The following is MY story from elsewhere transferred here to literotica.
My mother was never very smart with guys. Her longest relationship she managed to keep was my father, and that was about four years. She hopped around like a high schooler at a party before finally settling with someone decent once I turned 19. The man was a physician who probably only fell in love with my mom for her assets.
In the three years they''ve managed so far, he''s bought a three bedroom house for me, them, and my new stepsister to live in. Alexis, my stepsister, had just turned 18 and was about to start college. She was a bit of a brat, so we didn''t get along much. Alexis thought I was stupid for not going to college and "having fun", but the reality was that I couldn''t even if I wanted to. See, it''s hard to set the money aside for it when your mom is busy dating around while trying to support her only son.
Alexis and I kept this unstable relationship for the two and a half years while my mom and her dad were in the dating phase before we all moved into the house together. Since we would be under the same roof we knew we had to meet on some terms.
So we started a very stranger-like relationship. We were sort of like awkward co-workers. Alexis and I had an understanding for our bathroom rules, quiet hours, who gets the T.V. when and whatnot. These rules hardly mattered for me, however, seeing as I was out fucking my girlfriend half the time anyways.
This all changed one night after my girlfriend and I broke up because of an argument.
I got home at 1:00am. Unlocking the front door was a little difficult in the dark, but I managed and locked it back behind me. The track to my bedroom was a bit of a ninja obstacle course as not to awaken my parents and Alexis. My bedroom door clicked behind me and I turned my lamp on to undress and get in the bed.
Then, I heard a ding from my phone. Alexis sent me a snapchat.
Fuck, I thought to myself. She heard me.
I opened the snapchat to see Alexis'' forehead in her dark bedroom.
"Why are you back so late?" It read.
Frustrated because of what just happened, I tossed my phone on the bed and finished getting ready to jump in with it. Several minutes after trying to fall asleep, Alexis sent me another.
"If you don''t answer me I''m snitching tomorrow."
I sighed, and took a picture of my ceiling.
"What does it matter? Why do you have to be such a bitch?"
It probably wasn''t smart but my emotions were tearing at me. She responded within a minute.
"I have nothing else to do I guess? Just entertain me."
I was baffled, nonetheless, but took another picture of the ceiling and decided to open up to her for once.
"Girlfriend dumped me. Don''t want to talk about it."
This time she took a few more minutes to reply.
"Well that fucking sucks, sorry."
I was confused by her sudden empathy. Why would this be the one time she says something kind to me?
"Are you fucking with me?"
She sent back a picture of her face this time.
"No, that sucks. I''m sorry."
Honestly, I took a few seconds to look at this picture. Not only was I slightly moved because of her empathy, but Alexis was admittedly attractive.
"Why are you being nice?" I sent her back a picture of my door.
"I don''t know, it''s late. Want me to keep being bitchy?"
"It''s not what I prefer, I guess."
"We can start being friends over your ex, it''ll be cute."
I sent her back a picture of my hand, flipping her off. She sent back a picture of her smiling.
"If I''m pissing you off, just go to sleep."
I sent her a picture of my shoulder this time.
"No, it''s just weird."
"What happened?" She asked.
My mind cringed at this question. Truthfully, I didn''t think I could tell her or anyone really.
"Uhhh, don''t worry about," I responded, trying to dodge the question.
"Tell meeee, you cant shut this down."
"No."
"Please?"
"No, you don''t understand."
"Why? Promise it stays between us." She has beautiful green eyes, I noticed. I thought about it for two minutes.
"Are you sure? It''s sexual."
"Dude I don''t care, just spill it," she replied, a picture of her laughing.
My heart skipped a beat as I was typing the message, unsure if I should be having this conversation with her.
"She thought I was too big, and we got in an argument over it. It was just six months anyways."
Alexis took a minute to respond, then replied with a questionable face. "Really?"
"Yeah, she didn''t like it."
"That''s just weird," she typed back, her eyes at the ceiling. "Big dicks are great."
I began to grow a hard-on reading this. I was disappointed with myself, but having your stepsister say this was kind of hot.
"You''re gross, we should stop talking about this."
"No, were too deep in now," she said, smirking.
"No we''re not."
"Do you really want to just go to sleep? You''re boring," she responded, this time with a picture of her forehead again.
I waited a few minutes, staring into the dark of my bedroom.
"I''ve never met someone who had big dick phobia either," I sent her back in an attempt to be funny.
Alexis responded almost instantly, again laughing. "Yeah, just let her be dumb. Don''t worry about it."
"Okay, I won''t, you bitch," I responded, laughing with her.
"Lol," was all she sent back, giving me an indication the conversation was dying. I honestly didn''t want this to happen, but I gave a weak attempt to avoid this by sending her the same thing back.
Alexis opened it, then didn''t respond, like I anticipated. I set my phone down, rolled over, then tried to go to sleep. My erection was still prevalent from the conversation but I was just going to let it die down.
Then, after what seemed like ten minutes, Alexis sent me another snap. I grabbed my phone, and opened it.
"How big is it? For her to react like that?" Her camera was up at the ceiling again.
A sane man would''ve stopped here, but I just stared at the message she sent me. My erection throbbed almost in pain turned on by Alexis'' words. I put my phone back down to not respond, but then I picked it back up again purely out of hormones. It wasn''t like I had a family relationship with her, after all. We''ve never had a solid conversation until now.
Boldly, I replied with an answer.
"Uhhh, nine inches."
Alexis opened it, and responded within a minute. Her camera was back down to her eyes.
"Holy shit," she said. "No it''s not."
Now feeling offended I responded eagerly.
"Yeah it is."
"Your dick is not nine inches long, you added an inch or some shit."
"I know my dick, it''s nine inches."
Alexis took slightly longer to respond, changing her expression to a questionable one again.
"You sure? You''re not lying?"
"Yeah, why would I?"
"I don''t know if I believe you."
"Well I don''t care if you don''t," I lied.
"I don''t have proof, and nine inches is a lot, so idk," she replied, laughing again.
I knew she was probably being playful, so I played back.
"Well the proof you have is me telling you I have a big dick."
Alexis opened it and then took several minutes to respond again. I was nervous we may have gone too far. She finally responded with a picture of her sheets, her camera facing the opposite direction.
"Show me?" Was all the message said.
If what we weren''t already doing wasn''t too far this had to be it. I left the message open for two minutes, staring at my phone. If I''m being honest, my left hand began lightly fondling my dick in my pants. It was very stupid, but she was making me pretty horny.
It''s already a fucked night, I said to myself, trying to come up with an excuse.
"Are you fucking serious?" Was all I sent her, camera on my ceiling.
"Yeah, only if you want to."
"Don''t fuck with me."
"I won''t screenshot and blackmail you or dumb shit like that, I promise."
"I''ll kill you."
"Just send me a dic pic."
"Are you sure?"
"Yes, just do it before I change my mind."
I put down my phone again and my mind stirred. I wasn''t sure if I should do it, we were just being horny and stupid after all. A few minutes passed and I just began jacking off. Alexis sent another snap.
"I''ll repay you if that makes you feel any better." She took a picture of some cash on her dresser.
My mind was hazy. It was stupid, but I decided I was going to do it. I tried to numb it by saying we''d forget about it anyways.
I pulled my shorts and boxers off and my fat, nine inch erection sprung up. My pre cum leaked down my length. My flash was on, so I just pointed the camera at the site. In an instant, I took a picture of my rock hard dick and sent it to my sister. I didn''t allow myself time to reconsider and just hit send.
Right after I sent it I was hit with a wave of regret. Alexis opened it and didn''t respond. She kept her word, however, and did not screenshot. Her not responding only made my gut feel even worse. I lied there squeezing my dick out of anger at myself.
Then, Alexis responded. I opened it of embarrassment.
To my surprise, Alexis sent me a picture of her DDD boobs. No bra, shirt, just her exposed breasts and nipples. "Okay yeah, it''s fat," was what the text read.
I just stared at what she sent me in shock. Luckily, Alexis didn''t add a timer, so I took a few minutes and even slowly pumped my dick looking at her breasts. While I was doing this, she sent other snap. This one was of her face again.
"What? You like my payment?"
Taking my dick out of my hand, I replied with a picture of my face.
"You bitch, you said you''d give me cash."
After a minute, Alexis responded with another picture of her tits. "You''re saying you would rather me have not done this?"
I really didn''t care anymore. In response, I sent Alexis another dic pic. "It was just unexpected."
She responded, her face laughing. "You didn''t say you''d send me two."
After that, she quickly followed up with another. "Show me the girth and your balls."
This time I held the button down to take a video. With one hand wrapped around the base, I moved the camera around my dick, showing her everything. I even managed to capture pre cum leaking from my tip while showing her my sagging testicles.
"You have a good dick," she responded, her eyes again.
Slightly disappointed, but still turned on, I sent her another dic pic. "Show me your butt," I demanded, trying my luck.
"Why?" She asked, laughing.
"You gave me an erection, you ass."
"Awe, are you masturbating to me?" She teased.
I sent her another video, this time of me stroking my cock. It was in an effort to put her in the mood. To my pleasure, Alexis sent me a picture back of her pants down, ass in the mirror of her bedroom.
My dick had completely taken over my brain. "Come blow me," I told her, gripping my cock for her to see. It was daring, but I couldn''t help myself. Alexis responded after two minutes with a picture of her tits again. "Lol okay."
My vision was beginning to improve in the dark. After waiting what seemed like an eternity, my door slowly and quietly opened. Alexis walked in wearing only pajama pants, her boobs bouncing as she walked towards my bed.
"Are you sure-" was all I managed to mumble before she crawled onto the bed and gripped my dick with one hand.
"Shut up," she whispered, now jerking me off. "This is a one time thing, I''m just horny."
So that I wouldn''t get out of a blowjob, I didn''t say anything. I only leaned back and rested my head on my pillow. Alexis lowered down, and licked from the base of my cock up to the tip. I shuddered at the feeling, leaning up again.
"What?" She said, annoyed. I couldn''t help but stare at her tits. Alexis realized where my attention was held and smirked. "Oh, I see."
It''s not what I meant for her to do, but Alexis nuzzled her boobs on both sides of my cock. She arranged herself into a position where I could fuck her tits while she sucked my dick.
Before I could protest for this to stop and rethink everything Alexis sucked on the tip of my dick and began working her way up and down my shaft, holding her boobs in place.
I still couldn''t believe the situation had progressed as much as it did, but Alexis was giving me a blowjob. Her head bobbed up and down like a pro. I wasn''t exactly surprised, but I didn''t know she would be this good. Once the situation finally settled in for me, I began to raise and lower my waist, sliding my cock up and down her cleavage. Because of my length, this posed no problem for her to keep sucking up and down.
Alexis moaned in response, loving my intuition. We kept at this for ten minutes before I decided to make another move.
While she blew me, I grabbed my phone. I opened up snapchat again, and turned my flash on. I proceeded to video Alexis sucking my dick, her tits wrestling against it. She didn''t tell me to stop, she just kept going. After capturing a minute''s worth, I saved it and put my phone back down, nearing my climax.
Once it was time, I didn''t warn her. I only sat up, and grabbed her tits with my hands. I pinched and squeezed at her nipples as she kept taking my cock in her throat. My hands squeezed her breasts tightly as I blew my load in her, draining myself. Alexis slowed down, tasting it, and just stopped to let me finish.
Alexis swallowed and stuck her tongue back out to lick my length one more time before sitting up.
"You even taste good," she said, crawling to get off my bed. "And you can keep the video, I guess, just don''t show it to people."
"Wait, come here," I whispered to her. Alexis crawled over to me in confusion.
I took one of her boobs into my mouth and began sucking. She moaned, not expecting this, and I grabbed the other one, pinching the nipple again.
I bit and sucked at both nipples, squeezing whichever one wasn''t occupied for a few minutes at a time. Alexis was enjoying it, but took a step back once she realized how late it was.
"This was hot, but I''m going to sleep," she said, her tits staring at me.
"We''re never talking about this."
"Agreed," she said, turning around to go. "You can send me dic pics if you get horny, I just won''t send anything back."
"That''s fucked," I whispered back. "I shouldn''t. This was stupid."
"Yeah..." she sighed. "Well, goodnight," she said before opening the door. I watched her walk out, leaving me in the dark again.
I masturbated to the video of her before going to sleep.
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