If don't don't have THAT type of relationship, this could come back to haunt you for a long, long time.

What is it they say: It's a woman's prerogative to change her mind. Which is a means she deals with her ambivalence. All she'll remember is that it was your idea, and you made her follow through with it, no matter what the truth might be. The mere fact that you wanted what you wanted, if you won, will be be the basis of her condemnation of you, in her eyes. I've seen way, way more of these blow up in the guys face, than turned out well. Sometimes the worst case scenario is the woman discovers she's bi or gay, and leave him for a woman. Ouch!

The wager was if I won she would watch me get a blow job.  If she won I would watch her give a blow job or get fucked, but I won!

We've never done this before, no threesomes, etc.  Looking for suggestions on how to set this up so she will not freak out.  

Ideas on providers, how to approach, do provides mind this type of arrangement, etc.

this is a bad thing. it will come up for ever. do not do it . instead take her out and for a good time and let her give her give the blow job.

some "victories" are disasters both now and down the line.

Don't go there unless you know FOR SURE she's down with that.

A bet's a bet, and I'm a gambling man. But those odds sound way out of my comfort zone and I'm not married.

I'll bet she'd like that.....but if she wants to keep betting like that until SHE wins.....well, good luck.

A heads I win tails you lose type of bet.

And yes you can interpret that several ways.


Thank You
2011 = 28

If you've got to be careful so she doesn't freak out you shouldn't do it. She doesn't sound like she's really into this.

But what if, in the mirror universe, she had one and is chatting on line about some guy (or MORE than one guy) she has always wanted to have sex with and now is her chance but she doesn't want to freak out her armybrat SO by making him watch so maybe she should just forget about the whole thing and have a special night together.

Don't mind me. I'm an other universe altogether.

Don't follow through. Not a good idea. Dinner, whatever with your SO and have a good night of sex with her.

You find someone to give you blowjob while your wife watches? And, if you “lose”, you have to watch your wife giving a blowjob (or getting fucked)?

Isn’t that like a: ‘heads I win, tails I still win” kinda deal for you. Lol….

You better hope she’s willing to follow-through with this for a better reason than she lost a bet and you’re holding her to it. Or this might be your last time this kind of arrangement, too.  

If you are going to go through with this, probably best to let her arrange the details.

Ask her to find the person and say you will go along with whomever she finds as long is the 3rd party is attractive. Set a time limit her to find one and when the time limit expires you say you will find one. This way you can avoid lot of questions like, for example, how did you find this person? Where did you know her from? Have done this before? All sorts of suspicions arise.

If she finds the person you can ask the questions or not and you may get some surprise.

You are definitely on dangerous ground and need to NOT follow through on the original bet.  But how about this:
You tell her you don't feel right about the bet and are afraid she will be uncomforable, which is the  last thing from your noble mind.  So you ask her if she's ever wanted to try girlie sex with a hot provider of her choice.  She gets to pick the girl, she also gets first "crack" at her, then you get to have sex with both of them.  Still risky, and if she says "no" I'd agree with everyone else and bail on the whole thing.  But, man, if it works????

This is best idea yet.

Or video record it, then she can watch.

I agree with some of the other posters in that I am not sure that anything good will come of this, unless it was her idea to start with.  If it was your idea originally, and you follow through with this, you might as well move out now and save yourself the ugliness that will ensue.  If this was simply a way to nudge you two into a swinger/swap fantasy or to test the lifestyle, proceed with caution and carefully plan each step of this together.  The odds are pretty good that she will get cold feet, so prepare yourself for this so that you don't accidentally (and callously) blaze forward with your plans, missing the warning signs, until it is too late.  If this is truly an adventure that you are both excited in sharing and it works out, you, my friend have a real "keeper" in your woman--treat her well!

If you love her and you want to keep her around, rent a camera focus it on your cock and have her give you head. This time if there is something that she does or dosen't do during an oral session, talk to her like she is someone different...ie: no hands baby...open your throat a little more, just relax...or grab her hair or whatever you do not usually try or test while your SO is giving you the ultimate kiss, however and I really really mean this Do not have her watch you getting that from a stranger and expect that you will ever get back to where you are.You will be somewhere else...maybe good maybe not but your relationship will never be the same. If a blow Job from a stranger in front of her is worth the risk Do it but if you want to keep her ,film her and use it as a fun training video with her. You sound like you have a open minded fun woman, they are not that easy to find. Have fun.

Just an Old,Ugly, Fat Fuck with an opinion

Sounds like, maybe, it's her way of telling you she wants some strange.  If so, go for it. But you'd better be really, really, damn sure.