Some time ago I had asked advice about a long winded 5 year love/borderline obsession I had with a certain "Ben." I have since gotten over him, dated two guys for about a month in half (with several one shot dates in between) and am generally happy where I am in my life (going to school for another degree, working, etc.), even if lonely in the partnership department.
Anyway, so there's this bartender I really like at this bar I've been going to frequently in the past month or so and I'm contemplating asking him out tomorrow/later tonight. Now I'm not delusional enough to think that because he's really nice to me or remembers my drink after 2-3 visits means he likes me (it's their job to make nice after all), but I just have this gut impulse to go for it (gut as in I feel I have to do it and take more crazy risks in my life, not as in I necessarily feel he'll reciprocate).
Issues:
1. Whether he says yes or no, I'd probably have to stop going to this bar for a long time if not for good (if a "no" for obvious reasons, and "yes" because I wouldn't show up to a bf/potential bf's workplace while dating them). It would suck because I really like this bar and because it's also frequented by a certain celebrity I met twice there.
2. He's older (looks early to mid 30s), I'm in my mid 20s; he's white, I'm hispanic (not that this should matter, but in other dating contexts I've encountered this issue); he's a bartender, and I've been a homebodyish catholic school boy all of my life and barely started going to bars in the past couple of months. I feel there are too many differences even if just at the onset, but of course when you experience a strong attraction to someone out of the blue, they almost become blindspots and you just hope against hope on the adage/cliche that "one never knows."
3. I generally (with this exception) believe in the rule of not asking out bartenders because it's their workplace and because I don't want to put him on the spot. Also, they encounter hot people every night who probably do the same.
If he says no, I'm prepared to accept it as gracefully as possible and have even made the effort to keep looking for other guys to date, but one thing that I've learned since I started dating last year was that dating someone who just feels like a "maybe" than someone who feels like an "it" won't get you anywhere if you don't take risks in life.
Any thoughts/issues/opinions about asking out or actually dating a bartender?
Anyway, so there's this bartender I really like at this bar I've been going to frequently in the past month or so and I'm contemplating asking him out tomorrow/later tonight. Now I'm not delusional enough to think that because he's really nice to me or remembers my drink after 2-3 visits means he likes me (it's their job to make nice after all), but I just have this gut impulse to go for it (gut as in I feel I have to do it and take more crazy risks in my life, not as in I necessarily feel he'll reciprocate).
Issues:
1. Whether he says yes or no, I'd probably have to stop going to this bar for a long time if not for good (if a "no" for obvious reasons, and "yes" because I wouldn't show up to a bf/potential bf's workplace while dating them). It would suck because I really like this bar and because it's also frequented by a certain celebrity I met twice there.
2. He's older (looks early to mid 30s), I'm in my mid 20s; he's white, I'm hispanic (not that this should matter, but in other dating contexts I've encountered this issue); he's a bartender, and I've been a homebodyish catholic school boy all of my life and barely started going to bars in the past couple of months. I feel there are too many differences even if just at the onset, but of course when you experience a strong attraction to someone out of the blue, they almost become blindspots and you just hope against hope on the adage/cliche that "one never knows."
3. I generally (with this exception) believe in the rule of not asking out bartenders because it's their workplace and because I don't want to put him on the spot. Also, they encounter hot people every night who probably do the same.
If he says no, I'm prepared to accept it as gracefully as possible and have even made the effort to keep looking for other guys to date, but one thing that I've learned since I started dating last year was that dating someone who just feels like a "maybe" than someone who feels like an "it" won't get you anywhere if you don't take risks in life.
Any thoughts/issues/opinions about asking out or actually dating a bartender?




















