Greetings.... Ah. Where to begin...
So you will be here for the three months? Doing pretty unlimited travel?
Wow....I have traveled all over the US, working for an airline, and have some good ideas, but they are of course my tastes. Hope others will throw in some ideas that I don't have.. So, lets start west to east, assuming you'll arrive on the west coast..
San Francisco
You could stay all three months in SF, and be a content little pig right there. I lived in SF for 8 years and miss it. Hot men and hot sex. There are some sex clubs (Mack, Eros, Blow buddies) and bathhouses which are just beyond the city (Steamworks, watergarden) But posting here or bbrt or walking the street, and you'll find it.
Los Angeles/West Hollywood
Being from SF, there is this north/south rivalry, and so I have not spent a lot of time there, but it is the second largest city in the US, since it surpassed Chicago, and I usually have a good time there. Check out Slammers - a great sex club there, as well as the nearby leather bars
Palm Springs
One of the three big gay resorts in the US - this one is landlocked in the desert with no beach, but lots of gay guest houses with pools. Check the site for Helios - they have monthy sex parties that go on all night and are as piggy as it gets. Book your room right there so you are in the center of the action.
Seattle/Portland
Great cities to visit too, with a young vibrant scene. Portland is more earthy/cruncy, Seattle is more techie. Check out the Cuff - lether bar in Seattle.
Vancouver BC
Cross the boarder into Canada for one of my most favorite cities. Awesome gay village - great leather bar pumpjack. Several bathhouses. Those Canadians are a little less inhibited than us americans. Stanley park is awesome too for biking and cruising.
Denver
A great western city; Good size gay population; Wrangler is a great bar; Denver Swim Club is the bathhouse that can be great, depending on the day and who is there. I've been filled with lots of sperm there, and did a photoshoot for them. One of the pics on my bbrt profile in a three way is from that photo shoot.
Dallas
Probably the best city in Texas for hot men and sex. The bathhouse is hit/miss. The countrywestern bar iRoundup and JRs are both great places to meet hot guys. I'm not a huge fan of texas, but I usually have fun when I go there.
CHICAGO
This is on your must-see list. The former second-largest city in the US, is also the second-largest for piggy hot men in my view. You won't be there for IML (Come back in May for that) but even without IML there, it is awesome. Things to do:
-Jackhammer - upstairs is a twink dancebar, and downstairs is a dirty leather bar called "the hole" Downstairs is only open I think on Friday and Sat - but when I am there, I always leave with cum dripping down my leg. Then when you go upstairs, you just might find some young twink boy to take back to your hotel to fuck.
-Touche - another leather bar next door to Jackhammer
-Steamworks - part of the same one as in Berkley CA - Always a good time there
-Heart-o-Chicago motel - this is the place to stay --it looks like a cute 50s motel; Its no Mariott, but the rooms are pretty clean and it is right near the leather bars. I usually get a room there and post a party on BBRT - and you'll find other guys there doing the same.
-Leather Archive and Museum - Since I am a member, I would be remiss if I didn't suggest that you visit to learn about the leather history in the US and the world - its appropriately near the leather bars, but open during the day.
New Orleans
-A unique city in the US with an international flair. The French Quarter has the reputation of being the most wild party city in the US for gay and straight alike. It is one of the few places in the US that allows you to drink out in the streets 24/7. It really is a beautiful too. Not as much for leather bars, but trust me on this - the straight guys who come there drop their inhibitions and are more willing to try things that they might not try at home.
Fort Lauderdale
This is the big gay city of the south - lots of gay guys move there for the warm weather in the winter. Good bars, good leather scene, and a good bathhouse. Also, the same Slammer sex club from LA has another one in FT L. I always have a piggy time at Slammer
Miami
I love miami. Its more international/Latio. If you love latino boys, check out the miami beach/south beach area. They all have huge cocks.
Key West
Another gay resort area - You should check this out and stay at Island House. It is a combination bathhouse/gay guest house/restaurant/bar/gym all rolled into one. The rooms are very upscale, and can be expensive. But if you can do it, you'll have a great time
Washington DC
If you get to the east coast first, MAL (Mid-Atlantic Leather) weekend is in the middle of January. It is on MLK weekend, and since this is an election year, the innauguaration is the Tuesday after MAL weekend. So as long as Obama gets reelected, one of the innauguration parties will surely be for gay/lesbian people. If for some reason he does not get reelected, you should then leave the country immediately after that weekend. Oh - and there are other leather bars too - Eagle, Omega, Green Lantern
Philadelphia
Don't skip PHL on your way from DC to NY. Its a great city with a slightly more on the edge population than DC or NY. They are in the shadow of both cities, and work extra hard to prove that they are a great city, and they are.
New York
You can't go wrong or have a bad time here. Lots to see and do. Lots of men all over. Stay in the center of the city - midtown - near hells kitchen. The problem with NY is that since there are so many men to choose from, if you are more than a few blocks away, it is too much trouble, and they will look for someone closer. The Eagle is a great bar - esp on Thursday. Avoid the bathhouses - they are trashy. There are lots of sex parties all over town - check postings on bbrt for them.
Provincetown
The third gay resort city in the US. In the summer it has the highest percentage of gay people in one location - just about everyone there is gay. The gay bars outnumber the one or two straight bars. The dick dock under the boatslip is packed with men at night getting fucked. In the winter it does get quiet - but I live there year-round, and there is a small but fun year round population. Saturday nights in the winter the town gets busy - but the rest of the week it is dead. Summer everyday is busy.
Montreal
Cross the border again for those uninhibited canadians. Lots of bars and bathhouses. GI Joe is the more dirty bathhouse for us. Its a great city to not miss
TORONTO
Top of the list in my view is TORONTO. It is one of the best kept secrets. Most people think Montreal is the piggy city - and it is, but I think Toronto even tops that. It is a larger city than montreal. The bathhouses in Toronto are more clean and polished than in Montreal, but the men are just as dirty and piggy. Steamworks has another locaiton in Toronto. (In fact, I've been to EVERY steamworks - Toronto, Chicago, Berkley, Seatle, Vancouver!)
OK hope you made it to the bottom of the list, since I kept the best for last.
Enjoy your visit!