Honestly I had no idea all these things were going to happen to me. Perhaps I was just innocent but maybe when you read on you will be forming your own opinion about that.
I guess it was something I couldn't talk about at school, it's just that I get aroused by my own body. I was kind of aware that my bum was bigger than the other boys but when I progressed to sixth form college some of the girls, especially those who had been in school with me before, started teasing me about it. They liked to call me Pretty Boy', some even called me Bum Boy'.
It is only now after these things happened that I can tell you this because I used to think I was the only one who ever got such feelings. You see I got to finding my bottom was sexy. I would set up mirrors in my room so I could see admire myself from different angles. I loved the way my smooth buttocks were so full and perfectly rounded. If I stood directly in front of a mirror all I could admire were my genitals and they were really not very impressive. My testicles hadn't dropped until I was fourteen. But standing sideways on, my bum profile looked nice and by using two mirrors, one was magnifying, I could get a really good view of my cleavage. I could see my smooth skin with its minute goose pimples and very fine hairs. My bum cheeks were perfectly rounded curving inwards between my buns. My secret and most exciting place had to be there deep in the cleavage of my slit
I found myself experimenting with minor insertions like the rounded end of a pencil. It gave me a really special feeling like a thrill, a sense of great intimacy. I felt so good with something in there. I sort of longed for someone else to do it to me and as I got older I must admit to the fantasy of imagining someone actually inside me.
I suppose it was after the time a couple of guys cornered me, when I got the urge to insert larger things. I am not going to relate that incident but I started getting these fantasies. In reality they were little more than dreams. OK they were quite `wet' ones so I would have to be ready with lots of tissues.
I was really fanatical about keeping my bum clean and sort of ready. I would give myself an enema each morning after going to the toilet and applied skin cream to my bum cheeks to keep them nice and soft. I had some other cream too that I used to put up my boy cunt. Then when I walked around in the nude I could feel my bum cheeks slide against each other. It would give me a really slippery slimy sexy feeling between my thighs.
Any way I was over eighteen when they did these things to me. I mention that because this story is not about any sexual relations I might have had when underage.
So I was working as bar tender in the local hotel in the evenings while going to college during the days. It was my first job after leaving school. It brought in some money and kept me busy. It kept my mind off sex too; I mean sex with yourself is really not well, excuse the pun, very fulfilling is it? Anyway I particularly did not want to mess up and get fired or anything like that for any sort of `impropriety'. Somehow I got thinking I was quite safe from anything like that. I just wanted to do the job as well as I could and get a good reference from the manager.
And until then it had just been an ordinary sort of day. The under-manager had asked if I would like to cover for a private party that evening in the function room. That was all I knew so I agreed as it would mean a bit of extra money.
To begin with nothing much happened but then around about 9.30 they all started arriving in groups. It was one of those `Oh shit!' moments. It was quite plain to see this was going to be a hen party and the girls were mostly ex-classmates of mine from school.
"Hey girls we've got our pretty boy on the bar, this is going to be fun" one of them giggled as she came over with a group of half a dozen others. They had clearly had a few drinks before coming.
I was soon overwhelmed with orders for drinks and Sally, who was always bossy and forward by nature, had come uninvited to assist me behind the bar. She seemed to know the names of all the cocktails girls like. That was enough in itself to make me feel inadequate.
You see I thought I had some real grown-up status now. After all this was me in a job and not a kid in a classroom any more. But there it was; in a matter of seconds all my pride and self confidence was swept away. It got worse still though as the talk began to get round to the embarrassing subject of what I had got up to in the final term.
"Bum Boy turned Bar Boy! Yea that's a really good reason for a party eh girls?" Sheila giggled.
"What's this? You're not saying it was him all along? Oh my... yes of course why didn't we guess?" another feigned shock by putting her hand on her mouth as she spoke but burst into giggles with several others.
But I must explain here what had happened as it was all partly my fault. Well partly', perhaps you had better make that mainly'.
It was a guy called Derek though. He had been a school classmate but of course he was not there that evening. He had found a way of hacking into the school website where, on the home page, there was a big picture of the head or Rector' as he liked to call himself. Little things had happened like the sign on his door got altered from Rector' to `Rectum' but this was something else. The idea was to replace the rector's image with something else a bit more sexy.
It would have been easier for me to refuse if it was just Derek who made the proposition but there were a couple of other guys as well. Like there were four of us in all. Anyway once this idea sort of cottoned on, they all started looking at me. There was no way out but I got me very flushed and embarrassed. But I was excited too and I guess they knew I wouldn't be able to say no however I was not really used to being such a brazen exhibitionist. Would I dare? The fact was I just couldn't refuse.
"Hey Carl come on! Pop your pants down just for quick pic, it'll be just the best thing ever! All the others were excited too so I quickly slipped my pants half way down baring up most of my buttocks. They all got pics on their phones and in seconds were discussing which one to use while I was pulling furtively pulling my pants back up.
Of course the head went ballistic. Although we were officially in what they called a `Sixth Form College' it was run as part of the main school. But because we were older we enjoyed the privilege of more relaxed rules. We were supposed to be more responsible and this was not going to look good in that way. And what really annoyed the rector was that his name was still under the image. He probably associated my bare bum with previous jokes about his rectum! Anyway only the four of us knew whose it was and we made a pact to keep it a secret.
Speculation got very intense and some even said it was one of the girls. I suppose my bum does look a bit feminine. Anyway despite many threats and investigations, the rector never discovered anything.
Now all this had happened only at least 6 months previously, but the whole affair had taken on a sort of legendary status. The girls were all crowding round the bar whispering while glancing at me from the corner of their eyes. I couldn't help going bright red with embarrassment. I guess it was that which partly gave the game away.
"Come on Sheila tell us how you knew" one said.
"Or does she? I think she's guessing. Could be your bum couldn't it Sheila; or are you just trying to take the credit?"
"Oh come on Sally it's a boy's bum can't you see; you can practically see his balls".
"No you can't! Hey do you think he's got any? He's quite a dandy isn't he?" then turning to me this other girl who I didn't even know added "You're not offended are you darling?" then patting my head and turning to the others; "He's such a pretty boy isn't he?"
Sarah was showing everyone she picture from her phone but just about everybody had downloaded it from the website before it got removed.
"What are doing with this ridiculous jacket? It's far too hot in here and anyway it doesn't show your figure well" said Sally calmly taking it off me. She had re-joined me behind the bar amid a lot of laughter then with an expression of being calmly in command served every one with more drinks.
"I'm supposed to wear that jacket. The manager says it's the corporate image of the hotel chain or something" I protested rather weakly.
"Hey Carl just step back a bit will you" one of the girls was waiving her hand furiously at me. I didn't understand at first what she was on about. "No, no back a bit more, now go slightly to the left; yea that's right just below the light. Do you see girls?".
"What do you mean Sarah? Oh yes wow! You mean his nipples, gosh Carl they look really erect, don't they?"
"Lets see" said Sally as she grabbed my T-shirt from behind causing it to tighten over my chest. The trouble was all the attention was making them even more erect. Then Suzy a pretty dark haired girl jumped over the bar counter and started fondling them first over my shirt but then she put her hands up underneath. I was mad with excitement at the way she fingered me. For some reason I just couldn't even attempt to restrain her.
"Ooh you're all smooth like a baby! No hairs yet eh?" she teased me
"Leave him alone he's supposed to be at work you know!" said Sheila almost mockingly and without any conviction. "If you ask me what we really need is a bit of moonshine to settle things once and for all."
"Moonshine? What do you mean? That's what they used to drink in America during prohibition wasn't it?" Suzy was looking puzzled.
"No silly! This is the moon we're talking about" Sally said pinching my bum so hard it made me cry out. "Shall we just slip them down now darling then we can settle this matter once and for all shall we girls?" I tried to resist as she went for the buckle of my belt but in seconds everyone was in bar trying to help her pull my jeans down..
"There's no room in here, come on lets get him out so we can see properly" This was Shirley, she had suddenly got very excited about my bum. I was dragged me out into the main room and it wasn't just my jeans they pulled down. I tried to keep a hold at the front but I felt first cool air on my bottom and then their hands were all over me caressing my bare bum cheeks.
"Wow I wish I had a deep sexy bum slit like that! He's so lovely and smooth isn't he?. Hey Sheila lets see your phone again." There was a pause while they examined first the picture then my bare ass.
"It's a definite! Look at those pimples. Yea look you see here on his bum; just exactly the same!" Then turning to me and looking me in the eyes she said "Sorry darling we've caught you red handed. Now you are a naughty boy aren't you and so we'll really have to see about this, won't we!" announced Sally triumphantly.
"Hey give us a peep at your balls then darling! Because I reckon that aggravating our revered `Rectum' like that would have taken some balls don't you think, eh girls?" There was hilarious giggling at this point but then turning to me Suzy got more insistent. "Come on now darling you've got to let us take a look. It's no good trying to hold them up like that, there are too many of us. I mean your panties will only get torn if we have to rip them off won't they?"
"Yea we've got to have a look and see what he's got in front" giggled Shirley amid more mirth and amusement..
There was nothing I could do. In a second they had pulled my pants right down to my ankles and were all staring straight at my genitals. Some of the braver, or more drunk girls started feeling me up. They were groping my balls and my cock. It made the rest go wild and I was way too embarrassed to get an erection. It's difficult when girls get so forward. It's enough to undermine any guy's manhood.
"Hey look! Oh dear not much by way of equipment really I'm afraid darling. I'd definitely want more than that from a man. What do reckon girls?" remarked Sally squeezing the skin over my tentacles so the other could see how small they were. "I don't think he can get it up either poor guy. Hey I wonder if he's a virgin, we'd better take a look don't you think"
"Just a peep at his cherry and we'll have the answer to that one" said Suzy who was trying to pull my bum cheeks apart."
"Of course he's a virgin! He could never fuck anyone, he's too much of a Sissy" piped up another big girl called Judith. She was one of those intimidating female girls and sporting really big breasts.
"This is not about a cock virgin, it's about if he's a cunt virgin silly!" Sally and Suzy were squatting down behind me. They made me bend over and then I felt fingers on my cherry. They whispered something together then Suzy jumped up and was immediately on her phone to someone, giving me furtive glances as she spoke.
"But Brenda wasn't invited was she?"
"It doesn't matter she's coming anyway. We can't let her miss out on this one" For once the others looked a bit serious as if this person Brenda was something special. By this time they had me in the nude and everyone was trying to get a peep at my cunt..
Someone said "I think we should lay off him now it's getting late".
"So is he a virgin or isn't he? Hey I want to see his cunt. Look he's all creamy in his slit, hadn't you noticed" Cindy was tenderly feeling my lower cheeks and between my legs. This dark haired boyish looking girl had arrived late but was keen to catch up with things. They tried to push her aside. "It's not fair you've all seen him and I haven't!"
"If you really want to know I can tell you that he isn't!" interrupted Sally. "Just one look at his cunt can tell you that!"
"Then why can't I see for myself? I'm not letting you jump to conclusions about Carl. He's a good boy aren't you?" she said to me, then defiantly to the others; "Well who's his boyfriend then? Seeing we've all these know-alls around. Come on who is he?" she said defiantly.
I had taken the opportunity of this diversion to get some clothes back on but it would not be for long! I was really worried someone else from the hotel staff show up as if they saw me like this I'd be finished!
"Hey Carl! Do you have a boyfriend well I mean, is there someone fucking you? Please I want to know." Cindy was pleading to me very loudly. Luckily this room was separate from the rest of the hotel otherwise anyone might have overheard all this. I promised her there wasn't anyone and she seemed to believe me but I was wondering why she was so concerned about me.
It was getting quite late and I had to see they were all off the place by 12.30 so I had got back into the bar and had just started clearing up but when Brenda arrived. Wearing what looked like a long robe or even a bath gown, she spoke only briefly to the others. Immediately she came over very confidently and joined me behind the bar. All the others looked on expectantly.
"I'm Brenda darling" she said in a rather condescending way. "So you're the pretty boy with the nice bum we're all talking about. Wow!" she said standing back a bit to look me up and down "You've certainly got an interesting figure. Seems like you've got nice nipples too. Mind if I take a look?" But before she had even finished the sentence she had pulled my shirt off over my head. Then first feeling then squeezing them in front of everyone "You're such a sexy sissy you could be one of us you know!"
At that point a titter went round among the girls as their whispered together. "So you've got more than a sexy bum Carl! I've had a good look at your pics you see and I am really keen to see more of you, yea a lot more! So darling..." she began as she undid my buckle. It seemed she just assumed herself to be in charge and that seemed to include undressing me as she pleased. "First I'm going to pull your panties down right!" It wasn't a request or even a question but just a bare statement and in seconds my bottom was bare.
"Phew! Wow just look at that! You really are a sexy sissy boy. He's got a bum like a chick hasn't he!" but she seemed to be stumbling for words now. "Oh what the hell, I have never seen...I mean just look at those fat buns and oh what might I find deep in that sissy slit eh girls?" Her voice was trembling with excitement as she fondled my ass cheeks. She then squatted down so she could kiss me in the crease of my lower buttocks. She was clearly getting extremely excited about me. She was trying to pull cheeks apart so she could feel deep into my slit and made me bend right down with my legs apart. Her fingers were already exploring my ass cunt. All the while the girls looked on trying to capture all the action on their phone cameras.
I only realised what was really happening when I heard the girls gasp and put their hands over their mouths. They were also trying to restrain Cindy who was calling out and trying to break away from them.
Then it was Brenda's voice from behind me. "Sorry Carl I hadn't introduced myself properly but do please feel free, I am here at your service!" She had removed the bath robe and she was now completely in the nude. Her long brown hair hung over big firm bosoms but all attention was lower down. Why hadn't I guessed? Brenda was no ordinary female, she was sporting a huge long and very firm dick.
"Brenda always wants homage paid before she provides a service you see, so you can stay bending down darling" she said as came stood before me beckoning me to suck her long pink prick. She smelt of female scents but as I tenderly worked my tongue around her hard shiny hood my attention was drawn to her tight scrotum and smooth skin going back between her legs to the smooth cleft of her bum.
"Hey Shirley try him for size with these will you?" Brenda said indicating what looked like an assortment of either dildos and strapons. Whatever they were I soon felt them as the girls started trying them out in my asshole. Brenda pushed me forward forcing me to take more of her hard dick into my mouth at the same time that things were happening to my bum. They giggling madly as they succeeded in penetrating me but then I felt something bigger.
"That's no small one you've taken there Carly boy! Now you can't be that innocent little virgin we all thought you were can you? Who's fucking you then? Who's your boy friend darling come on tell us!"
Brenda's bum was nice and smooth like mine it was really big and well rounded. She was well tanned too and must have exposed herself quite daringly judging by the very slim white areas around her genitals. Her bum was almost totally tanned. She was making me excited and I was doing more than just sucking her cock. Suddenly I felt mine harden really stiff as I grabbed her buns and began to squeeze them. I was going fuck this Dick-chick if it took everything I'd got!
"Hey steady on you little bitch" Brenda shouted as I started feeling her slit. I suddenly got this feeling of `it's now or never'. I jumped up so quickly I got her by surprise. I was determined to bury my hard on in that feminine bum cunt.
"No get off me you prick, hey stop him"! she seemed to be crying helplessly. It was my moment of hesitation almost a pang of conscience. I would never force myself on anyone against their will; but it was my undoing. I had lost the initiative.
Brenda had pushed me down over the arm of a sofa and with my bare bum in the air I was utterly at her mercy now. It must have seemed to all the onlookers as if I had been overpowered by her. That would surely be the ultimate humiliation to be physically thus conquered by a female. But I knew I could have stuffed her femmy-cunt if only I hadn't hesitated.
"Hey come on quick! pass me that packet!" she shouted to the girls.
Brenda was loosing control of herself. Her eyes were wild as she was held me down triumphantly; but she was in a panic trying to get a condom out of a packet. It must have kept her short of the brink but by then she was mad at me.
"Get your fucking ass ready you wimp! yea push him right down girls. This fucking cheeky sissy's going to get it all the way!"
Brenda was standing over me she held her long slim dick so it pointed vertically down at my bum hole. Then I felt it. She drove down into me with such a savage force. I felt her rigid prick penetrate my hole then there was no chance of resisting her. She was all powerful on top of me. Her long hair dangling touching and tickling my back. Her female scents were all around me. I was being fucked by a woman in front of nearly all the girls I'd ever known!
But there I lay with any manhood I might have had utterly humiliated in the gaze of all twenty or thirty of the girls now even more eagerly capturing close-ups and every detail on their cameras. She pumped me and screwed me so vigorously you could hear the sound of her cock thrusting in and out of my boy cunt. I don't even remember myself how much I was crying out as she ravaged my asshole and pumped my boy bum. She was probing mercilessly at my gland like she really wanted to dominate me in that way and it hurt quite a bit. This Brenda was an unsympathetic bitch to be honest and I was feeling all the more determined to fuck he even if I had to rape her tranny asshole.
"Shut up you bum slut! Oh you fucking pansy! you feeble wimp, I am going to stuff your sissy cunt till you..." Now she kept screaming out "Ah!" really loudly as I felt her dick flinching deep inside my bottom. Then almost at that very moment came the sound of deep male voices at the doorway.
"No you can't come in yet guys we're er..." Sally began.
"Aha what's going on here? Fucking Carl by the looks of things. So this is what you get up to your hen parties is it?" said Gavin as he watched Brenda's sagging cock emerging from my asshole.
"Hey core! Just look at that. What a fucking sexy sight. I don't say he doesn't fucking need it but I didn't expect to see him getting it at a hen party!"
"Don't you get all high and mighty, we all know what you get up to a your stag parties." Then looking squarely at Gavin and with a smirk added; "Anyway don't try and pretend you're not aroused we can all interpret some very obvious bulges in certain jeans in the appropriate places can't we girls?." Sheila taunted them.
There were four guys in all Gavin, Clive, Jason, and Tony. I guess their original intention was to transport most of the girls back home. But it was obvious from their interest in the scene and in my bum in particular that they were not now in any hurry to do so.
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