A very hot teenager and a little older guy
this is long and should be in the story section, but my love is to my fans in the Forums– sorry I just couldn’t end this and it took like forever to write-
have fun, but have the time to read it —
Jodi lived in a beautiful farm house in New England that her parents had given her when they moved to Arizona. She was 30 years old, a successful news writer and had been a lesbian since she went to college. Jodi had broken up with a love about a year ago and really hadn’t hooked up in a meaningful relationship since. Actually she was sitting in her room one day when she realized that she hadn’t had sex with anyone but herself in months and her masturbating was getting weird as she seemed to be masturbating on the same subject and it was starting to bother her. So she decided to go on gay cruise and see if she could find a new love, if nothing more maybe she could have a few days of wild sex, which would be pretty good for new fantasies; if nothing more.
The above has little to do with the story, however. What is important is that Jodi had decided that while she was away she would have some work done on the porch that went entirely around her house and was in need of repair and panting. A friend of hers from another New England state had lost his job and was looking for work and he was a great carpenter. So she set it up that while she was a way Jake would stay at the house, take care of her cats and fix the porch and she would pay him for the week.
So the week came and Jodi took off. Jake left the house early the first morning in his pickup truck went down the long dirt road, turned on the road that went into town. About ½ mile down the road Jake noticed this hot looking high school girl waiting for the school bus. He almost stared at her the entire time he approached and then in the side view mirror as he pasted by. She was blonde, long hair, nice rack, wearing a short top, micro skirt and Ugg boots, even though it was warm out. She must have been 16-18 years old he guessed.
Jake drove another ½ mile and saw another 2 kids and then the bus coming up the street. This was not a very populated town and he laughed that every family that had kids seem to have their own bus stop. Seeing as the town started near Jodi’s street, he guessed that the girl might be the end of the line.
Jake, thought to himself “I have to come by here everyday at this time.”
He got his supplies and went back up to the house and got to work. After a few hours he was working on the floor and noticed three marks where the stain hadn’t faded as much. He continued to work, but it got him thinking as to what the marks were and deduced that it was a tripod of some kind. He felt that if he lived here he would probably have a telescope, and figured that was probably what it was.
At about 3:00 he was taking a break and was looking down the hill when he saw the school bus coming back up the town road. He watched as the bus stopped a few times, he kept walking around the porch so he could see his beauty get off the bus. He was upset that he could barely see her. He watched as the bus stopped and then proceeded to Jodi’s road and used it to turn around and then head back into town.
Jake was about to move and go back to work when he noticed that he was standing right where the tripod marks were. He looked by his feet and then back up to the beauty’s house; they were totally in line. “You fucking lesbian you” he said out loud; talking to Jodi who was thousands of miles away. Jake stopped work right then and went on his search for what ever was on the tripod, maybe it was a great camera and Jodi had a stash of pictures or something.
Jake found that Jodi had left everything unlocked and he had free run of the house. He even found a vibrator in her night table, but it was plain vanilla, like the kind you get at mall or something, “no way” he thought.
He finally found a locked closet in the room she used as an office. Being a carpenter it didn’t take him long to get the door off, why waste time looking for the key. When he looked inside it was the “mother load.” There was a box filled with dildos and vibrators and even strap-on belts. There was also, in fact a telescope, and the scope had a digital camera attached to one end. Jake realized that his cock was getting hard before he even got the thing out of the closet.
He set up the tripod and then turned on the camera. Sure enough every picture was of the girl he had seen, and to his delight most were of her getting dressed and undressed and after looking at twenty or so, he found some of the girl masturbating. Her bed faced the window and Jodi had a perfect view of the middle of her bed. Needless to say Jake had his cock out of his pants and before long had shot a load of his cum into the rag from his back pocket.
Jake took the tripod and brought it outside. There were descent leg locks on the thing and a quick release for the scope. From the marks, Jodi must have just left the tripod set up and moved the scope when she wanted to use it. Jake left it set up. He went back into the closet and smiled at the box of erotic toys. “Nice try, thought you would through me off with that plastic Spencer gift toy huh?” he said out loud.
He went back to work and when night fell he grabbed a beer and sat near the scope. He checked out the house and others on the street. Jodi had a nice view of some other houses as well. Jake was like a high tech peeping tom. At exactly 11:00 the girl came up to her room. He watched her undress and was thrilled when he got a view of her bent over pulling her stuffed animals off the bed. She had a beautiful ass and he could envision himself deep inside it.
The next day Jake made his run at the same time and saw the outfit of the day and got another look at her; not from the lens of the telescope. As he headed to the next town to find a coffee shop he passed an adult book store. It was closed but it gave him a great idea. He timed a run and went back and bought some things. He was lucky that Jodi had left him some cash for supplies.
At 2:30 Jake was heading back, he figured when he got past “her” house that he was about 15 minutes before the bus. He opened his window and threw out an anal porn magazine that had pictures of girls with dildos up there ass as well as cocks.
He raced back to the house and got there in time to get behind the scope before the bus came through. He watched as she got off and the bus left. She got the mail from the box as she did the day before and then looked into the road and saw the magazine; that by this time had blown open and the pages were flapping as cars went by.
She walked over to it stared down, and then looked around to see if anyone was watching, and then picked it up and put it at the bottom of the mail pile like it was just another piece of mail. Jake got this sudden thought “what if Jodi had already done all this with Lesbian mags” but then quickly dismissed it.
He watched the girl walk into the house and then waited. It didn’t take long and he saw the girl upstairs. She closed her door and got up on her bed to read the magazine. She turned the pages slowly and then appeared to be reading one of the stories. Before long she had her hand inside her skirt. Jake started to snap digital pictures and felt he could delete them before Jodi came home.
The girl had her skirt and panties off in a minute and was playing with her pussy and clit. She then reached down with her wet finger and rubbed her butt hole, before long it slid inside her ass. Jake could see on her face that this was not a normal thing for her, but then saw a smile come across her face, she was enjoying this. Jake jerked off in time with the girl and soon they had both cum.
Jake got up early the next morning and went down to her house and planted some more of what he bought the day before. He did what he wanted to and then raced back up to the house to watch.
He got back to the house in time to see the girl walk down her driveway. He had planted things away from her driveway and actually toward the next house, he didn’t want to make it obvious, he also wanted to do it then, so the girl would think it was all done at the same time a day before.
Sure enough the girl saw another magazine, and then looked down the road and saw some other things. She followed the trail that looked like stuff had been thrown out of a car. She bent down at the next thing she saw. It was a blister package, she turned it over and saw this purple thing that read “Anal bead dildo” it was this long rod that connected beads that got bigger as they went down toward the handle.
She walked a little further and the last package was face up with a thing called a butt plug. She looked around and didn’t see anything else– she put everything in her back pack just in time, and then she heard her bus coming around the corner.
Jake wondered all day what the girl was doing with the things. He was really curious if she had opened the magazine as there was a letter he had written inside. He was horny all day and couldn’t wait for her to come home. He worked right through lunch and picked up the pace as he was losing too much time on his new fantasy of fucking the teenager up the ass.
At 3:00 he kept an eye out for the bus and saw it. He watched as the girl got the mail and disappeared into the back of the house. He waited and sure enough she went right up to her room. He laughed and thought to himself “what is it with the brain? This girl is alone, her parents were never home till at least 6:00 and yet she went into her room with the door closed to look at the stuff.”
He watched as she actually dumped everything, including school books, out of her pack and onto the bed. He was glad when he saw the letter slide halfway out of the magazine. She saw it at the same time he did. She picked it up to read it, as Jake remembered what he had written:
“Dear AnalGirl-
I bought the things you asked me to buy for you. I know you are probably younger than you told me you were, I am hoping you are at least 16 and actually a girl. I know you blocked me from your email address for some reason, I hope that the physical address you gave me was real, if not someone will probably find this in a dumpster somewhere. I am who I said I was, a 25 year old straight guy, the picture I emailed you is really me.
Well, I hope you write back from some other email address that is still active. I miss our cybersex and possible meeting. If you don’t want to chat anymore feel free to give this stuff to one of your friends. Yours – —–@—-.”
Jake was hoping that the girl would figure that AnalGirl had given a fake address and that the guy who wrote the note got pissed off and just threw the stuff out the window. He was hoping she would email him.
Anyway Jake watched as the girl put the letter down and started to unwrap the toys. Before long the girl had the anal dildo inside her pussy and had made herself cum. He then watched as she left the bed and then came back with a pump bottle of some kind. The girl pumped the cream and then spread it all around her ass. She got up on her 2 knees, she was still facing him. She took the butt plug and greased it up as well and then positioned it on the bed beneath herself, and then lowered herself onto it.
Jake had gotten a medium size plug and thought for sure she would have used the other toy first as the beads never got as big as the 3rd part of the plug. He watched and snapped pictures as she lowered herself. She went slowly and he could see her cringe as the first section went in and her but closed over the first indentation.
The girl picked up the new magazine and started to look and turn pages. About 5 minutes into it she put the mag in front of her. Jake then watched as the girl straighten her back and then dropped hard on the plug, She must have taken the entire thing with that drop. He moved the lenses up and saw pain in her face. She leaned forward and looked to try to read and relax. The one thing she didn’t do was take the thing out.
Jake watched long enough to jerk off again and then the pressure of finishing the job pulled him away from the tripod. As he cleaned up his load of cum off his chest he laughed to the fact that if some else had a telescope they could be watching him, as he was jerking off outside more than inside.
Jake worked till it was dark and then put some meat on the grill and ate. Every so often he looked at the house and was glad to see the girl’s room’s light was off. He felt he might get a show again at 11.
When Jake was done with dinner he went Jodi’s PC and logged on to check his own email as he hadn’t checked it since he had left home and many of his friends used email as their only means of communication.
Jake almost fell off the chair when his email account opened and there was an email with a subject “AnalGirl2”
He opened the email and read it while his cock was jumping to attention. “Hi, I found all the stuff you or someone else dumped out of a car. I am 17 and most people say I am sexy. I am not a virgin, but you have gotten me to focus on my ass for the first time. Today I was able to take all of the plug thing. Actually I have it right now as I type to you. I have never been with a guy that is older than 19, but I am very open to lots of things when it comes to sex. I even have a girl friend who will love playing with me and the dildo if you know what I mean (probably not in her ass, but I have never asked.) Anyway, can you send me picture of you, then I will of me, do you live in my town or near it? Um,do you have a big cock? I like guys with big cocks. If I met you would you really fuck me up the ass? That would be sick and I would love it. Well write me if you want, I am sorry the first girl was a cunt, I probably know her if she is in my school. Bye for now—AA2”
Jake was stunned, he thought this was the biggest long shot he had ever taken, but the way this girl got into the butt plug it wasn’t out of the question. He was young looking for his age and with his long hair he hopped the girl wouldn’t be turned off. He took a picture of himself dressed with the digital camera and then took a naked one with his 8” cock hard as a rock. He didn’t know what she considered “big” but most girls he had made it with gave him the impression that he was pleasantly big, he knew he wasn’t huge or anything.
Jake sent the one with his clothes on first but blocked most of his face and told her more about himself and his desire to fuck girls up the ass. He lied a little and told her he had only made it with 2 others up the ass. He wanted to see what the girl would return to him.
The 11:00 show was wild again this time Jake got to watch as the girl kept the butt plug in and used the beaded dildo in her pussy. When she started to cum she put a pillow over her head, she had obviously lost control and was screaming in her orgasm.
When Jake woke up the next day there was another email. The girl told him that she thought he was hot and was also disappointed in only a g rated photo. There were two photos of her, one dressed and one naked with the camera in front of her face to block it—both were totally hot and sexy. Jake sent the naked one and asked if there was time they could meet. He told the truth and said he was a carpenter and could get away during the day if that was better for her.
When the girl got home from school she went right to the PC and Jake couldn’t see her. Instead he heard the PC chime as he had left it on and raced in to see the email. AA2 had written the following-
“Wow, I love your cock, its bigger than any I have been with, I know you want my ass, but are you against fucking my pussy too? Do you like BJs, I love cum in my mouth. I know you must think I am sick, but I just love sex. Anyway I am home from school every day at 3, my parents come home about 5:30. You can come over whenever you want. Anyway I hope you are for real…Oh if you do come please bring condoms I don’t want to get pregnant- I mean if you want to fuck my pussy.”
Jake was stunned, this couldn’t be happening, but it was. He was not going to wait another day. He jumped in the shower and then put on a clean pair of shorts and a t-shirt. He hopped into his truck and went to a convenience store that he had found a few miles in the other direction from her house; in the next town. He bought 2 packs of magnum condoms and headed back toward her house. As he neared he got an idea and pulled into a pull-off that was between the second and third house from hers.
Jake pulled off his shirt, grabbed 3 of the condoms and put them in his pocket. He got of his pickup and headed for her house. He was calculating that she was probably mad that he hadn’t responded and was also counting on the fact that she might be playing with herself. He had watched two shows a day from her and couldn’t imagine she wouldn’t have gone for an afternoon climax like she had the past couple of days.
He walked up to the house and looked in the back windows. He saw nothing. He took the chance that she would be OK with what he was about to do, and he walked in the open back door. He stood still and didn’t hear her downstairs, so he slowly and quietly headed up the stairs. As he reached the landing he heard her moaning. As he got closer to her door he actually heard her speaking, well yelling actually “that’s it take my big cock in your tight pussy you little tramp… that’s it take it with that plug up your ass.. you like that don’t you slut..you would do anything to make me cum- to shoot my load in your mouth, take it bitch” he heard her saying.
Jake smiled, the girl was not only a sex hound, she was submissive, “this is going to be great” he thought to himself.
He had planned to walk in naked, but after hearing what he did, he felt it would be hotter if he made her take his shorts off. He slowly opened the door. It didn’t make a sound and even if did she wouldn’t have heard it, she kept yelling at herself as if she was him. He stood there watching her, her eyes were closed and she was pounding the beaded dildo into her pussy again. He watched for a minute, he knew no matter what he did she was going to be startled when she saw him so he figured he might as well say something after she made the right comment.
She put the beaded dildo in deep and said “that’s it bitch shove that toy deep in your cunt.” And then Jake stated “and then get on your knees in front of me.”
Jake hadn’t gotten the second word out before she screamed from being startled by him. Not knowing who it was she had pulled the dildo out of her during her scream from being so scared. When she got over the shock she looked over at him. She saw Jake’s big smile and she relaxed. She then looked at his hairy chest and then down to the bulge in his shorts and then back up to his face. At this point Jake had stopped smiling.
“Leave that toy on the bed and get on your knees” he demanded. Jake didn’t usually play a dominate role with a girl, but this one obviously liked to be told what to do, so he went with it.
To his surprise the girl didn’t even hesitate, she dropped the dildo and got on her knees in from of him, her face only inches from his cock, she was looking straight ahead, just staring at the bulge. He began “use your hands and unbutton my shorts- but pull them out a little, I don’t want you touching my cock.” She reached forward and did as she was told. It wasn’t easy as the head of his cock was virtually pressing against the top of his shorts. She undid the first button, then the second and so on. He looked down as the girl’s eyes seemed to open in surprise, wider as each button opened and revealed more of the covered man meat in front of her.
When all the buttons were opened Jack stated “use your mouth on the shorts and pull them down to the floor.” The girl did as she was told again and actually had to almost lie on the floor to get them all the way down. Jake told her to “stay like that” and was able to take his sneakers off by stepping on the backs, he then told the girl to continue till his shorts were hanging from her mouth. He then commanded “ Walk like a dog and go drop them on that chair over there.” The girl obeyed, and then without being told came back walking still on all fours.
“Good girl” he told her when she came back. “Now lick my shaft through my underwear.” The girl was glad to do this, she wanted to feel how hard it really was and she pushed her tongue out as far it would go and lapped along his shaft. Jake was wearing tight white briefs and the wetness made them more transparent.
Jake finally told the girl to stop licking and to use her teeth to pull down his briefs and take them over by his shorts. When the girl had his briefs down below his balls she gasped as his cock was freed and stood all 8 thick inches straight out from his body. She had never seen anything like and her pussy got even wetter than it had been.
She came back in front of again and opened her mouth near his cock. Jake reached down quickly, grabbed his shaft and smacked the girl in the face with this hard cock. “I didn’t tell you to suck me off. Did I?” he asked. The girl responded “no.”
“I didn’t think so” Jake said. “Now stand up, turn around and put your hands on your bed.” The girl did as she was told.
Jake saw the butt plug in her ass and asked “Have you used the beads in your ass?” She responded “No just the plug, I love it inside me.”
He then told her “push the plug out.” She did as she was told and the big plug slid slowly out of her ass. Jake smiled and got totally excited when he saw her butt hole open the size of the plug.
He reached over and found the lube and the beaded dildo. He then said “Ok now you will feel something deeper than that plug.” He started to lube the dildo and stopped. He figured that was not really what he wanted to do. He lubed his hard cock and put the head of his big cock up to her hole and shoved it halfway in. She screamed in pleasure. Having just taken the butt plug out had eliminated the slow start up Jake would have normally used.
The girl started to ask “I haven’t felt the different bead sizes yet..” when Jake slid in the rest of his 8” cock. He went in 2 inches further then the plug and new feeling was great for her. When she felt his balls hit her pussy lips she realized what was going on and yelled out “Oh gosh yes, fuck my ass, oh yes my first ass fucking, fuck me mister—god does this feel great.. make me cum, yes.”
Jake pounded the girl for a few minutes and then pulled out—he couldn’t believe it but the girl had actually stretched her ass muscles and she wasn’t as tight as she should have been.
She was disappointed when he pulled out and turned around. Jake handed her the butt plug and told her to go wash it off and come back with it and a towel and she took it from him and smiled as she looked at his long hard cock.
When she came back Jake put her back in the position she was in before. He put the head of his cock back at the crack in her ass, but changed his mind again and this time, lowered the head and rammed the full 8” into the girl’s cunt. She again screamed in surprise and by his 3rd thrust was begging for more.
Jake had to admit that this felt great. He was fucking this 17 year old and had already taken her ass and now was fucking her like a few of her boyfriends probably had. He continued this for a few minutes till the girl came again and then he pulled out. The girl thought he was nuts—“why do you keep doing that, I am not a boy. I can cum for more than a second or two.”
Jake smacked the girl’s ass and said “don’t talk to me like that, I am control here. Now reach forward and hand me that butt plug.” The girl did what she was told. Jake put a little lube on the plug and pushed it into the girl’s cunt. The girl gasped at the thickness, but after being fucked it went in and unlike in her ass it started moving out as quickly as it moved it.
Jake told the girl to hold it place, so she used her shoulders on the bed and moved her hand down to cover the plug’s end and realized she could also stimulate her clit at the same time.
Jake lubed up his cock and entered her ass again. This time the butt plug in her pussy made her anal cannel much tighter and he enjoyed it much better. The girl could feel every inch of his cock going in and out of her. This time she tried to keep quiet as she came as she didn’t want this man to stop the moment she climaxed. He on the other hand was enjoying the feeling much too much to not pant and moan.
The girl had been coming for a few minutes when Jake could no longer hold back. He pulled out of the girl and then pulled her by the hips. “Get on your knees quickly, you hot little slut” he commanded. The girl loved being talked like this and hadn’t had a dominate male before and she was almost creaming again as he commanded her.
As soon as the girl was on her knees in front of him, Jake grabbed her by the hair and tilted herhead back. With the other hand he jerked on his wet cock and said “here it comes baby, I have been waiting for days to do this!” and with that he shot his load onto her cheek. The first shot skimmed her cheek and ended in her hair, as did the second. The third hit her nose, but she kept her eyes open to see the huge cock head erupting. The forth shot her upper lip and she could feel him weakening. She moved her head to the side and took the cock head into her mouth and took the next shot or two and then sucked his cock dry.
By the time she had cleaned herself up , taken the plug out of her pussy and then cleaned him up, he was already starting to get hard again. This time however, he didn’t play the dominant role. He put on a condom and the girl actually got him below her on the bed and rode that beautiful big cock till she came a couple more time and then raised herself up and moved his cock to ass and lowered back on to. She didn’t stop till he shot he second load into her very hot and wanting asshole.
The girl leaned forward and started kissing her new older lover. They fucked and sucked for till 5:15 and then he left.
The two met till the end of the week, by then the girl must have taken a pint of cum into her mouth as she wanted him to cum in her mouth no matter where he had been fucking her. Jake had bought another dildo to use on the girl and she took whatever he had to give her. What Jake couldn’t believe was that no matter what they had done during the day, the girl masturbated before going to sleep, and he watched her each time.
On the day before Jodi came home Jake bought an SD card and downloaded all the pictures he and Jodi had taken and then deleted his. He put everything back the way it was and replaced the door on the closet. It was Saturday and the girl’s parents were home. She told her parents that she was going to a friend and Jake took the girl in his pickup and the two had a picnic in a field and fucked for hours.
On the way back to her house the girl said “I have a feeling today is our last date huh?” He looked at her and asked “how did you know?” She responded “because of the way you were hugging me the last time we made it. Besides that you have out of state plates on your truck and you begged me not to take the weekend off from seeing you.” Jake just smiled and said “pretty, a great lover and smart too, what a girl.”
The girl got a little weepy and sat quietly till they were near her house. Jake pulled over where he had on the first day and took her into his arms. “Sorry I am done with my carpenter job and have to go home.” After a long pause he continued “Don’t get mad at me for asking, but I have a lesbian friend who lives near you and I would guess you two would hit it off and I know she could probably make you cum like I did, and… she has lots of sex toys?”
“And what? You would tell her about me and say “hey I was fucking this girl and could you do me a favor and keep fucking her till I come back into town?” She asked him and then a big smile crossed her face. “Yeah I could say it that way to her, you really are a nympho you know that?” Jake replied.
The two of them kissed for a while and then the girl left the truck and walked home.
That night Jake again watched the girl and jerked off as she did.
The next afternoon Jodi came home with a great tan and very relaxed looking. She looked around the deck and loved what Jake had done. She paid him what she had promised and then handed him another $50 and said “here’s a tip for you too.” Jake took it and as they walked out to his truck to say good-bye he turned to her and said “I have a tip for you too.” Jodi looked surprised and asked ‘What?”
“The tip is this; the blond down the hill is waiting for you to contact her and she wants to have sex with you.” He told her. She stood there stunned and then Jake continued “I have been spending time with her and she is so into sex that she doesn’t want it to stop- her email address is sitting on your keyboard— have fun.” Jodi was standing there with her mouth wide open in surprise in what she heard as Jake reached forward and hugged his friend good-bye.
Without another word, Jake got into his truck and heading back home, with a smile on his face and a hard-on in his pants.
#hot #teenager #older #guy