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Mentoring Britney Ch. 01

By: irxgbr



A few months ago, an old colleague asked me to look after the running of his pub while he went on a world cruise, his honeymoon. This was no problem as I was retired and had a fair knowledge of the trade from past involvement with a yacht club.

Having no other commitments, I was very pleased to have a diversion for a few weeks. It was a not very impressive house on one of the streets leading into town, neither a town centre nor an estate pub. Other than Friday and Saturday nights, one barmaid was sufficient although I did have to pull the odd pint if they got busy.

There were a total of seven girls working various sessions but my story concerns Britney who worked evenings Sundays thru to Thursdays. She was twenty-two years old and a very attractive brunette worn straight and long. She made a good barmaid being very intelligent and friendly and would have a conversation with any type of customer. I suppose you could have called her the perfect barmaid if she had dressed in a way that showed her shapely figure to more advantage.

During my first week there, we often had lengthy chats, as I said she could talk to anyone. I did not get any details about her personal life other than she was 'sort of' engaged to a boy she had been with since meeting at school. He was, apparently, going around the world 'to find himself' and she had no idea when he would get back. She still lived at home with her elderly parents, no brothers, or sisters.

I noticed she laughed off several attempts to hit on her, some crude some more subtle but all got the same brush off. On the Thursday, she was talking to the only customer, a real pain in the ass although she was putting up with him. I got out the way and sat in the office, next to the serving area, and concentrated on writing another erotic story on my laptop.

It was still early and I did not notice any other customers come in and after a while, Britney stuck her head in and asked me to go to the cellar and change one of the barrels. This only took me a few minutes coming back upstairs, I saw that she was reading my story. I did not make my presence known for as long as I could realistically take changing one barrel. I finally approached her and said, "Find anything of interest?"

The poor girl jumped out of her skin and nearly tipped over the desk jumping up, her face had turned bright red with embarrassment. "Oh! I am sorry that was very rude of me, I just caught a glimpse of what it was, and then started to read it, sorry." With that she, shot back to the still deserted bar and started filling the glass washer.

She was still looking very flustered but just then three customers came in and she got busy serving them. For the rest of the evening there was a steady stream of customers, Thursday was her busiest night and I did not get the opportunity to say anything to her. The times we did have contact she was friendly enough but her face did colour up on several occasions.

After we had cleared up the bar and she was on the way out the door I passed her a slip of paper saying, "I think you know me well enough not to think I am some sort of pervert, I just get my kicks writing fiction. Here is the web site address where some of my stories are posted, my favourite is 'We own a legal Brothel', you can have a read over the weekend. Please remember, it's just fantasy, don't be embarrassed reading it or for that matter scared of me."

She took the address and very quietly wished me goodnight and left. I was quite busy over the weekend and had virtually forgotten the episode until the Sunday lunchtime session when I remembered it. I hoped she would not still be embarrassed when she came in later because of all the girls she was the only one that I really liked.

I was very surprised when Britney turned up for her shift, not only was she earlier than usual, she was dressed much better than I had previously noticed. Her usual jeans seemed considerably tighter around her bum than previous, although this could have been down to the heels she was wearing. A silky blue blouse, with several buttons undone displayed a nice bit of cleavage obviously helped by a black bra. 

I had thought before that it was only her dress that detracted from her character to achieve the perfect barmaid persona. Standing in front of me was indeed the perfect barmaid, even down to a welcoming smile. I quickly considered three different responses, the first was to grab her throw her over the pool table and have sex. This one I discounted apart from the obvious reason; I was also far too old for her.

The next option was to tell her how fabulous she looked, the third, which I took, was to shut up and wait and see what she said. "Hello Ron," she then gave a twirl, "I see you like the look, are you lost for words?"

"I always thought you looked very attractive, but tonight you look downright sexy, you will have to fight off the customers tonight."

Her face did colour up a little as she walked behind the bar and said, "Maybe I don't want to fight them off. If you would like to buy your staff a bottle of vodka ice we have twenty minutes for a candid chat." While I got her a bottle and pulled myself a lager, I was watching this lovely young body stretching to open the bar shutters, very nice. We went and sat down at one of the tables, she was being very friendly, but I was intrigued what she wanted to talk about.

"I know I have only known you a week, but I find you a very nice guy and feel I can talk to you so easily. After I read your story, I did read all the chapters - twice, I was feeling so frustrated that I plucked up the courage to talk to you now."

I just smiled at her and said "I assure you that it does not need courage to talk to me, if you need an ear, or shoulder to cry on carry on please."

She took a deep breath "My story, from the beginning, Tom and I were together most of the way through school and just seemed to slip naturally into a girl friend boy friend thing. We were both always together and somehow, I honestly cannot remember how we agreed on no sex before marriage. The only time we got anywhere near was giving each other an orgasm with mutual oral after a practically boozy night."

Nearly everyone else at school seemed to be well at it around fifteen or sixteen years old, some earlier and I tried to change 'our' agreement on several occasions. He did get three hand jobs from me but did not even return the favour. Don't get me wrong I expect when he finally comes home we will probably marry and live happily ever after."

I could only sit there sipping my beer and listening, which is what was required I assumed.

She continued, "I am now twenty two years old, and still a virgin and quite frankly very frustrated. Over the years I have, literally, worn out several dildos – difficult as I live with my parents. Well, your stories seem to have brought my frustrations to the very top of my mind, even now out in the open."

I had to jump in there. "Sorry Britney, the real Ron is not into pimping although if I were I am sure we could make a fortune with your body."

"Oh no, definitely no, in no way could I become a prostitute – the idea grosses me out completely. I am not on the same wave length as your fantasy Chantal, selling my body is not on but I admit to needing to cheat on my very absent boyfriend."

I had to jump in again "I am not sure what you are suggesting, but please don't include me in any activity – I am far too old for you, you need to find a nice guy your own age."

"Sorry. This is not coming out very well. I need to have some fun, I do not want to find a lover; I just want to be fucked stupid with no ties. As your fantasy Chantal needed to catch up on wasted years, so do I."

I lightly took hold of her hand and said, "Other than supplying completely over the top sexual ideas for you to read, what do you want of me?"

"This is rather forward of me, I have known you for a week and am asking you if you could be two things for me. The first is as my guardian angel to help me keep out of trouble. The second is to be my mentor, there are several things I want to try, but I know I will need encouragement to actually achieve any of my aims. Without the odd push in the right direction, like reading your story did, I will just be too scared to try anything."

I took hold of her other hand and looking her straight in the eye said, "That is some strange request made by a beautiful young girl to an old fart like me. The guardian angel sounds fine but is a bit impractical because I can't be around all the time you are experiencing what you have in mind."

She nodded and said, "I know anything I get up to will be down to me, but a good friend to turn to if things get nasty is all I need. How do you feel about pushing me in the right direction?"

"Anything you do has got to be for the simple reason that you want to do it, I do rather like the idea of giving you encouragement when needed. Sounds like we could both have some fun, but before you start please remember that the sort of things Chantal gets up to are extreme."

Just then, our first pair of customers interrupted us, as she got up to serve them I said. "Well you are dressed for it, get flirting, and see what you can pull tonight."

She bent over, nice tits, and whispered "Lets keep it within reason, those two are even older than you – and thanks."

I stayed at the table and thought what a ridiculous conversation, while it sounded like fun I had no idea how things would develop. All I could do was play it by ear; all my fantasy stories had been based on the girl selling her body. This was different she wanted to give it away which did not sound difficult.

Things were already going in the right direction, these two guys were complementing on her sexy appearance, and she was accepting it with plenty of banter. As the evening progressed, the number of customers fluctuated between two and eight or so and she remained in a nice chatty and flirtatious mood. The drawback was that they were all older guys, not in anyway her type.

It was nearly ten o'clock; there were a few of the oldies drinking at a table, when a guy in his twenties came in and ordered a beer. I caught Britney's eye and smiled and nodded my head towards him, this caused her to blush slightly. She did lean on the bar in front of him, giving a good display of flesh, and said, "Am I glad to see you, all my customers so far belong in a retirement home."

I thought, good girl, she is definitely trying, and went into the toilets and invested a bit of cash in a couple of condoms from the vending machine. When I came out the pair of them were laughing, apparently getting on very well. I watched for a while and it was obvious that the guy was responding well, which was not surprising.

After she had to break off talking to him to serve the others I called her into the office and said "You seem to be getting into this alright, some advice from your mentor, tell him you have a boyfriend are not available for any evolvement, but hint that he is not around at the moment." I handed her one of the condoms and said, "Put this in your back pocket it may come in handy."

With out a word she slipped it into the pocket of her tight jeans and went back to continue her chat. I left them talking for another ten minutes or so and then went up to her and slipped a second condom into her hand and whispered, "Take him out to the backyard and give him a blow job." Her eyes went very wide with surprise and yet another quite deep blush crossed her face.

She turned to the guy and said, in a weak, croaky voice, "Come out the back, and show me that thing you mentioned just now, the boss will look after the bar." With that, she disappeared out the back closely followed by a very eager young man. The old guys did not seem to notice, too engrossed in their beer and chat.

A good quarter of an hour later Britney came back in, there was no sign of the guy; he had presumably left by the back gate. She was looking a bit dishevelled with her hair out of place and make up smudged but had a lovely smile. She headed off to the staff toilets while I served a couple more customers. As she walked away I saw that the outline of the second condom still in the tight pocket of her shapely ass.

When she came back in giving me a lovely smile she had to get back to work as several customers were now coming in. She was actually busy right up to closing time and after she had ushered them all out we got a drink each and sat down. She said "You are a very good mentor; I would not have had the nerve to do that without you telling me to. It did not do much for my frustration, although a nice tingle and lots of moisture down there.

"The guy, I don't even know his name, seemed very pleased, and filled the condom rather fast. We had a pleasant exchange of tongues both before and after and he left very happy with life."

I smiled and said, "I am glad I helped, that was a good, although small start, if you are still into taking instructions this is what you should do tonight. A complete shave down below, I am assuming that it is not already, and then a good session with your best dildo and plenty of finger work. You can imagine that he put it there rather than just in your mouth."

"Although the jeans look absolutely fantastic on you perhaps tomorrow a short denim mini would give better access." With that, she gave me a kiss on the forehead and said goodnight without any comment. I sat and had a cigarette thinking what a strange situation I had got myself into, a lovely young lady who was letting me tell her how to use her body.

When Britney arrived for work, early again, I could not tell if she had followed all my instructions, although nearly - the denim mini was very short. She was wearing a tight white blouse without a bra, showing very visible bumps from her firm nipples. Complete with nice heels indeed the perfect barmaid.

I got in first complementing her on her fantastic appearance and adding that she did not need my help to get fucked looking as she did. "I do look good, had nearly as much fun getting ready this evening as I had in bed last night. I followed my mentor's instructions to the letter; I even read a few chapters of Chantal, all the preparation has got me rather hot this evening."

"It looks like the only task I will have tonight is the make them form an orderly queue, you will have every man who sees you eating out of your hands." 

She said "Thank you kind sir, I want to go further this evening but I still think I will need a little push from you, and perhaps be allowed a few drinks to loosen things up." 

"My logical reply to that is I thought I told you to loosen up things last night, you must follow instructions. Of course you can have a drink or two and I wish you luck, have you still got your condom?

"Oh yes a lady always goes prepared, it's in my bag, I must get the bar sorted out now wish me luck."

She was very lively behind the bar and she looked so good I am sure any customer that came in stayed around much longer than they intended. I went and bought two more condoms and just kept an eye on her, a most pleasurable activity, waiting for a likely looking candidate for her next experience.

There was one older man who was being a bit of a pain but there was a guy, tall thin early thirties who she seemed to chat to with an extra smile. I noticed him go off to the toilet and quickly moved in, slipped a condom into her hand and told her to grab him and use the female toilet.

With neither a blush nor a comment, she smiled at me and followed him. Her sexy body walking through the bar did not go unnoticed, every eye in the room, they were all male, seemed to be following her progress. I think her absence was soon forgotten and in fact, several customers left during her some half hour absence.   I finally saw the guy come out and leave, he looked rather happy with life in general and I suspect Britney in particular. She came out a few minutes later looking much the same as when she went in other than her face and chest was looking a little flushed. With an apology for leaving me with the bar, she took over for the final half hour or so.

When we had cleared the customers, we sat down for our now usual chat. "I take it you have progress to report; it does not take that long to have a leak." Even after her nights work, she still looked fantastic.

"Progress yes, but I feel you should have been more detailed in your instructions. I got him in the ladies with me - that was not difficult, and offered him a blowjob if he would lick me out afterwards. I thought as I was taking him in my mouth that it may have been a better idea to start the other way around, but too late. I got him to fill the condom rather quickly, I do seem to have the knack he was most appreciative."

"I then sat on the chair and spread my legs presenting him with my now naked and very smooth pussy. Oh, he was good, he did not use his fingers, just a magic tongue lapping at my clit and curling into my pussy. He must have nearly drowned down there I was pouring juices, I have not had that many orgasms but that was by far the best yet. I was still recovering my senses while he cleaned up and with a cheerful thank you left."

She was looking quite hot describing her experience, obviously pleasurable. I asked, "So having gone that far why not let him fuck you?"

She looked at me and said, "That is what I need you for, my body needs it but I have difficulty in getting my mind to actually do it. If you had told me to I am sure I would have let his cock to be the first to use me, but you just said take him to the ladies."

I said, "You are a lovely person, is your mentor allowed to cuddle you?" She immediately got up off her chair, sat on my lap, and gave me a nice cuddle and a short kiss. "I am not sure what instructions I have for you; dress sense is superb so something similar tomorrow. I can only suggest some more exercise with your dildo, while you are watching these movie clips I have copied for you."

She got up and said, "Oh so the fantasy video clips do exist, I am sure I will enjoy, good night, see you tomorrow."

Tuesday she arrived as usual, looking her new superb self, same heels and denim skirt. Her blouse was a silky black and looser than the day before but did show plenty of cleavage. It was certainly one hell of a body she was now offering around. She said, "I watched your movies, it was all very well reading about Chantal's sexual exploits but some of those scenes must be physically impossible. I think I will ask my mentor to slow up before you try and get me to do a lot of those things."

"Hey, I have no intention of getting you to do anything what so ever unless it is what you want to do. You seem to have done enough preparation the last couple of days, are you game for a good fucking this evening?"

"If you let me have three or four vodka ice tonight, and we have a suitable partner, I am sure I will do as I am told." 

That evening was again rather busier, I am sure she was generating additional customers, and keeping them around longer. She latched on to an obvious candidate for taking her virgin pussy rather early in the evening; I noticed they were getting on very well. She even nodded towards him when she caught my eye but I just smiled and gave her another bottle, her fourth.

About half an hour before closing, I whispered to her "Perhaps you should tell him to hang around until we have got rid of the customers and closed up; I will find something to do upstairs." That seemed to be what she wanted and immediately went over and whispered something to him, which put a smile on his face.

When we had cleared, all except the guy out I passed Britney two condoms and said, "If you would like to take care of the last customer I must go upstairs to sort out the banking." In a lower voice, I added, "Make sure it's all the way, if that's what you want, the pool table looks useful for such things."


Mentoring Britney Ch. 01



I did go upstairs and left her to it, I hope she remembered to lock the door before she started. I had a rather long wait, at one point I am reasonable sure I heard a scream, I assumed it was pleasure but did go down and put my ear to the door. The noises I heard confirmed it was definitely pleasure and I went back out the way.

Finally, she called me down; the gorgeous creature who had what could only be described as a well-fucked look greeted me. "Thank you so much for all you have done to make this evening possible, Christ I enjoyed that." At this point she wrapped that lovely youthful body around mine and gave me a very full on kiss. "You have given me the courage to experience what I have been missing, real cocks are so much better than plastic ones."

Well there was no way I wanted to finish this cuddle, a certain part of my anatomy had certainly taken note but I said "So the beautiful Britney is no longer a virgin and seems very happy with the change, did you use both condoms?"

"I always do as my mentor tells me, as soon as you had gone I lay on the pool table, told him to get the condom on and come aboard. I was very well lubricated already, had been dripping in anticipation most of the evening. I don't think my first fuck was particularly gentle, he had been on heat for several hours as well, but it was damn good, I expect you heard?"

"Yes your guardian angel did hear a scream, I listened at the door for a minute or so but got the impression that it was not a scream you wanted me to interrupt. I gave you two condoms; I hope you took the hint." She was still cuddling me and I got another kiss, bloody hell my jeans were tight.

"After I recovered enough to speak I thanked him and offered another go if he would like me to wake him up with my mouth. He put on a fresh rubber and I again practiced my newfound talent, it did not take long for his nice cock to be hard and eager again. This time I stood bent over the table and he gave me a much longer experience from the rear. I am not going to rate which one was best, they were both equally perfect."

I, ever the gentleman, gently untangled my body from hers and said "Homework, this time from your guardian angel, you have now had a good fuck so think carefully about settling down, you have had your fling. Do not answer that in the state you are in now, sleep on it. I had better drive you home now, you have had too much too drink."

After I dropped her off and got home, I sat there thinking that this situation may be relieving her frustrations but it was causing me to walk around with a hard on most of the time. I think I could keep my feelings under control because she really was far too young for me, but it would be nice to get a share of the action.

The following night, Wednesday, in walked the gorgeous creature, wearing a white on the knee raincoat and heels. She said "Hang on I will give you a twirl when I have got the coat off, two reasons for the coat the main one was that I had to come down on the bus, we left my car here last night. The other reason my parents have been wondering about my changed image, I blamed my new boss insisting on more attractive staff."

She took off her coat revealing a tight white denim dress, breast pockets and a full-length zip loosened to show some nice cleavage. "Assuming you did your homework the outcome is obvious but please tell me the thought process that got you there."

"Sorry, I did as you said and considered the options but the decision came very quickly, I am having far too much fun to stop yet. I admit that I am amazed how far I have got in a few days; it is all thanks to you and would love you to continue. I do still need my mentor; my mind does require a final push to actually do anything."

"You are more than welcome; I will keep it up as long as you and your perfect body wants to. Tonight no alcohol for you, just to make sure you know what you are doing, and a quick question, Are you on any birth control? Condoms are not perfect."

"Yes, thank you my guardian angel, have been on the pill for ages, such a waste, but my doctor prescribed them because of heavy periods years ago. You are a little late asking that question, last night that lovely cock was covered but as you say they can split."

"My apologies for the tardiness, I have got another question for you, you are so fantastic that most of your guys are certain to come back for more. Entirely up to you but I would recommend that you give them a 'sorry love, once in a lifetime experience' brush off."

"That is, as usual very good advice, I have got one problem with it though. I need to have a date for Friday night, want to go clubbing, so I might let someone have a second go if I like the sample."

"Yes that sounds good, you are also very welcome to bring him back to my house after the club, and the bed in my spare room is much softer than the pool table."

We were than interrupted by our first customers so she said, "Thanks for that offer, sounds excellent." she then took her lovely body behind the bar.

It was a fairly busy night but I noticed quite early a likely candidate to give her some action and went off to the condom machine again. I was spending rather a lot on these damned things and not getting any action. I went behind the bar and slipped her the condom and whispered "Time for a break, why don't you go out to the back yard and see if he his suitable for a date on Friday."

She did answer. "I will give him the opportunity, his equipment will have to be good though, he is a right prick." He must have been it seemed to take him ten minutes to understand what was on offer but they finally disappeared out the back.

Britney was back working after a while and managed to whisper to me "That was rather nice, but in no way could I spend a whole evening with him." Although I was carrying around another condom, no other suitable prospects appeared to take her fancy. At the end of the session, we sat down and each had a drink. She again said thanks for my help and we both hoped to be able to find a suitable date for her the following night.

Thursday night she arrived as usual with her sexy body covered in a similar short dress, this time blue denim with buttons. While I was investing in condoms, she must have blown at least a week's wages on new outfits so far. She said "Hello, is my mentor going to find me a date for tomorrow than?"

"We should be able to; the youngsters come in on the way to town on a Thursday so we will probably have some choice. I take it you are still keen for some action than?"

"Yes, my frustration was brought to the surface by your stories, reinforced by your movies, and confirmed by the action I have had so far this week. I do not think I am addicted like your Chantal yet, but I sure am finding sex a very satisfactory experience. I still find it hard to justify to myself what I am doing and like the way you give me a push, you are welcome to push a little harder if you like."

With that comment, she went and lifted up the shutters and generally got ready for a busy night. We had a good number of customers during the first couple of hours, perhaps a few possible but no obvious choices. Then three very fit lads only a year or two older than Britney came in and she obviously enjoyed all three hitting on her. She had mentioned that she wanted me to push a little harder so I went and purchased three condoms. I also made a mental note to get the machine filled up, seemed to be doing a good trade of late.

Around ten minutes later, I saw she was free enough for me to call her into the office for a quick chat. "You seem to be getting on with those three, offer a competition for a date for tomorrow night. The one that gives you the best fuck gets a proper night out with you." With that, I handed over the three condoms. 

She took them and did blush "Oh shit, I said push harder didn't I, better do as my mentor tells me." She took that lovely body back to the bar to offer it to three guys. She spoke to them in a low voice, which I could not hear and was very soon, asking me to look after the bar. I ended up taking care of the bar for just about a full hour, sexual frustration, cost of condoms and hard work.

Finally, I saw the third guy return, all three were happy and very loud waiting for the result. Britney came back in and headed for the staff toilets, the only sign of her activity, apart from a rather creased dress, was a glowing and sweaty face. I met her on the way out and asked "Which is the lucky guy than?"

"I know who the lucky girl is, those were three good fuckers. I rather like working here now – such a considerate boss. I can't choose between them all three gave me a lovely orgasm even though I was just leaning against the wall."

"For making me work half your shift I ought to tell you to take on all three together tomorrow night. How about one each on Friday, Saturday night, and the third you will have to get him to buy you lunch on Saturday. You are welcome to the room anytime you need it. Remember to tell them it is a once in a lifetime offer, you have a boyfriend."

I had to go and take a leak, and I did buy her a dozen condoms for the weekend, I must lay on a bulk supply. She had presumably sorted out their batting order as the lads had gone when I came out, in fact only two customers left and they looked as though they were leaving.

Between us, we got the end of session chores done very quickly and sat down with a drink. "Oh Ron, you are such a wonderful person helping me out like you are, I don't know how to thank you." This fantastically sexy young girl was sitting there dressed in a tiny denim dress and high heels and she had to wonder how to thank me?

"I take it you feel that this evening went rather well?"

"You noticed, my remark earlier about giving me an extra push, I did not exactly have three guys in quick succession in mind at the time. Thank you for the push they did wonderful things to my body, and you have me fucking for the rest of the weekend."

I passed her the condoms and asked, "Do you think a dozen will be enough? You had better follow me home to pick up a spare key and have a quick guided tour; it will have to look like you know where you are."

She looked a little worried, "I hope my mentor is not telling me to use all these, that is four from each guy – it will be nice trying but I doubt they are up to it."

"That last comment, are you sure you still need me to push you into things?"

"Oh yes, if you don't mind, it is all down to you my busy weekend and the three fucks tonight would have just been a fantasy with out your suggestions."

"I almost forgot, your weekly pay packet containing £130 net of deductions." I passed the envelope over to her and said, "If you had charged your guys as little as £20 for a blow and £50 for a fuck you would have an additional £290 to add to that."

She stood up and said, "Enough of your fantasies - lock up and I will follow you home."

She followed me home and I showed her the room she could use and its attached bathroom. She was very pleased and kept saying how grateful she was and the intensity of the kiss and cuddle I got as she left just about split my jeans.    

Thank you for reading this far, I hope you enjoyed this first chapter, the rest will be up quite soon. If you liked the story please take a moment to vote, and I like to receive constructive feedback



Mentoring Britney Ch. 02



The beautiful young Britney was due to take one of her conquests out clubbing on the Friday night as instructed by her mentor. If you do not understand the previous sentence, I recommend you read chapter one of her story. As a brief memory jogger for those that did read it, I dabble in writing erotic fiction and Britney had seen my stories, she was very frustrated sexually and I had been assisting her in broadening her limited experience.

On Friday I kept an eye on my friends pub, they were on a world cruise, and managed to be locked up by half eleven and drove home. As Britney lived with her parents, I had offered her the use of my spare room for her sexual experience and expected her back after the clubs finished around two o'clock. When I pulled up my house lights were on, the randy girl, she must have preferred sex to clubbing.

Although I could not hear clearly what was happening in the bedroom, it was apparent that the occupants were very active on at least three occasions. A taxi pulled up at around two o'clock and the guy, obviously not offered breakfast, left. I had to wait until the morning to get any details of what happened.

I was sitting in my kitchen having a morning coffee and cigarette when this beautiful creature walked in, wearing just a rather short dressing gown. It was not in anyway transparent but she had belted it tight around her waist and it did not hide the shape of her lovely body. I wished her good morning and offered a coffee, which she accepted and perched on a stool across the table from me.

"I hope we did not disturb you too much last night, we did seem to get a little noisy a few times."

I told her not to be stupid; she was welcome to make all the noise she wanted, that was why I gave her the use of my spare room. "My mentor should be rather pleased with me, we had a few drinks in a couple of pubs but I convinced him that it would be more fun to come back here than to spend time in a noisy club. He was not hard to convince and he used my newly liberated pussy three, very pleasing, times."

"Although you are very welcome to use the room anytime you want to I think my duties as mentor seem to be over, you are doing very well on your own."

"No Ron, you cannot stop, I am having so much fun doing exactly what you tell me to do. If you stopped I would have no mental excuse and would just slip back into being the frumpy Britney you first met." 

I took hold of her hand on the table and said "The original Britney I met was a very nice person, are you sure that she wants to be a total slut?"

"I hope that does not mean you do not think I am nice anymore, I am just enjoying my body while I have the chance. I expect I will settle down one day but in the meantime you can continue encouraging me to have some fun."

"You are still a very nice person, with a much happier smile on that lovely face in the last few days. As your mentor I had better point out that you are running a little bit behind target, a dozen condoms divided by three guys is four each."

"Hey that's not fair, it's the guys fault, I could have managed plenty more, but he gave up on me. Talking of which I had better have a bath and get ready for my lunch time date."

Sometime later, she came back down dressed in a low cut white t-shirt and a very short white mini with a grey and black pattern. A nice pair of white stiletto boots completed a sexy look, which was not over the top for her age. I complemented her on a perfect appearance and offered to drive her into town. It actually needed two trips as on the first we collected her car, which she had left in town the night before.

I think slut was the correct description for her; she was due to meet him for lunch at twelve. They must have had some fast food because they pulled up outside in the guys car well before one o'clock. They, of course, went straight upstairs and I heard nothing more until the guy drove off around half two.

The lovely body came down the stairs; I was watching from the hall, she did have fantastic legs. "I think if my mentor gives me high targets to meet, he should supply Viagra as well as condoms, I only managed two from him. I am not complaining about the quality just the quantity."

She gave me a kiss on the forehead and said she was going to have a shower and would then show me the dress she was going to wear clubbing. Sometime later, I heard the click of heels coming down stairs, I sound I always found erotic.

While appreciating that I am getting old and she was only twenty-two, but the dress she was wearing was downright rude. A simple black number, which covered virtually nothing, the front, was open to below her navel and showed half of each tit, just managing to hide her nipples. She turned around and the only part of the dress visible was the very short skirt and the loop of material around the back of her neck.

Black four-inch court stilettos, a small black handbag, and a nice pair of gold loop earrings completed the look. "I am completely lost for words; if you are going out looking like that I suggest either a gross of condoms or a very big stick to beat them off."

She took hold of my hand and placed it on her virtually naked left boob and said "Your jeans look very uncomfortable, hasn't my mentor got any instructions for me? We would probably not need a condom but could count it towards my target."

"Thank you for the thought, but that is not part of the deal I am very happy just helping you out, I am far too old for you." I was managing to make the correct sounds but my cock was just about bursting and I admit that my hand was getting quite personal with the underside of her boob.

She snuggled her almost naked body into mine and said "I realise you cannot tell me to do this so I am asking you to take me to bed and fuck me. Why not, you have been so good to me and you are a much nicer person then all those guys that you have encouraged me to fuck."

I am only a mere male and with her hand stroking my crotch, I let her take me up to her bedroom. Getting into her room, she wrapped a leg around my leg and we gave each other a long kiss. "Your mentor is going to say again, this is not necessary, what do you want with a dirty old man when you can have any man in town?"

"Please fuck me, you may not be able to manage the vigour of some of the lovely cocks I have had but I bet your experience will make up for it." She slipped off her dress, lowered her little black thong to the ground, and stepped out of her heels. The body presented for my lust was absolute perfection, unblemished, high firm breasts with small brown areola tipped with fairly large firm nipples. Her whole body shape was flawlessness, completely hairless with a very nice pussy, well proportioned and symmetrical.

"Right, thank you, now from experience I suggest you slip your heels on again and lay across the bed with your legs apart and your feet on the floor. You may find it enjoyable if you play with your nipples while I snuggle up down below." I, rather reluctant to display my body next to such perfection, stripped off and knelt between her legs.

I gently toyed with her clit with my tongue, coaxing it out from under its hood. It obliged very quickly growing to push itself clear of the hood and taking on the appearance of a cute little penis. Every time I drew my tongue over it, her body gave a little shudder and she was making pleasurable moaning noises. I slipped a finger into her pussy, I did not have to worry about lubrication she was soaking. 

While maintaining my licking around the firm clit I slipped a second finger in and did a little exploration. I had a clue when I found the spot I was looking for; she leapt backwards and let out an almighty scream. Her legs closed up and her knees hitting my ears actually hurt me. I then saw the best example of female ejaculation ever, she was gushing.

Britney lay shuddering for a short while but had the energy to push my head back in place on her clit. I took a breath and went back in again licking her engorged clit and slipping three fingers into her soaking hole. I could not wait much longer so while not actually biting her little nub I pushed it hard into my upper teeth with my tongue and pulled back my head.

This gave her another similar orgasm, which I followed up as fast as I could by swinging her legs around onto the bed and sunk my rigid cock into her. It had been years since I had been in this position, it was heaven. I grabbed a tit in each hand and went at it as if I was twenty years younger. I managed a surprising number of long deep thrusts but finally dumped a good load of cum into her lovely body.

After my release, my body reminded me of the condition it was really in and I had to lay there supporting myself by my arms and taking very deep breaths. The fit young girl my now shrinking cock was still in was in nearly as bad a state, covered in sweat and panting. I eventually had enough energy to slump down beside her and give her a light kiss on her shoulder and whispered "Thank you."

"It is me that needs to say thank you, three orgasms all of which literally blew my mind, I have never experienced anything like that before. I have been enjoying sex all week but those young lads have got nothing on you."

I took the opportunity to play with one of her lovely boobs and said "You now know what you are capable of, don't be afraid to tell them what works for you and what doesn't."

She said how wonderful she felt and went off to have a shower; I just lay on the bed feeling both satisfied and knackered. Before she had finished I got dressed and had even changed her bedding, it was soaked. She came back in still naked, although she had put her heels back on, a very considerate girl. She collected up her thong and dress and was soon ready to go out again.

It was nowhere near time so we went to the kitchen and both had a cigarette and a coffee. She said "That was superb, so much nicer when I felt the cum pumping into me, pity I had to shower. Will my mentor allow me to count that as three condoms towards my target?" 

I just gave her a grin and said, "Stop cheating, my old body only managed one climax, the amount of pleasure your body gives you does not count. I hope you have a fit guy tonight you are only halfway through the dozen." I was not really expecting her to get him to manage it - that was more than twice what his mates had achieved.

She insisted on getting us something to eat, only sandwiches, and her semi-clad body wandered around my kitchen. She was so erotic yet seemed completely comfortable, such a change from when I first met her. We had a couple of hours chatting away together; she was a very clever girl, wasted talent only working as a barmaid. We did agree that she probably choose the work, subconsciously, to enable her to meet other men and flirt.

Later I dropped her into town; they were meeting outside one of the larger town pubs. She looked impossibly sexy as she ran up to her date and cuddled him, although her attire was not out of place. There were a large number of half-naked females walking around, I wish I were younger.

I went back to look after my mates pub, just a lot of older guys, he ought to try to spice it up a bit. I had an average evening and went off home and was in bed just after midnight, I was reading when I heard a taxi pull up outside. It was about half-past one when two obviously drunk youngsters found their way to bed.

During the next hour, there was a lot of noise from her bedroom, not clear enough to hear exactly what was happening. The guy was obviously kicked out again, after an hour; I just thought that in no way did he manage six loads in an hour. I turned the light off and went to sleep wondering what the morning would bring.

I was out of bed by nine o'clock but I tried not to disturb Britney who I heard in the toilet around half past ten. Her beautiful gown clad body came downstairs but she did look rough. She complained of a serious hangover and was happy to sit and sip at a black coffee.

She finally got around to telling me about her evening. "I did have a fun night although I drank far too much to remember all the details. As I expect you heard I brought Bob back here and he fucked me twice, he was actually rather good but that could have been because I was naughty." She put out her hand to mine and drew it under her gown to feel her pussy, "I think it feels messy down there."

Pulling her gown up she showed me her lovely pussy, which was looking rather red, but of more interest was the amount of cum that had dried dripping down her legs. "I intended to get him to use condoms but the two I put on the bedside table are still there. I was too far gone to remember if we just forgot, or maybe I encouraged him to go bareback, I have no idea what happened."

I gave her a cuddle and said, "Your guardian angel is very angry with you, that was so stupid; you have no way of knowing what nasties he has given you."

"I know, that is the trouble of so much drink these days, I expect half the girls are in the same condition as me this morning. A horrible headache and little memory of the night's activity, I had better go for a check up at the clinic Monday morning."

"I will go and have a shower, clean up this mess, and then I can tell my mentor about my evening. I was quite good from his point of view."

A lot later she came back down, she was wearing just a white t-shirt and her denim mini. "That's better; would you like me to make you some breakfast?"

I said, "That would be nice, then you can explain your failure this weekend, if he only managed two I make it that you were four fucks short of target. Don't take me serious I know it was an impossibility, have you enjoyed your weekend."

"I have enjoyed everything that has happened; I have a lot to thank you for. However, please do not underestimate my ability to follow instructions, my mentor told me to fuck a dozen times this weekend. I knew there was no way I could get Bob to provide all six so I had to do something about that. I persuaded him to round up three mates when we were in the club."

"In very quick succession he and his three mates fucked me while I bent over a vending machine at the end of a dark corridor. The bouncers got rather annoyed and, fortunately we had finished, threw us all out. I expect if you had given me a higher quota of condoms I could have persuaded the bouncers to let me stay." 

She put my breakfast down in front of me; I said "I have created a monster, a very beautiful monster; I think a dozen in 48 hours should mean you have caught up on your lack of experience."

"Please don't give up on me yet, you have supplied the stories and videos. Based on those I still have many things to experience. My mentor will have to persuade me to broaden my experience a little this week. I am also going to ask you, without any silly arguments to increase my count for the weekend to thirteen, its ages before I have to go to work."

I did not have the moral strength to argue, if the opportunity is handed me on a plate why should I not take it. She was a consenting adult even if a lot of years younger than I was. After we had finished breakfast and had an additional coffee, she took me up to her room and requested that I tried to clear her headache.

"I am still a little apprehensive, I don't think I really should be doing this, but strip off and kneel up on the bed please." She gave me a rather frightened look but was stripped and in position in no time. Her lovely ass was presented to me, she had her arms folded under her chest and had bent her head looking back at me.

I stripped off and got up behind her and putting a hand on each cheek bent over and gave her a long kiss on the nape of her neck. She seemed to appreciate that but then I knelt back and told her to just relax and enjoy. I slipped just my thumb into her pussy and searched around for the right spot, it was as far in as I could manage, then bingo.

I could feel the bump of her, to some mythical, G-spot and started to gently massage it with a small circular motion. I was in the right area as I could feel it puff up and get harder, I increased the pressure and said "Mentor says relax and go with it." I kept up some hard pressure and after about a minute, she had what was obvious one hell of an orgasm. Her eyes where tight shut, her mouth was open panting for breath, and her whole body was twitching and dripping sweat.

I just held my hand in position for half a minute, letting her relax, and then went at the same spot even harder. This brought her right back up again in no time, and pausing again, I let that one settle down. I then held on to her waist and pushing the spot very firmly kept up the pressure and held her screaming with pleasure for what must have been a full minute.

It had not been any real effort for my old body, but she just lay on the bed like a wet rag, completely exhausted. I gave her no rest and turned her over and used my tongue on her very erect clit, it was soaking down there. After I got her trembling again I plunged into her pussy and went at it like a teenager again, life was fun these days. She was cooperating well with her lovely young legs wrapped around my waist, I was glad that my old equipment took sometime to finish. After I did pump a load in I flopped down beside her and she cuddled her lovely body against mine, but was still in no condition to get out any words.

After a few minutes, I untangled myself and stood up "Thank you for that, you are learning nicely."

She managed to sit up and say "What the hell did you do to me that was completely unbelievable, my body has been giving me pleasure of late but I never thought those feeling were possible. I want to move in with you."

"Don't be stupid, you will have to make sure that you teach your eventual husband how to use your body properly."

"Don't worry I was not serious but I do like you teaching me, perhaps you better point me towards some older guys, experience is obviously much better than youthful vigour. It feels lovely having cum leaking out again, but if I caught anything last night now you have it as well."

"That is the problem with sexually transmitted infections; they can spread rapidly, especially when sluts get too drunk to know what they are doing. Don't worry about me though, there is much worse already wrong with my old body."

"I will argue with that, you have proved to me your body is in full working order. I am not sure you have left me with enough energy to come to work tonight."

"Don't you dare let me down; you can't expect me to keep you pleasured during the day and do your work in the evening. Do you think the slut we have released really needs anymore mentoring?"

As she got up and headed for the shower, she said, "Plenty of things I need pushing into doing, your stories are very descriptive. With each push, you seem to give me new sensations, please, pretty please, push me harder. 

Thank you for reading this far, I hope you are enjoying the story, the rest will be up quite soon. If you liked the read please take a moment to vote, and I appreciate constructive feedback.



Mentoring Britney Ch. 03



While she was in the shower I sat and had a cigarette, thinking what I could 'push' the beautiful Britney into next. I knew she had liked my fantasy stories, and even liked the hardcore videos I had given her. She had read about all the extreme sexual activity and made no comment about anything being off limits, now she was saying 'push her harder'.

In just one week, she had progressed from virgin to what can only be described as a slut. I had lost count of the total number of guys that had given her pleasure, it was well over the dozen already. Despite my best efforts to decline, I was one that had given and received pleasure.

The next target was, as I expect she realises, her equally virgin ass. I would perhaps take things slowly for a few days, to make sure she is still keen and then set about her little hole. I had just come to that conclusion when the lovely young body was standing in front of me again. She was completely naked, except for her heels, she is a very attentive slut realising what pleases a particular man.

"I hope you are not standing there expecting me to leap on you again, you need enough energy to work this evening. You should go home now and I will see you when we open up." She agreed and got dressed giving me a huge thank you kiss and cuddle on the way out.

Britney arrived at work as usual, looking nice in her short denim mini and tight white blouse that showed her nipples off well. We opened up and had a very slow night, just the odd older fellow, or two coming in having a quick pint and leaving. It was getting close to closing time and I, and possible Britney had given up hope of any action. Just in time in came a guy on his own in his late forties, she started to chat away to him and caught my eye and smiled.

The little slut, I was not going to suggest him, but she seemed to like the idea. I went into the office and opened my gross carton of condoms, it was silly buying them retail so I had ordered bulk supplies from the web. Taking one out I went over to her and whispered, "You look as though you need this, use the alley, and let him have your pussy." 

Having entertained him and closing up we sat down for a drink and cigarette. She said, "He cut that a bit fine I was thinking I would not get any action tonight, nice guy." I obviously caught her mood correctly.

"Don't you think you have managed enough action this weekend, I was going to ignore him until you looked at me so eagerly?"

She stood up preparing to go and looked a little reluctant when she said, "I thought I was due to be pushed harder tonight." She then gave me a quick kiss and left.

Monday evening she turned up, early, dressed in her denim mini dress, looking as sexy as usual. "You naughty pupil got checked over at the clinic, so problems, still in full working order. They did get a bit personal both with questions and with my body, if I need to go again my mentor will have to tell me to, I do not fancy doing it again. They tried to horn in on your job, gave me four sample condoms but no instructions on what I supposed to do."

"If you did not like the experience there is a simple answer to that, either give up your game completely or don't get too drunk and forget the condom. You had better keep your four samples for emergencies."

"So, what would my mentor like me to do tonight?"

I took her hand and asked, "What has the beautiful Britney got in mind?"

She just looked at me and after a lengthy pause said, "No, it does not work like that; my mentor has to give me instructions."

"Come into the office with me, I have something to show you." I had a box containing a large tube of lube, a rather small size butt plug, and a disposable enema kit. Her lovely face turned rather red as she picked them up and put them back in the box and picked it up.

"I have got to go off to the ladies for a while, can you open up for me please. Thank you my clever mentor." She, still blushing, gave me a kiss on the forehead and rushed off.

I had opened up but no customers had arrived when she came out of the toilets and walked across the bar towards me. She had on her highest heels but I do not think that was the cause of her delicate walk. "How long have I got to keep it in, I have got to work you know?"

I smiled at her and got a very worried look when I said, "Just as long as you like, I have a larger one to replace it when you want to take that one out."

She did not say anything else and came around behind the bar just as three customers came in. She served them in her usual friendly manner and was moving around apparently without difficulty. For early on a Tuesday business was brisk and she was kept rather active.

After a little over an hour, she whispered to me "Please may I take it out and apply some more lube, it is a little sore. I have to admit to plenty of lubrication in my other hole though." I just told her she could go and take it out; I would let her know what was next later.

Britney disappeared for a few minutes and came back in looking quite relieved, she continued behind the bar for another hour or so. I then noticed she was talking quite happily with a guy in his late thirties. I called her into the office and handed her a condom and said "It's pouring with rain; I think you had better bring him in here." 

She took it but was looking very worried, in fact, she was trembling slightly. "Don't look so worried, just give him your pussy, here have another condom and see if you can suck out another load if he deserves it." 

She went back out and after a few minutes asked me to look after the bar. I know she is extremely attractive but it was surprising that every man she had propositioned had accepted, so far. After a rather extended session, they came out, the guy bought another pint from me, and she went and cleaned up. She then took over and was chatting to him as a normal customer; he actually remained until closing time.

When we were sitting down for our end of evening chat, she said, "Thank you for that, I was not ready to go any further. I did get a nice fuck and some pleasing mutual oral from him in the office. He was a bit clingy talking afterwards though,"

I gave a little grin "I think you have a clue how things are going to progress, if you want to. For homework take the plug home and slip it in, using plenty of lube, do it a minimum for six times at different sessions."

With that, I got a kiss and we both went home. My moral position was slipping; I was trying to figure out how, if any one was going to, it could be me to take her virgin ass. I would have to make sure we kept the training going until the weekend.

Britney arrived for work wearing her white denim mini dress, looking as ravishing as ever. I asked her if she had followed instructions. "I always do as you tell me, once last night and five times today. I admit to using my fingers for a little stimulation around and in, my other hole at the same time."

I thought, it's only Wednesday and she is getting into it a little too fast. "I think you ought to slip it in for a bit longer this evening, tomorrow me will try the larger one." She said Ok and went off to the toilets.

She was quickly out again and walked behind the bar showing no sign of discomfort at all. Before any customers arrived, I did go and push her cheeks together and asked if she was comfortable. "Very nice thanks, especially when you do that."

A few customers came in which she served very happily but we both noticed her conquest from the previous evening arrive. I said to her "He could be trouble, quickly remind him that it was a once in a life time opportunity." She had a quite chat to him while serving him a beer and things seemed all right, in fact, he left after downing his pint.

She had a steady, but not busy, flow of customers for the next two hours until I suggested that she should go and take her toy out. She said thanks as it was a bit awkward working with it in. The rest of the evening presented no possibilities for her pleasure and it was nearly closing time when the guy came in again.

Britney said, "I will have another word; I may need your help though if I can't get rid of him, at least he does not look drunk." I watched as she went and talked to him, she did not get him a drink. I could not hear the conversation but he seemed to be polite and she was talking to him normally although it did involve her shaking her head 'no' rather a lot.

I then watched as he counted out, slowly, four twenty pound notes onto the bar in front of her. She blushed, and stood looking at him, lost for words or contemplating the offer? This was entirely her decision, not one for her mentor.

They stayed looking at each other for long enough for me to conclude that she was thinking over the offer. She did look in my direction several times but Britney saying, loudly "Get out, and take your money", ended the silence. He did leave without any fuss and even said sorry.

He was the last customer, but Britney did not seem eager to talk to me and busied herself sorting out the bar. Before she closed the till, I bought a beer and a vodka ice and went and sat down at our usual table. She finally came over, sat down, and said, "I think he enjoyed his experience last night."

She was not mentioning the money but I wanted her to tell me her thoughts "I am sure you could say that about any gentlemen that has the opportunity to use your body."

"I did make the right decision; I am a slut not a prostitute."

I took her hand and squeezed it saying, "I am a little surprised that you say you had to decide between being a slut and getting paid for the same thing."

She blushed again and replied, "You have just summed up the problem; both choices give me a good fucking; only one leaves me with money. With that £80 I could have bought a couple of new outfits."

"Sorry, that decision has nothing to do with your mentor's job, as far as your guardian angel is concerned, prostitution is a dangerous game." 

She smiled, but still blushing said, "I think I had better leave now, but I will say that the danger is no different taking a guy into the alley and getting paid or doing it for free."

"I think we had better end this conversation, perhaps if you had been fucked this evening you would not be thinking stupid thoughts."

She did give me a kiss and leave without further comment. I thought I had done my guardian angel role rather well, although she did raise the same point as I was thinking.

She arrived for work the following evening, her last shift of the week, in a nice tartan mini skirt and tight blouse. We did not mention the last discussion but she was obviously still wanting some action. "I have a new present for you, a new plug; it is both wider and longer but made of very soft material. Would you like to go and, using a lot of lube, slip it in place?"

With a "Yes sir" she immediately disappeared and was back after about ten minutes saying "Thank you for my present, it was a little difficult getting it in that last bit, but once it snapped in the final bit it feels nice."

"I hope we can find you a guy, or more, for tonight – perhaps someone for you to invite over tomorrow night." 

As she went over to start preparing for work, she just said, "I hope so." It was a very busy evening and she was kept on her feet all the time. I gave her the opportunity to go and either take it out or if she preferred just reapply, some lube after an hour or so. Her little hole was obviously nearly ready as she took the second option. Sometime later she indicated a guy who she presumably fancied, around thirty although possible older.

I whispered to her, slipping her a condom. "Go and remove the plug and invite him out to the alley. Only let him use your pussy, but if you want to, invite him to take you out tomorrow evening." After a rather long time, with me having to work hard, she came back looking very happy. She did whisper to me that she had generated rather a lot of lubrication of her own and should she put the plug back in, I said no.

After we had cleared up and were sitting having our drink, she said, "I have had a nice evening, was feeling very randy walking round with that thing in my ass. The guy relieved me very nicely, I was dripping. I take it my mentor would like me to drop around to his place tomorrow afternoon?" 

I said, "Yes that would be nice, we could have a coffee." She gave me a kiss and agreed that a coffee would be nice. We obviously both had more than coffee planned.

Just after lunch the following day the beautiful young girl arrived on my doorstep, she was wearing the same tartan mini skirt but with a blouse tied under her boobs showing off a large expanse of belly. I told her she looked more attractive every time I saw her.

"Aren't you going to put the kettle on, I thought I had come around for some coffee?" She then wrapped that fantastic body around me, gave me a long kiss and said, "I know my mentor will not suggest it but the obvious next stage of my journey in sexual experience is too lose my anal virginity. You have prepared me enough to have the courage to ask you to take it. You deserve it and from your expertise last week I am sure that it is best for me."

"Thank you, I am only here to please, have you got the plug in now?" She looked rather fluster and told me she had not and apologised. "Don't worry you silly girl, I will just have to spend a little more time preparing things, which should be enjoyable for both of us."

She took me into the kitchen and put the kettle on "I will make the coffee, I know you will try, but please be gentle I am actually dead scared." The poor girl was actually shaking a little. We sat down and had the coffee and a cigarette.

"Don't worry, I know by the fact you are here that you want to experience it, and I think you will admit that I did not hurt you last week. You seemed to rather enjoy the experience as I remember."

She jumped up took me by the hand and pulled me into the bedroom. "You are so very right, I did enjoy your attention last week, it was the very best I have experienced. Come and show me some new pleasures please." Heaven, what more could a dirty old man wish for?

"While it would be more erotic for me if you left your clothes on, that gear is so sexy, I think you better strip off. Would I be correct in assuming that you had an enema this morning?" She admitted she had and offered to kneel up on the bed. "I think perhaps we will start with a few warm up exercises, just sit on the bed with your legs apart." Some lengthy working on her clit with my tongue and a couple of fingers exploring her pussy was rewarded by her having a very demonstrative orgasm.

I did not let her settle but told her to lay back with her legs drawn up and to hold them apart with her hands. Lubing up my fingers I then did some lengthy massage concentrating on the area around her cute little hole and the space between it and her pussy. One, then two fingers slipped into her pussy seemed to be appreciated and I had no problems. Using my other hand I gently, although with little resistance slipped a finger deep into her ass.

I gently rocked my two hands in and out, squeezing the fingers together with just her thin wall between them. This seemed to be appreciated so I added a second finger to her ass and twisted them around to spread the lube. The addition of a third finger was achieved easily and with no adverse reaction. I had intended to use the plug but the ease of entry so far indicated that I could just go for it.

I did some more pumping back and forth, now with three fingers in her ass and two in her pussy. As I asked her how she was feeling her body answered me with another short orgasm. "Ok, beautiful it's time to kneel up for me now". I was now presented with the sight of an extremely attractive youthful ass waiting for me to use, nice.

I knelt up behind her and soaked my cock in as much lube as I could and gently placed it against her puckered ass. My old body was doing me proud, it was rock hard. I slipped it in a little without difficulty; she did let out a small grunt. "Your turn now beautiful press back on it so you take it at your own pace. She approached this task with some vigour; I had to brace myself as I sunk further in.

When she had forced it half way in I told her to hang on there to get used to it. With a little bit of difficulty I reached down and slipped a finger into her pussy and finding her g-spot gave it some serious rubbing. This got an almost instant reaction, she tensed up, screamed, and my hand was soaked. Of more relevance to the task to hand, her muscles tightened around my cock almost painfully. She then forced herself further onto it and I assisted until it was fully in. I held it there for a moment but then pulled out a little and started fucking with slow short strokes. 

My consideration was unnecessary she was virtually fucking me; I speeded up with deeper faster strokes. The gorgeous slut had yet another orgasm as I pounded away. I am sure it lasted for the whole time I managed to pump away before depositing my cum into her bowels.

Britney collapsed out on the bed and I lay down beside her. She reached over gave me a kiss on the neck and caressed my now limp cock. "You have been a very helpful mentor but you are an absolutely fantastic fucker, thank you."

After both having a shower we sat around and chatted until it was time for me to drop her off for her date. She had been very pleased with her introduction into anal and said she felt comfortable; I had not done any damage. I gave her three condoms and said, "There you are, one in each hole tonight, have fun. Remember although unusual he may not fancy anal, not all guys do."

"It is not like he is paying for it; I am doing him a favour so he can do it exactly where I tell him to do it."

I took her down to the town centre and dropped her off; she dressed just as she had been in the afternoon. Her sluty apparel did not make her stand out from the majority of girls of her age but she had a much better body than most. I had left her at eight o'clock and went to check on the pub.

Getting home at half eleven I saw they were already home, once more the attractions of the bedroom had outweighed that of the clubs.

While I had a coffee, I heard some activity from her bedroom, and after I went to bed, they had a very noisy session. I dropped off to sleep and it was early the following morning that banging noises from her bedroom woke me up. Lucky bastard, he must have been good she kept him all night. I got up, dressed and went down stairs and made some coffee.

It was a good hour later, after more noisy activity, that a taxi sounded its horn outside and the guy came downstairs and left. He was closely followed down by a sweaty Britney with her hair out of place but looking radiant, she was just wearing her short dressing gown, and her high heels. "Good morning my mentor, your allocation of condoms was not enough, I had to use two more from my reserve supply. Thank you for the anal preparation, I put it to good use last night and again this morning."

She perched her bum on the table beside me and lifted up a leg, opening her gown a little and running her hand along her thigh said "Look my juices ran all the way down my leg, do you really want to send me out to find a lunch date today. I expect we could find something interesting to do instead."

"I think your requirement for a mentor has come to an end, you don't seem to need any encouragement. You kept your last victim for your pleasure all night and I don't think you have in mind us sitting down and watching daytime television."

She then opened the top of her gown a little and said, "Perhaps some television, maybe one of your videos, would be in order, but a little later on. You could kiss this better for me; he seems to have marked my breast with his teeth. Regarding mentoring your brothel story had twelve chapters, I am still on chapter one."




Mentoring Britney Ch. 03



"If you are seriously thinking of going much further down the road Chantal took, you do not need any additional mentoring. Definitely some serious advice from your guardian angel though."

"Would you like me to take me to bed now, or have I got to strip off this gown completely before you suggest it?" 

I took her hand and we went upstairs together, "You know I will never initiate any sex with you, I gratefully accept any invitation though."

"You are invited to take either hole; they have both been nicely prepared for you this morning. If you had not talked so much my pussy would have still been wet and inflamed."

Her pussy was in fact still well lubricated but I still gave some lengthy attention to it with my mouth and tongue. I ended up asking her to kneel and took her pussy from the rear much to our mutual satisfaction. She said before going off to shower, "I have been getting additional satisfaction from the slightly older men I have tried recently, but my old mentor is by far the best."

While I was having my shower, she went down and prepared a full fried breakfast for us. She had put on her short blue denim mini and a blouse tied up to reveal plenty of midriff, and knowing my particular fetish her heels. 

She sat down and said, "Only ten o'clock and I have pleasured two men already, your fantasy Chantal would be pleased with me if I was working for her. An overnighter and some old guy for a quickie I would have earnt at least $500." 

"Over here I expect you could have got £400, probably more for the overnight. Despite the exquisite pleasure, you gave me I have never paid for it and do not intend to start now. Saying that though I may have to start you have reminded how good sex is after years without a woman."

Thank you for reading this far, I hope you are enjoying the story, the rest will be up quite soon. If you liked the read please take a moment to vote, and I appreciate constructive feedback 



Mentoring Britney Ch. 04



After breakfast, I had to decide how to mentor the beautiful young Britney for the rest of the weekend. My thoughts had not really progressed past introducing her to anal, which had been achieved. Both I and the chap she had spent the night with were fully aware that she enjoyed sex in both holes. "What would the lovely Britney like to do for the rest of the weekend, have you any ideas?"

"Sorry mentor, I only do as I am told it is your job, for which you are getting rewarded, to have the ideas. Talking of your reward if you don't send we out on the prowl at lunch time we could watch a video together."

"I was thinking of sending you on the pull this lunchtime, but it was a no condom assignment."

She looked at me with a raised eyebrow and said "I very much like the feel of your cum squishing around in my various holes, must see what it tastes like later. But my guardian angel would not like me going out without a condom."

"You would not need a condom with the person I have in mind." She was looking very puzzled, "I was going to tell you to find a girl to bring back to play with you."

This did bring a small blush to her face, "Not really high, if in fact on, my priority list but if my mentor tells me to I would have to try."

"I think your idea of staying in this afternoon seems preferable, we will leave the other task, at least for now. You did mention a priority list, is your mentor allowed any clues of what it contains?"

She was sitting on the chair looking at me in silence for some time, her face was colouring up. "You have been absolutely right pushing me into giving a blow job, then pushing me into loosing my virginity. It did not even take you long to push me into receiving the pleasures of anal sex. You have also given several demonstrations on how effective fingers and mouth can be when used properly."

I stood up and standing beside her, massaged her shoulders and said, "Yes, those items were on your priority two weeks ago, but they have been ticked off – what is at the top of the list now?" 

"If I tell you what I am thinking I know you will make me try them."

Using my thumbs, I massaged the very nape of her neck and said, "I will never 'make' you try anything, I am happy to push you in the direction you want to go. It will be better for both of us if I know where you want to go next."

"I did, using my own initiative, with your target to reach, have the pleasure of several cocks in rapid succession so gang bang type scenario is no longer near the top. I have had a cock in my pussy, and I have had a cock in my ass but on different occasions."

Continuing my attention to her neck, I gave her a kiss on the top of her head and said "Good girl that was not too difficult to get out was it? I am sure something can be sorted, perhaps this evening. I need a bit more though that one is too easy, at least for me."

"They next one I just cannot tell you, perhaps if I mention that it is my 'off' period this coming week." Her face was now turning very red and she added quietly, "Chantal liked some special treatment prior to that."

It was now me that was sitting there lost for words and thinking, I had several problems with that request. The first was that why on earth would I want to bruise her perfect body, and the other was although I had written about it I had no experience at all. I did not even have any equipment, I would have to give some thought on some mild treatment and improvise.

"Right, tonight mentor says you should go out and find a guy, possibly one of your previous conquests. I am sure if you offer, he will be able to find a mate. The three of you then come back here and you let them, both together, enjoy your body. I had better give you six condoms, the number used is not important, but they must use both your ass and your pussy at the same time."

Britney stood up and took me by the hand "Thank you, as always I will try and achieve your suggestion, now we can go and watch some video." I managed to wheel my computer table reasonable near my leather sofa and balanced the key board and mouse on the arm. I sat down at one end and a supple young body curled up beside me resting her head on my lap.

I had so many clips to choose from that I was not sure of the exact content, but I started a twelve-minute one showing double penetration. Two white guys giving an attractive brunette energetic attention, although rather rough, for the whole clip. The girl looked more enthusiastic than most even though it included very rough mouth fucking and ended with the usual money shot with cum over her face.

While watching I had a very pleasant time gently caressing her tits, I had released them from her blouse. She was watching but giving my chest a rub under my shirt. She would occasionally give my cock a rub; it was still in my trousers. From the reaction, I could feel in her nipples coinciding with strokes of my cock several things were of particular interest to her. 

She liked it when they were in both holes, presumably anticipating later, but also showed interest in some of the rougher elements such as a sequence when one of the guys had his hand around the girls' throat while the other pounded away at her ass. Rather surprisingly, she also smiled at me when the girls face was covered in cum – I thought that was a male thing. 

"You don't need to copy that this evening, but the basics were there. Don't let them be as rough, the cum over the face as a finale would be acceptable if you wanted."

"Mentioning cum, shall we strip off and I will see if I can suck some out of your cock, I will not waste it over my face though. You better find a cock sucking clip for me to watch first." With that, she jumped up and took her few items of clothing off, I also stripped off, and she resumed her position. This time I rested my hand on her pussy and she lightly held my cock, which had already perked up.

Again unsure of exact content I played an eight-minute clip, it started with a young brunette licking a porn star size cock including his balls and ass and then taking the full length in her mouth. Seemed like a reasonable tutorial so far, I continued to play lightly around her pussy and she gently squeezed the base of my cock.

The girl was kneeling in front of the guy who then got rather rough holding her under the chin and by her hair as he pushed his cock deep into her throat. I said "Don't worry darling a good mouth job does not need to be rough, both participants can enjoy." She gave my cock a squeeze and told me to just watch.

By now, the girl on screen was lying on the bed and the huge cock was being forced right down her throat, with the guy pulling her head into his crotch. She was sick from the attention but he kept going and ended up squirting gallons of cum all over her face.

Britney knelt on the floor and started licking my cock, and balls. Licking its whole length, including the foreskin, she finally took it into her mouth still using her tongue in very interesting ways. My equipment is not porn star size so she was able to get the full length in, although this did require access to her throat.

Still twirling her tongue she pumped her head to and thro a few times but noticing that I was, not surprisingly, close she eased off and pinched its base. "See, I am rather good at this, I have being getting a little practice lately. Now I will lie on the sofa and you can fuck my throat for me, you have already fucked the other two holes so lets complete the set. I will try and avoid the vomit and don't you dare put your cum anywhere other than in my mouth or belly."

We changed positions and I slipped by very rigid cock into her perfectly positioned mouth. She just put her hands behind my bum and started pumping my cock into her mouth, she was doing all the work. With that sort of action, my instinct took over and before long it was me pushing in even further until I quickly came. She turned onto her side and, licking her lips said, "That tastes nice, although you did not leave much in my mouth, most went straight into my belly – thank you."

"I am lost for words that was fantastic; I thought I was teaching you. There can't be anyone, including professional hookers, that could do that better than you just did."

"I think last week my mentor said a blow job was worth £20, is that all that was worth?"

"I am not going to enter into that sort of discussion; I think I would describe it as priceless. What has the beautiful Britney got in mind for the rest of the day?"

She snuggled up and said, "I can't afford to go on a shopping spree so I expect I would enjoy cuddling up here and we could watch some more videos. I will leave your little friend to recover but I expect he has got another present for me later."

I loaded up a fifteen-minute clip showing a blond girl taking on three guys, using all holes but nothing rough or extreme. Britney made a comment that she remembered Chantal saying that the girls in the videos did not seem to enjoy all the pleasure they received. I told her that those sort of thoughts confirmed she was now a slut.

I then tried her with a more extreme one with two guys and a little brunette. This involved their two cocks in the girl's pussy at the same time, and ending with them both in her ass. Britney comment was "I hope my mentor has not got that in mind for me, that sort of action is, I hope, restricted to porn videos only."

I took hold of one of her, so soft, young tits and said "You mentioned that you were hardly past chapter one of the Chantal story, that is around four or five. You don't intend getting all the way to twelve than?"

She gave me a kiss and said, "I think it is time we had a cup of coffee, let go in the kitchen." She slipped on her shoes and the superb young body walked off completely naked. I was a lucky sod. I slipped on my shirt and trousers, my body was not an attractive sight, and followed her.

"Are you all prepared to follow instructions for this evening, remember you are tasked to have a nice hard youthful cock ramming into each hole simultaneously?"

She walked her absolutely perfect body over to me and putting her arms around my neck gave me a kiss and said, "I have got to admit that any more encouragement is unnecessary, definitely looking forward to the experience. Perhaps we could have a little practice later using your cock and a dildo. Have you recovered enough for that yet?"

"I am glad I am getting assistance satisfying your sexual appetite, I hope your future husband had found lots of stamina on his wanderings."

With that she reached down and rubbed my cock through my trousers and said "With the desires I am having I will probably have to give him one, or more, Viagra pills in the same way as you give me condoms. The other alternatives are best not vocalised."

She allowed me to have my coffee and a cigarette before dragging me off to the bedroom, where I stripped off again. "As you want to practice for tonight we get to play with something I bought when I thought your anal training would require a little more effort." I produced a butt wand, which comprised six balls, a small one at the tip getting progressively larger along its flexible length ending in the ball near the handle being around one and a half inches.

She played with the end of it and said, "I am glad it is you holding that thing, I know how good you are at giving me pleasure. I would be shaking at the idea of anyone else pushing that in my ass." She then, rather eagerly, I thought, knelt up on the bed and slipped the pillow under her. This superb young ass, with legs spread wide, was presented to me for my pleasure – she even used her hands to pull her cheeks further apart.

I quickly stripped off and lubed up the toy and using what was left on my hands started to massage it in and around her cute little hole. My lubed finger slipped easily in, the only reaction was a little wiggle and her saying "Nice." I pushed the bulbous end of the toy in with a similar reaction, the second ball slipped in and her muscle snapped back to hold it. The third and forth balls both got little grunts from her as her body snapped around the shaft after they were in. On both occasions, though I was immediately encouraged by a little wiggle of her bum.

I asked her how she was doing and the little slut just said, "Fine, that's only four, two more to go and then do they inflate?" With that reaction, I pulled out the last three balls and then pushed them back in adding one more. That had her squeaking "Yeak!" and she jumped slightly up the bed away from it.

"That was for asking if it inflates, now use two fingers to spread your pussy lips and a third to massage your clit. If you do not make any more silly comments I will be gentle getting the final bulb in." She, as instructed played with herself, and I firmly pushed the final ball in. Britney gave a gasp and worked her pussy with some enthusiasm.

I told her to keep going and slowly withdrew the toy, popping her ass open and partially shut, just leaving the end in place. Pouring on some more lube I firmly went back in right up to the hilt and used the handle to twist it around a bit. Her own finger work intensified to bring a lovely climax very quickly. 

"You have become surprisingly accommodating back there very early in your adventure, what would you like me to do for you now?"

"Can we leave the toy in place and you give some good, hard attention inside my pussy please." Positioning was actually rather difficult as the toy had a long handle sticking out; I got her to sit on the edge of the bed, which worked well. Her pussy was very well lubricated and I slipped in with ease. It was a peculiar feeling sliding over the shape of the balls just through the thin wall separating her ass from me.

I do not think Britney's body was telling her mind that it was a peculiar feeling, her legs shot up around my waist. She was humping me; I just had to hang on until I shot my load into her. After catching her breath, she said, "Umm, one real and one plastic is good, I am looking forward to later." As I pulled out, she looked down and added "Oh look you still have some of that lovely cum on your cock, give it here." She then started licking it off and finally sucking out every last drop.

Sitting up in front of me licking her lips, she said, "I will let the boys tonight cover my face with their stuff, might get a different taste."

"I am sure one of my jobs, the mentoring, is redundant although my guardian angel role is going to have a problem keeping you out of trouble." She took hold of the toy and slipped it out in one easy motion, pausing with the last ball in place. She then ran it back in and out a couple of times, until finally popping it out.

She then started to play with my cock and balls with the toy and said, "You and your mentoring have shown me all the joys I have been missing. I would find it difficult to put the 'genie back in the bottle', but I still think I need my mind pushed for a while longer. Even if it does not need much of a push, it will be fun for both of us if we continue for a while. By the way, I know Chantal didn't work during her period but remember even if you consider one hole out of bounds I have two more, now fully trained."

"Oh, come on, reality is supposed to have more sanity than fantasy. We did not release a genie it was a fully fledged sexual demon." I knew there was no way things would continue for long, but as she said in the meantime we were both having fun.

"I had better have a shower and get ready for tonight, no idea which of my outfits to wear. I have put my body on display around the pubs in most of them already; I need to go shopping some time soon."

Later, on my way to the pub I dropped her off in town, no mentoring was necessary she was looking forward to it. She wore her denim mini dress, with several of the top buttons undone and, obviously high heels. She was wearing her hair up, which looked different, and large gold hoop earrings. As the lovely body walked through the beer garden at the front of her chosen pub, I just thought I hope she has a nice night. I had no hint of jealousy, I was getting far more than I could ever expect out of the arrangement.

Arriving home after the pub, at well-gone midnight, I was not surprised to see she was already back. I had a coffee and went off to bed; if I had wanted to sleep, it would have been difficult with the almost continuous noise from her bedroom. Squeaking bedsprings and banging headboard drowned out by her screams of pleasure, she was having a great time.

She had obviously found suitable playmates, the action continued for a good hour at varying intensity. Lying in my bed, while I did get a fairly good hard on, I was not jealous just pleased she was enjoying herself. Eventually I heard the toilet flush go and the guys on the stairs leaving. I flipped off my light and settled down to sleep.

There was then a little tap on my door; I said come in – not a surprising reaction. Britney said, "Glad you are still awake, would you like to come to my room and see what they did to me?" I jumped up, put on my dressing gown, and followed her. She was standing, naked except for her heels, with her back to the door when I went in. She turned and I saw what she obviously had invited me into see, her face and fringe were covered in cum. She smiled and said, "I did not even give them a farewell kiss, thought you would like to see this."

With that, the little slut used a finger to draw some of the sticky stuff onto her tongue and after playing around with it swallowed some. "Yummy, nice taste although different to yours." There was still a lot left on her face, even one good dollop on one of here eyelashes closing up her eye.

"I never have been a fan of 'the money shot' in videos but that does look erotic, can I get my digital camera." She told me that was a great idea. "Try to refrain from eating anymore while I get it." I took several shots; she again fingered some into her mouth for effect. I also took the opportunity for some full body shots for keepsakes.

"I will go and have a quick shower, if my mentor would like to change the sheets I will come and join him shortly." Things were working out remarkably well; I sure was not going to argue. I quickly got a clean sheet, they had well soaked the old one and jumped into bed.

She came back out looking clean and radiant, "I have been a good girl, and I followed instructions to the letter. I soon found a couple of fit guys drinking together, I did not know them. Dear boys, they think they plied me with enough drink to get me agree to service them both. I probably gave them about £300 hooker value for their £10 spent on my drink."

She got in beside me and I caressed her lovely young boobs and said, "I think I heard that you enjoyed two real cocks inside your beautiful body at the same time."

She snuggled up and said, "Very much, they were both well fit, late twenties, managed to complete in me twice. You saw where the results of their third attempt ended up. My mentor can now pick a hole of his choice, but more importantly can snuggle up to me all night. I enjoyed last night with a body to cuddle up to and I am sure yours will be even better."

"I cannot describe myself as well fit, it is late, could I request that you just give me some oral satisfaction." I was indeed rewarded with satisfaction, it was one sided, I hope I did not leave her frustrated. The best part was having her lovely young body wrapped around me as I went to sleep.

*

Thank you for reading this far, I hope you are enjoying the story, the rest will be up quite soon. If you liked the read please take a moment to vote, and I appreciate constructive feedback. 



Mentoring Britney Ch. 05



Sunday morning I woke in my spare room, although there was nothing at all unpleasant about not being in my own bed. Cuddled up beside me, one youthful leg over my legs and firm young tits pressing into my arm was Britney. I tried not to disturb her, just lay there savouring the experience. Her face was very close to my head and I could feel her, regular, breathing against my ear.

I had only known her for three weeks, very strange weeks, in which she had progressed from being a twenty two year old virgin to a sexual demon. Unbelievably it developed that I became her mentor in her search for sexual experience. Even more surprising was that I was invited to provide some of her experience as well as my old body could manage.

By the way, she had developed; I do not think I will need too push her into much, I think my mentoring duties are just about over. The other job she asked me to do for her was to be a guardian angel, I will try although she appears so insatiable that it may be difficult. Being a good person, I had not had any sexual activity without a specific request from her, but fortunately, these requests were becoming quite regular.

Her plans for today were for me to provide her with an introduction into S & M, problem being it was also my introduction. These thoughts had, as you would expect left me with a very hard cock, standing up very well considering my age and physical condition. The old saying that 'you are as young as the lady you feel' seems appropriate.

After around ten minutes she did slowly wake up and put her arm around me "Good morning, I said it would be nice waking up beside you." She just snuggled in even more and went off to sleep again. It was a good twenty minutes before she awoke again and smiled at me "Would you like to play?"

"I can play with your body, if that is what you would like, but I think I will save anything I have for later. I think you have plans."

Her lovely face blushed at that and she said, "My mentor did want to give me yet another new experience I seem to remember."

"Wrong, I know what you have in mind but in no way is your mentor suggesting it, or for that matter your guardian angel recommending it."

"If I ask you to please introduce my body to some rough sexual pain, will you be able to help."

"I have read plenty on the subject, but never had any actual experience, I am pleased to try something, but you must not let me hurt you."

She jumped out of bed and said, "Lets both have a quick shower, and a coffee, and then we can start. I realise you don't want to hurt me, I know your code words 'yellow' for slow, 'red' for stop. Not forgetting 'black' for continue what you are doing but harder."

We had our showers; both just put on a dressing gown and went down for a coffee and cigarette. Over coffee, I told her "I have no equipment at all so will have to improvise, first you have to choose between this 18 inch plastic ruler, this length of old garden cane or my hand. The only other toys I can think of are my clothes pegs which may come in handy for something."

"Looks like I am going to be introduced very easily into the sensations, a very limited toy box. We will have to do some shopping on the net if all goes well. Not even any rope or handcuffs?"

"No darling, no restraints I want you to be in control not me, I am not even sure that I will be able to mark that perfect body – such a shame."

"I can see I will need to use 'black' a lot then, let's start with the ruler and you said you had some clothes pins. Do you want me on the bed?"

"No I have got a sheet of foam which we can put on the kitchen table; we can cover it with a sheet to soak up all the blood." I smiled when I mentioned the blood. We prepared the table and I collected the clothes pegs and told her to take off her gown jump up, and to lie on her stomach with her legs together.

I picked up the ruler and slapped it hard on the table beside her ear; it made a loud thump despite the foam. "Is this what you really want to try?" I quickly did two more swings, just as hard.

"Carry on; I want to try it although I hope they were just practice shots, very much a yellow." Her body had tensed up; she was even clenching her bum cheeks together. I moved down in line with her lovely butt and saw that she had shut her eyes and her body was tensed up. I lay the ruler right across both cheeks and just moved it around applying a little pressure.

I crouched down to ensure that the ruler landed across both cheeks evenly, spreading the area of contact and experimented with a light swing. Although her body did twitch and she let out a little yelp, it was obviously too light to have any effect. I applied two more, taking my time, a little harder on the same area. I realised that a build up was important but it did seem to be the sort of sensation that required reasonably fast progression.

Still ensuring that I spread the effect I gave several faster and a little harder strikes moving down her body concentrating where her butt curved down towards her legs. Britney did let out a few yelps and her body went quite rigid, in particular, she pulled her legs tightly together. A few more, slightly harder, in the same area did leave a red mark each time although they quickly faded.

Pausing I slipped my hand between her legs and using a finger felt her pussy, "Oh good, things seem to be happening down here." She was actually getting very damp from what, I assumed, was light treatment. "How are you doing beautiful? In a rather low voice, almost a whisper, she said, "Not bad at all, rather nice in fact, I think perhaps it is safe for me to say black." The last word did come out very quietly so I thought I had better continue slowly. I played with the ruler again, just pressing it against one of her cheeks, then one harder smack just on one cheek and quickly one on the other, these both left a red line. No vocal reaction although she clenched her fists and shut her eyes again, some sweat was forming on her pretty face.


I waited for her to say something, no response, so the lovely butt got six quite rapid strokes of similar strength on the lower curve. These did leave red marks and had her giving a yelp with each application. I slipped two fingers into her pussy and was almost instantaneously rewarded with her squirming in orgasm.

"Oh dear, we seem to have found that it is not only pleasure that gets you going. Sit up and give me a cuddle and tell me about it."

After a few moments to regain her breath she sat up and swung her legs over the edge of the table and, as requested, gave me a cuddle. "Thank you, that was good, those last strokes seem to ripple right through my pussy, if you had kept them up, perhaps even a little harder I don't think your fingers would have been required."  

She then nursed her boobs in each hand and said "Perhaps you would like to see if you can make these 'black' and blue now." Yes, she did emphasise the word 'black' she really got into any activity involving sexual pleasure these days. 

"If you are sure, apart from the fact that they are far too attractive to be marked, they will be a lot tenderer than your butt?" 

"Come on, I am just warming up, it's a pity we have not got a crop but the ruler will have to do, and a couple of cloths pegs." With that, she swung back on the table and lay with her arms folded behind her head. Her firm young breasts had no sag in them at all, standing proud awaiting my attention.

I took two of the clothes pegs and played around with the springs to loosen the tension then took one of her nipples into my mouth. Sucking one and playing with the other, then alternating my attention soon had the nubs standing up very firmly. I knew the nipples might be a sensitive place to introduce her to the experience, but it was hard to keep up with her demands so I went for it.

Making sure with one hand that the nipple remained erect, I slowly closed the peg over it, near the base but only trapping the nipple. This got a grunt and a very pained look on her face, a similar grunt and the second one was in place. I gave both a shake, being careful to neither tighten the grip nor pull them off. They looked rather tight with the tip of both nipples starting to deepen in colour already.

Picking up the ruler I gave a few tentative slaps on the upper curves of each breast, yes her breasts were softer than her butt was. The ruler left a red strip with each application and she gave a good yelp. She was breathing rather fast and deep but looking at me, she said, "Quicker, they are not black yet." The phrase 'stupid bitch' came into my mind but I then concentrated several strokes, of similar strength, to the undersides of her globes. Her nipples were turning very dark red by now, so I slowly removed one of the pegs. As the blood, rushed back in she let out a loud scream and said "Oh Fuck." Removing the other one, for which she tensed her whole body in anticipation, she only said "Ouch."

I used my left hand to caress her pussy and clit and gave several harder slaps in rapid succession across the top of each breast and finally, a lighter one on the very tip of each nipple. These had her panting and finally screaming so I dropped the ruler, jumped up on the table, and sunk my very erect cock straight into a very well lubricated hole.

She was, I am sure already having an orgasm, but our continued efforts, her legs were pulling me in, kept it going for ages. I finally shot my load and collapsed beside her. After a brief pause while I regained my breath I took a nipple between my finger and thumb and squeezing rather hard said "Was that worth it?"

She was looking very flushed in the face, and her poor tits were looking even redder. "You already know lots of ways to give me more pleasure than anyone else that has added another to the list – smashing."

"Not long ago a young lady read my, extreme, stories and told me she wanted to gain sexual experience. She seems to have achieved this, and some, I do not think it is wise for her to try and broaden her activities any more."

She gave me a long kiss and said "You have been the most marvellous help; none of this would have happened if I had not noticed your story that night. Perhaps I don't need to broaden my experience much more but I still need to practice my new found talents at the very least until the boss and his new wife come back in three weeks time."

That comment brought me back to reality, it was unbelievable that my old body had this delectable young female to play with, but all good things come to an end. "I have got to thank you, its been much more fun than just writing about sex, are you going to give my old body a rest now?"

"Yes, we have to go to work tonight; I do have a problem though. My entire new wardrobe shows off my tits but you have left them all bruised and marked, I am going to have to go home and get a jumper to cover them up."

"So I. and the customers will only be able to ogle the shape of your body rather than the body itself."

"Afraid so, still my period will have almost certainly started so I will have to slow up a bit this week, although I did mention that it is only one hole that turns messy."

"I met a nice sweet girl a few weeks ago, where has she gone?"

She clutched one of her bruised boobs and pushed a nipple towards me. "I am still nice, and you can have a suck on this to see if I am still sweet."

She was in that same sort of mood while we showered and had some lunch together; she went off home a couple of hours before I would see her at work. She arrived at the pub in jeans, still nice shoes, and a white blouse sticking out from under a tight grey jumper. "Hi, still look presentable don't I," She then gave a twirl and added, "Definitely need the jumper, the bruises are turning black and blue, also a little sore had to leave off my bra." 

She did have a lovely firm young body, they were still in a perfect position under the jumper, but as she twirled, they did swing around rather nicely. We had a slow uneventful night, with her in a very happy mood. Closing time we both went off to our homes, I thought I would soon have to get back into my old routine.

On Monday, she arrived dressed in exactly the same outfit. "I had to wash and dry this jumper; I really do need to spend some money on some more clothes. I still need to wear the jumper, my boobs are looking even worse. They are not painful, just a little sensitive, but at the end of the shift I think I had better give you a look – perhaps even let you kiss them better." I thought that it appeared 24 hours lacking sexual activity was her new limit.

"I have always found your breasts very sensitive, especially if they are kissed. They do look very nice bouncing around under the jumper, perhaps there will be a few more guys in to appreciate them tonight." 

Rather early in the session a group of eight guys came in, she had great fun flirting with them for nearly an hour, but they then left. Her admirer then arrived; whom she had told to leave last week after her offered her £80. She did not snap at him but asked him what he was drinking. They had been chatting away quite happily for some time when I say him start counting out money in front of her again, this time he got up to £200 in twenties. Britney shook her head 'no', and said something to him and he quickly finished his pint picked up the cash and left.

She did not say anything to me about him and sometime later was chatting away to a reasonably young guy for ages. She tried to catch my eye several times so I called her into the office. She smiled at me and said, rather timidly. "I did mention that I have two holes available this week."

"You are a total slut, you don't need a mentor." I rummaged in my drawer and gave her a condom. "There you are, just one, you can chose which hole, go off to the alley with him." She had him out through the door a few minutes later. After only ten minutes, she came back in and not saying, anything took over serving again. When I caught her eye, she made a point of sensually licking her lips.

As usual, we sat down for a chat after we had shut the doors. I started by saying "You are an insatiable slut; I can't believe you needed to do that."

"Don't get upset with me please, it made the new me rather randy with those eight guys hitting on me almost as soon as I started. I then moved into very randy mode when my fan, or is it stalker, offered me £200, it was a good job that other guy finally let me loose off some of my pent up energy. Do you want to give me a quick breast examination here or would you like me to follow you home?"

The choice was not difficult; I followed her back to my place where she even used her own key to let us in and took me to her bedroom. She told me to go and have a quick shower while she cleaned herself up. I got back to her bed before she was out of her shower; she then walked out dressed just in her heels.

Her breasts were not looking as bad as I expected slight red blemishes where I had hit the undersides, nipples were hard but there was probably another reason for that. The upper curves of each globe were bruised, several lines of black/blue surrounded by yellowing. "Come here and let me kiss those magnificent globes better, perhaps even a little massage."

Britney jumped onto the bed and just said, "Yes please." I took one nipple into my mouth and started playing with it with my teeth as well as my tongue. I did not neglect the other tit and gave it some serious pummelling. One of her hands pushed my head down on her tit and the other wrapped around mine and assisted with the squeezing.

"Umm, they don't seem to be giving you any pain, if I look after them perhaps you could play with your clit." I kept up my work on both boobs, being quite rough, but she was more than happy especially when she got a good rhythm going on her little nub. The beautiful girl let out a huge sigh and lay there having little spasms. She and I both stopped giving any more stimulation, it was no longer necessary.

"Your silly Chantal, only taking her pleasure seventy five percent of the time. Can you manage to use my ass now?" She lay on her side and grabbing some lube; she kept it handy on her bedside table, and slipped in with little effort. In this position, I was able to kiss the back of her neck and pummel the tit I had been kissing earlier. A lasted rather a pleasantly long time, she did not mind at all, finally squirting my load deep inside her.

She lay there for a few moments and then said, "It's a little late but I think I will phone home and tell them not to worry, I will be staying with a friend tonight. It is so comfortable with you snuggled up to me like this." After she had made her call, we got back into the same position and went to sleep.

When I woke up we were in exactly the same position, it was heaven, but I again had the realisation that it was not going to last for very much longer. My mind was soon distracted from such negative thoughts as the gorgeous girl woke up and said "I do enjoy waking up like this; perhaps I could have some protein for breakfast." She then wiggled down the bed and gave, my very erect cock, the most wonderful blow job – she got her protein breakfast."

She felt she should go home and make peace with her parents, as she had disturbed them the night before, so she disappeared as soon as she was dressed.

That evening, Tuesday, she arrived for work dressed in her tartan mini and white blouse tied to show lots of midriff, and lots of cleavage. "My god girl, you are insatiable, I take it from your appearance that it is more than pints you intend to pull tonight. I also see the bruising had cleared, maybe I should have been a little rougher last night."

She gave a sly grin and said, "Funny you should say that, I made peace with Dad this afternoon and helped him clear out the garage. I also warned him that I would probably not be home again tonight, I wonder where I'll go."

"So have you got any instructions for your mentor, no wrong description, for your condom supplier tonight? Your appearance tells me you have something in mind."

"Maybe it's just to make sure you are nice and hard for later." With that comment, I had a hand rubbing my jeans and boobs pressed into my chest as she kissed me. "If you should see some poor deprived lads drooling over me, I suppose a little preparation for you, back there, might be in order." 

"I must have got well over hundred in my box, shall I just hand them over now. I expect I can get another carton in two days time, if that is soon enough for you." 

Still pressing her body against me, she said, "Don't be like that, do you take me for some kind of slut?" 

"Yes."

We were still joking around when she had to start work; two of the elderly regulars came in for their early pint. I waited until she was chatting away to them and then walked up behind her and pressed two condoms into her hand. She looked at me, rather shocked and asked if she could have a word with me in the office. "If my mentor is telling me to, I will willingly comply, but it will probably give them both a heart attack." 

"I suppose you're right, that would be bad for trade if we get a reputation for killing off the customers, even if they did die happy."

For most of the evening trade was, slow and the customers we did have were all elderly. I wondered if she found that more, or less, frustrating then being hit on by the bunch of guys the night before. It did get busier for a while around ten but still no obvious takers for what I am sure she was prepared to offer.

When we shut up, she stood in front of me, hung her head down, and said, "I am sorry mentor, Britney was a very naughty girl and did not do as she was told earlier. I think you should take me home and punish me."

"A slut, and an idiot, your bruising has only just gone down – what do you want me to do to that lovely body now?"




Mentoring Britney Ch. 05



"Let's go back to your place and I will show you what I found in our garage."

Thank you for reading this far, I hope you are enjoying the story, the rest will be up quite soon. If you liked the read please take a moment to vote, and I appreciate constructive feedback 



Mentoring Britney Ch. 06



The beautiful young Britney again drove back to my house well ahead of me and by the time I had parked up and got in she had already been busy. She had put the foam pad onto my kitchen table and was just spreading a sheet over the top. At some stage she must have removed her thong as it was an unclad ass sticking our from under her tartan mini, as she lent across adjusting the sheet.

"You are even more eager than usual, are you going to tell your ex mentor what you found to play with today. By the way your ass looks good."

She jumped up and sat on the table. "As I said I apologised to Mum and Dad for waking them last night, and offered to help Dad to clear out the garage as penance. We were chatting away while filling bin bags with year's worth of rubbish, when I found a riding crop. Dad must have noticed me caressing it, when he looked at me I blushed. I told him that it was a shame to throw it away it looked expensive."

"I really did colour up when Dad said 'I haven't used that on your mother for ages, here take this oil it will need softening up before you can use it'. I could not think of a thing to say, fortunately it was nearly time, so I said I had to get ready for work. Dad said 'don't forget to use the oil on it; we won't expect you home tonight'. I was so embarrassed; I have never talked about anything vaguely sexual with my parents."

"I was in my bedroom; the getting ready involved much more preparation of the crop than getting dressed. I was thinking that we could have some fun it looks much better than your ruler."

She gave me the crop; it was a work of art, a short handle with a tight braided leather shaft ending in a fold of leather around the size of a 50p piece. "This is indeed a tribute to the craftsman's skill, just right for encouraging thick skinned horses, not ideal for tender titflesh."

"Come on, you can experiment on my bum and then go for the tender bits." With that, she slipped out of her skirt and top and stretched out on her stomach.

I held the crop in my right hand and gave it a hard swing onto the table, very near her ear. It hit with a tremendous thwack, easily sinking thru the sheet and foam. "How many like that on your ass would discourage you from playing silly games?" She just smiled at me. I was very unsure of my ability to play with this toy safely, and decided to take it very slowly indeed.

"You are going to have to bear with me, I have got to get the feel of this weapon, do not expect an orgasm for a while." I went to her bum and did a few tentative swings just kissing the tip against one of her cheeks. I then went in with a harder one ensuring that I just made contact, a sharp thwack, and her butt rippled and I had left a red square the size of the tip. I asked her for some feedback.

"That stung, not too bad somewhere between yellow and black."

I then did one more on that cheek and two on her other cheek trying to exactly repeat the force used. She now had four red patches on her lovely white skin. "Assuming you were alright with those I have got the tips obvious power understood, I will now try the shaft."

I knelt down and took a swing trying to ensure that I landed on both cheeks simultaneously and that I did not let the tip make contact. Whack, her skin shuddered from the impact and she let out a loud yelp, there was now a red line on both her cheeks.

"This is a nasty toy beautiful, it could do you serious damage, how was that last one?"

She rolled over onto her side and said, "I suppose that was only a yellow, I'm not sure that I could say black to that until I was more excited, then probably. I just cannot imagine my Mum and Dad doing this sort of thing – spooky. Do you want a practice on your favourite bits now, and then we can get down to some serious action."

I went into the lounge and grabbed a couple of cushions; I placed these under her back, which had her stomach higher than her head. "That gives me better access to the undersides, you will still be able to show some cleavage tomorrow if I concentrate there."

She laughed, "I said they were your favourite bits, you did not like them covered than?"

"The overall package is my favourite; every thing about you is perfect. I am not sure I want to use this vicious thing on you soft boobs but I know you will insist I try." I then gave several taps, just using the tip of the crop on the lower curve of one of her breasts; each stroke was a little harder. The first just kissed her skin, the next shook the area where it landed, and the next shook her whole tit.

None of them did any harm, the last one leaving a red mark and causing Britney to have a sharp intake of breath. I decided that I had got correct level of force for her tits; I did not want to go any harder, I asked. "Right darling, knees bent and as wide apart as you can get them." I then tried some very light taps on the inside of her thighs and then one on to one side of her pussy. These had her squirming but not marked.

I then put down the crop and said "Jump off the table, we are going to have a coffee and cigarette and talk about what we do now." She looked a little disappointed but swung her perfect young legs off the table and wrapped her body around mine.

"What's to talk about, you have been so careful practicing, I know you won't do any damage just give me some pain to enhance my pleasure?"

I lit us both a cigarette and she poured us some coffee and I said "That thing is vicious; I want you to tell me exactly what you want me to do with it."

"All of your practice strokes would have got a yellow, in the heat of a session they would have all got a black – just listen to innocent little me, I used to need your encouragement to do anything. I think I would like you to gag me, tie my hands and have a good go at all three areas you practiced on, and then fuck me good and hard." Her hand was shaking a little as she said that and took a drag on her cigarette.

"No gag, I may get carried away; you must be able to use the safe words – and lay off the black. I do not really like the idea of tying your hands, I am not your master, just a friend helping you enjoy. Finish you cigarette and when you are ready jump back on the table, on your back and we will make a start."

She stubbed out her fag, and stood up and grabbed my erect cock saying "He seems more eager than you are, don't worry I know what we are doing – let yourself go I am all yours." She then jumped up and lay down presenting those perfect boobs and her exposed pussy to me."

I stood at the foot of the table and bending over slipped my curved tongue into, a very moist, pussy. My intention was to warm her up which apparently was not necessary, as soon as my nose made contact with her clit she had a little orgasm. I said "Wonderful little slut!" and standing up went to the side of the table.

Her nipples were standing up as hard as I had seen them, even her areolas where looking hard with many firm bumps looking like little nipples. My practice strokes had left just one slightly red patch so I started with some fairly light taps, using just the tip of the crop. I was getting the feel of the crop by now and was able to land rapid strokes, on each breast, and just leave a little red glow each time.

I told her to use her own finger to stimulate her clit, which she readily obliged. As she worked her clit we both increased our speed, I was getting a little harder although not enough to leave more than the red mark. As she tensed up, just prior to another orgasm I gave a fairly hard wham right on the tip of each engorged nipple. She let out a very load and drawn out scream and she literally gushed juices from her pussy soaking the sheet.

She took several minutes to regain her breath; I just gently stroked the crop along her breasts and even around her pussy. When she settled and opened her eyes, and gave me a smile, I said, "Caress your poor red boobs now please." I knelt down to enable me to get the correct angle and started a rhythmic tapping of her outer pussy lips. I was not hitting hard but the continuous small hits had the area glowing nicely.

Again with perfect timing I watched as she gave her boobs an extra hard squeeze and arched her back, 'whack', 'whack' right on her clit. Her legs shot out and she let out a long continuous scream and lay there quivering for a good minute. She was then very still and the sweat was pouring out of every pore on her body, she skin was nearly the same colour red as the marks my crop had left.

I went around, kissed her lightly on the forehead, and asked "Had enough darling, you have not said a word?" 

Her eyes fluttered open and she said "Sorry, you took my mind to some other place, and it was nice there. I was not thinking about whether you were too hard or anything, it was just perfect. I would love one more session, on my ass, but don't be surprised if I then go to sleep until the morning."

Britney turned onto her stomach and wiggled her ass at me. I grabbed the lube and gently used a finger to work plenty into her little hole, and onto my cock. This attention had her saying "That's a lovely idea; you need some pleasure as well." She was so pent up that the attention of my finger had her shaking with a small orgasm.

I laid the crop across the fold where her beautiful butts met her legs, giving a couple of dummy swings to ensure my aim. I then gave a fairly hard hit, holding the crop against her skin as it wobbled; she tensed her whole body and said "Ouch." This had left a deep red stripe across both cheeks, but I gave two more rapid strikes in a similar area. This seemed to have the effect she desired, a long scream and very obvious climax again. I just dropped the crop and climbed onto the table.

My well-lubed cock slid easily into her ass, I gave a few gentle ever-deeper penetrations to give her time to adjust and then started humping as hard as I could. The lovely body under me was not resisting, in fact she was pushing back matching my rhythm. Again I am sure she drew out her orgasm all the time I was pounding, she was not very vocal, just a long continuous grown.

I gave a grunt as I emptied deep into her bowels, I could feel several good squirts shooting out. As I withdrew, she was still shaking and making a very faint noise, which sounded like 'yesss'. I jumped down and got a cloth to wipe my cock, she was lying so still I think she had indeed gone off to sleep, worn out by her exertions.

I just stood and looked at the gorgeous young creature; she was sleeping peacefully, absolutely soaked in sweat. Each of her ass cheeks had three very red lines; they were bound to turn into bruises, and be very sore, by the morning. I had to wake her it was a very uncomfortable place for her to spend the night.

I did wake her, but she was not really fully conscious as I took her up to bed. I got her to lie in bed and jumped in beside her. Without saying a word, she wrapped her arm and leg around me and was instantaneously asleep. When I woke up in the morning she was in exactly the same position – I could not believe my luck; I had this wonderful woman to wake up to, at least for now.

She did eventually stir and gave me a good morning kiss, before shooting off to the toilet. She soon came back, I was pleased to see that her boobs, although looking red had not been bruised. She said, "I see you looking at my boobs, they are fine but my ass is sore as hell." She then turned around and showed me a very bruised bum, Christ I thought, I had been too hard.

I said "You wonderful girl, that is not a toy it is a weapon, be very careful who you let use it on you in future. I thought I was been gentle and you know I don't want to cause you any harm, but I hurt your bum even so."

"Yes it is painful, one hell of a burning sensation all the time, but in no way would I have missed that experience even if I knew what it would feel like now. You are so good at giving me new experience, each time is better than the last – thank you. I had better get dressed and go home soon, go and make us a coffee while I shower."

She did disappear home after a quick coffee and I did not see her until she turned up for work as usual. She was wearing her jeans, heels and a nice white t-shirt displaying bare arms and a nice bit of cleavage. She gave me a cuddle and I said "Hello, looking sexy but where are your lovely long legs?"

"I said earlier in the week that I still had two thirds of my assets available, I am afraid that's down to just one, my ass is very sore. As nobody is going anywhere near it tonight I thought jeans would look nice for a change. I must tell you what my Dad said as soon as he saw me this morning, 'You look as though you had a hard night last night, if you let a guy use that crop and you can still stand he must be extremely fond of you, he must be a keeper'. I coloured up completely, it was so embarrassing, and I just gave him a quick kiss and went up to my room."

She was her usual, wonderful, self all evening chatting away to the few customers, and me although she was moving rather delicately. There were no obvious guys for her to play with but I do not think she was too disappointed. We both went home separately; I did not even get to inspect the damage I had caused.

The next evening, Thursday her last shift of the week, she arrived still dressed in her jeans but with a white frilly blouse and a black push up bra. I gave her a cuddle and said, "I take it from the jeans that your bum is still sore, but that cleavage tells me my little slut is feeling randy yet again."

She smiled and said, "My mentor is very perceptive, bum is improving but I think two holes are still going to be out of service until Sunday. I do not think I will be able to extend my circle of friends this weekend. I might well come to your place once or twice though." 

I told her, obviously, that that would be nice and we got down to work. It being a Thursday, we were quite busy and I actually had to help her out behind the bar for an hour or so. It was far to busy for her to chat up anybody, but nearer closing time if did start thinning out and she was flirting with a couple of young guys. I quickly went into the office and grabbing a couple of condoms I went up behind her and slipped them into her hand. "As a reward for being such a nice girl, no wrong word, such a sluttish girl, take them out to the alley together."

She, very blatantly, said, "Come on boys lets see if they live up to your description of them." The three of them went off out the back door together watched by the other six or so drinkers. It was a good twenty minutes before she came back in and resumed serving, she was very chatty to the customers but I did not think any of them looked nice enough to deserve a trip out back with her.

When we shut up she said "You only let me play with those two guys, remember I only have you to satisfy me this weekend, I do like a bit of variety you know."

We agreed that we would meet up the next day, I would take her for a meal, and she offered to spend the night with me. I could leave the bar to look after itself; we had three staff on a Friday night. Before she left I said, "I will take you to a nice restaurant, you won't embarrass me by slipping under the table and sucking me off will you?"

"If you don't want to take out the new me I will just dress like I used to, nice sensible flat shoes and a long skirt. Good night, I will drive around to yours at seven."

She arrived, right on time, and was not dressed as she usually did for work. She looked fantastic in a grey silk dress. It had a very tight and short skirt with the top a rather loose crossover, leaving both her arms and her lovely cleavage on display. Nice grey court heels and a small silver clutch bag; her wearing her hair up and a narrow grey choker around her neck enhanced the effect.

We had a lovely meal at the very best hotel just outside town, every guy in the place must have spent most of their meal either glancing at her or more blatantly ogling. There were a similar number of women who spent the same amount of time either glaring at Britney or at their partners. She had made many guys very happy but probably done serious damage to several relationships.

While we were eating, I said, "It's a good job I am not in to making you humiliate yourself in some way, like walking around in here without a bra or without knickers. For one thing, you haven't got either on and you would probably enjoy it anyway. Before you ask, no you cannot get under the table and give me a blow job."

"Hey, I'm not a slut all the time, this dress would be spoilt if I had anything on underneath – all the other guys in the room seem to appreciate it." I obviously told her how much I liked it, and filled up her wine glass yet again. 

We had a superb meal and both thought the company was great; I drove home although we had consumed two bottles of wine I had not had very much to drink. Britney was merry but not drunk perhaps staggering a little as she got out the car and took her lovely body into my house. I asked her what she had in mind for the rest of the evening.

She said, "Well my pussy is still messy and my bum is still sore, although both are available if you want to. My only fully fit hole is my mouth and throat, perhaps you could see how deep, and hard you could fuck that. Remember each time your try something new you take me to an even higher level of pleasure."

"There are two problems with that, if I take you to a much higher level of pleasure you will self destruct, the other is your choice of hole. I admit it will be good for me if I can manage to pump a load right into your stomach, but your enjoyment will be no better, in fact, certainly less than the other holes."

She took me into the bedroom and striped off her dress. "I better put my dress out of the way, it cost me a weeks pay. Right, our fun together is not going to last much longer, you just said it would be good for you to fuck my throat. I have had enough to drink to dull the pain so I want you to use my mouth as if it was my ass, just fuck it. Don't worry if I am sick, turn blue or anything else, fuck it as you would my ass."

By now, she was stretched out across the bed with her head slightly over the edge looking up at me and licking her lips. "Oh yes, like I am going to hurt you, choking you will not give you the same sensations as the pain and pleasure you get from the crop."

"I have been doing what you tell me to do for weeks now it's your turn to do as you are told, fuck my throat now."

My cock was pretty hard with the discussion so I put it against her lips and she immediately sucked it in a couple of inches and used a hand to caress the rest of the shaft. She sucked and licked it in this position for some time, it was very pleasant, and she was generating lots of saliva, which I thought would act as a lubricant. By now she had made my cock very rigid, she pulled it out and said "Now, go for it, remember don't stop until you are right in and shooting into my stomach."

I slipped back in slowly, I gently went deeper and deeper, and no problem I could feel her tongue running along the base of my cock pulling it even further in. I saw her chest rise as she took a deep breath and I pushed a little deeper. By now, she should have been gagging but she was actually acting as so she was swallowing it, her throat was drawing it in. It was a marvellous sensation on my cock as she rhythmically contracted her throat muscles around it.

I only had a little more to go, which with a light push was in, with my ball sack against her chin. I did some slow in and out motions although her swallowing action was pumping my cock very efficiently. Each time I pushed in, I could see my cock bulging out her throat, it was well in. Britney put her hands behind my bum and started pulling me in and out harder; I was very close.




Mentoring Britney Ch. 06



I saw my cock stretch her throat even more as a pumped and pumped my juices into her stomach. Easing it out she gave a deep intake of breath and pulled my cock back in her mouth and sucked off the small amount of cum that she had not already got in her stomach. She said, "Not exactly what you were told to do, but I see you enjoyed it."

"Yes I did, very much indeed; you are extremely good at that. You need to find a guy who really loves you as much as I do. That offer you made me could have caused you serious damage, guys with their cocks where mine was can be extremely rough."

She swung around on the bed presenting her pussy to me "Stop being my guardian angel and give my clit some oral attention please."

As always very little work on my part had her squirming, I have not had experience of a large number of women but she sure responded quicker than any others I had known. Her clit seemed to be an on/off switch; it should have a little tattoo above it saying 'press here for instant orgasm'. 

We agreed that it had been an enjoyable evening and cuddled up and went to sleep, maybe she was slowing up, only one orgasm in a day.

The following morning, after she woke me up with an enjoyable blowjob, we were sitting having breakfast together. She came out confirmation that I would not have a lovely youthful body to play with for much longer. "Thank you for the wonderful time you have given me these last few weeks, you have taught me how to enjoy my body so much more then I could have thought possible."

"I have decided to do the same as my boyfriend and do some travelling, eventually catching up with him somewhere. I will then see if his abilities match up with my requirements and take it from there. I have got very little money, but with my body and the way you have taught me to use it, I think I will be able to pay my way."

She left soon after that saying she would see me at work Sunday, and that she was giving the pub a weeks notice.

Thank you for reading this far, I hope you are enjoying the story, the rest will be up quite soon. If you liked the read please take a moment to vote, and I appreciate constructive feedback.



Mentoring Britney Ch. 07



My last week of mentoring, and enjoying Britney's young body, started with her arriving for work on Sunday. I obviously had regrets but acceptance; I knew right form the start that I was far too old for her. From her appearance, it was obvious she was still in the mood to continue her sluttish activities. She was wearing a red shirt tied to show midriff and cleavage, and her very short black tartan micro shirt.

"Christ girl that gear is downright indecent; there is no need to ask what sort of mood you are in tonight."

She spun around and bent over just a little, this gave me a nice view of her bum cheeks and her black thong. "May as well make the most of my last week here, thought you would like it. I know I may not get the chance tonight, being Sunday, but hopefully you can issue me with a few condoms."

"Oh, the dear sweet innocent Britney wants a few condoms, any preference as to the guys or is a working cock enough?"

"Don't be silly, I am very particular, they should be under sixty, and not too drunk to satisfy me. Have you sorted out my sessions, remember I finish on Thursday."

"Yes I covered it for next week, two of the Saturday girls are sharing it, and the boss can sort out something more permanent."

She gave a little blush, much rarer of late, and said, "I am glad I won't see the boss and his wife, my activities are bound to get back to them." It turned out to be a very quite night and the only chance she had to indulge herself was near the end of the session. She was being very flirty with a couple of guys around forty who were out for a drink, probably to get away from their wives for a while.

She took me into the office and said "Have you given up being my mentor, don't you think I need a push to keep these two back for a while when we have shut up? – you could watch from the office."

I could only reach for the condom box and say "A push? I couldn't stop you if I wanted too."

She went back and chatted with the guys, from the smiles that appeared on their faces they where obviously up for it. As I locked the doors after the other three customers had left, she picked up a towel and spread it on one end of the pool table. She then knelt down in front of one of the guys, took a condom out of the folds of her shirt and proceeded to work it onto his cock with her mouth.

That was a talent I had not taught her, it was very erotic to watch, she gave the guy a few deep sucks and then repeated the process on the other chap. She then lay back on her towel, spread her legs as wide as they would go and said, "Who's first?" Her skirt was so short that he hardly had to move it to gain access to her dripping pussy. The guy slipped his reasonably large cock fully home in one easy motion. She let out a gasp, wrapped her legs around his waist, grabbed hold of the edge of the table, and yelled at him to "Yes, fuck me hard."

He did, her body was bouncing rapidly, as much from her efforts as from his, she was panting away obviously from orgasmic pleasure. That was the first time I had seen her receiving pleasure without being distracted by my own lust – Christ, she did enjoy it. With that sort of treatment and the visual stimulus of watching Britney, he finished rather quickly with a few very hard strokes.

While still on a high, she panted, "Next please, quickly." The second guy was rock hard as he slammed into her; she gave him the same assistance. Sweat was now pouring off her as she pulled him in with the same urgency, her knuckles where white from gripping the table but the rest of her body was glowing red.

The second chap kept up a frantic pace, with her panting away; she did not seem to have energy to spare for any vocals. This guy kept up his pounding for ages much to her obvious satisfaction. He finally, with a loud grunt filled his condom, and withdrew panting has hard as Britney was. 

What must have been ten, or even, fifteen minutes of frantic fucking and as far as I could tell uninterrupted climax throughout, she had still not had enough. "Come on darling, you can shoot your juices in me as well." She was still panting when she made her request, but while I was undoing my trousers she yelled again "Quick!"

After watching her show I was nice and hard as I slipped into her very wet hole, she immediately responded by gripping me with her legs and started humping me. I just needed to get into the same rhythm and she was well away again. I emptied into her rather quicker than her previous friends but when I did, she gave an enormous yell and flopped back just about unconscious.

As she lay across the table, with both legs hanging down and a trickle of our combined juices dripping from her pussy, she looked like a rag doll. I thanked the guys, on her behalf as she was still in no condition to say a thing. After letting them out and relocking the door I went over to her and caressed her cheek. Her eyes flicker open and she reached up with one hand and lifted herself up by pulling on my shoulder. She had just about enough breath to say, "What a fuck - that was sensational," and collapsed back again.

I went to the bar and got her a drink of water, with plenty of ice, and then lifted her to a sitting position and let her sip it. "You are a complete slut, you are not safe to release on an unsuspecting world."

She took a few more sips and jumped off the table, and gave a little wiggle to adjust her skirt, juices where still glistening as they trickled down her legs. "Sorry, it was a bit naughty but I have only a few more days left to let my hair down. I do not doubt that I will have to continue to gain satisfaction in some way but it will not be as safe as here with you. I think I had better clean up a little before I go home."

She did clean up and drove home, I thought now not only her reputation ruined but mine as well. Not that I was complaining but I was regretting, even more, that the fun would come to an end shortly. 

Monday Britney arrived for work as usual, obviously no change in attitude, she was dressed exactly as the previous evening. To add to the effect she had brushed her hair out, into a fuller style and had on large earrings and a little more makeup. She gave me a twirl and said, "This seemed to work well last night – if it's not broke don't fix it."

I mentioned that her experience the previous night had not put her off and asked how she felt. "Very happy thank you, pussy was perhaps a little sore when I woke up but now all I can feel are my upper leg muscles, I gave them a bashing last night."

"Well you had better open up and see who you can find to play with tonight, good luck." We were slow for the first hour or so but around eight o'clock four guys came in together. I gathered later that it was a guy on his stag night, just him with two friends and his father. Father was apparently along to see that he did not get into any trouble but he seemed as much into it as the lads did.

Britney was really enjoying herself flirting with them, and watching her, I had an idea and called her into the office. "Would you like the idea of me offering to do the bar for the rest of the evening, you look a little flustered and I think you should go back to my place and lie down for a while."

She gave me a huge cuddle and said, "Smashing, I was wondering what to do; they will be far too pissed if I left it until closing time." She then adjusted her bra and said, "Just got to persuade then now." I remembered to give her a handful of condoms and she went off to offer herself to them. There was quite a long conversation between the five of them but she finally gave me another kiss, and she was gone - with them all in tow.

I was kept quite busy and had little time to worry about her safety, or even to wish I were participating. The group seemed quite nice and it was, presumably, better that they had the older influence along. I finally got rid of all the customers and drove home, wondering what I would find. There was a taxi waiting outside the house as I turned into the street so I pulled in to await their departure.

I did not know if the timing was for my benefit or she had just worn them out, I doubted they had worn her out. She saw them out and gave a little cuddle and kiss to the three younger guys, the older man was rewarded with a much longer kiss. When the taxi pulled away, I drove in and parked, she had already disappeared to the toilet. 

Walking into my lounge I found it in a mess, it looked like they had had quite a party, in the middle of the floor my sofa cushions where laid out – no carpet burns presumably. The table was covered in empty beer cans; presumably, my fridge was now low on stock. I then noticed a beer mug which contained several notes, counting them I found £120. The beautiful young Britney then appeared at the door, she was fully dressed, as fully as her current choice of outfit allowed anyway. She was looking nicely flushed and her hair was a mess, but she had a lovely smile on her face.

She came up to me and gave me an enormous kiss and cuddle, wrapping that lovely body around me as much as she could. "Thank you so much, I have had a marvellous evening, there was almost enough action to keep me satisfied for today. The best man lived up to his title; the other young guy was well fit and kept going for ages. The groom was a little reluctant to play at first, but we persuaded him, she is a lucky girl. As for Tom, the groom's dad," at this point she caressed my cock through my trousers, "Experience is much better than youthful vigour."

"So am I allowed to sit down and have a cigarette and a drink, while you explain this jar of money, or have I to take you to bed?"

"Of course you can take me to bed, in fact I am going to stay the night, but we can sit and have a chat first."

They had actually cleaned me out of beer so I made us both a coffee, sitting down I asked her "So is the money to pay for all the beer your friends drunk?"

"Tom suggested they had a whip around because I had lost an evenings wages, I hope you were not too busy."

"Well that was nearly a weeks pay for you, although for the services you provided I suspect they got a very good deal. Just what did you get up to with four guys at your mercy?"

"Rather a slow start actually, I brought them in here, and offered them your beer – don't worry I will replace it – and they were just sitting around looking embarrassed. I sat on the sofa, spread my pussy, and asked who would like to warm me up, the idea of four guys had actually made that unnecessary but I thought it would get things going. Tom immediately knelt down and used his obvious experience to my full satisfaction."

"I then asked them to spread out the cushions and get to work; Tom was first again and gave my pussy a good long treatment. He had we well away and was closely followed by the other two guys, groom was still feeling reluctant. The first three were as rapid as last lights session and they gave me very similar pleasure. With some encouragement from my mouth and urging from his Dad and mates, the groom – Brian – overcame his, token? reluctance and gave my pussy yet another good seeing too."

"I then thanked them for giving me pleasure and asked how they would like me to reward them. Tom took charge and said that they would all like my ass but I needed to wake them all up again first, using what he described as my sensual mouth. I could not have asked for a better suggestion and sent one of the lads up to my bedroom to find the lube and started working on the groom's cock. It took me a while to get them all ready, and I then gave a little show applying the lube. I then stuck my ass in the air, and with a little wiggle, invited them to start."

"The groom was first in, he seemed to have lost any inhibitions and went at it like mad, – I hope his new wife likes it in the ass. He had me over the top in no time, the other three gave me continuous pleasure in my butt, but I was too far gone to have any idea in which order. I not sure, but by the way they were fussing over me at the end I think I probably passed out for a while."

I reached across and caressed her hair with my hand and asked "Was a total of eight condoms enough for you - that is a record - or did you manage to get yet more action out of them?"

"Things did slow up a bit then; we had a few drinks while I cuddled the lads, in particular Tom, who was very attentive to my pussy with his fingers while we were kissing. You have not trained me how to handle orgies, very remiss of you, so I asked them what they fancied. It was Tom, again, who suggested he took my ass and his son had my pussy at the same time. While we were getting into position, Tom on his back, me lying on top of him and his son standing with his cock in my pussy, he told the other two to play with my boobs."

"I'm not convinced that that is the best way to use two cocks, felt good them being in there at the same time but it was difficult to get a good rhythm going. We did not find it as simple as in the porn movies but the two lads did manage to cum. The other two both fancied another go at my pussy, which they completed very much to my satisfaction. I figured I had got all the action they were capable of, it was also nearly time for you to come home."

"Tom was very full of praise and appreciation and told the lads to make a collection for my lost wages while he got down and gave me yet another fantastic orgasm just using his tongue. We then tidied ourselves up and they called a taxi, a very pleasant evening for all concerned. Oh sorry; not so pleasant for you, you missed all the fun and had to do my work."

I gave her a hug and said "If you are going out into the big bad world you must learn the value of money, I make it you earnt just £10 a go. Your wonderful body is worth ten times that at least, I am very glad you had such a good time while I was slaving away."

She was responding to my hug, she has the most wonderful breasts, especially when they are pressed into my body. "Hey, I didn't charge them anything, the money was for my lost wages, and I do have expenses, I have got to replace your beer. Shall we go and have a shower together and then you can be number thirteen, which has always been my lucky number." 

We played around together in the, very cramped, shower for a while and then dried each other off. It was so nice having a lovely young body to caress and even better being caressed by her – such pleasures would soon cease. When we cuddled up in bed, she offered me any position and hole I fancied. After some discussion, we decided that it was actually her mouth that had been neglected all evening and she ended up by giving me an extremely sensual blowjob.

By far the best part of the evening was having her wonderful body pressing against mine as we went off to sleep.

Bliss again, waking up with her lovely body pressing into me, I knew I was really going to be depressed when she left the country – and my life. Britney woke up at the same time and noticing a very hard cock standing to attention she swung her body over me and did all the work bringing us both to a very good orgasm. She then lent forward and offered those lovely breasts for me to suck, I was in heaven still.

She did stay for breakfast but said she had lots of things to sort out and left me until the evening. That evening Britney turned up for work in her black stiletto boots, a short brown skirt, and a tight jumper. After she gave me a kiss, I asked, "Don't quite the usual slut tonight, did you actually get enough last night to put out the fire?"

"The rather worrying answer to that question is 'will I ever get enough' but I was just so busy today running around that I had no chance to change. I doubt I will be able to get another night like yesterday that was pure luck – they were in the right place at the right time."

The session was very quite and she did not get a single candidate for her very special attention. The one nice visitor she had was Tom, from the previous evening, he came in and said he could not stop but gave her a package. She got a moment and she opened it in the office, it contained an expensive box of chocolates, and a very nice gold chain necklace. The enclosed note said 'thank you for a wonderful evening.' We assumed that he also thought £10 a fuck was cheap.

Before she left, I said that she had better dress more provocatively if she wanted any action on her last two nights. I thought although I did not know her plans for the weekend, but it could be that I will only see the lovely Britney for two more nights. 

Wednesday evening she turned up in her denim dress, her legs looked even longer then usual presumably because she had on her highest heels. The top buttons of the dress where all undone, giving a good view of her unrestrained tits moving around. "Hello beautiful, I can see you are looking for some action tonight, you look superb."

She gave me a cuddle and said "Actually it's for your benefit; you did not seem to like what I had on last night. I won't turn down any suitable action tonight but I was thinking of saving my body for your use later."

Britney was very busy most of the evening but she often caught my eye and gave me a nice smile or brushed her body against mine when she came near. Around ten o'clock her 'stalker' came in and bought a drink, and was chatting away to her for a few minutes. This time he did not count out any money to encourage her to have another session with him but did show her a brown envelope he had in his inside pocket.

She said something to him, which brought a smile to his face, but then, downed his pint and left. It was a good half an hour later that she said to me "You are still on for tonight but I have arranged a short warm up session for myself first." I wondered if she had offered him her normal terms, but I suspected she would accept the envelope.

When all the customers had left, I confirmed with her that he would be waiting and told her to carry on; I would tidy up for her. I watched as her lovely body disappeared through the door, was she on her way to sell her body for the first time.

*

Final chapter will be up in a couple of days, thanks for reading and – hopefully – voting. 



Mentoring Britney Ch. 08



After Britney left the bar I took a little longer than usual shutting up. Not only did I have to sort out her shelf stocking and the like but I had to be a bit tidier with the books – the landlord was back on Saturday. Driving back home I reflected that my life was soon to become very boring again, no pub to run and no nubile young body to play with.

I wondered if I could manage a real relationship again, but came to the conclusion that I had absolutely no chance of finding anyone to approach what I had experienced over the last few weeks. I would just have to content myself writing about it, which had worked for ages.

I parked up at home and saw that her bedroom light was still on, not surprising she had only been back for a little less than an hour. I went and got some coffee and sat down and did a bit of surfing. I had hardy settled when I heard them coming down the stairs, again one of my favourite sounds – the click of high heels. I thought that was quicker than usual, but had no complaint with that.

They spent awhile in the hall saying goodbye, but I then heard a taxi sound his horn outside. Shortly after the beautiful Britney walked in, still wearing her denim mini dress with her heels, and looking very pleased. "Hello darling, I don't feel any different, do I look as though I have changed in any way?"

"Well you are looking very pleased with yourself, definitely a 'just fucked look' but that is not unusual of late." I guessed what she was getting at but said nothing.

"Yes, I should look as though I have just had a good fucking because that what he gave me, twice in fact. We did talk before about the difference between doing it for fun and charging for it. I still had a very satisfactory fuck the only difference is that I collected enough to pay my airfare to Canada. I don't feel any different knowing that I am not just a slut but a prostitute as well."

"That innocent young lady I met a few weeks ago has changed a lot; you say you are off to Canada first, what then?"

"I picked Toronto first because an old friend from school moved out there; I will look her up and then go on to the States. I want to do New York and California and you never know, I may even see if I can get a job in Nevada for a while." The last comment was accompanied with a caress of my crotch.

"It's a shame your guardian angel can't come with you, I am sure you will need one, real life and fantasy are very different things."

"I was talking to my Tom today, he is in India at the moment, and we agreed to meet in Japan in six months time. In those six months I may get all the fun I need and see if I can settle down with him."

"Of more immediate interest what are you going to do tonight, I hope you still do freebies?"

"Oh yes, I have plans for you tonight, I was going to stay the weekend with you but my flight leaves Friday night so we only have tonight and tomorrow. I had a lovely chat with my Dad today; he was very frank and wished me the best of luck. His one bit of advice was that I did not take the crop with me – he said it was not safe to let loose on most men but he thought I knew someone who knew how to use it." I gave her a cuddle and said, "I think you Dad sounds as though he might have been good at my role of mentor if you had got talking earlier."

She blushed a little and said "Dad has surprised me in the last couple of weeks; he seems to like to see me enjoying myself like I have been. I am sure that no one could have done the job as well has you have, so are you going to use the crop on me again?"

"Why do you want one of our last sessions to be me hurting you?"

"Because you used Dads crop so efficiently, if you don't I will have to pack it and find some brute to use it on me. If you give me a hard session with it now I will leave it in Dads garage."

"You are a nasty, but beautiful, blackmailer; I should punish you for that – but if you want it hard perhaps I will relieve my frustrations caused by you showing me so much pleasure and than running away. Come on up to your bedroom, I don't want blood on the kitchen floor." My attitude was designed to get her worried but all the silly girl did was grab my hand and pull me upstairs.

This lovely, naked, body was pulling me up the stairs – her superb ass and legs accentuated by her highest heels. She took me into the bedroom and I asked, "I want to know just what you expect me to do to that absolutely perfect young body of yours?"

She went and picked up her crop and used it to rub her own pussy and said, "My mentor neglected to get me to have any tattoos or piercings done to give me a permanent reminder of the best few weeks in my life. Do not give me any permanent markings with this but I am sure I can take a few welts that will last for a fair proportion of my world trip."

I just shook my head, "Silly girl your perfect body needs absolutely no additional decorations, your mentor can only suggest a piercing for your belly button. If you insist on a tattoo, just something discrete between your hip and pussy – but it is a little late for you to mention the idea. Now, can you please be more specific about what you want me to do to your lovely body." 

Britney then came up and pushing her tits into my chest and wrapping a leg behind my bum sunk her teeth into my neck. After what was a painful bite she worked her mouth up and started sucking my ear, playing her tongue inside it. "Before I tell you what I would like do you promise that you will follow my instructions?"

"Even with you working on my will power like you are I will only promise to try and follow your instructions, I will however listen to your guardian angel when he pops into my head."

She then stood back and said "We are wasting time, in about half an hours time I want to be lying, snuggled up to you, only just conscious from the overdose of both pain and pleasure you have given my body. I want to wake up in the morning, just managing to stand up and look in the mirror, I then want to say 'I am a stupid bitch' seeing all the marks on my body."

She continued, placing a finger on my mouth, "First my boobs need marking, then go for my pussy and finally my ass – I will remember the code words but I think the only one I am likely to use is 'black'. No more arguments, just remember unconscious, and plenty of marks to show for your efforts."

I knew it was pointless arguing with her, "Right, you asked for it, I am not sure half an hour will be enough and you must promise that you will leave the crop with your Dad." She did thank me and promised to leave it. "Now turn around, and shut your eyes. I have got to fetch something from my room."

I returned and told her to put her arms behind her back and wrapped one of my leather belts around her wrists and pulled it tight. I took a second belt and did the same above her elbows, again pulling it painfully tight. Grabbing a handful of her hair, I turned her around and told her to open her eyes. "There, that has got your tits forced out nicely, now stand still what ever I do to you."

Her reaction was just to give me a smile and blow me a kiss. I then landed a nasty, harder than I had intended, strike on the outside of her right tit, and then a back handed strike on the outside of her other tit. She swayed away from each stoke and had a very pained look on her face as two red marks spread across her flesh. I said, "That got rid of your smile, I said stand still." She stood up straight again forcing her proud tits out; her eyes followed me around to the side as she took deep breaths.

For the next strike, I needed to stretch up on tiptoe, landed across the top of both her tits. It was a hard swing but I stopped just as it made contact, it left a mark on each of her lovely globes, and she yelled and lent forward. I quickly gave them a similar hit coming upwards onto the softer undersides, and said "Please listen, I said stand still." She again stood straight, her panting was now quite rapid, sweat was pouring from her brow, and her eyes were full of tears.

Britney's lovely nipples were both standing up looking as hard as I had ever seem them so my next targets were a strike on the tip of each breast, just missing the nipple. I then stood in front of her and used the crop to, gently, play with her pussy lips – it was very moist down there. I dropped the crop and knelt down and used tongue and lips to play with her clit and pussy, very quickly, she had an orgasm soaking my mouth with her juices.

I stood up and cuddled her saying, "That's more than enough on your lovely breasts, none of the foreigners will be able to enjoy them for ages as it is. Can we now cuddle up in bed and have some nice simple sex?"

She snuggled her head against my neck, her arms were still painfully bound behind her back, and said, "You can have your pleasure when you have finished the treatment you promised, you are doing fine so far. I would like to see how much more my boobs could take but you are right, I will probably need to display them soon."

I turned her around and released the belts, her upper arms had nasty blue/yellow bruises where the belt had dug in, – I had not noticed how tight I had bound her. She flexed her arms a few times and said "Please give my ass some serious treatment now, I will be specific, start with six at least as hard as the ones on my boobs and then six even harder. Do not pause until you have finished, I will then tell you how to continue."

I took one of her nipples between a finger and thumb and gave it a firm squeeze and twist, saying "You utter idiot, if you want a good job on your ass we had better go down to the kitchen table again, it is a lot easier to aim with you up higher." 

She actually pulled me down on the bed and said, "Perhaps that could wait until the morning, your work on my nipple feels marvellous. You have not got out of beating my ass but for now a good fucking would be nice." 

I positioned her hand between her legs and sucked one nipple into my mouth and used a hand on each breast to give them some serious pummelling. The crop had left a definite welt with each contact and they must have been sore but my squeezing was having a very noticeable effect. She arched her back and rubbed her clit frantically as I got rougher and rougher with her tits. I ended up gripping each nipple between thumb and finger and pinching as hard as I could while twisting them from side to side.

She had a shrieking orgasm, which I followed up by quickly sinking my cock into her pussy and pounded away as hard as my poor old body would allow. I was, unfortunately, finished all too soon but it was in time to give her yet another climax. I sank down beside her and we had a long cuddle. "You even made me hurt you with that one, lets go to sleep now and you can wake me up with a nice gentle blow job." 

It was a marvellous feeling having her firm young body pushed into me as she slept. I did not appreciate it as much as I might have, I found it very difficult to get to sleep thinking that this was the very last time I would have the pleasure. I must of finally dozed off as I was woke up with two beautiful eyes looking up at me while her tongue lapped around the tip of my, very erect, cock. She said, "Good morning darling, just stay still and enjoy."

She then administered what was the best blowjob I had ever experienced; she kept up exquisite treatment taking me to the edge on numerous occasions. Each time I was close, she eased off and squeezed the base while I relaxed and then went at it again. I had to give in eventually and squirted into her mouth, she sucked as much out of me as she could until I had gone completely limp.

She then came up the bed, the lovely body rubbing against mine and gave me a long kiss and said, "Thank you so very much for all you have done for me, it really is such a shame you are too old for me, it just does not make sense me moving in with you."

"I know it makes complete sense you finding someone your own age, although make sure you get a fit one, he will have a major job keeping you satisfied." I did actually agree with the logic, as nice as it had been she deserved a proper life partner she was such a great girl.

She pulled me up and said, "Come on we will have a shower together and then I will have to go and lay the kitchen table." The silly girl had not forgotten the outstanding treatment with the crop. While we showered, I tried to convince her that it was silly but she again blackmailed me by saying she would have to take the crop around the world with her if I did not. The previous session had left an individual mark from each stroke; three in particular leaving raised welts, which were very tender when I pressed them.

We dried off and went down stairs; the only clothing between us was her nice high heels, tapping down my stairs for the last time. She quickly got the foam and sheet spread on the table and taking a cushion under her belly jumped onto the table and wiggled her lovely ass at me. I said "Sorry darling, not yet roll over so I can see those lovely boobs, fold your arms behind your head please."

When I took the crop and started gently rubbing each nibble in turn rather than the expected worried look she just smiled at me. "I won't bother with a blindfold, or a gag, but please shut your eyes, and keep them tight shut." I continued to play the tip of the crop across each nipple until they were both very erect. I walked over to one of the kitchen drawers and made plenty of noise playing with the cutlery telling her to keep her eyes shut. Finding what I wanted I went back over to her and she only flinched when I ran a cold blunt dining knife along one of her tits. The silly girl she was far too trusting, her nipples were still standing up which were my target. I took one of the pipe cleaners I had found and twisted one around the base of her left nipple, leaving the two ends available for later tightening. Repeating the same on the other side I told her to keep her eyes shut and gave a twist on the ends of the cleaner, which constricted the base leaving a raspberry like tip to the nibble. Tightening up the other side I told her to keep her eyes shut and picking up the crop I gave a couple of light taps on each bound nipple.

"Open your eyes now and you can roll over and I will start on your bum, assuming that you still want me too – I know silly question."

"You bet that was a silly question, the nipples feel good that was a nice idea. Now it's my turn to tell you what to do, six good hard strokes to begin, more instructions will follow." I did as I she told me, held the crop on the middle of one of her cheeks, and gave it a good hit ensuring that I only made contact and did not sink in. Five similar ones alternating between cheeks followed, they each left a visible red line, but I was sure they would not satisfy her.

"Umm, that was a pleasant massage; very relaxing now would you like to use the crop on my ass." I did not want to hurt the silly girl but I knew she would keep pestering until I did. I targeted the fold where her cheek met her leg and gave a, harder, whack followed by two more and then three on the other side. These all had her bum flesh shaking and left nasty red marks, her reaction was a sort of grunt with each contact. Her grunts got loader with each hit, when I paused; she yelled, "Yes, yellow, do it again."

I adjusted my position so I could strike in the same area but land on both cheeks simultaneously. After the first stroke, I waited while her cheeks stopped rippling and then hit again, repeating the treatment a total of six times. The marvellous, but idiotic, girl started an orgasm after the second hit and was still shaking when I finished. She shrieked "No. don't stop, black, black please." I was able to keep her on a high with slightly lighter and slower strokes, she was yelling all the way through with what sounded vaguely like a drawn out 'yes' but it was hard to be sure.

When I finished she just lay breathing deeply, her whole body was red, and in particular, the nasty welts I had left on her cheeks. When her breathing got back to normal, I gently turned her over to inspect her nipples. They had both turned a deep red, almost purple colour; it was definitely time I released them. To take her mind off them I picked up the crop and ran the tip along her pussy and clit while using my teeth and one hand to remove one of the pipe cleaners.

As the blood, rushed back in she leapt with the pain and yelled "Oh fuck." I took the nipple into my mouth and gently sucked it while tweaking the other, still bound, one. I was right thinking her body would appreciate the attention, yet another little climax. Swapping my attention to the other nipple I took off the cleaner getting less of a verbal reaction but after sucking it into my mouth she achieved yet another climax.

After regaining her breath, which took some time, she draped her arms around my shoulder and gave me a kiss saying, "That was unbelievable, you are nearly convincing me to stay, almost every time we try something you take me to even higher levels of pleasure. I do have one serious complaint, what is the point of agreeing code words before a session if you completely ignore them?"

I gave her a kiss on the neck while squeezing one of her purple nipples and said. "I did not notice any complaints at the time."

"That was the wrong answer Mister, I wasn't sure how coherent my request for you to go harder had been, you have now admitted to hearing it." She jumped off the table and told me to go and find a mirror while she had a drink of water. I went and removed the mirror from the wall in the hall and took it into the kitchen.

She got me to position it so she could see the damage I had done to her ass, the whole lower portion was already looking a purple/yellow colour with lots of nasty red welts standing out. She looked in the mirror and, gently, touched the abused area and said, "Look there are more white areas than bruised; I think you will now have to do as you were told and give me a harder session. I know you do not like the idea but it is my last chance, perhaps ever, and I would very much like you too, please."

"You are a complete and utter idiot, please be careful in the big bad world, I care greatly for you and wish you no harm at all. If you make these sorts of requests to a very large number of men, you will be lucky not to get permanently disabled, or even worse. You have given me the best month of my life so I will do as you ask, but I really do not like the idea." There was no point in me refusing, although I did think I had done far too much damage already. "Take this wooden spoon and bite on it, this session is going to hurt, like you have been stupid enough to ask me to do. I will not take very long, they will be quick and painful, and my intention is to hurt you so you will get the ludicrous idea out of your system for good."

She smiled, gave me a long cuddle, and said thank you. "I will lay the crop on your ass with a few gentle taps to get my aim right, then six very hard ones. You must then immediately turn onto your back with your legs wide apart; I hope you will then manage to scream 'red'.

She started climbing onto the table but said, "Good boy, that sound pretty good but how about six like earlier and then the six really hard ones that will warm me up better." 

I knew she would not be satisfied until I did as she requested, she lay as instructed with the spoon in her mouth and that lovely ass offered up to me. I pushed the crop into the fold at the base of her cheeks; exactly where I had already caused damage and said "Ready?" she grasped the edge of the table with both hands and nodded her head. 

I gave a swing, aiming to stop just as the crop made contact and said "One." Her cheeks wobbled, presumable sending pain through to her pussy area, which her mind must have translated as pleasure. "Two, three." She was now sweating, but each time her body was pushed down, she lifted her ass up for more. "Four, five, six." She was shaking with orgasmic pleasure all through this treatment; saliva was dripping from around the spoon in her mouth. 




Mentoring Britney Ch. 08



I lay the crop over the main bulge of that beautiful ass, ensuring that my aim covered both cheeks. It was time, she wanted me to hurt her, and I just thought lets get it over with. I gave her six hard whacks, aiming so the crop actually sunk into the flesh but ensuring that I was in a slightly different position each time. With the last hit the spoon dropped onto the floor with a clatter, she was taking very broken and rasping breaths. Her face was contorted with pain and tears were running down both cheeks.

She swung her legs over the side of the table and started fingering her clit, I had planned to use the crop on it, but she had obviously had enough. I pushed her hand out of the way and slipping three fingers into her soaking pussy took her clit in my mouth and stimulated it with my tongue. She immediately had a thrashing climax and soaked my hand and mouth in her juices.

When she eventually got her breath back, which took some time, she slipped off the table and used me as support. Her so beautiful face looked up at me and smiled; tears were still filling her eyes and running down each cheek. She did not say a word, probably could not say anything, and then suddenly bent over, still holding onto my shoulder. She was then physically sick over the kitchen floor; I gently helped her over to a chair and sat her down.

That proved a silly idea, as soon as she sat on her abused bum she leapt up again with a yelp. Taking the cushion from the table and putting it on the chair I gently eased her down again. She just sat there panting for a while and after I gave her, a drink of water managed to say, "Thank you darling, believe it or not but I did find that fantastic. You have proved your point though; the crop stays in the garage until I am very sure I have found the right guy to share it with."

She then added, "I am sorry, you could take that the wrong way, I mean a guy I can trust as much as I trust you. I know you will miss me, but please believe me I am very sure I will think of you very often. You have given me an absolutely unforgettable experience over the last few weeks. I must go and have a bath now; my bum is extremely painful still, come and talk to me while I soak it." 

After her soak, I examined the horrid welts on her ass and told her they were far too much. Her only reply was that it was exactly right, the same as every thing I had done for her. She was soon dressed and packed all of her stuff that had accumulated at my house over the last few weeks. She said, "Not quite good bye yet, would you like to drive me to the airport, I need to leave around five o'clock? 

I received a lovely kiss as she left my house for the last time, my life was going to be very boring, and frustrating from now on. 

I drove around to her house at five, as I pulled up she came to the front door and waved. She was dressed in a nice pair of tight jeans and a short denim jacket covering a tight white jumper. On her back was a huge backpack, which appeared to be her only item of luggage. She stood at the door saying farewell to her Mother and then Dad walked with her over to my car. They put her pack into the boot and the lovely girl gave her Dad a kiss and long cuddle. As she jumped in beside me, I asked if she had given anything to her Dad to keep for her. He actually replied to my question, yes it was now safely returned to his garage.

With a tear trickling down her face she asked me to drive away and all three continued waving until we were out of sight. On the way to the airport, she did ask if I wanted a farewell blowjob but I declined saying I had to get used to doing without again. At the airport, I helped her with her pack and we had our last cuddle, that lovely soft body pushed into me for the last time.

We parted with us both in tears, I wished her the very best of luck finding what she needed. Her final words were "Thank you so much, keep checking your e-mail I promise to keep in touch."

As the lovely young body disappeared into the building, the most pleasant interlude of my life was over.

*

Thanks for reading this far, your vote and some feedback on the series as a whole would be appreciated. I am rather sad that the story has ended but I do not think it is sensible to continue with her experiences.