How to initiate sex when we both have anxiety /u/Current_Ad1571 Sex

So I just hung out with my crush for the first time a few days ago. We’ve been work friends for awhile and I’m leaving my job soon. I’m in my 20s he’s in his 30s. When we hung out we smoked and talked about a lot of deep shit. After hanging out I texted him telling him I enjoyed it and wanted to do it again. He told me likewise and ‘we should definitely chill more.’ Both of us have anxiety and there was no touching during our hangout session except for a hug goodbye. How do I know he’s okay with doing more without being awkward and asking ‘hey wanna have sex?’ Cuddling first? Kiss? I’ve never been with a guy who has the same level of anxiety as I do/doesn’t take initiative.

So I just hung out with my crush for the first time a few days ago. We’ve been work friends for awhile and I’m leaving my job soon. I’m in my 20s he’s in his 30s. When we hung out we smoked and talked about a lot of deep shit. After hanging out I texted him telling him I enjoyed it and wanted to do it again. He told me likewise and ‘we should definitely chill more.’ Both of us have anxiety and there was no touching during our hangout session except for a hug goodbye. How do I know he’s okay with doing more without being awkward and asking ‘hey wanna have sex?’ Cuddling first? Kiss? I’ve never been with a guy who has the same level of anxiety as I do/doesn’t take initiative.