Canadian_Man
Don Juan
- Joined
- Oct 1, 2022
- Messages
- 131
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- 106
In mid-January I'll be returning to the city I moved away from, about a year and a half ago, for a few weeks.
Lived there for ~5-6 years.
There are two women in particular whom I'm on good terms with, whom have shown interest before, and whom I'm deciding whether I should try to hook up with while there.
I'm good with leaving both of them alone if I cannot manage it in a smooth manner.
The first, was in one of my social circles.
She's in her mid-to-late-20's, a few years younger than I am.
Nothing happened between us before, in part because I wasn't looking for that at the time (have some attraction to her, enjoy her company, but didn't want to date), and in part because when she felt out the idea (when she brought up that she is polyamorous) I became uncomfortable (I've never been into 'plate spinning', as it would be called here, and would have wanted the possibility to be exclusive, not to just be her plate).
The second, I dated for ~1.5-2 months, and slept with a few times during our 5-6 dates.
It ended on good terms, no drama or anything like that.
No ties to any of my social circles, met through OLD.
I reached out to her a few months ago, after ~3 years of not talking, and it picked up basically where it left off.
We had the same fun & playful vibe between us as we used to when we were dating.
I know she's currently single.
She was 'reserved' when we were seeing each other, from what I gathered she hadn't slept with many men at that time (she said a few things to indicate this indirectly).
And she's my age, 29.
I've only ever been involved with women when dating was on the table, not for a one or two time hookup while visiting a city, so I'm not exactly sure how to go about facilitating this.
There is a logistical challenge, in that I wouldn't have my own place to bring them back to, since I'll be staying at a friend's place where that's not possible.
But I'm more-so unsure about how to float this idea to one or both of these women.
The first, I don't really want it to impact my social circle, even though I don't live there anymore.
The second, if I were to move back to city (small chance of this happening in the next year or two), I would give a go at dating again, so, I would want to proceed in a way to leave that option open.
What would be a good way to approach this, and would it differ much for either woman?
Lived there for ~5-6 years.
There are two women in particular whom I'm on good terms with, whom have shown interest before, and whom I'm deciding whether I should try to hook up with while there.
I'm good with leaving both of them alone if I cannot manage it in a smooth manner.
The first, was in one of my social circles.
She's in her mid-to-late-20's, a few years younger than I am.
Nothing happened between us before, in part because I wasn't looking for that at the time (have some attraction to her, enjoy her company, but didn't want to date), and in part because when she felt out the idea (when she brought up that she is polyamorous) I became uncomfortable (I've never been into 'plate spinning', as it would be called here, and would have wanted the possibility to be exclusive, not to just be her plate).
The second, I dated for ~1.5-2 months, and slept with a few times during our 5-6 dates.
It ended on good terms, no drama or anything like that.
No ties to any of my social circles, met through OLD.
I reached out to her a few months ago, after ~3 years of not talking, and it picked up basically where it left off.
We had the same fun & playful vibe between us as we used to when we were dating.
I know she's currently single.
She was 'reserved' when we were seeing each other, from what I gathered she hadn't slept with many men at that time (she said a few things to indicate this indirectly).
And she's my age, 29.
I've only ever been involved with women when dating was on the table, not for a one or two time hookup while visiting a city, so I'm not exactly sure how to go about facilitating this.
There is a logistical challenge, in that I wouldn't have my own place to bring them back to, since I'll be staying at a friend's place where that's not possible.
But I'm more-so unsure about how to float this idea to one or both of these women.
The first, I don't really want it to impact my social circle, even though I don't live there anymore.
The second, if I were to move back to city (small chance of this happening in the next year or two), I would give a go at dating again, so, I would want to proceed in a way to leave that option open.
What would be a good way to approach this, and would it differ much for either woman?
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