Anal toys -VS - Erections

I just starting with anal play (aside from my girl friend putting a finger up my ass during a blowjob). When I put in the small plug I get semi hard in my cage. Putting in the medium plug and my cock really strains the cage. I’m not ready for the large plug yet, but I’m guessing I’ll have a similar result.

 

Only way to find out is to try it.

I was quite disappointed to find out that my decent erection almost disappeared when entered.

My friends (wife and her husband) asked me to join them one evening. The lady in question was put into a swing and I got to penetrate her to my hearts content. Everything was going wonderfully, until the husband entered my butt (as agreed, as wanted, as expected).

It felt good and erotic and everything as I would have expected, but still my own erection sort of faded away and we could not keep going :/

We did have lots of fun, but that one thing was not as I was hoping it would be.

 

Have you ever read a story and realized it was a completely different story than you thought at every turn? This right here is a novella....

 

WOW, are your friends open to making any more friends???

 

The closer I get to my anal orgasm the smaller my dick gets. Even to the point it withdraws up inside me. My foreskin cover and seals inside my pre cum. Always wanted to be hard and cum from anal orgasms but could never achieve. Anal orgasms are the best.

 

Pardon me, but this is not fiction.

I am not sure I get your point here, but ... No, I don't think so.

 

As far as I know, they are now divorced, so I don't thnk so.

 

Oh, that's a pity, but I bet it was a fun experience for you, none the less.

 

I believe you read me wrong. Every part of your recount twisted in a way I didn't see coming. It was like a great short story worthy of print...

 

When plugged I am typically restrained in some form of inescapable bondage for hours on end. When I'm initially immersed in this situation it makes me rather horny but as time goes by I eventually become completely limp. I still try in vain to achieve an anal orgasm., so I squeeze my sphincter muscles which causes the plug to massage my prostate which most likely contributes to the dozy phallus. The whole process leaves me spent but nowhere near any type of sexual release.

 

I'd like to test this out, but I've got this hard plastic cage thingy locked onto my little guy and it won't let me have an erection. Very frustrating! My wife wants it that way because she doesn't trust me not to touch it if I have an erection.

And now that i think about it, I DON'T want to test this out because I don't want another device that prevents me from having an erection!

 

Oh. I did ready you wrong. Sorry about that.

Thank you.

Back on topic:

I am really jealous for women that they do not have similar "issue". The wife in question enjoyed immensely when she was riding her hubby and I entered her butt at the same time. I would love to experience that, but, alas, it is not that easy

 

Come to think of it, it just might work.

My lover has given me unforgettable experiences from time to time.

Maybe a year ago I gave her a Feeldoe and she loves to use it ... on me. And I do not complain.

For some reason my dick has no problems with stiffness at all when I ride her in a cowgirl ("cowboy"?) style. I can almost have a hands free orgasm, just riding her and her feeldoe. Too bad, some manual assistance is needed but she is happy to lend a helping hand ... when she feels like it. (That is to say "Not when I feel like it")

Anyway. If she was on her back with a feeldoe, and if I was riding her and someone offered some suitable orifice for me to penetrated (sit on my lap, sort of), I guess it would work just fine. Alas, this has not happened and it probably never will. I would love to try.

I guess it might be possible to replace her and the feeldoe with a man and an erection. That might work. Volunteers?

Point is that I can maintain an erection when I'm riding but not so well when I'm penetrated from behind. Or then again, maybe it is something psychological, as I am (or think I am) a CIS-male. "Straight but not narrow"

I have never cum in a male butt or mouth even though I have some years of experience with females.

Neither has a man ever cum in my mouth or butt, but Kinky Shibby has ensured me that I would love that (ref: https://shibbydex.com/file/964edf70-72e9-4802-82f3-38ac8738ceb9 among others) and who am I to argue.

 

In days before ED, I would get hard as a rock when my wife was going to play with my ass. She would be prepping toys, her strapon, or rubbing lube on the crack of my ass and I could hammer nails with my erection. When we started doing this when I was wearing a cage, I thought my cock would bend the bars during the prep. Once the object, finger, probe, or dildo started to slide in and out I would get soft. If she was sucking on me, I would orgasm like a rocket, or when just stroking in and out would release my fluid.

 

Its the cheapest of all the cages I own and my most comfortable. We use this as the primary device, the lock has been replaced numerous times, drilled out or worn out.

 

I have tryed to sleep with an anal plug in recently. I was outstandingly lucky: my wlife commanded me to insert a small plug and left it overnight. Yes, I was that lucky, I hadn't asked for this that particular day, it was just a coincidence.
However I know the answer now for the question. A small plug inserted into my butthole didn't prevent 5 AM erection. I have had a normal erection and had to pee. Interestingly, I was sleeping with a buttplug in for the first time. I slept pretty OK, as usual, when caged.

 

My experience with Aneros prostate massagers has been that I start off excited and get erect as I start contracting muscles around the massager. As I get more and more aroused, my focus become centered on the prostate pulsing and the erection becomes smaller as I become more aroused. It may cycle between limp and semi but in general the erection is an artifact of my anticipation and not the stimulation.

I am nearly universally more successful when the erection does not persist.

 

Prostate stimulation started long before chastity and even when caged it is pretty obvious when the penis would prefer to be erect even though it is being smothered. Lastly, my wife is notoriously lax at caging me at various times so there have been instances where I wanted stimulation but not the orgasm.