Feb 16 2009Jessica Simpson & Tony Romo do Valentine's Day
Still together, Jessica Simpson and Tony Romo went out in New York City for Valentine's Day, and she's gotta be pregnant. Otherwise, I don't know how else to explain her outfit. Not counting she's Jessica Simpson and thinks "Maternity" means medium in French-talk.

Reader Comments
1. angeleyes - February 16, 2009 12:35 PM
FIRST!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
She is so overated. I don't see what he sees in her. The only thing worse than a blonde is a fake blonde.
2. Que - February 16, 2009 12:36 PM
Que sappy.
3. mztry - February 16, 2009 12:36 PM
How many of us have gained weight while in love and lost weight while recuperating from heartache?
4. jerry mcgregor - February 16, 2009 12:39 PM
OMG those breasts! im hungry for some milk now......
5. Jake - February 16, 2009 12:40 PM
If she continues on this path, she'll be wearing black trash bags by Friday. (yes, bootlips, I said "black trash", let it go...)
6. gross - February 16, 2009 12:41 PM
those earrings are foul
7. Ang - February 16, 2009 12:44 PM
Nice front-butt. I bet when she caught her reflection she got confused and started turning around and around.
8. E - February 16, 2009 12:54 PM
why does she keep wearing these unflattering outfits?? She clearly doesn't know how to dress her body when she's at a heavier weight
9. Nice... - February 16, 2009 12:55 PM
Dear Great Britain and Fucking France:
Thanks for almost taking out the entire earth.
LONDON - Nuclear-armed submarines from Britain and France collided deep under the Atlantic Ocean earlier this month, causing damage to both vessels but releasing no radioactivity, a British official said Monday
10. kally34 - February 16, 2009 12:55 PM
I heard that there is an inter esting place for all h O t g irls and guys,
seems it is named: ___T allmingle Co M___ ,if u want to find some fun or lov ers, please have a try !!!
11. http://www.popduds.com (now open) - February 16, 2009 12:56 PM
she looks so pretty and squishy. real squishy.
12. JJ - February 16, 2009 12:57 PM
a completely unfitted dress should stop all that fat talk...
riiiight good choice Jess
13. Jrz - February 16, 2009 1:01 PM
Hey, kally34, I heard there's an interesting place if you want to find some punches to the fucking face....it's called punchkally34inthefuckingface.com. You can meet a bunch of people who'd like to Chris Brown your stupid spamming ass! It's a real hoot! Please have a try.
Anyway, what do you think he does with them big earrings?
14. Quinn - February 16, 2009 1:02 PM
She looks awful and WhyTF choose the ugliest dress possible....
15. ReRun - February 16, 2009 1:05 PM
Oh yea...she's preggo alright. You can see it in his face. Life WAS looking pretty good for Romo. Its over now and he knows it!
16. steve - February 16, 2009 1:05 PM
"why does she keep wearing these unflattering outfits?"
It's almost as if she's become fat, and doesn't look as good as she used to regardless of what she wears.
17. John Madden - February 16, 2009 1:07 PM
Romo is being very supportive of Jessica, but mostly because now her butt looks almost exactly the same as Jason Whitten's.
18. SaraS - February 16, 2009 1:10 PM
Steve-
there are more flattering ways to dress her body type, its not like she's freakin Rosie O or something
she could definitely wear stuff that was more slimming and less sloppy looking
19. oops - February 16, 2009 1:11 PM
Does anybody edit news headlines anymore? Just saw this one, about the Buffalo plane crash: "Crash victim: 'Everybody loved being around her'" Wonderful, I think they recovered about 47 small pieces of her...
20. sigh - February 16, 2009 1:17 PM
wow... even her tatas and skin are getting busted looking. booo. too much make-up! i hope she is preggers, otherwise she just aged really fast.
21. Lowlands - February 16, 2009 1:18 PM
She looks great and i bet she bangs like a locomotive! Any (free) sextape available?
22. Mia - February 16, 2009 1:21 PM
I suspect Jessica buys clothes based on these 2 criterias:
It must be an expensive designer label.
It must fit.
This is why Jessica looks dumpy lately because she is short, overweight, and does not know how to buy clothes to flatter her weight gain.
23. Farmer Ted - February 16, 2009 1:23 PM
Two words.
Jerking now.
24. Deacon Jones - February 16, 2009 1:23 PM
Wow...Romo looks thrilled to be spending time with her.
Yes Romo, you have to deal with this train wreck the other 23 hours and 45 minutes out of the day when you're not titty fucking her.
25. Goddess mimi - February 16, 2009 1:28 PM
19
This is not the place for that kind of news. We are trying to have fun here don't you get it? And why is it that every time some idiot dies they are alway "the nicest friend ever, the sweetest this or that"? SHUT UP already she's dead!
26. Matt - February 16, 2009 1:31 PM
Whatever "the magic touch" is, Tony Romo has the antidote. Latent homosexuals don't seem to be doing all that well these days ("Hey--YIKES--umm, sorry, Mr. Cruise, I didn't know you were in this restroom...yes, of course, you were drinking a latte, what else could that be?").
27. nipolian - February 16, 2009 1:32 PM
If you look at the 8th pic, you can see her actually morphing into Tammy Fay Baker right in front of the camera........creepy.
28. __ - February 16, 2009 1:33 PM
Hey MIA,
"Criterias" is not a word. Stop trying to sound smart.
29. FFFFffffffffaaaaaaarrrrrrrrrrt - February 16, 2009 1:35 PM
Why did this short squat cow-to-be let the world know she passes gas? Tony is so very lucky! I wonder what he see's in her? I don't get it. Particularly John Mayer who is very bright. I have a feeling being with her is like hanging out with your dog all day.
30. todders - February 16, 2009 1:39 PM
Mmmm. More meat = mor boobage...
I am all for Jessica eating seconds...
yo, check out this hilarious video I saw about the Girls Gone Wild Porno Bailout (watch out for the dude in the stache):
http://blog.digitalfuntown.com/dft-blog/2009/2/6/larry-flints-porno-bailout.html
31. ___ - February 16, 2009 1:40 PM
DO NOT CLICK ON THE LINK @ #30. THIS WILL INFECT YOUR COMPUTER WITH A VIRUS!!!!!!
32. Rick - February 16, 2009 1:41 PM
She's made her "new curvy figure!" (fat) into a huge deal and the snacking class is eating it up ("real women have curves!"), but the truth is she's weak and dependent, so she reflects the man she's with. Romo is a slob, just look at him. That's fine for football, especially since he plays a skill position that doesn't require perfect conditioning. But she mimics his lifestyle (have sex, pig out, watch TV, have sex, pig out...) and then wonders why people say she let herself go when she waddles on stage or out for the paps. Yes, girls, she's an icon for the independent woman.
33. Photoshop Police - February 16, 2009 1:45 PM
I've been saying she's pregnant for WEEKS now!
Someone confirm it with them already?
34. havoc - February 16, 2009 1:46 PM
I'm sorry, but she just looks stupid.
The boobs look fun...but that face. Duuuuuuh.....
LMAO!
.
35. A woman's anus is a man's best friend - February 16, 2009 1:50 PM
Tony should have stuck to ass fucking this pig. Now he will get to know her for the next 19 years ha ha ha ha ha ha
36. Andrea - February 16, 2009 1:57 PM
He looks like the type of guy who makes the girl ride on top, doing all the work, and when he gets up you see a skid mark on the sheets where he was lying.
37. sally strutters - February 16, 2009 2:05 PM
@ 31 -- What r u talking about? n00b!!!
@ 30 -- LMAO, that shit was hilarious!
38. Mark B - February 16, 2009 2:10 PM
@36
Andrea, you say that like its a bad thing...
39. Andrea - February 16, 2009 2:13 PM
#38 - if I want bean dip in bed, I'll get it from the refrigerator.
40. ___ - February 16, 2009 2:14 PM
#37,
I don't know, I was just repeating what someone else said after he sent that same link last week. I didn't click on it but was just trying to do the right thing. Better safe than sorry. Click at your own risk.
41. I hate you - February 16, 2009 2:33 PM
I think it's kinda hot when a chick gains some weight and still keeps her sweet tits. Back in the day, the skinnier you were, the less attractive you were considered. Don't get me wrong, a chick that was born fat and has all the fat-chick qualities is not attractive to me, but a chick that is "healthy" or a bit thick that fluctuates in weight is hot to me. I am NOT a chubby chaser by any means, I just hate these Kate Moss/Sienna Miller stick figures that have nothing to offer.
42. netstarman - February 16, 2009 2:37 PM
Did Tony Romo at least warn the chefs that Jessica was in the restaurant ? Or at least order half-portions for her.
43. duh - February 16, 2009 2:38 PM
Jessica Simpson was never a Moss/Miller stick figure. She was always curvy. Now she's lumpy.
44. netstarman - February 16, 2009 2:39 PM
Well black is slimming , maybe paint some white on the front of that outfit and we can call her Orca whale .
45. kevin - February 16, 2009 2:50 PM
Romo got to be the dumbest man in the world to let this ho trap him. Now she is going to be a big fat pregnant pig. She will eat like a pig for 9 month.
46. sin - February 16, 2009 2:54 PM
His Valentine present to her dripped out of her mouth and onto those NICE tits.
Have a nice off season and fuck that thing every way possible. when training camp comes, drop her like T.O. drops a pass. She is only good for sex. Her daddy knows that.
47. S - February 16, 2009 3:27 PM
Oh I feel like for some reason, after all this depressing shit about the economy, Jessica and Her freak of a father got together and said: People want to get their minds off the horrid downfall of the economy how can we profit off this? Oh I know! Jessica go eat your sisters new kid!
Thus why she is getting more publicity now then she was several weeks before! Mad geniuses!!!
48. Delgo - February 16, 2009 3:37 PM
I <3 veiny breasts.
49. Biology Major - February 16, 2009 3:39 PM
Pic #6...giant blue veins becoming visible in the breasts...a common occurence in early stage pregnancy...just sayin'
50. S - February 16, 2009 3:44 PM
lol or maybe she just has really big tits?
51. i m just sayin' - February 16, 2009 3:56 PM
those are pregnant breasts if i've ever seen them. having had two kids, I should know. the way the veins stand out in the blue/green color like that and all full, yep, she is preggers fo sho.
52. g_girl - February 16, 2009 4:08 PM
Look at her boobs!!!! Kinda huge.
53. lola - February 16, 2009 4:54 PM
She is ABSOLUTELY PREGGERS! See the veins in her chest? That is a sign of pregnancy! Congrats! SHE IS GLOWING AND BEAMING. TONY looks so happy too. She was prob just trying to see if she could trick people longer by sayng she was going to lose weight. good move
54. phil - February 16, 2009 5:01 PM
30 & 37 are the same poster. todders = sally strutters.
DO NOT CLICK ON THE LINK ! #31 IS RIGHT !
GO AHEAD AND CLICK ON THE LINK IF YOU WANT POP UPS FROM PORN SITES EVERY 5 MINUTES!!!
55. justifiable - February 16, 2009 5:10 PM
#19 Everybody except the people in the seats next to her, you mean.
#25 BTW, "goddess" mimi, take the log out of your ass because no one here asked you to moderate. It's a slow day, why don't you go suck off todders? You're both viral, it's a perfect match.
56. Lurve - February 16, 2009 5:27 PM
Those are totally pregnant boobies. Mark my word.
57. Mia - February 16, 2009 6:02 PM
#28
I made a typo, big deal; criteria is plural of criterion. I am not going to waste my time doing spell check.
58. guythll - February 16, 2009 6:12 PM
I saw his profile on millionaire & celebrity dating club____MillionaireLoving. C O M____last week. I am wondering what kind of relationship he is looking for on that site.
59. Sid - February 16, 2009 6:16 PM
#56
Kim Kardashian has veins on her breast implant chest and she's not preggo and she looks like she gave birth many times.
60. Delgo - February 16, 2009 7:04 PM
I read on another celeb site that she
61. pregger2 - February 16, 2009 8:55 PM
SHE IS PREGNANT!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!! DUH.... I STILL HATE THOUGH
62. HAHAHAHAHAHAHAHAHA!!!!!! - February 16, 2009 8:59 PM
Look at pic 8 PLEASE!!!!!!!!!!!!!!!! She is so ugly!!!!!!! Love it!!!!!
63. Stabby the Guard - February 16, 2009 9:11 PM
Anybody else realised that jessica is in a formal gown and romo is in frat boy jeans and sappy plait shirt
64. Betty - February 16, 2009 9:22 PM
Life needs passion.
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65. Tom K - February 16, 2009 10:02 PM
I think Tony likes her when she’s got meat on her, because any self-respecting man would have given her fat ass the boot as soon as she gained a couple of pounds. If you’re not pregnant there is no excuse to get fat and out of shape.
66. sophiee - February 16, 2009 10:56 PM
#32: I'm right there with you! Couldn't agree more!
67. kellen - February 16, 2009 11:56 PM
fucking HOT.
68. justifiable - February 17, 2009 3:10 AM
#32 Amen, she has no real identity and so no one is less an icon for independent women. She's always gonna be a daddy's little girl - and one with a regrettably big mouth, too. Her marriage tanked because everything she and Lachey did became common family knowledge, and when your father in law (aka Creepy Preacher Joe knows all the details of your marriage that means there's no loyalty or privacy.
69. Fati - February 17, 2009 3:48 AM
yeah, now i think she is pregnant too. but why on earth does she not just admit to it, so everybody would shut up with the fat business? i guess there is no such thing as bad publicity after all.
70. HD - February 17, 2009 4:02 AM
i agree she is pregnant.. she seems kinda happy
71. HD - February 17, 2009 4:02 AM
i agree she is pregnant.. she seems kinda happy
72. Sofia - February 17, 2009 5:31 AM
PREGNANT.
73. bad - February 17, 2009 8:41 AM
She looks like a blow up doll. A fat blow up doll. I wish she would just go away.
74. sin - February 17, 2009 10:14 AM
If she is pregnant...just how big will her tits get!!!!
75. Ted Mosby - February 17, 2009 10:17 AM
I love her big veiny boobs.
76. ketielynn - February 17, 2009 3:00 PM
I think they make the cutest couple. I wish them the best of luck!
77. NxIxCxKxMxAxNx - February 17, 2009 7:23 PM
Mooooooooo
78. CAYCEE - February 17, 2009 11:24 PM
why the giant doorknocker earrings jess?? they look ridiculous!!! and they r pulling your earlobes down....u dont nned to be anymore of u out of shape girl..take a look in the mirror!!! what r u wearing?? a nun dress??? go on adiet already......boobs are all stretched out....they don't look good sweety...and they used to be your best aset.....yuck....blue veins.....
79. Shannon - February 18, 2009 3:29 AM
She seriously looks beautiful and glowing, she is perfect. im sorry you anorexic obessesed people can't stand the sight of a vuloptuous woman. she's not fat. fat is like rolls of fat rolls hanging all over the place. i hope women break out the obessesion with super slimness. Even though I hate her I'd prefer a woman her size or Kim Karshdashians size not some chick who pukes all day so her bones are stickin out.
80. UK_Matt - February 18, 2009 3:50 PM
For some reason I just think she's in training to be muslim.
81. Bessy - February 20, 2009 6:04 PM
Nice Mumu (or should I say moo moo?)
82. IRIS - February 20, 2009 10:37 PM
STOP HATING THEY ARE PERFECT TOGETHER!!!!!!!!!!!
83. IRIS - February 20, 2009 10:37 PM
STOP HATING THEY ARE PERFECT TOGETHER!!!!!!!!!!!
84. IRIS - February 20, 2009 10:37 PM
STOP HATING THEY ARE PERFECT TOGETHER!!!!!!!!!!!
85. Brooke - February 21, 2009 11:08 AM
What is she wearing? I mean it looks okay at the top, but then the bottom is hideous, I can't tell if it's like balloon pants or a really long dress and I've never seen a dress that long. It's a strange outfit that's for sure. Whoever is her stylist, she needs to fire them ASAP and if she's picking these stupid outfits out herself then she needs to hire a stylist ASAP.
86. anti-pathy - February 21, 2009 7:57 PM
bitch is knocked up , only question is , was it Tony or that sick bastard -creepy preacher joe, anyone saw the pics of him ogling his own daughters tits, what a frickin pervert