Me [f/26] with casual relationship [m/32] should I lay it all on the table?

I've been dating someone for a month off of Bumble. It's going well, but has a very likely end date in sight. He's moving in a year. I'm done of my work contract here next June and am moving anyway (destination unknown), but I think it's easiest to assume it will be short term (he's moving to a Spanish-speaking city and I'm a novice in the language).

There are two things I want to talk about with him, and I don't know if they should be separate conversations. The first is monogamy and sex. We've been having sex consistently, it's great, but I'd like to know if he's been tested recently. I prefer monogamous sexual relationships and not sure if that's what he's looking for. And, honestly, I hate condoms so if we've both been tested then I'd like to forgo them. There's more to this conversation, but let's just assume I have the sexual safety part itself covered, it's just how/when to bring it up compared to the next thing.

The second thing is to see if he's looking for a more casual dating relationship (ie. platonic sex date buddies) or a fling (feelings, just with an end date). We've only been dating a month, so he may not know yet... I don't know yet honestly. He's also recently (7 months ago) out of a 3 year relationship. But if he's looking for something with no emotions that's probably going to stop working for me sooner rather than later. So, part of me thinks this conversation should be had sooner rather than later. We go on dates, see each other twice a week with sleepovers, and have in depth conversations, but I can't tell if he's interested romantically or just enjoys my company. He's quite stoic in this way. Just FYI - he has Spanish heritage, but basically grew up English (staying vague for privacy), so cultural stereotypes of romance don't apply.

Basically, my priority is monogamy > no condoms > romance, but that might not be the best approach. I've thought about doing it all in one conversation too, but that might be overwhelming and premature for just one month dating. Any ideas? But, if we only have a year at most, why not be blunt? Any help on how to bring this up, if there are things I should bring up now or wait, is appreciated!

TL;DR: Dating a guy for up to a year. Want to know what his expectations are (feelings or no) and maybe have sex without condoms depending on everything. How do I bring all of this up? Same conversation, two different ones? What order?

Submitted August 07, 2019 at 11:47PM

I've been dating someone for a month off of Bumble. It's going well, but has a very likely end date in sight. He's moving in a year. I'm done of my work contract here next June and am moving anyway (destination unknown), but I think it's easiest to assume it will be short term (he's moving to a Spanish-speaking city and I'm a novice in the language).There are two things I want to talk about with him, and I don't know if they should be separate conversations. The first is monogamy and sex. We've been having sex consistently, it's great, but I'd like to know if he's been tested recently. I prefer monogamous sexual relationships and not sure if that's what he's looking for. And, honestly, I hate condoms so if we've both been tested then I'd like to forgo them. There's more to this conversation, but let's just assume I have the sexual safety part itself covered, it's just how/when to bring it up compared to the next thing.The second thing is to see if he's looking for a more casual dating relationship (ie. platonic sex date buddies) or a fling (feelings, just with an end date). We've only been dating a month, so he may not know yet... I don't know yet honestly. He's also recently (7 months ago) out of a 3 year relationship. But if he's looking for something with no emotions that's probably going to stop working for me sooner rather than later. So, part of me thinks this conversation should be had sooner rather than later. We go on dates, see each other twice a week with sleepovers, and have in depth conversations, but I can't tell if he's interested romantically or just enjoys my company. He's quite stoic in this way. Just FYI - he has Spanish heritage, but basically grew up English (staying vague for privacy), so cultural stereotypes of romance don't apply.Basically, my priority is monogamy > no condoms > romance, but that might not be the best approach. I've thought about doing it all in one conversation too, but that might be overwhelming and premature for just one month dating. Any ideas? But, if we only have a year at most, why not be blunt? Any help on how to bring this up, if there are things I should bring up now or wait, is appreciated!TL;DR: Dating a guy for up to a year. Want to know what his expectations are (feelings or no) and maybe have sex without condoms depending on everything. How do I bring all of this up? Same conversation, two different ones? What order?