Family Tussle: kzfaq.info/sun/PLEEL3P_7vtEBDVV6P1u0dUU95BBnL1EPL

As a young man...when you hook up with a grown woman it's life changing. That shit will make you walk around like Saturday Night Fever after.

When someone says "I had a woman come to........I wasn't planning on telling this story" you know it's going to be good.

the greatest sexual progress ive ever made was being comfortable with a woman saying to me during sex, "no, do it like this."

I was 21yr old an was friends with benefits with a 40yr old woman for about 6 or 7 month an after that time with her I learned alot!!! Fast forward 15yrs went with my wife back to my home town seen her in the bar I told my wife she was there,I was talking to some friends my wife went to restroom & unknowning to me my wife went an introduced her self an told her thank you for teaching me!! I was so embarrassed and red !! I agree Josh Wolf no young man is ready!!!!

This woman left a lifelong impression on young Josh. Kudos to nameless soccer mom 💖

At least she should have given him an orange slice, and a Capri sun 😂😂😂

“Wolf, your mom’s here!” Bwahahahaha 😂

That soccer mom was Married for sure 😂

"She probably does the dishes" 😂😂 Killed me cuz in my moment I said "she's got a whole ass house and shit"😂😂

I was 22 she was 33 I felt like a piece of meat still went back for more every time

Love how hard he laughs at this story. Also takes me back to my own. Hardly ever think about it. Awkward awesome times.

I was 27, he was 20. I taught, but HOLY did he wear me out once we found our groove. He had stamina I never had again. Fun 6 months. Great memories. 😊

Any story of Josh's that's starts with "I wasn't planning on telling this story..." is guarenteed to be a good one.

That’s the best comedy right there, unrehearsed storytelling and relatable! He laughs hard trying to tell it made me laugh harder…..and now I have abs. Thanks Josh!

I was at this show, and it was HILARIOUS! I was laughing and accidentally dumped our basket of wings (they were done) on the floor. Josh is the best!!!!

I was in my late 20's living in LA and working (occasionally) in Film/TV. I had gotten my youngest bother (19-ish) a small gig on a film I was working on...down the road a bit, several of us cast and crew members were at an event and one of the female leads (in her mid early 30's) told me she wanted to take my brother to her place. I said, "Absolutely, have fun," and told him that he wasn't coming home with me. The next day after she dropped him off, with a smile that would last four days, he told me a little bit about the experience but to him the most amazing part of the experience was that, ..."Afterward she walked around her house, completely naked!" My initial reaction was, "Yea, so what." Then I realized, prior to Joanne, he had only been with young-teenage girls-girls who were not comfortable with their bodies and especially not comfortable showing that body to a boy. And, he was used to "doing it" on the down low-in a basement or car back seat. He had never ben with a woman-who had her own place and was cool being completely naked in front of a guy she just "did it" with. I said, "That's what it's like to be a with an actual woman."

As someone who has slept with a lot of older women. He is so right but 35-40yr old woman are the best bc they are super direct and don’t play games. They know what they want. It really makes going back to girls my age a drag 😂

The "Do I get an orange slice and a Capri sun at least " was fuckin hilarious lol 😂

When I was 21 I had a summer fling with a 42 year old woman. Life changing. 🤣🤣🤣

The funny bit about "is this what a grown up wears" is that you are clearly a full grown up and you are wearing what, I believe, a college student generally wears!

Been through this while working at Lowe’s. She did the exact same thing 😂

Hey josh I just wanna say I’m a big fan of your comedy in general and things have been super hard lately. My wife just left with my daughter while I’m in the middle of moving and the company I work for is selling so I will be out of a job. And I got the worst case of food poisoning like all at the same time. I just wanna say you’re seriously helping through probably the worst time in my life man. Comedy has saved my life. Just want you to know how much I appreciate you. I watch you while I’m on the toilet trying not to die the same way elvis did lmao.

Found this to be very funny. As a senior at SSU, the model from a life drawing class asked me if I would like to go for a drink that evening she had posed...once at the club it was apparent she would jump my bones in my van...living just a few blocks away I suggested my place...in the morning...I was informed she was heading home to the east coast...I just got "lucky"! She knew what she wanted! (Side note: I was the only guy in the class that did not try to come on to her...I stayed at my easel doing my drawing...still have her rendering, she had walked around and viewed the works of all)

Having hooked up with a 38 year old stripper when I was 22. This is 100% fact check true lolz.

I love Josh. He’s just always having a good time and infectious with it.

The lady yelling “it’s funny” is my favorite part😂😂😂

Yo, this is one of your best stories yet 🤣🤣👏🏽👏🏽

At 25 years old I was chosen by my friends 42 year old aunt to be the “lucky one “. Had no idea I had just been chosen , or what was to happen to me for the next 4 months . And yeah…………. I pretty much had my ass handed to me by that beautiful woman. I was not ready for that part of my life…… imagine being dehydrated and rug burns from the back or your ankles to the top of your shoulders!!!!! Even my ears ended up with some kind of scars. I was smiling the entire time I watched this video!!!!

My first time doing the Cougar thing, he left cause I scared him! Said I was too rough! Lol

"Dick's Last Resort". That's TOO funny.

Any day that Josh posts is a good day. Happy 420 everyone!

7:10 “yes mommy!” 🤣

Legendary. What an awesome story, so eloquently told.

Bro you're a total legend 😅

Do I at least get an orange slice and a caprison? 😂

The yes mommy from the crowd 7:08 😂 💀

That little remix is super fun at the end here.

He ain’t kidding! I didn’t mess with a gal younger than me for over a decade after hooking up with a woman the first time. The young ones we have to train… the women already know what’s up!

this show was amazing! so happy I got to experience your show in person

Greatest set ever. Brought back horrible memories thanks lol

i'm a teenager, when i got with my girlfriend she was a virgin, she had watched a lot of kinky shit and thought this is what she wanted, so we tried it and she absolutely hated it, let it be known that you can't assume you'll like anything until you've actually done it, aside from vanilla shit

Yall heard "yes mommy" at 7:08 ?

Maybe it’s just me, I am fairly odd, but I actually like when a woman tells me if I’m not…preforming to her standard, to be polite about it. There are few things in this world as arousing to me as bringing a woman to “completion”, and I welcome direction on achieving that objective.

When that boy makes a grown ass woman squeal....❤❤❤😂

amazing story! thanks for sharing!

Okay that trippy ending with the music had me rolling. 😂😂 I hope that's the ending for all your videos from now on!

100% right about not being ready for the "wtf are you doing?" That shit happened to me when I was like 21 or 22, the woman was like 30 It didn't really like hurt my feelings or confidence or anything but it completely blindsided me and the only thing I could say back was "...what do you mean?" Lmao Best sex of my life hands down lol

That one laugh at 5:31 ...same😂

There are definitely times when I don't wanna be touched, but I've never had a complaint 🖤🖤

5:29 i love that laugh

Love you Josh

Ahhhhhh hahaha scratching post! I died! 😂

Every young man needs the experience of a woman 20 years older to calibrate the radar of love.

1:09 YEEEEEEEEEEEEEEAH!🤣

4:26 bro had ptsd for a sec 😂😂

Awh you are so precious @josh wolf 😘😘😘

Mr. Wolfe, I saw you twice in Spokane last December, the 15th and 17th, I was the well-dressed guy who took some pictures with you. You are a wonder comedian and a great human being, and I wish you all the best in your life, family, and career!

Great bit m8! Just subscribed!

When he said, "You aren't ready!" It flashed the time this lady and her friend tried to pick me up at 17, from the bar. When I was visiting my father. I had no idea thats what was happening it was not even plausible in my head.

😂❤ well done sir. Hell of a story eh👌

I am 40 and I was trying to take a shot watching this, and I almost lost it! total truth 🤭

Oh snap! That's at the new club in the Domain. I watched a magic show last weekend. It's good to see we're getting funny guys like this in Austin.

I was 23 when I met my wife, she was 40. She taught me things I didn't even know were possible

This was hilarious!!😂🤩💥💯🎯

A couple of years ago, I saw you at the comedy store with Harland Williams Dana Carvey Kevin Nealon, I was drunk and yelled out some stupid shit, it was an honor for you to say "I ain't talking to you" LOL

“What the fuck are you found big?” 😂

Awesome story 😂😂

18 years old with a 29 year old tattoo artist 😂😂🤙🏻 good times

Can’t wait to see you live in Tulsa

I had a similar experience with a woman who was in her mid forties. I was knocking on doors to get permission to hunt on private property. She granted me permission, and told me where to park my truck on her property. She just wanted me to text her, when I was hunting and text when I was finished. After hunting on her property for a couple of weeks, I came out of the woods to my truck to find her leaning against the front door. She asked me if I had any luck, hunting and I told her no. She smiled at me and started unbuttoning her shirt. I had no problem playing follow the leader. We ended up in the back of my truck in short order. She met me at my truck at least a dozen times during the season. She definitely was one of my top five.

Omg! ROTFL! Maybe hit too close to home as a women once in her 30’s. No further comments. I cannot confirm.

Daniel Tosh is really coming into his own with age.

Don’t ever tell me i dont you know what fast. I’ll embarrass you fast 😂.

I was at his show in Nashville and I was wearing a denim jacket & hat. When I saw him on state also wearing a denim jacket & hat I was like “ah crap! He’s gonna think I’m cosplaying him!” 😂

Recently had this happen to me, I was indeed not ready

Homie rockin that Canadian Tux 😎

Happy 420 brother

7:10 "YES MOMMY" 😝😝😝

I am the older woman always, lol I have 0 kids or husband, young dudes like me naturally, i don't even look they come to me ayeee

That's fucking hilarious dude

THE BEST! 🎉

When I was 18 I was locked in a 44 year old woman's apartment for 3 days. We did nothing but fuck and hydrate. She taught me things an 18 year old had no business knowing..... Bless her heart for teaching me the ways of the wise...

Please come to Arizona!!!!!

7:09 No way someone in the audience said yes mommy

This is truly comedy 🤣

Solid bit solider end song

Breckinridge park? We have one of those in KY lol

NGL, that would've been instant flaccidity when she started telling me to shut up and not fuck it up.

Recently I had the opportunity to hookup with a woman 20 years older than me! She was blessed by God, you can see some of her age in her face but she’s freaking beautiful and the body of a 21 year old swimmer! She’s my grandma’s neighbor so I think I’ll make sure her lawn is mowed ahead of schedule!! Lol

Same thing happened to me at 17!

Even a divorced woman in their 30's. They cut out the bullshit and instruct you what needs to be done

I remember saying...whatever your doing with your hips in can't take it.

It's like if Daniel Tosh grew up in a trailer court.

I was not even 18y old yet, worked as a sound engineer at this local theater. Worked with this teacher/light coordinator she was freshly divorced and had 2 kids. She was so hot, she loved jazz and a true fan of “Cats” was a full on American. We started flirting at the very first few days working together, after a couple of weeks I went to her place to sleep over. Had a full thing crazy experience, meet her dad and her kids and her work friends (they were teacher I was a student don’t forget ) She was wild. She was just so hungry for a proper F ing. Such great memories 🗃️

I was at this show, you were amazing

I was 18 and in high school when I hooked up with a 23 year old who just graduated college. Those years are fkn crucial in the sex game 😂😂😂

In my own case, it was me at 21 vs 33 yr old middle school teacher. Teacher, operative word. This guy is telling the truth.

There really needs to be multi-thumbs up button!

I thought finding a long star card in my back floor board was bad.