A True Whore’s Diary Ch. 01

I said I'd be happy to try that. Didn't have the heart to tell him I have several clients already that have asked for it.

Take -- £160 + £20 tip.

My next client was Roger. C., another regular. I wasn't surprised when he selected exactly the same as he had last time. He wanted me tied to the bed posts by wrists and ankles in the starfish position, with me wearing white lace bra and panties, white lace suspender belt and white fishnet stockings with red patent leather heels and a black leather collar. He never says much during a session except to give orders and there's no role play element at all. All I have to do is lie back and take it and I think he quite likes me to be relatively passive. Geraldine would describe him as not much work. Then again she isn't the one being tied up and used by him.

Once I was tied up he began to roughly fondle my breasts through the bra and feel my sex through the panties. Occasionally he would slap my breasts or sex and then force his fingers into my mouth to be sucked. He then pulled my bra down and put his hands down my knickers and forcefully explored me. I was a little aroused and damp, but not much by my standards. He didn't have any problems being aroused and soon put on a condom. He then undid one of the ankle cuffs, pulled down my knickers so they were down by my feet on one leg and then re-did the ankle cuff. He then forced himself into me, he struggled a bit as he has quite a thick and long cock -- probably near to eight inches. He didn't last long and I didn't enjoy it too much as it was a little painful. However, I was a little turned on by it feeling degrading and beyond my control.

Once he came he gave me some really awful oral -- I hate feel stubble on my lips and he wasn't hitting my spots, just slobbering on me and trying to push his tongue in. Things got a little better when he used the 10-inch vibe on me, alternating between holding it on my clit or fucking me with it. A few minutes of this was getting me close and I began to urged him to fuck me harder, to rub my clit with his hand. He said: "Beg. Beg me for it bitch."

So I did. I can't remember exactly what I said, but I knew amongst the begging I uttered the phrases: "Please Master, bring me off. Please Master make your slut come."

I eventually got my reward and had a low-key orgasm. This turned Roger C. on enough to straddle me and begin slapping my breasts and pulling and twisting my nipples. He began to push my breasts together and spat on them again and again. This bit of degradation was the best bit of the session for me. Eventually he crushed my breast together and used them for a tit-wank until he grunted to a come that landed mainly on my throat.

Then as usual, he dressed and left without untying me. The couple of minutes between him doing that and Geraldine coming in to release me is always a bit unsettling, a bit of a turn on. I think it is a mix of the humiliation of him not even acknowledging me and the whole loss of control.

Take: £160.

After she undid me, Geraldine made us both a cuppa while I had a shower and then we sat down and had it and some chocolate digestives before my next client turned up at 1.

My third client of the day was a new one for me, though he said he had been to the brothel before. We had a good five-minute chat before we started He gave the name Teddy and as he was so fat my instant nickname for him in my head was Tubby Teddy (should have been Obese Teddy as he was at least five-six stone overweight for his height of about 5' 9"). It emerged that what he wanted really wasn't spanking -- though he might give me few little spanks during sex -- but for me to wear my hair in pigtails, wear white cotton socks with black strappy shoes, call him Daddy and protest while he fucked me roughly.

I told him I could manage all that and to: "Be as rough and selfish as want, I get turned on by being bought and having no choice about what you do." That put a smile on his face.

When I came back into the room with my hair in pigtails and wearing nothing but just-below knee socks and the black, strappy court heels with the peep-toe, he was already naked and on the bed stroking his cock. His stomach was huge and their was a strong, nasty whiff of sweat. I got an overwhelming sense of revulsion, which of course, given my screwed-up wiring, turned me on. This hideously fat man had paid for me and was going to fuck me while I called him Daddy and my tummy was doing flips and my sex was wet.

He called me over and asked me to put a condom on him as he said: "I need to fuck your cunt soon." I rolled it onto him. He was only about six-inches, but he did have a big crown and was quite thick with at least two inches of girth.

He ordered me to lie on the bed on my back with my bum right on the edge of it. He got up and forcefully pulled my legs wide apart. He ran his cock up and down the length of my lips several times and rubbed my hood with the tip of it for a bit. I was protesting: "No Daddy, please don't Daddy", but I also liet out a few genuine moans.

He grabbed my legs and took them over his shoulders and then gripped my hips, violently pushing into me with a big, somewhat painful thrust. His big belly flopped over me and the revulsion factor of that excited me as he began to give me a hard fucking. All the time I was coyly sucking my thumb and protesting and getting progressively aroused. After three or four minutes of that he leaned over and began kissing and slobbering on my neck and shoulders, completely trapping me under his bulk and I felt so disgusted that I had a big orgasm, gripping the bedspread and shouting out: "NO DADDY! NO!" as I came.

After a couple more minutes in that position he spun me round onto all four sand savagely pounded me. I rubbed and rolled my hood as he fucked me while holding onto the heels of my shoes. His belly was resting on my back and his balls were making an obscene sound as they slapped against my sex with his thrusts. He put his hands on the top of my bum and dug his thumbs into my hips and roared: "I'm going to come in your cunt!"

This pushed me over the edge and when I began to orgasm he put one hand on the back of my neck and screamed liked he was in a horror film and emptied himself into to the condom shrieking: "YOU CUNT!"

Even though he had nearly half an hour of his hour, left, he cleaned up and dressed and went without saying much more than: "I really enjoyed that." Despite him being so repulsive, so did I in my own strange way.

Take: £160.

As my next appointment wasn't until 2:30 Geraldine and I had lunch (sent out for noodles). When my fourth client arrived I realised the George P. in the appointment book was actually the man I nickname Grandpa George as he is way more than 70 and always wants granddaughter role play. Today he wanted me to wear a flannelette pale blue and white pyjama top, white cotton knickers and nothing else. He said he would come into the room and punish me, finger me and then fuck me with some hair-pulling. He also said there would be gagging with knickers and asked if I had any: "Already soiled with vaginal secretions?"

Luckily I had the pair Dr. A. had made me soak and gave those to him. That seemed to arouse him more than a little -- even more so when he gave them a good, unsettling sniff. He asked if I would take a canning and I refused. I didn't like to say no, but I was very aware what Rosalind I. would want later and I couldn't face two consecutive thrashings with the cane. He was understanding, about the refusal, but I did say: "You can give me the hardest hand spanking I've ever had and make me think you are the meanest grandpa in the world though."

He went out onto the landing and when I'd dressed, came back in in full demon grandfather mode. He sat on the bed and pulled me across his lap. He made me smell my soiled knickers and said they were proof I'd either been masturbating or having sex with my lesbian friends. Either way grandpa needed to punish me. I gagged with the gag of my soiled knickers when he stuffed it into my mouth -- I had a left a very strong taste and smell on them.

Grandpa George then gave me an absolutely stinging over-knicker spanking for a few minutes, before pulling off the knickers I was wearing, finding them wet and substituting them for the original gag. The bare bottom spanking came next and it was exceptionally painful. I needed that gag because I would have been screaming from the blows. I was genuinely sobbing with real tears down the face when he began to roughly finger-fuck me and subject me a tirade of verbal abuse. He had two fingers curled deep into me and his thumb ruing my bum hole when I came to him calling me: "A filthy lesbian scrubber. A dirty little whore of a granddaughter."

He kept fingering me for a couple of minutes after I had shuddered and clenched around his hand during orgasm and then he put a condom on and took me on all fours. Not as vigorous as the previous punter, but very deep due to large cock and he kept a good pace for more than 10 minutes. I rubbed myself while he fucked me, feeling very controlled and dirty with my wet knickers gagging me and him pulling on my hair to force my head back. All this made me have another smaller orgasm.

After he came and had gone flaccid and plopped out of me, he then became 'nice' grandfather, telling me what a good girl I had been and rubbing ointment into my burning red cheeks. He eventually removed the knicker gag from my mouth and I thanked him for punishing me like: "The dirty little whore I am."

Take: £160.

Very conflicted about my last clients of the day and I got very nervous and irritated waiting for Rosalind I. to turn up for her two-hour booking at 4pm. She is one of those rare clients -- I mean she would be rare just be being a woman client, I've only had two others -- in knowing that I am aroused by being bought, aroused by being a whore and having to do what I am paid for. Sessions with her would be brilliant if she wasn't such a sadist. I had tummy-flips because I know she will physically hurt me and push me further than I want to go when it comes to the humiliation aspects of what she wants in her time. I sometimes want to protest about the inequality of her having to pay £50 and hour more to hire me as a woman, but then I remember she is physically repulsive and that she would cane me till I passed out if she could and don't feel like raising the point with her.

She turned up on the dot, dressed in a very expensive business suit/skirt -- Ridley I think -- and very nice jewellery. I still don't think any woman in their late 50s/early 60s should use L'Eau d'Issey as a perfume, but that is just me being bitchy. As is the fact, that she can spend a fortune on a look and it's still clear she has severe weight issues. I also don't get how she can have all that money and still wear her hair in the sort of Mary Quant cut that went out of fashion in the 1960s.

She said she wanted: "Schoolgirl vs. headmistress for the first hour with a cane thrashing and slave vs. mistress with a cane thrashing for the second."

I then did something I rarely do with regular clients and said no. I explained she was too rough, it wasn't fair on the client that came after her and it wasn't fair on me because she hurts me so badly I might not be able to work for a fortnight. She got into a right huff and said there was no point having a session at all if she couldn't give me proper thrashings. I held my ground and eventually she calmed down. She said: "You are lucky there aren't many lesbian spanking whores available otherwise I would go elsewhere."

I protested that I wasn't a lesbian and she said: "When I am paying you are whatever I want and you are a lesbian for the next two hours." That got me aroused and completely re-established her dominance.

She wanted me in the grey school uniform, plain cotton bra and knickers, but with a suspender belt and black, seamed-stockings. She had me put my hair in a pigtails tail and I wore black leather flats.

When I entered the room she was already behind the desk bending the senior cane. Her role-play spiel was that I had been caught cavorting in the back room of a pub with old men who were stuffing £10 notes into my stocking-tops, knickers and bra. She said: "You are a whore. You've brought the school into disrepute whoring yourself out to men like that in your school uniform. You'll have to be severely punished."

Even though I knew I was going to get a painful thrashing, I was a little bit aroused.

She very quickly had me over the desk for an over-skirt spanking, then an over-knicker spanking. Both were delivered with a lot more force than my male clients from earlier. Then she pulled my knickers down and made me count out two set of six spanks that were so hard I began to genuinely sob. All the way through this she called me: "A dirty little girl. A dirty little schoolgirl slut. A dirty little schoolgirl whore."

When her hand eventually went to my sex it was soaking and she then forcefully fingered me til I came powerfully while she shouted: "Take it, take it you dirty little lesbian whore."

She then made me clean my secretions off of her fingers, forcing her fingers into my mouth while pulling on my school tie or yanking my pigtails. Next I was made me feel her sex through her black knickers which were soaking, then undo her blouse and kiss and suckle her breasts. She undid my blouse and pulled my breasts free, rubbing her tits into mine commenting: "Look how big my breasts are compare to your little schoolgirl titties. Even when your a big girl you won't have them as big as mine. Worship them. Suckle them like your did your mother's tits when she breast-fed you."

All during this I kept thinking; "I was bottle-fed and even when I'm all grown up I won't be a bloody whale like you.'

After a few minutes of breast-worship, she took her knickers off and I knelt between her big, sweating, stockinged thighs and used my tongue to bring her off as she sat with her legs spread. She likes a lot of attention to her lips and me using my tongue to push into her before I begin to lick and suck on her clitoris. All the time I was servicing her, she held my pigtails painfully to control me. When she came she pulled my hair far too hard and clamped me with her thighs. I screamed out and I think she enjoyed that as she kept me in that position for longer than it took for her to recover from her orgasm. When she eventually stopped smothering me, she had me use my fingers and my tongue to bring her off again to another, smaller orgasm.

I remember her calling me: "Pathetic" before she bent me over the desk again. Then with my knickers down my thighs and my already stinging bottom exposed to her, she gave me 13 strokes of the cane. They were among the hardest I have ever taken and gave me raised lines and welts. I screamed and cried throughout the thrashing. I was incoherent and unable to count aloud by the end of it.

Punishing me badly clearly turned Rosalind on hugely and she made me get between her thighs again. It took a lot longer to get her off and all the time I was lapping at her and fingering her she was pulling on my pigtails and calling me: "A lesbian whore. A dirty schoolgirl whore. A degraded little cunt-licker."

This made me feel quite weird as I was very turned on by her words and yet my bottom was so painful that I also felt like sobbing. She eventually came again and had a little bit of a squirt over my face. While she was recovering her breath which was quite wheezy and ragged, she made me put her strap-on her. When I went to put a condom over the big black cock part of it, she got very huffy and tried to insist that it wasn't needed.

I got very cross and said: "I don't know where it's been, who it has been in. I won't be fucked bareback by a man and I won't let you do it either. It's either safe sex or no sex. Make your choice."

This put her in her place, but she was clearly not happy about it. I hate to top while being a bottom, but I have to keep myself safe. Everyone has to abide by the rules.

Once the condom was on, I was back over the desk for a painful and violent fucking. She pulled my hair to force my head back and was verbally abusive. Ever time she thrust into me she bounced off the welts on my bottom and so I was in a constant cycle of arousal and pain. After a few minutes where she made me sore and excited, she began to sodomise me with the strap-on. She didn't use lube -- except for my secretions and her spit -- and it was really painful going in. She then made me tell her how it felt, physically and emotionally to be sodomised by her: "Lesbian cock."

I told totally honestly: "It hurts like hell Miss. I feel too stretched. It's not lubed enough. I feel totally dominated. It always feels wrong and more dirty to take it in the bottom as it's meant to expel not take things in it. It always makes me feel dirty and owned to be fucked in my bum, but this feels really wrong. A woman shouldn't do this to a woman. I'm only letting you do it for money and that makes me feel even dirtier and more turned on."

I think it was the fact that she made me give a running commentary that had me so turned on. There was something electric about being sodomised for cash by the fat, old sow and admitting how it made me feel. After just a minute or two of this treatment, I brushed my clit lightly and had one of my post powerful orgasms ever during anal. I squirted so much it felt a bit like I was peeing. I think I as shouting: "Fuck my dirty schoolgirl arse!" when I came.

Afterwards, she made me clean the strap-on which was gross as it tasted of rubber and the bitterness of my bottom before taking it off of her. Then she face-sat me and pulled and pinched my nipples, slapping my breasts, verbally abusing me. She only stopped when I had licked her to another orgasm.

We took a little break between sessions and we both had a cup of tea and some chocolate biscuits. My bum was so sore from the caning and the fucking that I drank standing up.

For her second session, Rosalind had me dressed in black fishnet hold-ups, black lace bustier, black lace knickers and black, patent leather stilettos. She also had me put on a velvet choker a sign of being an owned slave. She told me to call her Mistress and to obey every order. She pulled a few toys out of her bag and put them on the bed.

Things began with a lot of lot of vigorous, enthusiastic kissing which I should have charge her extra for, but I let her have for free as I didn't want to come out of character in the role-play and because it was turning me on. She pulled my breasts roughly out of the bustier and began to rub me through the lace of the knickers till they were soaking. She then ordered me to take of everything aside from the stockings and the choker and crawl around on the floor.

As I crawled around she kept on calling me: "Slave" or "Mistress's fuck-pig". I'm not sure if it was the words or her tone that aroused me. Then she began to fuck me with the toes of her shoes. When I coated them with my secretions, she would push my head down and make me lick them clean. A few minutes of this had her very aroused and she bent over the bed and had me service her cunny from behind. She reached behind and pulled my head tight into her so my nose was in her bum-hole as I licked. She came very noisily.

One of the toys Rosalind had put on the bed was a black, 12-inch dildo in the form of a veined cock that had a long handle at its end. Once she had put a condom on it -- without any protest this time -- she made me felate it. There was a lot of gagging, but once I had polished it with my saliva for about five minutes and it was well-lubricated, she gave me a rough, deep fucking with it while I lay on my back. She made me rub my clit as she did it and kept saying: "Look me in the eyes you little lesbian whore. Look me in the eyes and come for me."