When I was 13 I was always short of money. So when my friend told me that there was a vacancy for a paperboy at a shop nearby I jumped at the chance. I put my name down, and could not believe my luck when the owner phoned me after a few days to say that I could go with the present paperboy around his paper round to see what it was like. I met the guy on the day and we set off. The round was quite long and took about an hour on a bike because it involved delivering to such large houses in the posh suburb nearby.
About three papers from the end we stopped at a 3 storey block of flats. The paperboy told me that the guy that lived here, Mr. Evans, was a bit odd. We went up the stairs, put the paper in his box (top floor) and went back down. The other guy seemed to be in a rush to get away. Don't forget that in the UK we put the mail etc actually through the door, not in a box outside. The rest of the round went fine, and I accepted the job as soon as we got back to the shop.
The next day I came home from school and rode my bike up to the shop. Picked up my first ever paper round delivery, put them into my bag and rode off to commence my round. By the time I got to Mr. Evans flat I was fairly tired because the round was long and I was not used to this! I put the paper in the box and walked down the stairs, got on my bike and rode off. Nothing seemed unusual about that place!
Same happened next night. I put Mr. Evans evening paper into his box and left. However, on day three I finally met Mr. Evans. I arrived at his flat at my usual 5pm time, fairly tired. Walked upstairs and found a note on the door saying "paperboy please knock". Obediently I knocked on the door and waited. The door opened and Mr. Evans came out.
"Hello, I believe that you are the new paperboy?" he asked. "Yes, I'm Mark" I replied fairly nervously, not because he looked weird, but because of what the previous paperboy had said.
Mr. Evans then ushered me into his flat. He had quite nice furniture and hifi, TV etc. "Fair enough, then you do not know that I prefer it if you could push my newspaper straight through my letter box so that it lands on the floor. That way, nobody knows that I am not in. This area has been prone to theft recently and I do not want this to happen to me. Are we understood?" I nodded. He did not sound nasty or anything, just firm and direct.
"Okay then, you best be on your way then Mark" he said, to which I said bye and left. Nothing weird there I thought, he seemed okay actually!
After about a month it was Easter. I put all the money I received together with my paper round savings and bought a new bike, a pretty cool mountain bike with a disk in the back wheel. I had to be careful with where I left it because it was a prime target for theft and since I did my paper round in a theft area I had to be especially careful when doing my paper round.
When I arrived at Mr. Evans flat I pushed the paper in the box, but since his flat was on the top floor and I was in such a rush to get back to my bike I must not have pushed the paper all the way in. The same happened the next night, and the next, I completely forgot about Mr. Evans request in favour of dashing back to my new bike.
About two weeks after I bought my new bike I ran up the steps to Mr. Evans flat and found a note on the door "paperboy please knock". _d_a_m_n_ I thought, what about my bike? I knocked on the door. Mr. Evans answered with a strange look on his face.
"Come in Mark" he said fairly sternly. "I cannot leave my bike downstairs Mr. Evans" I replied. "Ah, so that explains your rush then Mark, here, take this" he said. He handed me a bike lock, something I could not really afford after buying the bike. I ran downstairs and locked up my bike and then went back upstairs to his flat.
As I walked in I suddenly noticed the lack of TV, Hifi, video etc. And then I realised what had happened. By not putting the paper in properly, a thief had noticed that Mr. Evans was not in and so had robbed anything of value.
"I told you NOT to leave the paper half sticking out, didn't I Mark?" Mr. Evans began. "I am so sorry Mr. Evans" I began and started to waffle about my new bike and the rush I was in.
"Oh, so because you were in such a rush because you could not be bothered to buy a lock I have had anything of value taken from my flat by a burglar?" Yes was all I could muster with my head hung low. I felt a bit worried, I hated getting told off by people who did not even know me.
"I have only one option. I must phone up the newspaper shop and tell them what has happened and that they must sack you or else I will take my custom elsewhere. I am sure there are plenty of other young lads wanting a paper round?". _d_a_m_n_, I thought, as soon as I have got this job I am going to lose it again, and then I would be completely skint again. I did not want that.
"Is there anything else I can do, I really am sorry" I began to blubber "Please do not phone the shop, I really need this job"
"I see that you are genuinely sorry Mark aren't you" began Mr. Evans as I started to sniffle. "In that case you can accept an alternative punishment from me"
"Okay, anything" I said.
"Right, for the next 5 nights you are to knock at my door and receive a good spanking, at least 50 smacks each night, beginning now"
"NO WAY" I said, quite startled, no-one was going to do that to me.
"Fair enough, then I shall phone the shop right now and tell them what has happened" Mr. Evans started to dial the number. My new job was getting closer to being my old job, what should I do? Refuse the spanking and lose my job that I really needed, or eat humble pie and get spanked by this guy who I did not know. I mean, how embarrassing would that be? I had never ever been spanked in my life, hit across the face once when I was really naughty.
I would have to accept it. I needed the job and if it meant getting my bum spanked for the next 5 nights, then so be it. At least the spankings would only be for 5 days, it would take much longer to find a new job.
"Wait" I shouted "I accept, I accept the punishment" Mr. Evans pushed the receiver down and placed the phone down.
"Fifty spanks each night for the next 5 nights then Mark, you accept?" I nodded.
Mr. Evans then pulled out a chair from the spare room, a fairly tough looking chair with no hand rests on the sides. He sat in the chair and motioned for me to go over to him.
"Unzip your shorts Mark" he ordered. "What?" I stuttered, "you want me to unzip these?"
"THAT'S EXACTLY WHAT I SAID MARK" Mr. Evans shouted. He looked mad now and made me jump so I quickly unzipped the top of my school shorts. He then grabbed the sides of the shorts and tugged them down to my ankles and made me step out of them. He then took my hand and pulled me over his knee. My blue briefed bum was up in the air. He then seized the sides of my underpants and slipped his fingers in, pulling them over my bum. He did not just stop there, they were completely removed and tossed onto the floor. I could not believe this was happening. My bare bum was in the air for him to see.
I was still in a state of shock over being bared when the first smack landed, right in the middle of my cheeks. It really hurt and I cried out, YOW, I did not expect it to be that bad. The next one landed a split second later and Mr. Evans really laid into by backside, he was furious. After about 20 I lost count, it was killing me and my cheeks were red hot. This was the most painful and embarrassing thing that had ever happened to me. After a while, Mr. Evans stopped and positioned me so that my legs were tucked underneath the chair and my bum stuck out even more stretched my bum cheeks open. He then continued spanking, some hitting right in the middle of the stretched cheeks and really hurting. I started to sniffle with the pain and humiliation, hoping Mr. Evans would stop, but it did not. Eventually he did, and lifted me up, but by now I was whinging in pain and did not realise that I was totally naked from the waist down.
"You had best put these on" Mr. Evans handed me my blue undies, which I quickly put on. I then put my shorts on as quickly as possible, my bum still really stinging.
"You can go now Mark, but same time tomorrow" Mr. Evans said. I quickly left and finished my round after returning the bike lock.
I was dreading the next day. I used to laugh at my friends who used to get spanked, infact as kids, me and my female cousin used to spank each other lightly as a bit of fun and it used to excite me a lot. But this was different, it killed!
I knocked at Mr. Evans door. He handed me the bike lock and I locked the bike. Stupid bike, if I had not have bought this I would not be in this mess now I thought.
Mr. Evans was sat in the same chair. He unzipped my pants this time and pulled them down. Then came by white underpants. Both were completely removed. I was again pulled over his knee and spanked about 20 times. Then Mr. Evans pulled me up and dragged me over to the sofa. He pushed me over the arm of the sofa and resumed the spanking. I do not know whether he could get a better aim here, but they were far, far worse. After a while Mr. Evans told me to get up. He then put a few cushions under the arm and told me to spread my legs more. I bent back over and like last night, my bum cheeks were spread apart. Again Mr. Evans paid more attention to the centre part and just above my thighs. It absolutely killed, and I was crying this time properly. I could not believe that I still had three nights of this torture. I hated it.
The next night I locked my bike as per usual and went back up to the flat. I had a plan:
"Mr. Evans, is there anything else you could do, or I could do to end these spankings? Perhaps I tidy up or do your cleaning, or something?"
"I am not too sure Mark, I don't think you've learnt properly exactly what you caused."
"Please Mr. Evans, I have, anything but this pain!"
"Okay" Mr. Evans began, "Follow me. If you allow this then we will forget all of the remaining spankings and never mention any of this again?" "YES" I quickly agreed.
Mr. Evans led me into his bedroom and sat on the side of the bed. He made me stand right infront of him and then began to unzip my pants.
"You said no more spankings Mr. Evans" I protested. "I am not going to spank you Mark" replied Mr. Evans, "Just remember, if you obey, end of story". I put my hands down and let Mr. Evans continue. My shorts were undone and pulled down, removed and thrown onto a chair in the room.
"Right, hop on to the bed Mark" he said, and I climbed on. "On all fours please" he added, so I remained in the centre on all fours. He then came up behind me and started to feel my bottom. It was really weird, but at least it was not getting spanked, so I let him. After a few minutes of him caressing my cheeks he then began slipping his hands under my underpants and feeling my bare bottom. The he removed his hands and pulled my underpants down to my knees, round and completely off. My legs were moved more apart and I was told to put my face on the bed, sticking my bum right up in the air. He continued to caress my bottom and began to spread my cheeks.
This was really embarrassing, he could certainly see my anus by now. Then all of a sudden I felt this wet sensation round my anus. He was licking it! Mr. Evans was licking my bumhole. I was not too sure about this – what if someone found out? But at least I was not getting spanked, and infact this was much better! So I let him carry on. The licks becoming more forced and soon his tongue was playing complete attention to my anus. Then I felt something pressing against it, his finger. His finger was wet, he must have put it in his mouth and so when he pushed harder it slipped into by anus. I just closed my eyes and remained still, it felt odd, like going to the toilet the wrong way round! His finger went completely in and then slowly out again. Then back in, and then out. The speed went faster, in, out, in, out. It actually felt okay, I had this strange feeling inside that was seeming to be relayed to my balls. Then shock, I started to get an erection. What if Mr. Evans saw? He then pulled his finger out and slipped two fingers in. This hurt a bit at first, but then was okay when I got used to it, and again the feeling re-started, this time more intense, like he was touching a really sensitive part of me. His other hand then came between my legs and grabbed my erection. He started to stroke it which added to these sensations. The fingers in my anus continued and the other hand proceeded to wank my erection. The rhythms built up and the speed went faster and faster, until suddenly I had this huge contraction feeling sweep me and cum, came out of my erection onto the bed below and Mr. Evans hand. I thought I would get killed, but when I looked behind, Mr. Evans had his own erection out and was playing with himself aswell, and then spurt out cum in the same way I had seconds earlier.
I then lay back on the bed. Mr. Evans then handed me back my underpants & shorts and said "Okay, punishment over, you can dress now, and remember you do not say anything and I will not either" I quickly got dressed and left, seeing exactly know what the other paper boy meant by he seemed strange. I do not know, I quite enjoyed my punishment that night, but I did not dare risk it again for fear of those spanking sessions!!