Affiliate Marketing Secrets

I have mixed feelings about this guy and I really would love to figure it out and maybe be enlightened in a different light. I have heard both good and bad things about him from a few different people.
The positives: He’s a really good guy, he’s really nice and was a great kid in school.
The negatives: He’s a womanizer, he has no boundaries for people in a relationship or in general.
We tend to talk almost everyday, we have got flirty, and personal and discuss all kinds of things including our past and previous relationship. One thing I don’t like is that he wants me to send him some risqué pics, not necessarily naked but I am not willing to do so and he knows it.
He seems like he’s really into me because of how often we text and he does smile when he see’s (Almost every weekday) But I remain skeptical. I have asked him time and time again if he would take me out and if we could hang out, outside of work and he keeps letting me know that it’s not okay since we are affiliated with the same company, as much as I don’t like it I understand and respect it completely and think it’s completely responsible and respectable.
He will be leaving our company in June, so I do have 5 months to figure him out but I would love to maybe have an insider help me out with this one.
What really led me to think he may be into me is the fact that he was texting me at his step brothers wedding, when he really could have been enjoying himself.. but apparently I was on his mind.
Any ideas on how i could protect myself, my integrity, get him to want me and make sure he’s completely into me.
Please I am 21 and he’s 26, no stupidity.
Best answer and 10 points well be rewarded to the best answer.
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Keep in mind that Islam is a religion with over 1 BILLION followers. Would it then be equally logical to use KKK, as representatives of Christianity
This just demonstrates, among many other examples, the incredible stupidity of the right. There are extremists in every faith, but righties are so monumentally stupid that they think this not only does not applies to Christianity, but also that the vast majority of Muslims are not in, nor affiliated with those groups