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The girlfriend is making me "pick my pleasure". the thing is she gets to pick how long this game lasts, and with a big grin gave these 2 options, and was told it could be over in a few days (in a little voice ) or could last for month's depends on how much she's enjoying are arrangement! giggling a little (I wonder if she practiced this or if it just happen)

Option 1 is complete denial for me, all sex will be pleasing her orally and as she put it "if your good I will let you beg to be fucked, for your prostate heath of course".
I will remain looked up in the chastity device of her choosing with the 1 exception, once a week she will remove my device for a quick cleaning/teasing.

Option 2 is what she called going past pleasure, I was told that anytime I'm to please her, which she made plainly clear that could/would happen up to 3 or 4 times a day from time to time.
first I would be tied down, gagged and given a really good HJ that would end in some really hard long post orgasm stroking

I have to pick by Saturday @ 9am, I'm to beg her for one of the options until I convince her to play my silly little game.
The post orgasm stroking thing really scares me but Ive never worn a chastity belt for more than 10 days!
What should I do?

I would propose to the girlfriend as soon as is practical

And pick... Option 1. Easy... you can manage 10 days you say.

-d

I vote for the chastity belt. Post-orgasm jerking off is really bad.

droog wrote:I would propose to the girlfriend as soon as is practical

And pick... Option 1. Easy... you can manage 10 days you say.

-d

This made me really chuckle so...



And I agree, pick the chastity belt, unless you love post orgasm torture. and my guess is from the rules it will last more than a week.

I would choose number two, with the condition that it will not get to the point of health problems (3-4 times a day jerking off - I believe you can damage the skin after a while. So as long as it's consensual, I choose 2.
This WILL be a torture. But I find that I personally really do not enjoy denial that much. Fantasy is hot, but when it gets to the denial itself it's just not fun at all for me. I get really discouraged in all spheres of life and my mood drops severely, I'd call it light depression even. That's ME though.

So, again, I would choose two. Also I'd ask her to mix some teasing in those handjobs, making you beg to cum, then beg to stop.
Pot is a torture but it's a sweet torture.

Then again I would switch those two. First let her do POT to you, then let her deny you.

And also I completely agree - you should grab such a girlfriend and hold onto her with both hands =) I'd do so if I were you!

How long can you stay hard post-orgasm? Are you using viagra or something? I think I'd go for that one if I could, the question is CAN you? True about both I guess, but the belt is more certain. Also, congrats on the kinky and understanding girlfriend.

I agree with the idea of Marrying the girl soon!!


a lady willing to play like that is Sooo rare...

I would suggest
Option One
and then two

breifly: denial is fantastic and fun

f your good I will let you beg to be fucked, for your prostate heath of course".

I talked to a doctor
about denial "as long as you like it, it's fine" was his response..
you can beg for draining/ prostrate massage if it "get's to intense"

then when you finally get release
option TWO!
I love doing this with my male subbies
when they finally get an orgasm they are craving..
it is More than they want

this help you desire the denil state.. and makes the whole thing evil


I also recommend asap
doing a search for: engagement rings

How long can you stay hard post-orgasm

in the case of POT - pretty long. You also don't actually need to be hard at all to experience it, because the head remains sensitive for a few minutes even if you go soft. So POT can be done on a soft cock too.

Nezhul wrote:

How long can you stay hard post-orgasm

in the case of POT - pretty long. You also don't actually need to be hard at all to experience it, because the head remains sensitive for a few minutes even if you go soft. So POT can be done on a soft cock too.

I agree completely, I asked her to do this to me once, which led to a few more times, she seems to enjoy doing it and has gotten really good at it. keeping me hard after the fact doesn't seem to be a problem at least for a min or two, add a shoe string and it really could become a painful multi-orgasm experience.

I'm thinking I will ask her to pick which ever would make her happiest and beg for leniency.

P.S. She doesn't want to be married, but I'm working on it, she's really a great gal.

P.S. She doesn't want to be married

She will want to, eventually. All you need to do is make her think only of you, and be by her side until she's ready. I don't know how young she is, but most people start to want to get married only by the late 20s. It's perfectly OK for a young person to not want to get married, IMO.

whats post orgasm stroking?

try to cum and continue stroking to find out.

Really interesting post, from my perspective. I'm just getting interested in chastity, and have long fantasized about undergoing some POT. POT on my own doesn't really work for me (I just go limp, and even the head sensitivity seems to go away quickly), but I imagine being tied down and having someone else doing the work would increase things a bit (those with experience, am I right?). I have no SO to test this, let alone a gf who'd be willing, so, at this point, I think my best bet might be finding an escort who will do fetish play.

Myself, I'd vote for a combination of the two. Complete denial for so long, and then the condition that you're allowed relief is enduring POT. Maybe a condition that the quality of your oral skills will determine the severity of your torture. But, this is perhaps due to my newfound interest in chastity and how much watching POT vids intrigues me.

Well I let her pick hoping for mercy,...

Was given this yesterday along with the key for safety, was told I better wear it to find any problems because the lock gets replaced with a good one Saturday night (are date is in a couple of hours) and she was keeping the key !

Damn thing sucked getting it on, she pushed and poked and even tried a nail file to push it in, ended up using a rubber to pull it up in the tube this still took 5 mins.
not to bad once on at least until i get excited which doesn't last long thank god, I have a filling tonight's date is going to be intense.

O and when I'm ready to be released I could beg for it, if she agreed we were both ready , I would get it with post orgasm stroking then would be locked back up because I couldn't choose, "so were going with both!"