Home

Advertisement

Updating Site

  • May. 13th, 2009 at 12:59 PM
I am forever updating the site... check it out!

Gay.com

  • May. 2nd, 2009 at 4:25 PM
I am finally back on gay.com... WHOO HOO!
TheUnderwearPimp2009

New Features!

  • Apr. 27th, 2009 at 3:06 PM
I am thinking of some new and exciting features for the website. Hopefully we will be releasing them shortly! In the meantime, check out all the current features of the website, and of course, all the hot gear in The Pimp Store!

Tristan
TheUnderwearPimp

TheUnderwearPimp.com brings you the hottest photos & videos on the net, featuring the sexiest college guys, twinks, athletes, skaters, punks, and jocks! In addition, one of the largest private collections of jock-worn undergear and clothing!

JUST STOPPING BY!

  • Apr. 17th, 2009 at 3:34 PM
TheUnderwearPimp.com has some of the Hottest Gay Amateurs on the Internet! We bring you the hottest photos & videos on the net, featuring the sexiest college guys, twinks, athletes, skaters, punks, jocks, and more! Check out the Site Today to See Full Uncensored Content restricted by this site.

DUMB ASS!

  • Aug. 18th, 2008 at 2:25 PM
«GABOULAS» I HEAR OF HOOKERS COMMING OUT AT NIGHT BUT ONES WHO COME OUT IN THE DAYS MUST HAVE RABIES OR SOMETHING
«GABOULAS» LOL
«GABOULAS» IM ONE FIRECE BITCH
«GABOULAS» YOU KNOW THAT
«GABOULAS» I'M ON TO YOU

PRETTY IN PINK

  • Jul. 22nd, 2008 at 7:21 PM
Our favorite wannabe on the streets where he belongs!


AMERICA'S GOT TALENT THINKS YOU SUCK TOO!

  • Jul. 22nd, 2008 at 12:41 AM
SORRY WANNABE MASTER....
SHARON, PIERS, AND THE HOFF ALL THINK YOU SUCK!


THE INTERNETS FOREMOST FAKE WANNABE CASH MASTER OUTTED AS A BIG NELLY BOTTOM SISSY!







http://profile.myspace.com/index.cfm?fuseaction=user.viewprofile&friendid=165823558

http://profile.myspace.com/index.cfm?fuseaction=user.viewprofile&friendid=31371890

WOW

  • Jul. 21st, 2008 at 8:05 PM
NOW THE MORON IS CONVERSING WITH HIMSELF WITH 2 DIFFERENT SCREENNAMES... WHAT A TARD!

«GABOULAS» SOMEBODY JUST PLEASE PITTY THE UNDERWEARPIMP
«GABOULAS» SEE I WOULD GIVE
«GABOULAS» BUT I JUST DONT HAVE
«GABOULAS» LOL
«GABOULAS» I DONT HAVE
«yng4masc420» Any hot masc guys wanna help get me off?
«UnderwearPimp21» lol.... u just admitted you are poor
tiger14607 Has left
«j-slick» LOL
wnyfun Has left
«j-slick» WOW 
«j-slick» WHAT A LOOSER
>musclebtm26< Entered the chat
unccnovaboi Has left
«j-slick» hey underwearpimp nice profile street walker 
«GABOULAS» LOL GOOD 1
«UnderwearPimp21» nice using 2 sn's at the same time
grime Has left
«UnderwearPimp21» what a psycho
«j-slick» so pathetic thinking you can make a living off being a cash master
«blackiemale» love racist phonesex roleplay here
>grime< Entered the chat
«j-slick» i would not give you a cent
ReginaMatt Has left
«j-slick» and from what i hear you really need it 
>Gridwinodes< Entered the chat
«GABOULAS» SOMEBODY PLEASE GIVE HIM 20 DOLLARS
>badtorboy< Entered the chat
«GABOULAS» HE DOES NOT REALLY WANT TO GO OUT TONIGHT
«GABOULAS» BUT HE HAS 2
>stevie_k_va< Entered the chat
«GABOULAS» WHAT IF THAT WAS YOUR KID WOULD YOU WANT HIM WALKING THE STREETS AT ALL HOURS OF THE NIGHT
«j-slick» lol
«j-slick» lol
«j-slick» lol
olderfitcoac4yngplayer Has left
>cublv< Entered the chat
«j-slick» you got a point there GAB
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
alittleobi5 Has left
«GABOULAS» .
«GABOULAS» .
«UnderwearPimp21» if you are going to try and pretend to be 2 different people, at least have the common sense to turn off your caps lock before type on the other name
>stosh< Entered the chat
«UnderwearPimp21» moron
«GABOULAS» .
«GABOULAS» .
«ckskr1» fuck i need a dirty asshole to eat out..............
«UnderwearPimp21» and both of you cant spell for shit
«GABOULAS» HEY
«GABOULAS» I GOT SOMETHING FOR YOU
«GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
 «GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
«GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
«GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
«ckskr1» fuck i need a dirty asshole to eat out..............
«GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
«dallasbtm» older slut/bitch ready to serve younger master as you demand
«GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
«GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
musclebtm26 Has left
«GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
>miquele73< Entered the chat
«GABOULAS» STARVINGUNDERWEARPIMPSINAFRICA.ORG
«j-slick» nice website
«yng4masc420» why the fuck do you keep repeating thast????
«j-slick» it sucks ass
sub_2_own Has left
>italiano19< Entered the chat
«UnderwearPimp21» cuz he's a moron
«j-slick» your nothing but a broke twink thats not even a twink
>tweakedtdi< Entered the chat
«UnderwearPimp21» j-slick and gaboulas are both the same pathetic losers
«j-slick» you have the face of an old man
«humiliatememass» I worship you Underwearpimp
stevie_k_va Has left
«GABOULAS» ROLMAO
«UnderwearPimp21» :)
«GABOULAS» WTF
«GABOULAS» THAT WAS COLD

NEVER STOPS

  • Jul. 21st, 2008 at 7:59 PM
«GABOULAS» READY GO
«GABOULAS» SOMEBODY GIVE THE UNDERWEARPIMP 20 DOLLARS
«GABOULAS» HE COULD REALLY USE IT
«GABOULAS» PLEASE I BEG OF YOU
musclegodbeast Has left
«GABOULAS» SOMEBODY HELP HIM
«GABOULAS» HES FLAT BROKE!!!!!!!!!!
«GABOULAS» IS PHONE HAS NO MINUETS
«GABOULAS» HIS PHONE HAS NO MINUETS
«GABOULAS» ITS ALL USED UP
«dprdonny» he get the hint then.
«HartfordMaster» why don't u do it urself 
«GABOULAS» HE NEEDS TO GET BACK ON TRACK
«sub_2_own» he has a boyfriend and should do that
«shore_subguy» he can't handle gettin old
«GABOULAS» SOMEBODY PLEASE PITTY HIM AND SEND HIM 20 DOLLARS
>hey69< Entered the chat
«GABOULAS» THATS ALL HE NEEDS
>blackiemale< Entered the chat
«GABOULAS» HE WOULD ASK HIMSELF BUT BEING A PROSTITUTE REALLY FUCKED HIS HEAD UP
 «sub_2_own» he has a boyfriend and should go there
 «GABOULAS» SO HE ASKED ME DO IT FOR HIM
 «shore_subguy» bein old is freakin him out
 «GABOULAS» HES A HUMAN!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
 «dprdonny» lol
 «sub_2_own» hes a loser
 «GABOULAS» GIVE THEUNDERWEARPIMP 20 DOLLARS
jock_master Has left
johneboy26 Has left
«nonfat_nonvanilla» anyone wanna taser my dick again
«GABOULAS» RIGHT NOW
«GABOULAS» RIGHT NOW
«GABOULAS» RIGHT NOW
«GABOULAS» RIGHT NOW
«GABOULAS» RIGHT NOW

HERE YOU COME AGAIN...

  • Jul. 21st, 2008 at 7:49 PM


«UnderwearPimp21» Looking for Obedient Slaves... Pigs, Foot Slaves, Sissy Bitches, Humiliation Sluts, Chastity Whores, CBT, Cock Hounds.... Roleplay, Blackmail, Phone, Cam! To hell with all the fake asses on here... you know who they are! Message me NOW if you are serious about serving properly.
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» ..
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
>PSKinkMan< Entered the chat
«GABOULAS» ..
«GABOULAS» .
 «GABOULAS» .
 «GABOULAS» SHES @ IT AGAIN
basileys_25 Has left
«alchimist007» stop that shit and pvt me
dog4usir Has left
>icefairie< Entered the chat
«tenn07» sub bottom here, looking for younger dom/tops to use,abuse,humiiate,displine me, pvt please Sirs
«UnderwearPimp21» what a fucken moron
>loufbh< Entered the chat
«shore_subguy» mmm hmmm
«GABOULAS» SPEAKING OF JOKE
>FuckmeHotelinYourcity< Entered the chat
«GABOULAS» THE UNDERWEARPIMP HAS RETURNED
«UnderwearPimp21» no one spoke of joke
«UnderwearPimp21» and i never left
«GABOULAS» SHES BACK AND SHE IS ONE FIERCE BITCH
«UnderwearPimp21» get over yourself, and go find a job
«shore_subguy» middle school antics
«GABOULAS» GET A JOB
«GABOULAS» AS I SAID
«GABOULAS» YOU ARE ONE FIERCE BITCH
«GABOULAS» DONT GO THERE
«GABOULAS» <~~~~~~~~~~~~ SNAPS FINGERS
«UnderwearPimp21» exactly shore
«GABOULAS» LOL
«GABOULAS» hey i can pull off the middle shool thing
«UnderwearPimp21» are you jewish now?
PSKinkMan Has left
«GABOULAS» unlike some overaged people who would only dream of that
«GABOULAS» i have always been jewish
nagover Has left
 >nagover< Entered the chat
 «shore_subguy» you're not as young as ya think
«GABOULAS» not my religion but my spending habbits
«GABOULAS» sure i am
«GABOULAS» my slave bought me a pack of ciggs because i was too young to get them
«shore_subguy» nah, prolly pushin 25
youngermasterforolderslave Has left
>wyoming88< Entered the chat
«GABOULAS» you know they always ask for id
>Void_Oracle< Entered the chat
«shore_subguy» or older
«dprdonny» more like 35
«tenn07» sub bottom here, looking for younger dom/tops to use,abuse,humiiate,displine me, pvt please Sirs
«shore_subguy» yeah
«UnderwearPimp21» since when is 22 too young to buy cigs?
«GABOULAS» its a thing called roleplay
«dragonzbl00d» hi
«GABOULAS» something you would not know about
«shore_subguy» as in u play the fool?
«GABOULAS» seeing that ur a fake ass cash master
«UnderwearPimp21» lol
«dprdonny» gflad hes on inore....lol
«UnderwearPimp21» for real
aznsub27 Has left
«shore_subguy» not much prep work need for him for that role
«shore_subguy» he's a natural
«UnderwearPimp21» he just loves giving me material to blog about
«dprdonny» dont have to see his childish tantits!
 «GABOULAS» because i can pull, off being under 18
 «GABOULAS» .
 «GABOULAS» .
 «GABOULAS» .
 «GABOULAS» .
 «GABOULAS» .
 «GABOULAS» .
«shore_subguy» yeah ok pal
«GABOULAS» .
«GABOULAS» .
«GABOULAS» .
«shore_subguy» in your head
«GABOULAS» .

MORON!

  • Jul. 21st, 2008 at 1:36 AM


«RACKRAT10» LOOKIN FOR CASH SLAVES OHIO. I TAKE CONTROL OF YOUR COMPUTER AND U BUY ME WHAT I WANT. IF SERIOUS IM ME ON YAHOO RACKRAT10 ILL RESPOND AT SOME POINT

YET ANOTHER LOSER

  • Jul. 20th, 2008 at 9:00 PM


[View_My_Profile] CashMasterforfags: on yer knees bitch. time to pay yer fag taxes. otherwise fuck off

BACK TO HIS SAME TRICKS

  • Jul. 20th, 2008 at 5:26 PM


«gaboulas» LET ME SHOW YOU WHAT I WROTE BITCH
«gaboulas» <<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<22 CASH MASTER SEEKS CASH SLAVES HAVE PAYPAL READY BEFORE YOU PRVT ALL OTHERS  GO FUCK OFF............ DON'T HATE THE PLAYA HATE THE GAME
«gaboulas» <<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<22 CASH MASTER SEEKS CASH SLAVES HAVE PAYPAL READY BEFORE YOU PRVT ALL OTHERS  GO FUCK OFF............ DON'T HATE THE PLAYA HATE THE GAME
«gaboulas» <<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<22 CASH MASTER SEEKS CASH SLAVES HAVE PAYPAL READY BEFORE YOU PRVT ALL OTHERS  GO FUCK OFF............ DON'T HATE THE PLAYA HATE THE GAME
«gaboulas» <<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<22 CASH MASTER SEEKS CASH SLAVES HAVE PAYPAL READY BEFORE YOU PRVT ALL OTHERS  GO FUCK OFF............ DON'T HATE THE PLAYA HATE THE GAME
«gaboulas» I AM THE REAL PIMP
blonderunner Has left
«gaboulas» I GOT A JUDGE WAITING ON MY EVERY NEED / WANT
«gaboulas» HES DOING THE DISHES
«gaboulas» BECAUSE I TOLD IM TO
YoungCaliDoctor Has left
«gaboulas» ITS FUCKING HOTT
«gaboulas» WHERES UR REAL SLAVE UNDERWEARPIMP
>NJoral< Entered the chat
«gaboulas» ???
«thirsty4pissNcum» sumone sounds despirate.....  rent must be due son  LOL
Lars1989 Has left
chesscub Has left
«psychicraptor» haha
«NJoral» my face is your place to sit
«psychicraptor» he still lives with MUM
«psychicraptor» I doubt he has rent due
«UnderwearPimp21» haha