I've dated a few dealers in the past and my current bf is and I think it's fucking great because I'm a meth user and I love the fact that I get to smoke as much dope as I want everyday without ever paying a dime lol. Of course I wouldn't just date any dealer off the streets for free drugs. I have to like his personality and be attracted to him and some of them are disrespectful assholes but some are really sweet and fun to be around. I guess if you don't do drugs and you're dating one it would be a little awkward and I can't imagine how that would work unless the dude didn't ever do drugs either. I've dated a dude that was slangin almost everything under the sun except for heroin and he only smoked weed and couldn't stand tweakers so I had to hide my meth habit from him and it was really hard but I was able to pull it off for almost a year. I used to sneak into his stash and take a few shards out when he was busy doing something in the other room or when he fell asleep. He never noticed thank God but he did find out that I was a tweaker and confronted me about it unexpectedly which was scary as fuck and luckily I didn't get my ass beat that bad. I actually had the balls to lie about getting clean to stay with him which was not the best idea but it somehow worked (because I'm such a good liar) and everything was great until his house got raided and he went to fucking jail. The worst thing about dating a dealer is if they get busted and go to jail or prison for a long ass time or end up on the run far away and you never get to eachother again. That happened to me, I was dating this dude for 3 years and he ended up getting caught up in some fucked up situation, like I think he might of been involved in a murder but I never found out the whole story because he wouldn't tell me. But anyways the FBI was after him so he bounced to Mexico and I never saw him again. It was really hard to move on with my life and I was hella lonely and depressed for a long time.