Other girls

So, why'd it matter to me that Master go elsewhere for sex? (this has the potential to be long, sorry)

I originally asked him to during an argument/discussion thing way back when. He could not understand how I see no issues with sex outside of an established romantic relationship. This topic tends to come up semi-frequently during some arguments, or pretty well any time someone is feeling introspective (Yes, we talk about sex almost as much as I use parenthesis). Since it is a semi frequent discussion there's been much opportunity to establish that Master has little to no actual issues with the idea, he just has issues with how it has affected my life and behaviors.

I have always kind of wished he'd take advantage of the possibilities presented to him. I'd like him to 'get' that having sex with someone, or wanting sex with someone, isn't a hidden ploy to replace who you're with in some instances. He has a weird (to me) sense of having to do what is acceptable, rather that lines up with what he wants to experience or not.

So, I wanted him to, for once in his life, have sex without it having anything to do with a relationship. To actually have no expectations of what would come after, if that makes any sense?

Of course, that was something of a fail as he choose a girl he's had a thing for going back to high school, and who is a friend. Which now puts me in a somewhat awkward spot.  I still have no actual objections, but I'd have preferred it were someone less attached to him, preferably without a child, and definitely who would not have had a different friend texting Master later that day about how he heard about his 'good day'.

Yeah, that last part is what is bothering me, the rest would have just been some 'eh, not ideal, but ok' thoughts. I've never really had any 'have to tell someone what I did!' urges, so I didn't even really know to think about who all would know about this. Which is evidently about all the group of his retained from school friends, who, amusingly enough, makes up a good deal of our day to day guests/visitors.

In any case, that's off subject, but I've hit a wall on explaining why I actively encouraged him. I just never saw sex as much past fun, and feeling good, so it doesn't matter to be so long as no one is hiding it. I like/need advance notice in case of objections to the who or when, or a general need to discuss something. I would just like for him to eventually be able to enjoy playing with other people without worrying about the reaction, or expecting that someone wants something more because of it. ~shrug~

 I dunno, I never really got my snuggly calm down time yesterday so my head is still a jumble, leading to a high chance that none of this makes sense, but I tried, dammit!