New Ladies tickler

Letter VI. Harry to Emily

Dearest Emily,

I think I left off in my description of my interview with Sidney at the moment when he had agreed to satisfy my curiosity as to what he was doing upon the condition that I was to show him sufficient proofs that I was capable of understanding the explanation he was willing to give me.

He now turned himself round where he was lying, so as to leave the front part of his person exposed to my researches, with his charming weapon extending out before him in a stiff and upright position. He then made me lie down beside him, and, while I opened out his trousers still further that I might procure a more complete view of the lovely object they still partly concealed with all its appendages, he unloosened my trousers, and, lifting up my shirt, he pulled out my little plaything, which, in consequence of what had taken place, was also quite erect, and in a state of great excitement.

As soon as he saw and felt it, he smiled and said, “Oh! I see I need have no hesitation in telling you anything you may wish to know, for if this little gentleman does not yet know what to make of himself, it is full time he should learn.” Then putting one hand between my thighs, he played with and fondled the little balls, while with the other he rubbed the pillar itself up and down in the most pleasing and agreeable manner. I was not long in following the example he set me, and I imitated his motions as well as I could, caressing the balls and moving my hand along the shaft in the same manner that he did. I could soon see that my exertions were producing the same agreeable sensations upon him which I felt he was exciting in me. But this only the more increased my anxiety to know what could be the object and meaning of the whole affair, and I begged of him to explain it to me.

He seemed surprised at my ignorance, and said that he could hardly believe that with such a plaything as I had-for it had grown considerably in the short time that had elapsed since you had seen it-I should not understand its proper use. But on my assuring him that I was quite in the dark on the subject, he said he would try whether he could not enlighten me. He then took out the book he had been reading, and which he had concealed on my appearance; it proved to be a charming series of amatory stories, under the title of How to Raise Love. He showed me a picture of a pretty young lady sitting on a chair, with a handsome boy standing between her naked thighs with his trousers down and his cock standing erect, with which she was playing.

I said, “Oh, yes, I can understand that; it is just what we are doing to each other, but what is the use of it?”

He laughed and said, “Well, look here,” and turned to another picture, where the boy, with his trousers down and his shirt tucked up round his waist, was putting love's dart into the delicious cleft situated between the thighs of a nearly naked lady, who was lying beneath him just in the same way that I did to you on that first delicious night.

The whole truth flashed upon my mind at once, and I could have killed myself in my rage at my stupidity in not having sooner discovered the secret, when it might have been possible to have procured for myself as well as to have conferred on you, all the delight which I immediately comprehended such a mode of procedure would produce. I remained for a minute or two without speaking, for my brain was so confused with the overwhelming sensations that rushed through it, as the astounding discovery burst upon me, that I was quite unable to utter a word. The idea of the delight I should enjoy in such a charming conjunction with you, whenever we should have the power to unite ourselves together in a similar manner, had such an effect upon me, that involuntarily, I began to thrust my body backwards and forwards, making my swollen and distended weapon move to and fro within Sidney's grasp.

“Ah! I see you are beginning to comprehend it now. I thought the sight of these pictures would rouse you in the same manner as they always do me.” He then gave way freely to the same pleasant emotions, heaving his body up and down, and indulging in all the lascivious movements which I found so gratifying.

Having recovered a little from my surprise, I began to question him further and inquired what was the meaning of the white liquid which issued from the funny object when it got into such a state. He seemed surprised at the question, and said he suspected I must know more about the subject than I acknowledged, but I told him of my dream and the effect it had produced upon me, resulting in an emission.

He was satisfied with that explanation, and told me that he would elucidate the whole matter to me and give me the book to read which would make me understand it completely, whenever we had a favourable opportunity, but that in the meantime we must make good use of our time to enjoy ourselves thoroughly, as it was not unlikely, we might soon be disturbed. He therefore urged me to quicken my movements upon the charming object I held in my grasp, in order that we might fully enjoy all the pleasure we could confer upon each other, and he set me the example by rubbing and tickling my plaything in the most lascivious manner possible. I was delighted with the charming effect he produced upon it, and did not hesitate to imitate his proceedings upon the palpitating object which throbbed fiercely in my hand. His buttocks now heaved up and down, and he forced his stiff rod rapidly backwards and forwards through my fingers, his breath came in short hurried gasps, his cheeks glowed with a ruby tint, and his eyes sparkled with a fire I had never seen in them before, until stiffer and harder and more swollen and distended than ever, the luscious instrument of bliss, after two or three convulsive throbs, shot up far into the air a few drops of the burning liquid, which was the signal of the outburst of the rapturous crisis.

My curiosity arrested my movements, and still grasping fast the inflamed and furious instrument of pleasure which I instinctively felt no longer required my assistance, I gazed with wonder and delight at the lovely boy as he lay thus extended before me in all the ecstasies of supreme delight.

But it was not long before he recovered himself, and proceeded to repay me for the pleasure I had afforded him. I must confess that I was so much moved and excited by what had passed that I could not refrain from exerting myself as well as I could to promote his efforts, and a very short period was sufficient to bring on with me the same delightful consummation which he had already attained.

It certainly was a most delicious sensation when, excited to the utmost by his lascivious caresses, I felt the warm liquid burst through the pleasure tube, and I certainly enjoyed it most thoroughly, though I could not help fancying that it did not afford me quite the same rapturous delight which I had experienced on a similar occasion when your fair hands and rosy lips produced the same effect upon me.

Sidney took an early opportunity of explaining to me all the mysteries of the art of love, and though he would not give me the book to read by myself-as he said it might tempt me to indulge too often in solitary practices, which I had better refrain from-he urged me to come and read it with him whenever we should have an opportunity. It will not be wondered at that I availed myself of every occasion for doing so, and that I was most anxious to show myself grateful for his kindness by doing everything I could to promote his enjoyment.

The next time I was enabled to indulge in his lascivious frolics with him it occurred to me that it would gratify him if I were to treat him in the same agreeable manner you did me on the first occasion when I experienced the bliss which the organ of manhood is capable of affording. While I was fondling and caressing his pretty plaything, I asked him whether he had ever tried putting it into the mouth, as I fancied that mode of proceeding would heighten the pleasure. He said he had never done so as he had always been too much afraid to broach the subject to any of his companions, and though he had ardently longed to have some one to play with in such a delicious manner, he would not have found courage to propose it unless I had spoken to him on the subject. He said he quite agreed with me in thinking that it must be very nice to have the little object kissed and caressed between the lips and that if I felt disposed to do so to him, he would be delighted to do the same to me.

I made him lay himself down on his back, and, stripping down his trousers as far as his knees and placing my head between his legs, I took the rosy point of the lovely instrument into my mouth, and sucked and caressed it. At the same time I employed my hands in caressing his firm buttocks, playing with the charming soft slippery balls, tickling the root of the tree of life, and twisting my fingers among the short curls which surrounded it. He was quite enchanted with this proceeding, which threw him into the greatest ecstasies of delight. He declared that he had never enjoyed anything half so much and he begged me to continue my operations, which he said he was sure I would be delighted to have repaid to me in a similar manner.

His agitated and lascivious motions speedily announced the unbounded sway which voluptuousness had obtained over his senses, and I exerted my utmost endeavours to promote and increase his luscious sensations, until at length, in the wildest and most unbounded transports of unbridled licentiousness, he poured forth a whole volley of the grapeshot of love into my burning mouth, accompanied with a quivering contortion of the whole body and a frantic exclamation of intense delight.

Immediately on recovering himself, he insisted on returning the compliment to me, and, laying hold of my wicked plaything, he inserted it in his mouth and operated upon it in such an agreeable manner that I was no longer surprised at the state of fierce excitement into which my own proceedings had thrown him.

I believe I was not behind him, either in the rapturous sensations I enjoyed, or in the lascivious manner in which I gave them uncontrolled display. He was so enchanted and delighted at the lustful exhibition I had made of my raging passions during the sweet operation that his senses were again roused to the highest pitch of excitement and he could not be satisfied until I had again operated upon his unruly member and appeased his still raging desires by making him once more pour forth the blissful effusion.

I soon ascertained from Sidney that my suspicions were well grounded, and that it was the lascivious pleasure produced by the tickling of the birch upon his posteriors that had induced him so often to subject himself to punishment. It was not long before he was again favoured with a severe flogging for some fault which he had committed, as he acknowledged, for the sole object of heightening the pleasure he was afterwards to enjoy with me. On this occasion I asked him whether he would not like better that I should flog him, rather than thus expose himself before all the school. He eagerly caught at the suggestion, and, accordingly, at our next meeting we provided a birch rod which I applied to his lovely bottom, making him display the greatest symptoms of enjoyment, which increased in intensity every instant until his libidinous sensations were fully aroused to the acme of excitement. I was obliged to take the most effectual means of gratifying and allaying them by tickling, rubbing, and sucking his fiery dart until I made it yield up its treasures with every symptom of the most unbounded transport. He then repeated the same delicious operation upon me with the same pleasing effect.

We were thus led on from one refinement in the art of pleasure to another. We thought it would add greatly to our enjoyment if one of us could exert our powers of pleasing upon the charming instrument of the other, at the same time that the stimulus of the birch rod was applied to the hinder quarters of the patient. To carry out this idea it was necessary for us to have recourse to further assistance. We therefore sounded one of our schoolfellows, a fine handsome boy of fifteen. The sight of the pictures and the perusal of the book fired his imagination to such an extent that he was quite ready for anything we might choose to do with him, and he willingly consented to take part in our frolics in any manner we liked. He soon proved himself an apt and willing scholar. He was no sooner initiated in the mysteries of the art of enjoyment than, quite delighted with the sport, he was as eager as either of us to take his share in receiving or conferring the pleasures we indulged in. I had already had some experience of the effects produced by the birch in rousing the passions and heightening the consequent enjoyment, and I willingly gave in to all Sidney's fancies, who delighted almost as much in operating upon us, and in witnessing and enjoying our voluptuous excitement and the full gratification of our lascivious desires, as he did in getting us to operate upon him.

We had contrived to get access to an unoccupied apartment from which we could exclude the other boys. Our usual arrangement was this: there was a large wide easy chair in the room. One of us sat down upon this chair, leaning his head back pretty low down and stretching out his legs before him, with the whole front part of his person exposed, completely naked. The other knelt upon the chair across him, leaning his arms upon the back of the chair, with his trousers down to his knees and his shirt tucked up around his waist. He bent himself forward, so that love's dart could be introduced between the lips of the sitter who was thus enabled to keep up a libidinous titillation with his mouth and tongue upon the point of the charming instrument, and at the same time to increase the enjoyment by employing his hands in fondling and playing with the fleshy column and the depending treasures, and in tickling and exciting all the adjacent parts.

In the meantime, the naked posteriors of the one who was undergoing this delightful treatment presented a magnificent spectacle to Sidney's delighted eyes, with their soft smooth snowy surfaces quivering and gradually acquiring a roseate hue under the stimulus which he applied to them of the sharp stinging blows of a good birch rod, until the united effects of these pleasing operations before and behind caused love's fount to overflow, and relieve the swollen and excited vessels with a delightful discharge. In this way Sidney had always under his eyes not only the delightful movements of the party who was thus enjoying himself, but also the naked thighs and belly of the one who was performing upon him, the exciting nature of whose occupation never failed to raise up his own standard of pleasure — which was thus fully displayed and made to exhibit all its perfections in a state of magnificent erection, forming a charming contrast with the posterior beauties exhibited by his companion.

When the storm of pleasure had burst forth, Sidney would make us change places and would repeat the same operation, and, finally wrought up to a pitch of luxurious frenzy, he would take up his own position upon his knees across one of us and make us perform upon him in a similar manner, and his frantic exhibition of delight would testify to the excess of his enjoyment.

It was considered a strange thing at school that, after that period, none of us were ever had up for punishment though, if the truth were known, I believe it would have been found that our bottoms underwent the discipline of the rod ten times as much as all the rest of the school put together.

But I must conclude this, and leave the rest of my confessions for another letter.

Ever yours, Harry