Age Differences and Relationships

[smoovejazz]

I've seen 17 year old women turn down older men...until they see that older man who's the same age in a Range Rover and looks like he's got money.

Personally, I've met some women who are in their 40s and 50s who are fine af, living their lives, chasing their paper, and not giving af about what others think. They're very intriguing. They would make their way with or without you, because they have too much living to do. Life is short.

 

[Helico-pterFunk]

Tobey Maguire, 49, sparks rumors he's dating actress Lily Chee, 20

The 49-year-old Spider-Man star sparked dating rumors with actress Lily Chee, 20, as they packed on the PDA while leaving billionaire Michael Rubin's star-studded 4th of July White Party.

www.dailymail.co.uk

Who is Tobey Maguire's, 49, rumored love interest Lily Chee, 20?

His rumored love interest, Lily Chee, is a 20-year-old model and actress he had his arm wrapped around as they left the Fanatics CEO's annual star-studded soiree together.

www.dailymail.co.uk

 

[Helico-pterFunk]

Bill Belichick, 72, and girlfriend Jordon Hudson, 24, on health kick

The 72-year-old NFL legend appears to be trying to keep up with 24-year-old former cheerleader Jordon Hudson, after they were snapped on a second cycle in the luxury Massachusetts enclave.

www.dailymail.co.uk

Belichick's girlfriend drives to cheerleader practice in $75k Porsche

Hudson's controversial relationship with legendary former New England Patriots head coach Belichick, 72, has dominated headlines over the past fortnight.

www.dailymail.co.uk

Bill Belichick's GF Jordon Hudson Hits Cheer Practice In Tiny Shorts, Flies High

Bill Belichick's 23-year-old girlfriend is back on the competitive cheerleading mat ... and she's still getting some big air -- all while rockin' a skin-tight outfit!!

www.tmz.com

 

[Costanza]

 

[Costanza]

In a “To Catch a Predator” style setup, a 22 year old man was beaten by dozens of college students after going to meet an 18 year old woman

'Mob' of college students attack man in TikTok-inspired trap, police say The group in Massachusetts chased a man who was falsely accused of being a sexual predator. Jan. 6, 2025, 9:14 PM EST By Tim Stelloh and David Douglas Six college students in Massachusetts were accused of luring an...

www.bgol.us

 

[Chuck_Luck]

It can be fun, I had the opportunity to date someone 25 years younger.

Sex was good, unfortunately it was the only thing I remember fondly of it.

We had plenty to talk about, don't let them fool you saying that there nothing to discuss with a gap that big.

Biggest problem, she was always in need of something, and she always wanted to come over and I value my privacy.

She ended up moving to FL with her family, and I covienently lost contact with her.

Fortunatly that experience didn't spoil the idea for me because I'd open to try that again.

 

[Darkness's]

I've seen 17 year old women turn down older men...until they see that older man who's the same age in a Range Rover and looks like he's got money.

Personally, I've met some women who are in their 40s and 50s who are fine af, living their lives, chasing their paper, and not giving af about what others think. They're very intriguing. They would make their way with or without you, because they have too much living to do. Life is short.

17?

 

[Helico-pterFunk]

Tobey Maguire, 49, sparks rumors he's dating actress Lily Chee, 20

The 49-year-old Spider-Man star sparked dating rumors with actress Lily Chee, 20, as they packed on the PDA while leaving billionaire Michael Rubin's star-studded 4th of July White Party.

www.dailymail.co.uk

Who is Tobey Maguire's, 49, rumored love interest Lily Chee, 20?

His rumored love interest, Lily Chee, is a 20-year-old model and actress he had his arm wrapped around as they left the Fanatics CEO's annual star-studded soiree together.

www.dailymail.co.uk

Lily Chee see-thru - Other Crap

She’s at Coachella Share via: Facebook X (Twitter) LinkedIn More

othercrap.com

 

[Costanza]

Lots of age gap judgement today because of Shannon Sharpe.

 

[Costanza]

 

[Costanza]

 

[Helico-pterFunk]

Lily Chee see-thru - Other Crap

She’s at Coachella Share via: Facebook X (Twitter) LinkedIn More

othercrap.com

Lily Chee Nude See Through in Paris!

Outtakes of model Lily Chee showing nipples in a sheer top while out enjoying Paris!

www.thenipslip.com

 

[Helico-pterFunk]

Tobey Maguire, 49, sparks rumors he's dating actress Lily Chee, 20

The 49-year-old Spider-Man star sparked dating rumors with actress Lily Chee, 20, as they packed on the PDA while leaving billionaire Michael Rubin's star-studded 4th of July White Party.

www.dailymail.co.uk

Who is Tobey Maguire's, 49, rumored love interest Lily Chee, 20?

His rumored love interest, Lily Chee, is a 20-year-old model and actress he had his arm wrapped around as they left the Fanatics CEO's annual star-studded soiree together.

www.dailymail.co.uk

Tobey Maguire seen flirting with influencer Mishka Silva at Super Bowl

Tobey Maguire was spotted getting close to a woman decades younger than him at Super Bowl LX on Sunday.

www.dailymail.co.uk

Tobey Maguire was spotted getting close to a woman decades younger than him at Super Bowl LX on Sunday.

The 50-year-old Spider-Man star was seen enjoying the game — which ended with the Seattle Seahawks defeating the New England Patriots by 29–13 — with the much-younger influencer Mishka Silva.

At just 20 years old, Silva is a full three decades younger than the Babylon actor.

Maguire was previously married to the influential jewelry designer Jennifer Meyer, 48, but the two separated back in 2016.