Caught in class

Background…..

John was my long term gay friend. He first seduced me when I allowed him to put his finger up my bottom in a physics lesson when we were both in our 4th year aged 16 at our all boys grammar school in England. We sat right at the back of the class behind tall benches on high stools. Totally private and not overlooked. It was a lovely naughty feeling when he did it. I loved it. We remained friends for many years after we left school. I used to meet him for sex regularly. He loved my full firm smooth sporty bottom. He said it was the nicest bottom in the whole school year. He also had a lovely bum and a nice cock. He was always the dominant one and I was always submissive to him. John also seduced several other very willing boys at school and was 100% gay. Lived with a younger gay partner. Successful chartered accountant with his own practice now retired. We still keep in touch by email.

Fantasy….

We were both summoned to Headmaster Mr Jones office after our physics master Mr Johnson had caught us with John's finger up my bottom. John went in first. I waited outside. After a minute or so I heard the sound of the cane hard across John's lovely bottom.

CRACK! I heard him cry out in pain.,,, CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK!

12 full force strokes echoed around Mr Jones study and out through the door. The study door opened and John came out in floods of tears, face bright red and contorted with pain and rubbing his bottom furiously. I felt a slight tinge of jealousy.

Then I heard Mr Jones voice. “Come in boy.” I enter and close the door behind me.

Mr Jones was standing in front of his big desk holding a 3 foot long cane about 3/8" thick. He was obviously now aware that I was a submissive bisexual and that John was sexually dominant over me. “You are a dirty filthy disgusting pervert. What are you boy?”“A dirty filthy disgusting pervert Sir.”“You encouraged him didn’t you boy.” “Yes Sir.”You enjoyed him fingering your bottom didn’t you boy.” “ Yes Sir.”

"Bend over the chair boy. Legs wide apart. Push your bottom right out for me boy. That's right. Bottom right out."

Mr Jones moved round to my left just outside of my peripheral vision. I could feel his penetrating eyes fixed firmly on my bottom. I felt vulnerable but also a bit excited. Suddenly I felt Mr Jones hand touching my bottom....gently caressing each cheek, then gently pushing into the crack and on between my legs cupping my balls and gripping my hardening cock. I was scared but also incredibly excited. "You're a very dirty naughty boy aren't you boy." "Yes Sir.""Do you want me to tell your parents about this boy?" "No Sir""Do you like me touching your bottom boy?" "Yes Sir!"“Would you like me to explore it some more boy? "Yes please Sir!""I have to cane you first boy. You do understand that you must be punished don't you boy.” "Yes Sir."

Mr Jones stood back and stepped away to my left. He swished the cane through the air several times. I wait for the pain which I know will be excruciating. CRACK.....CRACK....CRACK... CRACK.... CRACK..... CRACK.... CRACK.... CRACK... CRACK.... CRACK...CRACK.... CRACK!

I gasp as I fight back the tears. My bottom is on fire. The pain is beyond belief.I feel Mr Jones hand on my bottom again. "Take off your shoes, trousers and pants now boy." "Yes Sir."I do so hands trembling with anticipation. "Now bend over again boy." I feel Mr Jones cold hand exploring my now naked boy's bottom. I feel his middle finger gently probing at the opening of my eager anus. It feels beautiful."Does that feel nice boy?" Oh yes Sir. Lovely Sir.""Do you want more boy?" Oh yes please Sir!""I have to cane you again first boy. Stick that lovely bottom out for me again. I want to see those cheeks slightly apart. That's right boy."

He moves away to my left again. There is a long pause as he feasts his eyes on my bottom which he now knows belongs to him. CRACK... CRACK.. CRACK… CRACK....CRACK.....CRACK… CRACK ...CRACK..CRACK…CRACK.... CRACK.. CRACK….

I am now sobbing tears of excruciating pain and pleasure and anticipation wondering what is to come next as Mr Jones pauses for a minute or so....

"12 more strokes I think boy....."

CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK

My bottom is now totally covered in raised red striped whelts .

"36 strokes of the headmaster's cane for a naughty dirty filthy perverted bum boy. Enough boy or do you want more?"

"No Sir. What are you going to do to me now Sir?" I sob through my tears.

"Have you ever had a real cock up your bottom boy?" "Yes Sir" I answer eagerly. "One as big as this boy?"

I turn round and there is Mr Jones enormous cock...his trousers and pants now round his ankles. I gasp in both admiration and panic. "That will never go up there Sir!

"We'll see about that boy. I'll give you a little medicine to open up your anus. You'll love it. Now suck my cock boy."

I kneel subserviently in front of him and take his huge cock deep into my eager hungry mouth. It only just goes in even with my mouth wide wide open. It almost makes me gag it's so big. I persevere and suck it long and hard for a couple of minutes.

"Lovely just lovely boy" he gasps. "Better stop now. I want my hot salty spunk dripping out of your anus not out of your mouth. Now stand up and bend over my desk again legs wide apart."

I do as I am told. Mr Jones opens a drawer and takes out a jar of cream. I know what that's for. He also takes out a small brown bottle of yellow liquid which I guess is the medicine he mentioned.

He comes round behind me and I gasp as I feel the cold cream liberally penetrating my eager anus and the surrounding dark moist crack of my well caned bottom. It feels lovely as his expert fingers gently push and probe and stretch my eager boy's anus wider and wider open.

Mr Jones then picks up the little brown bottle and carefully drips a small amount of the yellow liquid on to a cotton wool pad which he then secures to a dust mask and gives me to hold. "This is the medicine I mentioned which will relax your anus as I fuck your lovely bottom boy. Don't sniff it until I tell you." He then covers his big hard cock with cream.

I am so proud that he is turned on and excited by the prospect of fucking my willingly available eager bottom. "Do you do this to any other boys Sir?" I asked.

"Only a very small number of my special boys who all have beautiful bottoms and nice cocks of which you are now one boy. I will now see you regularly every few weeks for a hard caning which you took very well by the way and to fuck your beautiful bottom. I may introduce you to one or two of my like minded colleagues and other special boys in the school. Now... when I tell you I want you to take a tiny sniff from the mask."

"Take a sniff now boy." I do as I am told and sniff the pungent fumes deep into my lungs. There was a short delay before I feel myself floating away on a cloud of blissful homosexual euphoria. I feel his large creamy middle finger probing once again deep into my anus, then two fingers then three. The fingers withdraw and I feel the big round head of his cock pushing gently at the entrance of my eager hole.  I so want that huge cock right up deep inside me.

I feel the pressure on my hole increase as he pushes harder and harder as the beautiful fumes take full effect and suddenly it pops and he slides full length deep inside me. It is such a beautiful feeling of fullness. I love it. His cock is so much bigger than John's. He pauses for a few seconds and then starts to gently rock backwards and forwards, his cock sliding it's full length in and out of my well stretched hole whilst he grasps firmly on to my hips with both hands as he thrusts harder and harder.

I have another sniff of the lovely medicine, longer this time. Wow wow wow.

He is now panting hard as his pelvic thrusts come to a crescendo and I hear him gasp and grunt as he discharges multiple spurts of hot creamy salty spunk deep inside my teenage grammar school boy's eager anus.

I can feel that still warm creamy salty spunk slowly oozing out of my anus as I ride my bike the two miles home from school and wonder how I can hide the evidence from my mum.