Pegging? Who does it and what do you think of it.

K

Kivi003

Male
So after finally being almost three months now in chastity on and off my wife wanted to try and drain my balls using her 21cm dildo on me by massaging my prostate with it. Suffice to say it didnt work i cant take even half of its length and it hurt but i was extremely excited and my little dicklet was about to explode from chastity. We tried different positions, more lube but i just cant take it all in and i felt more pain than pleasure. Before i was a cuck she did stimulate my prostate with her fingers and i love that but being a cuck now she wont even conaider puting her finger up in my ass anymore.

So any advice? Who here does it and how do actually "ease yourself up" to taks it more easy. Im not saying ill do it again i told her id ratzer just accept being just given handjob twice a year than have this pain again, she just said i need time. If i really dont want it then its permanent chastity and 2 times a year orgasam so id need to think it really trough.

Also heres an ass from my wife taken sunday before she had sex with her lover because why not.
 

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timedaggare said:
It takes some getting used to, but start with a smaller dildo and work your way up. Also, use plenty of lube and try to relax your ass muscles.
Over 2 years of pegging experience I have worked my way up to an 8" black dildo which my wife pegs me with on average twice weekly.
Click to expand...
That sounds nice. Ill try wearing a buttplug or something simmilar
 
I'm into it. And have done it a few times. I will say it is very intense when you are well lubed and relaxed. For men your prostate will release a lot of cum to the point your weak in the knees. For some women they like watching the in and out action and the control. A good well made double action strapon harness is the key and as a wife or girlfriend that find it very hot and into it as well!
 
Kivi003 said:
So after finally being almost three months now in chastity on and off my wife wanted to try and drain my balls using her 21cm dildo on me by massaging my prostate with it. Suffice to say it didnt work i cant take even half of its length and it hurt but i was extremely excited and my little dicklet was about to explode from chastity. We tried different positions, more lube but i just cant take it all in and i felt more pain than pleasure. Before i was a cuck she did stimulate my prostate with her fingers and i love that but being a cuck now she wont even conaider puting her finger up in my ass anymore.

So any advice? Who here does it and how do actually "ease yourself up" to taks it more easy. Im not saying ill do it again i told her id ratzer just accept being just given handjob twice a year than have this pain again, she just said i need time. If i really dont want it then its permanent chastity and 2 times a year orgasam so id need to think it really trough.

Also heres an ass from my wife taken sunday before she had sex with her lover because why not.
Click to expand...
So your sex life is down to a handjob and an orgasm twice a year? That ain't no sex life. I think you need to go back to the Fetish Encyclopedia and find yourself a new one, there are thousands to choose from. And remember, if she wants to put a rubber dick up your butt, tell her you are allergic to rubber and that plastic is no substitute for a real dick, then start humming "Ain't nothing like the real thing, baby. . ." She either finds you the real McCoy or you go find it yourself.
 
Kivi003 said:
So after finally being almost three months now in chastity on and off my wife wanted to try and drain my balls using her 21cm dildo on me by massaging my prostate with it. Suffice to say it didnt work i cant take even half of its length and it hurt but i was extremely excited and my little dicklet was about to explode from chastity. We tried different positions, more lube but i just cant take it all in and i felt more pain than pleasure. Before i was a cuck she did stimulate my prostate with her fingers and i love that but being a cuck now she wont even conaider puting her finger up in my ass anymore.

So any advice? Who here does it and how do actually "ease yourself up" to taks it more easy. Im not saying ill do it again i told her id ratzer just accept being just given handjob twice a year than have this pain again, she just said i need time. If i really dont want it then its permanent chastity and 2 times a year orgasam so id need to think it really trough.

Also heres an ass from my wife taken sunday before she had sex with her lover because why not.
Click to expand...
Your bum just needs a bit of training. Having a cock up there can be a bit painful and uncomfortable at first,ay even feel like you want to *******. But stick with it and it's lovely.
I say you should have a but plug also whilst in chastity. It will train you good.
Plus 21 cm isn't that big,
Lube up my boi, lube up.
 
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