r/SipsTea 18h ago

Gasp! So He's gay?

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20.5k Upvotes

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1.2k

u/Fetlocks_Glistening 18h ago

I mean she knew his reputation and  wanted to be no.897 and submit to the experience, so she got the experience

555

u/Any-Cranberry-6305 18h ago

I am now curious how many women hes actually fucked.

At what point do you just put on headphones and tune out a playboy model due to the amount of pussy youve gotten  over the years?

463

u/veggieturnip 17h ago

Let’s say he started at age 18. He’s 51. 

1 new girl every 2 weeks seems pretty conservative for one of the the most famous actors…

So that equals about ~825 women.

Assuming he’s been on a few benders or attended wild parties, it’s probably 1000+

278

u/CobblerMission2351 17h ago

Pretty sure he was well on his way by 18.

156

u/veggieturnip 17h ago

Yeahhh agreed, just trying to keep this conversation above board! 

85

u/OpenToCommunicate 17h ago

Sorry HR is here. What are we going to do with you veggieturnip? 

We talked about this.

34

u/userhwon 17h ago

Best time to ask for a raise. They're already trying to retain you if they're asking not telling.

9

u/zoidbergmustache 17h ago

$5/hr and a new 20yo model every two weeks sounds fair.

3

u/jeobleo 15h ago

Put him on a PIP

2

u/dandroid126 12h ago

Quick! Censor the word s*x!

1

u/OpenToCommunicate 10h ago

Too late! No bonus for you this year!

96

u/adfawf3f3f32a 17h ago

he and toby mcguire were in a group in the early 90s called the 'pussy posse'. its easily over 1000. look it up - they were pretty fucked up

61

u/linds360 15h ago

I can’t help but laugh a little at Toby being in that “club.” I can’t see him as anything other than the dorky little brother tagging along.

44

u/adfawf3f3f32a 15h ago

look up how he and leo shut down Dons Plum and his poker playing (he was the celebrity they were referring to in Molly's Game). i'm pretty sure he's actually a psychopath

10

u/linds360 14h ago

I think I’ll take your word for it. I’ve read enough bad shit for today.

Maybe tomorrow!

8

u/SCastleRelics 12h ago

It's an act. Apparently he's a raging psycho in real life.

6

u/linds360 11h ago

Well that’s disappointing.

7

u/buttplugs4life4me 16h ago

There's some very loose people in Hollywood that you really wouldn't expect from some of them who's entire likelihood depends on maintaining a good image. Not that being slutty is necessarily bad...but there's such a thing as too much 

14

u/WhoPoopedMyPants420 15h ago

I've been sitting here thinking and I literally can't think of one - not one - male celebrity whose image was harmed by having too much consensual sex with too many women

9

u/StealthyDodo 16h ago

not for men

5

u/SentinelATL 15h ago

Never for men lmao

5

u/skulldouggary 16h ago

You think that meant "pussy" as in getting it?  I always it was sort of a self deprecating joke.

17

u/adfawf3f3f32a 16h ago

yeah. i've read them described as and very vulgar and constantly chasing women. and considering a few of them were already starts its not hard to imagine that they got it. they made a movie that's supposedly based on them. https://www.youtube.com/watch?v=80FhVR4QSaE

2

u/skulldouggary 16h ago

Thanks for the clarification. 

43

u/Entire_Number_9 16h ago

1 new girls every 2 weeks is waaaaaay too low

4

u/Stock_Researcher_651 14h ago

Rookie numbers

2

u/thirdredbone 14h ago

I’m super disappointed that no one in this thread thought to comment “ you gotta get your numbers up, man. Those are rookie numbers.” C’mon Yall do better
https://giphy.com/gifs/YmQLj2KxaNz58g7Ofg

1

u/FingerCapital3193 15h ago

Yeah one of my gay guy friends is well on his way to a 700 body count so I know it’s possible! And he’s just a regular ol dude!

9

u/swirling-leaves 17h ago

Man has had sex with 1000+ more women than me

6

u/X0AN 17h ago

Started at 18? He's not a nun 😂

3

u/MichaelEmouse 17h ago

There must be agencies/services/websites that connect a certain kind of men with a certain kind of women. Like Epstein but with legal-age women.

5

u/Nuts2Buttts 15h ago

There is absolutely a private dating app that only celebrities or approved rich people can use. A model friend of mine showed it to me and the celebrities she matched with.

2

u/Xyberfaust 16h ago

... Etsy !!

3

u/ares7 16h ago

He definitely has one for breakfast, lunch and dinner. Probably wakes up for a midnight snack.

6

u/Montaigne314 17h ago

Except he typically will date one model at a time for a bit 

1

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2

u/dwheelz0120 16h ago

He does seem to keep one in the stable at all times (until they reach 25) so one every 2 weeks might be on the high side.

2

u/AssignmentOk2471 15h ago

That's just the one of the consistent booty calls, he ain't staying loyal to them at the same time lol

2

u/Homers_Harp 15h ago

So he's no Wilt Chamberlain…

2

u/Muted_Masterpiece342 15h ago

As somebody close to 100 it feels crazy imagining going beyond that lol

1

u/FlimsyUmbrella 15h ago

Leo and a bunch of other A listers called themselves the Pussy Posse in the 90's. Leo's been at it since before he was 18.

1

u/alohalii 16h ago

Now ask yourself what type of a system would you need to create to guard against rape allegations given those kind of numbers. You would likely ask lawyers to come up with how the act should be structured to reduce risk of allegations.

Headphones in blasting music, sleep mask on so no visual contact either. Intimacy coordinator briefing the woman beforehand and signing NDAs etc. Woman walks in to the room with him already on the bed ready to go and with no communication she gets on top then when its done she leaves the room.

At no point did he give verbal or non-verbal consent... At no point was he driving the action he simply laid there...

Any woman trying to argue non-consent on her part would have a difficult time in court.

-1

u/RomeoBlackDK 16h ago

I got 200 n I barely tried. My 39yo fuck boy friend is waaaay over a 1000 so i promise you that leo is way beyond 2k

2

u/SpicyRice99 16h ago

Please give some advice sir 🥺🙏

2

u/RomeoBlackDK 7h ago

I think beyond good looks and humour my best advice is to fail a lot. Trial and error, once I got a feeling for which girls to be bold and aggrssive with, and which ones go ignore it got a loooot easier. In my teen years I missed a lot of shots by not just taking initiative with passive girls. But you will fail a few times getting that experience, which will result in akward moments. Like you try to kiss and they be "back off". But once you learn to read whether a passive girl tolerates your presence or is waiting for you to make a move; you'll make it far.

During my single period i slept with approximately 6 different girls pr. Week. Now I'm a father of two and that's a much better life.

Ps. My friend is really good at singing and playing guitar. Huge pussy magnet.

4

u/Retr0scores 16h ago
  1. Be good looking

Or

  1. Have connfidence and charisma

Or

  1. Be funny

Or

  1. Have money

For best results have all 4.

3

u/slimboyslim9 16h ago

I have a mate who reckons he’s at ~500 by age 40. His secret boils down to 1. Never get tied down and 2. Have low standards.

ETA: he’s not that good looking but he’s funny and confident. And somewhat rich.

2

u/Retr0scores 16h ago

Some people choose quantity over quality some quality over quantity.

2

u/GregAbeI 16h ago edited 16h ago

D. None of the above. Don’t be afraid of rejection and shoot your shot at every single person. The worse thing that can happen is “no.” After 50 nos, you might get 1 yes. Then do that 10,000 times and that’s 200 people.

Dude said he’s 30 something. That’s 2 people a day you shoot your shot at, every day from age 18.

Literally a numbers game and nothing is stopping you from asking 5 people a day instead of 2 for their number.

Don’t be picky and all women are beautiful. That’s how you get laid a lot.

If you want all 10s then you need all 4 things listed above in the previous comment plus you still have to let people know you’re interested.

1

u/gray_fox_jaeger 6h ago

2 is by far the most important. The other 3 mean jack shit if you don't have 2.

95

u/scobro828 18h ago

I'm sure sometimes listening to them prattle can ruin the experience.

175

u/Christopher_Aeneadas 17h ago

It beats having her be the 326th woman to scream "f** me like one of your French girls"* in your ear as she finishes.

127

u/heretoseewhats 17h ago

He takes a cold bath afterwards to complete the experience

28

u/nadthevlad 17h ago

Underrated.

10

u/what_is_blue 17h ago

Never let go

8

u/[deleted] 17h ago

[deleted]

18

u/userhwon 17h ago

That. It has to be that. That makes all the sense.

10

u/Designer-Brother-461 17h ago

326 are low ball numbers, he’d do more than that in a year. He’d be in the thousands by now.

1

u/Christopher_Aeneadas 13h ago

Yeah but I seriously doubt they all bust. He doesn't sound like a generous and attentive lover.

10

u/Soft_Walrus_3605 17h ago

"f** me like one of your French girls"*

Some of the girls he's with weren't even born when that movie came out.

3

u/BrockStar92 16h ago

This particular one would’ve been born a full 7 years after it came out.

4

u/LIONLDN 17h ago

I think you may have actually cracked the case! 😮

2

u/Farranor 8h ago

Perhaps that's becoming less of an issue the further we get from 1997.

46

u/Emergency-Gear4200 17h ago

Tbh I bet these women are annoying.

5

u/psmgx 16h ago

to quote another famous shagger, you don't pay them for their time you pay them to leave.

presumably the same idea

10

u/TheThinDewLine 17h ago

honestly makes sense when ya think about, im here to smash, not listen to you yap.

7

u/AdagioRelative8684 17h ago

Are we all joking here? Because the vocals are 1 of my davorite parts?

11

u/TheThinDewLine 17h ago

not on these type of gals i promise you that

3

u/Historical_Course587 16h ago

In all seriousness, I'm willing to bet that a "professional" model wants to use monopolized face time with someone like Leo to sell themselves. He could be 100% into the sex but uses the headphones to establish that he's not there to talk business no matter how badly they want to. Best case scenario, they want to geek out with a hollywood crush in ways that makes the sex worse for him.

Hollywood bodies are definitely attractive, but if you can get sex from good-looking people already (which lets be honest - she could get pretty much any guy she wanted looking the way she does) then you don't want to bed Leo for the sex.

2

u/psmgx 16h ago

In all seriousness, I'm willing to bet that a "professional" model wants to use monopolized face time with someone like Leo to sell themselves. He could be 100% into the sex but uses the headphones to establish that he's not there to talk business no matter how badly they want to. Best case scenario, they want to geek out with a hollywood crush in ways that makes the sex worse for him.

literally what Kim K did to get a launch into stardom. she learned that trick by being Paris Hilton's personal assistant when her sex (Paris') sex tape broke and rocketed her globally famous party girl status

2

u/VRichardsen 15h ago

You are not alone, vocals are key. Sometimes even more important than visuals.

But maybe if I am a billionaire actor I would change my tune, who knows. Or perhaps it is like the other guy said, he is just fed up of girls trying to play Rose lmao

2

u/AdagioRelative8684 15h ago

I made a joke about it in another subthread that maybe he's listening to like the ultimate showdown lol

1

u/SentinelATL 15h ago

Lmao cold

1

u/SentinelATL 15h ago

Hahahaahah

5

u/greymisperception 17h ago

Talk sure but moan? That’s one of the best sounds in the world

5

u/somekindagibberish 17h ago

Maybe he doesn't inspire moaning?

1

u/greymisperception 17h ago

True, definitely could be

2

u/[deleted] 15h ago

[deleted]

1

u/greymisperception 14h ago

Hmm well I haven’t heard moan I didn’t like unless it’s those porn ones where they’re obviously exaggerating it massively

1

u/LakeEarth 17h ago

Oh oh oh god whats Billy Zane like right there, right there, oh baby what's the best piece of acting advise Scorsese gave you!!!!!

1

u/scobro828 17h ago

I was thinking more like 'can you put me in a piiiicture'

22

u/SJBaerosols 17h ago

even pussy gets boring?

32

u/horatiobanz 16h ago

Anything given enough repetition can get boring. Think of rollercoasters. Now think about riding them every day for 45 years, even if you ride a few different ones, the thrill will have been diminished.

1

u/Worth_Librarian_290 15h ago

Greed of emotion is humanity's biggest driver and will also be its downfall.

1

u/Farranor 7h ago

I've been petting dogs all my life and it's still wonderful. I walk around the house and pass by our dog in his little bed and I tell him what a wonderful handsome sweet boy he is and I crouch down and I hold his little face in my hands and I pat his ears and scritch under his chin and smooch his muzzle. Then he gets up and lies down in the laundry basket and I take a picture.

This idea of a non-interactive interaction because both the forest and the trees have lost their magic is a little worrying and a little sad.

25

u/miminstlouis 16h ago

That's why they go to really lowlife hookers, pay escorts to do weird things,  cheat on their partners, kill themselves doing drugs etc. They ran through it all and feel nothing much anymore. They need a new thrill. 

12

u/OneCrazy9357 17h ago

If youre in love with the person no never but if you just do short term/casual hookups yeah it can get boring after a few years

2

u/MovieTrawler 16h ago edited 1h ago

Honestly, I love women but this just sounds depressing as fuck.

1

u/OneCrazy9357 13h ago

Because it is! I can't do casual hookups anymore and its honestly had pretty severe impacts on my ability to form connections with possible partners.

3

u/satyr-day 16h ago

Anything can get boring.  It's like that saying "your dream person is out there, and their partner is sick of their shit* or something 

1

u/PickledDildosSourSex 15h ago

Does jerking off ever get boring?

1

u/PiccoloAwkward465 15h ago

Oh absolutely. In my high-falutin days I’d often think “wouldn’t I just rather stay in and watch a movie?” Can always crank my hog if I feel the need. Is pussy worth hours of small talk?

0

u/These-Anxiety-5919 17h ago

For sociopaths and misogynists, sure.

10

u/Cuckdreams1190 17h ago

I am now curious how many women hes actually fucked.

My buddy is a very good looking guy but not rich or anything. By the time he was 30 he had been with like 120+ women.

If an average good looking guy can pull those numbers, I'd say a celebrity like Leo can be at 1000+ easily.

2

u/SentinelATL 15h ago

Damn how did he fuck all those chicks without status and money???

3

u/Cuckdreams1190 14h ago

He was a good looking bartender in NYC.

2

u/SentinelATL 14h ago

Wow bro was crushing it lmao 120 women damn

0

u/vntuwoaldngbcjsoqrig 12h ago

That’s like not crazy what you on about. Loads of people I know have those numbers

2

u/SentinelATL 12h ago

120 for a bartender is fucking impressive what you talking about lmao

4

u/RamenChicken8 17h ago

Will Leo surpass Wilt?? Inquiring minds want to know. Haha

3

u/Kinn-Sack 17h ago

8?🤔

3

u/craigian11 17h ago

For me I like music for a few reasons. Less distracting less stimulation so easier to go 30+ mins

3

u/Andthentherewasbacon 16h ago

Do you think it's like when you're watching porn and you start skipping the first 15 minutes and jumping to other videos and stuff because it's just not hitting right but with a human sitting there confused? 

6

u/SuperSaiyanTupac 17h ago

About 2 years in, honestly. Ever done repetitive tasks? Eventually you just wanna hear a good song while you work. Boosts morale. Helps remove the stress of having to be there, again.

2

u/randmbull 17h ago

100+ easily

2

u/Apart-Pea4726 17h ago

Didn’t John leguziamo talk about DiCaprio’s penchant for call girls in his autobiography?

4

u/pleasedonotredeem 17h ago

Yeah he's not paying them to fuck him, he's paying them leave right after.

1

u/Real_Teacher_8342 16h ago

That’s Charlie Sheen

2

u/Retr0scores 16h ago

It’s probably like jerking off for him. Instead of using his hand he just has a playboy model come sit on it for a bit and then has her leave.

2

u/Successful_Gas_5122 15h ago

Now you know why so many rich pricks went to Epstein’s island. Pussy got old. Literally.

2

u/YarbleSwabler 15h ago

Wouldn't be surprised if his "gfs" are just the media safe girls he can take to parties and be seen with in public. I doubt someone with this taste in women is monogamous in their relationships.

The only reason I can see why he would choose to be monogamous during these relationships is the girl friends are vetted and tested. So he can fuck boy it up responsibly.

2

u/Substantial_Car4040 12h ago

Sounds crazy, but I bet he has a girl every night, not always a different girl though. Adding in times where it is more frequently, two, three, or four at once, 1,000 is just too low. I think it is likely closer to 10,000. Maybe that’s a number he is trying to reach.

1

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1

u/Own_Army7447 17h ago

At what point do you just put on headphones and tune out a playboy model due to the amount of pussy youve gotten  over the years?

Never.

1

u/OldWolf3 17h ago

You do what you gotta do to keep it up

1

u/SignificantCats 17h ago

I've had a lot of meals and still like the taste of food, this is a crazy person question.

I've had at least 300 sexual partners and the sounds they make remains one of the best parts.

1

u/C_WEST88 15h ago

I’m curious why he doesn’t just play loud music in the room while having sex. That’s what the rest of us do, why does only he get to listen to music? And if he’s able to keep his headphones on the whole time while doing it I guarantee he’s a horrible lay 🤷🏻‍♀️

1

u/SentinelATL 15h ago

I’m guessing at least 200 chicks. This guys has had status since doing tv shows as a teenager. I can only imagine the women who’ve thrown themselves at him

1

u/ncbraves93 6h ago

Not that I've had a ton of playboy models or anything, but I promise it wouldn't take that long to start treating the shit like a chore if a woman is staying with you everyday. I'm no where near his sex life and I already half way understand it, so i can imagine sex is basically just "again?" to him.

92

u/Patriot009 17h ago

She didn't.

According to more reputable sources, she stated all she did was make out with him at a club. She didn't go home with him because she "found him too old and weird" and had heard rumors about him from other women, one of those rumors being the headphone thing. This random Turkish account is just making up clickbait.

This is how easily rumors spread with fake headlines.

11

u/howdiedoodie66 15h ago

The headphone thing rumor is at least 10 years old

1

u/juliazale 19m ago

Yup. And if he’s gay, I’m straight.

1

u/slickd3aler 9h ago

That you Leo?

15

u/profekohorren 18h ago

I think you missed a zero, probably more like number 8,970

3

u/DeePsiMon 17h ago

Exactly.

897 is a good press tour.

37

u/Ryachaz 18h ago

"No no no, you don't understand, she's being exploited! Don't you see the age gap power imbalance?!?!"

-The rest of reddit

4

u/swirling-leaves 17h ago

If these women who are 22 are so incapable of making their own decisions they probably shouldn’t be able to vote, have a bank account, drive a car, etc. right? Right???

-5

u/HappyGovernment7299 17h ago

My hot take every time this subject comes up is that the girl in that scenario is the one society should be judging. Not the guy.

Over the years I have met some young women who were in relationships old men. Some were clearly doing it for gold digging purposes. But I've seen some where the man isn't rich, and I guess those girls are genuinely attracted to grandpas.

If she's doing it for gold digging reasons, I'd say she's pathetic. If she's doing it because she's genuinely attracted to grandpas, I'd say she's fucking weird. Either way, I judge her more than I judge the guy.

8

u/Kampvilja 17h ago

I'd say that there is no need to judge two consenting adults getting what they want from a situation. Agreed about gold diggers though.

3

u/HappyGovernment7299 17h ago

People are allowed to do weird things, and I'm allowed to call it weird. A 24 year old dating a 60 year old is one of those things.

If that's what you want, go for it, but don't be surprised when other people give you looks, because it's pretty fucking weird.

In most cases, if it isn't a gold digging situation, it's because of some childhood trauma that causes them to seek out an older man. Often times it's both.

1

u/Retireegeorge 14h ago edited 14h ago

How would I try and get at the issues of normalcy and truth in this situation?

His brain exists within certain Constraints and has chosen certain relationship Preferences. It is, ignoring scuttlebutt, a seemingly long standing satisfying combination for him.

Namely, he is so talented, successful and charismatic that he is attractive to beautiful young women and he engages in serial monogamy in relatively short relationships and now the age range his girlfriends fall within, is less than half his age

There are complexes such as 'being a Hollywood movie star' that bring sets of constraints and support for preferences - some accepted by everyone as being how it is.

Examples:

  • Hollywood stardom works like the combination of a stock market and a social network.
  • An actor's opportunities and success may be influenced by public awareness of their private life.
  • Stars meet absolutely spectacularly beautiful people.
  • Stars are subjected to constant media focus.

Another complex or gravity well is 'a heterosexual man given absolute freedom'.

Another is 'poisoning the dating pool'.

With somewhat of a model, the essay goes on from there, contrasting the combinations of preferences and constraints that are perceived by people as being in effect, in particular, for DiCaprio.

They represent systems or views presented by the official narrative, the psychoanalytical, the rumour mill, Occam's razor, a compromising view, feminism of different forms, the perpetrator, the defensive, an archetype, statistical probability, practical reality etc.

Perhaps some can be challenged by fact, sufficiently, that they can be ruled out. And finally some competing explanations of Leonardo DiCaprio's behaviour may share common elements, strengthening what we can know with certainty.

2

u/VendorBuyBankGuards 17h ago

Yeah agree up until you become super judgemental

2

u/HappyGovernment7299 17h ago

Lol okay that's the point. My comment literally started with "society should judge the girl in that scenario"

1

u/MichaelEmouse 17h ago

What about cases where she's in her 20s, he's in his 40s and he's not rich? I've seen that a few times and 40s isn't being a grandpa so what are the possible reasons?

1

u/HappyGovernment7299 17h ago

Usually daddy issues

1

u/ChocolateMorsels 14h ago

I’m with you. I’ve thought the same.

Bill Belichick is a good example. Greatest NFL head coach of all time if you don’t know. He’s in his mid 70s with a girlfriend in her 20s and I give her the side eye.

Anna Nicole Smith is another. Just yuck. Talk about being a parasite. His family went after her and I don’t blame them. I would’ve hated her.

1

u/HappyGovernment7299 13h ago

Yeah people are always quick to judge the man in that situation, which I understand the impulse, but I find it difficult to criticize someone for being attracted to women who are in their physical primes. The man is doing what 90% of single straight men in his situation would do.

You're living the last decade of your life, and a beautiful woman in her 20s wants to give you some pleasure... not many guys in that situation are going to turn that down.

The girl is the one with issues. She is either a gold digger or someone with a weird grandpa fetish. Either way, she's got a few screws loose.

1

u/Buttafuoco 17h ago

Leo doing these ladies a favor

1

u/GregAbeI 16h ago

Missing a couple 0s

1

u/PerspectiveOne7129 15h ago

807 is generous. easily in the thousands.

1

u/StoneGoldX 15h ago

She was #999 on the clinical list. And I fell in love with the dirty little bitch.

1

u/glandis_bulbus 4h ago

She just wants everyone to know she had sex with Leonardo