The Making of Hole
Copyright© 2026 by tiffany58
Chapter 2: Hole makes her debut
Erotica Sex Story: Chapter 2: Hole makes her debut - A young woman meets an older Milf and what seems an innocent dinner leads to a sudden descent into a life of abuse.
Caution: This Erotica Sex Story contains strong sexual content, including Fa/Fa Fa Mult Coercion Drunk/Drugged Rape Reluctant Slavery Lesbian Heterosexual Humiliation Gang Bang Anal Sex Analingus Double Penetration Enema Exhibitionism Fisting Oral Sex Squirting Small Breasts ENF Prostitution
I did as I was told and climbed off the table. Surprisingly, although I did not think about that, I was still wearing my four-inch heels but otherwise was totally naked, so managed to stand reasonably straight. Julia slipped her jacket on that Piero had brought back for her, took my arm, firmly but gently, and guided me from our alcove into the main restaurant. We walked on to the kitchen, where two washer-uppers were still busy cleaning up after service. They looked at me with pity and lust, as Julia led me past them to the rear door of the restaurant.
We stepped outside into an alleyway with a couple of dumpsters for restaurant rubbish. It was dark in the alley but bright street lights illuminated the entrance from the main road. We started to walk towards the bright lights and the main street but some part of my befuddled brain made me stop and mumble “I have no clothes on.”
“Do not worry Hole, you probably will not wear them again for a long time – just get used to being naked” laughed Julia, as she urged me on to the entrance to the alley. Her six-inch heels and my lower four-inch ones clattered unevenly along the alley. At the entrance, we stopped and Julia leant my back against a wall to support me. I was now visible to anyone driving by, or walking along, or sitting on the late-night bus that went slowly by.
She took a small bottle of clear liquid from her pocket, unscrewed the top and, lifting it to my mouth, said “Drink all this now Hole. It will make you stay sensitive and obedient like you have been most of the evening and will remove any inhibitions you may still have lingering in that fucked up brain of yours. But remember your name is Hole from now on.”
Julia took her phone from her pocket, told me to spread my legs wide and took a couple of pictures of naked me, leaning against a wall in central London at about 01.00 on a mid-week night, which she then sent to somebody.
Next, she called a number and said “Just sent you a couple of pics. Oh good, you have them. Yes, pretty, and very tasty ... she is ready for you ... she is at the end of Piero’s back alley ... no, he did not go in her back alley, he went in by her front door ... seemed like she enjoyed it ... she seems hungry for more cock. Remember her name is Hole, because her holes gape when she has been fucked and fisted.” Julia laughed at something that was said and then continued “I will leave her here for you but be quick – I do not want her being picked up by the police or some do-gooder before you get her. You will make a lot of money out of her. You can pay me the usual way.”
As she rang off, she looked at my spread legs and laughed quietly to herself and took another photo, this time a close-up of my bald pussy, and told me this was for Piero – “He will like to see his cum leaking from your cunt and dripping on the ground between your feet.”
Taking my chin in her hand, she lifted my face and glazed eyes to look at her, and told me to stay exactly where I was, with my legs spread just as they were. Somebody would be here to collect me in a few minutes. Finally, I was told not to talk to anyone and not to wander off. Then she kissed me before turning away, leaving me wanting more kisses, and simply walked away from me down the main street.
I did as told, and stayed there, leaning against the brick wall with my legs spread and conscious of Piero’s cum leaking from me. I do not know how long I stood there; I just let my overly sensitive body enjoy the cool Spring air blowing across my nipples and pussy, and convinced myself that I could hear the wet plop as another glob of Piero cum splashed between my feet – I do not know if I really could hear it, but when I looked down, there were two splashes of cum on the ground.
Eventually a Mercedes pulled up at the entrance to the alley, and the window slid down. The driver was in shadow but he leaned across and shouted “Hole – get in the car” Obedient as ever I stood up straight and wobbled across the pavement to the car. He stared at me for a minute then threw me a towel and told me to wipe my cunt and clean myself out before I got in his car.
Once again, I did as I was told, and then, when told to, opened the car door and put the towel on the seat before sitting on it. I was told to take my shoes off, spread my legs and put my feet up on the dashboard. We drove off, the window still down, and with the cool air now blowing hard across my naked body.
After twenty minutes we pulled up to a large house in a run-down part of London. Even if my brain had not been so fucked-up I would not have known where I was. The driver got out, walked round to open my door, and told me to get out, but to leave the shoes there – now I was totally naked!
Taking my arm, he walked me quickly to the front door of the house, rang a bell, and then the door was opened by a huge man who towered over both of us. He let us in and pointed to a door without saying a word to the driver or me. We walked down the corridor to the door and entered a large room with lots of armchairs and sofas. The room was full of men, of all shapes, sizes, and ages, probably twenty or more, and all were drinking and smoking cigars.
One man stood up and walked towards me – he was about 50, handsome in an Italian sort of way and clearly the boss in this group of men. He stopped in front of me, blew cigar smoke in my face, and took hold of my right nipple, pulled it and twisted it until I groaned with pain, my knees almost sagging under me.
He continued to hold my nipple but stopped twisting it, and now he spoke to me, “Good evening, Hole. I hear you have had a fun evening with Julia and my brother – it is a good restaurant he tells me but I believe you enjoyed his cock more than his food, and I know Julia enjoyed your pretty, little body as much as Piero did. Julia tells me you are hungry for more cock; well, you are going to get that tonight – all twenty of us are going to fuck every hole all night long.
“Julia tells me your name is Hole because your holes gape after you have been fisted or fucked. Well, we will find out tonight how much you gape – you are certainly going to be fucked in every hole, probably with more than one cock in each hole at the same time. And I am certain you are going to be fisted!
“Now Julia also tells me she has given you that nice drug that makes you all obedient and sensitive and removes all your inhibitions. You probably will not need that after tonight as you will be so addicted to cock and cum, and you will not need drugs, just as long as you get your next fix of cock.”
As his brother had already fucked my cunt, he thought it was right that he fucked my asshole first, then his boys could take over. A bottle of lube was tossed to him and he pushed me over the back of a sofa, shoved two fingerfuls of lube in my anus, oiled his own cock and rammed it deep into my rectum in one vicious thrust. In my sensitive state, I could feel every inch of his rod sliding into me, as he bottomed out on just the second thrust and I felt his balls smacking against my pussy. My arousal instantly began to climb again and as he smashed into me, I felt my first orgasm with these men approaching. I started mumbling and then crying out “Oh yes, fuck me, please fuck me hard, fill me with your cum. Fuck my ass until you fill it with your cum.”
I do not know where those words came from but that really was what I wanted him to do at that moment. When he gripped my hips even tighter, I knew he was about to do what I was begging for and fill my anal channel with his cum. As soon as I felt him twitch and become erratic, my own climax hit me and my shrieks of delight pushed him to explode deep in my bowels.
That was my second cock of the night, the first cock ever in my ass, and the start of an all-night orgy where twenty grown men had me in every way possible, in every combination, filling my mouth, cunt and anus with their cum. When they flagged a bit, they decided to fist me, back and front and then at the same time to see just how much I really did gape. I lost count of the orgasms I had, but by morning when they began to drift away, the drug had worn off and I was just being used, a willing depository for their seed.
I was allowed to sleep, sprawled on the floor where the last man had left me, until late afternoon when some of the men began to return. Each of them decided to start his day with a fuck and I welcomed them with open arms and legs – all I wanted was the sensation of a cock in me and cum being dumped in me.
Sometime in the evening the boss, Piero’s brother, arrived and, after fucking my ass again, told me my future.
“I told you after a night with my boys you would be addicted to cock and cum and by the looks of it you are already becoming hooked – another session or two of gangbanging and you will be totally hooked and no drugs will be needed. You will stay here for a couple of days and during that time, if anybody in the house, wants a fuck you will look after them. Tonight, some of the boys will gangbang you again but not so many as last night.
“Tomorrow night we will take you to a bunch of friends who will again gangbang you all night. I think by the time you have had fifty or sixty cocks in you, you will be totally hooked – you seem to cum quite a lot when being fucked so the customers will like that.
“When we collect you after your night away, you will come back here, get showered and cleaned up and have your holes flushed out. Then we will feed you, food instead of cum, and then it will be time to earn your keep. I will explain when we get there.”
And that is what happened. His boys had another all-night session with me and I was almost disappointed that there were less of them that night. The next night I was loaded into the Mercedes again and taken to a biker clubhouse outside London. They did their best to ruin my cunt and asshole forever, but I survived and had more orgasms to keep me hooked.
I was collected by the driver again and taken back to the London house, where I had my first shower for three days and had my anus flushed with several enemas by the driver, who it seemed was my keeper. I was then given a good meal and taken to a bedroom with a real bed and sheets. Once again, I slept until early evening.
When I was awake and had a sandwich and a drink of coffee, the boss and the driver loaded me into the Mercedes and drove me to another run down and rough area of London. We stopped in the badly-lit yard of a small warehouse. The two men led me to a side door and pressed a buzzer. The door was opened by the huge man I had seen that first night at the house, who ushered us in to what looked like a seedy drinking den, where various men were drinking and smoking, playing pool and darts, or watching football on television. They walked me to the bar, past the lecherous eyes of the men in the club, and called the barman over.
The boss told him and the giant doorman, “I have brought you a new waitress and customer relations assistant. She will circulate around the tables offering refills and encouraging them to spend more money. If the encouragement involves them having a grope or a bit of fun with her, or something not too serious, then let them play with her, but if anyone want to get serious with her it is a hundred pounds for thirty minutes, all in, no extras, and she takes them to her room. They pay you and she looks after them. By the way, her name is Hole, because she takes it in all her holes and she gapes when well used.”
They all laughed and then took me through a door at the back of the building into a corridor for the guided tour. A smelly toilet was on one side with a men’s gutter urinal and a couple of cubicles with toilet pans – this was for me as well as the customers as they did not have a Ladies more laughter. Next door to that was a small shower room, with an enema attachment for the shower hose so I could flush out after they had closed the bar. Across from the toilet and shower room was another door, which I was told was my room. It had a double bed in the middle of the room, with a thin mattress covered with a plastic sheet and a threadbare white sheet. On a chair in the corner was a folded duvet. One wall had a large mirror screwed to it and above the bed, on the ceiling, was another large mirror. On the floor next to the bed was a large bottle of lubricant.
This was now my home.
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