I know it's naughty of me to say this, having been single until i was 37 i well know that dating as a full grown adult has plenty of pitfalls and fraughtness - but anna your story has made me laugh!
A little explanation. So i was single after a very serious long-term relationship ended not nicely and determined to not do the rebound thing. i was dating pretty often (only three guys at a time - and i wrote 'dating' not 'what you may have been thinking' and volunteering a a local wildlife museum on the weekends. I was part of a team of around 15 docents who handled non-releasable critters and gave talks on them to the public (formal and informal talks). The best time i've had in my life.
I don't even remember the first time i met my husband. We'd both come in to volunteering at the same time, but it was a couple of months before i'd even noticed him (because he complimented me on a parka which if i wore now he'd pull his hair out). Over time we talked more, after a few months he asked if i wanted to go birding which of course i did as i'm a maniac birder. After a fun morning we returned to his car, where he pulled out champagne flutes and some sparkly........at which point i gave the 'only friends' talk. He was nice and funny and good looking and we had a ton of similar interests and values and he was a great dresser but honestly, NOT my type.
Fortunately, my little talk didn't prevent Tony from asking me to go on further dinners, movies, etc. On our third or fourth date we went into SF and saw a play, followed by dinner and a fun midnite stroll in North Beach. When this confirmed 'to bed by nine pm' girl glance at her watch and saw it was one am (i had no idea!), i realized i'd made a big mistake. But, lucky me, Tony just figured he'd keep asking, i kept saying sure, and we worked it out. We've been married almost fifteen years now, and no regrets.
It seems that things don't always develop the way we think they should or do...if you're worried about leading him on, just let him know how you feel and if he decides he's still like to spend time with you, he's a grown up and gets to make his own decisions as far as i'm concerned.
Best of luck in any case, and have fun! steph