Give her another chance to use her natural juices

"You've encountered this stuff before, then?" you ask the helpful beauty lying stretched out on your bed.

"Yes, sir. We have it at the restaurant for customers to use. One man gave one of his grown-up daughters a thrashing during their meal and asked his waiter to lube up her bum hole for a hot seat. He got a bit on his finger when he was taking the glove off and you should've heard him scream! It was louder that most of the women who have to use it, although to be fair, most of them are gagged first, so they don't disturb the other diners." While she speaks, Amy's tears dry up and she regains some of her former cheerfulness which your recent spanking knocked out of her.

"Thank-you for warning me. For the tip I just demanded, I'd like some normal lube, by the way, not more of this stuff, useful though I'm sure it is in the right circumstances. In the meantime, how are we going to get you wet?"

"I-I'm almost there now, sir," she replies diffidently. "If I could play with myself for a moment, I'm sure it would be enough. A-and I definitely wouldn't get any pleasure from it, because I'm so sore from the swats you just gave me."

You give her permission to try and can't help smiling at her concern that you might think she would enjoy masturbating in front of you after everything you told her about denying herself orgasm.

Her left hand immediately slips over to cover her pudenda, her middle finger burrowing between her narrow lips. She winces and her eyes start to tear up again at the discomfort caused by the bruising to her genitalia. Nevertheless, she perseveres, rubbing her aching twat with determination and urgency, puffing and moaning with the effort to maintain her composure.

Surprisingly quickly, she holds her hand up to display the telltale slickness glistening on her palm and middle finger, before smearing the transparent fluid back over her sex for additional lubrication. Watching her little display has roused you to full mast once more and without further delay, you cast off your robe and fall upon the delectable damsel like a beached whale, pressing your fleshy torso to her lithe one and kissing her neck passionately. She wraps both legs and arms around you, digging her heels into your buttock and the back of your thigh, then you roll over, pulling her on top of you.

"You've never tried this position before?" you check.

"No, sir," she replies breathlessly, placing her hands on either side of your neck and straightening her arms, so that her lovely boobies are right in front of your face at the perfect height to maul with fingertips or teeth.

"Then you probably need some practice, don't you?"

Amy just smiles and lifts her hips, balancing her weight on knees and right hand while she reaches down with her left to guide your member towards its inviting goal. She groans, presumably with pain rather than pleasure, as your engorged tip stretches apart her bruised lips and she smoothly slides down the shaft until your hips meet.

"Oh, it feel sooo big. How does it all fit in my tiny fanny?" she asks, rhetorically, then starts to move rhythmically, bouncing up and down on your dick, massaging it with a skill that belies her inexperience. She puts her hand back beside your neck for support and throws her head back to thrust her chest forward alluringly. You take hold of her slim hips to provide guidance, but it's hardly necessary, for she moves with the assurance and energy of youth.

"Yes, yes, oh yes," she moans convincingly. "Thank-you, thank-you, thank-you, sir. This feels so good!"

"Are you really enjoying this or are you faking, Amy?"

"I'm faking it, sir. Is that alright?"

"Yes, keep it up."

This she does, praising your lovemaking and claiming that the chance to ride your dick makes giving up her orgasms worthwhile, but it's the silken sheath of her sex rather than her honeyed words that propels you rapidly towards climax.

When you start to cum deep within her, she looks into your eyes, biting her lip while she continues to ride you, intent on maximizing your pleasure. You shudder and groan, gripping her tightly, then collapse back, completely spent. Amy continues to rock on top of you for a few seconds, then leans forwards and kisses her way down your torso to your slimy prick, using her mouth to clean your combined syrup from your member.

Sliding back up the bed to lie beside you, she presses her body to your side, crotch to thigh, breast to biceps. You look over to find her smiling cautiously, hoping that she satisfied you.

"That was very good, Amy," you reassure the talented teenager, patting her on the hip. Exhausted after your passionate release, you're in danger of slipping into slumber when you remember that you were supposed to be chatting with Amy about college life, not just taking advantage of her sexually, so you tell her that you're just going to have forty winks and you'll discuss the university afterwards.

When you waken some time later, you find that Amy has turned round and you're spooning her. At first, you're disorientated by the unexpected sensation of having a fit young woman in your arms, but then you realize that she's crying, her whole body trembling as the tears flow.

"What's wrong?" you ask, concerned.

"Oh! Nothing, sir, I'm just being silly." She quickly rubs the tears from her eyes. "I hope I didn't disturb you."

You don't know what woke you and, **** to apportion blame without knowing the full situation, you repeat your question.

"It's just I've been saving myself for my boyfriend and I've had this sort of image in my head of what my first time would be like—loving and gentle, private. And now, it's not like that at all. I know my body isn't really mine to control, because I get spanked when I misbehave, and I want that, I do, but I thought sex was different, that it was something for me and then the tipping rules turned me into a-a glorified sex toy. And I'm not even allowed to touch myself on my own any more. I'm sorry for going on about this. I know it's for my own good, it just makes me feel so dirty and—and worthless."

"Look, it's alright," you reassure the distraught girl, stroking her hair. "It's perfectly normal to feel awful after sex with a man you don't desire. In fact, that's what the tipping rules are designed to make you feel, so that the associated punishment gets imprinted on your mind and you try extra hard to be good. You're a beautiful young woman with a fantastic body and, from what I can tell, a real talent for sex." You punctuate your words by reaching round and giving her gorgeous right tit a quick squeeze. "Those are blessings, but they're not blessings for you, they're for the men—the many men—you'll give pleasure in your life."

"I know, sir. I just need to get my head around it. And I don't know how my boyfriend will feel about me pleasuring other men. Maybe he'll spank me and have sex with me that way."

"Is he old enough to spank, then?"

"Oh, no, but he's my boyfriend. If he decides I need a whipping, I'm not exactly going to say no, am I? I mean, I couldn't say no, because my parents take rudeness very seriously and refusing punishment is very rude indeed, but I wouldn't, anyway. But having sex with him like that would be horrible, even though it's something I've wanted to do for ages. Does that make sense, sir?"

"Yes, perfectly. Just remember that it's all for his pleasure and you'll be fine." You make a mental note to add a rule to the Rulebook ensuring that women will always find tipping with sex deeply unpleasant and intensely degrading, even if it's an act they would normally enjoy, then you turn the subject to how Amy might prepare for a place at college and what she ought to expect if she secures one. You get the impression that she's quite shocked by how harsh and demanding the disciplinary system is, yet this only makes her even more determined to succeed.

Your talk appears to have helped your guest get over her little wobble and you're feeling tiredness creep up on you, so, glancing at your bedside clock, you mention that it's probably a bit late for Amy to be cycling home on her own, but she replies that she can always get the night bus, unless you'd like her to stay the night.