I imagined fucking an arsehole, though by that time, I was most familiar with the doings of men and women in the dark of night; I was a young man, after all.
Still, a hole was a hole, and heaven knows I had tried others, and Mr. Freeman did sound so terribly enticing.
“Very well, Freeman,” said I, a small thrill of butterflies building once again low and deep within my belly. “I shall promise to try this strange little act of yours.”
“Good show, friend Jack!” he cried.
He turned his bum to me, and wetting both his hole and the tip of my affair with spittle, he himself directed my cock to the place, and pushed out his arse towards me.
I did my best by shoving, and somehow it seemed to come quite naturally, really. I soon got in, and found my prick for the first time in a deliciously moist, warm, and tight sheath.
“Push in and out, in and out,” he whispered, suiting the action of his rump to his instructions.
I liked it immensely, and clung with my arms ‘round his buttocks, working with all my will, ‘till at last a sudden thrill seemed to come upon me with a kind of shooting sensation in my cock. We both stopped out of breath, as if something had happened, and I suppose that was my first spend with another man.
The other boys seemed all very quiet that first night, but the next evening, as soon as we had retired to our room, Freeman at once introduced little Jack to the other half-dozen occupants of our room (there were four twin beds) as a highly fit and proper chum.
“See, boys, what a fine prick the little fellow has got. He fucked my arse all right last night,’ and had his first spend,” he said, lifting my shirt and exposing my affair.
They all crowded ‘round to handle and admire what they called a wonder for such a little’un.
Presently all were quite naked, each prick was stiff, and we compared one with another. The next thing was to draw lots who should have my bottom first, and luckily for me the boy with the very smallest prick in the room drew the desired prize. He was eighteen, but such a pretty fair little fellow that I quite loved him at once.
His first action was to come and kiss me, then with one arm ‘round my waist, stood belly-to-belly with me, and rubbed his much smaller prick against mine.
Just then one suggested that unless we blocked up the window the light of the candles we were using would betray us, so they took a couple of blankets off the beds, and put them up so as effectually to darken the windows.
The next thing was to make me lean over the bed on my face, so as to offer my bottom fairly to the attack of my young lover; they next took a little pomade from a pot, and put some both on my little hole as well as upon the head of his prick.
Being small, there was not much difficulty about his getting in and he soon began to afford me great pleasure especially when, putting his arms ‘round to my front, he began to frig my stiff member.
Looking ‘round to see all that was going on, I found my lover also had one in his bottom, and the whole of them soon formed a perfect string in action, each one in the bottom in front of him, forming a fleshy chain of eight links. There seemed quite a kind of electricity about it, as I fancied I felt all the pricks in my bottom by turns, and when at last it came to the spending crisis, one and all came together with cries of delight, whilst I also bedewed the hands of my partner with a few drops of spend, as I almost fainted from excessive emotion.
Of course other nights we changed place and partners, sometimes going in for a general suck all ‘round and giving our bottoms a rest.
I got so fond of having a cock in my mouth that I could have eaten them one and all, and at that time liked it better than anything.
I only stopped at that
Heidi Hunter, Bad Boy Team