Heather’s Dilemma Chapter 2


Introduction:
I wasn’t planning on any updates to this story, but do to the overwhelming messages and emails I decided to write two more chapters. Thanks to all and to those who helped me find the original story.

Heather’s Dilemma

Chapter 2

One Month Ago

Amanda had finished putting the final touches on her slave Heather’s bondage when she heard her doorbell ring. The 39 year old neighbor lay nude on a leather covered table. Her wrists were buckled together in leather cuffs and pulled up behind her head and attached to cable stretched down from the ceiling. Heather’s ankles were similarly bound and attached to the same cable. The cable was wrenched up pulling both Heather’s arms and legs upwards forcing her body into a bow. Only her lower abdomen rested on the table top. 

Nipple clamps were attached to her breasts and heavy weights attached to thin chains dangling from the nipple clamps pulled her breasts downward. To add to the torment, thin straps had been buckled around the base of her breasts causing them to swell, turn red and become overly sensitive. Any movement by Heather caused the weights to swing pulling and torturing her nubs. Amanda was having fun lifting the weights one at a time and then letting them drop,  eliciting screams from Heather’s gagged mouth. 

Non-movement was a non issue as Amanda had mounted a large headed Hitachi vibrating wand at the opening of her sex by tapping to her left thigh.  Set on medium-low, the wand excited her, caused her juices to flow,  but did not vibrate hard enough for her to cum.  Heather’s body quivered and shook. She tried to hump the Hitachi, but her bonds only allowed her very little movement. The movement that she was able to do caused her breasts to wiggle transferring the motion to the swinging weights pulling on her nipples. Pain was her pleasure, while the unreachable orgasm was her torment. 

Heather would also scream in frustration but Amanda denied her even that by securing a large ball gag deeply in her mouth. Drool ran out the sides and down her chin while her pussy leaked her juices. 

The whole scene was video taped. 

“Now who could that be? I guess I better go find out. I’ll be back as soon as I can. Why don’t you relax and enjoy yourself while I’m gone. ” Amanda said as she left the back room and closed the heavy door behind her. 

The door bell rang a second time and Amanda called out, “I’m coming. ” Reaching the door she looked out the window on the side and saw that it was Heather’s teenage daughter Melissa. Heather opened the front door, “Melissa! ” Stepped forward and gave her one of those fake girl friend hugs. 

“Hi, Mrs Ballard, sorry to bother you,  but have you seen…”

“Oh please, Mrs Ballard makes me seem so old, please call me Amanda, and come on in. ” Amanda said, turning and walking into her living room leaving the teen standing at the door. 

Melissa, not really knowing what to do, followed her into the house closing the door behind her as she scrambled to catch up. “Really, I was just looking for my mom. ” 

“Have a seat on the couch, I’ll be right there. ” Amanda answered ignoring her question as if she didn’t hear it. 

Melissa  sat  down on the couch and waiting for Amanda to turn her attention back to her.  She watched as Amanda poured something at the bar in the living room. She turned and moved towards the couch with two wine glasses in her hands. Walking over to the couch she  sat  down next to Melissa and handed her one of the glasses. 

“I don’t think I should drink, my mom might find out. “

“Relax, I won’t tell if you don’t. Besides, you wouldn’t want to insult your host, now do you? “

“I guess not. ” Melissa said as she took a sip of wine. 

“Now what can I do for you, sweetie? “

“I was wondering if my mom was over here. She’s not home, but her car is in the driveway. “

“She was having problems with her car so she borrowed mine to run some errands.” Amanda lied. “So, it’s been awhile since you’ve been by. Tell me what’s been going on in the life of a teenage cheerleader? “

“Nothing much. “

“Oh come on now. Any boyfriends to speak of? “

“Well there was one. His name was Tommy, but he quickly turned into a jerk.”

“Now you have my interest, you must tell me everything. “

Melissa took another sip of her wine and began opening up to Amanda. She found her easy to talk to, talking about stuff she really couldn’t tell her own mom. 

Forty minutes later and two glasses of wine the small talk seemed to fade. Amanda was fixing the girl a third glass of wine and suggested she find something on the TV for them to watch. Melissa not knowing her wine had been drugged with an Ecstasy was relaxed and picking up the remote flipped on the television. Immediately, the large flat screen TV powered up with a porno movie playing. 

Melissa’s eyes widened as she saw a girl sucking on a man’s very large cock. 

“Oh, my, I forgot I had that in. I was watching it last night. Being older and all by myself, well you know what I mean. …”

Melissa could not take her eyes off of the screen. The girls head bobbed up and down talking his whole cock into and out of her mouth as she sucked him. 

Amanda placed her left arm around Melissa’s shoulders and began fiddling with her ear lobe. Melissa  sat  back liking how it felt. 

“Tell me, is Tommy’s cock that large? “

“Oh god no. It’s about half that size….How big is that anyways? “

“Looks to be about ten inches. ” Amanda said and placed her right hand on Melissa’s upper thigh stroking it with her finger tips. “Have you ever taken a cock that large? “

“No. “

“Would you like to? Have a cock like that pumping in and out of you hard and fast? Just close your eyes and picture it moving in and out of your body. It’s thickness filling you as it slid deep inside of you. Your tight teen pussy gripping it. Feeling every vein, ridge and bump as it slowly moved back only to be thrust back into you. “

Amanda watched her close her eyes and watched her use her own left hand to reach down under her skirt. Amanda pushed her hand out of the way and cupped her sex with her own hand while turning Melissa’s head towards her and softly kissed her on the lips. Melissa moaned softly and kissed Amanda back not realizing  she was under the influence of the drug. 

“Wow, you are wet. ” Amanda whispered as she pushed aside her panties and began fingering her young pussy. Melissa moaned deeply. She tried to get her own hands into her panties and Amanda redirected them to her own pants. She unbuckled them and opening them up and felt the teen reaching inside of her panties seeking out her pussy. 

After several minutes of heavy petting, Amanda stood up and taking Melissa by the hand started leading her towards the bed room. 

“Where are we going? “

“In here where we can be more comfortable with toys and where the cameras are located. “

“Cameras? “

“Yes silly. Don’t you want to see yourself on TV? Like in your own porno movie? “

Melissa just giggled and followed the older woman into the room. She saw the large king size four poster bed and headed right to it jumping onto it. Amanda picked up a remote switching on the three video cameras watching the bed and the bedroom TV 

Melissa saw herself up on the flat screen TV and giggled. “Oh wow!” She said and got up on her knees on the bed and began to take off her blouse in a strip tear tease kind of way while watching herself on the screen. 

Amanda joined her on the bed behind her and began to softly kiss her along the side of her neck. Her hands moved to remove her bra and then she cupped the teenager’s bare breasts, softly kneading them and playfully pulling on her nipples. Her firm breasts needed no bra to hold them up. 

Amanda’s hands moved down the trends body and unbuttoned her played skirt and pulled it off of Melissa who laid back on the bed. “Have you ever tried bondage? “

“What’s that? “

“Well did Tommy ever tie you up while having sex. “

“No, but once he pinned my hands behind my back as we made out. “

“How did that make you feel? “

“Umm, helpless. But I kinda liked it. “

“Did it turn you on? “She asked in between sucking on Melissa’s nipples. 

“Yes. ” She softly moaned remembering when he did it to her. How it made her feel. 

Amanda stood up and walked over to her armoire, opening it. Melissa spied all the bondage paraphernalia. “Wow, that’s a lot of stuff. ” She said as Amanda turned to her and said, “Give me your hand. ” Melissa lifted her right hand and watched as Amanda buckled a fur lined leather cuff around her slender wrist and locked it on with a miniature pad lock. 

“Will this hurt. “

“No, not at all.” Amanda lied. “I plan on making you feel wonderful. ” She continued to talk as she repeated the action with her left wrist. She then pushed Melissa back down on her back and lifting her arms above her head locked them together and then to a chain at the head of the bed. 

“How do you feel? ” 

“Trapped. “

“Do you like it?” She asked as she kissed her way downwards along her belly?”

“Yes.” She whimpered as Amanda’s mouth found the soft petals of her pussy and began slowly eating her out. “

“Oh god! ” Melissa moaned as Amanda’s tongue found the girls clit and slowly swirled around it. 

“Do you want to cum? “

“Yes.”

“Do you? “

“Oh god yes. “

“Tell me?”

“What? “

“Tell me you want to cum. “

“I want to cum. “

“Not good enough. ” Amanda said as she continued to lick her pussy tasting the sweet nectarine. “Beg me. “

Melissa pulled on the chain holding her arms fast above her head. “Please, please make me cum. “

“Mistress. Call me Mistress.”

“Mistress. “

“From now on you will always refer to me as Mistress! Understand? “

“Yes, Mistress. “

“Now, what do you want? Why do you need? “

“To cum. Please make me cum Mistress. “

“Again. Beg me! “

“Mistress, please make me cum. Pleaseeee! Please Mistress. “

Amanda stood up of of the bed and removed her clothes. Melissa watched as she took up a large strap on dildo and pushed one end into her own pussy and buckled the straps around her hips to help hold it in place. Melissa moaned, looking at the size and girth of the monster cock. It had deep ridges all around.  Amanda took two pillows and moved them under Melissa’s ass  lifting her hips higher and crawled in between her legs positioning the head of the dildo at the opening of her pussy. 

“Ready? ” She asked, but before Melissa was able to answer, Amanda thrust forward burying the dildo painfully into Melissa’s sex. 

Melissa cried out, a mixture of pain and pleasure as the monster pushed deep into her spreading her canal wide. Filling her ass never before. Then she felt all of the ridges of the cock as Amanda slowly pulled backwards until just the head of the cock held her open before slamming forward again. Stuffing her pussy full while the head of the dildo struck her cervix painfully. 

Over and over Amanda repeated the action pumping the teenager’s sex over and over again. Soon the pain gave way to the pleasure of being fucked as Melissa lifted her hips upwards with each thrust forward of the dildo. Marrying the pain with the pleasure until the pleasure won out and Melissa exploded with the most powerful orgasm she’s ever had. A full minute of pleasure a washed over Melissa before she finally relaxed and Amanda pulled the dildo out of her now dripping sex box. 

Removing the strap on, Amanda picked up a leather crop and climbed back onto the bed above Melissa’s head facing her body. “My turn. ” Was all she said and lowered her hips so her wet pussy landed on Melissa’s mouth. “Get to work! ” She ordered and slapped Melissa on the inner thigh with the crop. 

The crop stung and Melissa reached out with her tongue slipping it into Amanda’s cunt. She had never tasted another woman before, but quickly learned how to please Amanda as she expertly used the crop on her legs, thighs and bare pussy. Ordering her to keep her legs spread as she whipped the teenager’s pussy red with the crop and instructing her how to eat her out until she came. Not once, not twice but five times. The last time as Melissa tongued her bung hole. Tears flowed from the teenager’s eyes as she did so from both the whipping on her pussy and the humiliation of having to shove her tongue into the older woman’s ass hole. 

Afterwards, Amanda set a Hitachi wand against Melissa’s pussy taping it to her thigh and setting it on high after locking cuffs on Melissa’s ankles and securing her legs wide apart with a three foot spreader bar. She forced a penis gag into Melissa’s mouth buckling it tight around her head while stating she was probable used to having a cock in her mouth from sucking of the entire high school football team like the slut she was. She then got up and left the room thinking; ‘Like mother, like daughter. ‘

                                  *****************

After a nice hot shower Amanda changed into one of her dominatrix outfits. Thigh high leather boots with 4″ heals. A leather mini-mini skirt which barely covered her small bum. A cup-less bra which showed her entire breasts. 

She then went to her back room play room where she left Heather almost 2 1/2 hours ago. Pulling up a stool in front of Heather, she unbuckled the ball gag and pulled it from her mouth. It came out with a ‘pop’ and a large amount of drool followed. 

As soon as she could free her jaw from its stiff position she began to beg Amanda to let her cum. 

“Tell you what bitch! I’ll let you cum, but you have to make me cum and you can not cum before I do. Understand bitch? ” She said as she playfully slapped each of Heather’s breasts several times each making the weighs swing.

“Yes Mistress! “

“I’m warning you, if you cum before I do, I’ll leave you in this position all night with the wand on high and another vibrator shoved up your ass!”

“Yes Mistress! ” Heather answered. 

Amanda pushed her stool up against the table Heather was bound atop and spread her legs. Heather lowered her head burying her face into Amanda’s crotch and began to get busy with her tongue. Amanda used the remote to turn the Hitachi up to high. Heather jumped in her bonds and then doubled her efforts. Amanda had always been a highly sexual being and could experience multiple orgasms in a day without bother. So it didn’t take long for her to cum. Seconds after she came, so did Heather, exploding in her own blissful orgasm. Afterwards, Amanda released Heather from her bonds and after properly thanking her Mistress for allowing her to have an orgasm, got dressed and went home.

****************

Amanda reentered the room where Melissa was bound. While Amanda was busy with Melissa’s mom, unbeknownst to her, Melissa had multiple orgasms and was in the throes of yet another. 

Armada pulled the rubber penis gag from her mouth. 

“Ugh, please, no more. …” She begged as the Hitachi continued to vibrate on high against her pussy slowly bring her up towards yet another climax. No matter how she tried to move her bound legs, she could not get away from the Hitachi pressed against her pussy. 

“I can’t take it any more. Please make it stop Mistress. “

“You’re not enjoying the orgasms I’m giving you? Are you an ungrateful little slut? “

“No Mistress. I mean, I’m enjoying them Mistress but they’re being to be painful Mistress. “

Amanda reached down and turned the vibrator off. Melissa’s body relaxed on the bed. “Thank you, Mistress. “

Amanda traced her finger up and down along the teenager’s body. “You’re welcome. Did you enjoy your little experience in bondage? “

“Yes Mistress. I’ve never experienced anything like it before. “

“Now are you ready to please me? “

“Yes, Mistress. What would you like me to do? “

Amanda unbound the teen and had her put on a strap on dildo, though not as large as the one she used earlier on Melissa. Melissa then climbed on top of Amanda and fucked her until both of them came. Afterwards, Melissa got dressed and went home exhausted, but quite satisfied. 

Amanda went to sleep herself knowing in a few days she’d show the teenager the videos, edited of course. Telling her she will release them to her mother, her school and friends if she become her slave. Her sex slut. 

Even so, neither Melissa nor her mother Heather knew that Amanda continually sold the session tapes on the black Web. 


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