Virgin Territory

Lesson 1

She lost track of time, unaware of how long she remained in the position, her body starting to ache. Yet she remained, why? She could move at anytime, no-one was stopping her; correction she was stopping herself, wanting to please him. The air against her exposed arse cooled her flesh, she could only imagine the bright red stripes that now adorned her ivory skin, the thought of seeing those marks thrilled her.

She had wondered how she would respond to playing for real; she had only ever experimented on her own, attaching the little metal nipple clamps to her erect nipples to see how it felt; using the thick leather belt to flick across her exposed arse, loving the sharp pain, the loud slapping sound, the red marks as they surfaced; twisting the rope around her wrists until it bit into her flesh. Her experiments had thrilled her, fired her imagination but she could stop at any time, she was in control; what would happen now she had relinquished that control? Sure, she had a get out if she really wanted it, the safe words. They had agreed on two, 'yellow' meant slow down, let me get my breath, I'm struggling but want to continue; 'red' meant stop right now. She wondered how far she would go before having to use them.

The sound of the door stirred her from her thoughts; he was returning, her pulse quickened in anticipation.

'You may return to your kneeling position' the words not a suggestion. Her muscles protested as she adjusted back to kneel before him.

He set a small table before her, emptying out the contents of the bag he carried. She blushed; her toy collection!

Prior to her arrival, he had issued a set of instructions for her to follow, one of which was to bring her toys with her and that he would know if she had conveniently 'forgotten' anything. She had packed everything without thinking; now she saw them ranged before her.

Her collection, although not extensive, was certainly interesting. The slimline, rigid plastic vibrator was pretty standard and had actually been a free gift when she had purchased the monster that stood next to it. She had always fantasised about being forced to take something larger than usual and had bought the vibrator as one of her many experiments; it was not so much the length of the thing, but the girth. Having it present as part of the line up further fuelled her embarrassment. Next was the rubber butt plug, again no small and dainty affair; as well as her metal nipple clamps, attached by a chain, she also owned two vibrating clamps with a screw adjuster to vary pressure, 'Mr Rabbit' as she has fondly christened him, was a small cliterol vibrator but the final object had become her firm favourite; two different sized bullets that could be inserted in a variety of places and connected to the hand held control, each bullet had 10 independent settings.

'As these are yours Jess, you have first choice. You will choose one object from the table, then demonstrate it for me. Do you understand?' He sounded almost amused.

Her face reddened further as the implication struck home 'Yes Sir' her voice almost a whisper.

'Louder please, I didn't quite hear that!'

'Yes Sir.'

She viewed the objects in front of her, what would be the easiest, what could she get away with? She reached for the vibrating nipple clamps, at least she could adjust the screws and it would be the least embarrassing. Yet there was something else, nudging through the humiliation, something more basic, something that thrilled her.

'Show me how you use them when you're alone.' he instructed.

As he watched, she released on breast from the confines of the corset, opening the rubber tipped clamp, easing her nipple between the jaws. She had managed a couple of swift turns of the adjustment screw so the clamp was not as hard as it could be but it still made her wince as it snapped shut. She quickly applied the second one. Each clamp ended in a small plastic tube which contained the vibrating mechanism, activated by twisting the bottom; she turned both on, thrilling to the vibrations that coursed through her already sensitive nipples. He continued to watch her.

'I asked for the truth Jess and I am pretty confident this is not the only way you uses these, plus I am disappointed that you think I wouldn't notice the loosening of the screws?'

Her heart sank at the weary resignation in his voice. He could not possibly know, surely...

'First, tighten the clamp on your left nipple until it will go no further, then remove the one from you right nipple.'

She grimaced as she tightened the small screw, the teeth biting further into her flesh. She quickly removed the second and looked up at him, the question in her eyes.

'I believe you often attach one of these to your clit you little slut, allowing the vibrations to excite you, to make you come, am I correct?'

She dropped her gaze, the heat in her face increasing. She must have told him during one of their online chats; thrilled by her daring, knowing they were miles apart, she never thought she would be here for real.

'Yes Sir.'

'Well, don't be shy, show me!'

Her fingers parted her outer lips, exposing her cliteros; deftly she applied the clamp, stiffening as the initial pain hit her.

'Come now Jess, surely that needs tightening if its going to stay in place...'

She tightened the screw, tears starting to prick her eyes as she tried to cope with the pain and the humiliation.

'Well, turn it on, let's see how long it takes shall we?'

She turned the base the vibrations coursing through her.

'Turn it on full Jess, your attempts at deception are wearing thin and shall not go unpunished.' His tone had changed from teasing to menacing and she did not miss the subtle nuances now present.

The intensity of the vibrations increased as she turned the base fully round. She felt the familiar tingling faster than usual; she did not know how to feel, the pain and humiliation had increased her response, it had turned her on! And yes, she was going to come.

'Turn it off now Jess, I get the idea' his boredom obvious.

'Sir, please ...'

'You heard me but if you crave orgasm that much little Jessica you may continue to masterbate, using your fingers only, until you have achieved your aim'

She had to come, she so needed to come, her fingers reached between her legs as she removed the clamp; moving faster. She let her head fall backwards, her eyes partly closing.

'Look at me Jess; you want to come you must look at me'

She focused on his eyes, trying to hold his gaze, her breathing faster.

'And don't forget the rules Jess, ask my permission...'

She gasped 'Please Sir, may I come?'

'Louder, please Jess, I couldn't quite hear you...'

'Please Sir, May I come, I need to come Sir, please..' her voice loud to her ears, her eyes begging him; he had to answer soon, she could not hold back any longer...

'You may come'

She opened her mouth in silent scream as the spasms wracked her body, the strength of her release taking her completely by surprise, she sagged to the floor.

'Back on your knees, Jess, back straight' the command harsh.

She struggled back into position, trying to calm her breathing, the throbbing between her legs continuing.

'Now my turn to pick' his head to one side as he slowly considered the options.

Her eyes grew wide as she watched him reach for the overly large vibrator.

'What's the matter Jess, that little hot cunt of yours should be more than ready to accept a visit from this little thing...'

He seemed to pause, to consider something 'On second thoughts, I'll save this for later; now what choices does that leave me...ah yes..'

She watched as his hand closed round the rubber but plug.

'Show me Jess and please do not insult my intelligence by pretending you use this as a regular dildo, I know why you have it'

She hesitated as he handed it to her. 'Oh, forgot, don't have any lubrication handy, would suggest you use that pretty little mouth of yours to provide assistance.'

Once more the embarrassment as she closed her lips around the the rubber, moistening the shaft of the but plug.

'Now that certainly gives me ideas' she reddened further at his implication.

She placed the plug on the floor behind her, lowering herself onto it, pushing against its hardness until she felt a sharp pain as the tip started to penetrate. She gasped as she sunk down further, the plug widening, filling her. One final push and it settled into place, held by her muscles. She looked at him for further guidance.

'That was almost too easy...' he mused 'like the feel of something hard rammed up your arse do you?'

'Yes Sir.' God would this humiliation ever end? Her face now burnt with embarrassment.

'Well, we'll try not to disappoint then. You may leave that toy in place until I tell you otherwise.'

She continued to kneel, awaiting his next instruction.

'Enough of show and tell for a while I think; as in most education establishments you will be given breaks and now seems a good point. There is water cooler over there, help yourself. The door on the far side leads to a bathroom, you may make use of the facilities. I will leave you with pen and paper and I wish you to write down exactly how this session has made you feel, leave nothing out; I shall return in 30 minutes, use your time wisely. Do you understand what I have told you?'

'Yes Sir'

Once more, she was left alone with her thoughts. She could feel the adrenalin, her body as if it were a tightly strung guitar, the strings vibrating to her own imagination; her imagination in response to his words, his voice, his instructions, his permissions... He had barely touched her and yet she felt like this, why? How?