Tell him that you’re attracted to him, that you care about him, and that you would be interested in going on a date or having sex again or whatever else you’re interested in exploring with him, then ask him how he feels.
You don’t need to preface your feelings with speculation about his, like, “I know you probably don’t want to date anyone so soon after your breakup” or “Sarah thinks you’ve been in love with me for years.” He knows that you haven’t dated guys before, so you can let him decide whether that’s a “risk” he cares to run. I hope it goes well, and keep us updated! You don’t have to take yourself out of romantic contention just because he’s the first man you’ve slept with. Should we break up? I’ve been dating “Sam” for about 10 months.
