I don't bareback much, used to go it a lot more in college, but I don't think I could ever give it up entirely. On occasion I just need to feel skin on skin.
Whenever I hooked up @ the college library (had a study room reserved every semester since that is a privilege for grad students and it was just big enough for 3 people to fit into and once the door was closed and locked, no way to see inside) it more often than not was raw. At the time I only hooked up with other college guys, always hated having old guys pestering me online while I was looking for a hookup.
I had one regular fuck buddy I hooked up with about once a week, usually on Saturday during a "study break." If he was looking, he'd find me on the top floor, where my study room was, and we'd head in there. We'd fuck for a while and eventually he'd blow his load down my throat or up my ass. I'm pretty sure he was mostly straight (met his long time girl friend more than once), but had just enough perv in him to be willing to get it on with another guy. He said he didn't fuck with any other guys, he was too mortified of it getting out, and he knew I sure as hell wasn't going to blab.
I only got to fuck him once. I spent forever conning him into trying it, so he finally agreed (given how much ass I had given him, he owed me one, lol) and during one of our regular hookups, I popped his anal cherry. It was great, despite the fact he did not really enjoy it, but I sure as hell did. I pumped his ass long and hard, doggie style, on the desk with his legs up in the air, and had him ride me while I sat on the floor. Finished doggie style and dumped a huge load deep inside him since I had intentionally not cum for a week. I never asked, but I always hoped he went him and fucked his girlfriend with my cum still up his ass. He did later admit that when he shot his load while I was pounding him, it was one of the strongest orgasms he had. He wouldn't give it up again though, and after I while I petty much gave up asking, but told him if he ever wanted to try it again, I would be ready in a second.
Nowadays I don't get nearly as much action. My job takes up way too much time, but such is life. One thing I like to do is try and get guys from sites like AFF whose profiles say straight, to come over for a blowjob. Not really that hard given the number of real women (not fakes and BOTs) on most sites is grossly out of proportion to the men.
Anyway, I've found that guys who are really straight, or at least 99% straight, usually leave once they've cum. If they want to hang around, it usually means they've done it before.
I try to get the straight boys back for more, and the ones that do I can usually get to fuck me. I say most who come back are the geek or shy types, so they're usually without a regular release beyond their own hand. Most jock, Corps, or such don't come back after the first blowjob. But seriously, some of those guys have the best fucking dicks I have ever seen.
I keep condoms and lube on the nightstand in plain sight, and I like to see how often they'll use the condoms. I always make sure they know they're available since I tell them to use the lube. I'd say about half do and half don't. Some I will insist use one, and so far no one has ever protested.
If a guy has a very nice, long, and thick cock, and I get the impression it really is his first time, I won't say anything and see what he does. Seems like guys under 21 will just go right for it, over 21 the usually use a condom. Of course, if I have the chance to flip them and return the favor, I'll do it in a second.
And yes, I know there are risks, life is a risk. I don't need or want a lecture.
When I met guys on purely gay sites, I always play safe.