I opened the door, seeing that Anna’s room was open, but the doors down the long corridor to the lounge were closed. I opened them and walked into my room, yet I could not see my wallet anywhere. Stymied, I walked out of my room and turned left, to look in the lounge.
I stopped dead when I looked on the balcony. Anna was lying on a lounge chair, her raven-black hair hanging at her shoulders, as the chair was in a sitting rather than a lying position. Her long, shapely legs were pulled towards her chest, hanging over the arms over the chair as she spread her legs. Her natural C cup breasts were moving slightly as Anna settled. She had deposited her clothes on the deck by the foot of her chair. A black demi-bra and thong, red skirt and tank top all lay cluttered in a pile.
She was lying back as much as she could, her left arm bent as she took her nipples between her thumb and fingers, while her right hand was between her spread legs, lightly fluttering over her pussy lips and teasing her clit. She smiled, and reached out to a table that was by her left elbow. Upon it was a large flesh coloured double-ended dildo, a shorter, yet wider silicone dildo which had balls attached to a flat base, and a bottle of lube.
I leaned against the counter watching carefully as she put a little bit of lube on her hand, and then start stroking and playing at her pussy and clit, while with the other hand she took the big double-ended dildo. She slowly rubbed the head of the dildo over the lips and clit, then pushed it in slowly, pulling it all the way out with a popping sound on each stroke. Then she guided the head back in with both hands, pushing the dildo all the way in, pulling it all the way out.
Anna started moving her arm faster and faster, no longer pulling it all the way out. She started bucking, moving her hips to meet the thrusting toy. I started getting hard, grabbing and touching my cock through my shorts. Anna was moaning, pulling at her nipples with every stroke as her right hand moved quicker, in and out. I undid my fly, pulled out my now hard cock and started stroking it, matching the pace of my jacking off to the speed of her thrusts. Suddenly, she stopped thrusting, her legs closed quickly trapping her hand as her head went back. She muffled a sharp moan by biting her lip. I had closed my eyes as I too was cumming, and when I opened them, Anna was standing before me in the doorway, weight on her left foot, arms crossed over her perfect breasts.
She then asked if I had masturbated when thinking about her before, and I replied that I had. Cocking her head to one side, she asked what my favourite fantasy of her was. After I told her, she bid me to pick up her stuff and follow her into her room. After a second’s hesitation, I ran to grab the clothes and toys, bundling them in my arms.
Once I got to her room, Anna locked the door, and bid me go into her bags and pick out the outfit that would best suit my fantasy. I chose a pair of heels, Red D’Orsay 4-inch stiletto heels with a really long pointed toe, a red lacy thong and push-up bra set, and a black tank top with spaghetti straps. Meanwhile, I was standing there naked, my cock was starting to firm up again. Noticing this, Anna said it was time to act out my fantasy.
And so I lay down on the bed while she came up crawling on hands and knees from below me, and took my half flaccid cock into her hands. Stroking it quickly with her right hand, she looked over my cock into my eyes while her left hand ran up and down my leg, stomach, thigh and balls. With her skilled hands, it did not take very long at all for me to get harder than I was before, and a bit bigger.
Anna moved up, and slowly took my cock into her mouth. Her tongue was moving about; on the in stroke it would flick over the bottom of my penis while on the outstroke it flitted over the head. She was looking me deep in the eyes, and s I came close to cumming she stopped, smiled and stood up.
I rolled off the bed and indicated for her to lie down, with her ass near the end and her feet spread apart. Her stiletto heels were touching the bed, the shoes rising at a sharp angle. I came up from between her legs. Lifting one leg, kissing my way from the toe all the up the foot, inside the left leg to the knee, which I placed over my right shoulder. I then took her right foot, kissed and licked my way up from the toe of the shoe all the way up her lower leg to her thigh, which I placed on my left shoulder. I was hard, but I wanted to touch my cock so I stroked it a couple times.