Britney Spears vs. Jamie Lynn Spears: The Bikini MILF Matchup

Photo Credit: Bauer-Griffin

The Spears family is on vacation in Miami in between stops on Britney's Circus tour before performing tomorrow night in Orlando's Amway Arena and the following night in Miami'a American Airlines Arena. This is the first time we've seen Jamie Lynn in a bikini; she turned 18 earlier this year. To think, her daughter, Maddie, is over 1 year old already.


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40 Scandalous Comments

3718 DIGS vs 1094 HATER ALERTS vs 8 DIRTY ALERTS
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i'll still take britney

Monday, August 31st, 2009 @ 7:41pm
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1 Bastard Digs This!
1357 DIGS vs 227 HATER ALERTS vs 2 DIRTY ALERTS
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say something nice , say something nice..

the babies are kind of cute

Monday, August 31st, 2009 @ 7:46pm
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1 Bastard Digs This!
157 DIGS vs 31 HATER ALERTS vs 0 DIRTY ALERTS
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Where's the neither button

Monday, August 31st, 2009 @ 7:48pm
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4796 DIGS vs 1178 HATER ALERTS vs 10 DIRTY ALERTS
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Indeed.

These damm polls on this site always need an abstain choice.

Monday, August 31st, 2009 @ 11:02pm
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260 DIGS vs 131 HATER ALERTS vs 0 DIRTY ALERTS
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Jamie....i guess...Britney has a very fucking Face. Jamie not so much!

Monday, August 31st, 2009 @ 7:57pm
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124 DIGS vs 28 HATER ALERTS vs 0 DIRTY ALERTS
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Have to go with Jamie she has more years left in her.

Monday, August 31st, 2009 @ 8:51pm
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283 DIGS vs 109 HATER ALERTS vs 2 DIRTY ALERTS
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Britney, because she's CRAZY, Jamie, because she has a lot less(presumably)mileage on her. I'd love to be the meat in a Spears' sammitch.

Monday, August 31st, 2009 @ 9:17pm
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3 Bastards Dig This!
245 DIGS vs 24 HATER ALERTS vs 0 DIRTY ALERTS
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Where's the option in the poll for Jamie Lynn's baby? Looking hot in thatr bikini

Monday, August 31st, 2009 @ 9:35pm
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1477 DIGS vs 1039 HATER ALERTS vs 0 DIRTY ALERTS
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ur comment makes me literally angry with rage!

Monday, August 31st, 2009 @ 9:39pm
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4 Bastards Dig This!
245 DIGS vs 24 HATER ALERTS vs 0 DIRTY ALERTS
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Tuesday, September 1st, 2009 @ 10:03am
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1754 DIGS vs 818 HATER ALERTS vs 1 DIRTY ALERTS
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technically jamie lynn's body is nicer but she is so much younger and her skin is more elastic but i would still choose britney. i mean even though she's "tainted goods" and her entire image is forever besmirched, she's still an icon. it'd be cool to say, " i fucked britney spears"

Monday, August 31st, 2009 @ 10:02pm
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857 DIGS vs 168 HATER ALERTS vs 3 DIRTY ALERTS
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I want to show Jaime how BIG a fan I am of her work on Zoe101 while Briney performs "Toxic" in the background.

Monday, August 31st, 2009 @ 10:23pm
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786 DIGS vs 668 HATER ALERTS vs 7 DIRTY ALERTS
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pic 2 A where she is yelling "Swim Blanket swim!"

Monday, August 31st, 2009 @ 10:37pm
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229 DIGS vs 172 HATER ALERTS vs 2 DIRTY ALERTS
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Brit

Monday, August 31st, 2009 @ 10:45pm
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2 Bastards Dig This!
1121 DIGS vs 296 HATER ALERTS vs 0 DIRTY ALERTS
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Damn Jamie Lynn is hot.
Her body did not suffer one bit from having the kid.

Monday, August 31st, 2009 @ 10:57pm
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3833 DIGS vs 5589 HATER ALERTS vs 1 DIRTY ALERTS
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When i first tried viewing this page, i got an error message from internet explorer that read:

Internet Explorer cannot display the webpage

Most likely causes:
- you're not connected to the internet
- the website is encountering problems
- the page cannot open because of whitetrash overload

I'd go with the last one as the reason.

Monday, August 31st, 2009 @ 11:57pm
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3 Bastards Dig This!
76 DIGS vs 27 HATER ALERTS vs 0 DIRTY ALERTS
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SHUT UP BITCH!

DOOM IS MASTER OF D55'S PANTIES

Monday, August 31st, 2009 @ 11:59pm
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1794 DIGS vs 633 HATER ALERTS vs 5 DIRTY ALERTS
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Hahahaha...

Wednesday, September 2nd, 2009 @ 9:31am
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58 DIGS vs 5 HATER ALERTS vs 0 DIRTY ALERTS
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Hello, hot sexy eighteen year old, lets be honest were all thinking it. That said, Brit you still got it.

Tuesday, September 1st, 2009 @ 12:03am
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1 Bastard Digs This!
299 DIGS vs 163 HATER ALERTS vs 8 DIRTY ALERTS
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Babies having babies. Nothing sexy or funny about that. blech.

Tuesday, September 1st, 2009 @ 12:34am
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Jamie isn't as used up, but Britney is garaunteed anal.

Tuesday, September 1st, 2009 @ 1:05am
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295 DIGS vs 280 HATER ALERTS vs 0 DIRTY ALERTS
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Long time fan of jamie lynn spears, u look hot in that bikini. Nice.

Tuesday, September 1st, 2009 @ 2:09am
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1 Bastard Digs This!
141 DIGS vs 9 HATER ALERTS vs 0 DIRTY ALERTS
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This is like choosing whether to get assraped with a broken plunger or a rusty chain.

Britney used to be hot but isn't anymore (yes, she's no longer the disgusting mess she was for a while, but that's still not the same thing as being hot). Jamie-Lynn skeeves me the fuck out for some reason I can't fully explain.

Tuesday, September 1st, 2009 @ 2:44am
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3 Bastards Dig This!
2487 DIGS vs 1057 HATER ALERTS vs 9 DIRTY ALERTS
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wow, jamie lynn 2 to 1?!?!? thats actually kinda disturbing to me.

is it the u KNOW your gonna get laid on the 1st date draw because shes 18 with a kid or something?

seems odd to me.

hey guys, since Jamie Lynn is doing so well here, you should do a barely legal MILF match up with her and Bristol Palin LOL

Tuesday, September 1st, 2009 @ 6:17am
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1121 DIGS vs 296 HATER ALERTS vs 0 DIRTY ALERTS
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I like the way you think.

Tuesday, September 1st, 2009 @ 9:07am
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2 Bastards Dig This!
1490 DIGS vs 467 HATER ALERTS vs 10 DIRTY ALERTS
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Well given that they will both insist that you not use a rubber, best to go with the one less likely to have STDs.

Tuesday, September 1st, 2009 @ 9:09am
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2487 DIGS vs 1057 HATER ALERTS vs 9 DIRTY ALERTS
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A+....

Tuesday, September 1st, 2009 @ 3:55pm
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141 DIGS vs 9 HATER ALERTS vs 0 DIRTY ALERTS
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Jamie-Lynn's got a tighter body — she's at her physical prime right now. I still can't bring myself to vote for either of these chicks, but it's not that surprising that most people would opt for the hot young thing. It's actually kind of predictable.

Tuesday, September 1st, 2009 @ 11:17am
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1 Bastard Digs This!
120 DIGS vs 4 HATER ALERTS vs 0 DIRTY ALERTS
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errgggh the trailer trash breeds more trailer trash, I can't stand either of them.

Tuesday, September 1st, 2009 @ 6:42am
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2291 DIGS vs 503 HATER ALERTS vs 4 DIRTY ALERTS
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Here is what both of them need to do:

1. Buy a gun
2. Load gun
3. Put gun in mouth
4. Pull trigger
5. FUN!

Tuesday, September 1st, 2009 @ 9:47am
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3 Bastards Dig This!
6325 DIGS vs 2288 HATER ALERTS vs 16 DIRTY ALERTS
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Jamie Lynn has better legs and her face doesn't look as retarted as Britney's.

Tuesday, September 1st, 2009 @ 10:13am
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1 Bastard Digs This!
103 DIGS vs 76 HATER ALERTS vs 0 DIRTY ALERTS
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Obviously Jamie Lynn's got the nice body, but I'd have to go with Brit on the whole experience level. It would be awesome in a crazy/nasty/unbelievable kind of way.

Tuesday, September 1st, 2009 @ 10:41am
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271 DIGS vs 39 HATER ALERTS vs 0 DIRTY ALERTS
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someone should cull them both

stupid white trash whores

Tuesday, September 1st, 2009 @ 12:44pm
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Jamie Lynn Spears is fucking super hot.

Tuesday, September 1st, 2009 @ 12:51pm
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6204 DIGS vs 2654 HATER ALERTS vs 8 DIRTY ALERTS
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Based on all the stories I've heard about Britney...Jamie Lynn. Hands down, Jamie Lynn...

Tuesday, September 1st, 2009 @ 7:31pm
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119 DIGS vs 5 HATER ALERTS vs 0 DIRTY ALERTS
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Britney out of nostalgia if she keeps on the sunglasses(she still has crazy eyes)..

Wednesday, September 2nd, 2009 @ 8:21am
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1794 DIGS vs 633 HATER ALERTS vs 5 DIRTY ALERTS
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Which bikini milf Spears sister do you want?

C. none of them

Wednesday, September 2nd, 2009 @ 8:32am
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4 DIGS vs 0 HATER ALERTS vs 0 DIRTY ALERTS
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Wow. They look sorta like sisters...
;-)

Wednesday, September 2nd, 2009 @ 6:23pm
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295 DIGS vs 280 HATER ALERTS vs 0 DIRTY ALERTS
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I didn't notice atferward.

Sunday, December 20th, 2009 @ 12:17pm
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2 Bastards Dig This!
71 DIGS vs 27 HATER ALERTS vs 0 DIRTY ALERTS
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I thik Britney has redeemed herself amongst the Celebrity Masturbation crowd. Althugh I don't masturbate to her as much as I did 7 or 8 years ago, she can still get a good pull out of me. She really has the milf-thing going on much better than Jamie Lynn, and she looks so much better than she did a couple of years ago. Hats off and pants down for the elder Ms. Spears!

Tuesday, December 15th, 2009 @ 8:55am
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