Sticky Situation ... Opinions Wanted!

I started a new job a couple of weeks ago and have become very friendly with my boss. He's flirtacious at times, but he's like that with everyone, so I always laugh it off. Anyway, he's married with an 18 month old daughter and he's having marital problems. Last night, his bosses were in town and they were SCREAMING at him all day to the point that I really thought he was going to break. He sees me in the hall and I say, 'You look like you could use a good drink after work today.' And he's like, 'Yeah, I do actually.' Then I go into the office and he has written on a post-it, 'Drinks after work? Please?' So I say, 'Of course!' and ask the guy sitting next to me if he'd be into happy hour. (This is one of the things I really miss about working in the city so I was psyched.) The guy said OK but then my boss heard that I invited him and said he wouldn't be getting out til 6. So I said, 'If you're really not gonna get out of here til 6, then I'll probably bail and maybe we can do it tomorrow.' And he's like, 'Nah, I'll get out at 5.' (Ok ) So I start feeling weird and he's like BEGGING me for the rest of the day (Please don't bail on me, I really need to get out..) so I went. I told him to call his wife and he said, 'I told her I was working late, it's all good.' And I'm like, 'Why? You have nothing to hide....' And he's like, 'it's fine. i don't have to tell her anything.' So he didn't put the moves on me or anything, but then he was obsessing over, 'If you don't want me here anymore, just tell me. I don't have to be home.' Drink #2 comes around and I stand up to go. He comes into work today, tells me he ran inside and drank a captain and coke so that if he smelled like alcohol his wife wouldn't question him, and proceeded to lie to everyone at work 'I just went straight home last night' telling me he doesn't want anyone at work to get the wrong idea. Well, today at about 12 he starts with, 'Where are we going tonight?' And I tell him I have to go shopping. He begs, 'Just one drink?' No. 'Come on' No. 'Fine, then can I go shopping with you?' I'm like, 'You really want to go shopping for my husband's sister's stuff?' 'Yes, I just don't want to go home, it sounds like fun.' 'Tell your wife.' 'No.' He comes shopping with me (in two different cars mind you) and is completely flirtacious with me the whole night. Am I being so naive by thinking this guy really wants to be 'just my friend?'