And to further this confusion, he told me he had received two blow jobs that day!
And right after this, was when he asked for me to do something like that for him.

Your YF seems to be discovering promiscuity. You make it sound as if the two bjs may have come from someone other than his girlfriend. You seem to be being offered the chance to become just another sexual outlet for him.

I think you're worth more than that. There are a lot of sweet boys in this world who will love you as their one and only. Once you start getting into scenes where you're becoming someone's third blow job of the day, you are getting into the end of gay life that really frustrates people who are looking for love and respect.

There is just a chance he wants to be your one sweet boy and he's doing all this other stuff because he can't get you, except as someone who will only pat him but not seem to be romantically interested. The only way you can find out about this is by talking to him to find out what his dream relationship is, what he really wants. Tell him he's free to say anything he wants and you'll still like him as much as ever regardless.

If you end up doing something sexual with him without a discussion like this, all you will find out for sure is that he's willing to add you to his "call when horny" list. You won't know if you have anything special going on.

Apart from possibly recruiting you as a low-value sex partner and changing your relationship to friend/occasional-f-buddy, if he's unleashing his eros fairly freely, he may also be getting into the usual kinds of trouble. If you DO have sexual activity with him, make sure it's "safe(r) sex" (http://www.tht.org.uk/informationresources/safersex/reduceyourrisk/).

I know someone who got infected by HIV at age 14 through sex with a girlfriend who (though she said nothing about it) had been abused by a man who turned out to be infected.

Safer sex is not scary but you need to have one nervous moment in order to make the decision to do it that way and not take chances. If you give him a bj most safe sex authorities would suggest that you get him to wear a condom. You should have it ready.