How to challenge a Leo

So there is this Leo that I've been talking to for a few weeks. He told me he had a crush on me, and also he compliments me a lot. He has an Aries moon with Mercury, Venus, and Mars in Virgo. I'm a Cancer with a Leo moon with Venus in Gemini, Mercury in Cancer, and Mars in Aries. The past few months have been horrible for me in terms of dating, I've been strung along, used, lied to and I'm really afraid to trust him. He hasn't given me a reason not to but I'd rather run before I get hurt. He told me he feels comfortable around me, and that something about me clicks and although he's still figuring it out he's sure I'm the missing piece to his puzzle. Yeah sounds all sweet but I know Leo men are charmers. I don't want to pull away and be TOO distant, but I don't want to get too close. I want to challenge him, but let him know that I'm interested in him. Ugh...advice?

Oh and also I wanted to hang out with him again, and I know we're both off Thursday but he said him his cousin and brother are going to visit their friend and he doesn't know when to get back but told me to text him anyway. Should I just NOT text him? I had a long journey with a Virgo who I would constantly ask to hang out and he would constantly reject me making up excuses as to why he couldn't. I'm not implying the Leo is lying about Thursday, but I don't want to end up in the same situation again where I would always be the one asking to hang out and being constantly rejected. I also don't want to text him and have him think that I'm just going to be there to hang out whenever it suits him.

He already has plans. NO text.

I don't think you should even see him on Thursday.. I'd kinda
feel like plan B, no?

If anything, just let him know that you'll hang out some
other day when you're both available. Do not suggest a date.
I think he'll come around and make time just for you.
Just be patient.

Yeah, I would feel like a second option lol. But letting him know that we can hang out when we're both available is a good idea. He wants me to text him tomorrow (Wednesday) so during the conversation I'll just let him know we'll hang out another day. Also, he told me to text him Thursday and even though he has plans I would feel kind of rude not texting him, especially if not only I already said I would but he's expecting me to. That way I can let him know Wednesday that we'll make plans later so that there is no confusion as to why I didn't text him Thursday.

My thing is, I know that..or at least here that Leos like to do thing on their time and yeah being a Leo moon I have this trait as well. However wouldn't that be sending him a bad message? Like saying that I'm willing to jump and hang when it's convenient for him? He already made plans so that's totally cool, so whenever he does want to hang yeah I'll hang out but I don't want it to be a constant thing. I'm probably freaking out over nothing but do to past experiences, it's got me worried.

Any in site though on how a Leo with so much Virgo in his chart would be in both the courtship phase and relationship?

Oh and I don't know if it makes a difference, but he's a July Leo. 31st to be exact.

I dont think this is (or should be) about challenging him, I think you may need to focus on your own growth at the moment! You initial post said for the last few month you have had a lousy time with men; lying, cheating etc. Why not use this time to focus upon what it is you want out of a relationship, so when you do meet the liers, cheaters etc types you will know; your alerts will start to go off and you can avoid the trypes you have no desire to meet.

Just my opinion. :o)

regardless, just be straight up with him and where you are in your head-space. i'm very understanding, and i love to know what's really going on beneath the surface, so i would tell him flat out. the key here is that when you do tell him, do so without elevated emotions. if you told him your thought process from a more objective viewpoint he might see you as only human but rational. leos tend to appreciate and respect boldness and it takes someone who's bold to unabashedly expose their soft under-belly. i see that he has some virgo influence as do i. he and i share the same mercury which is all about communication. so, hopefully, being as he and i are both leo suns/virgo mercs, my advice can be of use.