Babysitter

Story Info
Two 18 year olds in their final year of high school.
3.7k words
4.04
283.1k
46
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"You have a girlfriend yet son?" My father asks casually one Wednesday night while walking past my room. I'm at my computer downloading porn and playing an online game.

"I wish dad."

"What if I could make it happen for you?"

"How would you do that?" I ask looking up from my computer to see him leaning on the doorframe with a mischievous look in his eyes.

"I know you have a hard time with the ladies, being shy and all, so I was thinking your mom and I could ask a girl your age to babysit little Nina while we go out this weekend. Any leads on who I could ask?"

"I think Celia would be a good babysitter. She's nice and she has a little sister too, so she knows about that sort of stuff."

"Does she get your heart racing?"

"I guess a bit."

In fact, she gets everything about me racing. My heart pounds, my hands sweat and my groin heats up when I'm around her. I think dad could tell this from the way my voice cracked when I answered his question.

"Then she's our gal. I'll get your mom to call and see if she can come over on Saturday."

Just the thought of Celia being in our house makes me shudder with excitement. Celia is smart, not exactly popular, but not an outsider like me. She's into art I think. She's always doodling in her notebook during class. Sometimes I daydream about what she's drawing. Depending on the mood I'm in, it can get pretty graphic. One calm and sunny day, I imagined she was drawing herself with her dream guy laying under a shady tree together. Last Friday, as the rain pattered on our classroom window, I imagined she was drawing herself pressed up against the blackboard and hoping it was me she was drawing sucking on her neck. Then yesterday in class, I dreamt that she was drawing me tied up in an abandoned building with her sucking my rigid cock. Of course, she's not that kind of girl, but the daydreams that her mysterious doodlings inspire sure are fun.

As I lie in bed tonight, I wonder if she will even take the babysitting job. I get to thinking about what could happen if she does. My dick in hand, I play through the make-believe Saturday night. I skip to right after she's put Nina to bed. I'm reading on my bed when she comes to my door. She knocks quietly and then opens it a crack and peeks in.

"Mind if I come in?"

"No, not at all."

She sits down beside me, leaning against the headboard. Her short skirt reveals up to the top of her thighs and she raises it a little higher.

She takes my book from me and sets it on the bedside table. Then she takes my hand and puts it on her thigh. She moans. I move my hand higher and find that her thin panties are already wet. I graze them with my hand a few times, each time I do she moans and my cock twitches. I move in between her legs and smell her scent through the flowered cotton. She pulls the panties down to reveal her nearly bare pussy, all but a little tuft at the top. I lick her little clit, tasting her, and loving the soft texture. She starts to squirm.

"I've been waiting all week for this." She says

She gets up and asks me to lie on my back. Then she climbs on top of me with her tight little cunt in my face. She takes my dick out and starts licking it. I lick back. She starts sucking it and I do the same to her. Then she plunges down on me and I feel her warmth all around me and I arch my neck back in delight.

I have to break out of my fantasy for a moment as I find myself getting too close and need a break. I try to think about something else for a minute, but just can't, so I get back into it.

Now Celia is poised over me, fully naked. She is rubbing her wet cunt with the tip of my dick. Then when I think she'll never do it, she presses down and I become enveloped in her. She is warm and wet, as I've been told girls are. I can't hold out much longer alone here in my bed, so I imagine she rides me hard and fast till she comes and then I cum within her.

I clean up, tell myself she probably won't take the job and go to sleep.

At breakfast the next day, Mom tells Nina that she's going to have a new babysitter on Saturday. She called Celia last night and everything is set up. I head off to school with a glow of excitement.

My first class of the day is English. I'm there early, waiting for Celia to arrive so that I can start a new fantasy about what she is drawing today. But Celia sits behind me today. As Mr. Harris drones away at the front of the class, I can hear Celia's pencil scratching away on her page right behind my head. Then it stops and I feel a tap on my elbow. I look back and she slides a folded note along her desk to me. I wait until Mr. Harris is turned to the blackboard and then I open it.

'Hey Sal, Do I get to be your babysitter too? - Celia'

I think this over. Is she making fun of me, teasing me, or actually playfully flirting with me? I go out on a limb and write back:

'You can be whatever you want to for me!'

Then I pass it back without even turning around. My heart races as I wait for her to react.

I hear more pencil scratching and then an elbow rub. I look back and, with a smirk, she hands me the note.

'Will you let me put you to bed?'

My stomach flutters and my groin grows as I write back:

'If you come with me.'

I pass it back and hear a barely audible groan escape her. She quickly writes another note:

'Do you want to make out at lunch?'

Just as the bell rings, I hand her my response, letting her know that I will bring my car to the front of the school to meet her at lunch. Then we go our separate ways to our second period classes as if nothing has happened.

As soon as the lunch bell rings, I get my car and drive to meet Celia. She is already there when I arrive, sitting on a ledge with her bare legs dangling.

She comes right over, gets in and says: "Lets go park at the beach."

She puts her hand on my thigh as I drive. It feel like we'd been together for years. She breaks the calm silence.

"You know what I like about you?" Without waiting for me to respond she continues, "I like that you are smart and kind and I like that you don't give a shit what people think about you."

Just as I pull into a parking spot at the beach she adds: "And the thing that I really like about you is that you're shy and you're all mine," with that, she climbs over on top of me and looks me in the eye, "I want to do all sorts of things with you. I want to be your personal playtoy."

She kisses me hard and passionately while rubbing her groin into mine. I put my hands on her hips under her little skirt. I can feel her smooth legs as they rock back and forth. I know she can feel my hard cock through my pants, she's rubbing along it like a train on a track. I want so much to put it in her and let her have her way with me.

Her hands dig into my chest and then move up my neck and then they run through my hair. I kiss her neck and she arches back to give me more exposure, but her back hits the horn and brings us out of our splendor. I look at my watch and note that we should get back. She agrees reluctantly, dismounts and returns to the passenger's seat.

On the way back Celia asks if I want a gift to get me through the afternoon, since we have no more classes together today. I tell her she has already given me enough to think about to last me months, but I am happy to accept anything she has for me. She pulls her panties halfway down her thighs and waits until we reach the school parking lot. Then just as I put the car in park, she lifts her skirt and reveals herself to me; completely smooth and utterly beautiful. She lets me look for a moment and then pulls the panties back up and flattens her skirt before getting out. As we walk back together, she whispers in my ear:

"After your mom called last night, I shaved it just for you. I'd never done it before. Do you like it?"

I whisper back, "I love it. It's perfect."

She smiles as she leaves me for her next class.

Fridays are usually pretty casual at our school. Often they let us take the day off to take part in schoolwide workshops, see a school drama production or watch a football game. Today is one of those Fridays, thank god, because I am dying to spend it with Celia. We quickly decide that it will be much more fun if we take a drive.

The day is hot, but the breeze coming in our windows is refreshing. We drive around looking for something to do. Celia remembers a park she enjoyed as a little girl and directs me there. We walk around, following the paths and talking about school and life. Celia is worried about college next year and choosing the right career. I ask her what her dream job would be. She slips her hand into mine, sending tingles up my arm and down my spine, and says "I'd love to be your sex slave."

She leads me off the beaten path down toward the creek that meanders through the park. There is a hidden picnic table under a willow tree. She tells me to sit down on the bench. She kneels between my legs and undoes my pant button, and then she slowly undoes my zipper while looking deviously into my eyes. She pulls my cock loose of its confines and eyes it over. She seems quite fascinated and pleased with it. She regains eye contact with me and licks me from the base to the tip then twirls her tongue around the head. She laps at me like a dog and covers me with kisses. She puts the head in her warm mouth and gently suckles on it. She's so kind and loving; there is no doubt in my mind that I love Celia.

I want to tell her, but do not have the guts to do it; not until I know for sure that she feels the same way. I am drawn away from my thoughts as Celia suddenly deepens. I feel the smoothness of the back of her mouth and her tongue rubbing the bottom of my shaft. She is all around me. Her mouth tightens and loosens on me. Her throat opens and closes on the head. Then she removes me from her depths and smiles at me. She asks me if she's being a good sex slave. I nod approvingly and appreciatively.

She puts me back deep within her mouth and creates a rhythm taking me all the way in and out with passion. Every time, her tongue licks the length of me, as if she gets pleasure from the taste of me. When I am not hidden inside her mouth, I see that my cock is glistening with her saliva. I wonder how amazing it would feel to be inside her with my dick this lubed. How I would slip and slide around inside her with ease. I think about her cleanly shaved pussy glistening too. I can't wait to feel it with my own hands. Then I realize all I have to do is get up the nerve.

So I work up all my courage and I put my hands on Celia's shoulders. She removes me from her mouth and looks up at me. I pull her up and kiss her with a passion I have never before experienced. I tell her to lie down on the table and I gently adjust her so that she is flush with the edge. She spreads her legs and I see that she is not even wearing panties today. She knew I would fuck her!

I lean into the table and start lapping on her like a cat. I can understand how she savored my taste, I love her flavor. I look at her closely, feel around; get to know her. She is soft and smooth. The outer lips are puffy and rosy, the inner lips tight and firm. Her clit is small like a pearl covered with a delicate hood. I rub it with my thumb as I lick at the layers. She starts to get wetter and her moans become audible. Thank god this park is deserted or I would be worried that we might get discovered.

I put one finger inside her, just the tip. She is incredibly tight; I don't know how I will fit inside her. But then as she gets comfortable with the finger, I am able to move it in further until it is all the way in. I move it in and out and she groans madly. I add another finger and it is tight once more, but again she becomes comfortable with them, so I add a third. This drives her wild. She stays tight on my three fingers, but I am now confident that I will be able to put myself in her without causing discomfort for her.

I remove my fingers, only to hear a disappointed moan, so I lean forward and kiss her lips. I can feel her warm, wetness against my exposed cock. I ask her in a whisper if I can fuck her and she nearly screams an enthusiastic 'YES!'

I kiss her clit once more before straightening up and rubbing my cock against her. I circle her entrance with the head, lubing it with her juices and warming up her tight hole. I slowly put just the head it. It feels unwilling to take more, but her vocals tell me otherwise, so I push on. I inch in. I know its killing her that I'm taking it slow. She's trying to ride into me to make me go fast, but I don't want to force it and I want to tempt and tease her. I finally make it all the way in and Celia arches her back and lets out an immense moan. I can tell that she is very satisfied. It makes me glow to know that we fit together so well like puzzle pieces.

I start thrusting rhythmically into her. I don't feel right slamming into her tight cunt like in the porn I've seen, but she's begging for it. So, I grab her hips and thrust until I hit the back of her soft tunnel. She screams out with each connection of my head to her end. She lifts her top to reveal a perfect pair of perky braless breasts. They bounce with each thrust and she moulds them with her hands. I can feel her getting tighter. I'm getting close too. I speed up and try to infiltrate further. I can't believe how loud she's getting, it is really an impressive show! She reaches her arms out and clings to the picnic table as if to brace herself and then her cunt clings to me too, she lets out an orgasmic cry. Her pussy pulses my cock with unbelievably tight contractions causing my body to stiffen and spasm in return as I let my load out deep and hard within her.

I fall down on her with my head resting between her breasts. We are both glistening with sweat. I am in love.

Celia runs her fingers through my hair and questions how we are going to beat that tomorrow night. I tell her I have no idea, but she wants suggestions, so we lie together on the picnic table once we are covered again and daydream about more adventurous endeavors. I suggest a few different positions, but she wants to go even further. She is coy about her idea until she finally whispers it in my ear.

"What about fucking me in the ass?"

"Have you ever done it before?"

"No, but I wonder about it all the time. I sort of have a fascination with it."

Saturday night isn't going to come soon enough for both Celia and I.

My parents are going to the late show, so Celia and I are talking and teasing on IM. My dad comes to my bedroom door and asks if I'd like to go pick Celia up. He can tell that he really made a difference in my life from my new composure and he is happy to see it.

I can see her sitting on the curb in her little black skirt as I round the corner. She is wearing a tight black spaghetti strap top and sheer black garter tights to compliment the skirt. She's dressed for our adventure.

She hops in my car and kisses me on the cheek.

"I am so excited about tonight," she says, "a bit nervous too, but mostly excited."

"Me too."

"I shaved again...everywhere. I couldn't help but touch myself in the shower while thinking about you and tonight."

"You're driving me crazy. I don't think I can get home fast enough to get you into my room and ravage you!"

"We still have to see your parents off, so don't get too excited." She places her hand on my groin to evaluate my progress. "Oh my, I don't know if you'll make it. Why don't I ease your discomfort?"

I receive a quick and dirty blowjob as I drive home. She mouth-fucks me deep and hard and I come in her throat with an explosion of relief.

When we get home my parents are already in their car ready to back out the driveway. Mom gives Celia some quick instructions about Nina and we wave goodbye. As soon as they are out of sight we rush inside groping, grabbing and removing clothes as we fumble quietly up the stairs to my room.

I lock my bedroom door behind us and we collapse on the bed together. We are like animals licking, sucking and nipping until we're hot, wet and longing to fuck.

"You still want to do what we planned?" I ask Celia tenderly.

"I want it more than anything I've ever wanted before. I want you to fuck my ass more than I wanted to learn to ride my bicycle and more than I want my perfect prom dress and more that I want to know what to do with the rest of my life. I've never felt safe and comfortable enough with anyone else to be this open about my needs, but I need you inside my ass so bad that it's achingly tight with longing!"

I grab some moisturizer from my bedside drawer as Celia positions herself on my bed; kneeling on all fours, hungrily presenting her ass to me. I lube up my hands and rub her back and cheeks and then her little star. I mould it with my thumb, making it softer and more willing to take me. Celia buries her head in my pillow to muffle her moans. I find it hard to get into this tightly guarded entrance, so I bring the lube bottle to her anus and pour some right on it. She loosens from the first drop. The hole opens instinctively and lets me pour it right in. I look inside in awe and wonder if we will fuck wildly together for the rest of our lives. I hope so, and I bring my cock to her ass. I push in through the lube and feel the door tighten around me. I can hear Celia screaming into the pillow as she pushes back on me to force me in further. I spread her cheeks apart to get in as far as I can. Her hand is beneath her kneading her clit. She is sliding herself back and forth along my shaft; covering its length with her tight ring.

She moves forward enough to remove me from her and flips to her back. She lifts her legs to her chest so that her ass is easily accessible. She firmly holds her cheeks spread far apart as I enter her. Her cunt is juicy, bare and exposed in front of me.

As I slide in and out of her, I thumb her clit. I slide my hand over and around her smooth pussy and I instinctively give it a solid smack. She bites her bottom lip to keep from crying out and her nipples instantly change from soft pillows to firm dots. Her ass trembles for a moment and then the ring squeezes me tight. I ride through it over and over as it throbs. She cries out to me in half murmur: "Come in me Sal, come in my ass!"

I obey her command and press myself in fully. I stay still and rigid as I spurt deep into her no longer virgin ass.

After, as we lie spooning together on my bed, Celia takes my hand and brings it to her mouth. She kisses it and sucks it gently.

"Sal, I'm in love with you. Will you take me to college with you and let me be your love slave? I want to be yours for the rest of our lives."

"I can't think of anything I want more Celia. I love you too."

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
6 Comments
thebug37thebug37almost 9 years ago
Fast With Action

Things were much to easy for someone who was suppose to not have engaged in sexual activity. The conversation between father and son was to far out in space to believe in my point of view.

starfall28starfall28over 11 years ago
Great

Amazing story. Really well done.

AnonymousAnonymousalmost 14 years ago
Huge fan

Very good story

Really enjoyed it :)

AnonymousAnonymousover 14 years ago
Good stuff..

I've always liked stories like this. This one sounds halfway believable, and there are zero spelling errors. Keep up the good work!

AnonymousAnonymousalmost 15 years ago
Very Good

That was really good, grammar and splling was top notch and description was accurate and really exciting;)

if you make another, maybe include some sex elsewhere, at there college, or somewhere a bit more....risky...:)

Show More
Share this Story

Similar Stories

That's What Friends Are For Justin's best friend Samantha will do anything for him. in First Time
Comforting My Neighbor's Daughter I fuck my innocent neighbor when she comes to me for comfort.in Mature
The Busty Babysitter John has it bad for his top heavy young babysitter.in NonConsent/Reluctance
Roommates or More? Co-ed roommates deal with clothing-optional living.in Exhibitionist & Voyeur
Babysitting Perks Snowstorm leaves sitter stuck at her client's house.in Mature
More Stories