My Seductress Sitter

Chapter Five

Seth

What the hell just happened?

It felt like Sydney cast some kind of a spell on me that I couldn't resist her. Just seeing her there in the hot tub in that tiny bikini... When she took it off...

Even the thought of it now is enough to nearly send me over the edge. I don't know what it is about her. She's my hot young babysitter and apparently she's just desperate for my cum. That's the sexiest thing I could ever imagine.

I toss and turn all night thinking about what happened in the hot tub. I'm a married man. I love my wife. I definitely wasn't thinking about her when I let things escalate the way they did.

But even as I remind myself of that over and over again, I know I'm not done. All I can think about is lying Sydney down on my mattress and spreading her perfect legs, sinking my cock deep in her pussy.

I wake up in the morning with a massive hard on that I take care of to the backyard surveillance footage from last night before saving it to my desktop and deleting it from the app. I watch Sydney sucking my cock on the black and white footage as I cum in my office. Even the memory of what happened is exciting and for a while, I think I can live with just that.

Then the doorbell rings and I know without even looking at my ring app that it's her. She's come back again. Of course she would, I don't know why I'm surprised.

But when I open the door and see her there, in a tight cropped shirt and a pair of blue jeans that hug every curve of her body, I'm speechless.

"Happy to see me?" Sydney asks as she takes a step inside, pressing her body against mine as she closes the door. She looks over my shoulder for any sign of Danny and stands on her tiptoes to give me a kiss.

I lean into it, not thinking about the repercussions of kissing my sexy babysitter right in my doorway. Danny is home and he could come bounding down the stairs any moment to see the two of us together. Imagine Barb's surprise when Danny talks about how much I liked the babysitter, so much so that I was kissing her.

It takes every ounce of restraint I have to push her away and keep my hands from exploring her curves. I would love to lift her crop top and see her perfect breasts on full display again. I'd love to slam her against the door and fuck her right here and now.

"We can't do this," I say, shaking my head. Sydney stares up at me with a pout that I have no doubt gets her everything she wants in life. Hell, it's making me want to cave in already.

"What do you mean? I thought we had so much fun last night," Sydney purrs, resting her hand on the center of my chest and slowly trailing a finger down my torso. It lands in the waistband of my jeans before she slides it inside to touch my cock. Even after cumming to the video, I'm hard again.

I grab her arm to pull her away but she fights against me, squeezing my cock and pumping it gently in my jeans. After a moment, I stop fighting and let her little hand wrap around my shaft. It feels so good. I could let her jerk me off right here if I wanted to.

"I love how hard you get for me," Sydney whispers as she leans in closer. "All I have to do is be near you and you're ready to fuck me. That'll be handy later."

"You have no idea what you're doing to me," I whisper through a breathless moan while she continues massaging my cock. I know this is wrong. I know I'm the biggest asshole on the face of the planet, but I can't control myself.

Sydney is a witch who has cast a spell on me and there's absolutely nothing I can do about this. When she's around, all I can focus on is draining my balls. Luckily for me, she wants to do that for me.

"I can't wait to feel this in my pussy later," Sydney whispers, leaning in and kissing me on the neck. "I want you to cum inside of me too."

My eyes jolt open and I look down at her with surprise on my face. She just giggles and smiles, biting her lip from anticipation.

"Inside?" I'm dumbfounded and apparently she thinks that's funny because she laughs again and not her head.

The only woman I've ever cum inside of is Barb. When I was Sydney's age dating other girls like her, albeit nowhere near as sexy, everyone was careful. I always had to wear a condom, in some cases two with the more paranoid women. But here is this sexy 18 year old offering up her tight pussy completely raw.

"I want to feel every inch of you as you cum," Sydney says, a soft whimper escaping her throat as she thinks about it. "It'll be my first time and I've always dreamed of feeling my lover's cock raw inside me. I want to feel you as you feel me with your cum."

My cock twitches in my jeans as she massages me and I can't take it anymore. I close my eyes and brace myself for ejaculating in my pants, which is something I am strangely embarrassed to say.

Before I can cum, she pulls her hand out of my jeans and brings it to her lips to lick the precum off of it.

"What are you doing?" I ask, desperate for relief.

"I want you to save that for later," Sydney says with a smile, leaning in and kissing me one last time before walking away from me to get to work. "When you fuck me, I want every drop of your cum inside of me. I don't want any of it wasted."

I go back to my office and try to get to work, but nothing I do helps. All I can think about is what Sydney said. She wants me to fuck her raw. She's a little cum slut who is desperate for me to fill her up. That's all I've ever wanted.

Don't get me wrong, having unprotected sex with my wife has been amazing. But when it comes to things like blow jobs and hand jobs, Barb doesn't want anything to do with my cum. She always tells me to warn her so she can pull away and I've never seen her once lick it off her fingers.

Seeing my sexy babysitter tasting my cum and moaning is the hottest thing ever. Knowing that I can completely fill her with my seed and that's what she wants is even better.

I go back and forth all day long about what to do. A part of me is desperate to fuck Sydney. I want to feel her pussy clamping around me as she screams my name, but I also don't want to throw away my entire life. I could lose absolutely everything I've worked so hard for. I would get divorced, Barb would get custody of Danny, the house would have to be sold. You name it.

But I guess that's only if we get caught.

I wonder if Sydney can be quiet about it? I mean about sleeping with her, not with the sex itself. Lord knows I want her screaming in bed.

My cock is hard practically all day. It goes down from time to time, but whenever there's a lull in work Sydney's words echo in my mind and I'm straining against my zipper again. I tease it every so often, knowing that there's a high chance I'll be fucking Sydney tonight and I want to explode inside of her.

My phone rings toward the end of the day and I answer it without thinking, my cock in my hand as I think about Sydney.

"Seth Jenkins," I say when I answer, slowly massaging my cock just to tease it.

"Why are you answering like that?" Barb says on the other end.

I freeze, my hand still clamped around my shaft as I realize it's my wife. My blood runs cold for a second and the guilt I feel is much heavier than it's been all week.

"Oh, hey babe. I wasn't looking at the caller ID, I assumed you were someone from work," I say as my hard-on rapidly deflates. "I wasn't expecting you to call."

"Yeah, well I wanted to talk to Danny while he's up. I assume he's running around the house driving you crazy," Barb laughs. There's a lot of noise in the background and I can only imagine what she's been up to in Vegas.

"He's up. I can go get him in a few," I say. It's only then that I realized I never told her I hired a babysitter. I was so preoccupied with everything that happened with Sydney that it completely slipped my mind to tell Barb about her. If I'd have told her initially that I hired a babysitter, she would have assumed it was one of the older women we've worked with before. But the fact that I have a sexy young college girl babysitting our kid and have neglected to tell her will immediately look suspicious.

Don't get me wrong, it's very suspicious. But my wife is the last person I want to think that.

"How's Vegas treating you?" I ask to get my mind off of the subject.

"Exhausting. How many acrobatics shows can one town have? I've had a hangover since the first night I was here, and if I have to laugh at one boring investment banker's stupid jokes I might actually explode."

"It sounds like you're having a lot of fun," I joke and I can practically hear her rolling her eyes.

We make small talk about some of the work she's been doing and the restaurant she's been at. Barb is a bit of a foodie, so she posts her food all over Instagram and a lot of people have been paying attention.

"And what exactly has Brandon been doing in all of this?" I ask when I notice she hasn't mentioned him once.

She sighs and once again, I can imagine her rolling her eyes. "This again?"

"You can't blame me for wondering, can you? Imagine if I went to Sin City with someone from work who clearly wants to sleep with me. You wouldn't be happy about it." As soon as the words are out of my mouth I know I'm in no position to talk. Barb easily could have done nothing with Brandon in Vegas, but I have had my cock sucked by my babysitter. I tasted her pussy. And, I've been contemplating fucking her all day long.

"I understand where you're coming from, I just think you should trust me a little bit," Barb says. "I don't want to have this conversation again though. Can I just talk to my son?"

Something about her reaction doesn't sit right with me, but I brush it off for now. Maybe I'm projecting on her because of my own guilt, but I just stand up and mute my phone as I walk through the house to find Danny and Sydney.

They're in the basement watching a movie in our home theater that I have to interrupt. Sydney smiles when she sees me and I hand the phone over to Danny, gesturing for Sydney to be quiet as I do. We leave him alone with the phone so he can talk to Barb as we walk over to the makeshift refreshment stand we threw together filled with soda and different candies.

"I've been thinking about tonight all day," Sydney whispers with a wide smile. "Can we do it in your bed?"

I look at her, once again with surprise as she suggests it. Sleeping with a married man is already bad enough, but suggesting to do it in his bed is devious.

"Look, we can't do anything tonight," I say, looking above her as I try to reject her. "Sydney, you're absolutely gorgeous. You're the hottest girl that has ever been interested in me, but I'm married. We've already taken things too far."

Even saying it breaks my heart. I want to fuck her more than anything in the world right now. But after talking to Barb, I feel like I have things put in perspective for me. She's my wife. She's the one I need to be focusing on right now, not my teenage babysitter.

Sydney looks at me with disappointment in her eyes and nods her head. If I know anything about Sydney, this might not mean it's the end, but it seems like she is understanding now that there's more at risk for me. This isn't just some fun fling.

"Here he is," Danny says as he hops off of the couch and runs over to me with the phone in the air. I grab it and immediately turn around to walk away.

"So who is Sydney, exactly?" Barb asks. My heart plummets to my stomach.

"The babysitter." I don't offer any explanation.

"You never told me you hired a babysitter." Barb's voice is sharp and inquisitive. I can only imagine what she's thinking right now.

"Actually, I did tell you. You just rushed off the phone and probably forgot about it," I lie. It's all I can do at this point in time. When she sees Sydney, she's immediately going to question why I didn't tell her. I'm an asshole for lying, but this is the smaller of the lies I've told.

"What happened to Irene?"

"She was on vacation, so the agency just sent someone new over," I say, which is true this time.

There's a long pause where I can sense how Barb wants to ask more questions about this new babysitter spending every day in the house with me and her son, but voice is approaching her and seems to distract her.

In the distance, I very clearly hear Brandon approaching, calling my wife's name. "I've got to go."

Barb hangs up the phone as soon as I say goodbye.

I go back to my office and get back to work. For a while, I think I've put the Sydney thing to rest. I told her we had to end this and she seemed understanding. Barb will be home soon enough, and we won't need any more of Sydney's babysitting services so we can put this in the past.

Around 8:00 in the evening, as Sydney is putting Danny to bed, I hear thunder rumbling in the distance. I check my weather app and see that I've missed a notification about a severe thunderstorm approaching. I run through the house and make sure all of the windows are closed and everything is prepared, as I'm doing that the rain begins pelting down outside.

Not long after, Sydney walks down the stairs and looks out at the weather with an apprehensive look in her eyes.

Fuck me. I can't let her drive home like this. The weather's bad enough that she could potentially crash your car and die. I don't want anything bad to happen to her.

"You can stay in the guest room tonight," I say before I think any better of it. Sydney stares at me, her eyebrows raised.

"But what about--"

"It's up to you. But if you drive home in this, you could be risking your life." Sydney just smiles and nods her head. "You know where everything is, so help yourself. I've got an early day tomorrow, so I'm going to go to bed."

Truthfully, I don't have anything to do tomorrow. If Sydney is sleeping in my house, I need to stay as far away from her as possible. If that means locking myself away in my room to resist the urges I feel, like a werewolf chained to a tree, so be it.

I go to my bedroom, shower, and turn on the least sexy TV show I can think of and hop in bed for the night. I consider jacking off, especially after everything Sydney did this morning, but I don't know how I'm going to a fight the urge to go fuck her if I have a hard-on. My best option is to just go to sleep.

It doesn't take long before I fall asleep with the TV still playing in front of me.

When I close my eyes, I dream about what happened last night some more. This time, it's going much further than just a world. I'm in the water with Sydney, both of us completely naked, she's bent over in front of me and I'm rubbing my cock between her beautiful ass cheeks. I see the tip of it poking through the top and I rub it against her puckered asshole and here as she moans.

"You're such a little slut," I say as I tease her asshole with my cock. Sydney just looks over her shoulders at me and giggles.

"I'll be anything you want, Mr. Jenkins," she moans. My cock lowers itself to her warm, welcoming pussy and I slide in with ease. It grips me tighter and I feel the warmth, the wetness of all of it around my cock.

It feels like absolute heaven.

I fully fuck her in my dream. I feel my cock stiffening and my balls getting tight as I get closer and closer.

Then my eyes open. I'm back in my room, the light from the TV flashing against my face. I'm hard as a fucking rock. I'm groggy, but I can still feel the phantom sensations of her pussy around me from my dream.

I reach down to jerk off and finish what my brain clearly needed me to start, but instead of my cock, my fingers lace through hair.

I look down to see Sydney on her knees beside the bed, her mouth wrapped around my cock. When I touch her, she looks up and winks at me, taking my cock deeper in her mouth as she teases me. I could cum right here and now.

"What the hell are you doing?" I say between moans as I push her head away.

"I know how bad you want me, Seth. I just wanted to give you some relief," Sydney moans, sticking her tongue out and licking my shaft.

When I look at her, I notice for the first time that she's completely naked. Her tits are bare and I see how her back is arched to show off her perfect little ass.

Fuck me. I can't take this anymore.

She tries to work my cock back in her mouth, but I stop her.

"Get on the bed," I demand, tossing the covers aside entirely and sitting up. My cock is practically touching my belly button right now, it's so hard.

Sydney doesn't waste a moment as she climbs in bed and lies on her back, her legs immediately spread wide like she knows exactly what's going to happen.

"You said you didn't want to waste any more of my cum, so we won't," I say as I inch closer and grind my cock against her soaking wet pussy. Her lips are slick and I grind my shaft against her to get it nice and lubed up. "You see what you do to me, don't you? I'm going to give you all of it. I just hope you can take it."

"Just be gentle," Sydney whispers as she wraps her legs around my waist to pull me closer.

"I'll try," I say, knowing that I won't have any control over myself once I'm inside her.

I tease her clit with my cock as I grind against it, savoring every little whimper that comes out of her throat. Thunder crashes outside and I'm extremely thankful for the storm. Not only is it giving me the opportunity to fuck my sexy babysitter right now, but she can scream all she wants and I don't have to worry about her being heard.

With her legs still wrapped around my waist, I pull back and hover outside of her pussy. I watch her face as I inch closer to the entrance and press my tip against it. I haven't even started making my way inside, but I can already feel how tight she's going to be around me. I don't know how long I'm going to last inside of her, but I know it's going to feel fucking incredible.

"I'm going to stretch your tight little pussy out," I say and she nods her head eagerly, biting her lips so hard the skin is turning white. "Tell me you want that."

"I want you to stretch me out, Mr Jenkins! Fill my pussy with every inch of your cock."

I don't know how many times I've told her to call me Seth at this point, but hearing how she still insists on calling Mr. Jenkins somehow makes it hotter.

I press myself inside of her, gasping when I feel her pussy clenching around the tip of my cock. It's everything I thought it would be anymore. She's warm, she's wet, she's absolutely aching for me. It's the tightest pussy I've ever had.

"Holy fuck, you're so tight," I moan as I slide more of my cock inside of her, as slowly as I can. I barely moved and she's already clamping around me. I see a little bit of pain in her face, and I go slow to make sure this is pleasurable for her as I can.

The deeper I push, the more this feels like a dream. How am I this lucky? My sexy teen babysitter is giving me her virginity, letting me feel her with my cum. It's like a dream come true.

Sydney is whimpering and moaning against the bed and I do my best to go easy on her. Unfortunately for her, my cock is long and thick. It's not an easy one for someone to take for the first time. I go slow and when I'm balls deep in her pussy, I stop and let her get used to me. I feel the heat build between us as her pussy stretches to fit all of my cock.

"Does it feel good?" I ask her after a few moments when she's no longer shaking.

"Yes," Sydney moans, giving me permission to start thrusting against her. I grind my hips against her in this position before slowly pulling out and inching back in. With each thrust, her moans grow frenzied and she trembles against the mattress as an orgasm washes over her. "Fuck yes! You feel so good!"

I savor every moment of the first orgasm I've ever given her with my cock, knowing that it can't be the last. Hearing how she cries out, seeing the way her entire body trembles from the pleasure is intoxicating. I need to have her in every possible way. I'm claiming Sydney as mine right now, she belongs to me now.