Sherman takes his potential new Sugar Baby out and talks about the arrangement 

When he asked her if she had a passport so they will do some international traveling to Utah and California. I died….🤣🤣🤣

This man working at Subway tryna be a SugarDaddy🤦🏾‍♂️🤣😂

Sherman is back on the prowl again. This lady is asking a lot of questions. Watch out Sherman!!

She even more upfront than Flawless. She already asking for her allowance. 😳

Sherman u can’t afford this one on your subway salary

Sherman, you don't have ENOUGH MONEY for HER!!!

Sher-man say “Tricking ain’t easy but somebody gotta do it”😂🤣🤣

We can go international like Tucson, California stuff like that hollered😂😂😂😂😂😂😂

Wayne be picking some gorgeous women

Sherman wilding but this woman fine as hell

His whole subway checks gon be goin straight to her 😂

Sherman is meeee😂😂 frfr but I go to massage parlors so there's no allowances 😂

Sherm not gone be able to fund this transaction.....😂😂😂😂

First time I’ve ever heard someone ask “Are you married”..and they answer “you know..I got a situation”😭😂😭😂TERRIBLE!

Sherman still trying to be a sugar daddy even though he's broke lol

She's probably one of Chrystal the doll's girl's. Working on her side hustle. 😮

MAN, SHERMAN CAME UP ON HIS NEW SUGAR BABY 💯 WOW!!

Sugar Baby is straight fire, hope she can stay around but it's not going to take long to see through this arrangement

Sherman should’ve ran after he heard sugar baby

DAMN!!!! These Atlanta broadz don't even beat around the bush no more 🤣🤣🤣🤣 Straight to the point

😅😅😅 Leave Sherman alone let him do his thang😅😅

We need for Sherman to hit the lottery! His skits entertaing the women are hilarious 😂😂

She looks better than Flawless. Damn

Still tricking with a Subway Check 😂😂😂

Sherman pissed everything away chasing Kitty. He is a SUPER SIMP...not a playa

Sherman the OG with game.. we need more of sherman..

🗣Transaction, she asking what you want for the money and he can’t even tell her!

I am hollerin’ at SherMan’s lying tail! 😂😂😂. Just spitin out lies. He keeps the humor going on in these skits. He got himself a baddie 🎉🎉🎉

Mark my words: when i gotta start moving like sherman i Do Not want to be that old 😂 ima need to settle the fuck down.

I am here for the jokes from Sherman! 😂 😂

Quiet rooms 😂😂😂

Honestly if this man can take care of a sugar baby and his wife on that subway and security guard salary…he the goat😂😂😂

I swear Sherman, Philip and Athena be the funniest outside of Wayne.

She asking all the right questions!!! "What's my allowance?" Let's just hope she's smart enough not to take a "promise payment!" 🤭😭🤣😂

Sherman be on one for real lol we can go international California and Utah lol.

I love her energy ❤❤

Sherman is about to go broke broke, Nita get prepared seeing a pile of bills not getting paid at the house😂😂😂😂😂

This one is straight up and to the point. Sherman can’t handle her. She will expose him before this goes anywhere. 😂

Next skit: Sherman visit the bank for a loan 😂😂

She straight to the point!

I like how shes came intot the situation knowing what was what off the bat.

This one right here asking the right questions, Sherman you may have to fall back. She definitely out for the big bag not the chips 😂😂😂😂😂😂.

She is no youngster. She knows the game and you want be able to fool her SHER.. MAN!!!😂😂😂😂❤❤❤❤

She a professional sugar baby str8 to the point!!😂😂😂😂😂😂

Make SHER-Man great again. Give him his bag back so he can move money around like he want 🤣🤣🤣🤣🤣

I like Sherman, but this line of women like Nita is not even around or his wife is disrespectful 😒 🙄 😑, Sick of this🤬

A suga daddy that work at subway’s 😂😂😂

I knew she was trouble !!! This guy is the world’s biggest simp! 🙅🏽‍♂️👎🏽

Dang 😫😲 boy she came out the gate swinging 😅 and Sherman is getting just what he asked for too 😄😂🤣.

Sher-Man gonna be stealing from the register at Subway to keep this sugar baby 😂😂😂

Every time i watch these skits it makes me laugh hard.

Checking his pockets already😂😂

I got a situation 😂😂😂Yeah a whole marriage situation. Im still lmmfao at that😂😂

Man oh man…he NEVER ceases to NOT BE TRUE and faithful to his wife!!! 🤦🏾‍♀️

She gone be the one to blow up his spot. Yes I took it back to the 90’s 😂

Utah 😂

Sherman, be careful champ and you should've told her you want everything 😅

SHER-MAN hasn’t learned his FINANCIAL lesson YET!! That HOOPTY will go back? 😅😅😂

This 🥷 got the girl drinking water and he got the nerve to ask her if she likes the drink 😂

Sherman don't get in over head, she seems to be a seasoned pro!

SherMan bout to give her those 2for 1 footlong coupon specials😂😂😂

The way SherMAN drank his drank complimented with his look of Liar Liar pants on fire! 😂

Shermannnnnnnnn is hilarious 😂 he said Utah and California 😂 as international 😂😂😂😂😂

😂Utah? I never thought I would say this but I’ve actually missed SherMan.😂Throwing chairs.This is gonna be a trip.

He is not really listening to her - she is not the usual chick he has been getting - this one is smart and already has a plan - this is not going to end well for him😏

Here for the Sher-Man chronicles: let him hit the lottery plz and thanks 😂

He said we can go international 🤣 Utah ,California 😂

That lady is very nice looking!

Sherman is a smooth operator.

Sherman lies like a rug😂. I just don't understand how he doesn't see how it will catch up with him.

This man Sherman lying to this young lady saying he's this high profile franchise owner but he's behind the counter making sandwiches and mopping the floor trying to get back to his old ways on a Subway and security budget. Sherman is a fool, he asked this young lady if she had a passport so they can travel international to Utah and California, chile I almost hit the floor laughing 😂😂😂😂

She went straight to the contract details

Siiirrrrr, you CANNOT AFFORD THIS!!!!

And that’s how it’s done,so that way it won’t be no misunderstanding,it’s called laying the cards out on the table,let one another know what you want and need and let them know your married then they can decide if they want to stick around or not

Just the sound of dating,hanging out and arrangement got me broke …

At least she asked if he was married…But didn’t question his “situation.” Here we go again…

Sher-Man has a type for his Boo Boo Kitty's😂

Throwing chairs! 😂😂🤣

Lawd hab mersay 😂 She fine. Hell all these women in these skits are fine

He said shevwould have to let him know in advance. No pop-ups, means he has to wait to get his check😂😂😂😂

At least he didn't say Nita was dead again 🤦🏾‍♀️

Damn!!!!!!!!❤❤❤❤❤❤ she didn't look like that yesterday

😅😅 Sher - Maine sitting there Cheesing and Liaring thinking he rich 😅 you'll know I'm hollering 😅😅😅😅😅😅😅😅

Sherman you gonna be stealing from subway

😂😂😂Sherman’s mouth is mouthing 😂😂😂😂😂😂omg

She walked right over that he is married!

One lie leads to another.

Sherman at his finest picking up women 😮

THEY BOTH WERE STRAIGHT TO THE POINT THAT'S REAL ON BOTH PARTIES!

Flawless still never found out Sherman’s wife alive 😂😂😂

Well, at least she is up front about being his sugar baby..lol😮 Sherman knows he broke, tho. This won't last long.😅

Fake it until you make it my ninja Sher Man is running game frfr😢😢😢😂😂😂😂😂

Run Girl! Run!!

Baddie for sure a keeper damn wassup Wayne I’m trying to get a feature in a skit!!! Sherman keeps one put up and she straight to the point asking a lot of questions means she knows how to play her position

Sherman saw the opportunity to tell that fantastic lie😂😂😂

Sherman the Clown is sliding down a razor blade with an acid tip😂. In the words of the legend Red Foxx …”You Big Dummy!”

Sundress season Sher-Man!!!!!!!!

Sherman picked up an immi----t! She needs papers! 😅😅

SUBWAY OWNER...Did she see his car😅😅

She is beautiful