Some people hate surprises. But they probably won't hate a surprise if it involves fucking your ass. Let's say you invite someone over with the promise of a long blowjob or "full service" treatment with your tongue. After slobbering all over his dick, you straddle him and grind his cock against your ass. You look at him longingly and say, "You know, I wasn't planning on getting fucked today, but you've got me so worked up. I need this, man…"
Of course, you were planning on getting fucked that day, but he doesn't have to know that. For him, your proposal was an unexpected treat, a reward for being such a sexy an excellent top. It'll boost his ego, and you'll both get laid. Can you say "win-win situation"?
– Dewitt
Photo credit: It's Gonna Hurt
To see Castro drilling Caleb, follow the JUMP:
caleb looks cockstruck
Caleb was one of the last real hotties they’ve had on the site. Is it just me or are the men on Itsgonnahurt.com steadily getting worse, lol?
i will pass hell yeah l0l
as title said, its gonna hurt…. damn it!
…and you all think Girth Brooks is big…I think Girth and Castro should have a contest and whoever has the smallest penis would have to bottom.
Castro never looks like he’s enjoying himself. He just looks like he’s there to do a job.
that. cannot. be natural.
I showed a friend this site, he freaked out but wanted more LOL
they are both pretty repulsive though… if u want a big cock and dont care what its attached to u might as well have a horse. for me the guy attached has to be hot. and that bottom is a skank too
please dont offend my eyes with guys as gross as this again
Ok c’mon people he aint that bad. I sure as hell have seen worst, thats for damn sure. Plus Brutha is packing some serious beef!
No, they are both fucking gross…step your standards up people.
I think Castro is hot.
although it seems likely that castro and me would be incompatible, i never-the-less believe he makes for good eye candy.
or, i might alternatively declare, i have seen nothing wrong with tha` brotha, æsthetically, thus far.
(´just.. ..i hope he doesn’t ever try doing bareback stuff.
for, even as a top, i don’t think he would be long for the world, if castro would deign tempt fate in such a way.)
CASTRO IS A SEXY ASS DUDE. I WOULDN’T LET HIM PUT THAT DICK ANYWHERE NEAR ME (MOUTH OR ASS), BUT I’D SURE LOVE TO WATCH HIM IN ACTION. PLUS CASTRO HAS TAKEN SOME BIG DICKS UP HIS ASS TOO.
CASTRO IS A SEXY ASS DUDE. I WOULDN’T LET HIM PUT THAT DICK ANYWHERE NEAR ME (MOUTH OR ASS), BUT I’D SURE LOVE TO WATCH HIM IN ACTION. PLUS CASTRO HAS TAKEN SOME BIG DICKS UP HIS ASS TOO.
CASTRO IS A SEXY ASS DUDE. I WOULDN’T LET HIM PUT THAT DICK ANYWHERE NEAR ME (MOUTH OR ASS), BUT I’D SURE LOVE TO WATCH HIM IN ACTION. PLUS CASTRO HAS TAKEN SOME BIG DICKS UP HIS ASS TOO.
CASTRO IS A SEXY ASS DUDE. I WOULDN’T LET HIM PUT THAT DICK ANYWHERE NEAR ME (MOUTH OR ASS), BUT I’D SURE LOVE TO WATCH HIM IN ACTION. PLUS CASTRO HAS TAKEN SOME BIG DICKS UP HIS ASS TOO.