Tonight's first ever "Jim Beam's Red Stag Sexy Bullriding Contest" went off the charts!
First place prize was $2,039 (after last second donations) plus a bracelet from Capricorn Jewelry worth $149.
Second and Third place prize winners each received $250, plus scooter rentals from Sunshine Rental, tickets to the Key West Original Ghost Tour, and gift tickets from Cowboy Bill's.
This was our biggest prize money for all time.
Tomorrow, we hope to present a pro video mix of what you people at home could not see via the usual Web Cam. We are talking 5 cameras, video mixed, etc., and we hope to report back here with the video link.
Thank you all for the donations who were here. . . and do not forget, anything above $100 donated gets you into a new set of links on the left side margin of this blog. Promise!
Rocko
DJ/Emcee at Cowboy Bill's
Wednesday, October 28, 2009
Tuesday, October 27, 2009
Tomorrow Night, Wednesday, 1st Ever Jim Beam's Red Stag "Sexy Bull Riding Contest" , , , Advance Tix at www.keystix.com for $10, and $15 at the door
As most of you know, weather permitting, we have a Sexy Bull Riding
Contest every single Wednesday of the year.
At the beginning of this past Summer, the prize money used to still be $200 for first place. In fact, if you look at the opening page of our website we are still advertising $200 as the first place prize (look at the paragraph underneath our button for the Bull Cam), when in actuality, we've grown the weekly prize money to prizes ranging from $900 to $1,500.
This Wednesday Night, October 28th, we are going to have the first Jim Beam's Red Stag Sexy Bull Riding Contest in our history. In honor, we and Jim Beam's sold V.I.P. tickets at $50 per head for an area on our porch which has the best viewing of the contest and which allowed the purchaser rights to an "open bar" (which we built yesterday) during the contest.
We sold out the V.I.P. tickets last week.
Another difference with this contest: whereas on a normal Wednesday we start with a $300 cash pot and start taking donations for the prize money, this Wednesday, we will be starting with $1,220. (Thank you Jim Beam's, Sunshine Rental and Eat N' Grin Deli). This means tonight's prize money is certain to set an all time record.
Ladies, only 20 of you can sign up. Get here early (doors open at 7 PM) and remember, in this contest you can wear a mask, body paint, costume, you name it. What you do to interpret the word "Sexy" is, as always, up to your imagination.
This summer was brutal for most bar's and businesses in Key West. Cowboy Bill's, however, was still packing in the people for our usual Wednesday Night Sexy Bull Riding Contests.
I'd like to thank John from Michigan (he's got 5 V.I.P. tix for the first Jim Beam's Red Stag Sexy Bull Riding Contest) for giving me a CD-Rom with these photos from late Spring or early Summer. I'm passing them on now to get everybody ready for the biggest Sexy Bull Riding Contest of all time.
Enjoy!























Contest every single Wednesday of the year.
At the beginning of this past Summer, the prize money used to still be $200 for first place. In fact, if you look at the opening page of our website we are still advertising $200 as the first place prize (look at the paragraph underneath our button for the Bull Cam), when in actuality, we've grown the weekly prize money to prizes ranging from $900 to $1,500.
This Wednesday Night, October 28th, we are going to have the first Jim Beam's Red Stag Sexy Bull Riding Contest in our history. In honor, we and Jim Beam's sold V.I.P. tickets at $50 per head for an area on our porch which has the best viewing of the contest and which allowed the purchaser rights to an "open bar" (which we built yesterday) during the contest.
We sold out the V.I.P. tickets last week.
Another difference with this contest: whereas on a normal Wednesday we start with a $300 cash pot and start taking donations for the prize money, this Wednesday, we will be starting with $1,220. (Thank you Jim Beam's, Sunshine Rental and Eat N' Grin Deli). This means tonight's prize money is certain to set an all time record.
Ladies, only 20 of you can sign up. Get here early (doors open at 7 PM) and remember, in this contest you can wear a mask, body paint, costume, you name it. What you do to interpret the word "Sexy" is, as always, up to your imagination.
This summer was brutal for most bar's and businesses in Key West. Cowboy Bill's, however, was still packing in the people for our usual Wednesday Night Sexy Bull Riding Contests.
I'd like to thank John from Michigan (he's got 5 V.I.P. tix for the first Jim Beam's Red Stag Sexy Bull Riding Contest) for giving me a CD-Rom with these photos from late Spring or early Summer. I'm passing them on now to get everybody ready for the biggest Sexy Bull Riding Contest of all time.
Enjoy!
"So", you ask, "What was Fantasy Fest like last year at Cowboy Bill's?"
Just open the following link to take you back in time one year ago on this blog:
Some shots from Cowboy Bill's Fantasy Fest 2009.
p.s. Warning: If topless women and women who are wearing body paint and nothing more offend you, you will not want to open the link above.
Some shots from Cowboy Bill's Fantasy Fest 2009.
p.s. Warning: If topless women and women who are wearing body paint and nothing more offend you, you will not want to open the link above.
Thursday, October 15, 2009
Saturday, October 10, 2009
Important Fantasy Fest Info for Out of Towners and Locals

SHANE THOMAS BACK AT COWBOY BILL'S
Cowboy Bill's is pleased to welcome back the Shane Thomas Band for a Columbus Day Weekend of great live music. The band will perform shows this Friday, Saturday and Sunday at 10 pm. Next week the band will be playing Wednesday through Saturday.
Shane Thomas has been entertaining big crowds since his teens but his career took off in 2005 after moving to Nashville. The Kentucky native began using the Music City as his base and building his resume by playing the infamous watering holes of country music. Gigs at Tootsie's Orchid Lounge, the Wildhorse Saloon and the Cadilac Ranch put the singer on the fast track. Thomas networked with a number of Nashville's singer/songwriters, developing friendships and collaborations with a host of talented musicians. His band's 2007/2008 tour crisscrossed America with a highlight of playing with Toby Keith at the Fiesta Bowl.
Thomas and his band have been steadily building their resume, opening shows for John Michael Montgomery, Little Big Town, Andy Griggs, and Aaron Tippin. Catch this rising star at Cowboy Bill's all weekend. For more information contact 305 295-8219.
FANTASY FEST
For Fantasy Fest Cowboy Bill's welcomes back Alabama native Chad Bradford and the Damn Band. The band will be playing a 10 night gig starting on October 20th. The highlight of their stand will be playing on the Cowboy Bill's Fantasy Fest float before more than 100,000 people.
After a brief break to recharge, Bradford and the band have been out performing non-stop in support of their latest album. The single "He Still Draws Them Together" peaked at number 39 on the Music Row charts.
Reviewers comment that Bradford sings with an "honest voice that boils over with rustic experience and grit." His distinctive style is influenced by the Muscle Shoals R & B sound, his gospel roots and his love of country rock. His years on the road have forged have created a dynamic stage presence which has received considerable attention from Nashville's movers and shakers. His music has been recently featured on the hit TV show "Girl Meets Cowboy".
For more information contact 295-8219 or visit www.cowboybillskw.com.
UPCOMING SHOWS
10/09 -10/11 Shane Thomas Band
10/14 -10/17 Shane Thomas Band
10/20 -10/31 Chad Bradford Band
10/28 Special Fantasy Fest Sexy BullRiding
$1,000 1st prize
10/29 Jim Beam Git-R-Wet T-shirt Contest
$2000 in Cash Prizes
Hello Friends,
I can't believe its here again but Fantasy Fest is just around the corner. Here at Cowboy Bill's we host some of the wildest events in town. Every Wednesday we host our Jim Beam Sexy Bull Riding and during Fantasy Fest we take it up a notch. On Wednesday, October 28th, first prize is a guareenteed $1,000 to the hottest lady on the bull! The way our contests have been going lately the prize money could climb over $2,000!!

Then Thursday the 29th, the 3rd Annual Jim Beam Git-R-Wet T-Shirt Contest takes center stage. 25 of the Hottest ladies in Key West compete for $2,000 in prize money.
VIP and general admission tickets are available for both events at www.Keystix.com. Don't procrastinate, both events sold out last year and more than half the VIP tickets for Thursday are already sold!
Of course if you can't be here for the events, you can tune in live on the web cams at www.CowboyBillsKW.com
Keep riding,
Capt Billy
Jim Beam
Git-R-Wet T-Shirt Contest
Catch the hottest ladies competing for over $2,000 in cash prizes in this over-the-top competition. This is without question Key West's Wildest Contest. Contestants model the finest in creative cotton wet t- shirt apparel. DJ Bill Hoebee MC's all the craziness. This event sold out last year so DO NOT WAIT!! Limited VIP Tickets Front Center of the stage are $30. General Admission Seats are $10 in advance, $15 at the door. 618 Duval St. Contest starts at 10 pm. To enter or for more information 295-8219.
Tickets are available at www.KeysTix.com
Contestants can register by calling 305-295-8219 or cowboybillskw@yahoo.com
Doors Open at 7 pm All Sales Final.
Red Stag presents a
Special Fantasy Fest Edition
Sexy Bull Riding Contest
The prizes are Larger and the contestants Wilder in the Biggest Sexy bull riding contest of the year!!
Join us Wednesday October 28, 2009 for an incredible night. Ladies drink free Wells and Drafts from 9-11. At Midnight DJ Rocco gets it rocking with 20 of the sexiest ladies in Key West. They'll wear their hottest outfits in an attempt to be named the Sexiest Lady on the bull and walk away with loads of cold hard cash.
First prize is a guarenteed 1,000. The prizes will go go even higher as the night goes on.
Kick back in the special VIP Jim Beam Red Stag Lounge. Enjoy the best view in the house, meet all the contestants and drink all the Jim Beam you want for FREE during the contest. VIP Tickets are $50 and limited to 25 spots. Get yours online at KeysTix.com.(will be available on 10-14-09)
Want to cast the vote that determines the contest winner? Would you like to have 20 women flirting and vying for your attention? You can bid to be a judge for the contest. One spot will be auctioned on ebay.com and the other two spots will be auctioned off at 11:45, just before the contest starts.
General Admission tickets are $10 at the door.
Cowboy Bill's is pleased to welcome back the Shane Thomas Band for a Columbus Day Weekend of great live music. The band will perform shows this Friday, Saturday and Sunday at 10 pm. Next week the band will be playing Wednesday through Saturday.
Shane Thomas has been entertaining big crowds since his teens but his career took off in 2005 after moving to Nashville. The Kentucky native began using the Music City as his base and building his resume by playing the infamous watering holes of country music. Gigs at Tootsie's Orchid Lounge, the Wildhorse Saloon and the Cadilac Ranch put the singer on the fast track. Thomas networked with a number of Nashville's singer/songwriters, developing friendships and collaborations with a host of talented musicians. His band's 2007/2008 tour crisscrossed America with a highlight of playing with Toby Keith at the Fiesta Bowl.
Thomas and his band have been steadily building their resume, opening shows for John Michael Montgomery, Little Big Town, Andy Griggs, and Aaron Tippin. Catch this rising star at Cowboy Bill's all weekend. For more information contact 305 295-8219.
FANTASY FEST
For Fantasy Fest Cowboy Bill's welcomes back Alabama native Chad Bradford and the Damn Band. The band will be playing a 10 night gig starting on October 20th. The highlight of their stand will be playing on the Cowboy Bill's Fantasy Fest float before more than 100,000 people.
After a brief break to recharge, Bradford and the band have been out performing non-stop in support of their latest album. The single "He Still Draws Them Together" peaked at number 39 on the Music Row charts.
Reviewers comment that Bradford sings with an "honest voice that boils over with rustic experience and grit." His distinctive style is influenced by the Muscle Shoals R & B sound, his gospel roots and his love of country rock. His years on the road have forged have created a dynamic stage presence which has received considerable attention from Nashville's movers and shakers. His music has been recently featured on the hit TV show "Girl Meets Cowboy".
For more information contact 295-8219 or visit www.cowboybillskw.com.
UPCOMING SHOWS
10/09 -10/11 Shane Thomas Band
10/14 -10/17 Shane Thomas Band
10/20 -10/31 Chad Bradford Band
10/28 Special Fantasy Fest Sexy BullRiding
$1,000 1st prize
10/29 Jim Beam Git-R-Wet T-shirt Contest
$2000 in Cash Prizes
Hello Friends,
I can't believe its here again but Fantasy Fest is just around the corner. Here at Cowboy Bill's we host some of the wildest events in town. Every Wednesday we host our Jim Beam Sexy Bull Riding and during Fantasy Fest we take it up a notch. On Wednesday, October 28th, first prize is a guareenteed $1,000 to the hottest lady on the bull! The way our contests have been going lately the prize money could climb over $2,000!!

Then Thursday the 29th, the 3rd Annual Jim Beam Git-R-Wet T-Shirt Contest takes center stage. 25 of the Hottest ladies in Key West compete for $2,000 in prize money.
VIP and general admission tickets are available for both events at www.Keystix.com. Don't procrastinate, both events sold out last year and more than half the VIP tickets for Thursday are already sold!
Of course if you can't be here for the events, you can tune in live on the web cams at www.CowboyBillsKW.com
Keep riding,
Capt Billy
Jim Beam
Git-R-Wet T-Shirt Contest
Catch the hottest ladies competing for over $2,000 in cash prizes in this over-the-top competition. This is without question Key West's Wildest Contest. Contestants model the finest in creative cotton wet t- shirt apparel. DJ Bill Hoebee MC's all the craziness. This event sold out last year so DO NOT WAIT!! Limited VIP Tickets Front Center of the stage are $30. General Admission Seats are $10 in advance, $15 at the door. 618 Duval St. Contest starts at 10 pm. To enter or for more information 295-8219.
Tickets are available at www.KeysTix.com
Contestants can register by calling 305-295-8219 or cowboybillskw@yahoo.com
Doors Open at 7 pm All Sales Final.
Red Stag presents a
Special Fantasy Fest Edition
Sexy Bull Riding Contest
The prizes are Larger and the contestants Wilder in the Biggest Sexy bull riding contest of the year!!
Join us Wednesday October 28, 2009 for an incredible night. Ladies drink free Wells and Drafts from 9-11. At Midnight DJ Rocco gets it rocking with 20 of the sexiest ladies in Key West. They'll wear their hottest outfits in an attempt to be named the Sexiest Lady on the bull and walk away with loads of cold hard cash.
First prize is a guarenteed 1,000. The prizes will go go even higher as the night goes on.
Kick back in the special VIP Jim Beam Red Stag Lounge. Enjoy the best view in the house, meet all the contestants and drink all the Jim Beam you want for FREE during the contest. VIP Tickets are $50 and limited to 25 spots. Get yours online at KeysTix.com.(will be available on 10-14-09)
Want to cast the vote that determines the contest winner? Would you like to have 20 women flirting and vying for your attention? You can bid to be a judge for the contest. One spot will be auctioned on ebay.com and the other two spots will be auctioned off at 11:45, just before the contest starts.
General Admission tickets are $10 at the door.
Thursday, October 8, 2009
Thank you Key West & Out of Town Guests for Contributing $1,374 to prize money for last night's Sexy Bull Riding Contest"
Just a quick note: if you are coming down for Fantasy Fest, try to book a room now! It's getting to the point where the Lower Keys are almost booked solid.
If we can help you with suggestions for the last week of October, ping me, Rocko, at cowboybillskw@gmail.com
That's the same email address for our Sexy Bull Riding Contest shout outs.
Right now, I'm working on a motorcycle/scooter rental for an out of stater in New Jersey. I'm not asking any gratuity. All we want is your business to be here during the last full week of October culminating for the grand orgasm of Saturday Night, Fantasy Fest Twilight Parade, on Saturday, October 31, 2009!
For those of you who were here tonight, or those of you elsewhere who watched via the webcam, thank you for making this the number one destination on Vacation Island!
And now, here's the list of businesses, colleges, military branches and people who contributed all the prize money last night:
Businesses:
Cowboy Bill's - $200
Cowboy Bill's Motorcycle Club (Thanks, Josh!) - $120
Sunshine Rental - $100
Keyboard Advertising (Thanks, Tom Sawyer) - $100
Liquid8 Pawn Shop - $50
http://www.a1anews.com/ - $5
Diver's Institute of Technology - $5
Jeep, Sunset Celebration Musician - $5
Military Branches
US Marines (esp. VMFA 232 Red Devils & USS Jolly Rogers) - $361 (new record donation)
US Navy - (esp. VA121 Blue Tails) - $208
US Coast Guard (esp. MSST Alaska) - $12
Schools
Montana State Bobcats - $100
Kentucky Wildcats - $40
Ohio State Buckeyes - $25
FKCC Scuba Club - $5
University of Illinois Fighting Illini - $5
. . . and there were several others I lost track of during the mayhem of the contest. I apologize for misplacing your names. It's gotten so crazy in the DJ Booth during contests that I'll soon need my own accountant to collect the cash from you folks.
By the way, Internet donations should ping me first at cowboybillskw@gmail.com. Then Irene will run your credit card for the donation and shout outs.
A special thanks for all you guys and gals hitting us with emails and Instant Messaging curing contests: Loose Caboose Tavern in Tenn., Red Eye Dock Bar in Maryland's Eastern Shore, and Cattlebuyer's Saloon in Greensboro, NC.
Also shouts out to Frank in NJ, Lee in Adelaide, Australia, Tony Steagall, JD in NC, Joe in Rhode Island, Julia in Oklahoma, and many others whose emails I inadvertently erased last night before I could give you your props.
Hope to see all our friends and supporters soon!
Rocko
DJ/Emcee/Blastmaster
Cowboy Bill's Key West
If we can help you with suggestions for the last week of October, ping me, Rocko, at cowboybillskw@gmail.com
That's the same email address for our Sexy Bull Riding Contest shout outs.
Right now, I'm working on a motorcycle/scooter rental for an out of stater in New Jersey. I'm not asking any gratuity. All we want is your business to be here during the last full week of October culminating for the grand orgasm of Saturday Night, Fantasy Fest Twilight Parade, on Saturday, October 31, 2009!
For those of you who were here tonight, or those of you elsewhere who watched via the webcam, thank you for making this the number one destination on Vacation Island!
And now, here's the list of businesses, colleges, military branches and people who contributed all the prize money last night:
Businesses:
Cowboy Bill's - $200
Cowboy Bill's Motorcycle Club (Thanks, Josh!) - $120
Sunshine Rental - $100
Keyboard Advertising (Thanks, Tom Sawyer) - $100
Liquid8 Pawn Shop - $50
http://www.a1anews.com/ - $5
Diver's Institute of Technology - $5
Jeep, Sunset Celebration Musician - $5
Military Branches
US Marines (esp. VMFA 232 Red Devils & USS Jolly Rogers) - $361 (new record donation)
US Navy - (esp. VA121 Blue Tails) - $208
US Coast Guard (esp. MSST Alaska) - $12
Schools
Montana State Bobcats - $100
Kentucky Wildcats - $40
Ohio State Buckeyes - $25
FKCC Scuba Club - $5
University of Illinois Fighting Illini - $5
. . . and there were several others I lost track of during the mayhem of the contest. I apologize for misplacing your names. It's gotten so crazy in the DJ Booth during contests that I'll soon need my own accountant to collect the cash from you folks.
By the way, Internet donations should ping me first at cowboybillskw@gmail.com. Then Irene will run your credit card for the donation and shout outs.
A special thanks for all you guys and gals hitting us with emails and Instant Messaging curing contests: Loose Caboose Tavern in Tenn., Red Eye Dock Bar in Maryland's Eastern Shore, and Cattlebuyer's Saloon in Greensboro, NC.
Also shouts out to Frank in NJ, Lee in Adelaide, Australia, Tony Steagall, JD in NC, Joe in Rhode Island, Julia in Oklahoma, and many others whose emails I inadvertently erased last night before I could give you your props.
Hope to see all our friends and supporters soon!
Rocko
DJ/Emcee/Blastmaster
Cowboy Bill's Key West
Thursday, September 17, 2009
Big TV and Ad Shoot Friday!Welcome Bikers! Fri & Sat Nights This Weekend, Sep. 18 & 19, At Midnight....Biker Babe Sexy Bull Riding Contests!!!
Yeppers,
This past Wednesday was a night where tumbleweeds were blowing up and down Duval . . . except for this here country bar where we had another capacity crowd for a Ladies Night/Sexy Bull Riding Contest.
The first place winner last night won $1,025 cash. She also receieved two tickets to the Key West Original Ghost Tour. And she won not one, but TWO photo shoots with two professional photographers, one of whom is Danny from Southernmost Photography (who shoots in house photos nightly for Cowboy Bills).
Second and thrid place winners each received the following last night: a crisp $100 bill, free scooter rentals from Sunshine Rental, two tickets to the Key West Original Ghost Tour, gift certificates from Cowboy Bills which could be used for beverages or anything in the new T-Shirt Shop. Lastly, they both received free photo shoots from Southernmost Photography.
I'm telling you about last night, because, Ladies, tomorrow night and Saturday are going to be off the tracks crazy with all the bikers who have loads of money they'll be putting up for cash prizes. I predict the largest cash prize ever for First Place winners on Friday and Saturday.
Now, tomorrow night, Friday, a Miami Cable TV Show will be in here shooting footage for their programming. Not only that, but the same crew will be shooting footage for the all new (and first ever) Cowboy Bill's TV commercial which will show on cable affiliates such as CNN, CNBC, etc., throughout the day.
These ads will run 24/7 . . . and if you are here tomorrow, you might be immortal as these ads run in perpetuity.
Hope to see you here this weekend . . . and by the way, I'm writing this Thursday Night at the club. Our new band, Michael D. Band is kicking ass. Keven, ex-lead guitar player for Scarekrow is in this band. 'Nuff said!
Be here.
This past Wednesday was a night where tumbleweeds were blowing up and down Duval . . . except for this here country bar where we had another capacity crowd for a Ladies Night/Sexy Bull Riding Contest.
The first place winner last night won $1,025 cash. She also receieved two tickets to the Key West Original Ghost Tour. And she won not one, but TWO photo shoots with two professional photographers, one of whom is Danny from Southernmost Photography (who shoots in house photos nightly for Cowboy Bills).
Second and thrid place winners each received the following last night: a crisp $100 bill, free scooter rentals from Sunshine Rental, two tickets to the Key West Original Ghost Tour, gift certificates from Cowboy Bills which could be used for beverages or anything in the new T-Shirt Shop. Lastly, they both received free photo shoots from Southernmost Photography.
I'm telling you about last night, because, Ladies, tomorrow night and Saturday are going to be off the tracks crazy with all the bikers who have loads of money they'll be putting up for cash prizes. I predict the largest cash prize ever for First Place winners on Friday and Saturday.
Now, tomorrow night, Friday, a Miami Cable TV Show will be in here shooting footage for their programming. Not only that, but the same crew will be shooting footage for the all new (and first ever) Cowboy Bill's TV commercial which will show on cable affiliates such as CNN, CNBC, etc., throughout the day.
These ads will run 24/7 . . . and if you are here tomorrow, you might be immortal as these ads run in perpetuity.
Hope to see you here this weekend . . . and by the way, I'm writing this Thursday Night at the club. Our new band, Michael D. Band is kicking ass. Keven, ex-lead guitar player for Scarekrow is in this band. 'Nuff said!
Be here.
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