My high School Sweetheart's Young Sister - S01 E11

My high School Sweetheart's Young Sister - S01 E11
Read Story: SEASON 1 EPISODE 11
I drove my tongue into her as far as it would reach... pulled it out a bit, and back in deep... her asshole expanding with each thrust, again and again until it stayed open even when I pulled my tongue out.
I pulled my head back and looked up at Cindy. She was staring at me wide-eyed... a look of shock on her face.
"I am just trying to relax you. Does it hurt?"
"No... I just... I wasn't expecting that. It feels weird... I think like it, but 1... I'm kinda self conscious."
I looked back at her ass and it was still gaping open, about twice as large as her tiny pussy.
"Don't be self conscious. I am absolutely loving this... you are so fucking sexy. And I love your ass. I love the way it reacts... the way it opens and closes on my tongue."
With this she closed her eyes and laid her head back.
Sliding my tongue into her ass again, it tightened a little, then quickly relaxed and opened up further.
I grabbed the lube and poured some on the fingers of my right hand, and some into her open ass. It clenched a little from the cold, but still gaped open. I slid my right index finger slowly into her ass, and went back to licking her clit... her body jerked and her ass tightened down on my finger. The warmth and feeling of the smooth sides of the inner part of her canal was incredible.
"Is that okay?"
Cindy jerked a little more, then her anus relaxed on my probing finger, "Uh... I... uhh... yeah... that feels good."
I rotated my hand and started stroking the top side of her canal, curling my finger back in a 'come hither motion. I was hoping the pressure would reach her G-Spot through the thin membrane between her vagina and rectum... by her reaction it was working.
I Increased the pressure with my finger, wiggled it side to side, and slid it in and out of her ass, while I licked her pussy. Her clit was engorged, and my face was getting soaked from the lube leaking from her little slit. The more I played with her asshole, the more it relaxed and opened up to my probing. I pulled my Index finger out slightly, then added my middle finger, gently sliding both into her asshole.
"Does that hurt?"
She said nothing, but shook her head quickly... her eyes still closed, her rapid breathing increasing.
I stroked her ass with my fingers, curling them alternately against the upper wall, like my fingers were trying to walk further into her. Her older sister loved this when went down on her, except this time I was stroking deep in Cindy's asshole. The more I played with and probed her ass, the more it relaxed and opened, until I was pretty sure I could get more than just my fingers inside of her.
"Whoa... that feels... oh my god...", Cindy grabbed my head and pulled my mouth in harder against her. "Oh My God... That feels Good... Keep doing that! You're gonna make me Cum! Ohhh...... God... Jeff..." Her body started shaking and her ass dilated further as she started to climax. I roughly fucked her ass with my two fingers and sucked greedily on her pussy... she bucked against my mouth and fingers and arched her back, "OH MY GOD!... OH.... fuck... ohh... JEFF!!..." Her body convulsed violently for 15 or 20 seconds as she rode wave after wave of her orgasm.
Cindy's body finally stopped shaking and fell back onto the desk, her hands fell from my head, her chest heaving with deep breaths. I gently slid my fingers out of her ass, and her body flinched as I pulled my mouth from her swollen pussy, like she was getting small electric shocks
She was out of breath, "Oh my God, Jeff... that was wild. I've never had an orgasm like that. That was crazy... amazing... it felt deeper and stronger than I ever... was that a G-Spot thing?"
"I would think so... I was certainly trying to reach that. I hope I didn't hurt you."
"No... not at all. It was weird at first... you know, when you started playing with my... my bum... but then... wow."
Her face flipped to a look of concern. "Once again you didn't get to enjoy yourself."
I laughed, "Um, I was definitely enjoying myself. That was sexy as hell. I don't always have to cum."
"Well, maybe I could help you cum. I feel really bad I'm so small we
can't make love. Maybe you could teach me how to give a blowjob? Or... maybe anal?"
My jaw dropped when she said this, "Anal? Are you serious? I thought you never heard of that."
"No... I said I never heard of anyone licking down there. My friend said anal was a great way of having sex without losing your virginity, and you can't get pregnant either. I thought it was nasty when I first heard about it, but I don't anymore... especially after what we just did. What you just did... That was amazing..."
I was stunned. I couldn't imagine my sweet Cindy suggesting such a thing... but my heart was suddenly beating out of my chest and my dick was
The sound of the door slamming downstairs shot adrenaline and fear into us both. I threw myself to my feet and literally picked Cindy up and threw her and the pillow under a desk, and pushed a chair up to hide her. I could hear footsteps coming up the stairs. I ran over and sat down at my desk, inching up close to hide my erection and wet pants.
Ken came around the corner, "Hey, Jeff, working late again?" My heart was pounding, but I was able to spit out, "Hi Ken, yeah.. I gotta get the materials for the GE job on order first thing tomorrow. Can't be late on that one." I looked over to the desk where Cindy was hiding, and you couldn't see much. But my heart stopped when I saw her panties on the floor a couple of feet away. The lube was still on the top of the desk, top open.
Ken was the top salesman there, and sharp as hell. We got along well, but I didn't want him to know anything he could hold against me.
He turned and walked towards his office, "I need to grab some files for a huge proposal I'm working on."
Everything was always "huge" with Ken.
I focused on the papers on my desk, my heart beating through my chest, sweat breaking across my face. Keep cool, Jeff...
Ken headed back downstairs, "Don't work too late... you should be out having fun with some young beautiful girl, instead of working here at night..."
I heard a giggle under the desk.
I waited until Ken's car left the lot before I moved. "Holy shit... that was too fucking close."
Cindy scooted out from under the desk, laughing until she saw her panties on the floor. She gasped, "Oh My God, did he see those?"
"I don't think so... Don't worry about Ken... he's cool', I said, trying to convince myself and slow my heartbeat
"Oh, Geese.. It's almost dark! I told dad I would be home before dark. He doesn't like me riding my bike at night. I'm sorry... I'll make it up to you later, I promise."
"Don't say you're sorry. Tonight was unbelievable. There is absolutely nothing better on this earth than watching you climax like that."
I kissed her and helped her get ready. I wondered if she was grossed out kissing me after my tongue was in her ass.
"I'll follow you home in my car to make sure you're safe."
I let her get a block away before I pulled out of the lot. It was a fairly long ride to her house, and I watched her the entire time. I couldn't believe what just occurred, and with Cindy no less... that innocent little virgin girl I had known for so long. Chloe never even let me play with her ass, and here was her little sister... my dick was hard in my pants as I watched her ride her bike in front of me.
It was dark before she turned down her block. I went past her street, then drove back to the office. I worked late, but got little done. My mind was stuck on Cindy, her open sexuality, her body, the sound and movements she makes when she climaxes... and the danger of our relationship.
I should stay away from her. This is self destructive. I'm making her grow up too fast. I'm an asshole for corrupting this sweet girl.
Regardless, my dick was rock hard thinking of her, and it can overpower my conscience and good intentions every time.
To Be Continued
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