"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.