Jonathan art manips: Too Cute Not To Cuckold

Here is the long overdue sequel to my series Too Cute Not To Spank featuring the cutest male spankee Jonathan (or anyone else) has ever drawn:

Women certainly seem to get a good deal in my fantasy world. Not only are cuckolding and guy-on-guy action a lot less frowned upon (even on your wedding night!), they get actively trained in how to utterly blister pert male behinds. No doubt Bobby's cousin will get commended at the start of term during her report on 'What I did on my holidays', while her tutor will invite any young gentlemen who disagree to visit her office afterwards to 'debate' the issue.

As a nominally straight guy whose gay experiences are somewhat limited, I think one of the reasons I love Jonathan's art so much is that many of his spankees are clearly straight, and their spankers get a real sexual and dominant thrill from punishing and humiliating them.

Obviously many of his guys are gay as well, but there's no doubt that students caught wanking over straight porn aren't going to be exactly thrilled about being put across another guy's knee...

And like in the original artwork for the beach pics above, surely any man being punished for spying in the ladies' showers is at least somewhat interested in the female form...

And what about all those poor innocent boys who find themselves spending a night in the cells for a crime they didn't commit...

In my world, everyone is a bit gay - the only question is whether you're an alpha male who gets to spank and fuck, or a beta male who gets spanked and fucked! I would definitely place myself in the beta category, and I can't help but wish real life was more like my fantasies. Getting bullied at school would have been a lot more fun if it involved me getting stripped naked and held aloft by a hunky bigger boy while an even hunkier stud reddened my ass in front of a jeering crowd!

Spanking a naughty housewife

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When bulls spank cuckolds

This post is for Lisa, who commented on my manips of Bulls Spanking Cuckolds and lamented that there is so little work on the subject for her and her husband to enjoy.

As this kink overlaps two of my favorite things (cuckolding and M/M spanking) I have done several manips on the subject, but apart from my series on a headmaster spanking and cucking a former pupil, a black Santa taking charge at Christmastime, bullies learning to bull at school and continuing into adulthood, and in-laws taking liberties there isn't much else.

I did have a root through my artwork collection to see if there was anything to sate Lisa's thirst for M/M cuckold spanking, and there were a few.

So Lisa, did your kink start on your wedding day and honeymoon?

Perhaps you like to sissify your husband as well in order to emphasize your bull's dominance:

Even when you're not there!

You probably enjoyed Desod's comic where a black prisoner names his cellmate 'Pinky' because he likes to turn his backside pink with a belt before sissifying, fucking and cucking him. So what if your husband was wrongfully arrested and you got to watch the hunky cops beat a confession out of him, before they bent you both over for a side-by-side shafting!

  

Sadly that was all I could find that was explicitly M/M cuckold spanking, so from now on we'll have to use our imaginations. Does your husband know that you used to sleep with the professor who spanked him regularly in college?

Remember that time your husband got spanked at the beach by three hunky studs, whose Speedoes just couldn't contain their big, throbbing cocks that you made such good use of back at the hotel...

After this you just knew you had to get yourself a regular lover, so your husband spends many an evening 'enjoying lap time' before being sent to the corner while you have your fun...

 

Obviously you don't have much use for your husband in the bedroom anymore, so it really is cruel for your lover to tease his puny willy while he absolutely blisters his behind with your hairbrush,,,

When you attended your first swingers club, your husband probably expected to have to watch you get pleasured by multiple men, but he probably didn't think they'd spank him first!

 

And if you're really sore about the lack of M/M cuckold spanking porn, you could always send your lover and hubby off to make some. Who knows what they'll do to him - though I'm sure they'll save some for you!

My first spanking party

After my one-to-one with Danielle last month she suggested I should come to one of the two spanking parties she was throwing in April, to celebrate her birthday. I missed the larger party and went to the much smaller one (two men, with Danielle and Rebecca as spankees) which was much better to ease me in for my first party.

It was great day at Danielle's house with lots of spanking fun and games, interspersed with breaks for food, drink and to allow the ladies to give their sore bottoms a rest.

And also to admire the scenes from classic spanking magazines that Danielle had framed and placed on her wall :)

With the ladies in their best party dresses (Danielle's being suitably bratty for they birthday girl) they went over our laps for a warm-up spanking, and I certainly enjoyed getting my hands on two very pert and spankable bottoms in quick succession.

Then it was implements time! Danielle has a huge great pile containing every kind of implement you can imagine.

As always I favoured the more leathery items, like a nice fur-backed paddle that was very enjoyable for swatting Rebecca's behind, and especially Danielle's prized Renfrewshire leather paddle (as Rececca said, the Scots really know their leather). It was also nice to find out that the ladies hated the wooden spoon just as much as I do - Danielle got twenty-odd swats, Rebecca didn't have to take so many as it wasn't her birthday :)

I did try using a hairbrush on Danielle but it wasn't satisfying to use or receive so I soon discarded it.

Then it was first time for the first party game - 'Beat It' - which was a competition between myself and Robert to see who could spank the girls the hardest during the runtime of the Michael Jackson song of the same name. I managed to win thanks to using a double-handed spanking technique I picked up from Sir.

Before lunch we played a game of spanking Twister and had Danielle and Rebecca bent over and spreadeagled alongside and on top of each other while taking several swats with the Betty Page paddle. Check out Danielle's site for some very nice photos: https://stingingtails.co.uk/party-pictures

Danielle laid out an amazing lunch that fuelled us up for our one-to-one sessions. I took Danielle upstairs first and reacquainted myself with her lovely bottom and reacquainted her with my London Tanners slipper paddle - twenty-odd swats for the birthday girl!

I did oblige her afterwards by rubbing some lotion into her sore bum. She also showed me how to use a riding crop on her, as I had never used one before and was curious.

Then we all went back downstairs and Rebecca was blindfolded and bent over a chair for a game of 'Guess the spanker', as us three swatted her bare bottom and she had to guess who it was. She did quite well but still earnt herself plenty of extra spanks for guessing well, and I put my new knowledge of the riding crop to use on her.

Then it was time for the second one-to-ones. I gave Rebecca a nice long spanking across my lap, then gave her a taste of the London Tanners paddle which she confidently declared she could take 'all day'. I didn't quite go that far as I wanted her back across my lap too, and then I took my belt to her at the end.

Danielle had demonstrated to us how to use a flogger on Rebecca and I tried that too, but I don't think it's an implement I'll be rushing to use again.

We finished off with a round of Cake Caning and Crying (trademark). After birthday cake, Danielle gave Rebecca six of the best, and then Robert and I gave each of the girls 12 strokes each with our picks of Danielle's cane collection.

Robert really gave the birthday girl pause for thought with a taste of her Senior Smoked Dragon Cane.

To finish off, Rebecca gave Danielle a final birthday caning.

All in all it was a great day with loads of spanking, good food and friendly people. If you've tried out one-to-ones and you're thinking of going to a spanking party then I'd definitely recommend it. And if you don't believe me, just check out the photos: https://stingingtails.co.uk