Amazingly, yes, he does

For a fleeting moment, when he unbuckles his belt, you think he must surely be going to use it for spanking, but instead of pulling it out of his loops, he undoes his fly and pushes his trousers and underpants down to his knees in one, obviously practiced, movement. You're stunned, not just from the fact that he's so casual about revealing himself to his family (and to you, for that matter), but by the sheer size of the tumescent manhood he was hiding, exaggerated by the fact that he's not a big lad, maybe five foot ten at a guess. You could see his bulge before, but that scarcely gave any indication of just how enormous it would turn out to be when no longer confined, both in length and in girth. There might be a few porn stars who could measure up to him, but you've certainly never seen anybody in the flesh who could compare.

The situation as he tells his girlfriend to spread her cheeks wider and positions himself ready for penetration is made even more surreal by the fact that you seem to be the only person present even slightly surprised by this turn of events. His family just keep watching as he presses the tip of his penis to her tight hole with his left hand and takes hold of her hair with his right, which he uses to pull her back onto him at the same time as he pushes forwards with his hips.

The slender blonde shrieks in agony, her back passage **** to stretch beyond anything it was intended to accommodate in order to accept his prodigious member. It takes a good ten seconds for him to work his glans inside and he gives her no respite, immediately starting to thrust hard to insert the rest of his shaft. She continues to wail until she's fully impaled, then howls even louder when he reverses direction and drags himself back out most of the way, the scarlet rim of her anus **** to let him withdraw, then tries to drive himself back inside.

It takes several more cycles to loosen her up enough for him to be able to thrust home in one jerk, by which time she's **** and retching from the pain, which must surely be worse than the spanking. You can certainly see why she hated anal sex when they tried it before, although no doubt he was being much more gentle last time. From your own perspective, you're glad that he and Ricardo are not blood relations, so there's no reason they should be equally well endowed, which is good news for your bottom.

Olly speeds up, pounding his lover cruelly with sharp movements designed to maximize the pain they cause. From the wide grin on his face, he's really enjoying this and probably prolonging it deliberately, perhaps to make up for having been denied this in the past. Claudia becomes more and more hysterical until she finally starts to beg.

"Oh, please cum, please!"

"You need to do the work, Clau. This is punishment, remember?"

The young waif responds, pushing back to meet her tormentor, although she's too weak and exhausted to do much. Nevertheless, his groans of pleasure indicate that her efforts are having some effect.

"Yes, Olly, punish me with your big, beautiful dick," she tries talking dirty through sobs and screams. "Fill my naughty bottom. Punish me for being a bad girl. I deserve it. I've let you down. Make me suffer. Please hurt me…"

Finally, her man seems to be nearing his completion, speeding up even more and robbing her of the power of speech by the strength of his thrusts. Then, suddenly, he yanks his whole manhood out of her pack passage with such **** that the sensitive lining of her rectum clinging to his shaft is pulled out with it, protruding obscenely from her gaping anus. You're no medical professional, but you're pretty sure that's not meant to happen, but before you can express concern, Olly has the nearly delirious girl on her knees with his phallus at her lips. She responds instinctively.

Claudia has to stretch her mouth open as far as it can go to fit the head of his penis past her teeth, but then she starts to suck, taking his entire length down her throat as easily as you might swallow a scoop of ice cream. Again, you seem to be the only person surprised by this, everybody else watching her gullet distend to almost twice its usual size without a flicker of amazement. He holds the back of her head and thrusts a couple of times while she cups his balls and sucks desperately, determined to finish before he decides to return to her bottom.

Olly grunts and moans as he ejaculates into her stomach. When he pulls his softening penis out of her mouth, she smiles in relief, face smeared with tears and snot and hoarsely thanks him, shoulders still heaving with suppressed sobs. Rita's make up job seems to be holding, though.

He helps her to her feet and gives her a hug and she clings to him, shaking gently, while he strokes her hair and whispers in her ear, loudly enough for everyone to hear.

"Well done. Good girl. I know that was hard for you. I promise I'll only ever take you up the bum when you're being punished for something. Okay?"

She nods and tries to say something, but is too distraught to speak, although you think she's trying to thank him. What she doesn't seem to realize is that a man can always find a reason to punish his girl if he really tries and now Olly has an incentive to spank her whenever he wants anal sex.

While they're standing there, Claudia's anus finishes drawing her rectum back inside her body where it belongs. She's been assailed by so many unwelcome sensations that you think she might not even realize the injury she's suffered; nobody else mentions anything.

The romantic clinch is disturbed by his mother announcing that they need to get moving because the taxi will be here soon, so the lovebirds have to fix their clothing and pick up coats and bags. Dora and Malcolm are looking quite flushed by the show and Rita is positively dishevelled, hair damp with perspiration sticking to her face, but Ricardo appears unmoved. He takes charge of the goodbyes, because his wife is a little unsteady on her feet. As for you, whilst you feel sorry for the naïve blonde, her ordeal has left you shamefully aroused.

Very soon, you're waving the other visitors off in their taxi—they've all had too much to drink to be able to drive. The cabbie didn't react to the naked Asian woman standing in the doorway to say farewell any more than to the frail blonde roaring in agony when she sat down gingerly on his padded back seat. You suppose he sees all sorts in his job. Olly and his parents all say how happy they are to have met you and express the hope that you can do this again sometime. Claudia would probably agree, if she weren't too busy crying.

When they've gone, Ricardo shuts the door and then puts his arms round your and Rita's shoulders and guides you towards the stairs.

"Well, Jenna," he says in his pleasantly deep voice, "that was certainly an interesting end to the dinner party. Rita tells me you're interested in being spanked for your misbehaviour at work today. Is that still the case, or have you had enough excitement for one night?"

"Oh, I'd very much appreciate a spanking, if you don't mind, thank-you, Ricardo." You feel yourself blushing. It was nice of him to give you an excuse to back out, but you're so turned on there's no chance of you passing up this opportunity.

"Alright. Up the stairs." Taking his arm off your shoulder, he gives your rump a slap. "I believe you already know the way to the bedroom. I hope you won't mind if I deal with my wife's transgressions, first."

Of course you don't. Your boss strips down in her bedroom and kneels on the floor in front of her husband, whilst you sit on the chair at the dressing table. This is when she would list the punishments she's received at work (not counting the daily spankings you all receive). Yesterday, this would have included four paddle swats in the mailroom, but today it turns out she's managed to avoid any additional disciplinary actions. Upon hearing this, Ricardo leans down, kisses her on the forehead and tells her he's proud of her. Then it's your turn.

After swapping positions, you start at the end with the spanking on the cart and then the paddling in Rita's office, the strapping from the colleagues who bumped into you and the caning in Margaret's office. Ricardo strokes his chin whilst he contemplates the appropriate consequences, but before he can announce his decision, Rita has something to say.

"If you weren't spanked after work yesterday, perhaps you would like my husband to deal with those chastisements tonight, as well."

You could decline, but that's not really the point, so you add the paddling from the mail room, the swats and mouthwash for swearing and the paddling and enema for talking near the bathroom. After some consideration, Ricardo decides to use a medium wooden paddle for everything except the hand spanking, explaining that although some implements were lighter and some heavier, he thinks it will all even out, especially since he intends to omit the enema and mouthwash. You agree that it seems fair, although the prospect of forty two swats with a board very similar to the one Rita selected in her office fills you with trepidation. Still, it's too late to back out now, remembering Ricardo's rules.

To start off, you go over your host's knee for the equivalent of your experiences on the cart. Neither you nor Rita remembers exactly how many smacks you took, so he settles for just giving you a thorough warmup. The main event will be the paddling, anyway. You're reminded of what Rita said earlier about spanking a cold bottom and you're grateful that her husband has decided to spare you that, at least.

By the time he's finished, you're sore and breathless, but not in very much pain, although it has reawakened some of the bruising from before. You thank him and he tells you to bend over the foot of the bed, then surprisingly, orders his wife to sit on the bed in front of you. He manoeuvres her into position with her legs spread wide, so that her glistening sex is directly beneath your face, pungent scent filling your nostrils.