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!