The Boston Charm

It shames me that I can immediately identify this character on the right, the annoying Mr. Boston from I Love New York and I Love Money, but I suppose my roommate should be even more ashamed for recognizing him in a Santa Monica bar this weekend. Apparently Mr. Boston asked her to have "no-strings-attached sex" with him, but she politely declined — instead, he settled on taking a picture of her to post on his MySpace page with the caption, "She's got that 'do me' look to her face." Classy.

So after taking a gander at his MySpace page, which lists his occupation as "Reality TV star" and hosts a disclaimer noting "I'M PROBABLY HAVING LESS SEX THAN YOU," I noticed a pattern: Lots of pictures of random girls with the saddest captions imaginable. After the jump, the best of the best.


"I'm been on three dates with her and she's making me wait for sex…which means I'm horny!!!!"

"Three heads, but only two of them give head!!!!!!!"

"She should be reaching down for my package, not up"

"The look on my face says it all….Get me away from these two!"

"She practically wouldn't even have to get on her knees for me!"
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Aug 13, 2008 · posted by Whitney · Link · 37 Responses
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Comments (37)

No. 1 Nancygirl says:

I had no idea who this guy was before you posted this, but HOLY DOUCHBAG! I just checked out his myspace page, and he is such a tool. Why does he call himself "Mr. Boston" when he is actually from Acton, MA (a little yuppie town about 25 miles outside of Boston). Poser.

I really hate this loser.

Posted: Aug 13, 2008 at 5:41 pm
No. 2 HoustonCharm says:

Anyone else feel like this guy is over-compensating for something? I dunno, like the fact he's probably gay? (Is that an insult to those who are gay? I don't think either team wants him on their side.)

And as for his disclaimer, "probably" = "definitely"

Posted: Aug 13, 2008 at 5:47 pm
No. 3 Sprout says:

This kid cried like a wittle-bittle-baby-girl when he got kicked off of "I Love Money". Most satisfying. I truly believe he was dropped on his head as a small child, or perhaps injested lead-based paint at an early age.

Posted: Aug 13, 2008 at 5:54 pm
No. 4 Sprout says:

injested - ingested. Potato, pot TA do.. you know what I mean haha

Posted: Aug 13, 2008 at 5:55 pm
No. 5 Nancygirl says:

Yeah, he definitely is over-compensating. He cried when they kicked him off? I have to go to youtube now… That's just good television.

Posted: Aug 13, 2008 at 6:02 pm
No. 6 ilnazhad says:

I don't think that's homophobic, HoustonCharm, but it's still only a theory. I understand… he's trying to convince himself he's not gay by objectifying woman after woman? Possible…
He could also just be some major cock ferret.

Posted: Aug 13, 2008 at 6:13 pm
No. 7 ilnazhad says:

I don't believe in this whole "there aren't any good men left" thing. I know it's supposed to mean that good men are rare, not completely absent… but I hate that it implies that in the olden times men were better. There is no evidence of men being more "good" before.
There aren't many good men and there aren't many good women.
That's why Whitney and Cord are so refreshing.

Posted: Aug 13, 2008 at 6:40 pm
No. 8 ilnazhad says:

Look at that! I could be such a charmer. Too bad I think peeing is cute.

Posted: Aug 13, 2008 at 6:58 pm
No. 9 Suzer says:

Reading this dork's quotes brings back not-so-fond memories of the sphincter heads I dated in college. Clearly he's in need of ongoing therapy, or at the very least, to mature out of his pathetic condition.

Posted: Aug 13, 2008 at 7:05 pm
No. 10 Sprout says: Posted: Aug 13, 2008 at 7:18 pm
No. 11 Sprout says: Posted: Aug 13, 2008 at 7:21 pm
No. 12 stopthemadness says:

olden times
days of yore
yesteryear

does anyone remember this friends episode?

still makes me laugh.

Posted: Aug 13, 2008 at 7:22 pm
No. 13 DIVINEcarl says:

Damn this guys fine, I'd be on his myspace and up his ass in a heartbeat!

Posted: Aug 13, 2008 at 7:51 pm
No. 14 grumpyme says:

stopthemadness - :) funny oh i miss friends
and what up with this clown?? and what is I love New York? I need info people

Posted: Aug 13, 2008 at 7:59 pm
No. 15 dbased says:

OMG. This guy is completely fugalicious. With a face like that he should have an AWESOME personality. I wonder how much he paid this women to pose with him.

Posted: Aug 13, 2008 at 8:24 pm
No. 16 dbased says:

Ooops. These women…

Posted: Aug 13, 2008 at 8:26 pm
No. 17 Randa Roo says:

He's having less sex than me because he's an asshole. With an impressive TV resume of "I Love New York" & "Taxicab Confessions" I'm sure that he's got women lined up around the block waiting to jump into bed with him. They throw their panties at him in passing. I'm sure they don't even mind when he's presumptuous enough to order them a drink. Roofiecoladas for everyone!

Posted: Aug 13, 2008 at 8:44 pm
No. 18 yarnwhore says:

Joe Francis has more class than this douche. Seriously.

Posted: Aug 13, 2008 at 8:47 pm
No. 19 Rikers says:

This guys level of douchebaggery is unprecedented.

Posted: Aug 13, 2008 at 8:57 pm
No. 20 dana says:

wait…he is so embarassing.

Posted: Aug 13, 2008 at 9:39 pm
No. 21 sar says:

He and Spencer Pratt should have a douche-off, judged by Dane Cook, with a grand prize of Joe Francis sobbing about it on TV.

Posted: Aug 13, 2008 at 10:00 pm
No. 22 Cait says:

Sadly, even his best Tucker Max impression falls flat.

Posted: Aug 13, 2008 at 10:37 pm
No. 23 Lara says:

What a pig!

Posted: Aug 13, 2008 at 10:58 pm
No. 24 kait says:

See those little teeny weenie fingers? Anyone want to guess what he's overcompensating for?

Posted: Aug 13, 2008 at 11:29 pm
No. 25 Haydn says:

He does have an air of cuntiness about him.

Posted: Aug 14, 2008 at 6:25 am
No. 26 Dewellah says:

In the episode where he had to wear the bikini for a challenge, he stuffed the front of the bikini with tissues (the bottoms, not the top). He yanked all of the tissues out in front of everyone when he found out that he had to get into a chamber with money blowing around and stuff as much of it as he could into the bikini top and bottom. It was TOO FUNNY!!

Posted: Aug 14, 2008 at 9:06 am
No. 27 Lale says:

His hair is irksome. That's mid- to late- 1980s where I come from. And I'd LOVE to see the caption Mr. Boston comes up with when DivineCarl is through with him. We'll have to change his name to "Mr. Bottom," I imagine.

Posted: Aug 14, 2008 at 9:46 am
No. 28 Kate says:

STM!!!!! I totally watched that the other day!
"it was a dollar! and fifty. you know one and fifty dollars."
"wow they even gave you the old time pricing! You can almost smell the opium!"

Posted: Aug 14, 2008 at 12:15 pm
No. 29 Unagi says:

"You bought sheets at a flea market? Seriously Ross, loosen the purse strings a little bit."

Posted: Aug 14, 2008 at 12:22 pm
No. 30 blah says:

Considering the fact that he likes to demean women and insinuate they are only for his sexual purposes, he's either a serial killer or a total freakish pervert who has sex with watermelons because no woman will touch his tiny peen.

Posted: Aug 14, 2008 at 2:13 pm
No. 31 stopthemadness says:

DANGER!!

ahh… salmon skin roll.

Posted: Aug 14, 2008 at 2:31 pm
No. 32 stopthemadness says:

i'm quite confused as to what the premise of this show is supposed to be. men in bikinis stuffing money in the bottoms? sounds classy.

blah, watermelon is a delicious fruit. watermelon would NEVER have sex with this guy. watermelon is all class. red delicious apples, on the other hand, give it up for all the reality tv douchebags.

Posted: Aug 14, 2008 at 2:35 pm
No. 33 blah says:

To quote Pete Greene "Twang".

Posted: Aug 14, 2008 at 3:26 pm
No. 34 blah says:

Petey….sorry.

Posted: Aug 14, 2008 at 4:03 pm
No. 35 surlygirl says:

Skinny guy with 80's hair and lacking in intelligence, wit and class. Swoon.

Posted: Aug 14, 2008 at 10:03 pm
No. 36 stopthemadness says:

nice one, blah!

Posted: Aug 14, 2008 at 11:45 pm
No. 37 sar says:

Lale, his hair IS irksome.

STM, I think you overestimate watermelon's character. In my experience it plays all virginal but it has very low self-esteem.

Posted: Aug 15, 2008 at 12:09 pm
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