Bending the babysitter over [mf]

It was a slow Saturday night. I had a client event through the early evening and little expectations that I was going to have too much fun for the rest of the day. A good college football game was supposed to kick off at 8:00 on ABC and my future probably involved grabbing a beer or two at the bar with a good book and the game. Yes, an exciting life of a consultant.

I mingled and mixed with people that I need to know but did not need to like or know well for the next two hours. As I was leaving, the score in the first quarter was tied at 10-10 and the drive to my company’s condo promised to be swift. I loosened my tie and rolled down the windows as Tom Petty blared on the radio and the compulsion to sing loudly and poorly came over me.

Then my phone buzzed. I looked and saw it was my friend with benefit’s texting me.

“The kids are in bed, and I have some wine coolers…”

I smiled, and texted her back. “You’re the responsible party for them”

Two stop lights later: “I’ll be quiet if you are quiet… their parents never need to know” She then sent me the address that I popped into my phone. She was ten minutes away. I told her I would be over in 20 and I expected her to be ready for me.

“Come through the back door, don’t want the neighbors to see….”

I stopped at the Sheetz and picked up a pack of condoms, a bottle of lube, and a small box of wine as I am all class. And then I drove through the edges of suburbia where the houses had been there long enough for the saplings to grow into forty foot trees. I popped my car into neutral and drifted down the street with my lights off until I was five houses from where she was babysitting. I parked, grabbed my supplies and looked in the mirror. My tie was back on and I ran my fingers through my hair one last time. I thought I was looking good. I walked down a back alley and went through the gate near the pool. My fingers tapped on the unlit back door and I waited.

Natalia opened the door and planted her lips on mine as she pulled me in giggling. I could already smell a strawberry wine cooler on her breath. I grabbed for her waist and realized that she was not wearing any thing besides panties and an oversized t-shirt. I kissed her again as the door closed behind me. She broke the kiss and spun around giggling. She is so fucking sexy when she giggles, it is more cute than gorgeous but she is incredibly relaxed and at ease with herself that I can not help but want to jump her bones then.

“You’re being a naughty girl… babysitting and then inviting your boyfriend over….”

“Well it is only naughty if we get caught…”

“It’s dangerous if we get caught, naughty if we don’t”

We laugh and she throws me a wine cooler that I have not had in almost two decades since a bad party in the woods behind my best friend’s then girlfriend’s high school. I unscrew the cap and allow the memories to wash over me as she sinks into my arms and begins to grind her ass against my rapidly hardening cock. I put my half finished bottle down and kiss her neck, long slow kisses punctuated by little flecks and licks of her ear. I suck on her ear as my left hand bunches up her shirt and my right hand cups her thong and feels her warmth.

“You are so fucking hot, so fucking ready” I growl into her ear.
“There’s a couch”

I break our contact and pull her by her hands to the couch. I place both of her hands on the leather arm-rest and order her to stay still and quiet. She nods and waits as I go back to pick up my bag of supplies from Sheetz. I drop my pants and tear a condom out of its package and put it on me. I then walk back to her and lean over her. One hand is on her hip and the other is lazily playing with her very prominent and erect nipple.

“You’re a very naughty girl.”

“Yes”

“Naughty girls need to be punished”

“I am being bad”

“Be quiet. If I hear anything, you’ll be in very big trouble”

“Yes”
I then pull her shirt over her head, one arm at a time and slide her thong off her hips. For a forty something mother, she looks incredible in the soft light that came into the room from the kitchen light and the street lights outside. I kiss her on her neck, I run my hands up and down her sides, I kiss her on her shoulder blades. I suck gently where her neck meets her shoulders as I try to make her moan, I try to make her be loud as I know that is what she wants, but she resists and shudders.

I kiss down her back and rub the front of her thighs. I kiss her ass cheeks and spread her lips until my middle finger gently taps on her clitoral hood. I come off the center line and kiss where her hip joins her pelvis even as a single finger enters her warm cunt and my thumb and forefinger roll her hard clit between them. She is almost silent, gasping for breath every few seconds as my fingers do their work on her.
I pause for a moment with my mouth and enjoy the sight of my lover leaned over the couch taking pleasure from my hand. I am so hard, and so ready that I could just fuck her right now, but that was not what I wanted to do. I rolled my wrist and slid my index finger into her pussy and kept my middle finger teasing her clit. My thumb started to tap on her asshole gently getting her used to the sensation. I squirted some lube on my thumb and more on her asshole as I circled her rosebud. She gasped once and then twice as I was warming her up.

Her hips were doing almost all of the work now as she leaned into my hand and sought the right position, the right pressure, the right fullness on all three nerve centers that I was teasing. I could feel her need as I placed my tongue in between her ass cheeks and started licking. The lightly acid taste of ass made me moan as I buried myself between her cheeks. Her hips met my circling tongue and I greedily ate her ass out.

My fingers kept moving on her clit and in her wet, puffy pussy as I pressured her asshole with my tongue, loosening her up and getting her ready. My other hand was fumbling for lube to place on a finger that soon popped into her ass. First I held just the tip of that finger to the first knuckle in as she adjusted to penetration, and as she backed up into the finger, I suddenly lost it, as she took all of me in with one hard push. Two fingers were now in her pussy, another on her clit and one in her ass, I awkwardly stood up and started to control her body as I moved in and out slowly. Every out thrust led to me silently counting to three and then a long slow push into her. Fuck, she felt good as I could feel her moans muffle themselves into a couch pillow.

I pulled my hand out of her pussy and started to lube my condom covered cock and stood up. I leaned over and drove my condom covered finger all the way into her ass.

“Bad girls get fucked in the ass as they are bent over the couch at the house they babysit at. Very bad girls rub their own clit as they like being fucked in the ass. Tell me what type of girl you are” I whispered into her ear.

She looked at me and smiled as she responded, “I’m a very bad girl who needs to be fucked in the ass” and her hand slid off the couch end and straight to her pussy. I worked some more lube into her ass and pistoned in and out a few times so that her insides would be well coated and placed more lube on my cock before I pulled my finger out of her.

I adjusted and placed the head of my latex covered cock against her relaxed asshole. I stayed where I was and waited. Presence and pressure were my keys until she pushed back into me. I stayed still and allowed her to control the depth and timing of my first penetration. A minute, later, I was balls deep in my lover’s ass and she was sweating as she needed to be loud but was biting her lip.

We started a persistant thrusting, half way out before going all the way deep into her again. MY balls slapped her hand a few times and I could feel her start to tighten up as she was getting close. I kept on pressing into her and then as I could feel that she was almost there, my hands went off of her hips and reached up for her hair. She had braided her long hair into a pair of ponytails and I pulled hard enough to pull her face out of the pillows. She saw her reflection in the flat screen television, naked, bent over a couch with her breasts hanging down and her boyfriend taking her in the ass. At the moment, she started to cum and shake and as she started to lose herself, I started to cum in my lover’s ass.

And that is how I fucked the babysitter.

Source: reddit.com/r/gonewildstories/comments/7agiox/bending_the_babysitter_over_mf