Spying on Sis (closed for cherrybomb400)

Sam2125

Experienced
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Mar 17, 2015
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78
Jeff was 20 and into his second year of college when he came home for the summer. It was a typical house... 2 parents and his little sister. She was 18 and had just finished her last year of high school. Of course in Jeff's eyes, she was always the little pest he had known just a few years younger than him. He used to be so mad when he had to drag her along with him to places and parties, he always felt like she was just a kid.
That changed when he went to the laundry room to get his last load. Sitting in another basket waiting for it's turn was his sister's laundry, he recognized some of her stuff. What shocked him was this lacy black thing sitting on top. He stopped to pick it up. It was a tiny thong. It never dawned on him she would wear something so racy. Then he remembered she had already graduated and remembered how crazy he was at her age. His mind didn't mean to but he immediately had an image of her petite little body in that thong, her firm little ass cheeks peeking out from the string that slid in between her butt. He noticed he got a little hard. Why had he never noticed this? He wondered if she had more, he rifled through the basket and found skimpy bikini bottoms and thongs, lacy bras... he needed to know more. No one was home so he stuffed the thong into his pocket and went into her room.
While in her room, he went to her drawer. Sure enough there was more sexy underwear. All sorts of colors and styles, when he peeked in the back of her closet he found some lingerie as well. Thinking of his sister grown up enough to wear these really turned him on. He thought about her naked or nearly naked walking around this very room.
"fuck it no ones home" he thought. He unbuttoned his pants and began to jerk off while sniffing her thong that he put in his pocket. He loved the musty scent of it and it wasn't long before he needed to come thinking about her posing in it. He wrapped the thong over the head of his cock and came in big thick ropes of cum.His body spasmed harder than he had in a while as he finished in this lacy piece of fabric, watching some of it ooze through the holes in the lace. He carefully left the room as it was and put the cum soaked thong back in the laundry.
She would be home soon, she was pretty careless about leaving doors ajar so he knew his next plan was to try and catch a glimpse of the real thing.
 
Leda was having a pretty bleak week. Her boyfriend broke up with her because he was going out of state for school. Leda was going to be attending a local college. In hopes to cheer her up, her friends decided to take her out and they went shopping. So she walked into her house with a series of bags, one bag in particular stood out, bright pink with the gold lettering that reads "Victoria's Secret".

"Anyone home?" Leda had missed seeing her brother's car. Not hearing a response she trotted up the stairs to try on her new clothing (she hates dressing rooms). Her room looked like that of a typical girls room. Matching dressers with a vanity mirror, a white four poster bed with a canopy, the bedding was white with a pink floral print. Like her brother predicted, she didn't bother closing her door. Her room was at the end of the hall, she didn't normally have to worry about people walking past.

She started stripping down to just her bra and panties, panties that barely covered her ass. They were black and match her bra, both had lace trim and left little to the imagination. The first bag she went for was the pink one. It seemed silly to buy stuff like lingerie after a breakup... But it was on sale and made her feel sexy. She pulled out a red lacy nighty that looked like it was going to be skin tight. Taking off her bra that she was wearing, her C cup breasts were free, until she slipped the red garment into her body. It pushed her breasts up higher and made her waist look slimmer.

For a moment Leda wondered if she should take pictures of herself and send them to her ex so he knew what he was missing.
 
Jeff heard Leda come home. He had just finished putting everything back and was going to greet her when he saw she was already walking up the stairs. He saw the unmistakable bags that she was going shopping and more importantly, the Victoria's Secret bag she had. She's probably going to try them one right now, he figured.
Jeff let her go up the stairs before he followed her up. Sure enough... she left her door open. He kind of snuck behind a corner that was catty corner to the door so he could hide behind the wall and in the darkness of shadow while still getting a straight on view.
Almost immediately after setting down her bags, she began to take off her clothes. Oh God! how had he never noticed her? Her body was perfect, as her shirt came off then she started shimming off her pants and they fell to the floor. He started to really appreciate her body. Her perfect boobs and her black panties that barely coverered her perfect ass. He began to appreciate the thong he had come into earlier. He felt himself getting aroused. "Oh man... I can't beleive this is my sister" he thought to himself.
When her boobs came free he just about sighed to himself. He wondred if he should start jacking off... this would probably be as close as he would get. As she tried on the red nightie... he thought she was going for her camera.
Selfies? oh man... made him wonder what else was in that phone too bad she never let it out of her sight.
 
Leda had picked up her phone and started taking pictures of herself, trying to find the right angle and figure out what looked the most sexy. She decided she wasn't going to send the pictures to her ex but they were fun for her. After a while plugged her phone into her computer, saved the images and then deleted the ones on her phone. Leda never wanted someone to accidentally see an image she didn't intend for them to see.

After transferring the pictures, she peeled off the nighty and started trying on the remainder of her clothing. There was one bag that Leda had yet to open and honestly she was avoiding it. One of the shops the girls wanted to go into was an adult store... They couldn't drink, but legally they could buy as much porn and sex toys as they wanted! Leda never thought of using one, and some how her friends convinced her to buy a dildo. After trying on all her clothing and unknowingly modeled them for her older brother, Leda took the last bag and threw it in her closet. Even though she was alone, she was blushing intensely red.
 
Jeff was rock hard by the time Leda started taking pictures of herself. It made him wonder how many she has taken of herself anyway... He knew women these days did he just never thought of his sister that way. His mind was reeling with the idea when she sat down to her computer and emptied her phone of them. Leda was a smart cookie all right...
Soon enough she was back to it. She pulled off the nightie and thenwent back to the rest of her haul. He watched with great interest as she pulled on a little thong, turned to the mirror and shake her perfect ass in a cute wiggle. When she bent over and hooked the side with her thumbs to pull them down that was when he felt the urge to start playing with himself. He knew he didn't want to get caught so he stood in the shadows with his cock straining inside his pants as she conitnued to get undressed and dressed. He was taking in every single moment.
Suprisingly, the last bag she seemed to be flustered with, she threw everything in her closet. "Oh shit... she's done." Jeff dissapeared down the hall into his own room a few doors down so he wouldnt be caught lurking outside.
Once in his own room, he processed what he saw. He looked at his mirror next to his door, taped to it was a picture from their family vacation a few weeks ago. Leda was in there posing with him, just a typical picture on the beach.. she was wearing a black bikini, and Jeff had never noticed how good she looked as she posed with him, her perfect breasts pushed on him and her perfect waist and hips... He couldn't take it anymore... he unbuckled his pants, pulled out his member which was straining to be free. It sprung to attention straight and true. He sat back in his chair and began to stroke himself... This was the second time today he did such a thing, thinkng about her...
 
Leda put on a black cotton cotton strapless dress that hugged her chest and exposed her smooth legs, the colorful embroidered floral pattern helped to catch draw people's eyes lower. She was planning on going out with her girlfriend's later, and thought that the outfit was cute. It was still hours before then though.

Leda was still completely unaware of the show she had put on for her brother and how it had effected him. If she had seen him, and realized he was watching her, she would have started closing and locking her door. But she didn't see him, and so when she left her room with her computer still on, she left it open. Her face was glued to her phone as she walked past her brother's door. Stopping for a moment, she realized she could hear him from inside. When had he come home? Leaning a little closer to the door, she could hear heavy breathing and... was that a groan?.... was he exercising? Listening for a little longer, she knew that he wasn't. She blushed and continued her way down the hall and down the stairs.

Leda was trying not to think too much about her brother masturbating. Everyone did it, so did she... but she never heard someone else while they were doing it. It strangely... peeked her interest. Leda started wondering how often he did it... and if she would be able to catch him doing it again.

For a moment she thought that she could give him a reason to do it, but quickly scolded herself for thinking that. This was her brother! She couldn't do that... he would probably get freaked out... but what if he didn't?... Ultimately Leda decided it was a stupid idea, but it didn't stop her from imagining herself doing it...

(Dress: http://www.sirensirensiren.com/imag...sses/Solana_Mexican_Dress_Brown06-618x935.jpg)
 
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Jeff stroked himself to finishing. He came harder than the first time today when he had his sister's thong. Her laundry was one thing, seeing her repeteadly getting dressed and undressed was another. Sensory overload, and even now jacking off to a picture of her in bikini was something else. He had porn available to him but that picture did the trick. He realized today that he really needed to see more of her in a sexual way. So dangerous of getting caught though...
He cleaned up, and walked past the hall (her door was open and she wasn't in it) he went downstairs and Leda was there, looking super cute in a black dress that hugged her gorgeous breasts he had just been oggling over. He looked down at the short hemline.
"oh man what I wouldn't give to lift up that skirt and bend her over the sofa." Jeff thought. The thought of sliding inside her bent over started to give him a semi erection again. So he had to shake it off. He knew she would tell someone probably... she was his sister. "Hey Leda," he said as he walked into the room. God her dress hugged that body good. Why had he never noticed that? "What's up?"
 
Leda was sitting on the couch, flipping through channels trying to distract herself from thoughts of teasing her older brother just so she could try and listen in on him again as he touched himself.

"Nothing much... just trying to kill time," She was feeling weird, like she was nervous around him. She tried not to show it. She moved over on the couch a bit in case he wanted to sit with her. Finally Leda settled on watching Vanderpump Rules. It was definitely not a show that Jeff watched probably, but she didn't care. After all she got there first.

She set the remote down next to her as she got engrossed into the bad reality TV show. She took the hairtie that was on her wrist and started to pull up her long wavy brown hair with blond highlights up and off of her neck and showers, exposing more skin to her brother's eyes.
 
Jeff knew she put that channel on purpose. She was hot and sexy but still a piece of that brattiness remained in his eyes. He sat down, looking at her in a new light. As she pulled her hair up, he wanted to just lean in and smell her neck, kiss her intamately there like he would a girlfriend (that always was a good way to get them started). He shook the thought from his mind. As he sat next to her, images of her naked body flashed in his mind. He tried to shake it off.
In a usual brother move, he grabbed the remote sitting next to her to change the channel. "Yoinlk!' he yells as he tries to steal it.
 
"HEY!" Leda yelled as she realized that he took the remote from her. "I got here first Jeff! Give it back!" She tried to reach for the remote, leaning over but of course he kept it from her. She groaned and moved from her seat, getting closer to him and reaching for the remote. It was like playing with a cat, getting her to move closer and closer until she was sitting over his lap and reaching up.

Leda was so focused on getting the remote that she didn't pay attention to the fact that her breasts were right in Jeff's face, even brushing into him at time. "Come on! Stop being a jerk and give it back!"
 
"HEY!" Leda yelled as she realized that he took the remote from her. "I got here first Jeff! Give it back!" She tried to reach for the remote, leaning over but of course he kept it from her. She groaned and moved from her seat, getting closer to him and reaching for the remote. It was like playing with a cat, getting her to move closer and closer until she was sitting over his lap and reaching up.

Leda was so focused on getting the remote that she didn't pay attention to the fact that her breasts were right in Jeff's face, even brushing into him at time. "Come on! Stop being a jerk and give it back!"

Playing at keeping the remote away was a game he always started with Leda. But he never had such a devious plot for it until today. Holding the remote over him reaching higher than she could he knew she couldn't resist trying for it.
As she shifted to sit over him he didn't feel the same. He felt the weight of something new, he knew his attitude and feeling had changed and now fe felt a sexual energy. As her breasts came in contact with his face, he felt the instant rush of exitement. As she continued to squirm for the remote in his lap, the thought of her squirming on him gave him an instant erection. He tried to keep it cool.
 
"Ugh! JEFF!" She yelled in frustration. With her legs straddling him, she pushed herself up on her knees and reached for the remote. This time she was very aware of her breasts mashing into his face. Though she blushed, it didn't stop her from finally grasping the remote!

Once she had it, she turned around and sat on his lap with her back on his chest. She didn't want him seeing her blushing. Leda knew that he was still planning on messing with her. She stayed seated on his lap, and when he tried to go for the remote again, she extended her arm in front of herself and leaned forward as far as she could. Leda didn't realize that her ass was completely against his cock, or that because of how she was sitting on the skirt of her dress, the fabric stretched over her ass.
 
"Ugh! JEFF!" She yelled in frustration. With her legs straddling him, she pushed herself up on her knees and reached for the remote. This time she was very aware of her breasts mashing into his face. Though she blushed, it didn't stop her from finally grasping the remote!

Once she had it, she turned around and sat on his lap with her back on his chest. She didn't want him seeing her blushing. Leda knew that he was still planning on messing with her. She stayed seated on his lap, and when he tried to go for the remote again, she extended her arm in front of herself and leaned forward as far as she could. Leda didn't realize that her ass was completely against his cock, or that because of how she was sitting on the skirt of her dress, the fabric stretched over her ass.

Jeff was in heaven as Leda straddled him to reach for the remote. He almost dropped it when he felt her breasts brush up against his cheek. That gave her all she needed to reach for the remote.
When she turned around andput her back to his chest, he had to supress the urge to pull him toward her but when she leaned forward to keep the remote away he almost lost it.
Her ass pushed up against his lap, his semi erection was pushed down flat against he groin and belly. Her skirt was so short her panty clad ass and his shorts were the only pieces of fabric between them
The tight stretch of her panties over her perfect ass made the perfect hammock for his unit as she pushed back flattening his cock, it began to swell and thicken. Suddenly the crevice between her butt cheeks got too crowded, and Leda all of a sudden felt his presence. Jeff didn't say anything. He tried to play it cool.
"Fine," he said, "keep the remote."
 
Leda felt it, or at least thought she felt something. Her heart beat picked up and she didn't know what to make of it or if she should say something. What if she was wrong and he thought she was some freak for thinking that he got hard because of her? When he relented he advances of going after the remote, she settled back... but stayed on his lap. Her legs pressed together as she could feel a little bit of heat there... was that coming from her or him? She decided to change the channel, just flipping through to try and get her mind off of what she thought she was feeling. She stopped on the scifi channel. It was a rerun of Doctor Who, with David Tennant. It wasn't her favorite episode but it was something that could distract her easily and quickly. It was probably the only nerdy thing she watched, thanks to their Dad watching it all the time.

After a while, she did forget about her thoughts of her brother's cock possibly pressed against her. She leaned back on him, not caring if it was uncomfortable for him or not. He wanted to try and take the remote, fine then. As punishment he got to be her personal chair.
 
Jeff was suprised Leda hadn't said anything. He went with it though, he didn't want to have to explain why he was hard all of a sudden when she got on his lap. After she settled down she stayed there, flipping channels. He should have been thankful he "won" the fact they were watching something different, but as long as she pressed her gorgeous butt right down on him he didn't care. When she stopped and leaned back against him, the weight of her leaning on him, he was in heaven. They had play fought for years, but he never had this amount of fun doing it.

The doorbell rang. It was Leda's friends probably, looks like they were going out which explains why she is dressed like that. As soon as she would get up though, she is going to see the obvious tent in his pants. Hopefully he can sit up fast enough and maybe casually grab a pillow to hide it.
 
Leda had jumped up when she heard the door, and she moved so quickly that she paid no notice to the tent in her brother's pants. Quickly she opened the door and sure enough there were her two friends, Serena and Kate. The three girls made their way up to Leda's room so she could finish getting ready.

"So, did you try it out yet?" Serena giggled, talking about the toy she bought earlier.

Leda rolled her eyes and blushed. "No, and I don't think I ever will. That thing is massive."

"You really think so? Wow, Brad must have been a pencil dick." Kate snickered. The dildo was pretty big, only slightly more than the average cock size.

Leda had grabbed a pair of black ankle boots with some fringe on them and her pink clutch purse. The trio left and Leda had been gone for hours.

It wasn't until a little after midnight that Leda was trying to quietly stumble back into the house. At the party she had a few beers, and never being one to drink before, they hit her hard and fast. Once inside the door, she closed it behind her and tried to take off her shoes.
 
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