Steve 8 - Problems with Ashley


by Cheekyboy Jim <GJClarke@aol.com>

Ashley, along with several others in the Professor's school of discipline, was gay. He had found a great way to supplement his meagre income as a student by charging older men £50 an hour to spank him (over the knee by hand, paddle, slipper etc) and £100 if they wanted to cane or birch him. He was cute and boyish and a favourite with many older men as he looked even younger than eighteen. He was also great fun to spank - very cheeky and very vocal, superb at role play. He could also produce tears when caned or birched and feign a suitable contrite manner in response to discipline. However, he never allowed any of them to have _s_e_x_ with him. There was a very good reason for this: they were all far too old and he was head-over-heels in love with Steve.

And therein lay the problem. Steve found him attractive as a person and enjoyed his company, but he did not want a _s_e_x_ual relationship with him. He was still going out with Samantha and was regularly sleeping with her. On a much gentler level than at Professor Andrews' school of discipline they enjoyed mild spanking sessions together. Steve was always careful not to repeat his initial mistake and when he spanked Samantha, he made it erotic rather than severe. When Samantha spanked him, she did it a lot harder, but of course that was her prerogative. It was a great relationship, in fact it was well nigh perfect.

Ashley grew more and more frustrated with Steve. He tried every trick in the book to seduce him. At first Steve did not even notice and when it became so blatant only a blind man with hearing problems would not notice, he was severely embarrassed: "Look, Ashley. I really like you as a person. You're funny, you're great company. I like being your mentor and spanking you when you need it. But I'm not gay and you don't turn me on in the slightest, though I can understand how many people could be as you're so good-looking. We really need to work this one out. Maybe we should have a word with Professor Andrews."

Ashley nodded miserably. In his heart he knew it was hopeless to expect Steve to respond to his overtures. He also realised how much Steve and Samantha loved each other and how cruel it would be to come between them. But that did nothing to lessen the raw lust he felt for Steve. He felt utterly frustrated. There were plenty of men - his CP clients - who wanted to have _s_e_x_ with him, but they were all old fogeys. Steve was young, masculine and, in a modest way, athletic - just the type Ashley liked. It was so cruel and unjust.

Professor Andrews put the tips of his fingers together and listened intently to Ashley's tale of woe. Every now and then Steve would chime in and give his angle. "Unrequited love! A typical tragic theme!" said the professor. "What are we to do?"

It was a rhetorical question. Neither Steve nor Ashley had a clue what could be done.

"It seems my putting you two together was a mistake. Peter and Alexander are both gay and they are sleeping together, I believe. You two, however, are unequally yoked. I think you must stay away from one another - at least for a while. For Samantha's sake, Ashley, you need to back off. You're putting Steve in an impossible situation. I will therefore take over his task of mentoring and disciplining you. You will report to me from now on as you did at the beginning. Steve, it's already the summer term. Maybe next year you can look after another pupil. Meanwhile you must see if you can do without giving CP for a while. If you need a spank yourself, you have Eric to come and deal with you or you can come and see me."

Ashley interrupted: "Sir, I really love Steve. I couldn't bear not seeing him any more."

"If you really love Steve, you'll let him go. Now I want you both to promise me that you won't see each other again till I tell you."

The two lads promised, though Ashley's voice betrayed his insincerity. Then Professor Andrews had them both strip naked and drape themselves themselves over a couple of the school desks for a flogging. It was a beautiful sight - two smooth young bottoms jutting out ready and waiting for chastisement. Ashley stole a loving glance towards Steve, an act of defiance which did not escape the professor's notice.

"How dare you, young man! You are not to look at Steve! You will keep your head down and your mouth shut. If you do not, I will gag you and put a hood over your head."

He continued to cane both lads with powerful strokes which drew yelps of pain from both of them. Ashley foolishly stole another glance at Steve and was punished with a flurry of cane strokes. He roared with pain. "I warned what I would do if you disobeyed me" said the professor. He reached for the ball gag and fastened it to Ashley's mouth, then he covered his head with the hood. Ashley could no longer see anything and could only make grunting noises. This was not fun. This was real punishment.

"I am going to leave you like that for a time while I deal with Steve" said the professor. He then turned to Steve and said, "You should have brought this problem to me earlier. You've let it run on too long. It is part of the learning process to recognise quickly when we're out of our depth and need the help of someone more qualified. You will therefore take a couple of dozen strokes more."

Steve duly got his 24, which he accepted with hardly a murmur though they were really hard strokes. The professor then turned his attention to the hooded and gagged Ashley.

"Ashley, I really like you. You are one of the best pupils I have had. But the pressure you have put on Steve is totally unacceptable. You will therefore take the most severe thrashing you have ever had in your life." He then led Ashley, still hooded, over to the punishment horse, made him bend over it and fastened him with the straps to the legs. He then took a four-foot (120cm) long dressage whip. With it he delivered the most intense stinging strokes, which left thin red lines all over Ashley's boyish buttocks. He also administered half a dozen or more strokes to his back, drawing muffled yelps of protest and sobs from Ashley. The yelps increased in intensity as the professor proceeded to whip his thighs and tears streamed down Ashley's face. The whipping was followed by a thrashing with a fearsome Isle of Man style birch made of four stout hazel twigs four feet long. Each stroke caused unbelievable pain and before long Ashley's bottom was bleeding in several places. Despite the gag, loud mewing sounds came out of Ashley's mouth and by the twenty fourth stroke his agony was apparent. The professor removed his gag, but not his hood. "Well now, young Ashley. What have you to say for yourself?"

Ashley was trembling. He had been whipped far beyond his limit and was like a limp doll draped over the punishment horse. At first he only sobbed. Finally he composed himself and replied: "I know it was wrong to try and get Steve to have _s_e_x_ with me, but I can't help it. I really love him."

"Then what can we do to remedy the situation?"

"Sir, if you're prepared to give me the time, let me report to you every day. If I've had so much as a lustful thought for him or, worse still, if I've tried to contact him, whip me as you've whipped me today or even worse. Whip this _d_a_m_n_ thing out of me. When you're sure I've given up my desire for Steve, perhaps I'll need to report to you less often."

And so it was that the professor began a series of intense daily thrashings for Ashley. His back, buttocks and thighs were marked with strokes from whip, cane and birch. The soles of his feet were also sore from the cane. Each thrashing, coming as it did after the previous day's thrashing, was more and more unbearable. The professor had never disciplined anyone as severely as this. It was only the application of his special healing creams that prevented Ashley's beautiful body from being permanently marked. Finally the lad broke under the pressure of daily punishment. His fear of yet another thrashing led him to make a solemn vow in front of the professor that he would leave Steve alone and not think about him. The professor was satisfied that this time his vow was absolutely sincere. He gave Ashley a big hug, reassuring him of his fatherly affection and support. Ashley realised he was more afraid of losing this than he was of losing Steve and he was determined to obey the professor implicitly. What a joy it was to submit to a top who really cared for his well-being!

Not long afterwards Ashley found another gay student with whom he formed a satisfying relationship and totally forgot about Steve.


More stories by Cheekyboy Jim