Of course I knew that 09003 would get an erection if I played with his balls with the foot he had just been worshipping and cleaning with his tongue. That was the point of the exercise, so that I could get him into the Den and give him some proper punishment.
Not only is he my superior at work, he towers over me. Even though he isn’t the tallest former professional basketball player in the world, at 6’6” I have to look up to him at my full 5’9”. But as we walked through the Lounge and into the Foyer, he stumbled behind me bent over as I gripped his ear tightly at the height of my elbow and led him along by it. His hard willy was bobbing as he whimpered. He must have realised what was coming.
I opened the Den door and walked in. Sitting in the window bay were two Unders whom I knew quite well - Colin, the younger one, aged about 38, worked as a refuse operative (dustman in normal parlance) for Hackney council and Jeff, the older one, was in his late fifties and worked on the London Underground. They were chatting and drinking beer while an Over bobbed on each of their cocks. As usual with these two, the contrast between them was reflected in the contrast between the Overs serving them - Colin’s cock was being worked on by an Over who was probably in his seventies, grey haired and skinny, while Jeff had an Over I knew well sucking him off - 23003, the twenty-five year old heir to an earldom in the north of England. The two Unders raised their glasses to me as I came in and both grinned as they saw 09003’s lean black form bent almost double behind me. Both of the Overs working hard on my mate’s cocks had bright red bottoms - Colin and Jeff do enjoy paddling an Over before getting off. And I know from experience sharing a pint with them that they can last a very long time with even the most determined cocksucker kneeling before them.
Both Buggery Benches were in use - an older, larger Under was reading Private Eye at one end of one of the benches while an in shape Over that I didn’t recognise of about thirty fucked himself. One the other bench was another Over I knew well, 99010 is the CEO of a major charity, but was currently being speared at both ends. His mouth was full of the thick cock of another mate of mine in the club - Dante is a PhD student at SOAS and a lovely guy. At the other end was an Under I only knew vaguely - Ishaan is an accountant, I think, and is a very softly spoken and polite chap who comes into his own when wielding a cane! I could see that 99010 had a flaming red set of welts on his bare bottom.
Two Overs were kneeling by the door awaiting a call for service and there was only one other Under in the Den - an elderly chap whom I didn’t know who was drinking red wine and watching the action.
I led 09003 across to a seat with a good view of the Buggery Benches and beside a caning bench. Having sent one of the Overs on duty to get me a beer, this month’s edition of GQ, a whisky tumbler and some lube, I told 09003 to stand beside me. Taking a sip of my wine and opening the magazine, I squeezed some lube onto his engorged willy and began to stroke it slowly. He knew better than to respond or speak as he stood with his arms folded behind his back and his willy thrust out for edging.
I ignored him completely as I read the magazine and drank my beer, simply slowly and methodically stroking his willy as if it was the most natural thing in the world. Which, of course, in the Den at Anstey’s it was! As I stroked, 09003 started to buck his hips and writhe a bit - if I thought he was getting too close, I took a break and watched his (admittedly impressive) willy throb and bounce. A string of precum was hanging from the tip which I gathered on my fingers and then fed to him.
Now, I said that 09003 must have realised what was coming when I led him into the Den. He should have guessed that he was going to be drained, thrashed and, probably, buggered. What I don’t think he had guessed was that I was feeling particularly horny and wicked. After quite a while and several breaks, I worked his willy relentlessly until he was breathing heavily and bucking hard. Several Unders were watching as he sweated and strained. When I knew he was about to despunk, I held the empty tumbler at the end of his willy and let go. He was past the point of no return and he tensed as this ruined orgasm worked a big load out of him. He gasped and grunted as several ropes of cum spurted into the glass. His breathing slowed a bit as he relaxed and the flow ceased, leaving only a pearl of cum on his piss slit, which I wiped up with my finger and had him lick away.
He was spent, but I was not. Looking him in the eye for the first time since I had sat down, I picked up the lube again, squeezed some more onto his willy and resumed by slow stroking, making a point this time of paying particular attention to his now sensitive and fully exposed glans, which made him squirm and whimper. Unusually for an American guy, 09003 is uncut and generally his glans is covered - even when fully erect it is still slightly shrouded. But my lengthy edging had worked that foreskin fully back and I had full access to polish his shiny dark helmet.
He tried hard not to react too much, but his willy was too sensitive after the first milking and he was gasping and squirming. I simply ordered another beer and picked up my phone and began chatting on Whatsapp with a mate. 09003’s willy tried to flag after he came, but my tender ministrations meant that he was back at full mast in very little time at all. I looked around the room as I worked him gently. A few more Unders had come into the Den - it was after five now and the after work gang were coming in. The bar would open at 6:00 and the dining room at 6:30. Both were heavily subsidised by the Overs’ membership fees and, of course, the fact that no-one had to be paid to staff or clean them or to prepare the food. Anstey’s only has three salaried members of staff - the General Manager, the Under-Manager and the Chef. Everything else is done by the Overs except that if neither the GM or UM is on duty, a senior Under will act as Duty Manager.
I gave my boy fewer breaks this time and eventually he was writhing and gasping and on the verge of a second orgasm. When I knew he would not be able to control it, I did as I had done before and caught his mess in the tumbler, allowing him to despunk unaided. It was still a relatively decent load, although less forceful and liquid than his first. When I looked him in the eyes again and squeezed lube onto his willy for the third time he let out a deep whimper and said,
“Please, Sir! Not again, Sir!” in a hoarse whisper.
I slapped his slightly turgid willy hard and took a tight hold of his balls. He grimaced and gasped, as I went to work again.
I coaxed two further ruined orgasms from him before I felt satisfied. He was on the verge of tears when I squeezed the lube onto his ravaged willy for the final time and begged softly but insistently not to have to be drained again. That last load was only a dribble, although the shudders and tremors went through his whole body as he was forced to cum for the fourth time in quick succession. Catching what I could in the tumbler to add to the loads already there, I used my finger to clean off his oh so sensitive willy and had him suck it clean.
“Kneel, boy,” I said, speaking to him for the first time since we had left the Lounge. He got down onto his knees slightly awkwardly - he’d been standing in one position for quite some time, notwithstanding the writhing as his post-cum willy was polished and the shuddering which accompanied each of his ruined orgasms. He was as sweaty as if he had just run a mile, and his breathing was ragged. But he got down on his knees.
“Hands on head and open wide, boy.”
He looked wretchedly at me, although his spent willy twitched, as I took the tumbler of his cum and poured it into his mouth. Being well-trained, he didn’t swallow, but held his loads in his mouth so that I could see them as he looked up at me. After a few moments I told him to swallow and he closed his mouth and did so.
Taking up the towel which was draped over the arm of my chair for this purpose, I laid it over my lap and patted my knee. 09003 knew exactly what to do and his willy twitched again as he stood and then lay across my knee. For a guy who is older than I would normally go for, he has a fantastic body and I cannot deny that I find him very attractive. All the more so given our relative positions at work and the massive contrast there is here in the club. He works out and keeps himself in really good shape, and he still has a fantastic arse.
Having stroked his bottom for a bit, rearranged his legs so that his cheeks were slightly parted and made a point of groping his willy and balls and running my finger around and across his hole, I began to spank him. One of the things I love about spanking the Overs at Anstey’s is that I don’t have to worry about being gentle and warming up their bottoms. Oh no - Overs know all too well that I spank hard from the very first time my hand lands on their bare, unprotected bottoms. 09003 has felt it plenty of times in the past, but he still gasps and wriggles from the start as I warm up that delicious caramel coloured bottom.
09003 is not the only Over getting thrashed - a pudgy middle-aged Over with a very small willy is standing across the room with his hands on his head while a sturdy Under in his forties applies a leather paddle briskly to his bottom. The Over is very hairy but has had his pubes and pits shaved smooth, which makes his little willy look even more pathetic. Unlike 09003 who usually gets hard when he’s spanked, this Over’s willy looks shrunken and shrivelled as he tries hard not to make too much noise as his bottom is roasted. The Under wielding the paddle is clearly demonstrating his punishment technique as there is a second Under standing with him and they are discussing the Over’s reactions and the way the paddle lands on his soft and flabby bottom. As I spank my boy and watch the show over the other side of the room, the Under with the paddle acknowledges me and smiles and I suddenly recognise the naked servant who is now close to tears - he’s an ex-MP who was kicked upstairs to the House of Lords before the last election.
09003’s bottom was colouring nicely and I could feel the heat building up as I carried on spanking him. I varied my speed and where I am spanking to keep the boy guessing. Sometimes I will take a methodical approach to his bottom, spanking all of it in turn with the same force and speed. Other times, I will concentrate on one particular area and strike it multiple times. Sometimes my spanking will be slow and with gaps, possibly for fondling and groping, at other times it will be quick and relentless. 09003 is known throughout the club for his unabashed reactions when he is spanked or thrashed. He doesn’t try, like the ex-MP who is still getting a solid paddling, to be stoic and keep still. No, he squirms, he yelps, he whimpers, he gasps. As his bottom gets sorer, he takes a firm hold of my ankle with one hand - partly I know this is to steady himself, but partly it is a welcome sign of submission and intimacy.
After a while, my hand was getting sore - the point is to light up the boy’s bottom, not to give myself a red palm - so I got one of the Overs on duty to bring me a hairbrush. 09003 was still draped over my knee, but I know that he will be looking in trepidation as the naked Over trots across with the implement. I took it from him, noting that he has had all his body hair shaved off and that his willy is secured in a plastic chastity cage. He flushed red when he realised who he had been called by, and gave 09003 a sympathetic look as he handed over the hairbrush. This is another colleague of 09003’s and mine - he reads the news on the TV channel that we both work for and it amuses me to see how he has been even further reduced by the loss of his hair and the locking up of his willy. As I began to use the hairbrush on 09003’s redden bottom, I wondered whether he is being punished for some infraction in the club, or whether he has someone outside the club who is controlling him. It’s much more likely to be the former - one of the things about Anstey’s that I really like is that very few of the Overs are in any way ‘kinky’ outside its walls. Most are regular members of society, albeit members of the elite in some way, and many are otherwise straight and married. I think, as I often do, what their wives and girlfriends make of their frequent absences and reddened bottoms.
09003 was squirming and whimpering as I peppered his bare cheeks with the hairbrush and my cock was getting harder and harder, so I decided to give him a break. Ordering him back to his knees, I told him to get to work and he loosened my shorts and took out my boner. I’m nothing like as big as him when hard, but I’m a decent size. He got to work eagerly, I know he is a keen a talented cocksucker. I got the newsreader Over to bring me another beer and a friend of mine came and sat next to me with his drink and we sat and chatted while my boy worshipped my cock, his flaming bottom on show as he did so. Hamid, my friend, is a year or two older than me, and is a teaching assistant in a large central London school.
After Hamid and I had finished our drinks he asked if I fancied sharing 09003 over the Buggery bench which, of course, I was definitely up for. Hamid has a short but very thick cock and he loves fucking Over’s faces and making them gag. 09003 is all too well aware of this and he looked at me pleadingly as I took my cock out of his mouth and led him over to the Buggery Bench. The Den had emptied out rather as the bar was now open and guys would be having a pre-dinner drink in there. I said to Hamid we should make it a quick one, as I wanted a shower and a drink and had arranged to meet another friend at 7 for dinner.
09003 got into position on the Buggery Bench and Hamid wasted no time in plugging his mouth with his stumpy fat dick. 09003 gagged almost immediately from the stretch and the fullness which I knew Hamid loved, and Hamid began to fuck his face hard and fast. Not wanting to be too far behind, and knowing that Hamid wouldn’t last long before he shot his load, I lubed up 09003’s hole and entered him in one firm, deliberate push, making him gasp and gag all the more on Hamid’s cock. Unlike some of the guys who use the benches we neither expected 09003 to do all the work, nor did we ignore him while we fucked him. He’s too good looking to ignore for too long and Hamid and I got into a great rhythm - me pounding away at his hole, feeling the heat of his spanked bottom as I buried my cock to the hilt in him and then withdrawing slightly as Hamid thrust into his mouth.
As I had expected, it wasn’t that long before Hamid began to grunt and buried his cock fully into 09003’s mouth as he shot what appeared to be a sizeable load down the boy’s throat. Seeing my friend coming pushed me over the edge, and 09003 tightened his hole on my cock as he swallowed Hamid load and I shot my four-day load deep into 09003’s guts. Both breathing heavily, Hamid and I grinned at each other as we finished off inside the handsome naked black Over. Hamid pulled out of 09003’s mouth and the boy gasped his thanks for being allowed to suck Hamid off. I pulled my cock out of his arse and moved round to his head and had him clean my cock off thoroughly with his mouth.
Hamid and I put our cocks away and walked out of the Den together.
“That was good, mate,” I said to Hamid as we walked, “I’m going to use the urinals then have a quick shower. Do you want to join Jan and I for dinner at 7?”
Neither of us looked back at the naked, red-bottomed and sweaty Over clambering off the Buggery Bench behind us, who had another ninety minutes work to complete before he could be released.
