I’ve been writing, so I’m posting one of my many stories I have saved. Enjoy! ?
“ONE TIME DEAL”
“Growing up, I had a friend who has a sister that was so incredibly hot. His dad was a Doctor, and his mom left his Dad a couple years ago because he was cheating on her. The summer I turned 14, I spent almost everyday at their house, just to spy on “Samantha”. In reality, she was only 7 years older than us. Totally in her prime. We’d sit up in his room and watch her with binoculars as she laid out by the pool, while his Dad was at work. She was hot as fuck.
I remember watching her as she undid her bikini top and folded over her bottoms so her crack of her ass was exposed to the sun. Wow. I used to play it off like I had to go to the bathroom, when in reality, I’d go in there just to beat off. It took like 30 seconds. Seriously. Didn’t have much self-control in those days. I’d go in like I was taking a piss and come back out as if I “just took a piss”. Haha. I mean, this happened all summer that year. Samantha was the only one I thought about, and fantasized about. “No, no? Can’t be NORMAL..No, can’t jerk off about a girl you know at school. NO. Heavens forbid. Can’t have that. Has to be about your buddy’s sister.”…When school started I didn’t really think that much about Samantha. In fact, the following summer, I didn’t think about her at all. It wasn’t until I got laid for the first time, by a co-worker, that I started feeling “man enough” to bring Samantha back into my thoughts. That summer I started hanging out with Mike again. Not, just because of Samantha, but because Mike was the first of our friends to get his license. We thought we were so cool driving up and down the road, passing all of our friends, at all the hangouts on Friday night.
Then, I remember, it was mid-July, during the work week, and it was hot as hell. Mike and I were hanging out by the pool, and that’s when Samantha made her presence known. “I like this song..”, she said, getting us both to turn around from the table by the pool to get a glimpse at her. My Gawd. That freaking body. Ok. Imagine every girl wearing a bikini on Instagram…THAT was her. Sexy as hell. 23 years old. Smoking body. Fit f’ing body. Everything that was female on her, screamed sexy. Even her feet. Not into feet, but I’d suck on every one of her toes. All she’d have to do is ask.
“Lick my pussy” “For how long?”..,”Stick your tongue in my ass.”…”How deep?”… I mean, all she had to do was ask. I wonder how many women out there, know this about men they’ve never had sex with? Seriously, if you’re hot, you can, literally, get any random guy to do anything for you. Anything. However, with great power, comes great responsibility…Nah, not this. You could seriously get any guy to suck your ass, if you just asked. Except for the guy you are with. Don’t know why. Just is.
So, Samantha did what Samantha does. Makes everyone’s jaws hit the floor. Well, Mike. Not me. I was playing cool, like, “oh, hey, I didn’t see you there”, kinda attitude. A stupid attitude. But, at that age, I thought “ignoring” was cool. Maybe at a party or something, but, not when there is, one, two, THREE…Three of us. Without us really saying anything, Samantha threw her folded towel on a chair and dove in the water. Yep, a perfect 10. Both her, and her dive. Not even a ripple in the water. Didn’t surprise me. Once again, the heat, and Samantha, got me partially erect. I’m willing to bet it was more Samantha, tho. I’m getting hard right now typing this, thinking about that day. Gees.
That perfect ass, with her bikini bottoms giving her the perfect ass wedge, diving and rewinding, over and over again, in my head. She swam back over to us, and crossed her arms on the edge of the pool. “Michael, didn’t you say that you wanted to have steak on the grill tonight?”, Samantha asked. While, I was wondering where this was going. “Yes.” Mike said, getting all excited like a dog, and nervous. It’s like, “Dude, it’s your sister.” I thought to myself. Gees, just mention steak to that guy, or food, in general. Mike thought that eating steak, was making him gain muscle mass for the chicks. But, in reality, Mike was just getting fat. That’s what happens when you don’t have to mow your own grass, or do any sort of chores, for that matter. Not to mention, playing hours of video games a day. Mike wasn’t quite there, YET, but, I was thinking, pajama bottoms and flip-flops were definitely in his future, for food trips to Walmart.
Samantha asked if Mike wanted to go into town and pick his own steak out, because she didn’t know what kind he wanted. “Get one for Justin, too.” she added, as if she were saying, Justin can stay here, while you go. Mike said, “Come on dude.” I had to think of something quick..”I gotta take a shit, Mike.”? I said, kinda looking at him to re-jog his memory that I like to spend time in the bathroom. Of course, I didn’t really have to go. I just was dying to see or hear what Samantha had in store for me. Plus, I have to be honest. With the 14 million scenarios I have previously envisioned for some “alone” time with Samantha, this was not one of them.
I guess my thoughts of accidentally tripping and my cock going in her ass, were a little far-fetched anyway..When, of course, something MUCH easier was already being planned out in Samantha’s mind.
At least, I hoped so. I started doing the math in my head. It takes a good 17 minutes to get to the store, picking out steaks, checkout, midweek, 17 minutes back..I figured I had an easy 45 minutes before Mike got back. Here I am thinking as if Samantha was going to fuck me or something. I just sat there “cool”. Like an idiot. With all that “trying to be cool”, I didn’t really even think about my half, well maybe 3/4 staff, pretty much giving a wide view on the side of my leg in my shorts staring right at Samantha.
She broke the ice rather easily. She started laughing. I broke from cool, “what?…what’s so funny?” I said smiling but concerned, then she pointed and I immediately knew what she was pointing at. I quickly crossed my legs. I wasn’t embarrassed, tho. I wasn’t ashamed. Samantha got out of the pool and wrapped that perfect body in her towel. Damn. She said, nonchalantly, “So, Justin, did you ever get to use that thing?” as she looked off, tying her towel around her, JUST above the lower part of her asscheeks, and under her armpits. I think this could of been a loaded question. I mean, maybe if I said “No. No I do not get to use it that often.” She May feel bad and maybe do “something”. If I said “yes”, she might want to take my young ass for a ride. I mean, I already did “it”. With the same girl three times. In every hole. So, I decided to say, “It gets around.”..f’ing lie…, hope I played it off pretty good….
Then, just like every 16 year olds dream, she walked away a bit, turned around, and untied her bikini bottom from underneath the towel and let them drop. I was fully erect before that bikini bottom hit the ground. She turned around and bent over to pick it up, showing that perfect ass. “I think I just caused a situation”, Samantha joked. I don’t care what the hell she did. I wanted to explode somewhere, anywhere. I did know her boyfriend played college football. If he found out, I’d be dead. But, the only thing I could think of was to drop my shorts, which I did. “Wow, I guess you ARE all man.” She said. I started stroking my cock.
All the pre-cum was starting to make a slippery “froth” on my shaft as I continued to milk my cock. I think this “fuck it” strategic move was paying off. Samantha didn’t seem like the “older, more experienced” person than myself. My dick, was a dick, regardless of my age. She wanted that cock. I moved closer. My heart was racing, but I couldn’t let her know that. “Do you want this?”, I said, walking up to her. “Mmmm”, was the only thing she could get out as she reached for my dick. “We can’t do this”, Samantha said, as she put her hand on top of mine, moving up and down slowly. “I think we are, aren’t we?”, I said in return.
Then, it looked like Samantha got an idea, and she grabbed my other hand, and said, “Come on”. She led me into their gym room, with a view of the pool. I had no idea this room even existed, because the glass on the outside was mirrored. I figured it out why she brought me in there. So, we could see Mike return, or anyone else for that matter.
Samantha kinda pushed me down on a weight bench, while I was sitting up, and she straddled me. “What do you want to do to me, Justin?”, she asked with her towel still wrapped around her, but her warm, bikiniless pussy was pressed up against the trunk of my cock, while it was sticking up, riding on the inside the crack of her ass. I couldn’t control myself, I reached around her body and pressed my cock against her rough anus, and began to manually move her tiny frame up and down in the crack of her ass. Her anal opening felt so good on the head of my dick. Like a lathered up speedbump. I could of came right there. I’m surprised I didn’t, thinking back about the gravity of the situation. Samantha slightly moaned and sighed as she got off of me.
She sat across from me. “I want to watch.” She demanded in a kinky sort of way that she wanted to watch me jack off. I stared right at her as I slowly milked my cock. She began to bite her upper lip, obviously getting turned on. Yet, she had much more control than I did. If it were me, we’d be smoking “after sex” cigarettes at this point. Samantha was reaching under her towel playing with herself. Which, naturally turned me on more.
She lifted the towel a bit to expose her whole beautiful pussy, and soft blonde pubic hair. Yah. A whole 23 years old, so old compared to me. Lol. Apparently, not my cock. I was looking directly at her as she was playing with her wetness. Oh, man, she was sliding two of her fingers in and out of her while circling her clit with her other hand. I continued to pick up speed. Along with some sexual sounds coming from us both, the sound of bodily fluids filled the air.
Samantha’s towel completely fell off when she lifted her legs up and put them on two different pieces of workout equipment. My dick, I swear, expanded when I saw her entire naked body. So f’ing hot. I started to really jack off. She had pretty big boobs for her little body. They looked good. Like an 18 year olds. She had her legs spread pretty far apart. Her ass squeaked on the seat as she moved down a little exposing her tight asshole.
Samantha, with her dripping hand, moved down and inserted her middle finger into her rectum. Spinning it. Pulling it out, sticking it back in. Pulling it out, sucking on it. This was really turning me on. My mouth was wide open as my left hand was on cruise control squeezing my cock with each stroke. “Would you stick your tongue in here, Justin? Would you fuck my ass? I want you to pretend to be fucking my ass..I want to hear it..Fuck my ass..Put your wide long cock in my ass and fuck it!”, Samantha said. I stood up, continuing to jack off, and got within a foot of her sitting there. My pre-cum was literally spraying on her hand and mixing with her pussy fluids. I wanted to fuck her so bad. I leaned in to bring my cock in closer. I bent down and I was literally jacking off an inch from her pussy. My legs were over top of her soft, tan legs.
Samantha, I think, didn’t plan on touching me or anything, but, I think lust got the best of her. She stopped fingering her asshole, spread her legs like a gymnast and propped them up, and quickly grabbed my cock, and swirled her hand in such a way as if she was continuously opening up a door. I didn’t know what to do as she went to town on my cock. I kinda leaned down further, as Samantha was rolling my cock in her hand, and got the tip of my dick, less than an inch from her wet asshole. In fact, the tip hit the center of her sweet pink open anus from the movements of her jacking my cock. I knew she felt that because she picked up speed. “Oh, gawd Justin, I can feel your load building in your cock..” she exclaimed. She couldn’t take it, and she manually swirled the tip of my dick on her warm pink open asshole. “Mmmm, just the tip, mmm” Samantha said, with eyes closed, inserting just the tip of my cock in her creamy asshole. Usually it’s the guy that says, “Come on, baby? Just the tip…”. Hah…..She kept jacking my dick, slowly pushing me in further, while rubbing her clit at record speed.
Samantha was really getting into it, she was screaming, “Fuck me, fuck me, oh yeah, fuck my ass with that teenage dick, fuck me!” She was pulling and jacking my cock, not going in and out of her ass, just keeping the head in, rubbing her clit, when she started squirting and screaming, going even faster as her spray was like a sprinkler going in every direction from her hand moving so fast. I felt it was coming. I was at the point of no return, I couldn’t take anymore. “Uhhh, oh god!” It was building up, annnd, EXPLODE…A stream of cum erupted from my cock shooting into the entryway of her asshole, somewhere, in her. She felt that. “Oh, shit, Justin, your teen cum, shit, I feel it! Oh, God cum in my ass!” Samantha exclaimed. I had a head rush like no other from both of my heads. I erupted again. I didn’t care, I pushed my cock deep into her hole. My previous load made it smooth to push my cock all the way in. I just leaned there, shooting load after load into her. Her legs spread, slowing her fanning on her clit.
“Mmm, oh yeah”, she said as she was easing down from her climax. Oh, damn. Her intestine got every last drop out of my spent balls. “Mmmm” Samantha took her hand and licked off her pussy and ass juice. To some that may be gross, but to me, and apparently Samantha, it was hot as fuck. You have to get to a certain point mentally to do stuff like that, ..and I love it. I love getting there. To the point where the both of your are completely unrestrained. So f’ing hot. Wow. After I blew my load, from essentially her jerking me off while in her ass, I came back to reality. I looked at Samantha like, “what in the hell did we just do?” I guess I felt a little weird. I wasn’t really old enough to appreciate such a gift handed to me…..but, I loved it…”
This was a simple fantasy I had when I was 16. Although, I not only saw her naked, but she did see my hard cock, along with four other teens from the neighborhood. She wanted to see who was the biggest, while we were all hitting on her outside the pool. I won. ? haha. I don’t know, I like to see women naked? ??♂️ That’s why I ask all the time. If you get worked up from these stories, let me get worked up by sending me a pic. I don’t judge. Some have sent me theirs, and I love you all for doing so! You know who you are. ?LET ME KNOW, If you like this! I love hearing from everyone. I have another story I’m trying to get done for tonight. Take care guys! Love you all! -Justin
Source: reddit.com/r/Erotica/comments/d9zvb4/one_time_deal_16m_23f_assplay_every_16yo_wish