At one company where I worked, a couple of us used to take “fresh air breaks.” We’d wander around the neighborhood for five or ten minutes.
To all you Just Say No’ers, the OP never said he(?) would actually smoke it, just hold it (though I guess you’ll have to take at least one drag, and perhaps a few more for realism). To that end, I say straight up Marlboro Reds!
And if there is a chick there smoking Parodi cigars and inhaling, you may just be in for the night of your life! 
Yep, whenever I walk out of my office building, through that lovely bouquet of piquant haze that constantly hovers just beyond the doorway, and see all those smokers milling about (especially in the dead of winter in temps hovering around zero F), I think, gosh, I wish I could be cool like them. I wish I could walk back to my desk after enjoying a tasty cigarette, leaving a breeze of leftover tobacco aroma wafting in my wake for all to enjoy. I wish those sitting next to me in meetings could envy me for the fresh scent of my breath and clothing.
Especially when that cute girl is out there too, the one with the leathery skin and premature wrinkles, and I think maybe, just maybe, if I were in with that crowd I might someday dream of getting close enough to inhale the wonderful stale-smoke fragrance of her hair, or even kiss those sweet ashtray-flavored lips.
Damn these healthy lungs of mine!
I do too, but only if you’re in a black and white movie. Paul Henreid lighting two and handing one to Bette Davis is ridiculously seductive. The people in scrubs outside the hospital door do not look cool. My husband lighting up on our back porch doesn’t look cool.
I disagree on cigars. They always look gnawed on and slimy to me.
Bah! If you were a real man, you would have set your sights on a crack lady by now. Now, there is some truly great premature aging. Heavenly! 
That’s cool. I love that idea.
We have one person who clocks in at 8 and is walking out for a smoke break at 8:30. Totally not cool. First break here is usually two hours after clock-on or later. Also, here the smokers have to walk so far down the street, because smoking is not allowed on the property. They leave a huge mess on the side of the road. And we have a statewide burn ban in effect due to the dry weather. They also go where I used to walk: but now I get to explore new areas and walk a different direction.
Maybe I should roll my own, that’ll take up an extra 5min…
You’ll still get called a shirker, though. Any way you do it, people WILL call you on it. And no, you won’t look cool. Any activity that you take up to look cool will backfire on you, and you will lose more cool points than you earn. To be cool, you cannot be concerned with being cool.
I think this sounds like a great idea. I really can’t remember anybody who smokes ever telling me that they wished they never started.
Probably a good idea. It’s cheaper, it’s different, and the process of making them is far from unpleasant if you’re of a certain demeanor.
Otherwise, I’m not sure about brands. Winston meets the criteria in your OP, but I may be biased as that’s my father’s brand. Dunhills are high quality and different enough to be interesting, but they’re also harder to find and somewhat more expensive.
Check to see if you prefer menthol, but if you don’t care either way non-mentholated is probably the way to go, as menthol cigs will cut down on your ability to share.
I should point out that the sarcastic, preachy, holier-than-thou anti-smoking set is annoying as hell (and I’m not even really a smoker), but they’re not exactly wrong in this particular case. Chances are you’d be happier and better off deciding not to smoke after all (except for pipes and cigars, which are awesome and much safer than cigarettes). In any event, best of luck.
Forget that sissy pipe business. Forget those sissy cigarettes. Don’t smoke nothin’ but big, black, cigars and inhale every puff you take. Drink straight whiskey and spit on the sidewalks. Laugh at the idea of oral or lung cancer; real men don’t sweat the small stuff. Hot women will throw themselves at you; your buddies will follow you around just to score with your throw away babes. Go for a short life but a merry one and leave a pretty corpse.
Better yet, stuff your mouth with smokeless tobacco; women really like that stuff.
I kind of feel the OP. Smoking is both a great social crutch and is considered a valid reason in most places to take a short break in a way just standing around outside isn’t. I’m sure the OP is aware of the many downsides of smoking and is being facecious
I recommend converting to Islam. Then you can take prayer breaks five times a day, and not only will your boss not give you shit about taking breaks, but in the US at least, they’ll be required by law to try and make reasonable accommodation.
Do you wanna make out?
All the upper management here smoke. Out in the smoker’s area everyone is equal and all maner of stuff gets chatted about. When it comes promotion time, you could be worse off NOT being on a first name buddy basis with the folks a couple levels up.
Ooh, that’s even better than frequent pee breaks. I don’t know about the pesky headcoverings, though - I’m not keen on stuff on my head.
The other thing to consider is if you’re working in a high-rise or at ground level. At ground level, you’ll get to go out every hour on the hour. In a high-rise, you’ll probably be limited to legitimate break times because people start to notice when you’re gone from your desk half an hour out of every hour.
Agh, I hate working places where the upper management all smoke. Then I really do have to drink gallons of water to get any breaks at all, while the smokers are out all the time - there’s no concept of not allowing smoke breaks at all then, but you look like a shirker when you take your legally-mandated by the Alberta government 15 minute break in the break room.
I like the grape swisher sweets - cigarillos. The strawberry aren’t too bad, but not as yummy as grape. So when you walk back in the office, everyone will think you smell like cheap incense.
This.
Everyone that is anyone is outside smoking, I’m all alone with a handful of losers.
The Muslim idea is intriguing. 5 prayers a day, I’d get to wear pajamas at work, and I’d get a bunch of extra holidays. But I’m not shy about my love of pork (especially smoked pork) which could cause a problem. And a month of fasting is not exactly my cup of tea.
Yup, it seems the break room is always filled with losers that I’d rather not be associated with. Everyone I need to talk to is outside smoking.