, facing the mirror.
“Fuck me, Casey,” she insisted.
He moved forward. She was taller than he. He needed to stand on his toes to get the right spot. He couldn’t. She reached back, impatient, grabbed it, pulled it forward violently. “Go in!” she demanded. He went in. She was wet.
She grabbed something from next to the sink. It was a dildo. She covered it with lube of some sort. She passed it to him. “Put this in my ass.”
“What?”
“Put this in my ass,” she repeated.
He took the pointy fake penis and pressed it to the spot. It didn’t go.
She moved her right hand back to the spot. She inserted one, two, three fingers easily.
“Try again.”
He repeated the gesture. It went in.
“Hold it there,” she said.
He held it there.
“OK,” she said a little later, “Pull it out.”
He pulled it out.
“Put your dick in my ass.”
These were very elementary instructions, yet they perplexed him.
“Put. Your. Dick. In. My. Ass.”
He pulled out and put his dick in her ass.
“Harder!”
He tried to go as hard as he could.
“Slap my ass.”
“What?”
“Slap my ass.”
He gave her ass a slight graze with his open palm.
“No, slap it!”
He slapped it.
“Spank it!”
He spanked it.
“Harder. Fucking harder!”
He was hitting her ass as hard as he could with his open palm. It scared him.
“Call me a slut.”
“What?”
His repeated questions were frustrating her.
“Call me a slut!”
“Slut?” he meagerly pronounced.
“Call me a SMILF.”
“SMILF? What’s that?”
“Sitter-Mom I’d Like to Fuck.”
“OK, SMILF.”
“Call me a cunt.”
“You’re, you’re a. . .” he began crying. She could see it in the mirror.
“Fuck, you’re useless. I can’t even feel you in my ass. Pull out.”
He pulled out.
She turned around. She got on her knees again. “How small are you?” she said, observing the thin, diminutive member with wonder. In her haste to fornicate, she hadn’t thought about it much when she had it in her mouth.
She put the toilet seat down. She grabbed a dildo from the bathtub, ran it under the water of the sink and suction-cupped it to the lid of the toilet. She eased her ass down on it.
“Pass me that,” she said, indicating another dildo by the sink.
Casey passed it to her. She took it and inserted it into her pussy.
She had a look of maniacal gratification on her face.
She looked up at him looking at her with wonder. The wonder years, she thought.
She looked down and saw his cock, erect. She realized he must be in incredible discomfort.
“You need to cum?”
“What?” he asked again.
“Shut up and come here,” she said, pulling him towards her with her left hand wrapped around his buttocks.
He involuntarily moved forward. She put his cock in her mouth again, roughly. Her right hand was manipulating the dildo in her pussy. Her left hand controlled him from behind. Her ass slid back-and-forth on the dildo attached to the toilet seat. In her mind she thought about being a sexy cheerleader, the free-use girl of an orgy, a goddess worshipped. She thought about Lola Down. . . .
She was horny.
“Call me a dirty, disgusting, whore.”
He was silent, looking down at her.
Her left hand moved down toward his ass. She fingered his ass and slid a finger up inside.
He suddenly ejaculated in her mouth. The thick, copious cum dribbled out of the corners of her mouth and onto her nipples.
“OK,” she said, “Go.”
“What?”
“Go!”
He pulled up his jeans and left her there on the toilet fucking both her holes.
The next day she called a plumber. A large, middle aged white man showed up. He was unattractive. That suited her just fine. The more disgusting, the better, she thought to herself.
She led him to the bathroom. The same bathroom.
He noticed the sex toys, the poster, the toilet seat with the suction cup dildo attached to it.
“Is this the bathroom or the playroom?” he said with a chuckle.
“A little of both,” she said seductively.
Without much more conversation, they were both naked in the tub. The same tub where it had happened. The thought of it made her feel disgusting and worthless. That’s how she wanted to be treated and that’s how men – real men, like the plumber, not like Casey – treated her.
“What do you think?” asked Frankie, looking up eagerly from the pages in her hand.
“That’s your treatment for the next episode?” asked Zach.
“Yeah. You don’t like it?”
“I didn’t say that.”
“So?”
“Well, you’re going to do all that on camera?”
“Yeah. What?”
“Nothing.”
“What is it?”
“Can I ask a favor?”
“Yeah.”
“Can I be there to watch.”
She laughed and leaned in to kiss him. “Only if you call me a dirty little whore while I’m getting fucked.”
“Deal.”
“So you like it?”
“I do, but I don’t think you’re going to get the greenlight to make it.”
“Why not?”
“Frankie, there’s too much that is. . .”
“What?”
“Taboo.”
“I have a way of getting to green.”
“Through the redlight district, no doubt.”
“The way involves a few curves and back roads, but I’ll get there.”
“A dream within a dream?” I asked.
“More like multiple orgasms within an orgasm.”
“I think you need to call Christopher Nolan.”
“Yeah, we could make a film together and call it MetaPorn.”
Express Yourself
It was Mother’s Day and Lo was bent over the bed, looking at her phone. Her red dress was flipped up and over her hips, exposing her ass and lovely pussy lips. I mounted her and she told me the following story:
‘Fuck!’ I heard her call from the bathroom. A few moments later, ‘God damnit!’ I was nervous.
I was feeding the little one in his high chair and the other two were watching TV.
‘Can I help?’ I asked through the closed door.
‘Yes,’ I heard after a moment. ‘Lola can you come in here?’
I slowly opened the bathroom door to find her, the mom whose kids I’d be babysitting that night, struggling with her manual breast pump, trying to express some milk for the baby. Her long green gown was folded down over her hips, leaving her torso completely exposed. She was clearly stressed.
‘Lo,’ she said, ‘I can’t get this damn thing to work. It’s not sealing properly around my nipple or something. I know this is awkward, but can you. . .’ She didn’t finish her sentence. She thought of how to say it. And then she just came out with it. ‘Can you hold the bottle for me over my nipple?’
I wasn’t one to say no to her, ever. I walked up to her. She unscrewed the suction cup top of the bottle off and passed the container to me. I held it up to her breast, shyly at first. She used one hand to pull on her long nipple and then she used both hands to gently squeeze her breast. It was awkward, to say the least, with me standing in front of her half-naked body as she milked herself.
She looked right at me and said, ‘Thank you. I’m already late and that thing is so cumbersome to use.’
‘No problem,’ I said, smiling foolishly. I had a crush on her since the day I met her. She had frequently gotten naked in front of me, as if it was no big deal. But now she was taking things to a different level. I looked at her big, full breasts and I almost leaned in to suck them myself.
The bottle was about half full and she said, ‘My fingers are cramping from this. Would you mind?’
What?! She wanted me to milk her?! Would I mind? Nothing would make me happier at that moment, except, as I said, sucking her tits myself.
I got behind her and she held the bottle to her other breast. I gently squeezed with both hands. She used one hand to pull on her nipple and get the milk flowing. Soon I was expressing her like a pro, squirting it out into the jar. She was so full, so ready.
She said, ‘Oh, God that feels good,’ in a way that sounded like I was making her cum. She added, ‘You have no idea how painful it can be to skip a feeding. It just has to come out.’
It was all over way too quickly. She dried off her nipples. A task I would have happily done with my mouth. And then she put on her special bra and I helped her with her dress, zipping her up from the back.
‘Thank you, Lo,’ she said as she put the nipple on the top of the bottle. ‘Hopefully that will be enough for tonight.’
As Lo told me this story, she was looking at various videos of lactating women and I was going at her from behind. She had never before told me her kink for lactation, but I was very, very glad to hear it.