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Author's Note: Though the scene does not focus on the transsexual part, I felt it best to be honest and disclose that part as this is a fantasy of mine and most of it was enacted one day not too long ago.
Amber listened as the footfalls indicated her 'date' had gone back upstairs. His last words sent shivers down her spine, "When I return, you will be calling me Master and submitting to me totally." Her only means of communicating were grunts, tears and body language as she tried to plead to him as he departed.
Amber cried to herself trying not to notice the growing discomfort from her body. She tried to listen for his return, but she kept beating herself up for not being more careful. She did not know what to expect anymore, so much has gone wrong so quickly. Could this be even real?
Ambers mind kept beating her self up over and over, "why did I not see this coming? How could I have miss judge John? What is my real Master going to say? I was only following orders and trying to find some strange cock to serve, since we are so far apart and my visits are limited. Why me?"
Her heart racing as the intensity of sensations and pain mounted. Time was all but forgotten. Her nipples seem to scream from numbness to throbbing pain, from the clover clamps attached to them along with a weight dangling from the chain connecting them. Her thighs and back strained as she was kneeling, arms and ankles in cuffs around a pole. She tried to hold her posture and not slump more as she had no idea when this lunatic was returning.
Having met John over the internet from one of her many profile listings. He seemed like a wonderful guy. Yes, they had discussed BDSM and such and well, most importantly, her status as a transsexual. She did not tell John everything, for Amber does not disclose too much to strangers. In the past, no one has gotten past the three week or one date curse. Far be it for her to think about disclosing that fact she has a Master and wears a chastity, to someone that probably would never meet much less ask out on a date. That trend was shattered this evening.
It seems a great opportunity. The last email was, "Got plans this evening? I am free, want to come by my place or a date." Amber was not naïve enough to know, 'date', meant blow job. She was all eager for the 'date' as she felt she was doing her Master's bidding. She had written her Master saying that she was close to an assignation, there code word for a sex date. Amber knew her rules, blow jobs great, anal sex only with condom, BDSM not so much unless it was a great opportunity. She was to be a slut and serve others. BDSM was the realm of Master's.
She had left from work and drove to the address in the email. It was a decent part of town. It looked middle class and upstanding. Not an apartment or duplex, but a house and in this part of town, it seemed safe. She parked in the open garage as told and closed it. She smiled as she moved to the door to the kitchen and entered. In Amber's experience, these types of guys usually wanted their kinky sex blow job with the danger of a transsexual and she would never hear from them again. That was the way it was supposed to go.
He was nicely dressed from work she imagined and greeted her and they made some small talk before he said he wanted to show her his game room down stairs as it would be more appropriate. Amber consented, eager to get the date going and to get the blow job started. "Hope there is a bar as I need a drink," Amber thought to herself as his energy seems nervous in an aggressive way. "Well at least I think he thinks I am hot from the way he acts." Amber continued as she felt his hands on her butt guiding her down the steps to the basement. There was a little hall with three doors and they entered one.
Amber froze a bit as she stepped into the room and the low lights came on her attention increased, "This is not a game room with a pool table and bar. This is a dungeon play room!" Amber froze as the hand pushed her forward.
"Thought you might enjoy the ambience more as you indicated you have had a bit of experience in BDSM," John said to break the heavy silence. "I would say it is not a bad set up. I know you stated you are not to do BDSM on the first date."
"Yes that is correct," Amber replied trying to get herself reasserted. "I ahhh..."
"Well it will help if you indulge me just a little this evening to get into the mood for what will certainly be a wonderful blow job from you ." John interrupted and indicated for Amber to follow him to the middle of the room.
"Okay," Amber replied thinking, 'what the heck it is not like we are going to do a full scene. Some quick cuffs a blow job and I am home to write my report. Master may love this one.'
Amber consented to the cuffs to her wrist and they pushed around the pole. Johns pleading about the ball gag to "entice him more and get him ready" was agreed to reluctantly by Amber. The 2.5 inch semi soft ball gag went into place and was secured tightly. The sudden feel of legs irons going about her ankles came as a shock. Amber tried to kick and could not; they were about the pole as well. She started to scream over the gag to get John's attention to say, 'no.' All Amber felt was his weight and strength pushing her from behind and down to force her to kneel. She could not resist and knelt.
"Will you call me Master and obey me Amber?" John came around spoke to her face; she could feel his breath with each word.
Amber screams at John as best she could behind the gag. The cuffs and chains, hobbling her controlled her thrashing. Her struggles made a loud noise as the chain rubbed along the pole. She then felt a rope go around her below the breast and pull her closer to the pole to slow her thrashes down. She struggled as the strange neck brace pushed her head into an upright and focused position. She felt fingers fumbling opening her blouse and pulling her breast from the cups of the bra.
"You did say they are real," John taunted and pinched both nipples hard and pulled them. Amber's scream and struggle confirmed the statement, "Well, that certainly proves it. Now again slut, will you submit to me?"
Amber screamed and tries to shake her head, no. It was of no use. Her pleads, sobs, cries and struggles were of no use to John's determined plan. Amber saw the clover clamps with the large weighted ball between them dangle before her controlled head and eyes. Her eyes grew wide in fear as they were attached to her thick protruding brown nipples.
"I have some business to conduct now," John talked to her softly, "I will let you think things over for now. "When I return, you will be calling me Master and submitting to me totally."
Between her sobs and heavy breathing over the thick ball gag in her mouth, Amber could not help but feel the intense sensations grow and become painful. Even her neck hurt from the neck brace on her. Her legs have grown numb from kneeling. Amber knew she could not hold on much longer to her sanity. She tried all of her mediation and mind games she knew from past experiences with pain in intense BDSM sessions. Somehow this pain was vastly different from the pain play with her Master. Master she trusted and knew her body language. With this guy, who knows?
Amber's misery quickly intensified when she hear the door and the unmistakable sound of feet descending the stairs to the basement. Her mind could only think to relieve her pain. Her mind raced between the numerous scenarios and none seemed good out comes. Near panic ensued as the air from the door announced John's arrival.
"Well, this is better. Looks like sissy has learned her place," John stated as he came into her blurry vision. John removed the ball gag from her mouth. He continued, "Now will you call me Master and submit to me?"
"Yes Sssir, I mean Yes Master," Amber huffed out in a gasp of pain coated words.
"Wonderful, then, I see you have learned your lesson for the evening," John continued. He knelt before Amber and slowly removed the nipple clamps. "Breath, Breath deep," he ordered as he watched her reactions.
Amber lips and chin trembled in the pain as the blood rushed back to her nipples causing intense pain. Her pants and breaths were short and labored. Her eyes clouded with tears as she tries to gain her mind and control of her comportment. Her short thrashes indicated that the pain had been as intense as it was meant to be.
"I would have guessed a girl of your condition and stature would have been a bit tougher to break," John continued to kneel and watch her. "But just in case," John uttered as he stood up push on her head to help himself. Amber barely saw his movement and then he went behind her. The next thing she felt was something metal on her lips.
"Open your mouth girl!" John stated firmly. Amber complied and a metal object was pulled into her mouth deeply. She felt her long red hair caught in the straps as it fastened tightly about her head. Amber nearly burst into tears as the thing hurt. She felt the resistance as her mouth was wrenched up wide against her will.
"This is for insurance and to show you your place. You are a strong girl and I am not taking any chances of you biting my cock." John stated in an even and level tone belaying his experience... "Yes, I know you came here willing to do that, but as you can feel, circumstances have changed for you. Now for the fun."
Suddenly Amber saw a hunting knife flash before her eyes. She felt the skirt she had worn from work being knotted in his hands. She could not look down or move her head to see as the knife sliced the skirt up to her belly and John jerked hard to remove it.
"You look so nice and business like coming from work and I appreciate it," John stated as he showed her the skirt and tossed it aside. "Nice stockings and garter belt, an old fashion girl I see." Amber tried to close her legs to hide her crotch as John grunted in amusement at her actions.
He saw the attached chastity and smiled. He moved over to a closet and Amber tried to look and saw a thick cutting tool come at her and then down to her crotch. She squealed as the tiny lock to her chastity was cut off. "Oh god, Master is going to kill me," she thought. She felt the new lock slip in and lock snapped shut.
"Well you are not bad looking overall, and well not a bad figure. Nice long red hair, good legs and hips, nice ass, and lovely what is that C cup breast hanging there." John measured her breast with his hands and she felt the touch rub her tenderized nipples. "Now that I have that chastity under my control, we can begin. I own you." He sneered.
Amber nearly cooed when her nipples were touched, but before she could relax into the sensation, she felt her top pulled. Button flew as the rest of the blouse was torn open. John seemed to act in a controlled furry as he cut the sleeves and removed the blouse and tossed it aside.
Amber balled into the harsh metal gag and the site of her clothes shredded. "How could this have gone so wrongly?" Scared she did not resists as she knew he had done this before. "What happen to the others?"
"Silly keeping the bra, after all of this," John continued as he cut the bra and tossed it aside.
Amber's eyes were closed. She was holding her self together by threads mentally now. She felt the rubbing of his slacks and erection on her face. Her eyes open to see the tented slacks hiding what appears to be a rather nice cock.
"Do you want this cock, Amber?" John spoke in a tone of a conqueror to the vanquished.
"Augh-hugh," Amber tried to reply and try to nod yes.
"Do you slut girl? Do you want to give me pleasure?" His taunts were almost erotic to her. He moved close, fingered her nipples and reapplied a set of nipple clamps.
He turn moved away from her. Amber tried to reply and nod her head. She was hoping to be good to get free of this continuing numbing position. She heads him nearby removing his clothes. Her eyes twisted towards the noise.
His body appeared before her the cock already long and hard and throbbing was aimed to her open mouth. "Suck me the best you can slut. If you show enthusiasm I may consider removing it. If not the clamps and weight will return to reinforce the earlier lesson." John calmly announce as his cock slide between the forced open lips and mouth and teeth to plant his cock into her mouth.
Amber tried to use her cheeks and tongue to please the cock nearly dangling in her mouth. She felt him explore her mouth gently and testing her depth and composure. Her drool was now starting to leak down her chin to her breast. His cock moved in and out and then he stepped closer and tested her mouth fully. She gagged as it went in deep. He pulled back and tried again and again, making her gag as he seemed to enjoy her distress.
"Not a deep throater, I see." John moves back a bit. He released the gag a bit so her mouth was closer together. "Well now I have your limits, maybe I get some pleasure from You as you look might helpless and meek there tied and gagged and nearly naked before me."
His cock went in again and pushed gently thrusting. Amber could force her mouth tighter than before hoping that would please him. She strained with her tongue to pressure the underside as well. She hoped all of this strain would pay off quickly.
His hips pushed in a slow nice rhythm, as Amber tried to use her head the best she could with the brace on and her muscles tired from her position. Amber felt the gag move again as her mouth closed even tighter; still that wretched gag was in place. Amber knew she could make him cum if he would only let her. Her frustrations turned to moans. Her motions became faster as she tried to make him cum.
"Getting a bit eager there girl? You want my cum don't you? " John could feel her efforts and they were pleasurable.
"Mrrpphhh hmmmm," Amber tied in vain to answer and sped up her small motions and pressed harder with her tongue. Her thighs and legs were numb she could not move her hips as she tried to part her knees.
"Faster," John coaxed, "Faster. More tongue. I am getting so close. Good girl."
Amber moaned and panted as she tried to obey straining her body and her mind to make it happen. She wanted to move so badly. His hips sped up, precum dribbled to mix with her drool as it seep to her chin and to her breast more and more.
Suddenly he pushed in and held as he growled out and came. Amber could feel the cum shooting into her mouth and into her throat. She tried to swallow. She felt some go down but the majority was soon to ooze from her mouth. With the tilt of her head it pooled so slightly in her mouth as some oozed out in what was probably a very lewd picture.
"Augh yes, yes, what a girl, what a girl," John slide the cock out of her mouth and then moved behind her.
Amber felt the gag close as her sore jaws closed and the gag unbuckled and removed from her mouth.
"Swallow girl, the best you can." John commanded and then dangled the gag before her face. "Lick it clean."
Amber tried her best to lick the gag she felt the cum all over her chin and down to her breast. The gag and John left her sight. Amber jerked when the flash of a camera caught her by surprise. The flash continued as John documented the cum and drool over her chin and breasts.
"Now clean me, slowly, carefully, girl." John commanded as he pushed his soft cock towards her face. Amber complied and sucked the cock. Each motion was painful to her strained jaw but she softly suckled the cock. John withdrew and moved behind her.
Slowly undoing the nipple clamps, "You do have a nice soft mouth there girl. If you are good the next blowjob tonight may not have to be conducted under such strenuous conditions. There is much more in store for you." John continued as he unfastened one ankle.
Amber could only hiss and sob as the blood rushed to her now tender and painful nipples. He slowly massaged them as she squirmed and whimpered. "Maybe that nice sexy ass will be next for my cock. I hope you are not a virgin there?" He taunted.
Removing the chain from the pole, he quickly replaced it on the free ankle. He quietly admired the 4 inch heels Amber wore from work that day. He did the same to one of her wrist but moved and locked it back on in front of her. Amber groaned as the neck brace was carefully removed and places aside.
Amber fell to all fours. "Crawl over here. Maybe next time you should be more cautious." John commanded.
Amber was in a tizzy, thinking she was about to go home. Well somehow, her clothes! What? How? Why this why will he not let me go? Why am I still hobbled? Amber nearly broke down to crying again before his voice broke her panic.
"I know you do not have plans for the weekend, so, I thought I would keep you around. I have not had someone like you in a while and I am feeling Masterly now." John commanded.
"Yes Sir," Amber stated and crawled. His hand pushed her head to his feet.