First time "dating"...please help! Is he just playing me?

Okay so...I just started seeing an online friend in person. I've known him since january and I first met him because he kept wanting to meet me. I have never had a bf, used to have social anxiety (so i have nad no guy friends at all) and I'm a virgin, and he knows this very well. I have been very confused as to whether he is just playing me or he genuinely likes me as a girl. We've met 7 times in like 4 weeks. And each time we meet he wants to go further and further, and now he wants me to stay the night at his place. He's not a virgin and has done all kinds of things... he's kissed more than 10 girls, lived with different girls, was given ****jobs. And I'm a bit of a prude and very naive so I was a bit disgusted and alarmed, and I guess he must have noticed it because he was upset for like an hour and was quiet. Anyway, he acts really sweet and funny and really emphasizes that he is honest and never lies. And he is very very touchy...he gave me my first kiss on our 4th meeting and we've made out in his car a few times last week. I feel so unsure and a little scared to know what he wants next...I am 20 and he is 24... I am very shy and am like a kid...I can't imagine myself sleeping with a guy just yet. But at the same time when he kisses me/touches me, my body says GO but my head tells me to stop. I like him, I'm physically attracted to him but I fear that he may be a swinger. What if he just leaves/never wants to see me again after our first time?? I don't want to give myself away to someone I don't know inside-n-out/someone I'm seeing casually. He's willing to spend money on me and cares about what I feel and says he misses me when I'm not seeing him... but that just makes me even more suspicious.. am I just being paranoid and overreacting? Does he want sex when he says he wants me to stay the night?? I don't want him to be mad at me because I'm attached to him...I feel like a silly girl.. he calls me a friend and he calls our meetings "hanging out" so why does he kiss me when we're just friends?? I am so confused... Any kind of advice would be nice, thank you for reading!