Ryan, Debbie and Debbie's Pantyhose Vol 2 F/M

[COOChob]

If you need a background for this story, please see my previous post. It is titled, Ryan, Debbie and Debbie’s Pantyhose. Ryan couldn’t remember how many times Debbie tied him up, but he does remember some instances vividly, especially the 1st two times. Here is the 2nd.
The day after Debbie tied up Ryan for the 1st time, things were back to normal as if it never happened. Debbie’s younger daughter (Abby) was still at her Dad’s until Sunday mid-day and Ryan was hoping he would “get in trouble” but it never happened. He even went as far as beating off several times in his room with the door open and walked around in his underwear hoping to instigate a roping, but Debbie didn’t seem to care. He was disappointed thinking it was a one-time thing. Ryan heard Abby come home a little before noon and it wasn’t long before Debbie popped in Ryans Room and asked him to go get some lunch with them. After they ate lunch, Debbie told Ryan they were going to go shopping. He was pissed because he didn’t want to go clothes shopping with two ladies on a Sunday afternoon, but Debbie gave him a serious look and he decided to back down. He didn’t know what the look meant, for all he knew, Debbie had rope with her, or he could tell Abby he likes getting tied up.
There was a shopping center in our town that had several women’s stores, there was also a Coast-to-Coast Hardware Store. When they arrived at the shopping plaza, Debbie said she wanted to go into Coast-to-Coast 1st. Debbie wasn’t the kind of person to go into a hardware store, so Ryan immediately started sweating, he knew she was buying rope and he couldn’t believe she was doing it front of Abby. Sure, enough when they got inside, she asked the salesman where the rope was, and he took her over. She asked the salesman to cut off two 8-foot pieces and two 10-foot pieces, he rolled it out and cut in then placed it in a bag and labeled it. Abby kept asking Debbie why she was buying rope and Debbie didn’t answer her, she just stood there watching the guy cut it with what Ryan described as a smile of satisfaction. It was killing Ryan because she asked for specific lengths and quantities, she knew what she was going to do to him and had been planning.

Ryan was embarrassed and very nervous at this point, Abby was a couple of years behind us in school, was very mouthy and Ryan couldn’t afford for people to find out that he loved getting tied up by a 40-year-old woman. He was so turned on and embarrassed, he was wishing Debbie had done this to him the day before when Abby was at her Dad’s. He was going to have to either wait two weeks to get tied up again or risk being seen by Abby. They continued their shopping and I guess Ryan followed them around like a puppy dog the rest of the day.
A few days went by, and Ryan wanted to get tied up so bad he couldn’t take it. Debbie went into work at noon on Thursdays. She worked for her sister who had a high-end women’s clothing store, so she wore skirts, pantyhose and high heels to work. Ryan knew this, so he told his 2nd hour teacher he was sick, he tried to time it where Debbie would be dressed for work but would still have time to tie him up and Abby was at school, so he didn’t have to worry about that.

When he got to the house, Debbie was still getting ready for work. He told her he had to grab something for school so he could buy some time while she finished getting ready. Debbie bought some pantyhose when they were out shopping, and Ryan had stolen a pair box and all when they got back. He figured Debbie knew they were missing, but she hadn’t said anything. He figured next time Debbie walked past his room she would be ready for work, so he got the box with the pantyhose out, stripped naked and started playing with his cock right next to his bedroom door that was wide open. He said he barely stroked his cock and didn’t look at the legs on the pantyhose box because he was getting so turned on, he was afraid he would premature ejaculate.

A few minutes later Debbie walked by and didn’t even acknowledge him, he said there was no way she didn’t see him. He was dejected and confused, he thought Debbie had to be in the right mood. He put his underwear back on and went out into the living room. Debbie was holding her purse as she asked him what he was getting at home, he told her that he didn’t have to get anything he just didn’t want to be at school and left unexcused, this was another attempt to get punished. Ryan had no idea, but Debbie was getting her purse because she had been keeping the rope in it for some reason and was going to tie him up for jerking off, but now she had an even better reason. Debbie got an angry look on her face, grabbed his wrist like he was a little kid, turned him around and started spanking his ass while reading him the riot act about being a bad kid. He said his dick was so hard that it had pushed through the side of his bikini underwear and was sticking out. When Debbie noticed his hard cock, she said look how pathetic you are, I can’t believe this is making your little cock hard. I’m going to have to make sure you can’t touch it and she ordered him to put his hands behind his back, which he did. As she was tying his hands, she was taunting him, telling him how easy he puts his hands behind his back, how she’s going to tell everyone that she has to tie his hands behind his back because it’s the only way to keep him from playing with it, she’s going to tell everyone how hard his cock gets when she ties him up etc. etc. When she finished tying his hands, she got another rope out of her purse and led him over to a column that was in the foyer of the house. She pushed his back up against it and started wrapping rope around his waist, he said the ends of the rope kept lapping over his cock and as she kept wrapping it the rope was sliding over his cock, he thought he was going to lose it then but was able to hang on.

Once she was finished tying him to the column, she went back into her room. Ryan was nervous, he was in the front entryway of the house, their house had a giant picture window in the front and one in the back. You probably couldn’t see inside because it was sunny out, but if someone came up to the window or came to their door, he was right there tied to a pole with a raging boner sticking out of the side of his underwear. When Debbie came back out of the bedroom, she had a pair of high heel shoes. The only time Debbie let anyone wear shoes in the house is if they were brand new. When Debbie and Abby would get new shows, especially high heels, they would wear them around the house to break them in. Ryan said Debbie was wearing a light blue short, pleated dress that went down mid-thigh, it was one piece (Debbie was big on short one piece dresses, I don’t ever remember her wearing a skirt with a different shirt, it was always a one piece) with tan pantyhose and the shoes she had were tan open toe and had straps that wrapped around her ankles. He said he never saw her wear shoes like that before, but she put them on while he watched, he loved the way it looked when she tied the straps around her ankles. She walked over by him and asked him if he liked them and was putting on a little show with them. Of course he told her he did, so she walked over by the coffee table and pretended to be cleaning it off, at one point she got down on her knees and put some magazines on the bottom shelf.

When she finished pretending to clean, she went back over to Ryan and untied the rope around his waste. She was standing in front while she did it and his cock was rubbing up against her dress. He said the sensation was incredible and he still doesn’t know how he didn’t blow a load all over her, he said he was losing his breath and was having trouble standing. When she finished untying him, there was a pre-cum mess all over the dress. She got serious and scolded him for it and then gently smacked his cock a couple of times. She took him by the arm and walked him into her bedroom, she told him he was going to be in trouble but she need to figure out what she was going to wear 1st. He stood there while she went through her closet. He said at one point he imagined just walking up to her hanging clothes so he could rub his dick and cum all over them, but he stood watching her look through her closet. She pulled out 2 dresses and what he described as a one-piece pajama which she eventually decided she would wear. He thought that was weird because it wasn’t appropriate for Becky’s store, they had a higher end clientele. To Ryans surprise, Debbie took her soiled dress off but kept the high heel shoes on. For a moment she was standing in front of him in a bra, tan pantyhose with no panties and tan strappy high heels. She turned away from him to put on her skirt, he said he was in heaven with the sight of Debbie legs and ass with the pantyhose and high heels. She put the dress back on, walked over to Ryan, squatted down in front of him and pulled his underwear to the ground and made him step out. She stood back up, leaned into by his ear and told him she was going to keep his hands tied up behind his back and take him into work with her. He said she pushed her thigh into his cock where it was pressed up against the side of her pantyhose thigh. She told him that she already told the girls she works with that he jacks off on her pantyhose and has to get his little cock tied up for punishment.

He couldn’t take anymore; he said the 1st couple of shots came out with such force that you could hear them hitting Debbie’s dresser drawers. As he was Cumming she was laughing and it was making him cum harder as she was letting him dry hump her leg. Once he was finished, Debbie got out of character and untied his hands. She asked him to go get some carpet cleaner and a brush to get the cum out. When he came back, he cleaned the floor naked sneaking peaks of Debbie putting on the actual dress she was going to wear to work. (she put the pajama dress on because she knew he would cum on it). He was hoping there would be more after he finished cleaning the floor, but Debbie wanted to make sure she was at work early. For the 1st time, Debbie acknowledged their play time and told him that Abby was going to stay the night at one of her friends on Saturday, he could “be a bad boy again Saturday night if he wanted.” Ryan hung out at the house for while until Debbie left, he said beat off 3 or 4 times before noon thinking about what it would be like for Debbie to strip him naked and tie him up in front of the girls that worked for his Aunt. (They were all hot and mid 20s to mid 30s, one of them reminded me of Barbara Mandrel’s blond sister when she was young)

He only told me in detail about 4 or 5 times that Debbie tied him up, there is one for sure that was hot enough to post where he pretended to attempt to tie up Debbie only to secede control, I will make it Vol 3. I hope you enjoyed.

[dogrednuht123]

Unbelievably hot. Thanks for sharing. Can't wait for more of these stories.

[Tie_me_up91]

This is the step-mom we all wish we had!

[TightsBound]

Ah the power of pantyhose and bondage. I’ve really enjoyed reading these and can’t wait for vol 3. Thanks for sharing!

[boundfunrp]

Such a hot story!