All the characters in this story are over 18. It is set in England, so the words used are English not American. And this story continues after Heather Chapter 2...
*
I had been dreaming of Heather as I went to sleep, wetting myself and the sheets too, as she haunted my sleeping as well as my waking. Then the real thing came along for the third time..
I got another message from my mother that Heather wanted to see me, after school this time on a Tuesday. I called by, and rang the bell, not really knowing whether the other times had been real or just some amazing fantasy.
Heather opened the door with her welcoming smile. She was wearing the same pale grey cardigan as the first time, buttoned up to her neck with a folded over collar. As ever my eyes were focused on her breasts, which looked somehow softer and more rounded than I'd remembered, but just as goegeous as before. This time she was wearing pale grey slacks, with dark shoes.
"Oh hello, Andrew, I'm glad you could come round." She said, smiling with that twinkle in her eye. "Come on in, and I'll shut the door."
I followed her into the living room, where she sat down and beckoned me to as well. As she sat down there was a wonderful wobble in her breasts, as though she was not wearing a bra - but she must be, surely.
"I was just wondering how your new underpants were!" she said, raising her eyebrow meaningfully. "Have you been thinking about me since you came round here last weekend?"
I wondered how I could possibly forget. And it wasn't a dream either.
"Well they fit OK," I began, "... "and I keep thinking about what you did to me, it was all just so amazing."
"Well, pet, I don't have long this time, as Ken will be back in about an hour, but if you'd like to go up to the bedroom and strip down to your underpants, I'd like to have another look at you and I think it's time for your next lesson!"
My heart was going crazy now, as I realised what she was saying.
"Go on, up you go!" she smiled, "And I want you stripped off to your underpants as soon as you can!"
I left in a daze, and went up to the bedroom, with its double bed, wardrobe and mirror. I undressed quickly, putting my clothes on the empty chair, and desperately worrying about Ken coming home - what would I possibly say if he saw me now? My cock didn't seem to care, however, and was just expanding in anticipation when I heard Heather coming up the stairs.
"Coming to get you, ready or not!" she said, opening the door. "Ah, I'm glad to see you're ready, pet." she added, looking directly at my groin and the bulge in my pants. She came towards me, smiling.
"But before I attend to your hardon, I think you should learn to please me a little. It's only fair, after all, isn't it?"
I nodded, wondering whatever she had in mind.
"Well I feel all tight in my shoulders, so I'd like my massage boy to come and help ease my tensions - do you think you could do that?" and without waiting for an answer, she sat on the edge of the bed, with her hands reaching backwards to steady herself. Again there was that wonderful hint of a wobble in her breasts...
"So how do you want me to massage you?" I asked, looking down at her.
"Just come and stand in front of me, and put your hands on my shoulders, pet, then use your fingers to squeeze and relax my poor tired shoulder muscles."
I stood in front of her, realising that she was looking straight at my underpants, and at my throbbing cock held tight inside them. Then I just leaned forward slightly and put my hands on her shoulders. It feld so magical to touch the soft grey wool, and feel her warm body beneath. I began to stroke over the wool, trying to squeeze her muscles as she'd asked.
"Mmmm..." she moaned gently, "that does feel good. Try moving up towards my neck too, as my muscles are very tight there."
So I moved my hands inwards, delighting in the feel of her cardigan and her body beneath. I reached her neck and began squeezing and massaging her, feeling the hardness of her backbone and the softness of her shoulders and neck. My hands were under her collar now, the soft wool flopping aginst the back of my hands as I continued my learner's massage.
She was smiling now, and gently rolling her head from side to side. She looked up at me.
"Ooooh you are very good at this, you could get me very nicely relaxed, you know. Have you massaged ladies before?"
"No!" I replied, "But I'm glad you like it - it just feels nice to stroke you."
"Mmm, I can see that you like it!" Heather winked, looking down towards my groin. "Just keep massaging my shoulders for a little more - you've got to earn your treats now!"
Feeling myself blush a little, I continued stroking and massaging her neck, then moved along her shoulders, realising as my fingers stroked her body through the soft wool that there were no signs of any bra straps...