'12
Two weekends ago, we discussed the widespread reports that Hugh Hefner had re-proposed to poor Crystal Harris, and she had accepted (again) and they were re-engaged. They were engaged last year too, only Crystal walked out on Hef just five days before the wedding, likely because she was having a full-blown affair with Dr. Phil’s son. Whatever happened, I don’t even know. Crystal ended up going back to Hef earlier this year, and I guess he really likes the way she prepares soup, because he put a ring on it (again). And now Crystal is showing off the ring:
She posted that image with the message “my beautiful ring”. Hef retweeted it and he also tweeted: “I’ve given Crystal Harris a ring. I love the girl.” So… now you know. He’s 86. She’s 26 (hahaha). They haven’t announced a date, but I would suspect it will be “soon,” right? She may have to sign a prenup, but she’s probably just hoping that Hef kicks the bucket before he just starts to refer to her “The Soup”. People Magazine’s sources say that Hef and Crystal and tentatively planning a New Year’s Eve wedding at Hef’s LA mansion.
By the way, thoughts on the ring? It’s not flat-out ugly, but it looks… I don’t know, it looks like an engagement ring bought at a mall. Hef has money, he has influential friends, certainly he could head over to Neil Lane or Harry Winston, you know? But the ring feels very Kay Jewelers (no disrespect to Kay – I have a beautiful cocktail ring from Kay!). And round diamonds just seem so untrendy these days.
Photos courtesy of Crystal’s Twitter, WENN, Fame/Flynet.
Written by Kaiser
Posted in Crystal Harris, Hugh Hefner

- Who butchered the National Anthem? [D-Listed]
- Rob Lowe never ages [Lainey Gossip]
- What is Vanessa Hudgens wearing? [Go Fug Yourself]
- Summer guide to reality TV [Reality Tea]
- Game of Thrones recap [Pajiba]
- Tan Mom’s music video [Buzzfeed]
- Amanda Knox is broke [Starcasm]
- Backstage at the Billboard Awards [Popsugar]
- Miley is still stuck in the 90s [Popoholic]
- Blind Items revealed: Adam Levine [CDAN]
- Hugh Hefner bought Crystal Harris a house [Celebslam]
- What happened to Aimee Teegarden? [The Blemish]






















Why single out the ring….the whole situation is tacky!
Report this comment as spam or abuse
Lmao, thank you for the laugh. The rings, bride and groom, all tacky.
Report this comment as spam or abuse
It looks like her last ring, maybe that is her style. But it’s true, it doesn’t look very exclusive and quite average. And yes, everything about this relationship is disgusting.
Report this comment as spam or abuse
It looks quite large and expensive – not that average. She’s earned it. What a repulsive couple. My skin crawls about both of them.
Report this comment as spam or abuse
I have a round diamond and its exactly what I wanted. I get what you’re saying though, it looks like an inflated version of a common persons ring.
Report this comment as spam or abuse
Perhaps because they are “inflated” commoners.
Report this comment as spam or abuse
This is gross. She is obviously just a gold digger. He’s 60 years older then her !!!
Report this comment as spam or abuse
I think it’s beautiful.
Report this comment as spam or abuse
It looks tacky because it looks like costume jewelry.
Report this comment as spam or abuse
I thought it’s kind of tacky that she gets a new engagement ring after breaking off the first engagement. Seems like it’s all about the money and not the relationship with this chick. It’s not surprising, but you’d think a guy would learn from the first round with this girl.
Report this comment as spam or abuse
You forgot to mention that she SOLD her previous ring at auction through Christie’s. Ah, romance.
Report this comment as spam or abuse
What??? I didn’t know that! Though gold is high diamonds are low so I can see him going for diamonds lol.
Report this comment as spam or abuse
yup, she did sell her first one in a attempt to get some quick cash.
she is budget and he is old and whimiscal like.
anyone think she will try to get pregnant, before Hef’s kicks the bucket.
I’m sure she thinks he won’t be around long, what the heck.
Report this comment as spam or abuse
Get that money, honey! I don’t mind watching Hef be taken for a fool by this young trollop. Both are getting into this redic situation of their own free will, and she’s laughing all the way to the bank.
Report this comment as spam or abuse
If this Viagra-fueled fossil isn’t suffering from dementia already, then his lawyers probably told him to get a prenup. I’m sure his advisors will find ways to outsmart that greedy trick. Her gold digging couldn’t be more obvious.
When Crystal was a baby, Hugh was already 60. Their situation is beyond tacky. It’s disgusting.
Report this comment as spam or abuse
Somewhere Kendra is having a tantrum.
Report this comment as spam or abuse
they’re both gross.. and why is it poor Crystal? she knows what she’s getting into, she’s signed up for it twice..
and for the folks asking about her getting pregnant, is that even possible with sperm dust, cause you know that’s all he’s got.. and I just grossed myself out..
Report this comment as spam or abuse
“Sperm dust” – hahaha!
Report this comment as spam or abuse
Additionally, sperm this old dramatically increases the chance for birth defects.
Report this comment as spam or abuse
I was told in all my biology and development classes that a man produces brand new sperm regularly, unlike women, who are born with a set amount of eggs who then age with her. Hence I find it unlikely that ‘old sperm’ could cause birth defects.
Report this comment as spam or abuse
I seem to remember he got tested when he was with Holly, and they said he was firing blanks?
Report this comment as spam or abuse
He could’ve had his sperm frozen when he was younger. They can preserve those things for up to 20 years, max.
If that’s the case, he would be an even bigger fool if he agreed to get her pregnant.
Report this comment as spam or abuse
The ring is tacky, so is Crystal, and that entire “relationship” is beyond gross.
Whenever I see pics of Hef, I think of The Soup making fun of him and singing “I’m a Captain, I’m a Captain.” ha!
Report this comment as spam or abuse
@agnes-I am so sorry, but my otherworldly love of The Soup and Joel McHale commands me to correct you a tiny bit.
“I’m a boat captain!”
Doesn’t every kiss begin with K?
Report this comment as spam or abuse
oh, wow, good catch! i totally didn’t remember that. i stand corrected and a million apologies to joel.
Report this comment as spam or abuse
She got a second engagement ring???
I love the ring, actually. But I tend to have sparkly, tacky, trashy taste…..
Report this comment as spam or abuse
i love it when posters and truthful with their introspection
Miss Judy likes the bling!
Report this comment as spam or abuse
She should just get “Gold Digger” tatooed on her forehead
Report this comment as spam or abuse
The ring looks like one of the diamond ring key chains. When did Hef start looking like Popeye? Yuk yuk! The whole situation is just sad and creepy all at the same time.
Report this comment as spam or abuse
Wellllll, blow me doooown! (I’m sure she does) He does look like Pop-eye.
Report this comment as spam or abuse
I love the ring. Its simple even though its a huge diamond. I have a round diamond because I think it looks classic. Poor crystal?!?! I don’t think so. She knows what she’s doing.
Report this comment as spam or abuse
That’s the same age difference between me and my grandfather. He was 60 when I was born. Ewwww. She is such a golddigger. After all the things she said about him when she thought her career was going to take off…no fool like an old fool. What an idiot!
Report this comment as spam or abuse
Is this ring’s diamond bigger than the other ring?
Report this comment as spam or abuse
I like the ring! I don’t know why this chick is tweeting for him though (you know he doesn’t teweet his own tweets LOL).
So is it just her or two more thingymaboobs coming into the picture again??
Report this comment as spam or abuse
Is she really just 26? She looks to be older than that, in my opinion. I agree with someone’s earlier comment that she probably doesn’t expect Hef to be around much longer. He just might surprise her!
Report this comment as spam or abuse
Does getting a second huge engagement ring after selling the first for cash make you the best golddigger ever?
Report this comment as spam or abuse
She’s not even pretty; she has a very mannish face.
Report this comment as spam or abuse
She’s tacky. The ring is actually nice.
Report this comment as spam or abuse
I think its a vera wang ring design. Or it looks very similar to one I’ve had a customer consider which was by vera wang. It was not a high quality ring, despite the designer. Used I color, i1 clarity diamonds. Bleh.
Report this comment as spam or abuse
Meh – he wants companionship, she wants a cushy life. Everyone is getting something they’re after…
What do you want him to do? Try online dating?
Report this comment as spam or abuse
Disagree about solitaire rings being “not trendy”. I love the round rings. They are the cuts that reflect the light the best. It is a classic and (to me) will never go out of style.
I really think the ring is gorgeous. When she hocks it the next time they break up she I will get some good money for it.
Report this comment as spam or abuse
I agree. My engagement ring is a classic round shape with paved diamonds on the side. But regardless the shape and size it’s not about the ring, it’s the COMMITMENT that comes with it (which I am sure what these two are looking for *Rolling eyes with sarcasm*)
Report this comment as spam or abuse
I love the ring. The diamond is a bit too big in my opinion but it’s a beautiful ring. Regardless of who its on!
Report this comment as spam or abuse
What’s tacky is her pin-thin black eyebrows and bleached out hair. The ring is fine, better than some of the recent celeb rings we’ve seen on here, but she’s a gold digger and I’m sure they’ve both accepted that so I bet she was expecting a better one.
Sooo, we’ve been harsh on them, where’s the sympathetic poster who comes to call us jealous harpies and say “shame on you” for admonishing their love? I only ask because I’ve noticed a lot of people crying “double standard” on here lately.
Report this comment as spam or abuse
I wonder how many pills she has to swallow before she hops on pop? I’m not sure the pharmacy would write me a prescription that large.
Does anyone remember the SATC episode when Samantha got involved with the old geezer and ran out of the penthouse after watching his long, saggy butt swinging its way behind him into the bathroom?? Yeah, that’s all I think of when I see elderly men with young women. Ick.
Report this comment as spam or abuse
@gogogorilla, I think she will just convince herself to go the a happy place
Report this comment as spam or abuse
Hugh Hefner is the devil.
Report this comment as spam or abuse
Anytime I see or hear of a story of the Hef, the first thing that races through my head is “he died”…
Report this comment as spam or abuse
The ring isn’t tacky but her manicure sure is.
Report this comment as spam or abuse
Rode hard, put away wet.
Report this comment as spam or abuse
well, Iagree the ring is tacky but becuase of the combination. that stone just does not go in that setting. While other stone shapes are currently popular, round will always be the most so. As someone said above it is the cut that best reflects the light, hence making it sparkly. I get really sad when I see a large stone on a celebrity and it isnt round because you would think that with all that money they would buy a large round clear stone, it would bling like no tomorrow. Anyhting else is really a waste of money if you do not get the best sparkle possible out of a diamond.
Report this comment as spam or abuse