Desperation Part 1
Introduction:
A desperate teen goes to his step sister to ask for help.
It was a Saturday night at the house, I just finish a game with my friend Jake when I got up to look out the door of my room to see who was still up. My brother Richard was asleep on the couch and Dad and Elizabeth were in bed, I saw that Shelbyâs light was still on. It was not like her to be up this late; she usually went to bed around ten. I went downstairs to turn off the lights and TV because I knew that no one else would. As I made my way back to my room, I looked at Shelbyâs light again.
âShould I go in and see what sheâs doing?â I thought to myself.
I always had a small crush on Shelby and sometimes wondered if she ever felt the same way, I always figured that she did not and instead thought of me as a brother. Mainly because she called me, her brother but I never considered her or any step family real relatives. Shelby had natural dirty blonde hair that hung down to her shoulders and always wore cute outfits and pretty revealing ones too, I used to think she was trying to tease me but I doubt that she would have that low of standards. I was staring at Shelbyâs door for minutes before I realized that I had no clue what I was trying to decide. I guess that I wanted to go in there and tell her how I felt but I knew that she would take it the wrong way and think I was sick for being âin loveâ with my âsisterâ.
Then another idea found its way into my head. Shelby has confessed to me several times that she and her ex boyfriend had sex and fucked pretty often. I had but that is a different fucking story that she did not know and it was awhile back. I was desperate for some kind of physical contact, could I beg Shelby for some kind of relief? I decided that I was going to walk over to her door and listen in. I walked down the short flight of stairs to the balcony that Shelbyâs bedroom door was on. I pressed my ear against the door and did not hear anything except the tapping of her fingers on her smartphone. It was clear that she must have been bored and could not go to sleep, I thought now would be a good a time as any.
I knocked on the door twice and then heard her bed squeak as she got up. She opened the door and asked
âHey, whatâs up?â
âNothing just bored and wondered what you were doingâ
âIâm just texting, want to come in and talk?â
âYeah sureâ I said as I walked in through the arch of her door. I sat down on her bed that faced the door as Shelby sat in the chair across from me.
âSo who are you texting?â I asked.
âAlexâ she answered shyly. Alex was Shelbyâs ex boyfriend who had broken up with her a few months ago.
âWhy are you texting that dick? You know you will just make yourself miserable.â
âI know but its hard to quit someone who you were with for a long timeâ She said
âYeah I guess. Do you ever miss some of the other benefits about dating Alex.â I asked trying to start my plan.
âWhat do you mean?â She asked
âI mean likeâŠsex and stuff,â I blurted out.
âOh ha-ha yeah I do but he probably misses it moreâ She said and laughed
I think now was the time to finally say it.
âHa-ha yeah I bet, but I know how he feels.â
âNick you could get laid if you found someoneâ
âWell actually thatâs kind of why I am here. I know were step siblings and all but could you maybe help me relive some of my âstress?â I asked
âWhat!â She yelled. However, it was not loud enough to wake anyone.
âNick we couldn’t have sex our parents are married and it would be too weird because weâre so closeâ she said.
âI never said actual sex, just something to help me get off. And is it not better to have sex with someone who you’re close with then a stranger?â
There was a pause in the air.
âLike what did you have in mind to get off?â she asked
âWhatever you were willing and comfortable to do,â I said with hope.
âWell I sense you’re still a virgin I could just jerk you off. I mean if you want your sister to make you cum then you must be pretty desperate.â She thought out loud.
âHow about I give you a hand job but nothing else,â She demanded
I was shocked that it actually worked, I felt cocky and thought about how far I could push it.
âOk. Youâre the best sister ever!â
âDamn right I am. Now sit back on the bed.â
I did as she got out of the chair and started to walk over. I decided to try to push it.
âOne more thing. Do you think you could take your shirt off?â I asked
âNick, this is already fucking weird.â
âI know but it will really help. Please best sister everâ I ask begging.
âOk fine but you’re going to owe me.â Shelby said.
She stood for a moment and started to take off the yellow tank top she had on and revealed her 34C cup breasts. She had on a lacy black bra that took my breath away.
âHappy now?â
âYeah I guess you could call it that,â I said joking.
She got down on her knees in front of the bed so she was eye level with my zipper; Shelby unbuttoned my pants and unzipped my fly, then slowly started to pull down my pants. Once they were around my ankles, she grabbed the rim of my boxers and brought them down to my knees. My 8-inch dick sprung out from them like an animal trapped in a cage.
âOh, well thatâs surprising.â Shelby said while staring at my cock.
âWhat?â I asked worried.
âIts just I didn’t expect you to be this big. No offence.â
âThanks…i guessâ I said
Shelby grabbed my cock and slowly started to jerk me off. Her hands were so soft and felt amazing on my skin, her left hand start rubbing my inner thigh. Her boobs were beautiful and started to jiggle slight while in her bra, I tried to touch them but she slapped my hand away and said no. I was begging to start moaning kinda loudly and she seemed to notice.
âBe quite! Rachel is right next door, remember?â Shelby said.
While she jerked me off, she gathered a lot of speed and looked me in the eye, which made it even better. I began to rest my hand on her shoulder and rubbed the smooth tan skin that made her look like she lived on the coast. The way she stared at me in the eyes with this lustful sexy and innocent look. I lasted about five minutes before I could not hold back any longer and said that I was cumming. Shelby started to press her breasts up against my cock. However, kept going at her fast pace.
That is what sent me over the edge, i started bucking my hips she moved my cock downward so I did not shoot the load of cum all over her face. I cummed all over her tits and bra, she looked upset but kept pumping my cock until I was completely drained.
âGoddamnit Nick! Iâm going to have to wash this nowâ she said while pumping the last few seconds of my orgasm.
âSorry but god that was amazing! Thank you so much for doing this.
âYour welcome but you can tell no one about this ok?â
âI promise I won’tâ And I meant that.
âOK, well pull up your pants and get to bed I have to clean up.â
âGoodnightâ I said. As I made my way to the door. I went back to my room and sat down on my bed just realizing how exhausted I was.