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."
