Making My Rounds - Pt. 5

This is a continuation of the "Making My Rounds" Series....if you have not read any of the previous stories feel free to do so by clicking on the links!

Making My Rounds - 1

Making My Rounds - 2

Making My Rounds - 3

Making My Rounds - 4

I knew he was gonna be hard one to catch up with and he's been able to eluded me for a  few weeks now but I've finally caught up with him! He's a very cute but skinny lite brutha who looks alot younger than he is and I spotted him leaving a grocery store close to where I live and I followed him in my car. When he got to his place I confronted him before he could get out of the car....he knew who I was and what I wanted! The look on his face was priceless but I've seen that look a hundred times! I could tell he didn't have my money so we both knew what was about to happen. I told him we could do this here or at my place....he told me he didn't want anyone he knew to know whats gonna happen so he told me he could go with me to my place.

You should of seen him....he was shakin like a leaf and already had tears in his eye before he even got out of the car! I like it when they are scared out of there minds like this but you gotta be ready for them to make a run for it but he didn't and got in my car without a problem. He sat there quietly the whole way and the only thing that was said was from me telling him that I hoped he enjoyed sitting down because you won't be able to for at least a week! That got the water works started all over again....I couldn't believe he was such a mess and I haven't touched him yet! I asked him if he ever had a good ass whuppin before.....he sat there for a few seconds and then answered ...no Sir.  I thought to my self that he is never gonna stay still for the whuppin I wanted to give him so I decided to go a different way tonight. I got him out of the car with out him taking off on me so I guess he knew that this was gonna happen! I marched him upstairs and into my "Whuppin Room" and told him to strip down....he looked at me for a sec then I yelled, "STRIP NOW"...and I mean everything! He jump a foot backwards after I yelled and he was butt naked in a minute with his tears just a running down his face. My plan was to take the strap to his ass but I decided to embarrass his yellow behind instead! I pulled out a straight back chair and sat down the told him to get his but across my lap! I could tell by the look on his face that this wasn't what he expected but he quickly put himself across my knee not wanting it to get any worse than it already was going to be!

Ok young man....I'm gonna light your butt up...do you know why? B...because I didn't give you the money on time.....SMACK! Ahhhh....owww, and what else? Because I kept avoiding you.....Please I promise I won't do it again and I'll get you your money...Please don't do this!  It's way to late for that young man.....You need this and I need to give it to you so you will remember this lesson! I put my hand on his cheeks and rubbed them for a minute....he was so scared I don't even think he realized I was feelin him up! His ass was like silk...I could tell no one has ever punished his ass....well that was all about to change!

SMACK, SMACK, SMACK! I could see my hand prints on his tender butt! I'm glad I had a hold of him or he would of jumped off of my lap! SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, at first I peppered his booty all over the I started concentrating on his sit spots....that really got him screaming! I wonder what it was like for this 19 year old  boy being bare ass naked and getting his ass spanked like a 10 year old? SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK! Please stoooop! Please Siiiiir! Owwww....Yeowwww! Stop I hurts soo much!  He was kicking and yelling like a baby but I was no where near done! SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK, SMACK! His ass was turning a nice deep shade of red and he was giving me a good up close look at that tiny hole of his....I could tell that it had never been touched either! SMACK, SMACK, SMACK, SMACK, SMACK, SMACK....I was wearing his butt and upper thighs out....he was really in his own world of pain now! SMACK, SMACK, SMACK, SMACK, SMACK, SMACK! His chest was heaving up and down as he gasped for air and from his non-stop crying! I stopped beating his ass and started to rub it for awhile. He was still making a fuss but he started to calm down then I made him get up and stand there with his hands behind his head!

He was quite a sight and I'm sure he thought it was over but I went into the other room and picked the hairbrush! When I came back in he saw what I was carrying and started begging for me not to use that on him but I didn't pay any mind to what he was saying and walked past him and sat down and pulled him back across my lap.....I clamped my leg over his and grabbed his right arm and pulled it behind his back and pinned it there because I knew how much this brush is gonna sting on his already tenderized brown butt! I raised it up and then down on his lower right cheek with a loud WHAP! AAAAhhhhhhhhhhh!!!   No way.....stop!   PLEASSEEEEE!!!! WHAP! WHAP! WHAP! He was no match for me....he knew his ass wasn't going anywhere! WHAP! WHAP! WHAP! His was almost hoarse from screaming and crying but I knew I could get a little more sound out of him! WHAP! WHAP! WHAP! WHAP! WHAP! WHAP! He was literally almost out of his mind in pain and he finally went limp over my lap and just accepted the beating instead of fighting it so I gave him ten more licks ending with the last two right on the creases of his ass! WHAP! WHAP! WHAP! WHAP! WHAP! WHAP! WHAP! WHAP! WHAP! WHAP!  I left him across my lap for awhile as I enjoyed the view and the feel of his red hot ass as I gently rubbed it and pried them apart just enough to get a good look.....he was too far gone to care what I was doing but I realized I should stop myself from enjoying it too much and I helped him up and walked him over to the wall and made him stand there again with his hand behind his head again. He was still blubbering as I tried to explain what was gonna happen from now on! I told him that he would meet me at the same time next week with the money he owed me and that he could expect a good whuppin with the strap for missing the last couple weeks,,,,his crying started up again as I told him this and let him know that if he missed that appointment I would find him and give him a good beating with the hairbrush again and then a long whuppin with the strap! I asked him if he understood and he said, " Yes Sir"!

I told him that I was gonna give him ten licks with the strap so he would know what he would be in for if he failed to meet me next week! He started begging and pleading for me not to but I told him he could go back over my lap again and then he could take the strap? He knew there was no way out of it so I lead him over to the bed and made him lay down across it...I told him to grab the headboard and if he reached back the lick wouldn't count! I went over to the closet door and took the strap off of the hook and wrapped it around my hand twice which left a good two feet dangling down. I laid it across his sore and welted behind which made him jump a little. I lifted it and brand it down hard right across the center of his ass......THWACK! Just like I figured he instantly reached back both of his hands and he tried to rub the burn out of his ass that he could never do! I told him that he still has ten to go and that I could go on all night if he wanted! He grabbed a hold of the headboard again and I laid another lick on again! THWACK! He struggled but held on....by the end he had gotten a good fifteen licks! His ass looked like a roasted ham and I was sure he wouldn't sit for a week and just in time to have it lit up again by me! He slowly and with great difficultly got dressed....it took him awhile but I just sat there and enjoyed the show. I don't know how he sat in my car but he managed but he did cry on and off on the way back to his place. Before he got out he told me he was sorry for not getting me the money and that he would see me next week.....I just nodded my head and drove off. I wondered if his apology was a way of him thinking that he would get out of another whuppin next week..........I thought to myself....no it won't!

Gotta Get Paid

Stingpictures.tv - Gotta Get Paid

 

Barry isn't to happy with some of his mates not getting him his money on time from selling weed so he has to dish out some discipline to their bare butts!  Unforftunately Barry isn't the one recieving the punishment this time but he cretainly does a good job of dishing it out! Great job by director Dr. Skelps as usual and Barry, Tim, Alfie, Max, Jay Faith, David and Damian! Maybe in the next one they all gang up and take out some revenge on Barry's behind!

 

 

We start off with Tim who's been slacking with his payments to Barry so he gets a bare butt OTK spanking across Barry's knee and when his hand starts to hurt he takes off his sneaker and finishes the job with it!

 



 



David would rather get paid by taking a spanking from some guy rather than take another thrashing from Barry! This way he has the cash to pay off Barry and avoid a worse spanking! David has a nice juicy bottom which gets a good lotion rub at the end of the clip!

Alfie and Max have absolutely no money to give to Barry because they say they lost the stash of weed but Barry was having none of that! Alfie and Max at least had the courage to go face Barry and take their licks from his Gucci belt!

This is my favorite scene and it features Jay Faith who has been ignoring Barry's constant calls about his money and has had enough of the way Barry dishes out his punishments! Barry makes his way over to Jay's place to confront him and confront him he does! I loved the way this scene was shot...there is alot of pushing and shoving until Barry finally makes Jay drop his pants and grab his ankles! He takes his Gucci belt to Jay's ass and then pushes a struggling Jay down over the arm of the couch for some more! Jay puts up such a struggle that Barry decides to tie Jay's hands behind his back and then used a solid hairbrush on his bare butt! Jay finally gives in and tells Barry he was wrong for talking about him behind his back and forks over the money and is left rubbing his sore, red ass!

The last scene is with Damian who actually has the money but unfortunately for Damian's ass he's a week late in paying him off so Barry makes him bare his ass and bend over the chair for a good dose of the belt!

 

 

Mirror, Mirror

Mirror, Mirror....

On the wall,

who has the most wicked hairbrush of them all?

LOL....seriously, I assume he's taking a pic of himself but from the look on his face he thinks that hairbrush is pure ass-spanking evil!

Stephen Gets A Very Hard Paddling

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Making My Rounds Pt. 2

My second stop of the night was with this young thug called Trae....he lived just outside of town with his parents in a pretty nice neighborhood. I've been out to his place twice before to collect my money and he has always had it ready for me but last week he wasn't home so he's got an ass whuppin coming regardless if he has the money or not! They seemed to be pretty well off  which made me wonder why he needed the money but I don't ask to many questions.....if he wants it then I'll provide it for him and the consequences that go along with it.

 I rang the bell and after a few seconds a boy who could of been Trae's younger twin answered the door....he looked to be about 11 or 12 years old. Hey little man, is Trae home?  Uh...yeah he's in his room....who are you? I told him that I was just a friend and I have some business to talk to him about, do you mind if I go up and see him? Uh...ok. I walked past him and into the house...he's up stairs in his room.....I'll go get him! No ...that's ok I'll go up. I headed up the stairs and found his room and walked in and saw Trae sitting in front of his computer. He didn't notice me at first but I could tell he was checking out something naughty on the screen and had his hand down his shorts!

 Hello Trae! Shit.....oh man it's you...I didn't hear you come in! I could tell he was a little surprised and embarrassed about my intrusion into his private moment but that just made it a little more fun....at least for me! Hey man...I...I got your money right here....hold up! He went over and got a envelope out from between a few book on the shelf and gave it to me.  There ya go man....were all good right? I counted it and it was all there. Only one more payment to go Trae and you will be all paid off....he started to smile when I said that but I quickly followed up with,  but we need to settle things from last week! His smile went away quickly and he started to explain why he wasn't here last week and that his dad took them all out of town....blah, blah, blah! I stopped him by putting my hand up and said.....Trae, I'm sure there is a reason that you missed your payment last week but that doesn't matter to me.....I have rules about these payments that I explained to you and consequences when you miss them! I saw that look on his face a hundred times from everyone I've dealt with over the years. Hey come on man...you can't be serious about that....I figured you just said that to scare me! No Trae....I'm going to whup your bare behind right here and now for missing last weeks payment! I could see him trying to say something but he couldn't....Trae, are your parents home? N...no they went out tonight but my little brother is here...you can't do it while he's here! Why not,  I asked? Because he's gonna hear it and he'll tell!  Well then why don't we just ask him....whats his name?  Uh.....Calvin, wait.....ask him what?

  I went and opened his bedroom door and called for Calvin. He came into the bedroom wondering what was going on with me and his big brother. Hi Calvin......like I told you I have some business with your older brother and he didn't do what he was supposed to do but now I have to punish him for that. Clavin just stood there looking from me to Trae and back again with a confused look on his face.....which was priceless! Punish him...you mean like spank him? Yes Calvin but not a regular spanking....it's gonna be a whuppin with my belt but Trae is worried that you might tell your mom and dad on him. No...no I wouldn't tell! I could see the joy in his face when I told him about what was gonna happen....he had a smile on his face a mile wide but it faded and he asked if I was gonna hurt him real bad? I could see his concern for his brother just as much as I could see his pleasure in watching his big brother get whupped! Only his butt Calvin....he giggled a little and promised not to tell. Ok then Trae....I want you to take those shorts off and lay down on your bed! He was only wearing some long basketball shorts anyway so he would be butt naked for this! I turned and told Calvin to sit down in the computer chair and be quite until it was over.....he nodded his head and sat down with his eyes glued to his now naked brother! Hey man....I don't want him watching this....it's gonna be embarrassing enough! Trae...unless you want me to come back tomorrow for another whuppin you better get your ass across that bed NOW!

Trae placed himself on his bed face down with his head pressed into the pillow and waited.  I took my time taking off my thick leather belt....making sure he heard the clank of the buckle and each time it went through the belt loops on mt jeans! I picked this one out especially for Trae...a nice worn black leather beauty that works miracles on a bad boys butt! I would occasionally glance over at Calvin but I think he was in some kind of trance....a hour a go he was watching cartoons and now he was watching his big bro laying across his bed butt naked about to get a whuppin by a mysterious man he just met!

I wrapped the end of the belt around my hand a few times giving it plenty of length to reach Trae's ass! I have to say I have been looking forward to seeing this ass for a long time and it was worth the wait! I brought the belt down right in the center of his cheeks...THWACK!  Ahhhh....Trae jumped and automatically reached back to protect his tender behind! Ohhhh...man no that's to hard...I can't take that!  Please....Nooooo! TREA! get your hands away or I'll tie you to that bed and then I will really go to work on that ass!

He already had a tear rolling down his face....he reached up and grabbed the head board and held on! WHACK, THWACK, WHAP! Ahhhhh.....Dammmnnn! WHAP THWACK, THWACH! I was giving him licks from his mid thighs all the way up to the top of his cheeks....making sure not to miss a spot! THWACK , WHAP, THWACK!  He was still holding on to the head board but he was kicking his legs big time! WHAP, THWACK, WHAP!  Please....thats enough....Shiiiit! He was openly crying now....starting to get the message of not missing a payment form me! WHAP, THWACK! WHAP! Yo man....owwwwwww! Please...thats enough...please! I gave him five hard licks right on his sit spot next! THWACK, WHAP, THWACK, THWACK, WHAP! Ahhhhhh....he couldn't hold on any longer and reached back and rolled over clutching his blistered ass! I'm sorry I missed a payment Pleeeaaassseee it won't happen agian please stop! Didn't I tell you not to get out of position Trae? I'm sorrryyyy! I can't take it ...Please! I grabbed him and rolled him back over onto his stomach and was ready to hit that ass again when I felt Calvin grab my arm! 

  Please mister....don't,  he's really crying now...I've never seen him cry like that before! I guess it was a little too much for him to take....maybe I shouldn't of let him watch! I told Calvin that he's not finished with his punishment yet and he still has a way to go. Calvin looked up at me and told me to wait a minute and ran from the room only to return with a hairbrush in his hand....here...Please this is what we get spanked with ...couldn't you just finish his spanking with this instead of that belt! I thought about it for a second....at first I didn't want to do it but then the thought of Trae's butt across my lap sounded pretty good!

 I took the brush from Calvin and grabbed Trae's arm who was still crying pretty hard and pulled him off the bed. I sat down on his bed and pulled him across my lap! Trae was to out of it to put up a fight but I knew how bad a hairbrush like this would hurt especially after I just tenderized his butt with my belt! I put my legs across his to keep them in place and put his arm back behind his back to hold him in place and then I started to light up his ass again! SMACK, WHACK,SMACK! Owwwww!!  No......WHaaaaahhh!! That really woke him up! He was doing everything he could to get away but he wasn't going anywhere! WHAP SMACk WHAP! I could really concentrate in certain spots with this brush and I was really laying it on! WHAP, WHAP, WHAP, WHAP! THWACK! I gave a final round to his sit spot and put the brush down!   Trae was crying so hard I didn't even think he knew I was finished. I pulled Trae up and laid him back down on his bed and let him cry it out. I handed the brush back to Calvin and thanked him for letting me use it. I turned and looked down at Trae's swollen red ass and told him that I would be back next week for his final payment....Trae mumbled something but I couldn't quite make it out through the crying. I looked around his room at all the electronics and other cool stuff he had and couldn't figure out why he needed to borrow money? I told Calvin to remember what we said about keeping this our secret or I'll have to come back and spank him too! He just nodded his head and said...He wouldn't tell. Even though I wouldn't do that...he didn't know it! I left the room and closed the door behind me leaving them alone to absorb what just happened. I wish I could hear the conversatin thet those two are gonna have over the next week!