First time story series posting here. Series will be at least 6 stories involving the same characters.
(Madison or “Maddie” as she was called was a 5ft 4inch tall, slender, caucasian dirty blonde haired girl who had a happy go lucky yet ditzy personality and had just turned 18 and was starting her senior year of high school and was looking to forward to attending college in a year or two after going a local community college. Maddie had an older step brother, about 21 years old and a junior in college named Ryan who was attending college about a 2 hours away. Maddie and Ryan had been step siblings since they were in elementary school. Ryan has a step mother, Lisa who also has blonde hair, is slender at 5ft 6in in height and is about 42 years old.
Ryan had just come home from college for thanksgiving break from his junior year and earlier that semester had joined and was pledging with a fraternity on campus known as Tau Gamma Kappa . Ryan had really wanted to join this fraternity as they were going to have an opening for one of them to live in the fraternity house next year. Ryan had many friends including Mike and Cody who were members of the frat. As a pledge, Ryan had homework and a challenge to accomplish before going back to school and to be accepted fully into the fraternity and be given a room in one of the fraternities’ houses.
The challenge that was given to the pledges was to go home for thanksgiving break, find a person they know, hold them down, then tie them up and tickle them for at least 15 minutes and record it on video and share with the fraternity when they get back. The pledge with the best video would get the house room. If they failed to complete the tasks they were automatically dropped from pledging.
Ryan had gotten home that Tuesday night as his break began on wednesday. Ryan knew who he needed to tickle, none other than his very ticklish younger 18 year old step sister maddie. Over the years growing up Ryan tickled Maddie many times before.
Ryan etched a plan and waited for the right time. It was Thanksgiving day and his family was going to be traveling about an hour away to a relatives house for the holiday. Ryan’s parents were going to leave a couple hours early at 1pm for the family gathering to help cook, so Ryan and Maddie stayed home longer and could leave around 4pm to make it there for dinner and they would drive there together.
At 1pm, Ryan and Maddie’s parents had left and it was just the two kids at home. Ryan knew this was an opportune time to strike and get his pledge challenge completed. Ryan had set up zip ties in his room next to his workout machine while Maddie was getting her outfit together for the holiday celebration.
It was 1:45pm and Ryan was ready to go and his sister Maddie had just finished putting on her outfit for the party wearing a sleeveless dress with a black top half and black and white plaid skirt bottom half with high heel pointed black suede pumps. Maddie had stepped into the basement where Ryan’s room was as he was gathering his supplies next to the bowflex weight machine he had, she asked what he was doing. Ryan turned to her, got up and said “working on a project and completing my fraternity pledge challenge” she replied back “oh what is that” the boy said ``well I’m actually going to need your help, here sit on the bowflex machine.” Maddie sat down. Then Ryan told her “give me your hands” so she did and he pulled them above her head to the weight machine arms and secured them using zip ties. Maddie piped up “hey what are you doing??” she couldn’t move her arms or hands from the machine. Ryan answered “you will see in a minute” He then moved to her feet, tying them up in front of her to the foot rest of the exercise machine. Maddie kept asking, “what is this, let me go”. Ryan finally said, “well Maddie here’s the deal, my fraternity requires me to submit a video of me tickling someone as part of the pledge process, so here we are i am going to tickle you”... Maddie was flushed red, she was always extremely ticklish and Ryan knew that too. She surprisingly replied “ok i understand” as Ryan had tickled her many times before. Maddie had no idea this was going to be worse.
Ryan began by turning on the camera facing her and taking off her black suede pointed pumps and began tickling the bottoms of her soft feet. Maddie instantly started giggling “hehhehehe it tickles Ryan heehheeh” Ryan kept going, more steady and the giggles turned to solid laughs “hahahhaha come on ry it tickles ahahahaha ohhahahah” the girls laughs turned into her flopping around so Ryan moved up to her knees and continued as the girl kept laughing “hahahhaha it tickles it tickles please ahahahha” Ryan was about 5 minutes into what had to be a 15 minute video and knew he needed to take it up a notch so he continued moving upward, tickling her knees, then hips, stomach, thighs and sides. Maddie’s laughs grew louder and louder “hahahahahahaha ryan ahahhhaha i ahahah cant ahahah breathe ahahhah it tickles ahaahahhaa” The girl was squirming around but ryan kept a tight hold.
They were about 10 minutes into the tickling and ryan kept going, now tickling her arm pits, neck, sides and stomach. Maddie was growing tired and both her and her step brother were realizing after all these years they both were into tickling, Maddie kept laughing “hahah please ryan ahahah its too much ahhahahah” But Ryan kept going, Ryan was also feeling confused as he loved tickling too but knew that this could be heading in a bad direction as he had never tickled Maddie this long before and seeing the girl laughing and flopping around was giving him feelings he hadn’t felt before as he had done this before to other girls in college but never before to his step sister. Maddie had been feeling the same way, she had never been tickled this long before or have been tied up like this and was feeling warm inside and couldn’t understand why but was enjoying it too, but the tickling persisted as she howled “hahahhahahah it tickles”
The two were coming up on nearly 15 minutes, Ryan knew the minimum was 15 so he went for 20 minutes, and cranked up more tickling on poor Maddie, the girl was beside herself now and could feel a rumbling in her as the laughs grew more silent, Ryan kept up his tickling of her side, hips and thighs where she was giving the biggest laughs back. It was at about 20 minutes in that Maddie screamed “I I can’t hold it anymore, hahahah ahhhhahaha” Ryan said “what are you talking about” the girl blurted back “i am ahahhaha going ahhhhh tooo oohhhhh haha ohhhhh i might cum or wet myself ii think hahaha ohhhhhhhhhhhh” and with that she accidentally cummed herself and let out a moan and Ryan stopped the tickling and turned off the camera knowing that he could not go any further before it was starting to feel wrong.
Ryan then undid the restraints and said he was sorry that she had to go through it but really needed to get accepted into the fraternity. Maddie accepted the apology and said “you know it really wasn’t that bad actually, it was kind of fun”. Ryan looked back with a grin on his face as his step sister accepted his tickling and said “ok, so your ok if this happens again?” Maddie replied, “yes now lets get cleaned up and go get Thanksgiving dinner”.
Ryan submitted the video to his fraternity, the members of the frat loved it and he was awarded the open room in the house alongside his friend’s Mike and Cody. Mike and Cody were looking forward to when they too would meet Maddie and she would come visit in the future.
Story 2 - Ryan Moves into the Fraternity House
(Madison or “Maddie” as she was called was a 5ft 4inch tall, slender, caucasian dirty blonde haired girl who had a happy go lucky yet ditzy personality and had just turned 18 and was starting her senior year of high school and was looking to forward to attending college in a year or two after going a local community college. Maddie had an older step brother, about 21 years old and a junior in college named Ryan who was attending college about a 2 hours away. Maddie and Ryan had been step siblings since they were in elementary school. Ryan has a step mother, Lisa who also has blonde hair, is slender at 5ft 6in in height and is about 42 years old.
Ryan had just come home from college for thanksgiving break from his junior year and earlier that semester had joined and was pledging with a fraternity on campus known as Tau Gamma Kappa . Ryan had really wanted to join this fraternity as they were going to have an opening for one of them to live in the fraternity house next year. Ryan had many friends including Mike and Cody who were members of the frat. As a pledge, Ryan had homework and a challenge to accomplish before going back to school and to be accepted fully into the fraternity and be given a room in one of the fraternities’ houses.
The challenge that was given to the pledges was to go home for thanksgiving break, find a person they know, hold them down, then tie them up and tickle them for at least 15 minutes and record it on video and share with the fraternity when they get back. The pledge with the best video would get the house room. If they failed to complete the tasks they were automatically dropped from pledging.
Ryan had gotten home that Tuesday night as his break began on wednesday. Ryan knew who he needed to tickle, none other than his very ticklish younger 18 year old step sister maddie. Over the years growing up Ryan tickled Maddie many times before.
Ryan etched a plan and waited for the right time. It was Thanksgiving day and his family was going to be traveling about an hour away to a relatives house for the holiday. Ryan’s parents were going to leave a couple hours early at 1pm for the family gathering to help cook, so Ryan and Maddie stayed home longer and could leave around 4pm to make it there for dinner and they would drive there together.
At 1pm, Ryan and Maddie’s parents had left and it was just the two kids at home. Ryan knew this was an opportune time to strike and get his pledge challenge completed. Ryan had set up zip ties in his room next to his workout machine while Maddie was getting her outfit together for the holiday celebration.
It was 1:45pm and Ryan was ready to go and his sister Maddie had just finished putting on her outfit for the party wearing a sleeveless dress with a black top half and black and white plaid skirt bottom half with high heel pointed black suede pumps. Maddie had stepped into the basement where Ryan’s room was as he was gathering his supplies next to the bowflex weight machine he had, she asked what he was doing. Ryan turned to her, got up and said “working on a project and completing my fraternity pledge challenge” she replied back “oh what is that” the boy said ``well I’m actually going to need your help, here sit on the bowflex machine.” Maddie sat down. Then Ryan told her “give me your hands” so she did and he pulled them above her head to the weight machine arms and secured them using zip ties. Maddie piped up “hey what are you doing??” she couldn’t move her arms or hands from the machine. Ryan answered “you will see in a minute” He then moved to her feet, tying them up in front of her to the foot rest of the exercise machine. Maddie kept asking, “what is this, let me go”. Ryan finally said, “well Maddie here’s the deal, my fraternity requires me to submit a video of me tickling someone as part of the pledge process, so here we are i am going to tickle you”... Maddie was flushed red, she was always extremely ticklish and Ryan knew that too. She surprisingly replied “ok i understand” as Ryan had tickled her many times before. Maddie had no idea this was going to be worse.
Ryan began by turning on the camera facing her and taking off her black suede pointed pumps and began tickling the bottoms of her soft feet. Maddie instantly started giggling “hehhehehe it tickles Ryan heehheeh” Ryan kept going, more steady and the giggles turned to solid laughs “hahahhaha come on ry it tickles ahahahaha ohhahahah” the girls laughs turned into her flopping around so Ryan moved up to her knees and continued as the girl kept laughing “hahahhaha it tickles it tickles please ahahahha” Ryan was about 5 minutes into what had to be a 15 minute video and knew he needed to take it up a notch so he continued moving upward, tickling her knees, then hips, stomach, thighs and sides. Maddie’s laughs grew louder and louder “hahahahahahaha ryan ahahhhaha i ahahah cant ahahah breathe ahahhah it tickles ahaahahhaa” The girl was squirming around but ryan kept a tight hold.
They were about 10 minutes into the tickling and ryan kept going, now tickling her arm pits, neck, sides and stomach. Maddie was growing tired and both her and her step brother were realizing after all these years they both were into tickling, Maddie kept laughing “hahah please ryan ahahah its too much ahhahahah” But Ryan kept going, Ryan was also feeling confused as he loved tickling too but knew that this could be heading in a bad direction as he had never tickled Maddie this long before and seeing the girl laughing and flopping around was giving him feelings he hadn’t felt before as he had done this before to other girls in college but never before to his step sister. Maddie had been feeling the same way, she had never been tickled this long before or have been tied up like this and was feeling warm inside and couldn’t understand why but was enjoying it too, but the tickling persisted as she howled “hahahhahahah it tickles”
The two were coming up on nearly 15 minutes, Ryan knew the minimum was 15 so he went for 20 minutes, and cranked up more tickling on poor Maddie, the girl was beside herself now and could feel a rumbling in her as the laughs grew more silent, Ryan kept up his tickling of her side, hips and thighs where she was giving the biggest laughs back. It was at about 20 minutes in that Maddie screamed “I I can’t hold it anymore, hahahah ahhhhahaha” Ryan said “what are you talking about” the girl blurted back “i am ahahhaha going ahhhhh tooo oohhhhh haha ohhhhh i might cum or wet myself ii think hahaha ohhhhhhhhhhhh” and with that she accidentally cummed herself and let out a moan and Ryan stopped the tickling and turned off the camera knowing that he could not go any further before it was starting to feel wrong.
Ryan then undid the restraints and said he was sorry that she had to go through it but really needed to get accepted into the fraternity. Maddie accepted the apology and said “you know it really wasn’t that bad actually, it was kind of fun”. Ryan looked back with a grin on his face as his step sister accepted his tickling and said “ok, so your ok if this happens again?” Maddie replied, “yes now lets get cleaned up and go get Thanksgiving dinner”.
Ryan submitted the video to his fraternity, the members of the frat loved it and he was awarded the open room in the house alongside his friend’s Mike and Cody. Mike and Cody were looking forward to when they too would meet Maddie and she would come visit in the future.
Story 2 - Ryan Moves into the Fraternity House
