Failed pegging

Disappointed yesterday with my husband as we planned a full day of fun - it started so well with playing together in cute lingerie and he gave me an orgasm - great

In the afternoon he was dressed as a schoolgirl with white lingerie and a plaid dress and I was in my black Cottelli bondage dress and I had my new black dildo attached https://www.lovehoney.co.uk/sex-toys/dildos/realistic-dildos/p/lifelike-lover-classic-realistic-dildo-8-inch/a22815g80299.html

He was suitability spanked and caned - but when it came to pegging it all failed

I lubed up the dildo but I failed to get even 2 inch inside before he stopped

I found out he had not used his butt plug for 3 days and not stretched his anus as promised

I have today started a punishment for a week for him - I have taken away his lingerie in full and I have given him a set of 4 Disney cotton / polyester multi pack character knickers …. I hope he learns

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That’s a shame, but entirely his own fault.

It takes a while to be able to take bigger dildos comfortably without pre-stretching.

That is quite the disappointment he has dealt you. In some ways it feels the punishment is lacking to the crime.

As talked about in your other thread a butt plug spanking throughout the week might be a something to remember event.

Sounds a lot like the punishment needs to include some anal stretching.

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@Holly_Love @JGood @rockstar - I was disappointed as we had discussed and planned this for ages and to find he had not prepared himself was a big disappointment

What would you consider to be a suitable punishment- I agree wearing Daisy Duck knickers seems not punishment enough

I just want him to stretch his anus for me - it’s not even that big a dildo :disappointed:

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Wearing those knickers is a good start but he is only allowed to wear them when plugged or even better have a smaller dildo in.
Maybe you could instruct a sitting exercise where he needs to remain sitting down on a dildo for a set amount of time. No moving up and down on it though. My husband likes that one i get him sitting on a 7 inch dildo for about 30 minutes while watching anal porn. But he must sit still.

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What does he not like? Mowing the lawn, being your shopping assistant? Getting the leaves out of those gutters? What ever is in his bottom 10 favorites list have as a punishment, those are the punishments if he fails to withstand being milked while being trained by something like this

Is your school room set up yet! Or do you have dining chairs without cushions. If so while dressed appropriately hubby must write out 100 lines each day “I must not forget to wear my butt plug.” With a spanking before and after the exercise and after every 10 lines written.

While sitting on a dildo similar to our friend here. Or what’s ever in your toy chest to hand. There’s a few options I find interesting in the monster dildo range on lovehoney :lovehoney_heart:

Also you can say the forum is very disappointed in his lack of proper preparation for play and there are many that would give their :peanuts: too for a spanking by you just to be where he is. And would be better behaved.

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Bet he won’t make that mistake again! :joy:

Im sure you could cane him everyday and do an inspection to see if he has his butt plug in

There are a couple of ways you could rectify the situation. The first and most obvious way is to demand he go and stretch RIGHT THIS MINUTE!!! with the added humiliation of watching him do it if you desire. A more unpleasant way (for him!) is to soak some of his underwear in water and freeze them, then order him to put them on. For added punishment, freeze a second pair and order him to swap them out every 20 minutes until he’s learned his lesson (especially effective in winter).

But, I’m sure you will think of something equally unpleasant to correct the behaviour, knowing his likes and dislikes. :slight_smile:

To be honest, I don’t think spanking him is a good idea. Seems like a reward.

I like the sitting on a dildo idea. So long each day getting longer and bigger is you can manage it. Only when he’s completed all days will he be spanked, and then, use the tools he likes the least.

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@KinkyMira @Sexterminator @rockstar - my frustration is that he planned the day - yes I chose the dress / lingerie but he chose the dildo (actually this is one I use for myself) and chose the spanking implement

I know he loves being pegged and so do I and over the past week I teased him when looking and playing with the thin 6 inch dildos we used to use as fisher price - my first dildo…

I cannot spank him as he loves this but I must teach him a lesson - I had thought about a daily humiliation milking - but I really want to get him to pull his butt checks apart and cane him over his anus (did this once and it did hurt him) or squeeze his balls - but that’s just cruel

I think I will enforce his wearing of the butt plug trio - quickly moving to the biggest

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Has he said why he didn’t prepare? I mean, in reality?

@batjamboree OMG zi was so sorry to read yyour story. I know you both had planned for a lovely day of erotic play. I suppose you have tp punish him in what ever way ypu see fit zif it was me i would spank his penis and his but till he was red raw and make him walk around all day as a sissy

I’m sorry Mistresss :heart:

Note to self! Never get on @AWB1955’s bad side

I’m sorry Mistress :heart:, so sorry, I thought it prudent to say it twice. Just so we are clear. :hugs::upside_down_face:

@KinkyMira - he said he thought he could take it as the previous days we had used a thicker dildo (just toying - no actual thrusting) and he just thought it would be ok

@AWB1955 - next Friday we are going over to my friends house in West wales with some other like minded people on what’s called a ladies night

It’s a sexy party where a few dominant woman bring their husbands as submissive and talk all things nasty

I have in the past been apprehensive as Susan (my bf and a professional dominatrix) wanted to openly spank him - I have now agreed she can infront of the others

I have agreed on the day he can have his lingerie back as I want him to look his best - but he is having Disney knickers for 4 days and I’m also planning on making him watch me later masterbate and refusing him to touch / lick or wear my wet knickers after …

Hope you are having a better day - I’m still angry :angry:

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