Isn't it so cute how it looks like John is trying to pick up Jessica in this picture? Perhaps he is reenacting that first time he hit on her. Or maybe they are just acting for the cameras but either way we are suckers trying to imagine their cute conversation. Whatever he's doing it seems to work since Jess seems happier than ever these days. Of course it could have something to do with being on their own Roman Holiday that's bringing out the romantic side of their love. We just hope Jess' feet feel okay after walking in those boots on the cobblestone all day!

















Proenza Schouler
Oliver Bonas
Lanvin
aww.. i have to admit. they look cute here. it does look like he's trying to hit on her lol
1AWww, I actually like these two together.
2i'm convinced they have a photographer follow them around so they can get these in the media. either that or they just take the best "candid" photos ever.
3they look cute together in these pics.
4ooh i like seeing jessica happy, even thpugh john mayer needs to cut his hair
5awww too cute! jess is really changing and maturing i love her
6Boots and cobblestones - a familiar thing here in Estonia. We northern girls are all used to it
7UGLY couple alert!!!!! NOthing cute about this couple. He's hair looks like a mop and she's better looking blonde, stop morphing Jess, you belong 2 u right? It seemed like you're trying to look more like Vanessa Minnillo with the darker hair and over tanned skin. LOL, atleast Vanessa hasn't dyed her hair blonde since being with Nick. Now that's a strong woman, take notes!!Hopefully they won't come back! STAY THERE PLEASEEEEEEEEEE!!
8CalChica ofcourse they have a photographer .JOE SIMPSON!!!
9I disagree: I think it looks like SHE is hitting on him, and he's polite, but not that interested. Look how he's looking away in picture 2, and how even in picture 1 she's totally swooning over him, whereas he's just looking for words so as not to say something disappointing. I have a bad feeling about this.
10I have never seen her not wear heels, I'm sure her feet are alright.
11She could use a splash of color in her life.
12They actually look really cute together in these pictures! I'm lovin' Jess' hair that dark color, too.
13They ARE extremely cute!
14They're so cute! I hope that things work out for them!
15I really start to love them
16I actually don't like these two together. Sorry.
17I like them together too, but whenever I look at pictures I can't help but think John Mayer has a GIGANTIC head!
18I can personally attest to the fact her feet are prob KILLING her LOL esp if you're not used to walking on that surface. I was in France last week, and wearing my cute little heels, and my feet were SCREAMING in pain LOL walking on that cobblestone. It was worth it though
THat being said, I still don't know if I "buy" this relationship...I think she's prob into him, but not sure what he thinks. Hmm
19i hate that hair color on her
20but she is cute
i meant they r cute'
21Her attempts to look sophisticated by wearing black are just making her look old, she is too short and stumpy to carry off big coats like that, urgh, she really can't get anything right. And this relationship is definitely fake, Papa Joe is making a fortune off these pics.
22Joe Simpson Should Shut His Mouth!
Creepy dad Joe Simpson went on a rampage talking smack about everyone except his own daughters. Joe first took a bite at Britney Spears saying, "I would never let that happen to my daughters. Hopefully, her family will take care of the situation."
Then he moves on and takes a bite at ex-son-in-law Nick Lachey. "They are good for each other," he told In Touch about John Mayer and Jessica Simpson. "Unlike Nick, John already has an established career, so Jessica doesn't have to compete with him."
Ouch!
23Source:hollyscoop.com
I like them, but I'm over it.
24Yes I completely agree with what you're saying chenoa. Since win did become all high and mighty and sooooo much better then anyone else. I think he's over bearing and weird...... but they are cute together. I don't care much for his crazy hair, but her darker hair is not to bad.
25I think John might be the best thing that happened to Jess in a long time.
26I gotta say i thought them as odd but the look so cute here
27He's really hot. Lucky her. But she's hot too, so...
28He's really hot. Lucky her. But she's hot too, so...
29chenoa - hopefully they don't come back. LOL LOL too great.
30The look adorable together
31Love them.. Don't like her dad though.
32I LOVE her new hair color. It really seems like she is coming into her own and not just some image dreamed up by her father! Good for her.
33Why can't I see the "hot" in John Mayer? The size of his enormous head is so distracting. Not to mention the pale skin, bad clothes and hair. She always looks way more into him than he is to her.
34I think she looks better with that hair color, probably more close to her natural color. As for this whole relationship--I just don't know. It seems as if Papa Joe may have seen Jess shrinking out of the lime light because of her recent "depression" and tried to think of the most unlikely and there for most sensational person that he could pair his puppet--I mean daughter--up with. This may be all a hoax, and it may just be real, but either way, all the pics I've seen of the two of them together, John's body language is pretty much saying "I'm not too into this chick". But hey, if they are truly together and happy, then right on!!!
35Can they snap just one picture of him looking like he isn't thinking to himself "Please shut the f*ck up" or "I'm late to getting a root canal" or "why did God bother to make something so beautiful and then make her as smart as a f*cking turnip?" or "If the sex wasn't as good as it is I would have been out of here weeks ago" or "Can she tell I have ear plugs in and I am just nodding my head and waiting until we can have sex again? thank God for ear plugs..thank you thank you thank you thank you for ear plugs!"
Just one pic..thats all I am asking.
36Seems like John's lost weight right?
37John! NOOOOOOO!! What are you doing?! You are way too talented, smart and interested to lower your standards. NOOOOO!!! Come back from the dark side....
38**interesting** (Typo)
39I wish them the best with their little fling but I have to say they're not very easy on the eyes... John must not be the sharpest tool in the shed if he can stand the company of the girl who's earned her celeb status for her lack of brain.
40you know what she reminds me of in every photo of them together? that annoying girl in high school who dated someone just to make her ex jealous and in every photo she seems to be over doing it and reeks of fake emotion and desperation.
that is really all I see in all of these pics of her.. weird.
41______________________________________________
Dream Vacation = Positano/Amalfi Coast, Italy
I can't stand either one of them, but they do look cute together. Their images kinda work together, the pop princess trying to find herself & the douche bag poet rocker...
42Jess is so not a rock and roll chick, no matter how hard she tries.
43************************************************
"I am not interested in money. I just want to be wonderful." Marilyn Monroe
I'm with whoever said they don't see the hotness of John Mayer...for me, the hair's gotta go, and then maybe he'd look better. He's not attractive at all, TO ME anyway.
44MEDIA PLOY!!! Stars actually call the paps and tell them where they'll be. Joe Simpson is the master manipulator!!!
Holla Back!
45Ima that was a great comment!! LOL! Soooo true!
46Ima--I totally see it!!!
47Didn't she go to Italy with Nick as a second honeymoon right before they split. Hopefully history will repeat itself and they will split when they get back.
48They look happy together. For some reason, they go.
49Ima i see it too!!
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