An Evening with My Sister

It was a typical post-work Friday evening, enjoying a cold one while finishing up the steak dinner I had just cooked for myself. After the dishes were done, I decided to pull out the laptop and find some visual stimulation as I treated myself to another post-dinner masturbation session. A reward to myself for another busy week of work in the books. I was single and living alone in my river-view apartment, jerking off after dinner was an everyday occurrence at this point.

My phone went off, it was a text from my sister Gabriela, "it was great seeing you again last week Georgie..," she's the only person who called me Georgie. Everyone else just calls me George. "I know you've been busy with work and stuff but we should definitely hang out more!"

She was right, it was hard to find time as a soon to be thirty year old single male climbing the corporate ladder to spend with my 18-year old sister. The age gap has always kept us at different stages of our lives. Last week we had spent the evening with our parents celebrating her 18th birthday at her favorite restaurant. I had fun. Being that I have been working all the time, and Gabby starting college, it's been a challenge to find the time.

"You too Gabby!! We SHOULD hang out more! Idk what you're doing tonight but I'm free if you wanna chill and watch a movie or something?"

"YES! My place or yours?", she responded, referring to her dorm.

"Come by my place...I have beer maybe I'll even let you have one." I laughed to myself.

"Give me 20 minutes." Gabby agreed.

I got up and started cleaning my apartment, putting the porn away for another time. I was a little nervous, she had never seen my apartment before. In fact, we never really hung out as adults one on one. I was anxious, but also excited to spend some quality time with my baby sister. By the time I had finished taking a shower and putting on sweatpants and a t-shirt, Gabby was pulling into the driveway. The doorbell rang.

"Heyyyyyy!!" I greeted her at the door and we hugged. She was a small little thing, me being 6'2" 190 pounds and her being 5'2" 115 pounds, I engulfed her with my hugs, which she always loved. She was dressed pretty comfortably, stretch pants and a sweatshirt. I let her in and showed her around the apartment. I decided to offer her a beer, I know she's under 21 but I figure it's safer to drink with me then someone else. Plus she could always crash here if she wasn't okay to drive.

After kicking back a few drinks and shooting the shit for awhile, I had to excuse myself to use the bathroom. When I returned, Gabby was laying on the couch waiting for me. She had taken her sweater off and had nothing on underneath except a small t-shirt. I could tell she wasn't wearing a bra, I could see the imprint of her nipple piercings through her tight shirt. As I walked over, she got up from the couch and approached me, she looked like she had something on her mind she wanted to tell me.

"What's going on?" I finally asked, sensing the elephant in the room.

"So the real reason I reached out to want to see you.. was that I wanted to thank you..." she began.

"Thank me?" I asked confused, not sure where this was going.

"Yea you know..I always saw you as this like god! Hehehe. No, I mean like I always looked up to you and I thought you could do anything! You were this really cool older brother and always so good to me. You are so strong and you've always protected me. And I..." she stepped in, and with her right hand started caressing my bulge through my sweatpants. "I just want to thank you for everything."

WHAT. THE FUCK. I couldn't believe what she was doing. Is she insane? Was she fucking with me? Before I could decide what to do, my dick was already started to get hard.

"Gabby what are you doing? Are you serious? Don't do that!" As her sibling, I was horrified! But as a single straight man who hasn't gotten any in awhile, I was intrigued.

"Georgie it's okay...I'm serious I've been thinking about this for a long time. Shhhhh... don't worry I won't tell anyone. I just need to get it out of my system. One time thing." She was convincing. It didn't help that she was now firmly gripping my cock, which is now rock hard, through my sweatpants.

"WOAH GEORGIE! LOOK AT YOU!" She said complimenting the girth of my dick in her small hand. "Looks like mom and dad blessed you Mr. Well Endowed! Hehehehe".

"Shut up Gabby! I mean yeah, I've been told...but let go of it! Seriously, we can't do this!"

"Georgie. This is happening" she said sternly. "So close your eyes and pretend I'm someone else if you need to, but I AM fucking you." This is not how I imagined by Friday night going, getting sexually assaulted by my sister. But what could I have done at this point but go with the flow?

Gabriela's always gotten her way as the baby of the family, she was always spoiled. If I turned her down now, things would just be awkward between us. Besides, she's got a firm grip on my cock right now, and the little stroking motion she's doing is feeling pretty good.

"Mmmmm Georgie I can tell you're enjoying this. Let me take it up a notch, what do you say?" She suggested.

"Gabriela...we can't". I couldn't let her know that I wanted this. After all, she's my baby sister! This is so wrong! But I was heating up. I was doing everything I could to restrain myself from pulling down my sweatpants and dropping my cock on that beautiful innocent face of hers. I swallowed hard as she started doing it for me.

Gabby dropped down and started undoing the string on my sweatpants. Her stretchy pants stretching as her ass bounced under its own weight. I could see down her shirt as they untied my pants, she had perfect tits, the kinds that are slightly too big to fit in your hand. My dick bent down, then swung back up and hit her in the face as she pulled my sweatpants down.

"Wow Georgie I mean I was already excited about this....but this is a HUGE bonus!" She said complimenting my cock again.

She opened her mouth and directed her eyes up at me as she placed the tip of my head in her mouth. Her mouth felt so fucking good, it's been months since my last blowjob. She was teasing the head with her tongue, licking up and down and all around. Leaving a layer of saliva coating the tip. All I wanted to do was grab her hair and fuck her face, but I couldn't let her know that.

"Fuck Gabby...we really shouldn't do this." She was unconvinced; as much as I tried pretending like I didn't want this, she could tell I was enjoying it. I kept my arms down at my sides, trying hard to resist the urge to grab her skull and start fucking it like my own personal pocket pussy.

Gabriela looked up at me, tongue still out grazing the tip of my penis, gave me a wink, and went full deep throat on my thick cock like it was nothing. I had to think of anything else to not cum down her throat in that moment. I didn't want to cum yet, I didn't want this to stop. It felt too good.

She was using both hands to massage my cock, twisting and stroking it into her mouth while she sucked the tip. She was a pro. Judging from her technique, I could tell she's done this before. Was my sister a nympho? She really seemed to be enjoying this, there was an enthusiasm about her movements.

After a few minutes of sucking my cock, Gabby stood up. Her saliva was dripping from my erect cock onto my hardware floors, she really made it sloppy. Without saying a work, she took my hand, led me to the bedroom, and hopped onto the bed. I followed obediently, like a puppy searching for its next treat. I would've done anything she asked at this point.

"Take my pants off." She demanded.

"Gab.." I started reasoning.

"Ugh fine I'll do it!" She was determined. She knew what she wanted and she was going to get it.

She pulled her pants off, pulling off one leg at a time. She was wearing these black lace underwear that were see through, I could see she was shaved. She is a petite girl, but has firm thighs like a volleyball player. I pull her underwear off, not being to restrain myself any longer. She reaches for my cock and pulls it closer, with my body following her lead. She starts rubbing the tip of my head along the indent of her vagina. She was teasing herself.

"Mmmmm not yet...I waited so long for this. Let me enjoy it a little bit." She closed her eyes and squirmed in my bed as she teased herself with my cock. My cock was so hard at this point it was almost crying to be put inside of her. I went along with her motions and grazed the tip of my cock along her lips, poking my head inside her pussy but never fully entering. Nuzzling up and down, teasing her as her breathing sped up. She was rubbing her tits under her shirt with her hand, squeezing and releasing as I teased her with my cock.

I don't know what took over me at that point but I reached for her neck and started squeezing. Her eyes grew big as she looked at me, and grabbed my hand with hers.

"Georgie...harder..." she let out as she squeezed my hand, signaling to choke her harder.

Just as I started choking her harder, she grabbed my waist and pulled me into her. Her pussy was wet and warm. It was so tight I was sure I wasn't going to last more then a few seconds. I felt my cock inside of her, completely filling her up. She gasped with complete satisfaction and looked at me with lustful eyes, she looked like she was in heaven. I was proud of myself for making her feel this good, I felt like the god she described me as.

"Fuck me Georgie, fuck me! You're so fucking big!" She cried out as I loosened my grip on her neck and grabbed her waist. She liked it rough, so I lift her slightly up for better leverage and started fucking her as hard as I could, feeling her ass cheeks clap against my thighs.

"Oooh Oooohh Ohhhhh OOoohhhhhhhhh!!!!" She was loving this, I could feel her pussy tightening up on my dick as it was hitting all the right spots. Her moans grew louder and her toes started to curl. She squeezed her tits as hard as she could, pinching her nipples and stimulating her body any way she could to increase the pleasure.

"I'm gonna fuckin' cum!" Gabby gasped as I kept pumping my dick inside her.

I could feel her pussy tighten it's grip around my cock. Gabby started shaking as I continued pumping her harder, feeling her cum on my cock and her body pulsate from the orgasm. She had this look of pure ecstasy, as she lay back unable to speak while still climaxing. Her pussy felt so good that it brought me right to the edge.

I felt myself about to explode. Her body felt so good I couldn't hold back anymore.

"I can't cum inside you" I said in a moment of clarity.

"You won't." She answered.

I continued thrusting my deep full thrusts into my sister. My rhythm sped up as I could feel it coming close. She could sense that I was close.

"Cum for me Georgie!!" she pleaded.

Just as she said that I felt the biggest orgasm coming, I pulled my cock out of Gabby and started stroking my cock as I shot my load onto her tummy. She sprang to her knees, opened her mouth and stuck her tongue out as I continued shooting my load all over her. I tried to shoot most in her mouth to not make a mess but the pressure was too much I couldn't control it. I must've shot my load onto her for a good 20-30 seconds in what was my best orgasm of my life. Her face was covered in cum, as was her torso and tits.

After finishing I collapsed onto my bed, cock throbbing from all the work it just did. Gabby wasn't finished though, as she continued to stroke my cock, squeezing every drop out and licking it up. I shook from the sensation.

My phone went off, it was a text from our mom. "Dinner Tuesday night? I'm inviting your sister too."

"Who's that?" She asked, finally done licking me clean.

"Mom wants us to go there Tuesday night for dinner..." I looked over at my sister Gabby who was looking back with one eye closed through her cum-covered face. "Let's get you cleaned up."