JD : 01 - My Final Shade of Red (ff/f)

[TamatoaShiny123]

First time contributor - many time reader. I have a babysitter story that may sound stranger than fiction. What makes the story unique is that my sisters were the ones that usually tied the babysitter up, not me. I have two sisters Dana and Samantha (she went by Sam at that time), both younger by a couple of years. When I was around thirteen, my parents would invite a local girl, Janet, to watch us. She probably wasn't so much of a babysitter for me as she was for the two girls. As Dana and Sam were about the same age, they could become quite difficult to handle for me alone (future subject of Canuck's page) and Mom felt that an older girl could do a better job of keeping them under control. They didn't run around tearing up the place, but they were very mischievous when left to the own devices. I would guess that Janet was around sixteen at the time - she had her own car. I was enamored with Janet and she knew it. High school girls are fascinating for guys that are still going through puberty in junior high. Janet loved to flirt and tease me when she could as I think she enjoyed the adoration. One time prior to this story she came over directly from some function at her high school. I remember her showing up at our front door wearing this outfit that drove me crazy. I had learned over the years that one of my turn-ons was a woman wearing boots. This was during the mid-seventies and it was common style for women to wear a shirt or sweater and jeans that were tucked into knee-high boots. That evening Janet had on a black sweater, blue jeans and these tight black leather boots. I thought she looked spectacular. Her boots were cuffed on the top, had a zipper up the inside and about 3 inch heels, and came up to the lower part of her knees. I must have gone "gaga" that night because Janet teased me quite a bit over the years about it. Regardless, she ended up wearing those boots many more times - I think because she knew she could get to me.

The evening in question, she had on that same outfit. It would seem like I would always find something to do near her when she dressed that way. It was a Friday, and my parents were out for the evening and were not expecting to return until at least eleven. Janet had come over around seven. For the first hour or so Dana and Sam had stayed in their room playing Barbies I think. I was watching TV and Janet had made herself comfortable reading a magazine in the room with me. The evening was passing quietly - a little too quietly I think because Janet started getting curious about what the girls were up to. They had been in their room for some time without emerging and I guess Janet decided to check up on them as she got up and headed down the hall toward their room. I glanced up, because I loved to see her walk in those boots, and watched her knock on their door and enter. I went back to watching TV when about five minutes later I hear this partial "Hey!" and some thumping as if somebody was wrestling around. I yelled back to their room.

"What's going on back there?"

"Oh nothing" I heard Sam yell back and then I could hear this muffled cry.

I really didn't think much of it so I went back to watching TV. Not two minutes later I hear their door open and this cry from Sam of "Get her! She's getting away!" I turned to see Janet running down the hallway as fast as she could in those heels toward me with the girls in close pursuit. At first, it looked like she was holding her hands behind her back. When she had closed to within fifteen feet, her brown curly hair moved away from her face and I could see this really tight white gag over her mouth. She let out a "mmmm, mmrmmrrrfff" as she tried to maneuver herself so I was between her and the girls. I could see then that her hands were tied together. She plopped her self down on the sofa and leaned behind me as Sam and Dana ran up.

"Mmmmpfg, mmmphfhf"

"What are you two doing to Janet" I said trying not to stare at her too intently.

"It's none of your business," Dana retorted.

"I think Janet wants it to be my business," trying to be the knight in shining armor.

I looked at Janet and she gave me a big nod and a "mmmgpgh" in response.

Dana turned to her sister and said slyly, "Do we have any more rope?"

I knew a threat when I heard one and coming from these two this was definitely a threat they could make good on. I had been on the receiving end before and I knew that the two of them were more than capable of overpowering me. I quickly thought over the various scenarios and, although I wouldn't mind being tied up with Janet, it might be more fun to just watch.

"Alright. I've got an idea. I won't bother you, but you have to mess around out here in the den where I can keep an eye on you."

I could quickly tell that I hadn't scored any points with Janet as she flashed this look of terror in her eyes and added a few more "mmmppphhh"s.

"JD wants to watch. JD wants to watch." Dana quickly began to sing which turned my face into numerous shades of crimson. My sisters had previously caught me intensely watching a movie where a damsel is tied up, gagged and struggling nicely. It may have been "The Incredible Two-Headed Transplant" but I have not viewed it since so I would not know. Since that time my sisters were confident that I enjoyed the sight of a bound and gagged beauty. So much for secrets. Now Janet was in the loop. She looked up and gave me that teasing glare as if I know something else about you now. I tried to act unperturbed.

"We'll bring her back out when we're done and then you can watch her" Sam decided and her and Dana grabbed Janet by the arms and pulled her up off the sofa. Janet looked so helpless and she was marched down the hall back into the girls' room. Their door closed.

I sat on the sofa for not more than a minute or so before my curiosity got the better of me. I ran down to their room and knocked on the door.

"Secret password?"

"C'mon you two, let me in."

"Why?"

"I want to make sure you're not hurting her."

"Sure you do. You just want to watch."

Overcoming my growing embarrassment I lashed out with my mightiest weapon. "I'll tell Mom if you don't." The door quickly opened.

Glancing around the room, I could see my helpless babysitter sitting on Dana's bed. The girls had been adding to their masterpiece. Janet's ankles were tied together, another rope had been wrapped tightly around her body, and she had been blindfolded.

"What have you two done to her?"

Janet moved her head around as if searching for the source of my voice.

"She was teasing us and we decided to get her back." Dana added obviously setting up a defense if needed later for Mom.

"I'm letting her go!" This brought a series of "mmmpph"s and struggles from Janet on the bed. I could tell that the girls had done a thorough job, as she was not making any headway towards getting loose.

"Dana?" Sam said in a soft teasing voice as she dangled some rope and looked at her sister and then looked at me.

"I'll tell Mom."

"Fine, you sore loser." Dana said. Looking at Sam, "Let's let the little lovebirds be together." She and Sam giggled and left me alone in the room with Janet. Now, you are probably thinking the exact same thing I was. "Why do you want to untie this damsel in distress?" I was fighting that urge with the urge to be the hero to the girl I adored. I also realized that if I didn't do something, Janet was really going to figure out that I was enjoying this. However, that didn't mean that I had to untie her quickly.

I sauntered over to where she sat and started working on the ropes, starting at her ankles of course. The girls had used nylon rope that my Dad had out in the garage and it wasn't that easy for me to release. As I worked on the rope around her ankles I admired the high leather boots she was wearing - remember she was still blindfolded. After some time delaying "problems" with the rope, I was finally able to release her ankles.

Thinking quickly, I decided to tackle the rope around he body next. It was tight, but they had not done a good job of tying it off so it was easy to release. Janet took a deep breath as I removed the rope - the girls had tied it so snugly that the lungs in her slender body had been squeezed.

Decision time. Do you untie the wrists and let her remove her own gag and blindfold? Ha ha! That's a funny one. I went for the blindfold first. It came off relatively easily and then I was staring face to face with my tightly gagged babysitter. I could tell that there was sense of relief in her eyes, but she knew she was still very helpless and unable to speak. Finally, I worked my way to the knot in the long white handkerchief in the nape of her neck. The girls had really put a tight gag on Janet. Not only did her cheeks bulge out from over the top of the gag, but the knot was difficult to loosen. I "struggled" with the knot, glancing back at her face occasionally to enjoy the view. Finally I managed to loosen the knot and pull the white cloth from her lips. To my surprise, Janet opened her mouth and pushed out another handkerchief that had been stuffed in there.

"Whew! What a relief! I thought I would never get free."

She continued to talk as I worked the ropes loose from around her wrists.

"Those two are going to have to pay!" My heart leaped. I was afraid at this point that the girls had driven off Janet from babysitting again. It was nice to hear feistiness in her voice.

"Maybe not tonight, but those two are going to pay."

"You want some help?" I asked, imaging the fun this might be.

"Are you crazy? You think I could do it by myself?"

"You just tell me when" I said eagerly. Perhaps a little too eagerly because it seemed to change the subject.

"Were they kidding when they said you liked watching me like that?"

I turned bright red. My damsel is turning on me I thought. Any inclination to bolt for the door was smothered by the instant realization that it would only make me look worse.

Mr. Cool replied, "I liked rescuing you."

"That's not what they told me. When they brought me back into the room and were tying my feet they said you liked to watch women when they were tied up."

I seethed in fury. I was going to get those two if it was the last thing I did.

"You're okay JD," Janet said realizing my discomfort. "You did come and rescue me even though you seemed to take your time untying me."

I think I may have turned even redder except that I found out shortly that there were still a couple of shades to go.

"Why did you take so long to remove that handkerchief from my mouth? What is it called?" she looked at me inquiringly.

"I think it's called a gag." I said innocently.

"Well, why did you leave me gagged so long? You sure worked on it awhile."

Another shade of red.

She could read me like a book. "You like the way I look gagged, don't you?"

Yet another shade.

I think she realized my discomfort as she grabbed me by the head and applied a quick "nugee" saying "You beast!" kiddingly.

"Don't worry, your secret is safe with me," she said getting up to leave. "Just think, all that and I was wearing boots too."

She winked and strutted out the door.

My final shade of red.

The end

[Roboticrobin20]

Amazing story! Can't wait for more.

[Canuck100]

You'll find JD other stories here:

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JD's stories

• 01 - My Final Shade of Red (ff/f)
• 02 - Janet’s Revenge (mf/ff, ff/mf)
• 03 - Sometimes the Boys Get It (f+/m)
• 04 - JD's Revenge (m/ff)