Tim had driven down so that we could fly out together. Sitting on the plane, I thought about how I had come to be here. After those great days in Chicago, he had begun calling me, and we had become close. I found him as gentle and considerate about most things as he was in bed. What was more, with a few carefully chosen images, he could light me up over the phone as easily as he did in person. Of course, I was at that point where his voice was enough to make me lubricate and begin to go there.
At the airport, we met at the gate and -- rather than be demonstrative (there are always too many acquaintances at airports) -- he simply took me in with those big hazel eyes. He started with my eyes, communicating both his affection and desire, and then slowly moved down my body. I was ostensibly traveling on business, so I was wearing a pink silk blouse and a grey wool straight skirt with pink pinstripes and slits on either side. I turned slightly in my pink heels, preening as he devoured my breasts. Moving down again he took in my hips and abs where the wool draped, accentuating my curves. I could tell he was starved to see me, and my body responded by melting under his gaze. On the Jetway I brazenly rubbed my bottom up against him and was pleased to find him semierect. He told me to behave.
We could only get away from our families for a couple of days and were flying business class to Jamaica. The extra space in the seats allowed me to curl up against him. My skirt had pulled up, and his hand rested between my thighs. As we talked I could feel his little finger lazily trace up and down that soft sensitive area high on my inner thigh. I silently willed him to move a little higher so that he would find how much I wanted him. I even squirmed around his hand in my seat, but he would have none of it. Finally, I said "It has been so long. Please..." At that he told me that he had intended to wait until there was less activity in the cabin and the lights were turned down. Then he said with a big smile, "But if you want to run the risk of being caught, I'll accommodate you."
He pulled his hand out and turned his pinky ring outward before putting it back between my thighs. I cuddled close, pushing my breast up against his arm and knew he could feel my nipple hardening. He smiled again as the side of his hand came up against my sex and he realized that I was pantyless. He cupped my pussy, plumping my labia and hastening the flow of blood into the region. The connection between my nipples and pussy was made, and I sighed my contentment into his ear. He slid two fingers down either side of my clitoris, squeezing it gently and allowing his fingertips to play around the entrance to my tunnel. As my breath grew short he asked in a whisper, "Have you ever come against an emerald before?"
Before I could answer he straightened his hand and slid the side into my canal, allowing my nether lips to close around him. Slowly at first, he pressed his ring against my clit and began to move it up and down and all around. The table of the stone was hard and smooth, and the feeling was kinky and wonderful. I was quickly approaching my orgasm as one of the flight attendants came down the aisle. I was too far gone to stop as she made eye contact with me. Her smile indicated that she knew exactly what was going on. She winked and passed on by. It felt so good... I began a cadence in Tim's ear, "That's it... That's it ...Yes, that's it...Ohhhhhhh yes." He pressed his arm into my breast and his hand deep into my groove as my pussy convulsed around his ring finger. My body finally relaxed, and as the pulsing of my pussy eased he removed his hand and sucked his finger and ring clean. With a twinkle in his eye he said, "I thought you said you do not care for emeralds." I told him a woman always has the option to change her mind.
It was late when we headed south from the airport toward the lodgings Tim had booked for us. It was an old resort made up of small private bungalows. He told me some of the celebrities who had owned these little villas at one time or another. The one we were staying in was owned by Oscar Hammerstein long ago. The villas were spread out around a hill overlooking a bay on the Caribbean. We stowed our carryons, which were all we brought, and Tim encouraged me to put away my working clothes and get comfortable. The temperature was still in the mid 70s, so I undressed, put on a short silk robe and wandered out on the deck to look at the stars.
The moon had set some time before, and the stars were so bright one could almost reach out and touch them. I was leaning on the railing overlooking the bay when Tim came up behind me and gathered me in his arms. He said, "I've missed you" as he began kissing my neck. I relaxed and laid my head back on his shoulder, giving him better access as his hands slipped inside my robe and traced the curves of my body down over my hips and back up the inside of my thighs, briefly brushing my mons and following the curves of my belly up under my breasts. Releasing me for a moment, he removed my robe and commented how lovely I looked in the starlight. He stood behind me, and we looked out over the heavens once again.
Then he flattened his hands and began circling my breasts, just grazing my nipples with his palms. He knew it would tickle, and I squirmed against him. We both laughed, and he took a slower tack, lifting and gently kneading my breasts. His hands felt so good as he fondled me, ending with his thumb and forefinger lightly massaging my strawberry nipples. My breasts are extremely sensitive. Knowing this, he worked them like a pro, sending thrills through my body. He explained that he was exhausted from a long week but that he knew he would not be able to sleep without making love to me. He asked what I would like. His phallus was rising, probing my bare bottom and calling to me in the night. I said, "Take me here under the stars, from behind, just as you are now."
With my short legs and his long ones, we both knew that the penetration would not be vaginal. We also both knew he loved to take me just that way. With one hand he continued to stimulate my breasts, and with the other he reached between my legs enticing my sex to lubricate so that he could apply the juices liberally between my cheeks. Pressing a finger against my anus, he waited for me to relax and admit him, wetting me thoroughly inside and out and guiding me up onto my toes as he withdrew his hand. Positioning the head of his cock against my entrance, he told me to hold on to the rail and slowly ease myself back. I love the feeling of fullness I get when he lets me control taking his cock up my ass. I moved ever so slowly, feeling my sphincter release and open fully to pass the mushroom, then narrow again as the head went over the rim. Finally I felt it widen out as his shaft forced itself deep inside my bowels. We sighed together as I pulsed around him. I felt empty as he began to pull back out....but only for a moment. Oh, this was good! He began to ride me, and I moved my ass around, enhancing the feelings that had us moaning with pleasure. He bent over, kissing my back and gathering my swollen breasts in his large hands. On the next inward thrust he whispered to me, "Oh, baby, it has been way too long." As we reached a plateau, he eased up just enough to hold us there prolonging our pleasure. Our hearts beat out our own music on the romantic tropical night. Before I tired too much, he asked if I was ready, and I replied, "Oh yes...Faster...Faster, baby...Come for me....Come for me now!" I could feel his balls tighten against my perineum as my own orgasm began to roll through me. I squeezed his cock with everything I had left as he began to squirt. He cried, "Oh, babyyyyyy........" as spurt after spurt pulsed into my bottom.