Yes, please, watch the teeth. Some guys like that, but you need to assume that he doesn’t, because the vast majority don’t, and for me at least the tiniest scrape nearly ruins the whole thing.
Definitely use your tongue. Use a rhythm with a steady “beat”, preferably a fast one.
Go as far down the shaft as possible on the downstroke, and use your hands on the rest. Sounds like you already did that with the ex, but just making sure.
Learn to deep throat.
ALWAYS swallow. ALWAYS. It’s really not that bad, I swear. You just have to swallow it like a shot; if you psych yourself out about it and think, “Oh my god, there’s semen in my mouth”, it’ll be impossible. So don’t think about it–just swallow. It’s a hugely important part and for some guys (myself included) almost makes or breaks the deal.
HOWEVER, do not swallow while it’s all the way back in your throat, if you do deep-throat. You may choke instinctively, the upshot if which is that you barf, bite down or both–both being rather undesirable in the context.
If not being able to “fit it” into your mouth is a problem, try practicing by filling up water balloons (well, not all the way or anything) and holding them in your mouth for a while at a time while you’re sitting at the computer or reading or watching TV or whatever else.
Don’t stop unless he wants you to. You can tell by his face and eyes. Speaking of that, use that (his facial and eye reactions) to determine what he likes and what he doesn’t like that he’s too shy to talk about, and tweak your plan accordingly. Looking into his eyes while you’re doing it is a turn on for a lot of guys anyway, so it helps doubly.
Ask the guy for pointers as to what his specific likes and dislikes are. Use those pointers.
Fair market value for a blowjob is a full session of cunnilingus with fingers. You don’t need to offer (or recieve) one for the other every single time, but the offering of the two should be roughly equal, otherwise one of you two is getting ripped off.
The willingness and/or happiness to do something that doesn’t necessarily stimulate you but gives him sexual pleasure, is actually a pretty good bit hotter than the act himself IMO. Keep that in mind: it’s almost all in the enthusiasm, although technical skill of course is a must.
But of the actual physical pleasure that it gives, the most important things are friction (movement up and down in a steady rhythm), wetness (having lots of saliva is a big help) and tightness (hence the hand usage). Keep those in mind and base your technique on that.
Lastly, you should know that I (probably one of “the kids” you refer to, as I’m turning 20 soon) am immediately available for hands-on tutoring, no charge.
That’s true with some guys, but not with all. I’ve been with girls who just could not get me off orally if their lives depended on it. Like Johnny L.A., I’ve had more that didn’t end in ejaculation than did.
Yeah, that is a huge help, too.