Assuming your friend is being serious, the answer is "no" on the Tampa Sweets.
The best way to get started is to visit a local tobacconist -- preferably a store that sells only cigars and not cigarettes as this type of store tends to focus only on cigars and pipes and hires more knolwedgeable sales associates. They can help you get started.
Likely, they'll recommend some brands, you'll try them, then come back and tell them which you liked and which you didn't and then they can make more recommendations based on your preferences.
Generally speaking, it would be best to start with mild cigars, which generally have lighter wrappers. If you're not used to cigars, smoke only after a meal so you don't get sick.
Buy only a few cigars at a time unless you own a humidor. Cigars need to be kept at a controlled temp and humidity level -- otherwise, they may dry out and once they do, all of the oils in the tobacco dry out too leaving you with a flavorless smoke. By the way -- you don't need a fancy humidor. A tupperware container outfitted with a cheap humidifying device will do just fine. So will a Ziploc bag. Keep it in a cool part of your home (around 65 degrees or less) and open it from time to time so the contents don't get musty. Every few days is fine.
Get a good cutter -- a double blade guillotine is fine and cheap ones cost about $1. Don't light your cigar with anything but a wooden match (let the sulfur burn off first) or a butane lighter. No zippos.
Finally, watch the cigar videos posted on the homepage. They will teach you everything you need to know about cutting, lighting and enjoying a cigar. There's nothing to it, really.
Assuming you don't have a god local tobacconist, here are some excellent mal order dealers:
JRcigar.com -- they offer 5-pack samplers as well as boxes
Holts.com
Atlanticcigar.com
Famous-smoke.com
Cigarsinternational.com
And you can always call my friends at City Tobacco and have them put together a package of singles to try
www.citytobacco.comIf all else fails and you have to go it alone, here are a few good brands to try for starters. All are mild to medium bodied and arranged from mildest to strongest. Some are also available in a maduro wrapper so when you're ready to graduate to something stronger (but not too powerful for the new smoker) you can try that.
Macanudo Gold Label
Macanudo
Ashton
Occidental Reserve
Don Diego
Davidoff
Fonseca
VegaFina
Gispert
The Griffin's
Montesino
Avo
Romeo y Julieta Reserva Real
Helix
Cuesta Rey Centennario
CAO Gold
Romeo y Julieta 1875
Fonseca Vintage
Cuesta Rey Centro Fino SunGrown
Arturo Fuente Chateau Series (avoid the SunGrowns at first -- they may be too strong form a newbie -- stick to natural and maduro)
One final piece of advice...price sometimes does not equate to quality. While brands like Davidoff offer the very best quality available, a $20 Davidoff is not necessarily five times better than a $4 OCcidental Reserve or even three times better than a $7 Ashton.
Smoke what you like -- don't let someone tell you what you should or shouldn't like -- because it's all about enjoyment. (Although someday I may try to do that after you've been a member awhile. That reminds me: flavored cigars blow and are for idiots only. Don't smoke Acids, Kaluhas, etc.).
Enjoy and god luck!