tiny_tits journal and random thoughts

sex with a stranger

One of the more fun role playing we've done is 'sex with a stranger'.
We've even started the role play at a local bar, with him picking me up.

Last time we did it, there was a brief discussion after of a 'one free pass each'.

We could each fuck a stranger, with ground rules.
(1) no one we knew now
(2) full disclosure, before and after (esp. after- lots of details)
(3) never see them again.

That conversation was a few weeks ago, and neither one of us has spoken about it since, now I'm thinking it was all just part of the moment, like part of the role play kinda.

But I'm seriously interested in us doing it.

I'm even intrigued by him doing it.
 
One of the more fun role playing we've done is 'sex with a stranger'.
We've even started the role play at a local bar, with him picking me up.

Last time we did it, there was a brief discussion after of a 'one free pass each'.

We could each fuck a stranger, with ground rules.
(1) no one we knew now
(2) full disclosure, before and after (esp. after- lots of details)
(3) never see them again.

That conversation was a few weeks ago, and neither one of us has spoken about it since, now I'm thinking it was all just part of the moment, like part of the role play kinda.

But I'm seriously interested in us doing it.

I'm even intrigued by him doing it.

Be harder for him to accomplish, so probably best to have him "go first." Not anything to do with his attractiveness, it is just easier for girls to pick out a one-night. Tougher for guys going in when the ground rule is no attachment. Him having you makes it easier, but if it is no one you know it won't help him.
 
Be harder for him to accomplish, so probably best to have him "go first." Not anything to do with his attractiveness, it is just easier for girls to pick out a one-night. Tougher for guys going in when the ground rule is no attachment. Him having you makes it easier, but if it is no one you know it won't help him.

Good point.

Plus, it would suck if I did it, then he never did.

Maybe I could be his wingman- "hey, see that cute guy at the bar?"
 
Good point.

Plus, it would suck if I did it, then he never did.

Maybe I could be his wingman- "hey, see that cute guy at the bar?"

Or maybe a threesome with a stanger first? Or a couple ...
 
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Being out of town some where would make the never seeing them again part easier. But you'd almost have to get two rooms (adjoining would be kind of hot. Plus if there were an issue for you, he'd be able to help.). I'm also sure there are plenty of guys here who would willingly be your stranger. ;)
:devil::kiss:
 
One of the more fun role playing we've done is 'sex with a stranger'.
We've even started the role play at a local bar, with him picking me up.

Last time we did it, there was a brief discussion after of a 'one free pass each'.

We could each fuck a stranger, with ground rules.
(1) no one we knew now
(2) full disclosure, before and after (esp. after- lots of details)
(3) never see them again.

That conversation was a few weeks ago, and neither one of us has spoken about it since, now I'm thinking it was all just part of the moment, like part of the role play kinda.

But I'm seriously interested in us doing it.

I'm even intrigued by him doing it.

That is a fun fantasy. It will probbly be easier for you to accomplish than for him. There would be a number of way to try to find someone new, picking up someone at a bar, dating sites, swinger sites/clubs, etc.

Bring it up in the heat of the moment again, if there is still interest bring it up outside of the heat of the moment and see where the discussion leads.
 
Being out of town some where would make the never seeing them again part easier. But you'd almost have to get two rooms (adjoining would be kind of hot. Plus if there were an issue for you, he'd be able to help.). I'm also sure there are plenty of guys here who would willingly be your stranger. ;)
:devil::kiss:

I don't think that would be needed- this is a big town.
But first thing first- I've gotta see if that was just fantasy talk or if he would be okay with it, without looking like I'm all hot-n-bothered to fuck someone else.
 
That is a fun fantasy. It will probbly be easier for you to accomplish than for him. There would be a number of way to try to find someone new, picking up someone at a bar, dating sites, swinger sites/clubs, etc.

Bring it up in the heat of the moment again, if there is still interest bring it up outside of the heat of the moment and see where the discussion leads.

If he was okay with it, I would like for each of us to be at the bar or club when we first meet our 'stranger'- maybe just far enough away to observe...

Good idea on bringing it up at the heat of the moment, then again later.
 
I don't think that would be needed- this is a big town.
But first thing first- I've gotta see if that was just fantasy talk or if he would be okay with it, without looking like I'm all hot-n-bothered to fuck someone else.

I imagine that last part is probably really the trickiest part of the whole thing. Good luck :)
 
If he was okay with it, I would like for each of us to be at the bar or club when we first meet our 'stranger'- maybe just far enough away to observe...

Good idea on bringing it up at the heat of the moment, then again later.

Does your heart pound just thinking about it? Mine is and I'm not even involved! What's the risk of you or he suddenly feeling hugely jealous as you're left in the bar imagining what's happening elsewhere? Lots to think about before going ahead I guess.
 
It's a good idea to bring it up next time in the heat of things...you should be able to determine if it is a fantasy or something he is really interested in trying.

I've often found that you never know what a lover is willing to try/do/allow until you ask, though asking can have it's own set of perils. Personally, I am an advocate of honestly talking about sex and drawing the lines deliberately, to help keep miscommunication down.

I've done the "sleep with a stranger" and "tell me all the details" thing before - it's pretty hot, at least for me, and always led to more hot sex.
 
If he was okay with it, I would like for each of us to be at the bar or club when we first meet our 'stranger'- maybe just far enough away to observe...

Good idea on bringing it up at the heat of the moment, then again later.

I can see how that could be fun- maybe the one on the prowl could get an approval nod (or not) from the one watching, when choosing that nights prey :)

Then, if there is no good potential candidates, you two could resume your role play to cap off that night.
 
I imagine that last part is probably really the trickiest part of the whole thing. Good luck :)

It would be nice if I can make it seem like his idea ;)

Does your heart pound just thinking about it? Mine is and I'm not even involved! What's the risk of you or he suddenly feeling hugely jealous as you're left in the bar imagining what's happening elsewhere? Lots to think about before going ahead I guess.

I put that risk as moderate, on his end.
I think I will be okay with it.

It's a good idea to bring it up next time in the heat of things...you should be able to determine if it is a fantasy or something he is really interested in trying.

I've often found that you never know what a lover is willing to try/do/allow until you ask, though asking can have it's own set of perils. Personally, I am an advocate of honestly talking about sex and drawing the lines deliberately, to help keep miscommunication down.

I've done the "sleep with a stranger" and "tell me all the details" thing before - it's pretty hot, at least for me, and always led to more hot sex.

Its the detailed sex conversation that I shy away from- quick notes, heat of the moment things are fine. The 'let's sit down and discuss this' not so much.

I can see how that could be fun- maybe the one on the prowl could get an approval nod (or not) from the one watching, when choosing that nights prey :)

Then, if there is no good potential candidates, you two could resume your role play to cap off that night.

Good backup plan.
 
Its the detailed sex conversation that I shy away from- quick notes, heat of the moment things are fine. The 'let's sit down and discuss this' not so much.

Perhaps raise it when you're in a bar together along the lines of "I really fancy that guy - who would you go with given the chance ..."
 
If he was okay with it, I would like for each of us to be at the bar or club when we first meet our 'stranger'- maybe just far enough away to observe...

Good idea on bringing it up at the heat of the moment, then again later.

While not the same thing, swinging was brought up a lot over the years in the heat of the moment, and led to good hot sex. Outside of the heat of the moment, it lost a bit of its appeal. Eventually , in the middle of sex, we decided to go for it. Plenty of hot sex then, and everytime we have been with someone else (not that it has happened a lot.)

We have not tried the picking someone up in a bar thing, but hope to at some point.
 
I don't think that would be needed- this is a big town.
But first thing first- I've gotta see if that was just fantasy talk or if he would be okay with it, without looking like I'm all hot-n-bothered to fuck someone else.[/QUOTE]

... but you are, right? :D
 
If he was okay with it, I would like for each of us to be at the bar or club when we first meet our 'stranger'- maybe just far enough away to observe...

Good idea on bringing it up at the heat of the moment, then again later.

Don't forget to look at it from the third party's point of view. If he picks someone up at a bar, is she really going into it assuming it's a one-time-only-never-to-be-repeated experience? Maybe, but how would you know?

As an alternative, scroll through the 'casual encounters' tab on craigslist and see if anyone there flips his switch. At least that let's him give fair warning to the other woman about just how one-time this is.
 
Perhaps raise it when you're in a bar together along the lines of "I really fancy that guy - who would you go with given the chance ..."

We've done that, a few times already.

While not the same thing, swinging was brought up a lot over the years in the heat of the moment, and led to good hot sex. Outside of the heat of the moment, it lost a bit of its appeal. Eventually , in the middle of sex, we decided to go for it. Plenty of hot sex then, and everytime we have been with someone else (not that it has happened a lot.)

We have not tried the picking someone up in a bar thing, but hope to at some point.

I still think that's our best option, or a club.


I don't think that would be needed- this is a big town.
But first thing first- I've gotta see if that was just fantasy talk or if he would be okay with it, without looking like I'm all hot-n-bothered to fuck someone else.[/QUOTE]

... but you are, right? :D

Kinda, yea. :eek:

Don't forget to look at it from the third party's point of view. If he picks someone up at a bar, is she really going into it assuming it's a one-time-only-never-to-be-repeated experience? Maybe, but how would you know?

As an alternative, scroll through the 'casual encounters' tab on craigslist and see if anyone there flips his switch. At least that let's him give fair warning to the other woman about just how one-time this is.

True.
Plus, the guy I pick.
Craigslist has an EWW factor I don't want to deal with.

I think a 'full disclosure' is appropriate, though.
 

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I love this pic :D
 
Last night, we were at our favorite local pizza place, and we were all flirty and having a good time. I pointed out a good looking gal (who was obviously off limits, due to her husband and child) and asked 'do you find her attractive?'

With one eyebrow raised, he answered 'no way am I walking into that bear trap!'

I laughed. "What do you mean?"

He just laughed and shook his head, and wouldn't answer, but I knew what he meant.

I said 'no, it's not like that. I'm just trying to figure out the type you want to use your one free pass on!'

'You first. Who do you want to "do" '? he asked.

I was pleased with that response- (1) he didn't act like he had forgotten our earlier conversation, and (2) he was still playing along, having fun.

But, he was treating it more like an ongoing joke than a real possibility. I didn't want to push things too far, so I just said 'I don't see anyone here that suits me. We'll just have to keep looking, I guess.'

He just chuckled.

Baby steps...
 
Last night, we were at our favorite local pizza place, and we were all flirty and having a good time. I pointed out a good looking gal (who was obviously off limits, due to her husband and child) and asked 'do you find her attractive?'

With one eyebrow raised, he answered 'no way am I walking into that bear trap!'

I laughed. "What do you mean?"

He just laughed and shook his head, and wouldn't answer, but I knew what he meant.

I said 'no, it's not like that. I'm just trying to figure out the type you want to use your one free pass on!'

'You first. Who do you want to "do" '? he asked.

I was pleased with that response- (1) he didn't act like he had forgotten our earlier conversation, and (2) he was still playing along, having fun.

But, he was treating it more like an ongoing joke than a real possibility. I didn't want to push things too far, so I just said 'I don't see anyone here that suits me. We'll just have to keep looking, I guess.'

He just chuckled.

Baby steps...

Giuseppi’s for pizza, or is there someplace better?

Baby steps. It took us a while to get there.
 
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