I was stunned this beautiful young lady had just spilled her heart out to me, and she now lay on my chest, face down, wondering if I was going to dash her hopes or make her dreams. It was all in my hands. I knew I had to be careful. I loved my wife and children, and they came first, but I couldn’t just drop Jane from such a great height.
I smiled at Jess. I put my hand under Jane’s chin, pulled her face up, then kissed her on the lips; not deeply, but with passion and as much love as I could. As our lips parted, there was a smile on her lips and a tear in her eye.
I just said, “I am here on business, so I can’t spend every moment with you, but I will spend as much time as I can with you.”
Her face lit up with a smile, and I knew she was very happy with that.
We lay back and Jess spoke up again. “Jane, I told him you want to be treated like a princess, but also like a slut. I hope you perform up to that request.”
Jane giggled, and said, “No, please I can’t do that! Oh, no, no.” But the colour in her face and the giggle, said she was delighted she was being pushed into these things.
After that, we all sat quietly for a while, drinking our wine, and Jane tucked in close to me.
Jess caught my eye, and said, “I’m going to keep pushing her, and you.”
And I just nodded.
Jess then started, “Did you know Jane would love to sunbathe topless, but she is terrified to do it?”
Jane sat bolt upright, and shouted, “You know I could never do that, imagine all those people look at me!”
Jess laughed, and said, “But just imagine, Mike would be one of those people and you would love him looking at you.”
I could only see her back, but even at that I could see the deep red she had turned at that last comment, and I felt the young lady really did want to be a slut for me, but was absolutely terrified of what she would do and where it would lead.
I put my arm around her waist and said, “Sounds like there could be an exciting game of Truth or Dare somewhere this week.”
Jane turned and looked at me. Again, she had a look of excited expectation, but also fear. I was starting to love that look.
Silence returned once again, and I looked at the clock. It was nearly three AM and the bottle was finished. I said, “It’s getting late and we will be fit for nothing tomorrow, what time will we meet for breakfast?”
Jane didn’t move or speak.
Jess said, “Jane, I will go to bed, you stay here.”
I tightened my grip around her, and Jane didn’t move.
Jess then said something that woke me up. “Okay. Jane, how are you going to communicate your debauchery to me?”
I turned to Jess with a puzzled look on my face.
To which Jane said, “At university, we always had a game. If anyone picked someone up, we communicated the next morning in class what had happened by what we wore. So if you picked someone up, but returned to your dorm you wore different clothes. If you picked them up and went to their house, but did nothing, you wore the same clothes. If you got into bed with them, but only kissed, you took your shoes off in class. If you had sex, you took your bra off for the day, that meant everyone in the class knew, without you having to say.”
I smiled and said, “Okay, let’s do something similar, but I’m going to choose, and I’m going to get my own back for that slap earlier!! Jane, go and get all your bikinis.”
Jane jumped up and ran off to her room.
Jess smiled, and said, “I know where this is going, and she is going to love it.”
Jane came back with two bikinis and a one-piece. One bikini was black and bulky` the other was red and tiny.
Jess looked at the red bikini, and said, “Wooh! Jane, I didn’t think you had anything like this.”
Jane blushed, and said, “I bought it years ago, but never had the courage to wear it.”
I looked at it and it was stunning. The bra cups were very small, and the bottoms were a G-string. My next question was simple. “What are the bases?”
Both girls looked at me, and Jess said, “Your choice.”
“Okay,” I replied. “First, if Jane leaves my room to stay in her own room, she wears the one-piece. If she stays, she will be in my bed and we kiss and cuddle, she wears the black one. If we”
Jess cut in, and said, “She wants to go the whole way, whatever you want. Only one question, do you use condoms?”
I felt Jane tighten her grip around me, and I just said, “Don’t like anal, don’t have a condom, so no. So if I pull out, she takes her bikini top off every time she sits, and if I don’t pull out, she doesn’t wear any bikini top at all.”
To my surprise, Jess got up, and asked Jane, “What is your preference? I know you well enough to know you like this is close to your dream. You have to go for it or you will regret it”
Jane sat up and looked at me, and said, “Your choice, Jess is right, I want this.”
I smiled, then said, “What is your preference?” As I said that, I handed Jess the one-piece and the black bikini, saying, “I don’t think we will need those. Jane can give you the red top, if she thinks it is unnecessary.” With that, I handed the red bikini top to Jane.
Jane just said, “Jess, take that with you when you go.”
At that, Jess picked everything up and said, “Mike, if you hurt her in any way, I will beat you to a pulp.” And she walked out of the room.
Jane looked at me and said, “I’m not on birth control and if you cum inside me I will get pregnant. But you already know I won’t stop you from doing that. I don’t know why I want it, but I do. Now, why do you want to see my boobs all the time? They are small and useless, and Jess’s are so much better.”
I laughed, and pulled her out of the seat and up to a full-length mirror, where I stood directly behind her. Holding her close from behind, I kissed behind her ear and whispered, “Just imagine on the last day of this week you are in the pool swimming and you get out. As you get out you see me looking at you, and you pull yourself out of the pool. There are no tan lines at all and your hard nipple…” as I say this, I pinch her right nipple, “…has a bead of water on it. You look down and think, in nine months that will be milk to feed my hungry baby. And when you look at me, you realise I am thinking the same thing. You look around and see other men looking at you, and that will probably be the first time you figure out that you may be small, but you are stunningly attractive.”
As I said this, I watched her eyes close and I felt her press back into me. As I kissed her neck, a very low moan escaped her lips. With that, I reached up her back, and ran the zipper to the bottom and pushed the dress over her shoulders. It fell to the floor, she slipped her shoes off and stepped out, leaving her dress in a puddle on the floor, with her shoes in the middle. I turned her around and kissed her deeply and passionately; I unclasped her bra, she moved her arms to let it fall to the floor.
She whispered in my ear, “I suppose I won’t need one of those for the rest of the week, either.”
With that, I took her into the bedroom, pulled back the sheets, and she lay down on the bed. I stood over her and undressed fully. My eight inches stood proudly erect, as I took off my boxers.
She looked at me, and said, “Remember, I’m a virgin.”
We started to kiss in bed, and I let her set the speed for a while, as we both lay on our sides. I felt her push her boobs into me, and I leaned down, took a nipple in my mouth, and started to suck.
Her only word was, “Harder.” Then a loud moan, followed by a louder, “Harder, harder!”
I happily obliged, and she had a mini-orgasm from just my sucking. I rolled her onto her back, and kissed down her belly.
She said, “Oh, no, you don’t have to do that.”
I looked up and said, “Oh yes, I do.”
She had a smile on her face, as I stich a patter to her pussy. I could smell it through her panties, but I kissed over the top of them. As I did, her panties got wetter. I worked my way down, until I was lying flat on the bed between her legs. I then used my tongue to push under her panties, and I grabbed a hold of the top of them at each hip. I lightly ran my tongue along her slit, and was rewarded by her pushing her hips in the air, with a very loud squeal. I used the invitation to pull her panties down her legs.
And all she said was, “Shit, I’m naked now, there is no going back!”
I went to work on her pussy with my tongue, knowing my finger might damage the prize my dick so badly wanted. After a few minutes, she grabbed my hair and pushed my head into her pussy.
She screamed, then pulled me up to her face, gave me a kiss, and said, “Just do it, please. Just do it!”
I was already at her opening, so I just pushed and slid the head of my dick in, with remarkable ease. She was so wet, it made the next part easier on her, as I tore her hymen; I felt some blood.
But she pulled me into a kiss, then said, “Don’t waste time, we can go slowly later, I don’t want to chicken out now.”
I took my cue, and started at a slow pace, which I quickly picked up. I tried to make it as loving as I could, but as the pace picked up, I knew I was treating her like a slut. I felt her pull her legs up and put them over mine, then putting her feet under my legs, effectively locking us both in.
As she did this, I looked at her and said, “You know we can’t stop now.”
She replied, “Good.” As she said it, I felt her muscles contract, and she let out a loud moan.
I whispered, “Let it go.”
She just wrapped her arms around my neck, arched her back, and an orgasm hit her. It wasn’t an Earth-shattering climax, but it was her first by a dick, and she clearly enjoyed it.
I said, “Are you ready for this because the thought of what we are doing, is going to make me lose it.” She pushed up again and I lost it, completely. I pounded into her, as the feeling built up in my balls. It just got to be too much and I forced myself as deep as I could go, and in a low groan, said, “This might be your baby.”
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