Alison's Story

Chapter 5

After I finished dressing I left Alan's flat without speaking to him. I returned to my own flat, and showered. I wasn't expecting Alan to come in, but I left the door of the bathroom unlocked anyway. I was now totally immersed in the 'game'. I was eagerly looking forward to the next installment.

When I cam out of the bathroom, it was just in time to hear the front door close. Thinking Alan had gone out, I was surprised to meet Sally as she made her way upstairs.

"You're back from work early, is everything ok?", I asked.

"No, not really. I had a phone call at work from my mum. She's had a really bad fall, injured her back, and she's in traction. I'm going to have to stay with her for a while, until she's able to look after herself".

"Oh, I'm sorry to hear that Sal. Where does she live?"

"Edinburgh." she said flatly.

"Christ Sally, that's three or four hundred miles away! What are you going to do about work and everything?"

"My boss has been really good, she's given me a four week unpaid leave of absence, and we'll see how things are then."

"Right, so when do you leave?"

"Right away, basically. I just need to pack some clothes, and then I'll be off. Alan is not going to be pleased at the thought of me being away for that length of time, but what else can I do? Will you do me a favour, while I'm away?"

"Anything Sal, what is it?"

"Look after Alan for me, he's hopeless on his own!"

I tried to keep my face straight, and my voice as normal as possible, but it had dawned on me that Alan and I would be alone together for the next four weeks at least. My mind immediately began to race through the possibilities.

"Are you ok Alison?". Sally was looking at me with a concerned look on her face. "When I asked you to look after Alan, I only meant keep him company you know, I wasn't asking you to do his dirty washing or anything !"

I laughed. "Well that's all right then."

Sally made her way upstairs, and I heard them both talking. Some time later, I was in my bedroom when I heard the familiar sound of lovemaking from upstairs. "One for the road Sally?" I thought to myself.

About an hour later, Sally and Alan came down stairs. She had packed three bags, and I offered to help carry them to her car and see her off. "Thanks Ali" she said.

We loaded the car, and I gave her a hug. Then Alan gave her a romantic kiss, and came and stood by me as she got in and started the engine. As she drove away, I felt Alan's hand gently stoking my bottom. I jumped! This was in broad daylight, in the street, and before Sally was even out of sight. Even so, I didn't move away. As Sally's car turned a corner and disappeared from view Alan said "Go to your room, take your clothes off and wait there for me, I'll be there soon." I hesitated for a second, and was rewarded with a crisp smack to my bottom. The sound was so loud that people passing on the other side of the street turned to see what the noise was. I quickly ran to my room, undressed, and waited. I could hear him on the phone upstairs, but couldn't make out anything he said. A few minutes later the door opened.

"Right then, I want to see the entire contents of your underwear drawer, tight arse. I want to be sure that there are no more horrible knickers like the ones you had on the other day. Come on, get on with it."

I opened the top drawer of my dresser, and stood back to allow him to see. "That's no good, get them all out, and put them on the bed."

Feeling deliciously exposed, I did as he had ordered. Soon, all my 'smalls' were arranged on my bed for his inspection. There were about four or five pairs of knickers which he didn't like, most of them had prints like the earlier ones. "You have got some really ugly knickers here, haven't you?" he said. He had thrown several pairs on the floor. Now he pointed to them. "I want that lot in the bin, now. The rest you can put back. Go out and buy some more this afternoon. I want you in plain white ones. No pictures, no prints, no pretty flowers, got it?" I nodded. "And get yourself some plain white bras while you're at it. No wonderbras or shit like that, simple plain white, ok? Let me know when you've got them". And with that, he walked out. "My god, now I really am under his control" I thought. "I strip when he says, and now I'm taking orders on what kind of underwear to have". But even as I though this I was busy dressing, in a hurry to get to the shops as soon as possible.

It was late in the afternoon when I got back. Alan heard me coming in and came down to see me. "Did you get them?" he asked. In reply, I opened my shopping bags and showed him the packets of plain white knickers and bras I had bought. "Good girl!" he said. "You'll get a chance to show them off tonight, tight arse, I've invited Neil round for a few beers. He's looking forward to the entertainment."

"You mean I'm supposed to…, I mean, he's part of the game too now?"

"Absolutely, my little feminist! You'll do what Neil tells you, in exactly the same way as you obey me. Got a problem with that?"

"Alan, I don't think I can go through with this. I mean, Neil's a nice enough bloke, but he's fat and ugly !" It was true. I quite liked Neil socially. He was always funny, always a good laugh, but he was a good three stone overweight, and he wouldn't win any beauty contests.

Alan laughed. "I'll tell him you said that, he'll smack your arse red raw. You wanted to carry on the game. I told you the terms, and you agreed. He'll be here at about eight. Be ready." And with that he turned and left.

I thought about the prospect of being the entertainment for both Alan and Neil. I didn't like the idea at all. I toyed with the idea of telling Alan I wouldn't do it, but then I remembered that all my previous attempts to defy Alan had ended up with me stark naked. I decided that I would go through with it this once, and then I could tell Alan that I really didn't like it, and he'd have to listen then, wouldn't he?

I showered, shaved my pussy, (I didn't want to be spanked in front of fat-boy Neil for having a "Sand paper twat"!), and started to dress. I put on a pair of my new knickers. They were a snug fit, and showed off my bum and mound. I put on a new bra, did my make up and then went to my wardrobe. Alan hadn't said what he wanted me to wear, and the chances were I wouldn't have my clothes on for long anyway, but I decided on a summer dress with buttons up the front. Then I sat and waited.

Just before eight, the doorbell rang. "Get that Alison", Alan called. I opened the door, and there was Neil. Dressed as usual in battered jeans and an old T-shirt, he was holding a four pack of beer in one hand, and a cigarette in the other. Without being invited, he walked past me and stood at the bottom of the stairs leading up to the two flats, obviously waiting for me to go first. I started up the stairs, and he followed closely after me. I suddenly realised why he had been so polite – the bastard was looking up my skirt! I looked round at him and said sarcastically, "Enjoying the view?" "Yes thanks", he replied, without blinking, "And I'm looking forward to seeing much more. How's your arse now? Still sore, is it? I bet it's not as tight though, is it?" I was too stunned to reply. Neil had always been ok towards me. I had thought he was one of the more likeable of John and Alan's group. Now he was looking at me with pure lust, and was speaking to me like I was shit.

We found our way to Alan's flat. I was told to get them both beers, and they sat down and began to talk. "So she's still up for it then?" Neil asked. "Oh yes, she's up for it all right. Shagged her stupid this morning. She'll drop her drawers any time you like, wont you tight arse?" I blushed as they both turned to look at me as I brought them their beers. "I said, you'll drop your drawers any time, won't you?", Alan said. They both waited for my reply. The humiliation was almost too much to bear, but I was also thrilled and very turned on by it. "Yes, Alan. That's right" I said.

Neil looked me up and down with a gleam of lust in his eyes. "About time we had a look at the goods then. I've wanted to do this for ages. About time someone took this bitch down a peg or two."

I stood in the middle of the room, my heart beating so hard I could hardly hear. "Come on then, show us what you've got" Neil urged. My fingers trembled as I reached for the top button of my dress. I opened it, and moved on to the next. When I had opened them all, I slipped the dress of my shoulders, let it drop to the floor and stepped out of it.

"I've always thought she'd have great tits, you know. Now I'm going to find out. Get the rest off then, or I'll give your arse something to think about"

I unclipped my bra, let it fall onto my arms, the removed it completely. The two of them cheered and whistled like they were in a strip club. Neil made me jump up and down to make my tits bounce, then I had to stand in front of him while he ran his fat grubby hands over my thighs, my bottom and then my tits. He was twisting and pinching my nipples, making them hard. Then he looked me in the eyes and said "Alan tells me you have a new 'hair do', why don't you show it to me" At this, Alan started to laugh. I felt close to tears, and for a moment, I was unable to move. "Do you want me to take your knickers down and smack your arse Alison?", Alan said. "No, please. I'll do it, I'm sorry!" And there I was apologising again. I quickly took hold of my knickers, and pulled them down. Neil said "Give them to me", and I handed them over. He put them to his nose and sniffed. "A bit fishy" he said, "You should wash more". Again, Alan almost fell off his chair laughing. I though this was rich coming from this overweight, smelly bastard, but I said nothing.

Then Neil's hands were everywhere. He grabbed hold of my bottom, mauling and pulling, making me come closer to him. He shoved his hand roughly between my legs, squeezing my pussy lips and pushing a fat finger into me. The he returned to my bottom, pulling apart the cheeks and trying to push a finger into my bum. I yelled at this, and he laughed. "Tight arse hole, Al. Got any plans for this ?" I froze. I had never even considered anal sex. I just couldn't do it.

Then I had to entertain them. I had to sit in the arm chair again, spread my legs and play with my pussy. But I was under orders not to come, and so I spent many minutes trying to contain my building orgasm, whilst at the same time giving them the show they wanted. As I wanked in front of them they would call out instructions to me, "Push your tits together", "Spread your lips wider, I can't see" "Put two fingers up you".

Finally, Alan said "I think that's enough now. Why don't you take Neil to the bedroom and show him how hospitable you can be?", he turned to Neil, "She really is the hostess with the mostest, you know", and they both laughed.

Neil didn't move. He was obviously waiting for me to invite him ! I looked at Alan, and his look told me that if I didn't do this, the game was over. I swallowed hard, and said "Would you like to come to the bedroom with me Neil?". "Sounds good to me!" he said, and walked over to me. As we walked the short distance to the bedroom, Neil whispered to me "Alan tells me you give very good head. I hope you don't disappoint me!"

He closed the door behind him and began to undress. His body odour was more noticeable in the smaller room. He peeled off his T-shirt to reveal rolls of fat, then he dropped his jeans and stood there in an ancient pair of boxer shorts. "You can do the rest" he said. I knelt down in front of him, and pulled the shorts down. I couldn't believe what I was seeing. His cock was enormous! It must have been six inches long and two inches thick, and it was still flacid! I had never seen one so big. Fascinated, I began to stroke it and massage it the way I had done to Alan's. The monster began to stir, growing rapidly in length and girth. I put my lips to the purple, circumcised head, and began to lick and suck. I stroked his balls, and wanked his shaft. I felt his hand on my head and looked up to see the smug grin on his face. He was enjoying every moment, "You know what I'd like you to do now?", he said, "Lick my arse!"

The idea was repulsive, but I didn't see what choice I had. I stood and followed him to the bed, where he lay down on his front. I took a deep breath and began to place small kisses on his fleshy buttocks. I reached the base of his spine, and began to lick down his crack as he groaned with pleasure. The smell was bad, but the taste was far worse, I felt like I was going to be sick at any minute. And yet I continued, wriggling my tongue into his crack, moving in and out. I put one hand on each of his cheeks and pushed apart. There was his puckered hole, thankfully looking clean. I began to kiss and lick all round it, and then finally, I did what I knew he was waiting for me to do, I pushed my tongue right into his hole. He pushed his fat arse back into my face when I did this, forcing my tongue deeper into him. I reached round and stroked his massive cock, now throbbing with pleasure. I continued to kiss and lick his arse for what seemed like hours, pushing my tongue in, running it round the hole. Finally, he turned over and motioned me to resume on his cock.

I now had both hands on his shaft, side by side, and there was still a respectable length for me to suck on. I was beginning to get hot at the thought of having this inside me. I was revelling in the humiliation of all I was doing to this mass of blubber. "I think it's time to bury the bone", he said, indicating that the 'foreplay' was over. I rolled off him and lay on my back, my legs slightly apart. He positioned himself between them and guided his cock towards my slit. He pushed my lips apart with the head, and began to rub it up and down my pussy. The sensation was amazing, and I groaned with pleasure. Then he placed the head at the entrance to my tunnel, and pushed. I felt like I was going to split. I had never had anything so big in my life. I spread my legs as wide as I could to try to ease the pressure inside me, feeling him drive ever deeper into me.

I was fighting for breath. The monster inside me was pushing in and out at an increasing speed, as it reached the top of my tunnel it sparked sensations I had never felt before. The head was battering me from the inside, and I was in ecstasy! I felt my climax begin "Oh God, oh God, oh God" I called and then he was emptying his balls into me, I felt spurt after spurt shoot up into me, still it kept coming, I felt full to capacity. And then he collapsed on top of me, a sweating, smelly mess.

After a few moments he heaved himself off me. I was completely shattered by the intensity of my climax, and so I just lay there on the bed, gasping for breath with my legs spread wide apart and my gaping pussy leaking his cum. Neil stood at the end of the bed looking at me, "Alison, you never looked classier!" he said, and began to laugh loudly. I turned on my side and curled up into a ball. I was disgusted with myself, how could I have enjoyed being with him? How could I have enjoyed licking and kissing his arse, spreading my legs for him, taking his huge member inside me? And yet I had! Despite my need to deny it to myself, I couldn't. I had enjoyed every humiliating, shameful minute of it. I even enjoyed the thought of him looking at me spread out on the bed. Without thinking, I turned back onto my back, spread my legs and began rubbing my fingers into my wet slit. I put my fingers, wet with my own juices and his cum, into my mouth and sucked and licked until they were clean. Neil watched, a fascinated look on his face. Then an idea seemed to strike him. "Seeing as how you like the taste of it so much, you can lick me clean" he said. I immediately sat up on the bed as he walked towards me. I took his cock into my mouth and licked and sucked all along his shaft, then I licked his balls until they were clean also, finally, he turned around and 'allowed' me to lick his arse until it too was clean.

"I think you'd better go and get cleaned up. We're not finished with you yet!", he said, and left the room. With my heard pounding at the thought of more shame I went to the bathroom and ran the shower. I didn't think to lock the door. After I had been in the shower for a few seconds, the door opened, and Neil and Alan were standing there watching me wash. Neil walked over to the shower, and said to Alan, "Watch this !"

He took hold of the shower head and began to play the jet onto various parts of my body, making me turn around, or bend over as he wished. I had my back to him, and so didn't see him reach for the temperature control. Suddenly I was hit between my bottom cheeks with a jet of freezing cold water. I screamed and tried to turn away from the jet, but the bastard was playing it all over my body. "No please, Neil, stop, please, its too cold, please Alan make him stop" I pleaded in vain as the two of them laughed out loud at my discomfort. He made a point of firing the icy jet at my nipples, making them stand out painfully. After a few minutes of this, I was shivering and crying. Finally, he turned the water off, and they both left. I was ordered to get dry and go back to the living room straight away. I gratefully reached for the warmth of the towel, dried my self off, and then walked stark naked into the living room.

They were sitting looking very relaxed, drinking a beer each. Alan said, "Did you enjoy being with Neil then?" I could have denied it, but Alan always seemed to be able to tell when I was lying, and so I had to swallow my pride, and said "Yes, Alan. I did enjoy it".

"You didn't think you would though, did you? What was it you said to me when I told you Neil was coming round?, "He's fat and ugly", wasn't it?", she wasn't keen on letting you join in at all you know mate. Perhaps she thinks she's too good for you, is that it tight arse?, are you just too good for the likes of him?"

Neil was watching with interest. I tried to negotiate my way out of this "No, its not that I think I'm too good, honest, its just, well, I was, er, I mean he, er…." My attempted explanation tailed off into nothing. "Fat and ugly am I?" Neil said. "I think a rude little bitch like you needs to be taught a lesson, even if it is one you'll enjoy. Come here and get over my knee, I'm going to spank your tight little arse".

I slowly made my way over to him and positioned myself over his knee. "Now, you're going to apologise for being rude, and I'm going to keep smacking you until I believe you are truly sorry, understand?"

"Yes", I said, "I am sorry, really I am, I'm sorry I spoke about you that way Neil. I wont do it again I prom owww!" His hand had come down on my bottom with a loud crack, and a sharp pain had shot through my body. "Please Neil, forgive me, I'll make it up to you, I'll owww!"

"Oh God, Neil, please don't hurt me any more, I really am sorry" Smack!

"Please Neil, please. I'm so sorry". Smack. And so it went on. I lost count of the number of smacks I received, but it was far more than when Alan had spanked me, and Neil's smacks were much harder. After a while I was sobbing like a school girl, and begging him to stop, promising him anything, pleading with him to let me make it up to him. My backside was ablaze, and the pain was like nothing I had ever experienced before.

Finally, he seemed convinced by my pleading apologies, and the smacks stopped. "Right, lets see if she liked that one", Neil said. I felt his fingers probing my pussy lips, and then felt one of his fat fingers slip inside. "Fuck Al, you were right, she does love it, she's absolutely soaking!" I felt my face flush crimson. My body had betrayed me once again, and feelings of animal pleasure were now coursing through me as Neil continued to explore my sensitive hole. "I tell you what", "he said, "Show us how much you enjoyed that. Get down on the floor and wank yourself off, while you tell us how much you like to have your tight little arse tanned !"

I lowered myself to the floor gingerly, as my bottom was still stinging. I spread my legs wide and let my fingers start to caress my shaven pussy. Everything was open to their gaze. I didn't care. I was hot again ! as I stoked my clit, and pushed my fingers deep into me, I kneaded my breasts, pinched my nipples, brought each breast up and licked it. I was behaving like a total slut, wanting them to watch me, wanting to please them. "I love it when my arse is smacked", I breathed. "I love being taught a lesson. I love being shown who's boss. I love it when I'm so exposed, and you can see everything. I want you to see me. I want you to touch me. I want to be yours. I'll do anything for you, anything you say. Oh god!, I'm coming, I'm coming…." I groaned and writhed on the floor in front of them. My fingers were a blur as I frantically rubbed my clit and pushed them into my raging hole. I fell back, shattered from my climax.

Before I had chance to regain my breath Alan ordered me to stand and bend over the back of a chair. I was expecting another spanking, and wondered if I could take any more, but to my surprise he began rubbing some sort of cream into my bottom. He gradually got closer to my crack, and then he was massaging the cream between my buttocks, and into my little rose bud anus. I felt one of his long slim fingers penetrate my bottom. He moved it around in circles inside me, and kept applying more cream. The feeling wasn't unpleasant and I arched my back to allow him easier access. I was beginning to enjoy the feelings stirred up inside me, and then I felt a second finger enter me. I had relaxed enough not to find this uncomfortable, and began moving my bottom back and forward pushing his fingers in further. Then he withdrew them completely. He continued to tickle my tight hole, and then I felt something much thicker pushing at my opening. I turned to look over my shoulder as the 'something' pushed into me. Alan had his cock up my bottom! I froze. The idea of anal sex had never appealed to me, and I'd always assumed that the pain would be too great. And now here I was bent over with his hot spear in my anus. Sensing my fear he said "Just relax, it'll be ok". I was in no position to argue, and so I turned my head away, and tried to relax. I felt him push into me very slowly, then withdraw. He pushed in a little further, and then withdrew again. The pain I expected didn't come, and I relaxed still more. The more I relaxed, the more I enjoyed the sensation. After a few moments, I felt Alan's pubes against my bum cheeks, and I knew he was fully inside me.

He began to pump into me, slowly at first, but increasing speed all the time. I could feel my sphincter muscle gripping his cock. He grabbed hold of my hips and began to increase his speed. He was pushing in harder now, building and building. I felt him twitch, and felt him flooding my bowels with his cum. He was gasping and panting, and then collapsed on my back.

"And that's your arse cherry gone Alison. You just don't give a fuck anymore do you?" Neil was standing, watching, a dirty smirk on his face. I blushed, I had forgotten he was even there. "To think I'd be standing here watching Alan stuff his dick up your tight little arse! I bet there's nothing you wouldn't do now. You've turned into a complete slut haven't you?" He and Alan smirked at each other as Alan picked up my discarded knickers and wiped his cock on them.

Neil was right. It had been exactly a week ago that Alan and I had got drunk, and I'd ended up stripping for him. In just seven days I had found a side to me that I didn't know existed. I would do anything now.

Alan threw my soiled knickers to me, "Better wash those, they're filthy" he said. Again the two of them laughed out loud.

I was exhausted. I'd had two shattering climaxes, and the nervous energy I'd used up had left me shattered. "Can I go to bed please" I asked. The two of them considered my request, and Alan said "OK, but we might want another shag tonight, so don't be surprised if you get a visit."

I gathered the rest of my things together and went back to my bedroom. I pulled on a T-shirt and a clean pair of knickers, and fell gratefully into bed. I was asleep in moments.

The next thing I knew, someone was coming into my bedroom. I had no idea what time it was, but I could see daylight through the curtains. "Just fancied a quick one before I go", it was Neil. He pulled the cover from my bed, grabbed hold of the waist band of my knickers and pulled them off in one swift motion. Then he pushed my T-shirt up to expose my tits. He pushed my legs apart, and began to lick and suck at my pussy. In spite of myself I began to respond. Then he positioned himself between my thighs. I could smell beer and cigarettes on his breath and the odour of his body. I felt his cock nudging at my pussy lips, and felt my pussy getting wetter. Once again he was pushing his massive organ into me. His weight was pressing down on me so I was unable to move. As soon as he was in me all the way, he began to pump furiously. I felt the head of his cock battering against my cervix. He was pumping so hard the bed was banging against the wall. He began to squeeze my tits roughly. Then he groaned and shot his load into me once again.

He lay there panting for a few moments, then pulled his deflating cock out of me. As a final insult, he took hold of my T-shirt, and wiped his cock on it. I was disgusted, but he didn't seem to notice.

"Thanks for an interesting night Alison. I can't really call you tight arse any more can I? Not after last night anyway!" And he left, still laughing to himself. I rolled onto my side, curled up into a ball and fell back to sleep.

Some time later the bedroom door opened again. Before I could move, Alan was lying next to me. He began stroking my bottom, moving ever closer to my crack. Then I felt his fingers start to probe my anus again. After a few moments he told me to get onto my hands and knees, and began to smear something slick and slippery into my bum hole. His fingers were again pushing into my bowels, and I knew what was coming. He slowly pushed his member into me and I groaned with pleasure. He began to increase his pace, and as my pleasure built I reached down and began to finger my pussy, which was still leaking Neil's cum. I ran my fingers up and down my slit, tickled my clit, and pushed my fingers inside my love tunnel. I could feel Alan's cock through the thin membrane, and this only increased my pleasure. I felt my orgasm begin to start as Alan started to twitch inside my anus. As waves of pleasure began to wash over me, I felt Alan shooting streams of cum up inside me. He collapsed onto my back and lay there panting. Then without saying a word, he got up and left the room. A week ago, I had never even considered anal sex, and now I had not only done it twice, I had thoroughly enjoyed it! There was nothing I wouldn't do now, and I was excited at the possibilities. There was no telling what Alan would make me do next, and that uncertainty was thrilling beyond belief!