Omegle Adventures: Chastity.

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Faraday
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Omegle Adventures: Chastity.

Post by Faraday »

It's been a while for those of you since I've shared one of these. This may or may not have been a girl, I may or may not have actually done this, and you may or may not find this entertaining. ;-) But this conversation did take place, and if there is anybody out there who wants to do some keyholding though, do let me know.

Stranger: hi
Stranger: are you in a belt?
You Not at the moment, but I have one.
Stranger: that's good
Stranger: I can help then
You Are you a guy or a woman?
Stranger: a woman
Stranger: and putting a guy in chastity makes me wet
You Ah, I'm sure you could help then.
Stranger: when was the last time you had an orgasm?
You Honestly only a few days ago...
Stranger: don't you think that was too recently?
You Yeah, it really was...
Stranger: I thought so
Stranger: would you stroke your cock for me for a bit?
You uh... Sure.
Stranger: good boy
You Thank you Miss
Stranger: mmmmm
Stranger: tell me when you'r ehard
You Yeah, it does feel good.
You I'm hard right away
Stranger: of course you are, little boy
Stranger: maybe you should go get your belt, just so you remember you have it
You going to grab it
Stranger: good
You I have it now
Stranger: good boy
Stranger: do you have a key for it, or just those plastic locks?
You It's a key built into the device
Stranger: how do you keep the key away from yourself when you're horny, then?
You I usually just exercise self control
You But I have places I can put the key in that are inconvenient
Stranger: oh, that's good to hear
Stranger: stroke your cock for me some more and tell me where you put the key
You I usually put it in my office at work
You Or somewhere in my car
Stranger: hmmmm
Stranger: do you think that's out of the way enough?
You It's still pretty accessible for me, really
You Just inconvenient a little but sometimes that is a good enough motivator
Stranger: wouldn't you rather know that you can't get to the key, no matter how horny you are?
You Yeah, I would love that.
Stranger: I'd rather you couldn't get to it
Stranger: I thought so
You or only have you be the one to control access to it somehow
Stranger: I want you to stroke some more and think about how you'd feel if you couldn't get to the key
Stranger: stop stroking for a minute and spank your balls for me. Smack them five times, each time harder than the last.
You Yes Miss.
Stranger: how does that feel?
You Painful Miss
You Sends a jolt of pain up my gut
Stranger: tell me how badly you want to cum
You Badly Miss, I am really horny right now
Stranger: good boy
Stranger: I'd like you to do something for me first
You Yes Miss
Stranger: think about my tits and use your computer to take a picture of yourself. I want you to see how silly you look all horny and denied.
You Yes Miss. >.<
Stranger: make sure your cock and balls are in the frame
You I took the picture, Miss
Stranger: good boy
You I do look stupid and turned on
Stranger: Now I want you to stroke yourself to the edge. Don't cum. Tell me when you're on the edge.
Stranger: Think about my black, lace thong. It's clinging to my pussy.
Stranger: Fuck I'm wet.
You This whole conversation is getting me so turned on
You I wish I could stroke and type at the same time for you
Stranger: concentrate on edging
You Yes Miss
Stranger: I'll be playing with my nipples while I wait to hear more
You I'm getting close to the edge, Miss, almost there...
Stranger: good boy
Stranger: get closer
You on the edge
Stranger: STOP
Stranger: I'm going to give you a choice now. Would you like a choice?
You Yes Miss
Stranger: Good boy.
Stranger: Here's your choice
Stranger: You can send that picture you took to THREE people in your email address book and then you cum
Stranger: OR you can put on your belt
Stranger: if you put on your belt, there's another condition
Stranger: let me know what you choose
You I can't send it to three people Miss, it's not even a choice for me
You The belt is automatic, so I'll take it then...
Stranger: Then put your belt on and I'll tell you the rest
Stranger: let me know when you're locked up
You Yes Miss
Stranger: I'll be enjoying the thought….
You It'll take a minute
Stranger: ok
You Hard to put it on when I can't get soft
You From being turned on
Stranger: You'll just have to work that out
Stranger: use ice if you have to
Stranger: having a HARD time?
Stranger: :-*
You It's on now Miss...
You And it's definitely still hard in the cage
Stranger: Good boy
Stranger: I want you to do one more thing for me before I tell you the last condition
Stranger: I'd like you to smack your balls for me again. This time, do it as many times as you think I'd like you to. Then tell me how many times you did it.
You Yes Miss
You Each time harder than the last?
Stranger: yes, of course
You I got to 20 Miss
Stranger: very good
Stranger: very good indeed
Stranger: now, I know you want to cum, and I want to reward you
Stranger: but wouldn't it be better if it weren't up to you?
Stranger: don't you agree?
You Yes Miss, of course that's always better, which is why I felt the need to come on here
Stranger: I thought so
Stranger: so here's what I'd like you to do
Stranger: Get an envelope and address it to yourself. Put two stamps on it. Wrap your key in a piece of paper, and put it in the envelope and mail it tomorrow.
Stranger: You may not cum again until EITHER the envelope comes back OR you decide to let yourself. Whichever comes later.
Stranger: Won't that be nice?
Stranger: You KNOW you won't get to cum for at least 2-3 days, but you don't know how long it will be.
You Yes Miss...
Stranger: promise me you'll do it
Stranger: I want to finger myself to the thought tonight
You I promise I will do it for you Miss :(
Stranger: good boy
Stranger: and think about how'd you feel if the key got lost in the mail...
Stranger: tell me how you'd feel...
Stranger: how your balls would feel...
You I'd feel so incredibly horny and frustrated
You And I wouldn't know if they were really lost
You Or if I should keep waiting
You Because I still don't want to disappoint you and not follow your instructions
You But I would be so horny...
Stranger: I think you should keep waiting. Sometimes the mail takes a long time….
Stranger: Thank me for not letting you cum
You Thank you Miss for not allowing me to cum...
Stranger: good boy
Stranger: now don't forget your promises
You I promise Miss, I won't forget
Stranger: good boy
Stranger has disconnected.
kinkmepls
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Re: Omegle Adventures: Chastity.

Post by kinkmepls »

Wow that's really hot! I love this trick.
Have to go online on omegle more often I think :D

PS: Another good trick is to put the key in a safe in a bank. You could even put the key for this bank safe then in another bank safe etc...
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arthurb
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Re: Omegle Adventures: Chastity.

Post by arthurb »

Nice session!

I've thought about that key in the mail one myself.

Another is to take the key into work, and leave it there over say the weekend.
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