The Willing Cuckold

‘I’m going to milk you, because you’ve been a good gurl,’ Linda whispered in her husband’s ear as he stood at the kitchen sink dressed in a black and white satin sissy maid’s dress, stockings and heels. His pink rubber gloved hands paused in their washing of dishes as he felt his long-deprived cock immediately responding to his wife’s closeness, the smell of her perfume and the thought of being allowed to cum, by straining against the walls of its metal prison.

Pipsqueak actually let out a girly gasp as Linda slipped her hand under his skirt to grasp his aching blue balls and lead him upstairs into the bathroom.

‘I’m so horny,’ she said, ‘I’ve just been chatting to Sam on my phone,’ she explained. ‘He described how he would like to fuck me in front of his friends. He’s taking me out tonight, for a drink somewhere to show me off to his pals. I told him they will think I’m a proper cougar, being almost old enough to be his mother. But he said I don’t look anywhere near my age and all they will be thinking is what a lucky bastard he is. That was nice of him, wasn’t it?’

‘Yes, Mistress,’ pipsqueak answered, as he scurried along in his heels trying to keep up.

‘You don’t mind if I go out with my boyfriend tonight, do you?’

‘No Mistress,’ pipsqueak blurted, not daring to say anything else when was so close to the possibility of an orgasm.

‘He asked me how long you’ve been chaste. What is it, six weeks now?’

‘Nine weeks and three days Mistress,’ pipsqueak answered.

‘Are you correcting me sissy?’ Linda snapped as she suddenly came to a halt at the bathroom door.

‘No, no Mistress, of course not!’

‘Mmmm, thin ice gurl, thin ice! Unlike you I have better things to think about than how long it’s been since my last orgasm.’

‘That’s because you get to cum whenever you feel like it, which is usually several times a fucking day, while I can only hope for a few times a fucking year!’ he wanted to scream at her, but he didn’t. Fuck knew how long she would make him wait for the opportunity to cum if he did!

‘Anyway,’ Linda went on, seemingly oblivious to her sissy husband’s desperate plight, ‘He must have been in a good mood because he said that I should take pity on you and let you have a little dribble. He suggested I toss you off into the toilet because your sperm is worthless,’ she smiled as she pushed open the door and dragged the nervous maid inside.

‘So,’ she said, with a glint in her eye, ‘I’m going to unlock your cage and quickly tug your little cock until you cum into the bowl… then I’m going to flush it away where it belongs, in the sewer. Drop your panties girl, here’s the key. Quickly now, I don’t have all night to waste on this!’

With shaking hands pipsqueak hurried to obey his wife. Linda pushed him forward to lean over the toilet, hands pressed against the wall then she pulled on a pair of latex surgical gloves. Standing behind her maid, she began to ever so lightly run her latex covered fingers around and along his bobbing cock, barely touching it at all.

‘You’re still my baby, aren’t you?’ she whispered in his ear.

‘Yes,’ gasped in reply.

‘Yes what?’

‘Yes, Mistress.’

‘Good gurl. But your little cock is not good enough for me, is it?’

‘No.’ I say.

‘No what?’

‘No Mistress.’

‘If I have to remind you again it’s over!’

‘Sorry, Mistress, it’s just, it feels so good!’

‘I have to wear gloves to touch it though, don’t I? It’s not like a black man’s cock… not like Sam’s cock,’ she said suddenly, aggressively tugging at his penis.

‘No, Mistress,’ pipsqueak admitted.

‘I’m a bad wife…’ Linda said. ‘I’m sorry.’

‘No, you’re a perfect wife,’ pipsqueak replied. ‘The best wife in the world!’

‘Aagh, that’s nice sweety,’ Linda smiled.

‘Will you hold me? Please Linda! I mean Mistress. Please hold me when I cum for you!’

‘No,’ she says. ‘I’m sorry… that’s not going to happen. ‘

‘Please Mistress,’ pipsqueak begged, ‘Please let me see your stockings.’

‘My stockings are for my lover sweetheart, you know that.’

‘At least let me kiss you, Mistress! Please, just once, I miss kissing and holding you so much!’

‘Enough talking,’ Linda snapped coldly. ‘If this is how you are going to behave when I take pity on you, then I won’t bother in future.’

‘I’m sorry Mistress,’ pipsqueak moaned in defeat.

‘As you’ve been a naughty maid, you’re going to have to finish yourself off. You don’t deserve the feeling of my sexy hand, do you?’

‘No Mistress,’ pipsqueak moaned.

‘You don’t deserve to cum at all, actually. I’m not sure why I’m being so soft on you. It’s not as if you even appreciate it, is it?’

‘I do Mistress, I really appreciate it! I love you, you’re the best wife and the best Mistress in the world!’

‘And you’re a pathetic wimp who would say anything for the chance to have a sissy dribble, aren’t you?’

‘No, please Mistress, I mean it, really!’

‘Make sure your cum lands in the toilet bowl where it belongs. I want to see it.’

In no position to argue, pipsqueak did as he was told, taking himself in hand.

‘You’re driving me insane Mistress!’ he gasped.

‘I know,’ Linda smiled as she stood to one side, arms folded, watching her desperate husband demean himself.

‘I love you Linda….’

‘Do you?’

‘You know I do! I love you so much! I’d do anything for you, anything!’

‘Please… this is getting boring,’ she answered curtly. ‘Hurry up because I need to finish getting ready. And its Mistress Linda to you.’

‘Where are you going Mistress?’

‘I told you, out with Sam and his friends.’ she says sharply.

‘Will you be coming home tonight, Mistress?’

‘No, we’re staying over at one of their homes. Jake, I think he’s called. He’s Sam’s best mate. Very handsome from the look of the picture Sam showed me. Who knows, maybe I’ll be having my first threesome while you slave away at your housework,’ Linda teased.

‘Would you really do that, Mistress?’

‘I might do. It’s none of your business to be honest.’

‘Please Mistress!’

‘Well, if you must know, yes, I would, if Sam asked me to. We’re a couple now so I have to look after my lover’s needs and if that’s what he wants then fine. I’ll get on my knees and suck his cock while he watches his best friend fuck me from behind. Clear enough for you?’

‘Yes, Mistress.’

‘After they’ve both cum inside me I might turn around and suck Jake while Sam fucks my used pussy.’

‘Please Mistress, may I cum?’ pipsqueak gasped.

Linda reached round to cup his swollen little balls with her latex-gloved hand, grabbing his hair with her other hand to pull his head back and look him in the eyes, ‘Ruin it for me pipsqueak!’

‘I love you!’ he moaned as he left go of his cock and the pent-up spunk boiled out to drip and splash into the toilet bowl as they both stood there watching.

‘Good gurl… there it goes…’

‘Yes, Mistress,’ pipsqueak answered as a tear rolled down his cheek, ‘There it goes.’

Pipsqueak watched as Linda’s hand pushed the lever to flush the system. He imagined the same beautiful delicate hand gently cupping her lover’s balls as she rolled her mouth over his cock – eyes shut – in ecstasy – pleasing her man as his friend used her pussy.

‘Right, quickly, cage back on. We don’t want that silly little thing free for any longer than necessary. Then I want my boots polished. You wouldn’t want your wife going out in dirty boots, would you?

The boots in question were of the finest Italian soft leather, a previous wedding anniversary present from pipsqueak to his wife; he loved to see her in boots. They didn’t need cleaning but he was glad to do it anyway. Being able to touch and smell the sexy footwear that would soon be encasing his wife’s sexy little stockinged feet was a real treat for him.

As Linda sat at her dressing table wearing a leather skirt that matched the boots and a white silk blouse perfecting her makeup, he knelt at her side polishing the stunning boots and catching occasional glimpses of his wife’s stocking tops as she fine-tuned her makeup. As usual Linda knew exactly how to push his buttons.

‘We’ve come a long way, haven’t we?’ she began. ‘When the highlight of your day, your week even, is being allowed to clean your wife’s boots. You are such a pathetic excuse for a man now, aren’t you? I bet, if I’d given you the choice, you’d rather clean my boots than cum, wouldn’t you?’

‘I’m not sure Mistress, I…’

‘Well, there’s your answer. What do you think Sam would say if I offered him the same choice; fuck me or clean my boots?’

‘He’d fuck you Mistress.’

‘And why is that I wonder?’

‘Because he’s a real man Mistress.’

‘Yes, he is which is why I’ve been thinking about my wedding rings. Now that Sam and I are romantically involved as well as sexually, I mean we go out together, we socialise, he’s even talking about taking me away on holiday to Jamaica to meet his Mum! Don’t worry, I haven’t decided whether or not to go yet, although the idea does really turn me on! Anyway, with all that in mind, I don’t think I should continue to wear my wedding and engagement rings. It’s not really fair on Sam. He hasn’t said anything but I’m sure he would see it as a show of devotion from me and also of respect from you if I took them off. What do you think pipsqueak?’

‘I love you Mistress. The thought of you taking off your rings hurts more than I can put into words. But it also drives me crazy with love and lust and jealousy and a million other things! I was the one who started this. I had no idea you would take to it the way you have, but it doesn’t make any sense at all for me to complain. Everything you’ve done since we started this has been mind-blowing. Some of it has terrified me to begin with but somehow the sheer erotic power of it always wins and just trumps everything else. What I’m trying to say is I love you, more every day. More every time you launch us further into whatever this is. I love you and I want you to do whatever you think is best for us.’

‘Thank you, baby,’ Linda smiled as she leaned over to kiss her husband chastely on his forehead. ‘I’ll put them in my jewellery box so they’re safe. You can take them out and look at them any time you like. But I won’t be putting them back on, not while I’m with Sam. Now get those boots polished, or don’t you think your wife should look sexy for her lover?’