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.